Fairfield, CT Homes

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  /40

  $3,300,000

  • 5 Beds
  • 8 Baths
  • 6,414 Sq Ft

  750 Burr St, Fairfield, CT 06824

  Lions Gate: No need to move to the south of France as this extraordinary residence is right here in coveted Fairfield. Enter through grand gates into a world of privacy where character, convenience, security & serenity magically meet. Magazine-worthy grounds are the soul of the estate-lush, expansive, & exquisitely curated. With a shimmering pool, spectacular California Redwood Pool House with

  Julie Vanderblue Higgins Group Real Estate

  750 Burr St, Fairfield, CT 06824
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  /33

  $13,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,022 Sq Ft
  • House for Rent

  316 Reef Rd, Fairfield, CT 06824

  ACADEMIC YEAR 27-28 & 29-29 Close to campus, town, train, restaurants, shopping, and just minutes from the beach, this spacious home offers multiple bedrooms spread throughout the house, providing plenty of room for everyone. Large kitchen, bright dining area with hardwood floors and built-in seating, and a breezeway off the kitchen leading to a small deck perfect for enjoying coffee or a quick

  Bryan Frinhani The Brokerage of New England

  316 Reef Rd, Fairfield, CT 06824
• 

  $880,000 Sold Sep 25, 2025

  • 1,948 Sq Ft
  • $452/SF
  • 11 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  350 Bennett St, Fairfield, CT 06825

  The Best of Bennett! This home went through a transformational renovation (2020) that features new siding, windows, HVAC, kitchen, bathrooms, patio area, and interior paint, making this a truly turnkey home. Set at the end of a quiet cul-de-sac in an idyllic and family-friendly neighborhood, this house offers four bedrooms, two and a half baths, and 1948 square feet of updated living space. The

  Maria Graham-Baptist Coldwell Banker Realty

  350 Bennett St, Fairfield, CT 06825
• 

  Est $1,666,671 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,406 Sq Ft

  441 Pequot Ave, Southport, CT 06890

  441 Pequot Ave, Southport, CT 06890
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  /40

  $5,500,000

  • 5 Beds
  • 7 Baths
  • 5,198 Sq Ft

  1410 S Pine Creek Rd, Fairfield, CT 06824

  Imagine starting each day with breathtaking sunrises over the water, the salty breeze on your face, and your toes in the sand. This magnificent custom-built waterfront estate offers 126 feet of direct beachfront along Fairfield's highly sought-after South Pine Creek Beach Area. Perfectly situated on nearly an acre of property, this stately Federal Colonial was custom built in 2005 and showcases

  Melissa Montagno Higgins Group Real Estate

  1410 S Pine Creek Rd, Fairfield, CT 06824
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  /14

  $7,900 total monthly price

  • 4 Beds
  • 4 Baths
  • 2,836 Sq Ft
  • House for Rent

  2318 Mill Plain Rd, Fairfield, CT 06824

  Complete interior and exterior renovation is just about finished. This amazing now all new 4 bedroom home is the Homestead of the Homes at Ross Meadow, new Cul de Sac of beautiful newly constructed homes. There are new side walks that lead to open space walking trails. The house has a beautiful private drive and yard. The perfect blend of quality construction, convenience and character. There is

  Linda Blackwell Houlihan Lawrence

  2318 Mill Plain Rd, Fairfield, CT 06824
• 

  $736,000 Sold Sep 25, 2025

  • 1,687 Sq Ft
  • $436/SF
  • 21 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1928

  1134 Valley Rd, Fairfield, CT 06825

  Welcome to this quintessential colonial-timeless, thoughtfully updated, and ideally located in Fairfield's desirable Stratfield neighborhood. Inside, you'll find hardwood floors throughout and a beautifully updated kitchen with granite countertops, high-end appliances, and a spacious pantry area with a wine fridge. The expansive living room, anchored by a charming wood-burning fireplace, flows

  Elise Larrabure Coldwell Banker Realty

  1134 Valley Rd, Fairfield, CT 06825
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  Est $1,727,183 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,232 Sq Ft

  23 Larbert Rd, Southport, CT 06890

  23 Larbert Rd, Southport, CT 06890
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  /20

  $699,000

  • 3 Beds
  • 1.5 Baths
  • 1,766 Sq Ft

  1248 Valley Rd, Fairfield, CT 06825

  Welcome to 1248 Valley Road! Nestled in a highly sought-after neighborhood known for its charming, mature tree-lined streets and close proximity to Lincoln Park, this enchanting vintage English Colonial offers timeless character and modern comforts. From the moment you step into the welcoming foyer, you'll feel the warmth and charm of this magical jewel box of a home. The spacious living room

  Kathleen Blackall William Raveis Real Estate

  1248 Valley Rd, Fairfield, CT 06825
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  /34

  $10,000 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 3,069 Sq Ft
  • House for Rent

  331 Riverside Dr, Fairfield, CT 06824

  Enjoy your rooftop deck overlooking beautiful marshlands of Penfield Mills, perfect for stargazing, or just relaxing. You can also kayak (kayaks included with house) and fish right from your dock, walk the trails of the preserve, hit the beach, just two blocks away, or admire the local family of Egrets while toasting marshmallows over your built-in fire pit. This Ash Creek furnished beauty boasts

  Kelly Loucas Compass Connecticut, LLC

  331 Riverside Dr, Fairfield, CT 06824
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  $875,000 Sold Sep 24, 2025

  • 1,511 Sq Ft
  • $579/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1924

  158 Fairview Ave, Fairfield, CT 06824

  Beautifully Renovated 3 Bedroom, 2 Full Bath Cape in the coveted University Area. Whole interior has been freshly painted and all hardwood floors up and down have been refinished. High-end fixtures throughout, marble counters in both Kitchen and Baths. Coffered Ceilings and custom paneling throughout. New Oven, Fridge and Micro-wave in the past year. Large, maintenance free Trex Deck with Permit.

  Larry Leonzi William Raveis Real Estate

  158 Fairview Ave, Fairfield, CT 06824
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  Est $1,448,536 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,811 Sq Ft

  31 Larbert Rd, Southport, CT 06890

  31 Larbert Rd, Southport, CT 06890
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  /40

  $1,900,000

  • 4 Beds
  • 4 Baths
  • 4,950 Sq Ft

  260 Range Rd, Southport, CT 06890

  Located on a quiet cul-de-sac in one of Southport's premier family neighborhoods, this elegant 4-bedroom, 2 full and 2 half-bath Colonial by Toll Brothers combines timeless design with modern comfort. The stately "Cedarbrook" Federal Colonial model welcomes you with a grand two-story foyer, setting the stage for the sophisticated interiors. Formal living and dining rooms are ideal for

  Julie Vanderblue Higgins Group Real Estate

  260 Range Rd, Southport, CT 06890
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  /19

  $4,200 total monthly price

  • 3 Beds
  • 3 Baths
  • 1,874 Sq Ft
  • House for Rent

  46 Fairway Green, Fairfield, CT 06825

  This home is beautifully updated for ready move-in, offering flexibility with an in-law style lower level, functional outdoor living with screened porch, deck, and pool, and convenient access to schools and parks. Its quiet culdesac setting, oversized garage, and low-maintenance yard make it an appealing option for tenants seeking a balanced blend of comfort, space, and location in Fairfield's

  Yi Gong Coldwell Banker Realty

  46 Fairway Green, Fairfield, CT 06825
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  $650,000 Sold Sep 24, 2025

  • 1,573 Sq Ft
  • $413/SF
  • 104 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1926

  45 Kenwood Ave, Fairfield, CT 06824

  Step into timeless elegance with this beautifully remodeled 3-bedroom, 1.5-bathroom colonial, offering 1,573 square feet of refined living space. Boasting great curb appeal, this home welcomes you with a charming front porch, perfect for sipping your morning coffee or reading your favorite book. Inside, you'll find classic period details with sophisticated modern updates. Gorgeous millwork,

  Anthony Fabrizio Coldwell Banker Realty

  45 Kenwood Ave, Fairfield, CT 06824
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  Est $2,146,312 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,534 Sq Ft

  346 Taintor Dr, Southport, CT 06890

  346 Taintor Dr, Southport, CT 06890
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  /23

  $435,900

  • 3 Beds
  • 1 Bath
  • 1,280 Sq Ft

  1035 Black Rock Turnpike Unit 1035, Fairfield, CT 06825

  This is a well-kept Second Floor Ranch Style Unit that was Rebuilt In 2004.It has an Open Style Living Room with a Vault Ceiling and French Doors to a Large Deck with Built-In Gas Grill. It consists of three bedrooms, one living room, one Kitchen and one full bath. Hardwood floors throughout the unit except for the kitchen and bathroom with titles. The following appliances are included:

  Hoffman Jean-Louis HJL Realty, LLC

  1035 Black Rock Turnpike Unit 1035, Fairfield, CT 06825
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  /25

  $9,500 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,494 Sq Ft
  • House for Rent

  672 Rowland Rd, Fairfield, CT 06824

  This lease is available starting MID OCTOBER 2025, through MAY 2026 $9500. Beautifully renovated and fully furnished, this winter rental is just a short walk to town and half a block to the beach. The 3 bedroom, 2.5 bath home offers a flexible layout with a separate office or optional fourth bedroom, plus a bonus room. Enjoy complete privacy in the backyard oasis, ideal for relaxing or

  Valerie Ratner William Raveis Real Estate

  672 Rowland Rd, Fairfield, CT 06824
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  $458,000 Sold Sep 23, 2025

  • 1,391 Sq Ft
  • $329/SF
  • 47 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1985

  41 Dawn St Unit 41, Fairfield, CT 06824

  Step into style and comfort in this beautifully maintained 2 bed, 2.5 bath townhouse designed for modern living. The heart of the home is the spacious kitchen, featuring a built-in coffee bar-perfect for your morning ritual or hosting guests. Step right out onto the deck for relaxing, or entertaining under the stars. The fully finished lower level offers incredible flexibility-ideal as a sleek

  Linda Moorhead Coldwell Banker Realty

  41 Dawn St Unit 41, Fairfield, CT 06824
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  Est $1,456,706 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  219 Main St, Southport, CT 06890

  219 Main St, Southport, CT 06890
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  /40

  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
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  /20

  $2,862 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • House for Rent

  300 Soundview Ave Unit 2, Fairfield, CT 06825

  Special pricing available with a 13-month lease - first month free, then $3,100/month. This offer brings the effective monthly rent to approximately $2,862 over the lease term. Beautifully renovated 2-bedroom, 1.5-bath apartment in a stunning stone "castle" atop Tunis Hill. Enjoy lovely views from the living room's oversized picture window, hardwood floors, tiled bathrooms, newly installed

  Patricia Ekvall Berkshire Hathaway NE Prop.

  300 Soundview Ave Unit 2, Fairfield, CT 06825
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  $750,000 Sold Sep 23, 2025

  • 1,662 Sq Ft
  • $451/SF
  • 71 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1924

  91 Henderson Rd, Fairfield, CT 06824

  Welcome to one of Fairfield's more "walkable" streets, located just steps from the vibrant downtown, train station, schools and even the Sports Plex. Many a generation have enjoyed the charm and convenience of residing on Henderson Road, a cul de sac located along Mill River. This 3 bedroom, 2.5 bathroom has been completely renovated yet retains the appeal and character of a 1920's home. The

  Timothy Dailey Higgins Group Real Estate

  91 Henderson Rd, Fairfield, CT 06824
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  Est $2,973,607 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,911 Sq Ft

  181 Taintor Dr, Southport, CT 06890

  181 Taintor Dr, Southport, CT 06890
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  /39

  $9,750,000

  • 6 Beds
  • 9 Baths
  • 5,920 Sq Ft

  828 Sasco Hill Rd, Fairfield, CT 06824

  "Pebbles" | Iconic Sasco Hill Estate Timeless Design. Storied Past. Unrivaled Views. A distinguished Georgian Revival estate set on nearly 3 acres, the largest lot along this coveted stretch of Sasco Hill. With sweeping, unobstructed views of the Country Club of Fairfield, Southport Harbor, Long Island Sound, and the Manhattan skyline, this iconic property offers an extraordinary blend of

  Wendy Ryan Brown Harris Stevens

  828 Sasco Hill Rd, Fairfield, CT 06824
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  /35

  $10,000 total monthly price

  • 5 Beds
  • 4.5 Baths
  • 4,797 Sq Ft
  • House for Rent

  220 Burr St, Fairfield, CT 06824

  Summer, winter, short term or annual rental available. Enjoy this expanded & renovated modern farmhouse, newly painted and elegantly decorated with a sunny open floor plan. Newly white washed oak floors on each level makes the house very bright. A spacious and fully equipped kitchen offers top of the line appliances, a big center island, loads of cabinetry and eat-in kitchen option. Soaring

  Hedyeh Renstrup William Pitt Sotheby's Int'l

  220 Burr St, Fairfield, CT 06824
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  $850,000 Sold Sep 22, 2025

  • 2,860 Sq Ft
  • $297/SF
  • 52 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1976

  38 Pepperbush Ln, Fairfield, CT 06824

  Wonderful University center hall colonial conveniently located to everything. This well cared for home includes a formal living room and dining room, updated eat-in-kitchen with granite counters and st / st appliances and a bright and spacious family room with a terrific fireplace. The second floor includes a primary bedroom with a bath and walk-in closet, a hall bath and 3 additional bedrooms.

  John Shea William Raveis Real Estate

  38 Pepperbush Ln, Fairfield, CT 06824
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  Est $4,944,369 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,247 Sq Ft

  825 Harbor Rd, Southport, CT 06890

  825 Harbor Rd, Southport, CT 06890
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  /35

  $4,300,000

  • 7 Beds
  • 5 Baths
  • 6,000 Sq Ft

  378 Penfield Rd, Fairfield, CT 06824

  Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

  Helene Salerno Preoh, LLC

  378 Penfield Rd, Fairfield, CT 06824
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  /13

  $2,300 total monthly price

  • 1 Bed
  • 1 Bath
  • 3,240 Sq Ft
  • Apartment for Rent

  17 Shoreham Terrace, Fairfield, CT 06824

  Beautifully renovated second floor, 1 bedroom apartment in Fairfield Beach area. New stainless steel appliances, new kitchen cabinets, butcher block counters, new washer/dryer in unit, redone hardwood floors, large closets and freshly painted. New bathroom. Central Air. New windows. This unit is centrally located. Easy access to Ash Creek, Jennings or Penfield Beach, Fairfield Train Station, St.

  Julie Ganim CRT Property Services, LLC

  17 Shoreham Terrace, Fairfield, CT 06824
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  $940,000 Sold Sep 22, 2025

  • 2,170 Sq Ft
  • $433/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1965

  164 Tanglewood Ln, Fairfield, CT 06824

  This charming property located on a cul de sac in desired Greenfield Hills offers a fantastic opportunity for its new owner to personalize and enhance. This property boasts 4 bedrooms, 2 and a half baths with abundant natural light filling the home. The backyard is manageable, quiet, and private. Enjoy observing various birds and wildlife while having coffee or refreshments at your leisure.

  Herman Huang Keller Williams Prestige Prop.

  164 Tanglewood Ln, Fairfield, CT 06824
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  Est $2,405,848 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,716 Sq Ft

  1330 S Pine Creek Rd, Fairfield, CT 06824

  1330 S Pine Creek Rd, Fairfield, CT 06824
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  /37

  $4,300,000

  • 7 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  394 Penfield Rd, Fairfield, CT 06824

  Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

  Helene Salerno Preoh, LLC

  394 Penfield Rd, Fairfield, CT 06824
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  /40

  $39,000 total monthly price

  • 7 Beds
  • 10 Baths
  • 9,129 Sq Ft
  • House for Rent

  4900 Congress St, Fairfield, CT 06824

  Surrounded by stone walls, this one-of-a-kind, spectacular and private 36-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a breathtaking Fairfield County estate like no other. The storied former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths,

  Leslie Razook William Pitt Sotheby's Int'l

  4900 Congress St, Fairfield, CT 06824
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  $1,300,000 Sold Sep 22, 2025

  • 2,525 Sq Ft
  • $515/SF
  • 22 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1952

  225 Dunham Rd, Fairfield, CT 06824

  Escape to space and tranquility! Beautifully updated home nestled in the heart of Greenfield Hill, ideally situated on 3 private acres. Classic and inviting layout, which flows effortlessly. Enjoy lovely views of the property from the bright and spacious renovated kitchen featuring granite counters, stainless appliances & breakfast area. The adjacent study is a cozy retreat with custom built-ins.

  Katie O'Grady Compass Connecticut, LLC

  225 Dunham Rd, Fairfield, CT 06824
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  /40

  Est $5,256,530 Not Listed For Sale

  • 9 Beds
  • 14 Baths
  • 12,378 Sq Ft

  1111 Sasco Hill Rd, Fairfield, CT 06824

  1111 Sasco Hill Rd, Fairfield, CT 06824
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  /6

  $1,995,000

  • Land
  • 7 Acres
  • $285,000 per Acre

  1375 Westport Turnpike, Fairfield, CT 06824

  27+ acres of serene land along the Aspetuck River spreading between Fairfield and Weston. (7 acres in Fairfield). A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold

  Kim Tromba Keller Williams Realty

  1375 Westport Turnpike, Fairfield, CT 06824
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  /32

  $70,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 2,180 Sq Ft
  • Townhouse for Rent

  2144 Fairfield Beach Rd, Fairfield, CT 06824

  Available for Academic Year Sept - May WATERFRONT DUPLEX. ACCOMMODATES 4. ALSO SEE 2142 FAIRFIELD BEACH ROAD (OTHER SIDE OF THIS DUPLEX). ALSO ACCOMMODATES 4, and 172 college place accommodates 5

  Michael Menillo Collage Realty

  2144 Fairfield Beach Rd, Fairfield, CT 06824
• 

  $750,000 Sold Sep 19, 2025

  • 2,521 Sq Ft
  • $298/SF
  • 28 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1932

  145 Buena Vista Rd, Fairfield, CT 06825

  Classic 1932 Dutch Colonial. Located on a quiet tree lined street in Stratfield. Welcome to 145 Buena Vista Rd! You will walk into your formal entry way leading into your Living room with wood burning fireplace archway details leading you into your dining room open concept to the kitchen with breakfast bar, SS appliances and additional bright and airy breakfast/sitting room with sliders opening

  Kate Johnson William Raveis Real Estate

  145 Buena Vista Rd, Fairfield, CT 06825
• 

  Est $2,489,216 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 4,181 Sq Ft

  1230 S Pine Creek Rd, Fairfield, CT 06824

  1230 S Pine Creek Rd, Fairfield, CT 06824

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