Fairfield County CT Homes for Sale

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  /21

  $799,000

  • Land
  • 5,793 Sq Ft
  • $6,007,519 per Acre

  15 Henry St, Greenwich, CT 06830

  Development opportunity in Greenwich with design for a thoughtfully designed 3-bedroom home offering strong resale upside. As-of-right plans feature an open-concept layout with modern kitchen, center island, expansive great room, and seamless indoor-outdoor flow to a private backyard. Second level includes a primary suite with en-suite bath and well-proportioned bedrooms. Ideal for investors,

  Michael Parelli Mike Parelli Real Estate LLC

  15 Henry St, Greenwich, CT 06830
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  /41

  $13,500,000

  • 5 Beds
  • 4 Baths
  • 3,330 Sq Ft

  22 Northway, Old Greenwich, CT 06870

  Live like you're on vacation all year round in Old Greenwich with spectacular 200 feet of waterfront with stunning views of Manhattan. Amazing vistas from every room of this 5 bedroom designer house. Sliding doors open to expansive deck, both covered and uncovered overlooking private pier with ramp to floating dock. Dine al fresco with stunningly beautiful sunsets, and enjoy sailing, boating,

  Megan Epand Houlihan Lawrence

  22 Northway, Old Greenwich, CT 06870
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  /23

  $349,000

  $30K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  81 Deer Run Unit 81, Bethel, CT 06801

  Why rent when you can own this bright, move-in read condo in the heart of Bethel? Tucked into a desirable, pet-friendly community with peaceful natural views, this 2-bedroom, 1.5 bath home offers the perfect blend of comfort, convenience, and low-maintenance living. Step inside to an easy, functional layout featuring an eat-in kitchen, separate dining room, and a sun-filled living room that opens

  Erin Loucks BHGRE Gaetano Marra Homes

  81 Deer Run Unit 81, Bethel, CT 06801
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  /40

  $8,997,000

  New Construction Open Sun 6PM - 8PM

  • 7 Beds
  • 9.5 Baths
  • 13,026 Sq Ft

  259 Frogtown Rd, New Canaan, CT 06840

  FrogPond Estate is a modern Scandinavian masterpiece unlike anything New Canaan has ever seen - an architecturally rare achievement set on 2.25 pristine, private acres, moments from the train and village. Spanning 11,836 plus square feet of sleek, sun-drenched living space, this 7-bedroom, nine-and-a-half-bath residence is defined by its 12-foot ceilings, bespoke millwork, and designer lighting -

  Mar Jennings Higgins Group Bedford Square

  259 Frogtown Rd, New Canaan, CT 06840
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  /33

  $710,000

  • 3 Beds
  • 2.5 Baths
  • 1,485 Sq Ft

  20 3rd St Unit 14, Stamford, CT 06905

  Turnkey Living with a private rooftop oasis in the heart of Stamford. Experience modern urban living in this sophisticated, 10-year-young condominium. Boasting 3 bedrooms and 2.5 baths, this home is freshly painted and move-in ready. Sunlight pours through oversized windows. Quality millwork throughout. Gourmet eat-in kitchen with beautiful cabinetry. Family room/workout area/office adds extra

  Linda Terhune Houlihan Lawrence

  20 3rd St Unit 14, Stamford, CT 06905
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  /38

  $449,900

  Open Sun 1:30PM - 3:30PM

  • 1 Bed
  • 1 Bath
  • 1,315 Sq Ft

  143 Hoyt St Unit 4K, Stamford, CT 06905

  Welcome to 143 Hoyt Street, Unit 4K, a spacious and beautifully updated condominium offering 1,315 square feet of comfortable living space in downtown Stamford. This oversized 1BR residence features an additional room, ideal for a home office, or 2nd bedroom. The bright, open-concept kitchen was fully renovated in 2025 and features white shaker cabinetry, quartz countertops, a wine refrigerator,

  Kim Papachristou William Raveis Real Estate

  143 Hoyt St Unit 4K, Stamford, CT 06905
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  /38

  $130,000

  • 3 Beds
  • 1.5 Baths
  • 800 Sq Ft

  35 Court d Unit 133, Bridgeport, CT 06610

  Welcome to Success Village, a cooperative community where families come together. This delightful updated 3 bedroom, 1.5 bathroom townhouse comes updated with a modern charm. Conveniently located within walking distance to bus routes, restaurants, and hospitals, you'll find it easy to get around. Don't miss this fantastic opportunity to own a comfortable unit that features a cozy front and back

  Brethela Love J & S Realty Services, LLC

  35 Court d Unit 133, Bridgeport, CT 06610
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  /40

  $1,375,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 5 Baths
  • 3,457 Sq Ft

  38 Old Redding Rd, Weston, CT 06883

  This sun-kissed contemporary captivates with private panoramic views overlooking the forever-green 14th and 15th fairways of Aspetuck Country Club. Designed to fully embrace its striking setting, this home offers a wide deck, large patio, five balconies, and grand windows framing views. Sited on two idyllic acres in bucolic Lower Weston, this premier property is minutes to the amenities and train

  Lori Elkins William Raveis Real Estate

  38 Old Redding Rd, Weston, CT 06883
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  /25

  $495,000

  • 4 Beds
  • 1.5 Baths
  • 1,852 Sq Ft

  86 Vanguard St, Bridgeport, CT 06606

  This recently renovated house is currently rented through May 31, 2027 yielding an 8 percent CAP. On an oversized lot of more than 1/3 acre there is plenty to enjoy open space. Walking distance from Stop & Shop, McD's, Diner and many other retailers and 5 min drive to campus.

  Robert Rosenfeld Keller Williams Prestige Prop.

  86 Vanguard St, Bridgeport, CT 06606
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  /32

  $2,450,000

  • 5 Beds
  • 4.5 Baths
  • 3,539 Sq Ft

  106 Orchard St, Cos Cob, CT 06807

  With open plan, high ceilings, and abundant natural light, this 5-bedroom home offers the best in convenience and privacy. Sidewalks connect the home to Cos Cob village restaurants & shops, and elementary, middle & high schools. Simply cross the street to the 170 acre Pomerance Park and Montgomery Pinetum nature preserves. Only minutes to I-95 & train but no highway or rail noise impact. Gourmet

  Nancy Fogwell BHHS New England Properties

  106 Orchard St, Cos Cob, CT 06807
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  /38

  $515,000

  Open Sun 1PM - 3PM $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,557 Sq Ft

  51 Chipmunk Trail, Sandy Hook, CT 06482

  Welcome to 51 Chipmunk Trail, a charming Sandy Hook ranch nestled on a quiet, private road surrounded by mature landscaping and natural beauty. With 3 bedrooms, 2.5 bathrooms, and a freshly updated interior, this home is move-in ready and full of character. The main level offers a bright, open feel with hardwood floors throughout, a comfortable living room, separate dining area, and a refreshed

  Kris Kling Compass Connecticut, LLC

  51 Chipmunk Trail, Sandy Hook, CT 06482
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  /39

  $24,900,000

  • 7 Beds
  • 8 Baths
  • 18,217 Sq Ft

  44 & 40 Mayo Ave, Greenwich, CT 06830

  Nestled within the prestigious Belle Haven, Fairholme Estate is a magnificent English Manor that exudes timeless elegance and grandeur. Set on 2.74 beautifully landscaped acres, this seven-bedroom masterpiece features a spectacular pool, gracious wraparound porch, formal gardens, and expansive lawns, complemented by a charming coachman's cottage. Meticulously preserved to honor its historic

  Joanne Mancuso Houlihan Lawrence

  44 & 40 Mayo Ave, Greenwich, CT 06830
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  /32

  $2,449,000

  $41K PRICE DROP

  • 10 Beds
  • 7.5 Baths
  • 5,856 Sq Ft

  29 Route 37 E, Sherman, CT 06784

  Exceptional Renovated Farmhouse with Expansive Living & Unforgettable Views Bordering the 70 Acre Naromi Land Trust. Welcome to this Stunning, Fully Renovated Farmhouse with In-law Apartment, where Timeless Character meets Modern Comfort on a Grand Scale. Offering 10 spacious Bedrooms and 8 Beautifully Updated Bathrooms, this One-of-a-Kind Property is Perfectly Suited for Extended Living, Guest

  Joseph Perun Perun Properties

  29 Route 37 E, Sherman, CT 06784
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  /17

  $249,999

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft

  25 Cartright St Unit 7E, Bridgeport, CT 06604

  Stunning end unit 2-bedroom, 2-bath condo located in the desirable Brooklawn area of Bridgeport near the Fairfield line. This spacious 1,363 sq ft 7th-floor unit features wood flooring throughout and a bright, open-concept living and dining area. Enjoy treetop views from your private balcony. The unit offers an updated kitchen and bathrooms, a large primary suite with full bath, and generous

  Sasha Iyamu ERIS, LLC

  25 Cartright St Unit 7E, Bridgeport, CT 06604
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  /40

  $5,495,000

  Open Sun 11AM - 2PM

  • 6 Beds
  • 7 Baths
  • 8,505 Sq Ft

  81 Lukes Wood Rd, New Canaan, CT 06840

  Private New Canaan Oasis: Bespoke Luxury tucked away on 6.2 lush, private acres in prestigious New Canaan's West School district, this custom-built Lukes Wood estate underwent a spectacular complete recent renovation by Award-winning RR Builders, updating the sophisticated main residence to over 8,500 square feet of turnkey luxury. The expansive floor plan boasts 6 generously appointed bedrooms -

  Jaime Sneddon William Pitt Sotheby's Int'l

  81 Lukes Wood Rd, New Canaan, CT 06840
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  /40

  $779,000

  Open Sat 1PM - 3PM Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,869 Sq Ft

  91 Obtuse Hill Rd, Brookfield, CT 06804

  This expansive, thoughtfully designed Colonial in the heart of Brookfield offers exceptional space, versatility, & timeless appeal. Boasting 3,869 square feet of living space, this impressive home features four generously sized bedrooms, including one with a private entrance, ideal for extended family, guests, or potential in-law accommodations. Three & one-half baths provide comfort &

  Stacey Schwartz Coldwell Banker Realty

  91 Obtuse Hill Rd, Brookfield, CT 06804
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  /20

  $349,000

  $20K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,134 Sq Ft

  135 Heatherwood Dr, Brookfield, CT 06804

  Beautiful ranch living in desirable Stony Hill Village in Brookfield! This recently updated end unit lives like a 2 bedroom with 1.5 baths. Lovely hardwood floors throughout with a spacious primary bedroom and ensuite bath creates a wonderful private retreat. A charmingly renovated kitchen with shiplap walls and open shelves invites you in. Located on the 2nd floor this property has green, wooded

  Katharine Kubisek Coldwell Banker Realty

  135 Heatherwood Dr, Brookfield, CT 06804
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  /40

  $648,888

  Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 2,338 Sq Ft

  41 Swendsen Dr, Monroe, CT 06468

  Welcome home to 41 Swendsen Drive! This beautifully maintained property offers exceptional versatility and curb appeal. If you desire a possible in-law apt, look no further. Start your day with great morning sun and unwind in the evening with beautiful sunsets, all from the comfort of your huge oversized deck, perfect for relaxing or entertaining. The exterior features extensive landscaping,

  Jane Ferro Coldwell Banker Realty

  41 Swendsen Dr, Monroe, CT 06468
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  /40

  $1,975,000

  Open Sat 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 3,511 Sq Ft

  1644 Boston Post Rd, Darien, CT 06820

  Built by an award-winning builder and thoughtfully updated throughout, this exceptional home offers timeless design, quality craftsmanship, and a highly desirable location close to town, shopping, and everyday conveniences. A welcoming open floor plan features elegant living and dining spaces, a private home office, and a gourmet kitchen that seamlessly flows into the sun-filled family room with

  Robin Halsey Compass Connecticut, LLC

  1644 Boston Post Rd, Darien, CT 06820
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  /40

  $2,495,000

  • 5 Beds
  • 4.5 Baths
  • 6,368 Sq Ft

  2 Pond View Ln, Sherman, CT 06784

  Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning newer-construction residence offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home

  Joe Chemero Coldwell Banker Realty

  2 Pond View Ln, Sherman, CT 06784

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