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271 Jeniford Rd, Fairfield
$760,000
3 Beds ⋅ 2 Baths ⋅ 24204373 MLS
Tucked into Fairfield's sought-after University neighborhood, this inviting 3-bedroom, 2-bath home offers the perfect blend of character, comfort, and convenience. A circular driveway, classic cedar exterior, and beautiful mahogany front door create a memorable first impression. Inside, hardwood floors and oversized windows fill the main level with natural light. The eat-in kitchen features granite countertops, stainless steel appliances, and an adjoining mudroom for everyday functionality. A first-floor bedroom offers wonderful flexibility for guests, a home office, or single-level living. Upstairs, two additional bedrooms and a full bath provide a comfortable retreat. The partially finished lower level adds even more usable space for a playroom, gym, or media room. Out back, an oversized composite deck overlooks the expansive, private yard-perfect for summer dinners, entertaining, or simply unwinding outdoors. With central air and easy access to shopping, Metro-North, and major highways, this is a home that makes Fairfield living easy.

271 Jeniford Rd, Fairfield
108 Colonial Dr, Fairfield
$3,004,000
5 Beds ⋅ 4 Baths ⋅ 24211346 MLS
Set in the coveted beach area of Fairfield, this gracious five - bedroom Center Hall colonial combines classic architecture character with exceptional privacy and beautifully appointed living spaces. Approached by stone walls and professionally landscaped grounds, the property offers a serene and inviting setting just moments from the beach. Inside, a welcoming center hall leads to generously proportioned rooms, while the cook's kitchen is designed for entertaining. The ceilings on the 1st floor are 9 foot with formal and informal living and dining areas. A large mudroom and half bath are located near the entrance to the garage. All five bedrooms are located on the 2nd floor. The primary bedroom has a full bath with soaking tub, shower and sauna. There are numerous closets and a sitting nook. There are 3 full baths on the 2nd floor with a laundry room. Throughout the home there are time-less details, built-ins, wainscoting and seating areas. This is a special Fairfield home that captures the best of relaxed coastal living. This home is minutes to the beach, Universities, town, train and 95.

108 Colonial Dr, Fairfield
150 Lisbon Dr, Fairfield
$644,000
3 Beds ⋅ 2 Baths ⋅ 24197659 MLS
Located in the heart of North Stratfield, this well-cared home offers the convenience of easy living. The main level has a flexible floor plan with three bedrooms that could also be used as office space or a playroom and a full bath. The living room flows nicely to the dining room, ideal for entertaining. Upstairs, two spacious rooms for possible bedrooms, recreation room or office and a half bath. A private backyard with a patio and a shed for additional storage. Oversized two car garage with workshop area & plenty of room for bikes, gardening supplies, etc. The professional landscaping gives the home incredible curb appeal! Walk to North Stratfield elementary school, Owen Fish park and the shops at Stratfield Village. Welcome home!

150 Lisbon Dr, Fairfield
681 Jennings Rd, Fairfield
$640,000
3 Beds ⋅ 2 Baths ⋅ 24196297 MLS
Welcome to this beautiful home at 681 Jennings Rd, Fairfield, CT! This well-maintained property offers a flexible and functional layout with 3 bedrooms and 2 full bathrooms. The second floor features two spacious bedrooms, a full bathroom, and beautiful hardwood floors. The main level includes an additional bedroom, a bright living room and dining room with hardwood flooring, a beautifully remodeled kitchen, and a full bathroom for added convenience. A partial finished basement. Ideally close to shopping, restaurants, schools, parks, Fairfield's beautiful beaches, the train station, and major highways, this home offers both comfort and convenience. Whether you're looking for your first home, downsizing, or seeking a great investment opportunity, this property is ready for you to move in and enjoy.

681 Jennings Rd, Fairfield
239 Beach Rd, Fairfield
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 24196472 MLS
Classic Fairfield Colonial, modern luxury, an extraordinary, unbeatable Beach location & NOT IN THE FLOOD ZONE - Welcome home to 239 Beach Road. Enjoy morning coffee, unwind in the evening or step off your stunning wraparound porch w/ an effortless walk to town & the beach. Once inside you will immediately appreciate 9ft ceilings, hardwood floors, custom millwork, built-ins & a cozy fireplace. The living room & sitting room are perfectly situated & flow seamlessly together providing the ideal setting for large gatherings & holidays. The sitting room opens to the wrap around porch for even more room to extend your entertaining. The eat-in chef's kitchen features Viking & SubZero appliances, custom cabinetry, walk/in pantry & an open layout that flows effortlessly into a sun-filled breakfast area w/ a dramatic vaulted ceiling. A formal dining room is perfect for intimate dinners, while the family room offers a comfortable space to relax. Upstairs the primary suite offers a beautifully updated spa-like bath complete w/ a soaking tub. 4 additional spacious bedrooms & 2 full baths complete the upper levels. A 2 car garage provides great storage while the beautifully landscaped, private backyard & brick patio is ideal for outdoor entertaining. Perfectly situated across from Town Hall and its picturesque park, enjoy front-row views of the Memorial Day Parade, stroll to the beach, downtown restaurants, shops, Sherman School, & the train to NYC. Fairfield living at its BEST!

239 Beach Rd, Fairfield
4 Cedarhurst Ln, Fairfield
$560,000
3 Beds ⋅ 2 Baths ⋅ 24205294 MLS
Classic Cape charm, refreshed for the way we live now. This stylishly updated three bedroom home in Fairfield pairs timeless character with modern comfort: hardwood floors throughout, an open concept kitchen and dining space that keeps everyone connected, and a beautifully renovated full bath done just two years ago, with a second full bath for busy mornings. Upstairs, the large primary bedroom offers room to spread out, joined by two well sized bedrooms that flex easily as guest space or a home office. The basement adds the storage every homeowner wishes they had, and ductless mini splits keep things comfortable in every season. A brand new oil tank means one more big item already checked off the list. Set on a third of an acre, you're minutes to downtown Fairfield's shops and restaurants, a short ride to the beach, and perfectly positioned between I-95 and the Merritt for an easy commute in any direction. Move-in ready, well cared for, and in the heart of everything Fairfield offers. Come take a look before someone else makes it theirs.

4 Cedarhurst Ln, Fairfield
27 Longview Ave, Fairfield
$840,000
4 Beds ⋅ 2 Baths ⋅ 24204948 MLS
Just like New Construction. Whole house from top to bottom have been fully renovated with new luxury Kitchens & Bathrooms, New Sheet Rocks, new plumbing, new Electric, Gas Heating and New Central Air condition units. Sparkling new hardwood floors throughout the house. Spacious Living rooms with Fireplaces in both units. Kitchens with central Island are fully equipped with custom built cabinets, Quartz countertops and top of the line appliances. Semi-finished basement for extra storage space or Gym/Playroom, Driveways on both sides of the building just paved, one car garage and nice back yard. Close to I 95, Bus line, Shopping and restaurants. Agent Partner.

27 Longview Ave, Fairfield
655 Beach Rd, Fairfield
$3,285,000
5 Beds ⋅ 5 Baths ⋅ 24204538 MLS
THANK YOU FOR YOUR STRONG INTEREST IN 655 BEACH RD. SELLERS HAVE RESPECTIVELY ASKED FOR HIGHEST AND BEST OFFERS TO BE SUBMITTED BY 5PM MONDAY 9/7. Some beach homes ask you to compromise on space. This one was designed so you wouldn't have to. Just blocks from the beach, this five-bedroom, five-bath home offers approximately 4,000 square feet of beautifully considered living space-with the character, warmth, and indoor-outdoor connection that make coastal living so appealing. Designed by architect Jim Lancaster and built by Thomas Kane Builders in 2014, the home was conceived around one simple idea: make the outdoors part of everyday life. A gracious front porch invites you to watch the world go by. The screened porch, with its wood-burning fireplace, turns cool evenings into something to look forward to. Expansive decks and patios create places to grill, dine, gather, and even watch Fairfield's Fourth of July fireworks from home. Inside, the kitchen and family room form the heart of the house, while a flexible floor plan provides options for guests, work, or multigenerational living. Five bedrooms-including two on the finished third floor-offer a rare amount of space for the beach area. Substantial yet welcoming. Coastal without cliche. And designed to be lived in, inside and out. ROOM FOR POOL with removal of infiltrators in yard. Contact Town Hall for more information.

655 Beach Rd, Fairfield
2477 Bronson Rd, Fairfield
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 24191574 MLS
Nestled in the heart of historic Greenfield Hill, this special and timeless 1907 Queen Anne farmhouse provides an opportunity to own in one of the most desirable and coveted locations in Fairfield. The Clifford S. Banks house was once a farm where the owner raised turkeys, chickens, onions and bees. Situated on 2 acres of beautifully landscaped grounds that includes gardens and a barn- perfect for the equestrian family. This historic home has been thoughtfully expanded and restored over the last 40 years by the owners to maintain the old-world craftsmanship and provide modern comforts. As you approach the front entrance, you will be surrounded by an inviting screened porch and covered porches. A welcoming entry leads you to the inviting LR w/ expansive windows and wood burning fireplace, formal DR and FR w/ walls of built ins. The kitchen has been expanded to create a dining area w/ custom banquette seating and surrounded by windows providing an abundance of natural light. The kitchen was designed for a cook w/ attention to detail, design and function. The laundry room w/ ample storage and a Powder room complete the main level. The upper level has an inviting "sun parlor" which provides a cozy sitting area and office space. The primary bedroom features a comfortable retreat w/ walk-in closet and updated bath. There are 2 additional BRS and a hall bath. The spacious 3rd floor w/ architectural details and beams provide endless possibilities and storage. Full house generator.

2477 Bronson Rd, Fairfield
1657 Fairfield Beach Rd Unit 1657, Fairfield
$5,410,000
4 Beds ⋅ 6 Baths ⋅ 24185816 MLS
Exceptional, one of a kind property, with direct beach frontage, panoramic views, inground pool, elevator, and a magnificent 2-story elliptical staircase to resemble a seashell. Best of all this home is better than new & FEMA compliant. The elevator extends from the garage to 3 floors more. The residence has 7 outdoor decks to enjoy breathtaking sunrises, sunsets, LI ferry and Penfield Lighthouse. Take long walks, enjoy the sandy beach, or sit and listen to the sound of the waves. The inground pool has a magnificent limestone decking. Highest quality craftmanship and woodworking throughout. The quartzite kitchen is exceptionally spacious to accommodate large gatherings with Subzero and Wolf double oven. A second galley kitchen has an extra DW, dbl sink, fridge/freezer, and custom cabinetry that includes a banquet with direct water dining views. The covered porch overlooks the pool and beach and has a glass fence surround. The 1st floor has an office/study. The 2nd floor features 3 BRs, 2 ensuite plus the primary w/ his and hers baths and sliders to lg viewing deck. 3rd floor adds 2000+ sq ft of addtl living space (not on field card) & replicates a ship potential for another BR. Your own private beach club has high ceilings, top quality construction and custom windows, and flexible living space for every occasion. Exceptional parking for up to 10 cars! This magnificent seaside home is like a private beach club in summer and a retreat oasis for all seasons. Opportunity awaits!

1657 Fairfield Beach Rd Unit 1657, Fairfield
485 Mountain Laurel Rd, Fairfield
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 24189763 MLS
Picture coming home to your own Custom Colonial sitting on over half a private acre on a quiet, tree-lined street in lower Greenfield Hill, where you're minutes from everything but feel worlds away. An expansive front porch invites you to slow down the second you pull in. Inside, sunlight pours through every room and hardwood floors gleam underfoot. The high-end, spacious kitchen is made for gathering - an oversized island, quartz counters, marble backsplash, and Thermador & Bosch stainless appliances bring everyone into one open, functional space. A separate office with custom built-ins and a fireplace offers a quiet retreat for work or reading. The vaulted family room opens straight onto a 3-season screened-in porch offering a continuous indoor/outdoor living space. Upstairs, retreat to your spacious and newly renovated primary suite built for rest. It features a spa bath, soaking tub, radiant heated floors, and a walk-in closet that actually fits everything. Three more bedrooms, each with custom closets, share an updated bath with granite countertops and double sinks. Custom interior wooden shutters, a premium-flooring 2-car garage, whole-house Generac generator, new A/C, new washer/dryer bolster this as a home where there is nothing left for you to do. Move-in ready, in one of the area's most sought-after neighborhoods served by award-winning schools. Come see it before someone else calls it home.

485 Mountain Laurel Rd, Fairfield
3509 Redding Rd, Fairfield
$950,000
1 Baths ⋅ 24166262 MLS
CHESTNUT GROVE - Wonderful opportunity to enhance an extraordinary, sweeping 2.39 acre parcel in a beautiful and bucolic Greenfield Hill location. This expansive property nestled within a Chestnut Grove, features a stately Barn providing Garage storage suitable for farming equipment and motor vehicles, and a recently constructed second story Studio Apartment enjoying a haven of privacy and seclusion. The sun-lit Great Room presents a fully equipped Kitchen with cabinetry and Breakfast Bar, Laundry with stack washer and dryer, and a beautifully tiled full bath with shower. Currently taxed under Farm Status. NEW ASSESSMENT FOR TAX YEAR 2026 - 2027 IS $611,450

3509 Redding Rd, Fairfield
1000 Knapps Hwy Unit 9, Fairfield
$225,000
1 Beds ⋅ 1 Baths ⋅ 24208035 MLS ⋅ Fairfield Manor BLDG.
Spacious rooms and an easy sense of flow define this first-floor unit at Fairfield Manor, offering the ease of one-level living. The expansive living room opens to a dedicated dining area adjacent to the kitchen, creating an inviting setting for everyday living and entertaining. The generously sized bedroom comfortably accommodates a queen or king bed, with a full bathroom just off the sleeping area. Hardwood floors run throughout, complemented by ample closet space for added storage. Reserved parking space Q is included, along with additional guest parking. Laundry facilities are conveniently located on the same level. Heat, hot water, and cooking gas are included in the common charges. Set just minutes from I-95, the Fairfield Metro train station, shopping, restaurants, and all that Fairfield has to offer.

1000 Knapps Hwy Unit 9, Fairfield
570 Burr St, Fairfield
$1,085,000
4 Beds ⋅ 3 Baths ⋅ 24199075 MLS
Come see this well-maintained 4-bedroom, 2.5-bath ranch set on over 2 acres in Fairfield's Greenfield Hill neighborhood. The spacious corner lot offers a private fenced-in yard along with a meticulously maintained barn. Inside, the home features central air, natural gas heat, a new deck, and multiple fireplaces. The finished lower level adds plenty of additional living space with a second kitchen, bathroom, two additional rooms, and a large entertainment area-perfect for an in-law setup, guests, or extended living. It also offers direct access to the two-car garage. With over two acres, plenty of living space, and so much potential, this is a great opportunity to make this Greenfield Hill property your own.

570 Burr St, Fairfield
491 Westway Rd Unit 491, Fairfield
$1,812,500
3 Beds ⋅ 4 Baths ⋅ 24173387 MLS ⋅ Village At Southport BLDG.
Welcome to refined, like-new construction luxury in the heart of Southport Village. This private enclave is just minutes to the gorgeous beach & harbor, train, library, restaurants & shops, ideally located close to commute & downtown Village living. A lifestyle is what you find, with every high-end amenity, proximity, efficiency and easy, maintenance-free living, yet surrounded by 6-acres of open space and tranquil nature trails. This particular unit was customized from the ground up, with sophisticated, designer-curated finishes throughout. Elevator-ready on all levels. The main living level features a custom kitchen with inset cabinetry, a striking Hale Navy center island, and an abundance of storage, flowing seamlessly into elegant living and dining spaces highlighted by coffered ceilings, detailed focal walls, and oversized windows that flood the home with natural light. Three generously sized bedrooms including a spacious primary suite with a spa-inspired bath and walk-in closet. The finished lower level adds a versatile, apartment-style flexible space complete with a full bath, walk-in closet, and sliding barn doors, offering ideal accommodations for guests, a home office, or additional living area. Note the 2-bay garage and abundance of customized storage on every level. Quality abounds in this more than ready to move in, new energy/feel/vibe, all with location, location, location.

491 Westway Rd Unit 491, Fairfield
594 Stratfield Rd, Fairfield
$1,389,000
6 Beds ⋅ 4 Baths ⋅ 24197129 MLS
Classic New England charm meets today's modern updates in the heart of Stratfield Village, where beautifully renovated interiors are matched by an extraordinary backyard rarely found in Fairfield. Set on a beautifully landscaped half-acre, this six-bedroom, three-and-a-half-bath Colonial has been thoughtfully renovated while preserving the warmth, character, and craftsmanship that define a classic New England home. A stunning renovated kitchen serves as the heart of the home, complemented by beautifully updated baths, spacious living & dining areas, abundant natural light, & an inviting floor plan that is as functional as it is welcoming. Step outside and discover what truly sets this home apart. The professionally landscaped grounds are centered around a heated in-ground pool & charming pool house, creating a private outdoor retreat designed for relaxing & entertaining. Expansive lawn areas, mature plantings, a greenhouse, and a separate garage outbuilding provide endless opportunities for gardening, recreation, hobbies, a workshop, or addt'l storage. Ideally located in one of Fairfield's most desirable neighborhoods, you'll enjoy the charm of Stratfield Village just minutes from Fairfield's vibrant town center, beaches, Metro North train service, parks, restaurants, shopping, & top-rated schools. A rare opportunity to own a beautifully updated Colonial where timeless architecture, exceptional outdoor living, & location come together in one remarkable property.

594 Stratfield Rd, Fairfield
475 Fence Row Dr, Fairfield
$3,425,000
4 Beds ⋅ 8 Baths ⋅ 24200803 MLS
Set well back from the road on two acres in Greenfield Hill, this remarkable residence is approached by a tree-lined drive of pavers, cobblestone and Belgian block. Completely rebuilt and reimagined with the quality and craftsmanship of new construction, nearly 8,000 square feet unfold across three levels with four bedrooms, six full and two half baths, wide-plank oak floors, expansive windows and tranquil pond views. A sun-filled atrium with soaring 20-foot ceilings introduces gracious living and entertaining spaces accented by multiple fireplaces. The tremendous chef's kitchen features quartzite surfaces, abundant cabinetry, a walk-in pantry and Sub-Zero, Wolf and Miele appliances, including dual refrigeration, ovens and dishwashers. The primary suite features a barrel-vaulted ceiling, fireplace and separate his-and-hers areas, each with a walk-in closet and private marble bath with heated floors. Two additional en suite bedrooms and laundry complete the upper level. The light-filled walkout lower level includes a fireplace, kitchenette, wine room, full bath, exercise room, second laundry and flexible recreation/media space. Terraces with a fire pit and built-in grill overlook the peaceful grounds. Smart-home technology, a generator, all-new systems and a standing-seam metal roof add turnkey ease. The Ridge offers a staffed gated entrance, private roads, mature trees, clubhouse, heated pool, tennis and pickleball.

475 Fence Row Dr, Fairfield
147 Candlewood Rd, Fairfield
$575,000
4 Beds ⋅ 2 Baths ⋅ 24202176 MLS
Opportunity knocks in Fairfield. This 4 bedroom, 2 full bathroom Cape offers 1600 square feet of living space. The living room has a fireplace, adding warmth and character to the space. There is an attached breezeway connecting the home to the garage. This home is situated on a level lot and is located close to shopping, dining, parks and major commuting routes. Bring your vision and make this Fairfield home your own

147 Candlewood Rd, Fairfield
107 Benedict Ave, Fairfield
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 24200570 MLS
Welcome to your home sweet home in the heart of Stratfield. Friendly, walkable neighborhood one block to Lincoln Park/Playground. This classic colonial on a spacious .3 acre lot, is the home you've been waiting for. You'll adore the traditional Living Room with fireplace and charming built-ins, as well as the elegant Dining Room perfect for casual meals and special occasions alike. The Kitchen is warm and inviting, with gorgeous butcher block countertops and farm sink, a lovely breakfast spot with views to the backyard, and glass sliders to the spacious deck. The generous Family Room offers the ultimate in flexibility, and could be a perfect In-Law or 1st Floor Bedroom. The Three-Season Porch is a serene spot to catch up with neighbors or just watch the world go by. A main floor Full Bath as well as a Powder Room, provides convenience. Upstairs you'll find a Primary Bedroom with walk-in closet, Two Additional Bedrooms and a Full Bath. The Finished Third Floor could be a 4th bedroom, Playroom or Office. And a partially Finished Lower Level is great bonus space for work or play, with plenty of storage as well. Relaxing and entertaining outside is a pleasure with a beautiful stone patio right off the enclosed porch, or lounge or grill on the deck. Ideally located close to Black Rock Tpke shopping, the Merritt and Lake Mohegan. 10 minutes to the Train and Downtown Fairfield, 15 minutes to the beach. You're going to love this home!

107 Benedict Ave, Fairfield
87 Oxbow Rd, Fairfield
$955,000
3 Beds ⋅ 2 Baths ⋅ 24203937 MLS
Tucked on a tree-lined side street in the desirable University neighborhood, this charming and spacious home is beautifully maintained and updated throughout! The inviting exterior features bluestone steps, stone accents, updated siding, garage doors and windows. Inside, hardwood floors flow throughout the main level with an open-concept layout ideal for everyday living and entertaining. The spacious living room features built-ins and a wood-burning fireplace with an insert that provides an additional heat source in winter. The dining room opens to the kitchen, featuring white shaker cabinetry, granite countertops, butcher block island, pantry, glass tile backsplash and access to the back deck and yard. A private office and updated powder room complete the main level. Upstairs are three generously sized bedrooms with large closets and an updated full bath. The finished lower level offers a family room, additional office or guest space with barn doors, built-in desk or dry bar area and laundry room with storage. An attached 2-car garage provides abundant space. Additional updates include the boiler, electrical panel, gutters, roof, interior doors and more! Ideally located in the heart of town, just 7 minutes to downtown and the train!

87 Oxbow Rd, Fairfield
146 Sherman Ct, Fairfield
$1,075,000
3 Beds ⋅ 2 Baths ⋅ 24203183 MLS ⋅ Sherman Court BLDG.
Simply move in and enjoy...it's all been done for you! This beautifully renovated condo offers an easy, turnkey lifestyle in a private enclave tucked at the end of a cul-de-sac just steps from the heart of vibrant downtown Fairfield. WALK to everything! Enjoy restaurants, shopping, coffee shops, live music, theaters, town green, farmer's market, public Library, & Metro-North train station just 3 blocks away. Inside, the open-concept layout is designed for comfortable everyday living & effortless entertaining. The Living Room w/ fireplace & Dining Room flow seamlessly into the beautifully updated Kitchen featuring granite countertops, soft-close cabinetry & abundant custom storage. Stainless steel appliances include a beverage fridge & warming drawer. The vaulted Family Room offers wonderful flexibility & can easily serve as a 3rd Bedroom, guest suite or home office, complete with walk-in closet & direct access to full Bathroom. Upstairs, the Primary Bedroom features a vaulted ceiling & great closet space. An additional Bedroom, laundry area & renovated full Bathroom with jetted tub, double vanity & heated towel bar complete the upper level. Recent improvements include new stairwell carpeting, HVAC, dishwasher, fridge, 2nd level flooring, washer & dryer. A rare opportunity to enjoy the very best of IN-TOWN living without sacrificing privacy and tranquility. Leave the car at home, stroll into town or catch the train to NYC...WELCOME home to your own peaceful retreat.

146 Sherman Ct, Fairfield
18 Fairfield Woods Rd, Fairfield
$375,000
1 Beds ⋅ 2 Baths ⋅ 24201574 MLS
Completely gutted in 2020, this home was thoughtfully rebuilt with a newly added second floor, brand-new Matt and spray insulation at ceiling, mechanical system including central air conditioning, and efficient gas heat were all replaced in 2020. All work has been permitted and labored on diligently and with quality. All spaces have been idealized with the potential to allow for flexibility to make the house one's own as needed. House has the potential for a second bedroom, see architectural design on the attachments or reach out to listing agent.

18 Fairfield Woods Rd, Fairfield
307 Old Post Rd, Fairfield
$1,525,000
3 Beds ⋅ 3 Baths ⋅ 24196786 MLS
It's a rare find to discover a classic Beach area Colonial that balances timeless character w/ this price point. Built in 1916, this home captures that sought-after vintage soul from the moment you step onto the covered front porch-complete w/ a swing that's practically begging for a book & a glass of lemonade. Inside, a wide foyer welcomes you into a traditional center-hall layout where original charm meets modern living. You'll find hdwd flrs throughout & a LR centered around a cozy wood-burning FP flanked by custom b/ins. The DR feels elevated w/ its classic corner cabinetry, while the heart of the home-a beautifully remodeled kitchen w/center island-flows effortlessly into an inviting sun-filled FR. Upstairs, 3 comfortable BRs share a stunningly renovated bathrm featuring heated floors for those chilly mornings. The 2-car garage offers a fantastic surprise w/ a finished loft level that makes for an ideal home office or creative studio. The LL adds even more versatility w/ additional finished space and a full bathroom, bringing the home's total to 3 full baths. The outdoor space is a private retreat. After a long day, there is nothing better than heading to the secluded outdoor shower or hot tub in the backyard to unwind. Situated just blocks from the shoreline/ marina, this location offers the quintessential coastal lifestyle. Whether you are heading toward the water or strolling into town for dinner, everything that makes this community special is right at your fingertip

307 Old Post Rd, Fairfield
101 Applegate Rd, Fairfield
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24173535 MLS
Welcome to this exceptional fully reimagined home at 101 Applegate Road, perfectly set on a quiet, walkable horseshoe street just off Fairfield Woods Road in one of Fairfield's most desirable neighborhoods. This thoughtfully designed 4-bedroom, 3 full and 1 half bath home blends timeless style with modern functionality, offering the ideal layout for today's lifestyle. Step inside to a bright, open floor plan featuring gleaming hardwood floors and high-end finishes throughout. The heart of the home is a stunning, designer kitchen with premium appliances, custom cabinetry, and a spacious island-perfect for everyday living and effortless entertaining. The kitchen flows seamlessly into the main living and dining areas, creating a warm and inviting atmosphere. Upstairs, the primary suite offers a private retreat with a beautifully appointed bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Every detail has been carefully curated, delivering all the bells and whistles buyers expect in new construction. Set in a peaceful yet convenient location, you'll enjoy easy access to schools, shopping, dining, and everything Fairfield has to offer-while still feeling tucked away in a quiet neighborhood setting. A rare opportunity to own an architecturally redesigned and rebuilt home of in an established, sought-after Fairfield location.

101 Applegate Rd, Fairfield
25 Warren Ave, Fairfield
$800,000
4 Beds ⋅ 3 Baths ⋅ 24200949 MLS
**DUE TO STRONG INTEREST SELLER IS REQUESTING ALL OFFERS BE SUBMITTED BY WEDNESDAY 9/2 AT 5:00 PM** Welcome to this impeccably built Colonial, offering exceptional space, comfort, and versatility. Upstairs is the main living space, designed for both everyday living and entertaining, featuring an expansive cook's kitchen that opens seamlessly to the inviting family room with custom built-in bookcases and a cozy wood-burning fireplace. Sliders lead to a large deck overlooking the private backyard. The vaulted-ceiling primary bedroom is a true retreat, complete with two walk-in closets and an en-suite bath featuring a spa tub and double-sink vanity. Two additional bedrooms and a full bath complete the main living area. The finished lower level offers wonderful flexibility and is currently set up as a possible in-law apartment, with a bedroom, full bath, living room, and kitchenette. Outside, the fully fenced and private yard is an oasis, featuring a patio and fire pit-perfect for relaxing or entertaining. Truly gracious living with space for everyone.

25 Warren Ave, Fairfield
205 Stoneleigh Sq, Fairfield
$985,000
4 Beds ⋅ 3 Baths ⋅ 24196817 MLS
205 Stoneleigh Square captures everything buyers love about this cherished neighborhood, from tree-lined streets and timeless charm, to a convenient location and a true sense of community. This gracious 4-bed Colonial offers generous living spaces, a floor plan that's thoughtfully designed, and unique art deco-inspired touches throughout. Sunlight pours through a bow window in the living room, creating a bright and inviting space. Hardwood floors flow into the dining room and make entertaining feel natural and comfortable. Behind French doors, a home office/den provides the ideal setting for working remotely or pursuing creative passions. The kitchen features an island, walk-in pantry and breakfast nook surrounded by a stunning oversized bowed window overlooking the backyard. Down the ramped hallway is the family room, the perfect game-day retreat. A bedroom and full bath creates a private yet comfortable space for guests. Midway up the stairs is an additional bonus room/playroom/bedroom. 3 bedrooms and a full bath complete the 2nd floor. The private backyard invites everyday enjoyment, from summer BBQs to evenings spent around the firepit. Life on Stoneleigh is more than just the home, it's about the lifestyle. Evening strolls with neighbors and local events like Lincoln Parkapalooza will create lasting friendships. Rarely does an opportunity arise to own a home in one of Fairfield's most treasured neighborhoods, where charm, convenience, & a sense of belonging come together

205 Stoneleigh Sq, Fairfield
28 Paisley Ln Unit 28, Fairfield
$622,500
2 Beds ⋅ 3 Baths ⋅ 24191449 MLS ⋅ Woodfield Village BLDG.
Some homes you walk through. This one stops you at the door. Step onto your private deck and feel the day go quiet. Treetops in every direction, a wall of woods as your backdrop, and a patch of green just below to make your own yard. That's the welcome you get at Woodfield Village. This move-in ready townhouse sits in a private, tucked-away enclave and lives easy, with low maintenance comfort throughout. Hardwood floors run the length of the main level, where a large living room centered on a wood-burning fireplace flows into a granite kitchen with center island and stainless refrigerator. The adjoining dining and seating area opens through sliders to the deck, where the woods are your only view, with steps down to the lawn below. Upstairs, you'll find a true dual-suite layout. The spacious primary suite offers sliders to its own private upper sitting deck and a full ensuite bath. The second bedroom lives just as well, with its own ensuite bath and stall shower, so everyone enjoys the privacy of a bath ensuite. The finished lower level adds approximately 950 square feet of flexible space. Picture it as a family room, home office, or gym, plus washer and dryer and ample storage. (Not included in the listed square footage.) Beyond your door: landscaped grounds, a heated pool, clubhouse, and tennis and pickleball courts. You're minutes from Lake Mohegan and Cascades hiking trails, shopping, dining, Fairchild Wheeler Golf Course, Fairfield beaches, Metro-North, and Merrit.

28 Paisley Ln Unit 28, Fairfield
3808 Redding Rd, Fairfield
$2,000,000
4 Beds ⋅ 5 Baths ⋅ 24171406 MLS
3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.

3808 Redding Rd, Fairfield
31 Smedley Rd, Fairfield
$800,000
3 Beds ⋅ 2 Baths ⋅ 24153624 MLS
Located in Fairfield's highly sought-after University area, this classic Cape Cod-style home offers curb appeal, charm and character. Featuring hardwood floors throughout the main living areas and bedrooms, the home boasts a recently installed white kitchen with quartz countertops, farmhouse sink, center island, stainless-steel appliances and small butler's pantry with wine refrigerator. The large formal dining room is ideal for entertaining, and the inviting living room with fireplace has French doors which open to a spacious deck, bluestone patio and private backyard. An adjacent sunroom/den has a vaulted ceiling and provides additional flexible living space. The upper level includes a primary bedroom with generous closet space and attic storage, along with two additional bedrooms and a beautiful full bath featuring stylish tile finishes. A partially finished lower level offers additional living space, along with a laundry area, utility room, and ample storage. Outside, enjoy a level yard enhanced by mature landscaping, lovely plantings, a garden shed, a wood deck and bluestone patio, ideal for outdoor entertaining. The breezeway entry leads to an attached one-car garage. This home presents an exceptional opportunity in one of Fairfield's most desirable neighborhoods. While some finishing touches remain, the property offers outstanding value and recent updates like the recent kitchen, baths and roof. Close to Fairfield University, train stations,

31 Smedley Rd, Fairfield
800 Verna Hill Rd, Fairfield
$4,250,000
4 Beds ⋅ 8 Baths ⋅ 24180502 MLS
Set on one of Fairfield's most coveted streets, this is the kind of home families spend years hoping will become available. Set on 3.35 acres on prestigious Verna Hill Road, adjacent to Fairfield Country Day School, this is the kind of property that becomes the backdrop for decades of memories. Summer afternoons by the pool and spa. Holiday dinners that bring everyone together. At the center of it all is a home that balances grandeur with warmth. The gracious living and dining rooms, with their soaring ceilings, were made for entertaining, while the sunroom and family room naturally become gathering places, overlooking the pool, patio, and grounds. Tucked away, a richly paneled office with fireplace and French doors opening to a private garden provides a quiet retreat. The four bedrooms are all en-suite, with the primary offering his and her baths and dressing rooms, along with the convenience of an elevator. Connected by a breezeway, the detached three-car garage is topped by a 1,000 sqft studio apartment (5th bedroom) with a kitchen, full bath, and washer and dryer-ideal for au-pair, extended family or gym. Outside, resort-style amenities include a pool, spa, expansive terraces overlooking the flat manicured backyard. Properties like this are increasingly rare: timeless architecture, one of Fairfield's most coveted addresses, all just minutes from town, beaches, and country clubs.

800 Verna Hill Rd, Fairfield

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