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27 Brookdale Rd, Fairfield
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 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

11 Knapps Park Dr, Fairfield
$351,000
2 Beds ⋅ 1 Baths ⋅ 24196466 MLS
Rare opportunity to own a strong-performing investment property or simply enjoy the ease of one-level living in this charming ranch-style duplex that lives very much like a single-family home! A wonderful condo alternative with no HOA fees or restrictions, enjoy a spacious private fenced backyard, charming patio for outdoor dining, and a quiet setting in coveted Fairfield. This home offers exceptional value, convenience, and lifestyle. The bright and inviting interior features a spacious bedroom, 1 full bathroom, an eat-in kitchen, a cozy flexible living room space that can be used as an additional bedroom complete with walk in closet, and hardwood floors throughout much of the home. An attached garage provides excellent storage and offers potential for future expansion and potential additional value. Whether you're an investor seeking immediate rental income with value add potential and flexible space options, or an owner-occupant looking for a low-maintenance home in a prime location, this property presents an outstanding opportunity. Just minutes from all Fairfield has to offer including: Metro to NYC, Schools, Shopping, Lake Mohegan, Beaches, and more! Don't miss your chance to make it yours!

11 Knapps Park Dr, Fairfield

114 Lee Dr, Fairfield
$2,170,000
4 Beds ⋅ 3 Baths ⋅ 24191108 MLS
Rare opportunity in Fairfield's sought-after Sasco Hill/South Pine Creek neighborhood, ideally located between town and the beach. Set on a private, level 1/3-acre lot bordering the Sasco Hill estates, this beautifully expanded and renovated home offers stylish finishes and an easy, open layout designed for today's lifestyle. The custom kitchen flows seamlessly into the dining area and inviting living room, where a wood-burning fireplace and French doors open to the patio and backyard. A versatile first-floor bonus room currently serves as a home gym but is equally suited as a home office, playroom, or fifth bedroom. Upstairs, the spacious primary suite features a large walk-in closet and beautifully appointed ensuite bath. Three additional bedrooms and a convenient second-floor laundry room complete the upper level. The expansive backyard is a true retreat with a stone patio, custom pergola, and perennial gardens offering exceptional privacy. Recent improvements include newer mechanicals, a Generac generator, and fresh interior paint. Enjoy an unbeatable location less than a mile from Sasco and Pine Creek Beaches, Southport Harbor, the train, golf, tennis, Fairfield's vibrant town center, and top local amenities. A rare bonus for this beach area location: the home is outside the flood zone, so no flood insurance is required. A wonderful opportunity to enjoy coastal living in one of Fairfield's most desirable neighborhoods.

114 Lee Dr, Fairfield

131 Sasco Hill Rd, Fairfield
$2,750,000
4 Beds ⋅ 5 Baths ⋅ 24191170 MLS
Newly renovated in 2026, this extraordinary designer-inspired Modern Colonial presents a rare opportunity to own a turnkey luxury residence in Fairfield's coveted Sasco Hill. Offering 3,625 square feet of impeccably designed living space, this four-bedroom, five-bath home masterfully blends timeless architecture with exceptional craftsmanship and sophisticated contemporary design. Every detail has been meticulously curated, from the custom white oak millwork and hardwood flooring to the spectacular chef's kitchen featuring Taj Mahal quartzite countertops, premium Thermador appliances, custom cabinetry, and an oversized waterfall island. The thoughtfully designed first floor offers a gracious living room with fireplace, formal dining room, private office, family room, and a sun-filled eat-in kitchen that opens to an expansive bluestone terrace for seamless indoor-outdoor living. Upstairs, the luxurious primary suite features a cathedral ceiling, dual walk-in closets, separate sitting room and a spa-inspired bath. Three additional en-suite bedrooms provide outstanding comfort and privacy. Additional highlights include a beautifully finished lower level, 3-car garage, custom built-ins, four-zone HVAC, Generac generator, and designer finishes throughout. Ideally located minutes from downtown Fairfield, Southport Village, Metro-North, beaches, parks, shopping, and dining, this exceptional home offers luxury living in one of Fairfield's most prestigious neighborhoods.

131 Sasco Hill Rd, Fairfield

9 Wildwood Rd, Fairfield
$855,000
3 Beds ⋅ 2 Baths ⋅ 24190193 MLS
Ideally situated in Fairfield's sought after Fairfield Woods neighborhood, this impeccably maintained home offers the perfect blend of comfort, functionality, and convenience. Located just minutes from schools, parks, shopping, restaurants, and major commuting routes, the location is as desirable as the home itself. Thoughtfully updated over the years, the home features a finished lower level with a laundry area, playroom, and private office providing flexible space for today's lifestyle. The sun-filled living room is anchored by a wood burning fireplace, gleaming hardwood floors, and a large bay window that fills the space with natural light. The first-floor bedroom is currently being used as a dining room and can easily be converted back. Upstairs, the generously sized bedrooms all feature ceiling fans and excellent closet space. The kitchen opens to a spacious step-down family room highlighted by a second bay window and skylight, creating a bright and inviting gathering space. Outside, professionally landscaped grounds surround the oversized, fully fenced corner lot, offering privacy and room to enjoy the outdoors. An attached two-car garage and the home's energy-efficient features complete this exceptional offering.

9 Wildwood Rd, Fairfield

58 Millspaugh Dr, Fairfield
$955,000
4 Beds ⋅ 2 Baths ⋅ 24189655 MLS
This approximately 1500 square foot house features 4 bedrooms and 2 full bathrooms. The property includes a new patio and a new portico, as well as window boxes, bright kitchen cabinets, and a new backsplash. The home also boasts a built-in pool with a new liner and an irrigation system, along with a whole-house generator as well as a spacious fenced in backyard. The primary bedroom offers ample space and privacy, while the three additional bedrooms provide versatility for a variety of uses. The two bathrooms are well appointed and accessible from the main living areas. The kitchen showcases a modern, bright aesthetic with white cabinets and a new backsplash, complementing the overall style of the home. The new patio and portico provide outdoor living spaces for enjoying the surrounding environment. List agent related to owner.

58 Millspaugh Dr, Fairfield

280 Mill Hill Rd, Fairfield
$1,550,000
3 Beds ⋅ 3 Baths ⋅ 24170660 MLS
THANK YOU FOR YOUR INTEREST IN 280 MILL HILL ROAD. SELLER IS REQUESTING HIGHEST AND BEST OFFERS TO BE SUBMITTED BY TODAY, MONDAY MAY 11TH AT 5PM. Picture perfect 1920s Colonial in the location we all covet. Welcome to 280 Mill Hill Road, a beautiful center hall colonial that blends timeless character with modern updates-all in an exceptional in-town location. Just a short stroll to Southport Village, this home offers the perfect balance of charm, convenience, and lifestyle. Inside, sun-filled living spaces showcase classic architectural details and a warm, inviting flow ideal. The newly renovated kitchen features stylish finishes and modern functionality, seamlessly complementing the home's historic appeal. The flexible layout includes a finished third floor, perfect as a fourth bedroom, home office, gym or flexible space to suit your needs. Step outside to enjoy an expansive patio overlooking the expansive fenced backyard, surrounded by mature landscaping-an ideal setting for outdoor dining, entertaining, or simply relaxing in a private, picturesque setting. Located within walking distance to Mill Hill School, the train, Southport Village, dining, and the harbor, this is a rare opportunity to own a quintessential Fairfield home.

280 Mill Hill Rd, Fairfield

44 Elmwood Dr Unit 44, Fairfield
$1,675,000
2 Beds ⋅ 3 Baths ⋅ 24186343 MLS ⋅ Southport Green BLDG.
Classic well-loved Southport Green Condo with well-proportioned rooms throughout is ideal for downsizers or someone looking for low maintenance living; convenience awaits you! Enjoy all that the quaint hamlet of Southport has to offer. The condo's perfect sunny layout provides privacy, as well as, plenty of space to socialize. Good-sized Living Room boasts Gas Fireplace. Home Office is located off Living Room, as is Half Bath. Well-designed Kitchen features excellent storage, Sub Zero & Wolf appliances, plenty of counter space and has 2 entry ways. Formal Dining Room is accessed off Kitchen. A lovely set of French Doors opens to cozy Den. Primary Bedroom Suite offers 2 Walk-in Closets, and roomy Bathroom with Stall Shower, Jacuzzi Tub and a 2-sink vanity. A second private en-suite Bedroom has ample-sized Closet space and Bathroom with Tub/Shower. Accessible Elevator provides much usefulness. Historic Southport features sweet, delightful shops and convenient dining. Along your stroll to the Harbor, embrace the many interesting, legendary homes with beautifully mature landscaping. Sasco Beach provides a glorious setting as does, the Country Club of Fairfield's scenic golf course. Stately Southport Harbor is a true New England treasure! A stone's throw to I-95 and Fairfield's other beaches, enjoyable shopping and exciting dining.

44 Elmwood Dr Unit 44, Fairfield

1871 Fairfield Beach Rd, Fairfield
$2,725,000
4 Beds ⋅ 2 Baths ⋅ 24187347 MLS
Premier direct waterfront living w/ ownership extending to the creek side, miles of sandy beach for endless walks, spectacular water views & a pristine 4 bedroom home - Welcome to 1871/1872 Fairfield Beach Road. Set on a .22, level acre w/ additional creek side parking for convenience. From the moment you arrive, the covered wraparound porch invites you to relax & enjoy the gorgeous water views. Inside, sunlight streams through every room, creating bright, airy spaces that feel both welcoming & peaceful. The main level offers spacious living areas, including an eat-in kitchen w/ an island, dining area & laundry room. The inviting family room features a stone fireplace, while the sunroom showcases unobstructed, panoramic water views. The French door opens to an expansive patio & sandy beach, creating the perfect connection between indoor & outdoor living while providing an amazing setting for entertaining or simply enjoying the beautiful waterfront. The 2nd level features 4 bedrooms, including 2 that capture breathtaking water views, along w/ a hall bath. The 3rd level offers flexible space w/ water views, making it ideal for a home office, studio, reading retreat or added storage. Perfectly positioned this home offers the rare combination of tranquil coastal living w/ convenient access to Fairfield's acclaimed restaurants, boutique shopping, train, parks & schools. From sandy beach walks to sunset gatherings, this is more than a home, it is an exceptional lifestyle.

1871 Fairfield Beach Rd, Fairfield

133 Alma Dr, Fairfield
$1,138,000
4 Beds ⋅ 3 Baths ⋅ 24190816 MLS
Gambrel style Colonial and features 8 Rooms, 4 Bedrooms, 3 Bathrooms, 1 Car Garage. NOTED FEATURES that the whole family will enjoy; 262 square foot Gym or Playroom in the lower level, 252 square foot Main level Bedroom, 183 square foot Sunroom off the kitchen, 408 square foot Patio with movable fireplace, 540 square foot Pool deck for summer fun and 252 square feet expansion possibilities above the garage. UPDATED FEATURES included: Exterior Painted - 2024, Windows - 2017, Roof - 2016, Boiler - 2011. All the schools are close by with Riverfield School, Grades ( K-5 ) 0.4 miles, Roger Ludlowe Middle School Grades ( 6-8 ) 1.5 miles, Fairfield Ludlowe High School Grades ( 9-12 ) 1.3 miles. You are within a few minutes drive to everything including 2.5 miles to all major shopping Starbucks, D & D & restaurants : 3.3 miles to RT 15 ( Merritt Parkway) : 4.5 miles to I-95 : 5.7 miles to one of the 2 train stations in Fairfield : 7.1 miles to Fairfield Beach.

133 Alma Dr, Fairfield

85 Louvain St, Fairfield
$837,500
3 Beds ⋅ 2 Baths ⋅ 24192413 MLS
***HIGH AND BEST OFFERS DUE BY 2pm Tuesday, July 28***Tucked away on a cul-de-sac in Fairfield's coveted Stratfield neighborhood, this storybook Cape is filled with timeless character, thoughtful updates and inviting spaces. Archways, hardwood floors, French doors, and classic architectural details create a welcoming home from the moment you step in. The living room is anchored by a wood-burning fireplace; the dining room leads seamlessly to the kitchen. Here, white cabinetry, SS appliances, and plenty of storage make meal prep a breeze. The clock above the sink is original to the home, a sweet nod to the 1940's. The sunroom has a vaulted ceiling and overlooks the backyard, creating a lovely space to enjoy morning coffee. French doors open to the patio, extending the living space outdoors. Enjoy dinners al fresco, playing yard games, or simply enjoying a quiet evening outside. The main floor also has a bedroom with a bay window and a full bath. A skylight lights the way to the 2nd floor where you'll find 2 bedrooms and a renovated full bath. The partially finished LL offers 266+ sq ft of living space. Recent updates include a new roof, new furnace, new water heater, fresh interior paint & more. Picture evenings walking and down the street or to Owen Fish Park, getting dinner at Maione's, or hiking at Lake Mohegan. From its picturesque curb appeal to thoughtfully designed interior, this gem is the perfect place to call home.

85 Louvain St, Fairfield

20 Whetstone Hill Ct, Fairfield
$1,460,000
4 Beds ⋅ 4 Baths ⋅ 24194833 MLS
Some homes simply grow with you - and this is one of them. Nestled on a quiet cul-de-sac in a sought-after beach neighborhood, this inviting home has been the backdrop for years of cherished memories. Designed with both comfort and flexibility in mind, its thoughtful layout easily adapts to changing lifestyles. A legal studio - with a private entrance, full bathroom and kitchenette - offers exceptional versatility, ideal for extended family, guests, a home office, an au pair, or potential rental income. Step outside to the private backyard and inviting patio, the perfect setting for morning coffee, outdoor entertaining, or unwinding after a day at the beach.Ideally located just minutes from the beach, vibrant downtown Fairfield, the Metro-North train station, shopping, restaurants, parks and top-rated schools, this home combines timeless charm with everyday convenience. Whether you're looking for a place to put down roots, accommodate a changing lifestyle, or enjoy Connecticut's coastal living at its best, this exceptional home is ready to welcome its next owners.

20 Whetstone Hill Ct, Fairfield

1054 Mill Plain Rd, Fairfield
$2,300,000
5 Beds ⋅ 5 Baths ⋅ 24190793 MLS
Welcome to 1054 Mill Plain Road! Exceptional craftsmanship and timeless design define this impressive center hall NEW CONSTRUCTION colonial! This open-concept floor plan is designed for seamless everyday living and effortless entertainment boasting 5,518 sq ft of living space and privately set on a rear lot in the sought-after Fairfield University neighborhood. This home presents 5 bedrooms, 4.5 baths, 9' ceilings, and hwd flrs throughout. Impeccable details include a gourmet designer kitchen with a sprawling quartz island, thermidor appliances, floating shelves, butler's pantry, with an abundance of recessed and natural lighting. An elegant archway flows into a family room with a fieldstone gas fpl with floor to ceiling sliders lending itself to a fenced in backyard, decking and patio for all your outdoor entertainment gatherings. Elegant formal dining room showcases exquisite millwork, intricate trim details, and a distinctive architectural ceiling. The MBR suite features a gas fireplace, lighted tray ceiling, with a beautifully designed spa bath. Two of the bedrooms are jack and jill with an appointed shared full bath. There is a 3rd floor finished area that provides recreational space for versatile usages such as an au pair, gym, studio, office, and/or guest retreat. This home offers a peaceful escape while remaining just minutes from Fairfield's beaches, train stations, vibrant downtown, shopping, dining, and top rated schools. Experience luxury living at its finest

1054 Mill Plain Rd, Fairfield

130 Stillson Rd Unit 130, Fairfield
$1,400,000
3 Beds ⋅ 3 Baths ⋅ 24176463 MLS ⋅ Oaks BLDG.
Sophisticated, sun-filled, and beautifully scaled, this exceptional 3 bed/2.1 bath end-unit residence in The Oaks offers the comfort of single-family living with the ease of a luxury townhouse lifestyle. A grand two-story foyer welcomes you into elegant interiors featuring 9-foot+ ceilings, rich architectural moldings, wallpaper details, and sunlit entertaining spaces centered around a warm gas fireplace. The updated bright white kitchen with granite countertops flows effortlessly into the main living areas and out to a large private patio - an ideal setting for entertaining or quiet mornings surrounded by the privacy only an end unit can provide. The highly desirable main-level primary suite includes a recently updated bath, creating the perfect layout for effortless everyday living. Laundry/mudroom conveniently located on the main level. Upstairs, two spacious bedrooms, a full bath, and an open area offering exceptional flexibility for guests, home office space, or hobbies. Complete with an attached two-car garage and full unfinished basement with tremendous storage and future possibilities, this refined home delivers timeless style and low-maintenance living in one of Fairfield's most coveted communities. Located within minutes to shopping, downtown, trains, and more!

130 Stillson Rd Unit 130, Fairfield

11 A Greenlawn Dr, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ 24189727 MLS
Welcome to 11 Greenlawn Drive, beautifully updated on the exterior front, Anderson windows, new siding, gutter guards, slider, deck and inside presents an opportunity to renew with your modern touches. Enjoy one-level living in a prime, convenient location. Expansion confirmed on this one. Complete due diligence. From the moment you arrive, you'll appreciate the home's refreshed exterior with impeccable stone paver walkway. Homeowner-grown vegetable garden adds warmth and farm to table lifestyle. This inviting residence offers 3 bedrooms and 2 full bathrooms, complemented by hardwood floors throughout. Sunlit living room is centered around a classic brick-front fireplace with a timeless mantel, creating a warm and welcoming focal point. The finished lower-level bonus room provides additional flexible space-ideal for a home office, rec or guest retreat features a walkout to the backyard. Situated close to shopping, dining, parks, schools, and commuter routes, this home combines convenience with future potential. Buyers are encouraged to conduct their own due diligence regarding all possibilities.

11 A Greenlawn Dr, Fairfield

41 Pepperbush Ln, Fairfield
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 24186574 MLS
Welcome home to this fully renovated Colonial in one of Fairfield's most desirable neighborhoods! Comprehensively updated with high-quality finishes throughout, this 3-bedroom, 2.5-bath home offers move-in ready living w/ nothing left to do but unpack. Brand-new open concept kitchen over looks dining room & features modern shaker-style cabinetry, quartz countertops, & all-new st/st appliances, flowing into a new pantry/mudroom/laundry area. Dining room has custom millwork. Formal living room flows into a great room w/vaulted ceilings w/dramatic wood burning fireplace featuring an absolute black granite surround & shiplap detail. Primary suite upstairs features luxurious en-suite bath w/dual vanity, herringbone tile & shiplap detail & WIC w/custom closet system. Two additional bedrooms & an oversized full bath w/dual vanity & tub/shower combo complete the upstairs. Massive finished lower level could be future gym/office/game room. Sliders from kitchen lead out to beautiful composite deck overlooking the private backyard. Refinished white oak hardwood floors thruout. Major systems have been completely updated for comfort and efficiency: two brand-new high-efficiency HVAC systems, heating system converted from old baseboard to modern hydro-air. New 200-amp electrical service, new siding, new energy-efficient Anderson windows & sliding door, composite decking, new front entry door, new custom garage door (to be installed mid July), new bluestone walkway & front porch.

41 Pepperbush Ln, Fairfield

75 Centerbrook Rd, Fairfield
$760,000
3 Beds ⋅ 2 Baths ⋅ 24178377 MLS
* Please note there are multiple bids. Seller is requesting highest and best offers by 6pm on Sunday. It is preferred (not required) that offers be submitted on Smart mls contract form which can be obtained from listing agent or on the listing in documents as a download.) * This bright and welcoming split-level home sits on a gorgeous 0.31-acre level lot at the end of a cul-de-sac in the University area with no future additional development as it borders Aspetuck Land Trust property. It offers three bedrooms, 1.5 baths, a living room with bow window and cozy fireplace, and an eat-in kitchen. Hardwood floors run through the living room, dining room, and bedrooms. The ground level features a den and half bath, while the unfinished lower level includes utilities, washer, dryer, a workbench, and storage space. The dining room opens through sliding glass doors to a spacious deck (15' x19'), leading to a yard with two outbuildings-a "barn" (man cave/she shed or playhouse) which has electricity and a shed-plus plenty of space for entertaining or outdoor games. Fully applianced: Ref, range, Bosch DW, Exhaust fan in kitchen, washer and dryer in lower level. Cellulose insulation in attic and walls added in 1980. Deck new in 2020. Oil tank has always been in basement, replaced about 10 yrs ago. Deep 1 car garage with electric opener. Nicely landscaped. Taxes are the "new taxes" for 2026-2027. Walk to Osborn Hill School.

75 Centerbrook Rd, Fairfield

1061 Galloping Hill Rd, Fairfield
$1,330,000
4 Beds ⋅ 3 Baths ⋅ 24188915 MLS
Set on a level, professionally landscaped acre in lower Greenfield Hill, this four bedroom Colonial carries the kind of care that shows with a freshly painted exterior (2024), Marvin Infinity windows, and a new roof and gutters (2025). The heavy lifting is done. What remains is the pleasure of moving in and loving life on Galloping Hill Road. The interior layout flows well, creating spaces for both intimate gatherings and larger family functions. The living room is bathed in light, anchored by an expansive wall of windows, and when the evenings turn cool, the family room awaits with a wood-burning fireplace. Look out on the flat private yard and garden area from the screened-in porch. The second level extends form and function with the primary suite offering a steam shower and quietly practical laundry chute. Three more beds with a shared bath complete the second level. Central air, irrigation, and thoughtful updates throughout create a home with classic character that still feels effortlessly current. A commuter's dream and a recreational paradise, this home is situated just 2.5 miles from Metro-North and 55 miles to Midtown Manhattan. Enjoy the ultimate coastal lifestyle with resident access to 5 local town beaches and Post Road shops and restaurants just 2.5 miles away. For nature lovers, Lake Mohegan's hiking trails and fresh water beach are also a quick 2.5 miles. Live here and love life.

1061 Galloping Hill Rd, Fairfield

361 Lockwood Rd, Fairfield
$931,000
3 Beds ⋅ 2 Baths ⋅ 24186221 MLS
HIGHEST & BEST OFFERS DUE TUESDAY JUNE 30 @ 5pmThoughtfully updated throughout, this home welcomes you with light-filled rooms, refined finishes, and a floor plan designed for everyday living and entertaining. The living room is the heart of the home, anchored by a wood-burning fireplace & bay window, and flows into the dining room, where a charming built-in hutch and views of the backyard create an inviting setting. The beautifully renovated kitchen is a standout, feat custom cabinetry, Carrara marble counters, SS appliances, and an island that naturally becomes the gathering place for family and friends. Sliding doors open to an expansive deck overlooking landscaped grounds. Whether hosting summer parties, tending to the gardens, enjoying morning coffee, or relaxing under the stars, the outdoor setting is designed to be enjoyed throughout the seasons. Inside, 3 bedrooms provide comfort, including a spacious primary with a custom-designed closet. The renovated full bath showcases heated floors and spa-inspired finishes. The finished LL offers exceptional versatility, perfect for a media room, rec room, office, or guest accommodations. A laundry room, abundant storage, and two car garage further enhance the home's functionality. Perfectly positioned in the desirable Stratfield neighborhood, 361 Lockwood Rd offers easy access to Lake Mohegan, parks, schools, downtown Fairfield, the train & more. Stylish, move-in ready, and meticulously maintained, this home b

361 Lockwood Rd, Fairfield

402 Wheeler Park Ave, Fairfield
$740,000
3 Beds ⋅ 2 Baths ⋅ 24181310 MLS
Beautifully set on a quiet double cul de sac with winter water views of Lake Mohegan, this comfortable and open home has much to offer. Light and bright Living Room and Dining Room with hardwood floors, Eat in Kitchen, delightful 3-Season Room with beamed vaulted ceiling, three good sized Bedrooms and hall Bathroom with tub complete the main floor. The lower level features a spacious Family Room, refreshed with soft cream color hues and new vinyl tile flooring, warm and inviting, it is the perfect hang out room for family game night and cozy gatherings in front of the wood burning fireplace. Hall storage and laundry area lead to the newly updated bathroom with shower and to the oversized 2 car garage. Outside, the bluestone patio and lush backyard provide a private retreat with ample space for entertaining and play. Exquisite stone retaining wall and meandering walkways gracefully terrace the property and create garden areas with natural beauty and continuous blooms. Additional updates include fresh interior paint, front stone walkway, R-65 attic insulation, new electric panel and newer roof (2021). Ideally located within walking distance to the elementary school and back trails to Lake Mohegan. Super convenient to shopping, dining, public golf course, Sacred Heart University and the Merritt Parkway. Combining space, updates, and affordability, 402 Wheeler Park Avenue is a standout opportunity and a wonderful place to call home!

402 Wheeler Park Ave, Fairfield

1146 Valley Rd, Fairfield
$1,090,000
4 Beds ⋅ 4 Baths ⋅ 24189243 MLS
HIGHEST & BEST OFFERS DUE WEDS, JULY 15 @ 12PM. At 1146 Valley Rd, you can experience a picture-perfect lifestyle most people dream of. Positioned across from Horse Tavern Brook and the historic stone bridge, you'll feel transported to a storybook setting where nature surrounds you, yet shopping, dining & everyday conveniences are minutes away. High-end fixtures, energy-efficient upgrades create a move-in ready home that is both smart & stylish. In the kitchen, SS appliances complement the quartzite countertops and full backsplash, a unique feature not found in many homes; it also features farmhouse sink, custom cabinetry, 6-burner Thermador range, oversized island & bev cooler. The living room, anchored by a fireplace, dining room, sunroom, mudroom & half bath are steps away. On the second floor, the primary bedroom is stunning and cozy with a walk-in closet, shoe closet, and luxurious bath dressed in marble. 2 additional bedrooms and a full bath complete the second floor. The finished third floor features a bedroom, office & half bath. The patio is ready for summer gatherings, while the lawn offers plenty of room for yard games and outdoor fun before leading to the detached two-car garage. A stone wall and twinkling cafe lights create an enchanting backdrop. Stratfield is one of Fairfield's most sought-after places to live, known for its tree-lined streets, welcoming community. Luxury, charm & convenience merge creating a space that truly feels like hom

1146 Valley Rd, Fairfield

427 Reef Rd, Fairfield
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 24185222 MLS
Bright and cheerful, this tastefully updated Cape has been impeccably maintained and reflects the warmth of a well-cared-for home. A bluestone and Belgian block walkway welcomes you inside. The flexible floor plan features a first-floor bedroom with access to a full bath, hardwood floors throughout, and a shared gas fireplace between the living and dining rooms. The spacious kitchen offers quartzite countertops, stainless steel appliances, and abundant cabinetry. All bathrooms have been updated, and an upstairs bedroom includes a Murphy bed for added versatility. The finished lower level provides ideal space for a potential 4th bedroom, home office, or playroom. Outside, enjoy a fully fenced backyard, oversized Azek deck, and bluestone patio overlooking a flat, private yard. Low-maintenance exterior features include Azek shutters and window boxes, vinyl railings and fencing, and mature landscaping for added privacy. Perfect condo alternative. Ideally located south of the Post Road with easy walkable access to Penfield Beach, downtown Fairfield, restaurants, shopping, train, schools, library, and YMCA.

427 Reef Rd, Fairfield

192 Glengarry Rd Unit 192, Fairfield
$650,000
2 Beds ⋅ 3 Baths ⋅ 24187486 MLS ⋅ Woodfield Village BLDG.
Beautifully updated and impeccably maintained townhome in sought-after Woodfield Village. Hardwood floors throughout, an updated kitchen, and a cozy fireplace create warm and inviting living spaces, while beautiful seasonal sunrise and sunset views add to the home's appeal. Enjoy a private deck off the family room and a private balcony off the primary suite. Both bedrooms feature walk-in closets and updated ensuite baths, offering comfort and privacy. An attached two-car garage provides exceptional convenience. Woodfield Village residents enjoy beautifully landscaped grounds, a heated pool, clubhouse, tennis and pickleball courts, all just minutes from shopping, dining, Fairchild Wheeler Golf Course, Fairfield beaches, Metro-North, and the Merritt Parkway. Enjoy low-maintenance living in one of Fairfield's most desirable condominium communities. NOTE: Back on market due solely to buyer's financial circumstances.

192 Glengarry Rd Unit 192, Fairfield

126 Homefair Dr, Fairfield
$1,825,213
4 Beds ⋅ 5 Baths ⋅ 24173523 MLS
Beautifully appointed and spacious Colonial offering exceptional living spaces and an ideal layout for today's lifestyle. The heart of the home features expansive gathering areas perfect for both everyday living and entertaining, including a private first-floor office ideal for working from home. A thoughtfully designed butler's pantry with wine chiller, beverage refrigerator and desk area that connects seamlessly to the kitchen and dining areas, while the oversized mudroom provides outstanding functionality and storage. A separate staircase from the mudroom leads to an expansive great room complete with wet bar, beverage refrigerator and full bathroom, offering endless possibilities for a guest suite, playroom, media room, or private retreat. The generous primary bedroom awaits at the top of the elegant open main staircase, boasting a large bright primary bath and incredible walk-in closets with space galore, leading to the great room. Outside, enjoy a private patio overlooking a level yard, perfect for relaxing or entertaining with room for a pool. Located in an amazing Fairfield neighborhood, popular for its walkability and known for its friendly community atmosphere, this home is just a short walk to a neighborhood playground (Highwood park), library, elementary school, and middle school. A rare opportunity to enjoy space, comfort, and convenience in a truly special setting.

126 Homefair Dr, Fairfield

817 Sasco Hill Rd, Fairfield
$3,200,000
24169366 MLS
BUILDING OPPORTUNITY ATOP SASCO HILL - This stunning 2-acre parcel atop Sasco Hill, the pinnacle, presents a unique opportunity to build a sensational estate while enjoying captivating views of Southport Harbor and the Norwalk Islands. The exceptional Sasco Hill Road location provides not only privacy but also an extraordinary canvas for a luxurious custom residence, characterized by expansive lawns, and southern vistas of Long Island Sound; all within walking distance of Sasco Beach. Adding character and a touch of history to this remarkable site, the property features a historic stone foundation of an early Onion Barn. And, the surrounding amenities of charming Southport Village and vibrant Fairfield Center are just minutes away, ensuring convenience to Metro North Train Service, and access to great dining, shopping, and cultural experiences. Transform this idyllic setting into your personal sanctuary in one of Fairfield County's most beautiful locations. NEW TAX ASSESSMENT IS $2,123,730. ANY AND ALL STRUCTURES BEING SOLD IN "AS IS" CONDITION.

817 Sasco Hill Rd, Fairfield

98 Youngstown Rd, Fairfield
$830,000
4 Beds ⋅ 3 Baths ⋅ 24192541 MLS
Welcome to the one you've been waiting for-a beautifully renovated, move-in ready home where timeless style, modern updates, and an exceptional location come together perfectly.This sun-filled residence in Fairfield's desirable University neighborhood will make you feel at home from the moment you arrive.At its heart is a stunning gourmet kitchen featuring custom cabinetry, quartz countertops, stainless steel appliances, and an open-concept design that seamlessly connects to the dining area and expansive Trex deck-ideal for entertaining indoors and out.The spacious primary suite serves as a private retreat with a walk-in closet & beautifully designed spa-inspired bath. Three additional bedrooms with hardwood floors & a renovated full bath complete the upper level.The versatile lower level offers exceptional flex space with a family room, half bath, closet, & built-in workstation-perfect for a home office, playroom, guest space, or potential in-law setup.A detached garage provides even more flexibility, with an attached shed & additional finished space with sliders, ideal for a private office, studio, gym, hobby room or retreat.Enjoy outdoor living in the fully fenced backyard with an expansive deck, professional landscaping,& plenty of room for recreation & relaxation. Extensive updates include a new fence,washer, oil tank, boiler, storm door, front walkway & landscaping, allowing for truly turnkey living.Convenient to shopping, transportation & schools.Simply unpack & enjoy!

98 Youngstown Rd, Fairfield

26 Spruce St, Fairfield
$1,905,000
4 Beds ⋅ 3 Baths ⋅ 24183260 MLS
SOUTHPORT VILLAGE ITALIANATE VICTORIAN - The Legrand Sherwood | William Northrop House - Circa 1872. Ideally located in Southport Village, this exceptional 3,163 square foot, four bedroom Italianate Victorian has been thoughtfully restored and sensitively updated, blending exceptional architectural elements with beautiful interiors. Designer finishes (marble, tiles, fixtures and hardware), complement the extraordinary original detailing, adding style and sophistication. Set on a beautifully landscaped .35 acre property, this sun-filled home welcomes with an expansive front porch spanning the facade - an inviting setting for quiet mornings or evening gatherings. Inside, graciously scaled rooms, high ceilings, and abundant natural light create an elegant and refined, yet very comfortable atmosphere throughout. The main level features a front-to-back living room with a gas fireplace, library lined with custom bookcases, and beautiful formal dining room - ideal for entertaining. The gorgeous country kitchen, complete with dining area, opens seamlessly to expansive decking and a stunning circular brick terrace designed for effortless indoor-outdoor living and al fresco dining. The exquisite main staircase ascends to to second floor, offering four well-proportioned bedrooms, a cozy and versatile office or den, and convenient laundry area. Additionally, the "secret staircase" reveals a spectacular rooftop cupola, where arched windows frame sweeping 360-degree Village views.

26 Spruce St, Fairfield

111 Golden Pond Ln, Fairfield
$3,000,000
5 Beds ⋅ 8 Baths ⋅ 24175561 MLS
111 Golden Pond Lane is the rare luxury home that feels as welcoming as it is impressive. Tucked at the end of a quiet, tree-lined cul-de-sac, the home opens with an undeniable scale - soaring 19-foot ceilings, a dramatic two-story entry, sweeping staircases, and natural light that moves effortlessly throughout the day. Yet what makes the home memorable is not its grandeur alone, but the warmth and ease with which it lives. Over the past six years, the residence has been completely transformed by its current owner and designer, blending refined architecture with interiors that feel both elevated and deeply comfortable. At the center of the home, the vaulted family room with stone fireplace and whitewashed beams creates a true gathering space - equally suited for large celebrations or quiet evenings at home. The south-facing kitchen is filled with sunlight and custom detail, designed not simply to impress, but to be used and enjoyed every day. Rarely found, the home offers luxurious primary suite options on both the main and second levels, creating remarkable flexibility for guests, multigenerational living, or evolving needs over time. Outside, an oversized patio overlooks mature trees and complete privacy, with ample room for a future pool and sport court. Peaceful and secluded, yet just seven minutes to Metro-North, the property offers a lifestyle that feels worlds away from the city without sacrificing convenience. Grand in scale. Warm in spirit.

111 Golden Pond Ln, Fairfield

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