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365 Adley Rd, Fairfield
$875,000
5 Beds ⋅ 2 Baths ⋅ 24199067 MLS
Located in the desirable Lake Mohegan neighborhood of Fairfield, this expanded ranch is situated on a spacious .50 acre and surrounded by mature greeneries. A flexible floor plan creates many possibilities to fit your lifestyle. Four bedrooms on the main level with a possible Primary suite with full bath, tub and shower. Eat-in kitchen, dining room, living room and another full bath with walk-in shower complete the main level. Upstairs, a large bonus room with abundant closet space and vaulted ceiling with beams that can be used as a bedroom or a recreation room. The finished lower level provides additional space for a playroom and an office and the unfinished space is perfect for storage. Under house one car garage with a huge driveway that can park multiple cars. Enjoy sunsets, BBQs and entertain in the expansive, scenic backyard with patio. Walk to Lake Mohegan for a hike, a swim or a picnic and live like you're on vacation!

365 Adley Rd, Fairfield

47 Old Stratfield Rd, Fairfield
$789,000
3 Beds ⋅ 3 Baths ⋅ 24207161 MLS
Welcome home to this beautifully updated Colonial close to all Fairfield amenities! This 3 bedroom, 2.5 bath home has been thoughtfully refreshed from top to bottom for effortless move-in-ready living including new central air and roof! Gleaming refinished hardwood floors flow throughout, paired with fresh paint and recessed lighting that brighten every room. The kitchen has been transformed with newly refinished cabinetry, backsplash, quartz countertops, and gas range, ready for cooking and entertaining alike. The kitchen and dining room features open shelving for even more storage. The front living room offers a wood-burning fireplace and spacious layout, flowing into the dining room and kitchen. There is a bonus room on the main floor perfect for a mudroom drop zone and office or play room space. Access to the large deck is from the bonus room and dining room for a great flow. The deck has stairs to the fully-fenced and flat backyard. The second floor offers a spacious primary suite with renovated full-bath and walk-in closet. The two additional bedrooms share the additional updated full bathroom with tub/shower combo. Downstairs, a finished lower level offers flexible space, a home office with vinyl flooring, plus a workshop and storage. A 1-car attached garage adds everyday convenience. Close to shopping, dining, major highways, and the train, this home puts everything within reach.

47 Old Stratfield Rd, Fairfield

1835 Cross Hwy, Fairfield
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 24205655 MLS
Set on 2.46 picturesque acres in coveted Greenfield Hill, this modernized farmhouse Colonial combines classic character, thoughtful updates and an exceptional piece of property. Beautiful stone walls frame expansive open lawns, while a newer front porch with copper roofing adds to the home's timeless farmhouse appeal. Just under 3,000 SF of above-grade living space features hardwood floors, detailed millwork, multiple fireplaces and a wonderfully flexible floor plan. The remodeled kitchen is the heart of the home w/ quartz counters, large center island, custom cabinetry and a high-end appliance package including Sub-Zero & Wolf. An adjacent wet bar with wine refrigeration is ideal for entertaining. The kitchen opens to a spacious living area anchored by a dramatic fieldstone fireplace. A formal dining room w/ fireplace and separate family room with vaulted ceiling and exposed beams. A standout feature is the main-level in-law potential: private entrance, bedroom, bonus room / access to a full bath-ideal for guests or an au pair. Upstairs are the spacious primary bedroom, 2 additional bedrooms and full bath. Outside, a stone patio & covered porch overlook the home's incredible grounds. Broad, field-like lawns, mature trees and extensive stonework create a true estate setting-a remarkable property to enjoy for decades to come. New roof / gutters in '26. A special Greenfield Hill home combining modern updates, versatile living space and a property that is truly unforgettable!

1835 Cross Hwy, Fairfield

263 Putting Green Rd, Fairfield
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 24209265 MLS
Step inside this striking Colonial, where timeless elegance meets relaxed comfort with warm, Ralph Lauren-inspired style throughout. At its heart is the beautiful kitchen, featuring furniture-grade custom cabinetry, Subzero and dramatic 14-foot ceilings-a welcoming gathering place for everyday living and entertaining. Completely rebuilt and thoughtfully redesigned in 2005, the home also features an energy-efficient geothermal system, gorgeous custom millwork throughout, and charming French Country-inspired floor-to-ceiling china cabinet in the breakfast nook. The gracious living room, with hardwood floors, abundant natural light, and a wood-burning fireplace, opens to both a sunny deck and stone patio. A spacious formal dining room is ideal for memorable dinners with family and friends. A double office, guest bedroom, full bath, and convenient mudroom complete the first floor. Upstairs, the inviting primary suite offers two walk-in closets and ensuite bath, along with two additional bedrooms, a full bath, and generous laundry room. Above the garage, a large family room provides wonderful space for play, exercise, or cozy movie nights, plus a sizable closet already plumbed for a bath. The flat backyard offers room to play, garden, or unwind. Walk to North Stratfield Elementary and enjoy being less than a mile from Lake Mohegan's beach, trails, and splash pad. Minutes to Fairfield's shops, dining, theater, five Long Island Sound beaches, Metro-North, and the Merritt Parkway.

263 Putting Green Rd, Fairfield

65 Cynthia Dr, Fairfield
$800,000
3 Beds ⋅ 2 Baths ⋅ 24205513 MLS
One of the best side street locations in Fairfield's University neighborhood! This updated single family home is so close to all town amenities: the train, center of town, highways and Black Rock Turnpike! Beyond location, this home has newly refinished hardwood flooring and fresh paint throughout offering bright living spaces, lots of storage and a gorgeous fully-fenced in backyard! Just off Mill Plain Rd, this home is on a dead-end side street with open space across the street, a perfect combo offering privacy within a neighborhood setting! Featuring 3 bedrooms, 1.5 bathrooms and many newer features for high efficiency living like new central air in 2025, updated furnace, 200 amp electric, windows, and an updated kitchen with pantry! The main floor has an open floor plan with a large living room, dining room, kitchen and family room. All 3 bedrooms are upstairs along with a full bathroom and large linen closet. The spacious bonus room is a walk-out featuring a half bathroom with laundry and full-size windows for lots of light. Other features include an attached 1 car garage and large deck and pea-stone patio overlooking the flat yard. This home is stunning with a great property, close to everything. What a charming place to call home!

65 Cynthia Dr, Fairfield

130 Elm St, Fairfield
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 24203250 MLS
Walk to Town, Train, Fairfield U, University Area Location. 2/3 acre. Ample Living Space. Character. A stand out in its price range w/ NEW ROOF! Rarely does one find a quintessential center hall colonial w/ abundant architectural details, charm, condition & updates, all in the heart of Fairfield! Travel down the long private drive to the secluded garden & up the charming porch. Inside, the Formal Dining Room & Living Room each flow effortlessly to the Great Room & Kitchen. The LR impresses with original wide plank flooring, space, fireplace and french doors to the Great Room. There, walls of windows overlook a sunny & delightful view of the expansive rear property. Wainscot accents, sliders, dining area and red brick floor beneath it all complete the space. Columns lead to an open kitchen where the home's vintage flair truly comes to life. Solid wood cabinetry, copper sink, even a rotary dial wall phone! Beyond, the hall leads to a tasteful powder room w/ pocket door, laundry, pantry, and steps down to a traditional family room w/vaulted ceiling & beams. Here, cozy up to a second fireplace. More sliders lead to the rear brick patio, while additional entries allow access to the front garden and garage. Upstairs features a primary suite w/ modern bath, vaulted ceilings & beams, two guest bedrooms, one w/door to 2nd fl. deck, modern hall bath, and hardwood throughout. Roof '26, Washer/Dryer '26, Front Door '25, Deck '23, Furnace '21, Siding '17, MBTH '15, Addition '04.

130 Elm St, Fairfield

50 Brookbend Rd, Fairfield
$2,122,700
5 Beds ⋅ 5 Baths ⋅ 24193848 MLS
An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.

50 Brookbend Rd, Fairfield

97 Wampus Way, Fairfield
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 24207555 MLS
MULTIPLE OFFERS RECEIVED. OFFER DEADLINE MONDAY, 10/5/26 at 6 PM. Live where the lake is part of everyday life. This Lake Hills home sits just a short walk from private beach access, with canoeing, paddle boarding, and kayaking right at your fingertips. This 3-bedroom, 3-full-bath home offers 3,181 square feet of finished living space across two levels, with a layout designed for both everyday comfort and entertaining. The expansive kitchen is a chef's dream, featuring Sub-Zero, Bosch, and Dacor appliances and custom cabinetry, with easy flow to both the outdoor deck and a generously sized family room. The family room brings in wonderful natural light and offers loads of built-in storage (complete with a ladder for those top shelves), plus a double-sided fireplace connecting to the dining room. Rounding out the main floor is a large bedroom, full bath, and office space, giving you flexible rooms ready to fit your needs. Upstairs, the primary bedroom offers two walk-in closets, a private balcony, and a large en-suite bath. There is also a second bedroom with full bath. Downstairs, the basement includes a workshop and abundant storage which is great for projects or extra space to make your own. Outside, you'll find a large deck and almost half an acre offering plenty of room to garden, play, and enjoy the outdoors. Located less than 5 minutes from the shops and restaurants of Black Rock Turnpike, this is a wonderful opportunity in a sought-after neighborhood.

97 Wampus Way, Fairfield

694 Jennings Rd, Fairfield
$1,365,000
4 Beds ⋅ 4 Baths ⋅ 24209649 MLS
Exceptional opportunity to own what is essentially a brand-new home in Fairfield University area. Expanded with a full second-story addition and reconstructed from the original foundation up, this remarkable residence offers 3,290 square feet of beautifully finished living space with virtually every major component newly built. Designed for today's lifestyle, the open-concept floor plan features 4 bedrooms, 4 full baths, and flexible living space across three levels. The heart of the home is a stunning chef's kitchen with Thermador appliances, quartz countertops, abundant cabinetry, and a large island, opening to a dining room with coffered ceilings, and seamless flow into the living room, creating an ideal setting for both everyday living and entertaining. A first-floor bedroom and full bath provide flexibility for guests, a home office, or multigenerational living. The second floor features a spacious primary suite with a walk-in closet and beautifully appointed primary bath, along with two additional bedrooms, another full bath, and a conveniently located laundry room. The finished third floor offers a spacious office with glass French doors, valuable bonus space perfect for a playroom, media room, or guest retreat, along with a full bath. Beyond the attractive finishes, conveniently located near Fairfield's beaches, train stations, shopping, dining, parks, and top-rated schools, offers a rare combination of modern design, turnkey living. Owner holds a real estate license

694 Jennings Rd, Fairfield

266 Alden St, Fairfield
$1,222,000
2 Beds ⋅ 1 Baths ⋅ 24207052 MLS
BEST AND FINAL OFFERS BY MONDAY 9/28 AT 5PM. Opportunity awaits in Fairfield's desirable beach area! This Cape Cod sits on one of the neighborhood's larger properties-an impressive .29-acre deep lot in a B Zone-offering exciting possibilities to renovate, expand, or create your dream home. Tucked away on a quiet side street, the location is hard to beat. Enjoy the convenience of walking to the train, Fairfield's vibrant downtown with its restaurants, shops and music venues, as well as a nearby public park, playground and ball field. And, of course, you're just minutes from the beach and all that this sought-after coastal community has to offer. With its generous lot size, desirable zoning and exceptional location, this property presents a rare opportunity to create something special while enjoying the best of the Fairfield beach-area lifestyle.

266 Alden St, Fairfield

50 Stone Ridge Way Unit 2A, Fairfield
$550,000
1 Beds ⋅ 2 Baths ⋅ 24198541 MLS ⋅ Stone Ridge At Fairfield BLDG.
Luxury Living in Fairfield! Welcome to sophisticated living in the sought-after gated community of Stone Ridge, ideally located directly across from the Fairfield-Black Rock Train Station and just moments from Whole Foods, shopping, restaurants, and downtown Fairfield. This beautifully appointed 1 bedroom, 1.5 bathroom residence offers elegant design, exceptional finishes, and a bright, open feel throughout. Enjoy 9'+ ceilings, hardwood floors, and a sunny private deck overlooking the beautifully landscaped community. The gourmet kitchen features stainless steel Viking appliances, perfect for everyday living and entertaining. The spacious primary bedroom suite offers a luxurious retreat with a marble bathroom, spa tub, and separate shower stall hallmarks of a Stone Ridge home. Residents enjoy an exceptional array of amenities at the Ridge Club, including a daily continental breakfast in the Community Room, Fitness Center, Concierge/Manager, and Porter/Handyman services, elevating condominium living to a new level of convenience. Enjoy all that Fairfield has to offer, including beautiful beaches, lakes, golf, tennis, downtown shopping, exceptional restaurants, and easy commuter access. Reserved parking space #5 included. Come experience the ease and elegance of Stone Ridge living!

50 Stone Ridge Way Unit 2A, Fairfield

148 Szost Dr, Fairfield
$1,500,000
5 Beds ⋅ 7 Baths ⋅ 24191205 MLS
Completely reimagined from top to bottom, 148 Szost Drive offers the rare opportunity to own a move-in ready home on one of Fairfield's most sought-after neighborhoods. Thoughtfully renovated with today's lifestyle in mind, this 5-bedroom, 5.5-bath residence spans over 3,800 square feet on nearly a quarter-acre, blending timeless design with exceptional functionality. Designed for the way people live today, the home features an effortless flow between multiple living spaces and a beautifully renovated open kitchen that naturally becomes the heart of the home. Upstairs, spacious bedrooms include multiple en-suite baths, while the finished third floor offers exceptional flexibility with a bonus room, home office option, full bath, and comfortable space for guests. The extensive renovation extends well beyond the cosmetic updates, with significant investments including a new HVAC system, new radiant heat throughout the first floor, thoughtfully designed custom storage, and a beautifully reimagined second-floor laundry room. Every improvement was made with comfort, efficiency, and everyday living in mind, creating a home that feels as functional as it is beautiful. Outside, the private backyard offers plenty of room to relax, entertain, and play, while the attached garage includes an EV charger for added convenience. Ideally located just moments from Fairfield's beaches, downtown, train station, parks, & everything that makes the University neighborhood so desirable.

148 Szost Dr, Fairfield

166 Glengarry Rd Unit 166, Fairfield
$712,500
3 Beds ⋅ 4 Baths ⋅ 24183487 MLS ⋅ Woodfield Village BLDG.
Welcome to 166 Glengarry Road, a beautifully maintained end-unit townhouse in Fairfield's sought-after Woodfield Village community. Offering 3 bedrooms, 3 full baths, 1 half bath,and a versatile floor plan, this move-in-ready home combines comfort, space, and convenience. Freshly painted throughout and featuring refinished hardwood floors, the home is filled with natural light. The spacious living room showcases vaulted ceilings, oversized windows, and a fireplace, creating an inviting space for everyday living and entertaining. The dining area flows seamlessly into the kitchen, complete with stainless steel appliances and ample storage. The flexible layout offers comfortable living on multiple levels, while the finished lower level provides additional space ideal for a family room, home office, gym, media room, or guest retreat. An unfinished storage area offers excellent room for seasonal items, hobbies, or workshop space. As an end unit, the home enjoys added privacy and beautiful views of the professionally maintained grounds. Residents enjoy access to Woodfield Village amenities including a pool, pool house, tennis and pickleball courts. Conveniently located just minutes from shopping, dining, Fairchild Wheeler Golf Course, Metro-North, Fairfield beaches, and the Merritt Parkway, this exceptional home offers the perfect blend of low-maintenance living and Fairfield lifestyle. Move right in and enjoy all that Woodfield Village has to offer.

166 Glengarry Rd Unit 166, Fairfield

1951 Burr St, Fairfield
$1,403,000
4 Beds ⋅ 3 Baths ⋅ 24206877 MLS
*OFFERS DUE 5PM 9/21* Welcome to this quintessential New England colonial, lovingly cherished by the same owner for over 4 decades. On 2 flat, picturesque acres, this timeless home offers serene, private living while remaining centrally located. A sweeping circular driveway creates a warm arrival, while the sprawling, level backyard provides an ideal setting for outdoor entertaining, with room for a pool and pool house.Inside, traditional character shines with hardwood floors throughout. The main level is designed for both casual daily life and formal hosting. The heart of the home features an expansive eat-in kitchen anchored by a center island, ideal for morning coffee or casual gatherings. A formal living room centers around a fireplace, with classic French doors opening into the dining room. The main level also offers exceptional layout flexibility, including a light-filled office with French doors to a private flagstone patio, a cozy den, a family room with a second fireplace, and a practical mudroom with garage access to keep everyday life organized. Upstairs, 4 generous bedrooms include a primary with an oversized bathroom, the rare convenience of a true 2nd-floor laundry room, and a 2nd full bathroom with double sinks. For extra storage, a full walk-up attic provides additional space. Offering rare privacy, incredible space, and enduring quality in a prime location, this exceptional property presents a wonderful opportunity for its next owners to make it their

1951 Burr St, Fairfield

90 Fern St, Fairfield
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 24188568 MLS
The summer beach listing buyers have been waiting for is Coming Soon to the market! Ideally located in a prime beach setting, FEMA compliant and picture-perfect, this inviting coastal home is set on a gorgeous, level .28-acre lot with stunning native plantings and colorful landscaping with plenty of room for a pool. The current homeowners have thoughtfully enhanced the property, including a freshly painted interior and professionally designed landscaping, making this move in ready. A spectacular rooftop elevates the experience, offering magical sunset views and unobstructed July 4th fireworks. Inside, 12 spacious rooms spanning four levels provide great space for everyday living with a room for everyone as well as great entertaining. The eat-in kitchen features high end Wolf and Sub-Zero appliances, while custom built-ins, French doors, abundant natural light and thoughtful details throughout this home add character and warmth. 90 Fern Street presents an amazing opportunity to enjoy both the beach lifestyle and be able to walk to town, school, park, train, shopping and dining.

90 Fern St, Fairfield

150 Sherman Ct Unit 150, Fairfield
$1,049,000
3 Beds ⋅ 3 Baths ⋅ 24197435 MLS ⋅ Sherman Court BLDG.
First time on the market in over 25 years! This exceptional Victorian-style townhouse is tucked away on a quiet cul-de-sac in the heart of Downtown Fairfield, offering timeless character, thoughtful updates, and an unbeatable location. A dramatic two-story foyer with a skylight welcomes you into the spacious living and dining rooms featuring wide-plank wood floors, deep crown moldings, and a marble gas fireplace. The recently updated kitchen offers quartz countertops, glass tile backsplash, and stainless steel appliances, French door slider leads to a private deck overlooking beautifully landscaped patio with a fountain. The expansive primary suite features a vaulted ceiling, marble fireplace, three large closets, and a beautifully renovated ensuite bath with quartz countertops, Kohler fixtures, Waterworks sinks, a walk-in shower, and skylight. The turret guest bedroom also enjoys a vaulted ceiling and private ensuite bath. A flexible bedroom, currently used as a den, a partially finished lower level ideal for a home office or media room add to the home's versatility. Additional features include 26 windows with wood plantation shutters, custom cabinetry, a one-car garage, assigned parking, and beautifully landscaped grounds in an intimate six-unit community. Enjoy the convenience of being moments from Fairfield's restaurants, shopping, Metro-North train station, beaches, parks, and more. A truly special home offering character, quality, and an unmatched downtown lifestyle.

150 Sherman Ct Unit 150, Fairfield

245 Oakwood Dr, Fairfield
$550,000
3 Beds ⋅ 2 Baths ⋅ 24191581 MLS
An amazing opportunity to own in a highly desirable University neighborhood - Welcome home to 245 Oakwood Drive. Distinguishable features include a picture perfect move in ready home, hardwood floors, an updated kitchen with granite countertops, freshly painted cabinetry and natural sunlight that brightens daily living. The main level presents beautifully with a bright and inviting living room, connected to the eat-in kitchen. With a split level layout, an additional large family room on the lower level, and bedrooms on the upper level are all steps away. Upstairs, three well-appointed bedrooms offer flexibility for family, guests, or work. The finished lower level adds living space with a comfortable family room and half bath. Ideal for movie nights, a playroom, home office, or workout area. For convenience, the storage room in the lower level walks out to the back yard. Set on a level .14-acre corner lot in one of the neighborhood's quieter streets, this picturesque home combines a peaceful setting with an exceptional location. With quick access to I95 and the Merrit Pkwy, nearby shopping, restaurants, award winning schools, and parks, you will spend most of your time just minutes from your own home. Few locations offer the balance of neighborhood charm and everyday convenience. This home offers so much and holds great value. A beautiful home awaits!

245 Oakwood Dr, Fairfield

201 Whites Hill Ln, Fairfield
$2,200,000
6 Beds ⋅ 9 Baths ⋅ 24202996 MLS
Just a few blocks from the Greenfield Hill Green, an extraordinary opportunity awaits: a beloved estate, held by the same owners for more than 20 years, now reimagined for its next chapter. Taken virtually to the studs and thoughtfully rebuilt, much of the transformative work has already been done - creating the rare opportunity to step in at an exciting moment and complete a nearly 9,000-square-foot home entirely to your own vision. A new roof, siding, insulation, Marvin windows and doors, subflooring, extensive plumbing rough-ins and systems are among the significant improvements already in place, along with an exceptional newly built four-car garage. What remains is the rewarding part: the finishes, details and personal choices that will make it yours. Set on one of Greenfield Hill's picturesque properties, the home's generous, light-filled floor plan was designed for both everyday living and effortless entertaining. The main level flows between expansive living and family rooms, an eat-in kitchen, office, mudroom and potential first-floor en-suite bedroom. Upstairs, beautifully proportioned en-suite bedrooms offer privacy and flexibility, while the space above the four-car garage presents the potential for a private two-bedroom, two-bath guest or in-law suite with its own entrance.

201 Whites Hill Ln, Fairfield

383 High Ridge Rd, Fairfield
$810,000
2 Beds ⋅ 2 Baths ⋅ 24210691 MLS
HIGHEST & BEST OFFERS DUE MONDAY, OCTOBER 5TH @5PM. This beautifully maintained and updated ranch is where classic New England charm meets comfortable living. Set in the desirable Fairfield Woods neighborhood, the setting, one level living, and spacious rooms blend to create a home connected to nature. A rock wall, brick walkway, and front porch welcome you; inside, the home offers a versatile layout and contemporary touches. A picture window fills the living room with natural light and a fireplace warms the room; a built-in shelf creates a sophisticated separation to the dining room. Past a sliding glass door, the den is an inviting retreat, with vaulted ceilings, beams, and gas-burning stove against a brick wall-an idyllic spot for cozy fall evenings. The updated kitchen features white cabinetry and SS appliances. The screened-in porch is one of the home's highlights, with newly refinished floors, a vaulted ceiling, and panoramic views of the yard, which create a wonderful extension of the living space. Completing the main level are 2 bedrooms and a full bath. The finished LL offers flexibility and opportunity w/ a wood-burning fireplace, kitchenette & full bath, it's perfectly suited for a family room, guest space, or in-law living. Outside, established gardens and mature landscaping create a peaceful setting with plenty of space to enjoy the outdoors. This home is close to the library, schools, parks & highways. Warm, inviting & connected to its surroundings.

383 High Ridge Rd, Fairfield

297 Lalley Blvd, Fairfield
$3,260,000
4 Beds ⋅ 5 Baths ⋅ 24208527 MLS
There are few places in Fairfield where life feels this easy. At 297 Lalley, the beach, train, town, schools, restaurants, and farmers market are all within easy reach, yet home feels remarkably private, spacious, and peaceful. Custom built with exceptional attention to how people actually live, the home is open, bright, and filled with natural light. At its center is a dramatic kitchen anchored by a single slab of Danby marble, creating an island that naturally becomes the gathering place. Thoughtful details are everywhere, from two dishwashers and generous storage to carefully planned circulation that makes entertaining effortless. The connection to the outdoors is equally compelling. The kitchen and family room open toward an indoor/outdoor fireplace, creating an inviting setting from spring through fall, with the pool and patio just beyond. Beneath the home is a tremendous amount of additional storage, with the flexibility to create a future garage if desired. Upstairs, the third-floor "crow's nest" rises above the neighboring homes, offering a fifth-bedroom option with a full bath. It's a quiet retreat with views toward Long Island Sound. Morning brings sunrise over the water; evening brings sunset from the front porch. Walk to the beach, bike to the farmers market, head into town for dinner, or catch the train to New York without adding another commute to your day. Spacious, comfortable, and beautifully designed, this home captures the best of Fairfield Beach living.

297 Lalley Blvd, Fairfield

111 Casmir Dr, Fairfield
$765,000
3 Beds ⋅ 2 Baths ⋅ 24205398 MLS
The neighborhood you've been waiting for and an opportunity that is increasingly hard to find in Fairfield. Set on an oversized lot backing to Fairchild Wheeler Golf Course, this mid-century ranch offers a remarkable blend of location, privacy, character, and possibility. Mature trees and plantings surround the property, creating a park-like setting that feels unexpectedly secluded while still being close to Fairfield beaches, live music, dining and shopping. Inside, more than 1,700 square feet of inviting living space is waiting to welcome you. Beautiful hardwood floors extend through most of the home and built-ins in the living room add to its charm. The kitchen offers ample space to dine while enjoying peaceful backyard views. Just off the foyer and kitchen is the family room which may become your favorite place in the house. A wood-burning fireplace with stone surround anchors the space, while more oversized windows frame the beautiful backyard. The home offers three bedrooms and two full baths. The primary br includes its own newly refreshed bath. The second full bath is a wonderful nod to the home's original character, with beautifully preserved pink tile paired with updated wallpaper and lighting for a look that feels playful and completely at home here. The unfinished basement offers untapped potential to those who may want more space. For buyers who have been waiting for the right combination of location, land, livability and value 111 Casmir is a must see.

111 Casmir Dr, Fairfield

1495 Westport Tpke, Fairfield
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 24047873 MLS
Rich in character and designed for today's lifestyle, this distinctive Fairfield home is privately set on two picturesque acres, framed by classic New England stone walls, white fencing, mature trees, open lawns, a quintessential red barn, and a detached two-car garage. The setting offers exceptional privacy while beautifully balancing Fairfield's country landscape with the convenience of its location. Thoughtfully renovated and expanded in 2012, the home offers an elevated, modern living experience while preserving the architectural details that make the property unique. The beautifully appointed chef's kitchen, with top-of-the-line appliances, opens seamlessly to a great room with soaring vaulted ceilings, a handsome fireplace, walls of windows overlooking the property, and sliders to the private deck. Designed for both entertaining and everyday living, the open layout creates a natural gathering place and an effortless connection to the outdoors. Adding to the home's timeless character are its circa-1749 origins, beautifully preserved through select period details, including the King's Board flooring-an architectural feature traditionally found in some of New England's earliest homes. An adjoining room offers exceptional flexibility as a library, study, or intimate sitting room.

1495 Westport Tpke, Fairfield

118 Lloyd Dr, Fairfield
$850,000
3 Beds ⋅ 2 Baths ⋅ 24203496 MLS
Charming and beautifully updated, this 3-bedroom, 2-bath Cape Cod offers warmth, style and easy living in a wonderful Fairfield setting. Engineered hardwood floors and fresh paint create a welcoming feel throughout. The remodeled kitchen features quartz countertops, abundant cabinetry, a gas range, built-in microwave and breakfast bar w/ high-top seating, opening seamlessly to the vaulted great room. Skylights bring in beautiful natural light, while a slider leads to an expansive stone paver patio, creating an inviting flow for indoor-outdoor living and entertaining. Two bedrooms are located on the main level, including a spacious primary ensuite with full bath, tub/shower, walk-in closet and a separate, light-filled sitting room-perfect for a nursery, dressing area, home office or private retreat. A remodeled full bath w/ tiled shower and convenient washer/dryer completes the main level. Upstairs, a spacious loft leads to a private third bedroom. Thoughtful updates include an on-demand water heater (2022), roof (2020), remodeled kitchen (2022), exterior paint (2024), new split-system HVAC and interior paint (2026), with a surplus of improvements detailed in the MLS documents. An attached one-car garage adds convenience. The fully fenced, landscaped yard provides privacy and enjoyment, while the expansive patio is ideal for relaxing or entertaining. Enjoy an easy lifestyle w/ a walk to Lake Mohegan, North Stratfield Elementary and an abundance of open-space hiking trails.

118 Lloyd Dr, Fairfield

136 Hawthorne Dr, Fairfield
$650,000
3 Beds ⋅ 2 Baths ⋅ 24194509 MLS
Opportunity abounds in this spacious 8-room, 3-bedroom, 2-bath Ranch offering 2,167 sq ft in Fairfield's sought-after Stratfield neighborhood situated on just under a half acre of property. Ready for your personal updates and finishing touches, this home presents an exceptional opportunity to build equity and create the home you've always envisioned. The main level features a bright living room with a fireplace & custom built-ins, a dining area w/built-ins, and a white kitchen w/Corian countertops and skylights that opens to a vaulted family room, creating an ideal space for everyday living and entertaining. A main-level office offers flexibility for remote work, hobbies, or a quiet retreat. Relax in the screened-in porch, perfect for enjoying the outdoors in comfort. The primary bedroom suite includes a private full bath, while 2 additional bedrooms share a hall bath. Hardwood floors, abundant storage, cedar closet and a 2-car attached garage add to the home's appeal. The full basement, complete with a 2nd fireplace, offers outstanding potential for future finished living space, including a recreation room, fitness area, or media room. Being Sold "As Is". Ideally located just minutes from major highways, Metro, shopping, restaurants, schools, parks, & Fairfield's beaches, this home offers the perfect blend of convenience and lifestyle. A rare opportunity to personalize a well-built Ranch in one of Fairfield's most desirable neighborhoods. A Place to call home.

136 Hawthorne Dr, Fairfield

42 Anvil Rd, Fairfield
$2,699,000
4 Beds ⋅ 4 Baths ⋅ 24191278 MLS
Welcome to Southport! 42 Anvil Rd is a truly custom home, distinctly different in quality and design from the neighboring Toll Brothers builds. Situated on a quiet cul-de-sac with only six homes and backing up to conservation-protected land, it offers exceptional privacy and a serene setting. Step out back to the elevated Brazilian Ipe deck which provides the perfect space for relaxing mornings and sunset dinners. Savor the quiet! Thoughtful details fill every room, from the handsome custom walnut Kitchen island to the stunning Family Room with soaring cathedral ceilings, plentiful windows and French Doors and unique custom finishes throughout. Work from home in the private Office on the main level with a view of your back yard. On the second level, the spacious Primary Suite features spa-inspired luxury with custom wood accents, while three additional Bedrooms accommodate your family and guests beautifully. Do not miss the extraordinary additional living spaces in the Walkout Lower Level including the 5th Bedroom with ensuite Full Bath, a Recreation Room, heated/cooled Full size Gym with 9+ foot ceilings and a heated/cooled two car Garage. 42 Anvil provides versatile living options with the ultimate thoughtful detail. This home is more than just a house, it is a peaceful sanctuary crafted for those who appreciate bespoke design and quality. Come see for yourself how 42 Anvil Rd redefines living in coveted Southport.

42 Anvil Rd, Fairfield

23 Benedict Ave, Fairfield
$710,000
3 Beds ⋅ 2 Baths ⋅ 24205583 MLS
Incredible curb appeal defines this classic 3-bedroom, 2-bath New England Cape, ideally situated in a premier Stratfield neighborhood. Step inside to a warm and inviting living room anchored by a charming fireplace, perfect for relaxing or entertaining. The home offers a sun-drenched family room/den, a convenient main-level bedroom, a spacious deck overlooking a private backyard complete with an above-ground pool. The updated kitchen features sleek gray cabinetry and Corian countertops. Upstairs, you'll find a comfortable primary bedroom, a full bath, and an additional well-sized bedroom. The fully finished lower level provides versatile bonus space, ideal for a home office, recreation room, or additional living area. A detached garage with a striking modern glass garage door has been thoughtfully converted and is currently used as a home gym, adding even more flexibility to the property. Enjoy all that Fairfield, Connecticut has to offer, including access to award-winning schools and close proximity to Lincoln Park - just steps away. This is a home that truly combines charm, convenience, and lifestyle. Recent updates | repairs - New copper roof flashing just installed, entire interior freshly painted, hardwood floors recently sanded and refinished & new fan installed for the radon system. Noting to do but move in!

23 Benedict Ave, Fairfield

50 University Dr, Fairfield
$1,661,000
4 Beds ⋅ 3 Baths ⋅ 24204891 MLS
Welcome to 50 University Dr, where character, craftsmanship, and comfort come together effortlessly. Tucked into one of the most coveted enclaves near Fairfield University, this colonial-style home was custom built from the foundation up in 2021 with refined finishes and carefully selected upgrades. Outside: cedar shake siding, Azek pergola and trim, Trex decking, oversized Nicolock patio, horseshoe driveway, Marvin windows and doors, and a full-house generator. The landscaped grounds include a "dog proof" fully fenced backyard. Inside, 8" white oak floors run throughout, with high ceilings, modern trim, neutral paint, and brass and aged brass hardware. The kitchen connects to the garage and sits between the family and dining rooms for effortless entertaining. A walk-in pantry doubles as "kitchen overflow" to hide clutter. It's finished with custom cabinetry, Bosch SS appliances, quartz counters, and a large island with hidden storage and seating for 3. The 1st floor also offers a formal living room with custom marble-surround gas fireplace, a full bath, and a bedroom that works as an office or guest room. Upstairs, the primary suite features a tray ceiling, large walk-in closet, and spa-like bath with heated tile floor, double vanity, and glass-door tiled shower with heated seat. 2 more bdrms have vaulted ceilings, ceiling fans, and closet systems, served by a 3rd full bath. Timeless character and lasting quality, ready from day one.

50 University Dr, Fairfield

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