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1373 Mill Plain Rd, Fairfield
$1,230,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24172322 MLS
Welcome to this beautifully updated home in a prime Fairfield location-just minutes to top-rated schools, vibrant dining, shopping, cafes, Metro-North train and Fairfield's stunning beaches. Vintage character and thoughtful updates blend seamlessly in this meticulously maintained original farmhouse set back from the road & surrounded by professionally designed landscaping. Timeless details including original wide plank floors & reclaimed barnwood are complemented by modern improvements throughout. The inviting living room features a stone fireplace, while the updated Deane-designed kitchen offers custom cabinetry, limestone countertops, Viking range, Sub-Zero fridge & Miele dishwasher. The kitchen opens to a sun-filled family room overlooking the large private backyard. Two fully renovated bathrooms include a high-end first-floor bath with heated floors, Carrara marble and rainfall shower. Additional highlights include recessed lighting, walk-in closet, a home office & dressing room with laundry. The beautifully landscaped grounds showcase new plantings for a spectacular spring display, framed by cedar fencing. Ideally located: a short walk to Riverfield Elementary and close to town, train & beaches. This is a rare opportunity to own a piece of Fairfield's history with modern comfort.

1373 Mill Plain Rd, Fairfield
112 Eastwood Rd, Fairfield
$1,230,000
5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24128730 MLS
Welcome to 112 Eastwood Road ~ nestled on one of Stratfield's most sought after streets, this timeless classic 1929 Colonial home offers 5 bedrooms and 3.5 baths. Welcome guests onto your front porch and into the gracious foyer that sets the tone for this home offering both classic vibes and modern comfort. You won't believe the generous room scale this home offers, coupled with the amount of flexible entertaining spaces. Natural light pours through the large windows highlighting the beautiful living room with fireplace. The stunning chef worthy eat in kitchen flows seamlessly into the dramatic family room. From the graceful stairwell to the second level you have the primary bedroom with adjoining primary bath and 3 additional spacious bedrooms serviced by a hall bathroom. Need a private place for guests? Third floor has a perfect guest suite with a full bathroom. Outside, the park like property offers the perfect setting for entertaining and relaxing. Loved by the current owners, this special home offers charming built ins, spacious mudroom with laundry and endless opportunity in the unfinished lower level. Make Stratfield Village your new home - known for its cherished sense of community and Apple Pie charm as quoted by the NYTimes. Gas Line to home already exists for an easy conversion if needed.

112 Eastwood Rd, Fairfield
70 Southport Pl, Fairfield
$1,226,000
2 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24170989 MLS ⋅ Pequot Landing BLDG.
Note: Townhouse with elevator to all three floors!!! Welcome to a lovely townhouse community walkable to the train and to Southport Village. Bikeable to Southport Beach! Walk to Equinox. Incredible location. This is a wonderful opportunity for so many people. The rooms are so well proportioned. Entertaining or just everyday living, this home handles both with ease! The lower level family room can easily accomodate over flow company with the adjacent full bath. Don't miss out on this chance to "have it all"! SUBJECT TO OWNER FINDING SUITABLE HOUSING.

70 Southport Pl, Fairfield
164 Ludlowe Rd, Fairfield
$1,225,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24181002 MLS
Impeccably maintained and beautifully landscaped, this storybook home seamlessly blends the timeless charm and craftsmanship of a 1926 home with the updates that today's buyers expect. Set on a picturesque lot in one of Fairfield's most desirable in-town neighborhoods, the property is framed by lush lawns, colorful gardens, and thoughtfully curated landscaping that create exceptional curb appeal year-round. Inside this four bedroom, three full bath home, you'll notice the classic architectural details, abundant natural light, and inviting living spaces, while tasteful renovations provide modern comfort and functionality. Every detail has been carefully maintained, preserving the home's original charm. The private fully fenced in backyard offers a peaceful retreat with a spacious deck great for entertaining, dining al fresco, or enjoying evenings outdoors. Located just a short stroll from downtown Fairfield, you can enjoy easy access to amazing restaurants, boutique shopping, cafes, parks, and community events. The Fairfield train station is nearby, making commuting to New York City remarkably convenient. Fairfield's beaches, marina, top-rated schools, and recreational amenities are all just minutes away. Ludlowe Park Voluntary HOA $250 Annual for maintenance of common grounds.

164 Ludlowe Rd, Fairfield
936 S Pine Creek Rd, Fairfield
$1,225,000
3 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24180329 MLS ⋅ Pine Ridge BLDG.
A beautiful end-unit townhouse awaits ideally located w/in a premier 25-residence community - Welcome to 936 South Pine Creek Road. Presenting the rare advantage of no common walls, this exceptional, sun-drenched home provides the privacy & feel of a standalone home while surrounded by the beauty of outdoor nature. Designed to maximize the connection between indoor & outdoor living & overlooking a tranquil private yard from your expansive wraparound deck - ideal for morning coffee, entertaining, sunbathing or simply enjoying the peaceful setting. Featuring 8 rooms each w/ its own unique character including 3 en-suite bedrooms, vaulted ceilings, custom built-ins, exposed beams, fireplace, oversized windows, detailed millwork & spanning 3 levels of living all combine to create a warm & inviting atmosphere throughout. Thoughtfully updated for comfort & low-maintenance living, recent improvements include a new furnace, air-conditioning system & compressor, 4 new damper motors, a UV air purification system, furnace humidifier, updated countertops, sink, faucet, oven, refrigerator & dishwasher. Exterior enhancements include new Azek posts, new front deck floorboards & annual deck staining, ensuring this home's outdoor spaces remain beautiful & well maintained. This unit is truly special with the largest wrap around deck, private back yard, 2 car garage & natural light. A quick walk to golf, tennis, ball fields, nature walks and Pine Creek beach. Townhouse living at its best!

936 S Pine Creek Rd, Fairfield
266 Alden St, Fairfield
$1,222,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 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
231 Veres St, Fairfield
$1,220,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24174085 MLS
Exceptional opportunity in one of Fairfield's most desirable locations! Situated on a rare and level .52-acre lot, 231 Veres Street offers endless potential for builders, contractors, or buyers looking to create their dream home from the ground up. The true value is in the land and premium location. Set on a quiet street surrounded by established homes and new construction, this property provides the perfect canvas for a custom residence with ample space for luxurious indoor and outdoor living. Flat, usable lots of this size in Fairfield are increasingly hard to find. Conveniently located close to beaches, downtown Fairfield, train stations, shopping, dining, parks, and top-rated schools, this property combines location, lifestyle, and investment potential. Bring your vision and capitalize on this exceptional Fairfield opportunity. Located in B zone. Sold As Is. No interior Access. Seller Prefers a Cash Offer.

231 Veres St, Fairfield
126 Ann St, Fairfield
$1,217,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24165918 MLS
BEST AND FINAL OFFERS DUE MONDAY 5/27 @ 5PM. Enjoy the best of Fairfield living at 126 Ann Street, ideally located in highly sought-after walkable beachside neighborhood. Just minutes to the train, downtown, and beaches, this charming 3-bedroom, 1 full and 1 half bath Colonial offers an exceptional walk-to-everything lifestyle in a prime commuter location. Built in 1948 and thoughtfully updated the home features 1,515 square feet of inviting living space filled with natural light. The spacious eat-in kitchen is equipped with granite countertops, a center island, and updated appliances, flowing seamlessly into the main living areas for everyday living and entertaining. A well-designed mudroom addition enhances functionality, while a rear deck and workshop provide additional space to relax, work, or create. The finished lower level adds approximately 190 square feet, ideal for a playroom, media space, or home office. The fully fenced yard offers privacy and room for outdoor enjoyment. Move-in ready and full of charm, this home presents a rare opportunity to live in a coveted Fairfield neighborhood with easy walkable access to beaches, town amenities, and the train.

126 Ann St, Fairfield
109 Field Point Dr Unit 109, Fairfield
$1,207,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24185628 MLS ⋅ The Meadows BLDG.
*Due to strong interest, sellers kindly request best and final offer submission by 5pm Tuesday June 30th. No escalation clauses please* RARE opportunity for single-level living! The Meadows is one of Fairfield's most coveted communities and this spacious, updated 2BR/2BA Ranch provides comfortable, easy living at its best. Nestled within a serene nature preserve setting and surrounded by mature trees, landscaped plantings + marsh views, The Meadows offers a bucolic lifestyle, yet just minutes from all of Fairfield's vibrant amenities! Nearby recreational activities include golf, tennis, beach and walking trails - just moments away. Downtown Fairfield, bustling with shops/restaurants galore, is a mere 5-minute drive. This ranch home has lovely, neutral wall tones throughout, attractive wool berber carpeting and is sited in a desirable, quiet section of the community featuring peaceful backyard vistas. The spacious Foyer is bright w/attractive flooring and flows nicely to the cozy Library w/gas fireplace + built-ins. The formal Living + Dining Rooms are generously sized as is the renovated Kitchen w/stainless steel appliances, Quartz counters and pretty backsplash tile. Sliders access a private, bluestone patio. Primary BR Suite has large walk-in closet, backyard views and a nicely renovated Bath. A second BR, hall Bath, storage Attic, latch door Basement, Laundry/Mud Room and 1-car Garage complete this spacious 1965 SF home

109 Field Point Dr Unit 109, Fairfield
90 White Oak Rd, Fairfield
$1,207,000
5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24131177 MLS
Multiple offers received. Sellers are asking for all offers to be submitted by Thurs 10/16 at 3pm. Welcome to 90 White Oak Rd, a custom-built Colonial in Fairfield's Brooklawn neighborhood. Adjacent to the Brooklawn Country Club, the property's .66 acres of lush lawn & mature trees create a serene setting. The 1st floor features an expansive living room with a wood-burning fireplace, a sunroom, and screened-in porch. The dining room has seating for 12+ and the top-of-the-line kitchen features Sub-Zero refrigeration, Thermador range w/pot filler, stone counters, wet bar, & sun-filled breakfast room. The main level den/bedroom with ensuite full bath would make a wonderful first floor primary or in-law option. A laundry/mudroom & half bath complete this level. The 2nd floor offers a primary suite with a remodeled bath, reading nook, and dressing room; 2 spacious bedrooms (one w/a walk-in closet awaiting your personal touch) and a full bath. The 3rd level has a bedroom & full bath plus unfinished attic space with potential for expansion. The finished LL offers another gathering space w/wood-burning fireplace, wet bar, and access to the 2 car garage. Living here means not only enjoying the character and warmth of a classic Colonial that has been cherished by the same family for 40+ years, but living close to downtown Fairfield, beaches, schools, parks, I-95 & Metro North; it's a true retreat with metropolitan convenience. 90 White Oak Rd is more than a home, it's a legacy prope

90 White Oak Rd, Fairfield
130 Elm St, Fairfield
$1,200,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 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
252 Shoreham Village Dr, Fairfield
$1,200,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24185999 MLS
Wake up to gorgeous creek views, perennial gardens and the sounds of nature in this Nantucket-inspired 3-bedroom colonial. Filled with timeless charm and character throughout, this one is truly special. Relax by the wood-burning fireplace in the living room, framed by beautiful arched doorways. Read or work in the stunning library with custom wall-to-wall built-ins, a vaulted ceiling, and sliding doors leading to the private back deck. The dining room with built-ins provides an elegant space for entertaining. At the heart of the home, the kitchen opens to a comfortable sitting area with vaulted ceilings and windows positioned to enjoy the spectacular creek views while you sip your morning coffee. A powder room and attached garage complete the main level. The primary suite is a true sanctuary and is accessed by its own staircase and features vaulted ceilings, a balcony overlooking the marsh, and a spacious en-suite bath with a soaking tub and separate shower. Two additional bedrooms, accessed from the main staircase, share a full bath and are perfect for family or guests. This home offers the perfect blend of coastal living and every-day conveniences. Just one block to the shops and restaurants of Fairfield and Black Rock and a quick bike ride to Jenning's marina. Easy access to both I-95 and the train, each less than a mile away. Freshly painted inside and out, this coastal, storybook retreat is nestled in a quiet neighborhood and ready for its next chapter.

252 Shoreham Village Dr, Fairfield
185 Windsor Rd, Fairfield
$1,200,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24162856 MLS
Tucked away on a quiet cul-de-sac in the desirable University area of Fairfield, this move-in-ready Colonial combines thoughtful updates, flexible living space, and an impressive, detached studio. Offering nearly 3,000 square feet of finished living space across three levels, this 4-bedroom, 3.5-bath home features a remodeled eat-in kitchen with new appliances, quartz countertops, farmhouse sink, and wood-burning fireplace with custom mantle. Sliding French doors open to a large deck overlooking the private, fenced yard. The light-filled family room showcases vaulted ceilings and floor-to-ceiling built-ins, while the spacious dining room opens to both the kitchen and family room - perfect for hosting gatherings. A custom mudroom with built-ins provides excellent storage. The flexible layout includes an en-suite bedroom on the main level ideal for guests or in-laws, plus an additional bedroom and updated full bath. Upstairs, the primary suite features a wall of built-ins and a beautifully updated bath, as well as a 4th bedroom and laundry room. The lower level offers additional living space for a recreation room and gym plus a half bath, ample storage, and direct backyard access. A standout feature is the detached studio, currently used as a home office, with vaulted ceilings, natural wood interior, double French doors, and its own heating and cooling system. Ideally located just minutes from downtown, Metro-North train, beaches and parks, this is Fairfield living at its best!

185 Windsor Rd, Fairfield
98 Cambridge St, Fairfield
$1,200,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24149752 MLS
This true gem of a home is set on a quiet side street in Fairfield's highly desirable beach and marina neighborhood. Cute as a button and thoughtfully updated throughout, it offers a warm, inviting feel from the moment you step inside. Plantation shutters, shiplap, and carefully chosen details add character to the bright living and dining spaces. The updated kitchen features a large island with seating, newer appliances, and modern finishes, along with French doors that open to a Trex deck overlooking the backyard. The first floor includes a flexible bedroom ideal for a home office or playroom, w/ a full bath. Upstairs are 3 addt'l bedrooms, including a primary with vaulted wood ceilings and walk in closet. Two addt'l bedrooms, a playroom, and a full bath complete the second level. Fresh interior paint, refinished hardwood floors, new washing machine, and oil tank make the home truly move in ready, while the layout strikes a perfect balance between charm and everyday functionality. The location is a standout feature. Enjoy a walkable lifestyle with easy access to the marina, Jennings Beach, downtown Fairfield, and the train making commuting, dining, and coastal living part of your daily routine. Outside, classic curb appeal frames this picture perfect home, complete with a fully fenced yard and enclosed garden. Manageable in size yet rich in charm, this is a rare opportunity to own a beautiful property in one of Fairfield's most walkable and active neighborhoods.

98 Cambridge St, Fairfield
27 Brookdale Rd, Fairfield
$1,199,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24166766 MLS
Turnkey, beautifully renovated & expanded...this home feels like NEW! This University home tucked away in one of the sweetest neighborhoods...so convenient to downtown, restaurants, train, beaches, shopping and walk to elementary, park, ballfield & pickleball. Featuring a flexible floor plan w/over 2,100 sq.ft. including 3 spacious bedrooms (main level option or office), 3 full designer bathrooms, gorgeous chef's kitchen w/center island, quartz counters, Thermador appl's, walk-in pantry, mudroom w/deck access, large open great room, eating area, dining room with fireplace and gorgeous full bathroom. The second floor includes a stunning primary suite with a luxury bathroom, heated floor & sleek tile and walk-in closets, an additional large bedroom, full hall bathroom and laundry closet on large landing. The finished lower level offers additional sq.ft...playroom, yoga, etc. and conveniently located one car attached garage. Enjoy the expansive yard with room for a pool and large driveway. See attached list for special features/upgrades.

27 Brookdale Rd, Fairfield
26 Taylor Pl, Fairfield
$1,190,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24160361 MLS
Nestled in the heart of historic Southport, this beautifully updated Colonial blends timeless charm with chic modern sophistication. The 3-bedroom, 2.5-bath residence showcases a newly renovated primary suite and new bathroom with heated floors. The sun-filled kitchen, and thoughtfully updated bathrooms are all complemented by refinished hardwood floors and abundant natural light throughout. A covered porch with swing, sets the tone for relaxed coastal living, while the new wraparound deck overlooks a spacious, level, professionally landscaped backyard ideal for entertaining and outdoor enjoyment. Recent upgrades including a new roof and freshly painted exterior provide turnkey peace of mind. Perfectly positioned just moments from the train, Southport Village, Fairfield's beaches, and top-rated schools, this exceptional home offers the best of historic character and everyday convenience.

26 Taylor Pl, Fairfield
209 Merwins Ln, Fairfield
$1,180,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24154961 MLS
Rare lower Greenfield Hill opportunity at an accessible price point. Set on 2 private acres, 209 Merwins Lane offers charm, privacy and everyday livability in one of Fairfield's most sought after locations. Enjoy easy access to Greenfield Center, a quick drive to Westport and a convenient direct route to Fairfield Train Station, just 3.5 miles away. This classic center hall Cape is warm, inviting and easy to love. The main level features a living room with fireplace, traditional dining room, functional kitchen, an oversized rear family room that creates wonderful additional living space and a full bath. In addition, there is a flexible first floor room, currently used as additional living space and a home office, adds convenience for today's lifestyle while offering options for guests, work from home or future needs. Upstairs, two generously sized bedrooms share a full bath off the center hall. One bedroom was previously two bedroom rooms, offering added flexibility within the existing footprint if desired to convert back to three bedrooms. Perfect for downsizers, first time Greenfield Hill buyers or anyone seeking privacy, land and location, this home offers immediate appeal with meaningful long term potential. Move right in, enjoy the charm and explore future possibilities at your own pace in a beloved Fairfield neighborhood.

209 Merwins Ln, Fairfield
845 Mountain Laurel Rd, Fairfield
$1,180,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24140539 MLS
Samp Mortar Lake is one of the most picturesque spots in Fairfield. As locals it's an area we appreciate passing through. At sunset it's hard not to pull over and snap a photo or sigh with joy when you see little swimmers splashing about off the beaches. Those lucky enough to own a property with deeded rights in the Lake Hills Association tend to stay for a lifetime, so you can imagine there isn't a lot of turn over making this a wonderful opportunity for the next generation. 845 Mountain Laurel has been lovingly cared for by the same family since the beginning. It is a classic Colonial that draws you in with its charm and warmth. The traditional layout includes both formal and casual rooms on the first floor. Upstairs there is a primary bedroom suite and three additional good size bedrooms that share a full hall bath. There are hardwood floors throughout most of the home. The attached garage has extra ceiling height for larger vehicles. The lot is flat, dry, fully fenced and has mature landscaping. The interior has just been freshly painted and professionally cleaned. There are many quality updates throughout. You're invited to make it your own. The lake offers swimming, boating and fishing and there are trails all around for hiking and biking. Black Rock Turnpike is minutes away and super convenient for everything - groceries, coffee, bagels, restaurants and shops. Commuting in any direction is a breeze. This checks all the boxes plus some you didn't even know you needed.

845 Mountain Laurel Rd, Fairfield
302 High St, Fairfield
$1,175,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24153906 MLS
This timeless 2016 Colonial blends classic architecture with upscale modern finishes. Designed for comfortable everyday living, the open-concept interior features custom millwork, shiplap accents, elegant crown molding and hardwood floors. The chef's kitchen serves as the heart of the home, boasting marble countertops, stainless steel appliances, a five-burner gas range, and a spacious center island with seating for four. The main floor flows seamlessly into the adjoining dining room and family room with a cozy gas fireplace. The convenient central vacuum system adds effortless practicality throughout the home. Upstairs, the primary suite offers a refined retreat with a walk-in closet and spa-inspired bath. There are three additional spacious bedrooms, a full bath, and laundry room. The finished lower level provides versatile living space with a media room with stylish bar, play area, full bath, and storage. A walk-up unfinished attic could be used for storage, or potentially a home office or recreation room. Outside, enjoy a beautifully landscaped yard with a patio and pergola, perfect for relaxing or entertaining. 302 High Street is ideally situated near Gould Manor Park, Metro-North train stations, the town's beaches, shopping, and fine dining. A home not to be missed!

302 High St, Fairfield
6 Buckboard Ln, Fairfield
$1,175,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24156324 MLS
Nestled in Fairfield's coveted Greenfield Hill neighborhood, this beautifully updated 4-bedroom Colonial blends timeless character with modern functionality. The main level offers an open-concept layout anchored by a standout chef's kitchen with custom cabinetry and a striking quartz waterfall island, flowing seamlessly into the dining area and family room, while a separate living room with a cozy wood-burning fireplace provides a warm retreat for relaxing or intimate gatherings. Upstairs, you'll find four generously sized bedrooms, including a primary suite with a walk-in closet and private full bath. The remodeled 450 sq. ft. lower level delivers versatile space for a home office, media room, gym, or playroom. Extensive 2022 updates include a new HVAC system, upgraded electrical, recessed lighting, refinished hardwood floors, new garage and interior doors, fresh trim and baseboards, and fresh paint throughout. Outside, enjoy a private deck and a tranquil backyard framed by mature trees and classic New England stone walls-perfect for entertaining or unwinding-plus the added benefit of coastal charm and a welcoming community. Privacy in the woods, yet minutes drive to Blackrock Tpke, Lake Mohegan, and Smith Richards Golf Course.

6 Buckboard Ln, Fairfield
1213 Cedar Rd, Fairfield
$1,175,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24142704 MLS
Welcome to Cedar Road, an exceptional opportunity in the exclusive Southport section of Fairfield. This custom-built 1991 colonial is perfectly positioned at the foot of Greenfield Hill, just moments from Southport Village, Westport, and Fairfield shopping. Surrounded by multimillion-dollar estates, this home is a true diamond in the rough with outstanding potential for renovation and value appreciation. A set of double entry doors welcomes you into a spacious foyer. The front-to-back living room features a stone fireplace and double sliding French doors. The formal dining room flows into the eat-in kitchen with sliding French doors to the terrace. A half bath and access to the oversized two-car garage complete the main level. Up the main staircase, a landing offers the perfect space for a home office or study area. The second floor includes two spacious bedrooms with a Jack-and-Jill bath, along with a primary bedroom featuring a full bath and plenty of closet space. A large family room with cathedral ceilings is accessible from both the second floor and a rear stairwell off the kitchen. The finished lower level provides additional living space, along with a dedicated laundry room. Notable features include a whole-house generator and central vacuum system. This is an estate property sold as-is. This home presents an outstanding chance to own a spacious Southport residence for an asking price under one million dollars. Click the link to view the virtual tour.

1213 Cedar Rd, Fairfield
605 Brooklawn Ave, Fairfield
$1,175,000
6 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24137752 MLS
Perfectly positioned in the heart of Brooklawn Park, a neighborhood steeped in history and anchored by the prestigious Brooklawn Country Club, this classic Colonial blends period craftsmanship with today's modern comforts. Step through the welcoming front entry and you're greeted by rich architectural details, refined hardwood floors, and the warmth of meticulously maintained living spaces. Formal rooms invite elegant entertaining, while intimate nooks and cozy corners offer comfort and quiet retreat. The living and dining rooms feature custom built-ins, exquisite millwork, and stately fireplaces. The kitchen-complete with updated stainless steel appliances, versatile countertops, and cork flooring-is designed for the home chef who values both style and function. From the sunroom, enjoy tranquil views of the stone patio, private backyard, and original fieldstone walls that frame the landscaped grounds-perfect for morning coffee or relaxed evenings outdoors. Upstairs on the second floor, a wide landing leads to four spacious bedrooms, a marble hall bath, a bright office/extra room, and additional storage above the garage. The sun-filled primary suite offers dual closets and a luxurious marble bath with polished chrome finishes. The third floor offers flexibility for guests or family with two additional bedrooms, a full bath with a charming claw-foot tub, a cedar closet, and generous attic storage.

605 Brooklawn Ave, Fairfield
300 Winnepoge Dr, Fairfield
$1,175,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24128175 MLS
Welcome to 300 Winnepoge, a beautifully appointed home in Fairfield's desirable Lake Hills community. Set on a sun-filled corner lot with a large flat yard, this property combines classic charm with thoughtful updates and private association amenities. Step inside to find a spacious kitchen anchored by a 9' center island, granite countertops, and abundant skylights that flood the space with natural light. Hardwood floors with a decorative feature strip border enhance the main level, while the adjoining mudroom with a stone floor provides convenience right off the expansive wrap-around porch. A versatile first-floor flex room with an adjacent full bath offers the perfect space for guests, an office, or even a main-level bedroom. The home offers a generous primary suite with soaring ceilings, a walk-in closet, and a large ensuite bath featuring an updated vanity, separate soaking tub, and shower. Three additional bedrooms include a finished third-floor retreat perfect as a fourth bedroom or private office. A partially finished lower level provides added living or play space, while the two-car garage ensures ample storage. Outdoors, the private backyard oasis is highlighted by mature plantings, a stone patio, and a newer pergola, creating the ideal setting for relaxation or entertaining. Enjoy exclusive Lake Hills Association privileges with access to private beaches, swimming, kayaking, and year-round community events.

300 Winnepoge Dr, Fairfield
84 University Dr, Fairfield
$1,173,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24185290 MLS
Set in a beloved Fairfield University neighborhood where turnover is rare, this classic Cape has been beautifully maintained, thoughtfully expanded & is sitting pretty on its 0.35 acre of level, partially fenced land, bordered by stone walls. Charming portico entry leads to Living Room with wood burning fireplace & Formal Dining Room. Newer En-Suite Primary Bedroom on main level is generously scaled, and includes two closets with custom built-ins. The Bathroom features large walk in shower with bench seat, and is wheelchair accessible. Eat In Kitchen w/table at sunny bay window opens to surprisingly spacious Newer Family Room with custom built ins, overlooking private backyard via an expansive Trex deck. Full hall Bathroom w/tub completes the main level. Upstairs are two sweet dormered Bedrooms w/window seats and 3rd full hall Bathroom w/tub. Basement offers 2 finished rooms for additional living space & plenty of unfinished space for laundry & storage. Attached 1-car garage leads into kitchen. University Drive is part of an enclave of quiet streets adjacent to Tanaka Park, a neighborhood built for GE executives in the 1930's. This wonderful home, fresh & inviting as it is today, is suitable for even more expansion. Just 2.5 miles to Fairfield town center, with its cultural amenities, conveniences, restaurants & MetroNorth train station, and another mile from there to sandy Penfield Beach. It's a perfect mix of move-in condition, convenient location & beautiful setting

84 University Dr, Fairfield
3853 Congress St, Fairfield
$1,170,000
4 Beds ⋅ 6 Baths ⋅ CLOSED Status ⋅ 24109949 MLS
Sprawling ten room ranch style residence offering 3 acres on a prime estate street in Greenfield Hill. This stately home is discreetly positioned behind a brick wall and approached by a sweeping circular drive creating a grand sense of arrival. Inside this impressive home discover a striking Indoor Pool housed in its own sun lit pavilion. This dramatic recreation space adjoins the Kitchen and Play Rooms- ideal for effortless entertaining with seamless flow to the Pool, private Patio and an expansive brick Terrace overlooking the grounds and Tennis Court. Set a table in the formal Dining Room with built-ins and gather in the Living Room with fireplace, an adjacent Office provides for work from home duties. The heart of the home, between the Family and Play Rooms, is a spacious custom Kitchen complete with a large center island, abundant cabinetry and counter space, dining area and access to a covered patio-perfect for al fresco grilling and dining. The Primary Suite continues to impress with a vaulted ceiling, fireplace, Full Bath, walk-in closets and a second "Spa" Bath with whirlpool tub. Three additional Bedrooms and two more full Baths complete the private Bedroom wing. Additional highlights include a side entry Mudroom and Four Car Garage with ample storage for vehicles and recreational equipment. Truly a rare opportunity for one floor country living in a most desirable location just two miles from Greenfield Hill Village's shopping and dining destinations.

3853 Congress St, Fairfield
115 Mayfair Rd, Fairfield
$1,160,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24139603 MLS
Welcome to 115 Mayfair Road This stunning 4-bedroom, 3-bath home has been fully renovated, right down to the studs, with top-quality finishes and thoughtful design. Step inside to find gleaming plank white oak hardwood floors and an open-concept layout that seamlessly connects the living room, dining area, and chef's kitchen. The gourmet kitchen is a true showpiece with sleek black onyx quartz countertops, waterfall edge island, custom cabinetry, premium appliances, a wine cooler, and plenty of space for entertaining. The cathedral-style ceilings create a bright, airy feel throughout the main living area. The primary suite offers radiant heated floors in the spa-like bathroom, delivering comfort and luxury year-round. Bathrooms throughout the home are outfitted with smart sensors and sensor lighting, adding a modern touch of convenience. Every detail has been updated for both comfort and efficiency, including spray foam insulation for maximum energy savings, along with new central air, heating, cooling, electrical, and plumbing systems. Outside, enjoy a freshly paved driveway that fits 10+ cars, a spacious rear deck perfect for gatherings, and a private backyard. Move right in and experience modern living at its finest-every upgrade has already been done for you. **please note, as of 01/22/26 there is video/audio recording devices in the property.**

115 Mayfair Rd, Fairfield
23 Robert Ct, Fairfield
$1,160,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24133896 MLS
Welcome to this beautifully expanded, updated Cape situated within a quiet cul-de-sac in one of Fairfield's most sought-after neighborhoods. Step into the inviting formal living room featuring a cozy fireplace, bay window, refurbished hardwood floors, new lighting, and fresh paint. The eat-in kitchen, with entry to the covered back porch, has granite countertops, SS appliances including a new Miele dishwasher, heated flooring and new light fixtures. In the large family room you'll be struck by the oversized windows with views into the backyard and neighboring pond. The room includes ample storage, built-ins, a French door with direct porch access, new light fixtures, fresh paint and refurbished hardwood floors. A large bedroom and updated full bath round out the main level, offering comfort and flexibility for guests or single-level living. Upstairs you'll find a spacious primary bedroom, a cozy guest bedroom, a versatile 4th guest room/office/nursery, and full bathroom. The finished lower level offers even more living space with endless possibilities such as a media room, home gym, rec room, or office. It also includes a full bath, a laundry area with new Miele appliances, dedicated storage, and direct access to the two-car garage and backyard patio. Enjoy a tranquil, fully fenced, level backyard with a spacious patio and covered porch that is perfect for relaxing or entertaining. Located just minutes from downtown Fairfield's vibrant shops, dining, and beautiful beaches.

23 Robert Ct, Fairfield
2032 N Benson Rd, Fairfield
$1,156,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24171040 MLS
This charming 4-bedroom, 2-bathroom Cape Cod is a true gem in Fairfield's sought-after University neighborhood. The 1,725 sq. ft. interior blends classic character with modern upgrades, featuring a sun-drenched living room with a fireplace, a formal dining room, and a beautifully updated kitchen with quartz countertops and a full suite of appliances including a range w/hood and dishwasher. The flexible floor plan includes a main-level bedroom, full Bathroom w/tub and a dedicated home office with French doors, while the upper level hosts a primary suite with a walk-in closet, 2 additional bedrooms and a second full bath with a stall shower. Hardwood floors run throughout, and the home is equipped with premium comfort features like zoned central air, a 50-gallon natural gas hot water system, and a whole-home generator for total peace of mind. Outside, the professionally landscaped 0.23-acre lot offers a peaceful retreat with a covered deck, sidewalk access, and a stone-accented exterior that provides excellent curb appeal. Convenience is built-in with an attached two-car tandem garage featuring an automatic opener, a partial basement for extra storage, and lower-level laundry access. Ideally located this home is just minutes from the vibrant downtown Fairfield and the boutique dining and transit options.

2032 N Benson Rd, Fairfield
56 Drake Ln, Fairfield
$1,156,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24136176 MLS
This well-loved colonial in the Fairfield University neighborhood offers a rare opportunity to own a classic home in a prime location. Cherished by one owner for the past 50 years, it's ready for new memories to be made. Step inside to find a fantastic circular flow, generous room sizes, and timeless updates throughout. The formal living and dining rooms feature built-ins, hardwood floors, a bay window and elegant molding details. An open kitchen with maple cabinetry, granite countertops, and a light-filled sunroom leads out to a bluestone patio and a private, fully fenced yard - perfect for entertaining or relaxing. The cozy family room, complete with vintage wood paneling and a gas fireplace, invites quiet evenings spent streaming your favorite shows or unwinding with a great book. Upstairs, you'll find four well-proportioned bedrooms with well-designed closets and two full baths. The large basement offers endless potential; finish it for a playroom, gym, or additional living space. An attached garage and separate shed provide ample storage. Bordering Greenfield Hill, this property combines charm, convenience, and tranquility in one of Fairfield's most under-the-radar, long standing neighborhoods.

56 Drake Ln, Fairfield
823 Oldfield Rd, Fairfield
$1,150,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24177027 MLS
Wonderful opportunity in Fairfield's desirable Sasco/Pine Creek Beach neighborhood. This beautifully updated home offers a flexible layout with a first-floor bedroom & bath, expansive backyard, and stunning marsh views. The inviting living room features a fireplace and custom built-ins, while the renovated kitchen opens seamlessly to a sunny family room with direct access to the outdoor living space. The gorgeous backyard includes a spacious patio, built-in grill, thoughtfully curated perennial gardens, and peaceful march views. Recent improvements include new windows, updated lighting, select new appliances, freshly painted exterior, and more. Incredible location with vibrant Fairfield town center, Metro North train, beaches, marina, golf, tennis all within a mile! Enjoy all that Fairfield has to offer - shopping, amazing dining, arts, 2 Universities and the charm of a coastal New England community just 50 miles from NYC.

823 Oldfield Rd, Fairfield

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