Dontayebrooksrealty.com Search Results

PRICED REDUCED .... This is the perfect commercial property, with mixed use and a great business opportunity, close to the center of Old Saybrook! Great opportunity for owner occupied or numerous business opportunities for rental space; Professional Offices, Law Office, Hair Salons, Nail Salon, Massage Studio, Therapist, etc... close to town and local businesses. Great investment opportunity collect rent and run your own business as an owner occupied property on the main level and collect rent from residential tenants upstairs. Lots of private off street parking paved driveway, great traffic count easy access to 95S, 95N and Rt9. Newer hot water heater, newer windows, public water, siding with a nice lawn for great curb appeal this property has a sign with electrical for great visibility for your business. Nothing to do, but put your personal touches on this property with a front entry area, numerous offices on the main level and multiple egress within the property that allows this property to be a perfect fit for any business! SCHEDULE YOUR PRIVATE TOUR! SHOWN BY APPOINTMENT ONLY NO DRIVE BY'S PLEASE! AS IS / WHERE AS

2 Baths ⋅ 24124701 MLS

PRICED REDUCED .... This is the perfect commercial property, with mixed use and a great business opportunity, close to the center of Old Saybrook! Great opportunity for owner occupied or numerous business opportunities for rental space; Professional Offices, Law Office, Hair Salons, Nail Salon, Massage Studio, Therapist, etc... close to town and local businesses. Great investment opportunity collect rent and run your own business as an owner occupied property on the main level and collect rent from residential tenants upstairs. Lots of private off street parking paved driveway, great traffic count easy access to 95S, 95N and Rt9. Newer hot water heater, newer windows, public water, siding with a nice lawn for great curb appeal this property has a sign with electrical for great visibility for your business. Nothing to do, but put your personal touches on this property with a front entry area, numerous offices on the main level and multiple egress within the property that allows this property to be a perfect fit for any business! SCHEDULE YOUR PRIVATE TOUR! SHOWN BY APPOINTMENT ONLY NO DRIVE BY'S PLEASE! AS IS / WHERE AS

369 Boston Post Rd, Old Saybrook

$825,000

Your Beach Retreat Awaits! Completely renovated and thoughtfully redesigned, 86 Fenwood Drive offers the perfect opportunity for a year-round residence or summer getaway. Ideally located just minutes from the kayak launch, cove, and beach, this charming home sits on a beautifully landscaped, level lot filled with mature plantings and inviting outdoor spaces. Step inside to discover a stunning custom kitchen featuring GE Cafe appliances, white shaker cabinetry, quartz countertops, and character-grade flooring that flows throughout the home. The bright and welcoming front living room is anchored by a cozy wood-burning fireplace, creating the perfect gathering space. At the rear of the home, the spacious family room showcases soaring ceilings, exposed beams, shiplap accents, and an abundance of windows overlooking the backyard. This versatile space could easily be converted into an additional bedroom if desired. Adjacent to the family room is a beautifully updated full bath featuring a new vanity with marble top and a stylish tiled shower. Convenient first-floor laundry is located just off the hallway leading to the bedroom wing. Both bedrooms offer generous proportions, while the primary suite boasts an oversized walk-in closet and a luxurious en-suite bath complete with heated floors, a soaking tub, updated vanity, and a large walk-in shower. The updates continue throughout the property, including a new propane tank, new septic tank, central air condition

2 Beds ⋅ 3 Baths ⋅ 24211563 MLS

Your Beach Retreat Awaits! Completely renovated and thoughtfully redesigned, 86 Fenwood Drive offers the perfect opportunity for a year-round residence or summer getaway. Ideally located just minutes from the kayak launch, cove, and beach, this charming home sits on a beautifully landscaped, level lot filled with mature plantings and inviting outdoor spaces. Step inside to discover a stunning custom kitchen featuring GE Cafe appliances, white shaker cabinetry, quartz countertops, and character-grade flooring that flows throughout the home. The bright and welcoming front living room is anchored by a cozy wood-burning fireplace, creating the perfect gathering space. At the rear of the home, the spacious family room showcases soaring ceilings, exposed beams, shiplap accents, and an abundance of windows overlooking the backyard. This versatile space could easily be converted into an additional bedroom if desired. Adjacent to the family room is a beautifully updated full bath featuring a new vanity with marble top and a stylish tiled shower. Convenient first-floor laundry is located just off the hallway leading to the bedroom wing. Both bedrooms offer generous proportions, while the primary suite boasts an oversized walk-in closet and a luxurious en-suite bath complete with heated floors, a soaking tub, updated vanity, and a large walk-in shower. The updates continue throughout the property, including a new propane tank, new septic tank, central air condition

86 Fenwood Dr, Old Saybrook

$1,200,000

Contemporary coastal elegance meets remarkable privacy along South Cove in Old Saybrook. Set well back from the road on 1.8 acres, this distinctive 3,188-square-foot cedar-sided residence captures sweeping water views from nearly every room. Originally built in 1965 and completely rebuilt in 1991, the home was thoughtfully designed to embrace its spectacular setting, with vaulted ceilings, expansive windows, and seamless connections to the outdoors. The living room features custom built-ins, a gas fireplace, wet bar, and sliders to a spacious deck overlooking the cove. The kitchen flows into a vaulted family room and opens to a 300-square-foot enclosed porch-an inviting space for entertaining or relaxing. The main-level primary suite is a private retreat with vaulted ceilings, deck access, water views, dual bathrooms, and an impressive 120-square-foot walk-in closet. A formal dining room, additional bedroom, and separate laundry room complete the first floor. Upstairs, two bedrooms share a Jack-and-Jill bath. With 1.8 private acres and 278 feet of frontage along South Cove, this property offers a rare blend of waterfront, space, and seclusion. Whether enjoyed as a year-round residence or treasured coastal retreat, this is a setting that simply cannot be replicated.

4 Beds ⋅ 4 Baths ⋅ 24203677 MLS

Contemporary coastal elegance meets remarkable privacy along South Cove in Old Saybrook. Set well back from the road on 1.8 acres, this distinctive 3,188-square-foot cedar-sided residence captures sweeping water views from nearly every room. Originally built in 1965 and completely rebuilt in 1991, the home was thoughtfully designed to embrace its spectacular setting, with vaulted ceilings, expansive windows, and seamless connections to the outdoors. The living room features custom built-ins, a gas fireplace, wet bar, and sliders to a spacious deck overlooking the cove. The kitchen flows into a vaulted family room and opens to a 300-square-foot enclosed porch-an inviting space for entertaining or relaxing. The main-level primary suite is a private retreat with vaulted ceilings, deck access, water views, dual bathrooms, and an impressive 120-square-foot walk-in closet. A formal dining room, additional bedroom, and separate laundry room complete the first floor. Upstairs, two bedrooms share a Jack-and-Jill bath. With 1.8 private acres and 278 feet of frontage along South Cove, this property offers a rare blend of waterfront, space, and seclusion. Whether enjoyed as a year-round residence or treasured coastal retreat, this is a setting that simply cannot be replicated.

108 Maple Ave, Old Saybrook

$999,000

Experience coastal luxury in this stunning 3-bedroom, 2-bathroom ranch style home nestled in Knollwood Beach. Set on a rare .33 acre lot, it offers picturesque marsh and South Cove views. Step inside to discover a newly remodeled interior featuring an expansive remodeled white kitchen with quartz counters, large center island. The family room boasts a dramatic fireplace, while a sunlit dining room/sunroom offers panoramic views of the marsh and Cove. A first-floor primary bedroom a two additional bedrooms, and 2 gorgeous full bathrooms. Additional features a patio and a large deck, new exterior vinyl siding with Azek trim, a 1000 sq ft basement for storage, central air, freshly painted exterior and main floor, remodelled baths, updated electrical, gutter guards and refinished flooring. Roof and septic are newer. No flood insurance needed. Appears to have room for a garage if needed. Enjoy beach rights and clubhouse access, tennis/pickleball courts and playground through the Knollwood Beach Association, a golf cart community, enhancing your coastal lifestyle in this exceptional home.

3 Beds ⋅ 2 Baths ⋅ 24186222 MLS

Experience coastal luxury in this stunning 3-bedroom, 2-bathroom ranch style home nestled in Knollwood Beach. Set on a rare .33 acre lot, it offers picturesque marsh and South Cove views. Step inside to discover a newly remodeled interior featuring an expansive remodeled white kitchen with quartz counters, large center island. The family room boasts a dramatic fireplace, while a sunlit dining room/sunroom offers panoramic views of the marsh and Cove. A first-floor primary bedroom a two additional bedrooms, and 2 gorgeous full bathrooms. Additional features a patio and a large deck, new exterior vinyl siding with Azek trim, a 1000 sq ft basement for storage, central air, freshly painted exterior and main floor, remodelled baths, updated electrical, gutter guards and refinished flooring. Roof and septic are newer. No flood insurance needed. Appears to have room for a garage if needed. Enjoy beach rights and clubhouse access, tennis/pickleball courts and playground through the Knollwood Beach Association, a golf cart community, enhancing your coastal lifestyle in this exceptional home.

37 Woodland Dr, Old Saybrook

$750,000

This meticulously maintained hidden gem features an inviting open floor plan with a dramatic double-sided fireplace creating warmth and character between the main living areas. The living room is enhanced by beautiful built-ins and a charming reading nook, while the spacious kitchen features an expansive island, built in china cabinets with plenty of room for family gatherings, casual dining and entertaining. Just beyond, the sunroom with skylights is filled with natural light and provides a peaceful place to relax throughout the seasons. The recently updated bathrooms add a fresh, polished feel, while a new roof and a newer heating and cooling system installed has five mini-split units offering added comfort and peace of mind. The full basement is partially finished, providing flexible space for a home gym or casual hangout, while still offering excellent storage. Outdoors, this hidden gem continues to impress. A fenced in yard enhances privacy, along with an expansive deck and heated Gunite saltwater pool and surrounding entertaining areas create a wonderful setting for summer enjoyment. You are on vacation every day in your backyard! Backing directly to a nature preserve this home enjoys a natural peaceful setting and access to nearby trails and outdoor recreation. Ideally located just minutes from Old Saybrook's vibrant Main Street, shopping, restaurants, marinas, two town beaches, and convenient highway access, this home offers the very best of shoreline living

3 Beds ⋅ 3 Baths ⋅ 24204473 MLS

This meticulously maintained hidden gem features an inviting open floor plan with a dramatic double-sided fireplace creating warmth and character between the main living areas. The living room is enhanced by beautiful built-ins and a charming reading nook, while the spacious kitchen features an expansive island, built in china cabinets with plenty of room for family gatherings, casual dining and entertaining. Just beyond, the sunroom with skylights is filled with natural light and provides a peaceful place to relax throughout the seasons. The recently updated bathrooms add a fresh, polished feel, while a new roof and a newer heating and cooling system installed has five mini-split units offering added comfort and peace of mind. The full basement is partially finished, providing flexible space for a home gym or casual hangout, while still offering excellent storage. Outdoors, this hidden gem continues to impress. A fenced in yard enhances privacy, along with an expansive deck and heated Gunite saltwater pool and surrounding entertaining areas create a wonderful setting for summer enjoyment. You are on vacation every day in your backyard! Backing directly to a nature preserve this home enjoys a natural peaceful setting and access to nearby trails and outdoor recreation. Ideally located just minutes from Old Saybrook's vibrant Main Street, shopping, restaurants, marinas, two town beaches, and convenient highway access, this home offers the very best of shoreline living

6 Nutmeg Cir, Old Saybrook

$850,000

VERSATILE MIXED-USE OPPORTUNITY | PRIME OLD SAYBROOK LOCATION. Welcome to 93 Elm Street, Old Saybrook - a rare mixed-use asset offering strong in-place income, exceptional visibility, and significant upside potential for investors and owner-operators alike. Strategically positioned at the entrance to the high-traffic Stop & Shop/Walmart Plaza and directly across from a newly developed 250+ unit apartment community, this property benefits from consistent traffic flow and immediate access to I-95 via the Elm Street exit. NEW SEPTIC! The well-maintained building offers a flexible configuration suited for multiple income streams and uses: Two fully leased residential apartments with separate utilities and brand-new Navien heating systems, providing stable, consistent cash flow. One private office space ideal for professional or administrative use * Two commercial units currently combined into a turnkey restaurant, featuring a full dining room, takeout area, prep space, commercial kitchen, liquor license, new FF&E, ANSUL fire suppression system, walk-in cooler, multiple sinks, and ADA-compliant restrooms - easily adaptable for restaurant, cafe, deli, or alternative food concepts. Garage with conversion potential, additional warehouse/storage space, and a partially finished basement/cellar offering operational flexibility and expansion capability. The exterior features a newly paved parking lot with 16 spaces, a finished outdoor patio ideal for dining or gathering.

2 Baths ⋅ 24167568 MLS

VERSATILE MIXED-USE OPPORTUNITY | PRIME OLD SAYBROOK LOCATION. Welcome to 93 Elm Street, Old Saybrook - a rare mixed-use asset offering strong in-place income, exceptional visibility, and significant upside potential for investors and owner-operators alike. Strategically positioned at the entrance to the high-traffic Stop & Shop/Walmart Plaza and directly across from a newly developed 250+ unit apartment community, this property benefits from consistent traffic flow and immediate access to I-95 via the Elm Street exit. NEW SEPTIC! The well-maintained building offers a flexible configuration suited for multiple income streams and uses: Two fully leased residential apartments with separate utilities and brand-new Navien heating systems, providing stable, consistent cash flow. One private office space ideal for professional or administrative use * Two commercial units currently combined into a turnkey restaurant, featuring a full dining room, takeout area, prep space, commercial kitchen, liquor license, new FF&E, ANSUL fire suppression system, walk-in cooler, multiple sinks, and ADA-compliant restrooms - easily adaptable for restaurant, cafe, deli, or alternative food concepts. Garage with conversion potential, additional warehouse/storage space, and a partially finished basement/cellar offering operational flexibility and expansion capability. The exterior features a newly paved parking lot with 16 spaces, a finished outdoor patio ideal for dining or gathering.

93 Elm St, Old Saybrook

$650,000

Enjoy the best of Old Saybrook from this spacious 3-bedroom, 2-bath Cape offering over 2,100 square feet of living space in a residential setting close to downtown and the shoreline. Just beyond Main Street and The Kate, with convenient access to Saybrook Point, restaurants, shopping, the train station and area amenities. Inside, an expansive living and family room offers hardwood floors, a brick fireplace and an abundance of natural light. The generously sized kitchen and dining area features ample cabinetry, granite countertops, stainless steel appliances and a large center island with seating. The flexible floor plan includes a first-floor bedroom and full bath, with two additional bedrooms and a second full bath upstairs. Two ductless mini-splits provide added comfort. Outside, enjoy a fenced backyard with a paver patio and mature trees, offering a great space for relaxing, gardening or entertaining. Additional highlights include a roof less than one year old, a detached one-car garage with electricity, paved driveway and full basement. A wonderful opportunity to enjoy generous living space and a convenient location near the heart of Old Saybrook and the Connecticut shoreline.

3 Beds ⋅ 2 Baths ⋅ 24201611 MLS

Enjoy the best of Old Saybrook from this spacious 3-bedroom, 2-bath Cape offering over 2,100 square feet of living space in a residential setting close to downtown and the shoreline. Just beyond Main Street and The Kate, with convenient access to Saybrook Point, restaurants, shopping, the train station and area amenities. Inside, an expansive living and family room offers hardwood floors, a brick fireplace and an abundance of natural light. The generously sized kitchen and dining area features ample cabinetry, granite countertops, stainless steel appliances and a large center island with seating. The flexible floor plan includes a first-floor bedroom and full bath, with two additional bedrooms and a second full bath upstairs. Two ductless mini-splits provide added comfort. Outside, enjoy a fenced backyard with a paver patio and mature trees, offering a great space for relaxing, gardening or entertaining. Additional highlights include a roof less than one year old, a detached one-car garage with electricity, paved driveway and full basement. A wonderful opportunity to enjoy generous living space and a convenient location near the heart of Old Saybrook and the Connecticut shoreline.

18 Shepard St, Old Saybrook

$1,692,034

Meticulously maintained and beautifully updated, this exceptional home offers refined coastal living in the desirable Fenwood Beach Association. Fully rebuilt and redesigned in 2008. Privately situated on a cul-de-sac with partial water views, the home showcases quality craftsmanship throughout, including hardwood floors and a stunning renovated kitchen featuring custom cabinetry, granite countertops, a generous center island including a renovated eating area with plenty of sunshine overlooking the backyard. The inviting main level offers wonderful spaces for both everyday living and entertaining, including a gracious dining room, living room with gas fireplace, family room with built-ins and charming reading nook. Upstairs, primary bedroom with luxurious fully renovated bathroom and oversized walk in closet. An additional three spacious bedrooms are complemented by a family room with built-ins and renovated bathroom. Additional improvements include a renovated half bath and laundry room, generator ready and multi room full house audio including outside, and new garage doors. Outdoors, enjoy a private patio with partial water views - an ideal setting for entertaining or relaxing after a day at the beach. Fenwood's kayak/paddle board launch is a minute away while the beach is a short stroll to enjoy the sunset. Close to golf, Saybrook Point, the causeway, two town beaches, Main Street restaurants and shops!

4 Beds ⋅ 3 Baths ⋅ 24199678 MLS

Meticulously maintained and beautifully updated, this exceptional home offers refined coastal living in the desirable Fenwood Beach Association. Fully rebuilt and redesigned in 2008. Privately situated on a cul-de-sac with partial water views, the home showcases quality craftsmanship throughout, including hardwood floors and a stunning renovated kitchen featuring custom cabinetry, granite countertops, a generous center island including a renovated eating area with plenty of sunshine overlooking the backyard. The inviting main level offers wonderful spaces for both everyday living and entertaining, including a gracious dining room, living room with gas fireplace, family room with built-ins and charming reading nook. Upstairs, primary bedroom with luxurious fully renovated bathroom and oversized walk in closet. An additional three spacious bedrooms are complemented by a family room with built-ins and renovated bathroom. Additional improvements include a renovated half bath and laundry room, generator ready and multi room full house audio including outside, and new garage doors. Outdoors, enjoy a private patio with partial water views - an ideal setting for entertaining or relaxing after a day at the beach. Fenwood's kayak/paddle board launch is a minute away while the beach is a short stroll to enjoy the sunset. Close to golf, Saybrook Point, the causeway, two town beaches, Main Street restaurants and shops!

11 Fencove Ct, Old Saybrook

$560,000

Location, location, location. Enjoy shoreline lifestyle in one of Old Saybrook's in demand neighborhoods. Level corner lot. Solid home ready for you to make it your own. Eight total room, three bedrooms, two full baths one updated. Fireplace in the Living room. Sunroom, one car attached garage. Full unfinished basement. Incredible opportunity to create the home of your dreams. Enjoy coastal living in Old Saybrook, around the corner from Kavanaugh Park, Trask Road area with tennis, splash pad, playground, ball field, basketball, picnic area. Short walk to beaches, Main Street, Schools Library and The Kate theatre. Close to train station for easy commute.

3 Beds ⋅ 2 Baths ⋅ 24196117 MLS

Location, location, location. Enjoy shoreline lifestyle in one of Old Saybrook's in demand neighborhoods. Level corner lot. Solid home ready for you to make it your own. Eight total room, three bedrooms, two full baths one updated. Fireplace in the Living room. Sunroom, one car attached garage. Full unfinished basement. Incredible opportunity to create the home of your dreams. Enjoy coastal living in Old Saybrook, around the corner from Kavanaugh Park, Trask Road area with tennis, splash pad, playground, ball field, basketball, picnic area. Short walk to beaches, Main Street, Schools Library and The Kate theatre. Close to train station for easy commute.

46 Farview Ave, Old Saybrook

$685,000

Welcome to the desirable Indiantown Beach community, where endless possibilities await. This well-loved home offers a spacious floor plan featuring a bright sunroom, generous family room with a floor-to-ceiling gas fireplace and built-ins, and a large primary suite with its full bath and own private deck. Ready for cosmetic updates, this home presents an excellent opportunity to create your dream beach retreat in one of Old Saybrook's most sought-after shoreline neighborhoods. Enjoy outdoor living with a spacious deck, large patio, fenced yard and storage shed-perfect for entertaining, gardening, or relaxing after a day at the beach. As a resident of Indiantown Beach, you'll enjoy access to two private beaches, a marina, clubhouse, playground, and a variety of community events throughout the year. Conveniently located just minutes from Old Saybrook's Main Street, restaurants, shopping, marinas, and local amenities, this property offers the rare opportunity to personalize a home in an exceptional coastal location. Bring your vision and make this beach house your own!

2 Beds ⋅ 2 Baths ⋅ 24189175 MLS

Welcome to the desirable Indiantown Beach community, where endless possibilities await. This well-loved home offers a spacious floor plan featuring a bright sunroom, generous family room with a floor-to-ceiling gas fireplace and built-ins, and a large primary suite with its full bath and own private deck. Ready for cosmetic updates, this home presents an excellent opportunity to create your dream beach retreat in one of Old Saybrook's most sought-after shoreline neighborhoods. Enjoy outdoor living with a spacious deck, large patio, fenced yard and storage shed-perfect for entertaining, gardening, or relaxing after a day at the beach. As a resident of Indiantown Beach, you'll enjoy access to two private beaches, a marina, clubhouse, playground, and a variety of community events throughout the year. Conveniently located just minutes from Old Saybrook's Main Street, restaurants, shopping, marinas, and local amenities, this property offers the rare opportunity to personalize a home in an exceptional coastal location. Bring your vision and make this beach house your own!

25 Uncas Trl, Old Saybrook

$1,475,000

Welcome to one of Old Saybrook's most compelling brand-new luxury opportunities. Built by one of Connecticut's premier shoreline designers and builders, this exceptional coastal residence showcases a level of craftsmanship, architectural detail, and thoughtful design rarely found in today's market. Summer is in full swing, and with immediate occupancy and flexible closing arrangements available for qualified buyers, you can still enjoy the very best of the season at Saybrook Point. Perfectly positioned in the heart of this renowned waterfront community, the home offers something increasingly difficult to find along the Connecticut shoreline: brand-new luxury construction, timeless coastal architecture, and an unmatched waterfront lifestyle all without the maintenance, uncertainty, and costly renovations often associated with older shoreline homes. Designed for both everyday living and effortless entertaining, the residence is filled with natural light, soaring ceilings, expansive walls of glass, and carefully curated finishes throughout. The open-concept floor plan flows seamlessly from elegant living spaces into a spectacular chef's kitchen, creating the perfect setting for everything from intimate evenings to holiday gatherings and summer weekends with family and friends.

3 Beds ⋅ 4 Baths ⋅ 24185199 MLS

Welcome to one of Old Saybrook's most compelling brand-new luxury opportunities. Built by one of Connecticut's premier shoreline designers and builders, this exceptional coastal residence showcases a level of craftsmanship, architectural detail, and thoughtful design rarely found in today's market. Summer is in full swing, and with immediate occupancy and flexible closing arrangements available for qualified buyers, you can still enjoy the very best of the season at Saybrook Point. Perfectly positioned in the heart of this renowned waterfront community, the home offers something increasingly difficult to find along the Connecticut shoreline: brand-new luxury construction, timeless coastal architecture, and an unmatched waterfront lifestyle all without the maintenance, uncertainty, and costly renovations often associated with older shoreline homes. Designed for both everyday living and effortless entertaining, the residence is filled with natural light, soaring ceilings, expansive walls of glass, and carefully curated finishes throughout. The open-concept floor plan flows seamlessly from elegant living spaces into a spectacular chef's kitchen, creating the perfect setting for everything from intimate evenings to holiday gatherings and summer weekends with family and friends.

2 Old S Cove Rd, Old Saybrook

$969,000

Nestled in the vibrant center of downtown Old Saybrook, this contemporary end-unit townhouse-crafted in 2021-presents the ultimate blend of shoreline charm and modern ease. Moments from local boutiques, fine dining, the iconic Katharine Hepburn Cultural Arts Center, and pristine coastal beaches, the location is truly unmatched. Inside, sunlit open-concept living spaces are highlighted by rich hardwood floors, detailed trim work, and sweeping views toward Main Street. The gourmet kitchen serves as the home's centerpiece, boasting custom quartz counter seating, premium finishes, and seamless flow into the fireside living area. Step through to your private, fully enclosed back patio for peaceful outdoor dining and weekend gatherings. The main floor features a spacious primary retreat complete with soaring vaulted ceilings, a spa-inspired dual-vanity bath, and dedicated laundry facilities. Upward on the second tier, a second bedroom, dynamic open loft, full bathroom, and custom-organized walk-in storage offer total versatility. Downstairs, the finished lower level provides excellent bonus space, perfectly configured for a quiet home office, private gym, or media room.

2 Beds ⋅ 3 Baths ⋅ 24203236 MLS ⋅ Village Center Residences BLDG.

Nestled in the vibrant center of downtown Old Saybrook, this contemporary end-unit townhouse-crafted in 2021-presents the ultimate blend of shoreline charm and modern ease. Moments from local boutiques, fine dining, the iconic Katharine Hepburn Cultural Arts Center, and pristine coastal beaches, the location is truly unmatched. Inside, sunlit open-concept living spaces are highlighted by rich hardwood floors, detailed trim work, and sweeping views toward Main Street. The gourmet kitchen serves as the home's centerpiece, boasting custom quartz counter seating, premium finishes, and seamless flow into the fireside living area. Step through to your private, fully enclosed back patio for peaceful outdoor dining and weekend gatherings. The main floor features a spacious primary retreat complete with soaring vaulted ceilings, a spa-inspired dual-vanity bath, and dedicated laundry facilities. Upward on the second tier, a second bedroom, dynamic open loft, full bathroom, and custom-organized walk-in storage offer total versatility. Downstairs, the finished lower level provides excellent bonus space, perfectly configured for a quiet home office, private gym, or media room.

25 Sheffield St Unit 3, Old Saybrook

$700,000

This beautifully maintained home offers the perfect blend of luxury and comfort! The main level offers exceptional versatility with an open floor plan, hardwood floors, a luxurious primary bedroom suite, along with a living room, family room, gourmet kitchen and formal dining room designed for both relaxed living and elegant gatherings. The first floor primary bedroom suite features California closets, dressing room, cathedral ceilings and a cozy loft. Gourmet kitchen with full pantry, granite countertops, island, stainless steel appliances, a stunning double-sided gas fireplace that creates warmth and ambiance between the main living spaces. Upstairs, a second private primary suite with a walk-in closet, full bath, two additional spacious bedrooms, another full bath, a charming terrace completes the upper level. A walk-up attic offers abundant additional storage, while the full basement and oversized two-car garage provide even more functionality. Surrounded by beautiful landscaping, a spacious deck perfect for entertaining, privacy, on a cul-de-sac minutes from town, beaches and highways.

4 Beds ⋅ 4 Baths ⋅ 24177311 MLS

This beautifully maintained home offers the perfect blend of luxury and comfort! The main level offers exceptional versatility with an open floor plan, hardwood floors, a luxurious primary bedroom suite, along with a living room, family room, gourmet kitchen and formal dining room designed for both relaxed living and elegant gatherings. The first floor primary bedroom suite features California closets, dressing room, cathedral ceilings and a cozy loft. Gourmet kitchen with full pantry, granite countertops, island, stainless steel appliances, a stunning double-sided gas fireplace that creates warmth and ambiance between the main living spaces. Upstairs, a second private primary suite with a walk-in closet, full bath, two additional spacious bedrooms, another full bath, a charming terrace completes the upper level. A walk-up attic offers abundant additional storage, while the full basement and oversized two-car garage provide even more functionality. Surrounded by beautiful landscaping, a spacious deck perfect for entertaining, privacy, on a cul-de-sac minutes from town, beaches and highways.

9 Barley Hill Rd, Old Saybrook

$1,038,000

Enjoy coastal living in the sought-after Knollwood Beach Association. This well-maintained, sun-filled home is just a short stroll from the beach, where beautiful shoreline walks, golf cart rides and a vibrant neighborhood setting are just moments from home. Offering a gracious sense of space, comfort and versatility, the home is equally suited for year-round living or a memorable coastal retreat. The bright, open floor plan is filled with natural light and designed for easy everyday living and entertaining. Two bedrooms on the main level provide the option for one-floor living, while two additional spacious bedrooms upstairs offer flexibility for family and guests. The kitchen features granite countertops and generous seating for meals and holidays, while plantation shutters add a timeless finishing touch throughout the home. A partially finished lower level provides additional flexible living space. Outside, a fully fenced yard and expansive patio create an inviting setting for summer gatherings, outdoor dining and relaxed evenings after a day at the beach. Knollwood Beach Association amenities include private beach access, clubhouse, tennis and basketball courts, all just moments from your doorstep. An exceptional opportunity to enjoy the quintessential Old Saybrook coastal lifestyle in one of the shoreline's most sought after communities. Conveniently located minutes from Main Street, shops, restaurants, Saybrook Point, golf, highways and the train.

3 Beds ⋅ 2 Baths ⋅ 24197776 MLS

Enjoy coastal living in the sought-after Knollwood Beach Association. This well-maintained, sun-filled home is just a short stroll from the beach, where beautiful shoreline walks, golf cart rides and a vibrant neighborhood setting are just moments from home. Offering a gracious sense of space, comfort and versatility, the home is equally suited for year-round living or a memorable coastal retreat. The bright, open floor plan is filled with natural light and designed for easy everyday living and entertaining. Two bedrooms on the main level provide the option for one-floor living, while two additional spacious bedrooms upstairs offer flexibility for family and guests. The kitchen features granite countertops and generous seating for meals and holidays, while plantation shutters add a timeless finishing touch throughout the home. A partially finished lower level provides additional flexible living space. Outside, a fully fenced yard and expansive patio create an inviting setting for summer gatherings, outdoor dining and relaxed evenings after a day at the beach. Knollwood Beach Association amenities include private beach access, clubhouse, tennis and basketball courts, all just moments from your doorstep. An exceptional opportunity to enjoy the quintessential Old Saybrook coastal lifestyle in one of the shoreline's most sought after communities. Conveniently located minutes from Main Street, shops, restaurants, Saybrook Point, golf, highways and the train.

38 Jarvis Rd, Old Saybrook

$365,000

Step into the charm of this delightful 1920 year-round bungalow, just a stone's throw from Old Saybrook's stunning beaches. Thoughtfully remodeled, this cozy retreat blends historical character with modern comforts. As you enter, you'll find a spacious area that offers endless possibilities-use it as an eating area, a flex office, or even a sleeping space. The open floor plan invites effortless living, with an eat-in kitchen showcasing a center island and newer appliances. Off the kitchen, a slider leads to a spacious back deck, perfect for outdoor dining or soaking in the coastal air. Built-in shelves add both charm and function to the main living area, which also features a convenient first-floor half bath and laundry. Head upstairs to discover a spacious bedroom paired with a full bath featuring a stall shower. The property doesn't stop impressing there-a full basement offers storage or potential, while the flat lot includes a versatile barn/garage and an adorable gazebo perfect for relaxing or entertaining. With public water and an unbeatable location, this home is ready to be your seaside escape or year-round haven. Welcome to the best of Old Saybrook living!

1 Beds ⋅ 2 Baths ⋅ 24169155 MLS

Step into the charm of this delightful 1920 year-round bungalow, just a stone's throw from Old Saybrook's stunning beaches. Thoughtfully remodeled, this cozy retreat blends historical character with modern comforts. As you enter, you'll find a spacious area that offers endless possibilities-use it as an eating area, a flex office, or even a sleeping space. The open floor plan invites effortless living, with an eat-in kitchen showcasing a center island and newer appliances. Off the kitchen, a slider leads to a spacious back deck, perfect for outdoor dining or soaking in the coastal air. Built-in shelves add both charm and function to the main living area, which also features a convenient first-floor half bath and laundry. Head upstairs to discover a spacious bedroom paired with a full bath featuring a stall shower. The property doesn't stop impressing there-a full basement offers storage or potential, while the flat lot includes a versatile barn/garage and an adorable gazebo perfect for relaxing or entertaining. With public water and an unbeatable location, this home is ready to be your seaside escape or year-round haven. Welcome to the best of Old Saybrook living!

61 Ingham Hill Rd, Old Saybrook

$599,000

You are walking distance to shopping, restaurants and public transportation from this in-town cape with 4 bedrooms, 2 full baths, hardwood floors, oversized two car garage and an amazingly private backyard and large deck. Oil heat and a full dry basement complement this nicely proportioned 1643 square foot home. Town Beach and Long Island Sound are only a short drive away.

4 Beds ⋅ 2 Baths ⋅ 24196621 MLS

You are walking distance to shopping, restaurants and public transportation from this in-town cape with 4 bedrooms, 2 full baths, hardwood floors, oversized two car garage and an amazingly private backyard and large deck. Oil heat and a full dry basement complement this nicely proportioned 1643 square foot home. Town Beach and Long Island Sound are only a short drive away.

32 King St, Old Saybrook

$675,000

Located in the highly sought-after shoreline town of Old Saybrook, this charming Cape offers character, comfort, and exceptional curb appeal. Set on 1.14 beautiful acres in the desirable Otter Cove neighborhood, this well-maintained three-bedroom, two-bath home is ready for its next owners. The updated kitchen features heated tiled floors, while the main level offers a spacious bedroom with a cedar-lined closet, convenient first-floor laundry, a bright den/library with a bay window, a welcoming living room with a stone propane fireplace, and a separate dining room. Upstairs you'll find two generously sized bedrooms, each with cozy dormer sitting areas, plus a walk-in attic for additional storage. A full basement, detached two-car garage, two storage sheds and abundant space for hobbies, storage, or a workshop. Lovingly cared for over the years, this special property is ready for you to make it your own.

3 Beds ⋅ 2 Baths ⋅ 24193791 MLS

Located in the highly sought-after shoreline town of Old Saybrook, this charming Cape offers character, comfort, and exceptional curb appeal. Set on 1.14 beautiful acres in the desirable Otter Cove neighborhood, this well-maintained three-bedroom, two-bath home is ready for its next owners. The updated kitchen features heated tiled floors, while the main level offers a spacious bedroom with a cedar-lined closet, convenient first-floor laundry, a bright den/library with a bay window, a welcoming living room with a stone propane fireplace, and a separate dining room. Upstairs you'll find two generously sized bedrooms, each with cozy dormer sitting areas, plus a walk-in attic for additional storage. A full basement, detached two-car garage, two storage sheds and abundant space for hobbies, storage, or a workshop. Lovingly cared for over the years, this special property is ready for you to make it your own.

84 Ayers Point Rd, Old Saybrook

$700,000

No stone was left unturned at this turn key beach house in the Chalker Beach Association! Completely and professionally renovated from bottom to top, this 3 bedroom cottage is open, light and airy and ready for you to move in, just in time for summer! A spacious living room opens into the lovely eat-in kitchen with custom cabinets, stainless steel appliances and beautiful crown moulding. A bright sunroom off the kitchen will be a great place to spend the afternoon reading a book and relaxing or a fun little playroom. On the other side of the house 3 bedrooms and 1.5 baths with a flexible laundry/mudroom are all fresh with beautiful finishes. The house is heated and cooled with all new split units, so each room can control their own temperatures. All new: windows, doors, roof, septic, appliances, walls, floors, lighting, split units, washer and dryer - virtually everything! Outside enjoy a new patio, landscaping and an oversized 1 car garage with ample space for a golf cart, work bench and storage for all your beach gear. Come take a look, it's your chance to have a new home at the beach!

3 Beds ⋅ 2 Baths ⋅ 24184183 MLS

No stone was left unturned at this turn key beach house in the Chalker Beach Association! Completely and professionally renovated from bottom to top, this 3 bedroom cottage is open, light and airy and ready for you to move in, just in time for summer! A spacious living room opens into the lovely eat-in kitchen with custom cabinets, stainless steel appliances and beautiful crown moulding. A bright sunroom off the kitchen will be a great place to spend the afternoon reading a book and relaxing or a fun little playroom. On the other side of the house 3 bedrooms and 1.5 baths with a flexible laundry/mudroom are all fresh with beautiful finishes. The house is heated and cooled with all new split units, so each room can control their own temperatures. All new: windows, doors, roof, septic, appliances, walls, floors, lighting, split units, washer and dryer - virtually everything! Outside enjoy a new patio, landscaping and an oversized 1 car garage with ample space for a golf cart, work bench and storage for all your beach gear. Come take a look, it's your chance to have a new home at the beach!

52 Chalker Beach Rd, Old Saybrook

$740,000

This sun-drenched ranch unit at Chatham balances modern style with unmatched convenience, situated moments from the vibrant shops and dining on Main Street. The beautifully updated, open-concept floor plan features soaring vaulted ceilings, gleaming hardwoods, and a natural gas fireplace with custom built-ins. Retreat to one of two private bedroom suites, or step outside from the main living area onto your expansive, privately-sited deck. Complete with an attached garage, pristine modern bathrooms, main-level laundry, and a massive, dry unfinished basement for seamless storage, this home delivers the freedom of condo living without sacrificing space. Embrace a relaxed lifestyle in one of the most dynamic and sought-after towns on the Connecticut Shoreline.

2 Beds ⋅ 2 Baths ⋅ 24191828 MLS ⋅ Chatham BLDG.

This sun-drenched ranch unit at Chatham balances modern style with unmatched convenience, situated moments from the vibrant shops and dining on Main Street. The beautifully updated, open-concept floor plan features soaring vaulted ceilings, gleaming hardwoods, and a natural gas fireplace with custom built-ins. Retreat to one of two private bedroom suites, or step outside from the main living area onto your expansive, privately-sited deck. Complete with an attached garage, pristine modern bathrooms, main-level laundry, and a massive, dry unfinished basement for seamless storage, this home delivers the freedom of condo living without sacrificing space. Embrace a relaxed lifestyle in one of the most dynamic and sought-after towns on the Connecticut Shoreline.

11 Coulter St Unit 7, Old Saybrook

$875,000

Welcome to this exceptional 3700 sq ft, move-in ready home, privately situated on a quiet private road and surrounded by landscaped grounds. Set on a beautifully maintained 1.3 acre lot with a lightly wooded backdrop and charming stone wall accents, this property offers the perfect blend of privacy, space, and timeless appeal. The brick exterior creates stunning curb appeal, while inside you'll find a thoughtfully designed floor plan with generous living spaces throughout. The expansive eat-in kitchen features a center island, pantry, abundant cabinetry and counter space, making it ideal for everyday living and entertaining. The bright formal dining room showcases beautiful hardwood flooring, while the formal living room provides additional gathering space. The impressive family room features vaulted ceilings, a wood-burning fireplace, and French doors that open to the picturesque backyard. A sun-filled living room with a second wood-burning fireplace offers the perfect place to relax year-round. The main level also includes a full bathroom and a spacious first-floor bedroom, providing flexibility for guests or multi-generational living. Upstairs, the expansive primary suite offers a private retreat complete with a walk-in closet, dressing area and full en-suite bath. Two additional generously sized bedrooms, including one with a walk-in closet, share a full bath. Convenient upper-level laundry adds to the home's functionality. 2 car garage and oversized basement.

4 Beds ⋅ 3 Baths ⋅ 24182838 MLS

Welcome to this exceptional 3700 sq ft, move-in ready home, privately situated on a quiet private road and surrounded by landscaped grounds. Set on a beautifully maintained 1.3 acre lot with a lightly wooded backdrop and charming stone wall accents, this property offers the perfect blend of privacy, space, and timeless appeal. The brick exterior creates stunning curb appeal, while inside you'll find a thoughtfully designed floor plan with generous living spaces throughout. The expansive eat-in kitchen features a center island, pantry, abundant cabinetry and counter space, making it ideal for everyday living and entertaining. The bright formal dining room showcases beautiful hardwood flooring, while the formal living room provides additional gathering space. The impressive family room features vaulted ceilings, a wood-burning fireplace, and French doors that open to the picturesque backyard. A sun-filled living room with a second wood-burning fireplace offers the perfect place to relax year-round. The main level also includes a full bathroom and a spacious first-floor bedroom, providing flexibility for guests or multi-generational living. Upstairs, the expansive primary suite offers a private retreat complete with a walk-in closet, dressing area and full en-suite bath. Two additional generously sized bedrooms, including one with a walk-in closet, share a full bath. Convenient upper-level laundry adds to the home's functionality. 2 car garage and oversized basement.

34 Briarcliffe Trl, Old Saybrook

$805,000

Rare opportunity to own a classic Connecticut shoreline beach cottage in the highly sought-after Cornfield Point Beach Association. Located just five homes from the water, this seasonal cottage offers water views from the enclosed breezeway and captures the timeless charm of Old Saybrook coastal living. Original hardwood floors, knotty pine walls, authentic beadboard, oversized rooms, and a stunning beach stone fireplace showcase the character and craftsmanship rarely found today. Designed for generations of summer memories, this vintage beach home also features a detached garage, outdoor shower, and inviting indoor and outdoor living spaces perfect for entertaining after a day at the private sandy beach. Enjoy one of the Connecticut shoreline's most desirable golf cart-friendly beach communities with easy access to the beach, boating, kayaking, swimming, fishing, and breathtaking sunsets. Surrounded by beautiful custom coastal homes, this property offers exceptional flexibility to preserve its historic New England charm, renovate, expand, or build your dream waterfront-inspired beach house. Whether you're searching for a seasonal retreat, vacation home, weekend getaway, investment property, or future new construction opportunity, this rare Old Saybrook offering combines water views, private beach association access, an unbeatable location, and endless potential in one of Connecticut's premier shoreline communities.

4 Beds ⋅ 2 Baths ⋅ 24189749 MLS

Rare opportunity to own a classic Connecticut shoreline beach cottage in the highly sought-after Cornfield Point Beach Association. Located just five homes from the water, this seasonal cottage offers water views from the enclosed breezeway and captures the timeless charm of Old Saybrook coastal living. Original hardwood floors, knotty pine walls, authentic beadboard, oversized rooms, and a stunning beach stone fireplace showcase the character and craftsmanship rarely found today. Designed for generations of summer memories, this vintage beach home also features a detached garage, outdoor shower, and inviting indoor and outdoor living spaces perfect for entertaining after a day at the private sandy beach. Enjoy one of the Connecticut shoreline's most desirable golf cart-friendly beach communities with easy access to the beach, boating, kayaking, swimming, fishing, and breathtaking sunsets. Surrounded by beautiful custom coastal homes, this property offers exceptional flexibility to preserve its historic New England charm, renovate, expand, or build your dream waterfront-inspired beach house. Whether you're searching for a seasonal retreat, vacation home, weekend getaway, investment property, or future new construction opportunity, this rare Old Saybrook offering combines water views, private beach association access, an unbeatable location, and endless potential in one of Connecticut's premier shoreline communities.

27 Gates Rd, Old Saybrook

$849,000

Great Hammock LIS beachfront seasonal cottage! Simply charming and in excellent condition, your beach vacation home awaits! Private sandy beach plus association beach if you so choose, use your own walkway/dock or access the association's ramp and dock facilities. Vaulted ceilings throughout with hardwood or laminate floors, fireplace, and charming nautical accents. Can be sold furnished. The waterfront back deck is spacious and features an awning for those super sunny days. Outdoor shower, off street parking and stunning views from every angle. Excellent rental income. Call for your private showing. .

3 Beds ⋅ 1 Baths ⋅ 24197410 MLS

Great Hammock LIS beachfront seasonal cottage! Simply charming and in excellent condition, your beach vacation home awaits! Private sandy beach plus association beach if you so choose, use your own walkway/dock or access the association's ramp and dock facilities. Vaulted ceilings throughout with hardwood or laminate floors, fireplace, and charming nautical accents. Can be sold furnished. The waterfront back deck is spacious and features an awning for those super sunny days. Outdoor shower, off street parking and stunning views from every angle. Excellent rental income. Call for your private showing. .

17 Barnes Rd, Old Saybrook

$960,000

Welcome to 28 Gates Road, a charming seasonal retreat in the heart of Cornfield Point Beach Association, one of Old Saybrook's most cherished beach communities. C/A and heating! With picturesque water views, beautifully manicured landscaping, and iconic green awnings, this classic cottage offers timeless shoreline charm and standout curb appeal. The spacious enclosed front porch is the heart of the home, perfect for morning coffee, afternoon reading, and relaxing summer evenings. A cozy wood-burning fireplace adds warmth for cool nights by the shore. The expansive backyard is ideal for family gatherings, lawn games, and picnics, while your own "his and hers" beach sheds offer room for bikes, kayaks, beach gear, and more. The larger shed also includes a washer, dryer, refrigerator, and golf cart ramp. An outdoor shower makes rinsing off after beach days a breeze. Thoughtful updates including a new septic system (2019), new hot water heater (2021), new roof (2021), new refrigerator and microwave (2024), plus custom kitchen cabinetry and woodwork throughout. As a Cornfield Point resident, you'll enjoy private sandy and rocky beaches, a clubhouse, playground, basketball, tennis and pickleball courts, plus a full calendar of community events. Whether you're looking for the perfect summer getaway or a place to create lifelong family traditions, 28 Gates Road offers the entire package! Seasonal property. All furniture/TVs convey with sale.

4 Beds ⋅ 2 Baths ⋅ 24184811 MLS

Welcome to 28 Gates Road, a charming seasonal retreat in the heart of Cornfield Point Beach Association, one of Old Saybrook's most cherished beach communities. C/A and heating! With picturesque water views, beautifully manicured landscaping, and iconic green awnings, this classic cottage offers timeless shoreline charm and standout curb appeal. The spacious enclosed front porch is the heart of the home, perfect for morning coffee, afternoon reading, and relaxing summer evenings. A cozy wood-burning fireplace adds warmth for cool nights by the shore. The expansive backyard is ideal for family gatherings, lawn games, and picnics, while your own "his and hers" beach sheds offer room for bikes, kayaks, beach gear, and more. The larger shed also includes a washer, dryer, refrigerator, and golf cart ramp. An outdoor shower makes rinsing off after beach days a breeze. Thoughtful updates including a new septic system (2019), new hot water heater (2021), new roof (2021), new refrigerator and microwave (2024), plus custom kitchen cabinetry and woodwork throughout. As a Cornfield Point resident, you'll enjoy private sandy and rocky beaches, a clubhouse, playground, basketball, tennis and pickleball courts, plus a full calendar of community events. Whether you're looking for the perfect summer getaway or a place to create lifelong family traditions, 28 Gates Road offers the entire package! Seasonal property. All furniture/TVs convey with sale.

28 Gates Rd, Old Saybrook

$570,000

BACK ON MARKET - BUYER GOT COLD FEET! Welcome to your new shoreline home - a ranch-style retreat in the heart of Old Saybrook. This beautifully maintained 3-bedroom, 1 1/2-bathroom home offers a perfect blend of comfortable living and coastal New England lifestyle - all just approx. 1 mile from the private Cornfield Point beach with deeded beach rights. Inside you'll discover a bright, open-concept floor plan that flows from the living area into the eat-in kitchen, creating an inviting space ideal for both everyday living and entertaining. The primary bedroom features a private en-suite half bathroom, while two additional bedrooms offer flexibility for family, guests, or a home office. From the gleaming hardwood floors and freshly painted walls to the thoughtfully renovated kitchen and bathrooms, every detail has been attended to - just move in and enjoy. Where this property truly shines is outside. The oversized 2-car garage is a rare find, offering abundant space for vehicles, a workshop, or extra storage. The private backyard is your own personal sanctuary, complete with a hot tub, a private outdoor shower and breathtaking marsh views that never get old. Whether you're rinsing off after a day at the beach or unwinding under the stars, this outdoor space is very special. The partially finished basement provides add'l living space, and a large storage room. The major items have been taken care of for you- septic system is only 9 years old and the roof was replaced in '24.

3 Beds ⋅ 2 Baths ⋅ 24187465 MLS

BACK ON MARKET - BUYER GOT COLD FEET! Welcome to your new shoreline home - a ranch-style retreat in the heart of Old Saybrook. This beautifully maintained 3-bedroom, 1 1/2-bathroom home offers a perfect blend of comfortable living and coastal New England lifestyle - all just approx. 1 mile from the private Cornfield Point beach with deeded beach rights. Inside you'll discover a bright, open-concept floor plan that flows from the living area into the eat-in kitchen, creating an inviting space ideal for both everyday living and entertaining. The primary bedroom features a private en-suite half bathroom, while two additional bedrooms offer flexibility for family, guests, or a home office. From the gleaming hardwood floors and freshly painted walls to the thoughtfully renovated kitchen and bathrooms, every detail has been attended to - just move in and enjoy. Where this property truly shines is outside. The oversized 2-car garage is a rare find, offering abundant space for vehicles, a workshop, or extra storage. The private backyard is your own personal sanctuary, complete with a hot tub, a private outdoor shower and breathtaking marsh views that never get old. Whether you're rinsing off after a day at the beach or unwinding under the stars, this outdoor space is very special. The partially finished basement provides add'l living space, and a large storage room. The major items have been taken care of for you- septic system is only 9 years old and the roof was replaced in '24.

14 Cedarwood Ln, Old Saybrook

$715,000

Welcome to 14 Seagull Road, where the best of Connecticut shoreline living begins just outside your front door. Tucked within the sought-after Knollwood Beach community, this updated cape is just a 3-minute walk to the ocean. Enjoy waterfront strolls, kayaking, swimming, pickleball at the clubhouse, and spectacular sunsets over Long Island Sound. Knollwood Beach is more than a neighborhood... it's a lifestyle. With four-season beach access, scenic shoreline walks, and a welcoming community, every season offers a new reason to enjoy life by the water. From the street, this charming cape feels warm and inviting. Inside, discover a home that lives larger than it appears, featuring an open floor plan, gas fireplace, enclosed porch, and spaces that invite you to slow down, hang your hat, and feel at home. Offering four bedrooms and two full baths, with two bedrooms and a full bath on the main level, the flexible layout suits guests, a home office, or everyday living. A spacious laundry room and low-maintenance, shaded backyard complete the home. Recent updates include a new septic system, central air, Vaughn hot water heater, refinished hardwood floors, added upstairs hardwood, fresh paint, updated lighting, upstairs bath updates, newer kitchen appliances, rebuilt screened porch roof, and a bluestone walkway. Not in a flood zone. Strong rental history. Ideal as a year-round home, weekend retreat, or investment.

4 Beds ⋅ 2 Baths ⋅ 24190439 MLS

Welcome to 14 Seagull Road, where the best of Connecticut shoreline living begins just outside your front door. Tucked within the sought-after Knollwood Beach community, this updated cape is just a 3-minute walk to the ocean. Enjoy waterfront strolls, kayaking, swimming, pickleball at the clubhouse, and spectacular sunsets over Long Island Sound. Knollwood Beach is more than a neighborhood... it's a lifestyle. With four-season beach access, scenic shoreline walks, and a welcoming community, every season offers a new reason to enjoy life by the water. From the street, this charming cape feels warm and inviting. Inside, discover a home that lives larger than it appears, featuring an open floor plan, gas fireplace, enclosed porch, and spaces that invite you to slow down, hang your hat, and feel at home. Offering four bedrooms and two full baths, with two bedrooms and a full bath on the main level, the flexible layout suits guests, a home office, or everyday living. A spacious laundry room and low-maintenance, shaded backyard complete the home. Recent updates include a new septic system, central air, Vaughn hot water heater, refinished hardwood floors, added upstairs hardwood, fresh paint, updated lighting, upstairs bath updates, newer kitchen appliances, rebuilt screened porch roof, and a bluestone walkway. Not in a flood zone. Strong rental history. Ideal as a year-round home, weekend retreat, or investment.

14 Seagull Rd, Old Saybrook

$982,500

Welcome to the highly sought-after Cornfield Point Beach Association, where coastal charm meets effortless year-round living. This beautifully maintained cottage-style ranch offers the perfect seaside retreat for those seeking an upscale second home or an easy-to-maintain retirement residence in one of Old Saybrook's most desirable beach communities. The newer white kitchen opens to inviting living spaces highlighted by hardwood floors, classic wainscoting, custom built-ins, and a spacious living room with a fireplace. The home features three bedrooms, including a private primary suite with its own full bath, plus a second full guest bath. The spectacular four-season sunroom is filled with natural light and opens through sliders to a private rear patio, creating seamless indoor-outdoor living. Additional features include a welcoming front patio, outdoor shower, full basement, and storage shed. Enjoy all the benefits of year-round beach living while knowing the property also offers exceptional future potential. The owner has engineering reports and architectural plans available for those wishing to create a substantially larger custom home. Whether you're searching for a sophisticated shoreline getaway or the perfect place to enjoy retirement by the water, this exceptional Cornfield Point property offers a rare opportunity in one of Connecticut's premier beach associations.

3 Beds ⋅ 2 Baths ⋅ 24188825 MLS

Welcome to the highly sought-after Cornfield Point Beach Association, where coastal charm meets effortless year-round living. This beautifully maintained cottage-style ranch offers the perfect seaside retreat for those seeking an upscale second home or an easy-to-maintain retirement residence in one of Old Saybrook's most desirable beach communities. The newer white kitchen opens to inviting living spaces highlighted by hardwood floors, classic wainscoting, custom built-ins, and a spacious living room with a fireplace. The home features three bedrooms, including a private primary suite with its own full bath, plus a second full guest bath. The spectacular four-season sunroom is filled with natural light and opens through sliders to a private rear patio, creating seamless indoor-outdoor living. Additional features include a welcoming front patio, outdoor shower, full basement, and storage shed. Enjoy all the benefits of year-round beach living while knowing the property also offers exceptional future potential. The owner has engineering reports and architectural plans available for those wishing to create a substantially larger custom home. Whether you're searching for a sophisticated shoreline getaway or the perfect place to enjoy retirement by the water, this exceptional Cornfield Point property offers a rare opportunity in one of Connecticut's premier beach associations.

28 Bellaire Dr, Old Saybrook

$550,000

For the first time in generations this loved 3-bedroom ranch is available. It rests on a gentle knoll in the heart of the Chalker Beach community. Home has a full dry basement offering additional space for storage. One floor living, public water, central air, gleaming hardwood flooring throughout, sun filled bay windows, garden shed, open sunny lot, and new high efficiency propane furnace. Enclosed sunroom with glass windows and sliding glass door provides additional respite space. Chalker Beach remains one of Connecticut's sought-after private waterfront communities on Long Island Sound in Old Saybrook, Connecticut. Neighbors dating back for generations have chosen Chalker Beach-not just for a home, but as a lifestyle investment. Residents enjoy access to a private beach, 2 community club houses, foosball, play scape, baseball field, basketball court, and the Chalker Beach Store/Cantina. This is a community built around outdoor living with movie nights at the beach, neighborly connection, and carefree summers. No car needed. Everything is walkable. The kind of close-knit community that is increasingly rare. Do not miss an opportunity to own a home along the Long Island Sound.

3 Beds ⋅ 1 Baths ⋅ 24186997 MLS

For the first time in generations this loved 3-bedroom ranch is available. It rests on a gentle knoll in the heart of the Chalker Beach community. Home has a full dry basement offering additional space for storage. One floor living, public water, central air, gleaming hardwood flooring throughout, sun filled bay windows, garden shed, open sunny lot, and new high efficiency propane furnace. Enclosed sunroom with glass windows and sliding glass door provides additional respite space. Chalker Beach remains one of Connecticut's sought-after private waterfront communities on Long Island Sound in Old Saybrook, Connecticut. Neighbors dating back for generations have chosen Chalker Beach-not just for a home, but as a lifestyle investment. Residents enjoy access to a private beach, 2 community club houses, foosball, play scape, baseball field, basketball court, and the Chalker Beach Store/Cantina. This is a community built around outdoor living with movie nights at the beach, neighborly connection, and carefree summers. No car needed. Everything is walkable. The kind of close-knit community that is increasingly rare. Do not miss an opportunity to own a home along the Long Island Sound.

53 Chalker Beach Rd, Old Saybrook

$1,648,000

Nestled within an enclave of distinguished homes in the heart of Old Saybrook, this exceptional residence captures sweeping water views and breathtaking morning sunrises, offering a rare blend of sophistication, and timeless coastal charm. From the moment you enter this light filled home, exceptional craftsmanship and design are evident. Custom millwork defines each space, while rich wood flooring throughout creates warmth and seamless flow from room to room. Newly installed Pella Windows and Doors enhance both beauty and energy efficiency. At the heart of the home lies a beautifully appointed gourmet kitchen, masterfully renovated for both culinary excellence and everyday living. A generous center island anchors the space, complemented by exquisite, honed marble countertops. Premium appliances-including a Sub-Zero refrigerator and professional six-burner gas range are paired with a classic farmhouse sink, bespoke built-ins, and French doors leading to the terrace. The home offers both refined and casual living spaces from the elegant Living-room, centered on a fireplace with French doors leading a covered porch, a formal dining room that's perfect for entertaining and a more casual family room. The luxurious primary suite serves as a private retreat, complete with its own private balcony. Finishing off the second floor are two more spacious bedrooms, each with water-views. Every detail has been thoughtfully curated into one exceptional Package.

3 Beds ⋅ 3 Baths ⋅ 24185125 MLS

Nestled within an enclave of distinguished homes in the heart of Old Saybrook, this exceptional residence captures sweeping water views and breathtaking morning sunrises, offering a rare blend of sophistication, and timeless coastal charm. From the moment you enter this light filled home, exceptional craftsmanship and design are evident. Custom millwork defines each space, while rich wood flooring throughout creates warmth and seamless flow from room to room. Newly installed Pella Windows and Doors enhance both beauty and energy efficiency. At the heart of the home lies a beautifully appointed gourmet kitchen, masterfully renovated for both culinary excellence and everyday living. A generous center island anchors the space, complemented by exquisite, honed marble countertops. Premium appliances-including a Sub-Zero refrigerator and professional six-burner gas range are paired with a classic farmhouse sink, bespoke built-ins, and French doors leading to the terrace. The home offers both refined and casual living spaces from the elegant Living-room, centered on a fireplace with French doors leading a covered porch, a formal dining room that's perfect for entertaining and a more casual family room. The luxurious primary suite serves as a private retreat, complete with its own private balcony. Finishing off the second floor are two more spacious bedrooms, each with water-views. Every detail has been thoughtfully curated into one exceptional Package.

5 Cove Lndg, Old Saybrook

$746,000

Gracious 4 bedroom/ three full baths Cape Cod with an attached two-car garage. Set on a picturesque, one-acre lightly wooded, corner lot with beautiful stone walls, mature plantings, gardens, large patio and an oversized L-shaped in-ground pool which becomes the centerpiece for summer enjoyment complete with lots of privacy. With approximately 2500 square feet of thoughtfully designed living space, the home welcomes you with warmth and character at every turn. The inviting family room, anchored by a charming large fireplace, flows seamlessly into a cook's kitchen designed for both everyday living and entertaining featuring a center island, abundant cabinetry and double ovens. A truly impressive living room showcases extensive built-ins and a second fireplace, creating an ideal space for gathering or relaxing with views to the rear yard and pool. The first floor has one of 2 primary bedroom suites provides 1st floor convenience, multi-generational option or for in-home office space. Throughout the main level, a unique combination of hardwood flooring and inlaid brick adds texture and a subtle historic ambiance. On the second level, you will find three additional generously sized bedrooms and two full baths, providing ample space for family or guests. Whether hosting gatherings or enjoying quiet mornings, this property delivers a lifestyle of comfort, charm and convenience in a highly desirable location, just minutes from town, beaches, restaurants and shopping

4 Beds ⋅ 3 Baths ⋅ 24187238 MLS

Gracious 4 bedroom/ three full baths Cape Cod with an attached two-car garage. Set on a picturesque, one-acre lightly wooded, corner lot with beautiful stone walls, mature plantings, gardens, large patio and an oversized L-shaped in-ground pool which becomes the centerpiece for summer enjoyment complete with lots of privacy. With approximately 2500 square feet of thoughtfully designed living space, the home welcomes you with warmth and character at every turn. The inviting family room, anchored by a charming large fireplace, flows seamlessly into a cook's kitchen designed for both everyday living and entertaining featuring a center island, abundant cabinetry and double ovens. A truly impressive living room showcases extensive built-ins and a second fireplace, creating an ideal space for gathering or relaxing with views to the rear yard and pool. The first floor has one of 2 primary bedroom suites provides 1st floor convenience, multi-generational option or for in-home office space. Throughout the main level, a unique combination of hardwood flooring and inlaid brick adds texture and a subtle historic ambiance. On the second level, you will find three additional generously sized bedrooms and two full baths, providing ample space for family or guests. Whether hosting gatherings or enjoying quiet mornings, this property delivers a lifestyle of comfort, charm and convenience in a highly desirable location, just minutes from town, beaches, restaurants and shopping

2 Pheasant Hill Ln, Old Saybrook

$1,950,000

Welcome to this stunning gray shingle, Nantucket-style Cape Cod nestled in the sought-after Indiantown neighborhood of Old Saybrook - less than a quarter mile to the beach and a Private Marina! Offering over 2,800 square feet of beautifully appointed living space, this exceptional home was effectively built in 2018 and presents in excellent condition throughout. The open-concept floor plan seamlessly connects the chef's kitchen, great room, and dining room - perfect for everyday living and effortless entertaining. Gorgeous interior finishes elevate every space, combining coastal charm with modern sophistication. Step outside to the covered deck and enjoy the serene, sun-drenched backyard - a rare triple lot offering space, privacy, and room to breathe. Four spacious bedrooms and three and a half baths provide comfortable accommodations for family and guests alike. Propane heat and central air ensure year-round comfort. The two-car attached garage adds everyday convenience and includes an elevator and full house generator. A separate, detached 2-car garage offers exceptional flexibility - ideal for a workshop, or additional storage. This is coastal Connecticut living at its finest. Indiantown's beach rights, private marina, neighborhood character, and two private beaches make this a truly rare opportunity. Don't miss it!

4 Beds ⋅ 4 Baths ⋅ 24176745 MLS

Welcome to this stunning gray shingle, Nantucket-style Cape Cod nestled in the sought-after Indiantown neighborhood of Old Saybrook - less than a quarter mile to the beach and a Private Marina! Offering over 2,800 square feet of beautifully appointed living space, this exceptional home was effectively built in 2018 and presents in excellent condition throughout. The open-concept floor plan seamlessly connects the chef's kitchen, great room, and dining room - perfect for everyday living and effortless entertaining. Gorgeous interior finishes elevate every space, combining coastal charm with modern sophistication. Step outside to the covered deck and enjoy the serene, sun-drenched backyard - a rare triple lot offering space, privacy, and room to breathe. Four spacious bedrooms and three and a half baths provide comfortable accommodations for family and guests alike. Propane heat and central air ensure year-round comfort. The two-car attached garage adds everyday convenience and includes an elevator and full house generator. A separate, detached 2-car garage offers exceptional flexibility - ideal for a workshop, or additional storage. This is coastal Connecticut living at its finest. Indiantown's beach rights, private marina, neighborhood character, and two private beaches make this a truly rare opportunity. Don't miss it!

8 Owaneco Trl, Old Saybrook

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