Fairfield, CT Homes

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  /38

  $999,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  65 Macarthur Ln Unit 6, Stamford, CT 06902

  Tucked away on a meticulously kept cul-de-sac, this spacious and refined Colonial offers the perfect combination of comfort, elegance, and convenience. Situated in one of Stamford's most sought-after, commuter-friendly neighborhoods, the home showcases an airy, open-concept layout designed for modern living and a new roof! At the heart of the home, a sun-drenched kitchen features gleaming quartz

  

  Adam Wagner

  Keller Williams Prestige Prop.

  (475) 275-6955

  65 Macarthur Ln Unit 6, Stamford, CT 06902
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  Explore Westover

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  /27

  $6,750 per month

  • 5 Beds
  • 3.5 Baths
  • 4,776 Sq Ft
  • House for Rent

  208 Guinea Rd, Stamford, CT 06903

  Pristine and spacious 5-bedroom Colonial for rent near the Greenwich border, perfect for both everyday living and entertaining. Recently renovated throughout with fresh interior/exterior paint, brand new bathrooms, updated flooring, kitchen improvements, and electrical upgrades. The classic center hall layout includes a formal dining room, a living room with a fireplace, and a large eat-in

  

  Laura Danforth

  William Raveis Real Estate

  (203) 801-8001

  208 Guinea Rd, Stamford, CT 06903
• 

  $1,830,000 Sold Aug 01, 2025

  • 6,458 Sq Ft
  • $283/SF
  • 27 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1961

  124 Westover Ln, Stamford, CT 06902

  Highest and best offers due Tuesday, the 10th by 3pm. Welcome to 124 Westover Ln - A Private, Spacious Retreat Nestled at the end of a quiet cul-de-sac, this beautifully updated residence sits on a professionally landscaped 1-acre lot, offering exceptional privacy. With 5 bedrooms each has it's own en-suite bathroom, and a full basement, this home provides generous space for both everyday living

  Evan Philippopoulos RE/MAX Right Choice

  124 Westover Ln, Stamford, CT 06902
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  /10

  Est $3,857,625 Not Listed For Sale

  • 4 Beds

  3 Juniper Hill Rd, Greenwich, CT 06830

  3 Juniper Hill Rd, Greenwich, CT 06830
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  /34

  $853,000

  • 3 Beds
  • 3.5 Baths
  • 4,433 Sq Ft

  53 W Hill Cir, Stamford, CT 06902

  ** Highest and Best by Monday, July 28, 2025 at 12:00 PM (Noon) ** Lovingly owned by one family for 63 years, this expansive custom-built Westover ranch offers incredible space, versatility, and untapped potential! With over 3,000 SF on the main level and an additional ~1,423 SF in the walk-out lower level, this home is ideal for multigenerational living, entertaining, or future in-law/guest

  Linda Lang-Bankowski The Real Estate Boutique, LLC

  53 W Hill Cir, Stamford, CT 06902
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  /18

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • House for Rent

  45 Doral Farm Rd, Stamford, CT 06902

  Wonderful opportunity to enjoy the amenities of this elegant, private home owners' association. Swim in the Club house pool and enjoy the beautiful grounds surrounding a tranquil lake. Recently updated, bright and airy one bedroom apartment above the Doral Farm Clubhouse. Two skylights in the living room. Updated kitchen with newer appliances and a convenient pass through from the kitchen to the

  Patricia White Berkshire Hathaway NE Prop.

  45 Doral Farm Rd, Stamford, CT 06902
• 

  $1,225,000 Sold Jul 31, 2025

  • 2,594 Sq Ft
  • $472/SF
  • 48 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1953

  159 Pond Rd, Stamford, CT 06902

  WELCOME HOME! This beautiful, lovingly and meticulously maintained five-bedroom Colonial is located in the heart of Wonderful Westover! The home has everything you could need or want. Boasts eat-in kitchen with breakfast bar plus large dining area. Large living room with fireplace, built-ins and 2 huge bay windows with fabulous views of nature and the lovely grounds! Ample dining room with bay

  Suzanne Cingari William Pitt Sotheby's Int'l

  159 Pond Rd, Stamford, CT 06902
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  /29

  Est $1,536,793 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,785 Sq Ft

  35 W Rock Trail, Stamford, CT 06902

  35 W Rock Trail, Stamford, CT 06902
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  /27

  $1,395,000

  • 4 Beds
  • 3.5 Baths
  • 2,862 Sq Ft

  285 Westover Rd, Stamford, CT 06902

  Location! Welcome to an exquisite sanctuary nestled in the coveted Westover area. This stunning residence promises an elegant lifestyle with its modern touches and serene surroundings. Boasting 4 bedrooms/3.5 bathrooms this property offers a harmonious blend of sophistication and comfort. Upon entering, you'll be captivated by the chef's dream kitchen, featuring high-end appliances including a

  Noelle Iannotta Compass Connecticut, LLC

  285 Westover Rd, Stamford, CT 06902
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  /40

  $6,850 per month

  • 4 Beds
  • 2.5 Baths
  • 4,170 Sq Ft
  • House for Rent

  163 Macgregor Dr, Stamford, CT 06902

  Exceptional Single-Family Colonial in coveted Westover neighborhood. Tucked away at the end of a cul-de-sac this stunning colonial checks every box for space, style, setting, & updates! With a perfect blend of formal & informal living areas, this home is built for today's lifestyle-whether you're entertaining guests or stretching out with family. Main level features beautifully updated eat-in

  Drew Slack ERA Insite Realty Services

  163 Macgregor Dr, Stamford, CT 06902
• 

  $1,650,000 Sold Jul 29, 2025

  • 4,352 Sq Ft
  • $379/SF
  • 54 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1954

  23 Wyndover Ln N, Stamford, CT 06902

  Welcome to this fully rebuilt five-bedroom modern masterpiece on a quiet cul-de-sac in Stamford's desirable Westover neighborhood. Completed in 2020, this home features soaring vaulted ceilings, oversized skylights, and sleek German-engineered windows that flood the house with natural light. The chef's kitchen features Calacatta Gold marble countertops, premium appliances, a breakfast area, and a

  Susan Isaak Houlihan Lawrence

  23 Wyndover Ln N, Stamford, CT 06902
• 

  Est $1,111,756 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,213 Sq Ft

  38 Old Mill Ln, Stamford, CT 06902

  38 Old Mill Ln, Stamford, CT 06902
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  /40

  $1,425,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,044 Sq Ft

  12 Alfred Ln, Stamford, CT 06902

  Welcome to 12 Alfred Lane. Located in prestigious Westover, Doral Farm consists of 59 detached luxury homes on 60 private acres with a pool, clubhouse & tennis court. This beautiful, spacious home is perfectly situated on a cul-de-sac with a private driveway, large rear deck which overlooks beautifully landscaped grounds. Come experience this renovated and meticulously maintained home. Through

  Mike Feldman Century 21 AllPoints Realty

  12 Alfred Ln, Stamford, CT 06902
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  $1,785,000 Sold Jul 25, 2025

  • 6,067 Sq Ft
  • $294/SF
  • 59 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2005

  15 Skyview Dr, Stamford, CT 06902

  Located in Stamford's desirable Westover neighborhood, 15 Skyview Drive blends classic colonial and modern style with the latest smart home technology. This meticulous 5 bedroom (3 en-suite), 5.5 bathroom home includes a 3 car garage, a formal living room with fireplace, formal dining room, solarium sunroom, and a 1st floor en-suite bedroom with walk-in closet. The kitchen features two sinks, two

  Stephen Lasko Compass Connecticut, LLC

  15 Skyview Dr, Stamford, CT 06902
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  Est $1,513,102 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 4,637 Sq Ft

  149 Emery Dr E, Stamford, CT 06902

  149 Emery Dr E, Stamford, CT 06902
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  /39

  $1,650,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,663 Sq Ft

  108 Canfield Dr, Stamford, CT 06902

  Stylish new renovation and addition enhances this classic four-bedroom colonial on one quiet acre with easy access to hiking trails in Mianus River Park located in coveted Westover neighborhood. Exquisite architectural details complement the sun-filled interior with center hall entry, remodeled and expanded chef's eat-in kitchen open to sunroom with private wraparound deck; living room with

  Megan Epand Houlihan Lawrence

  108 Canfield Dr, Stamford, CT 06902
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  $1,325,000 Sold Jul 24, 2025

  • 2,878 Sq Ft
  • $460/SF
  • 10 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1939

  330 Emery Dr E, Stamford, CT 06902

  330 Emery Drive East - First time on the market in 42 years in the coveted Highcliff community. This classic stone-front Cape Cod is ideally located in Lower Westover near the Greenwich border. Set on private lot, the home offers four bedrooms and four full baths, with timeless charm and warm, livable spaces. A spacious living room with wood-burning fireplace and formal dining room open to a

  Claudia Smeriglio Brown Harris Stevens

  330 Emery Dr E, Stamford, CT 06902
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  Est $2,367,412 Not Listed For Sale

  • 6 Beds
  • 10 Baths
  • 8,543 Sq Ft

  177 Long Close Rd, Stamford, CT 06902

  177 Long Close Rd, Stamford, CT 06902
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  /37

  $1,350,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,831 Sq Ft

  20 Winding Brook Ln, Stamford, CT 06902

  Set in Stamford's sought-after Westover neighborhood, this beautifully updated Colonial offers space, style, and comfort in a tranquil, tree-lined setting. A two-story foyer welcomes you into sunlit interiors with hardwood floors throughout. The living room and family room each feature a gas fireplace, creating warm, inviting spaces. The kitchen boasts abundant cabinetry, stainless steel

  Chris Carozza RE/MAX Right Choice

  20 Winding Brook Ln, Stamford, CT 06902
• 

  $2,405,000 Sold Jul 24, 2025

  • 10,139 Sq Ft
  • $237/SF
  • 52 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1985

  194 Long Close Rd, Stamford, CT 06902

  An unparalleled beauty, this European Chateau was custom built with the finest materials. As you pass through the stone pillars of 194 Long Close Rd, you are immediately impressed by its park-like manicured grounds.The Spanish imported brick exterior & new Cedar shingle roof accentuates the beauty of these grounds. Entering the two-story foyer you are enveloped in opulence with the marble floors,

  Terri Tournas Coldwell Banker Realty

  194 Long Close Rd, Stamford, CT 06902
• 

  Est $1,310,516 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,244 Sq Ft

  5 Farm Hill Rd, Stamford, CT 06902

  5 Farm Hill Rd, Stamford, CT 06902
• 

  

  /39

  $1,250,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,781 Sq Ft

  50 Carriage Dr S, Stamford, CT 06902

  Welcome to this elegant home nestled on a peaceful cul-de-sac just one mile from town center and a quick 10-minute commute to the train. Blending timeless charm with modern comfort, this gracious residence features gleaming hardwood floors, an open-concept gas kitchen with dual ovens, and a spacious family room ideal for entertaining. The formal dining room centers around a cozy fireplace, while

  Staci Zampa Compass Connecticut, LLC

  50 Carriage Dr S, Stamford, CT 06902
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  $1,600,000 Sold Jul 22, 2025

  • 5,204 Sq Ft
  • $307/SF
  • 24 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2006

  222 Roxbury Rd, Stamford, CT 06902

  Discover luxurious living in this exquisite Center Hall Colonial nestled on a pristine acre in desirable Westover, near the Roxbury Swim and Tennis Club. Updated in 2022, this stunning residence features soaring ceilings and sunlit spaces throughout. The heart of this home is the all-white gourmet kitchen with granite counters, thermador range, and Sub-Zero refrigerator, seamlessly flowing to a

  Staci Zampa Compass Connecticut, LLC

  222 Roxbury Rd, Stamford, CT 06902
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  /42

  Est $1,392,848 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,333 Sq Ft

  677 Westover Rd, Stamford, CT 06902

  677 Westover Rd, Stamford, CT 06902
• 

  

  /40

  $1,395,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,965 Sq Ft

  57 Old Mill Ln, Stamford, CT 06902

  Discover timeless sophistication and contemporary design, this exceptional modern split-level residence in the prestigious Westover neighborhood. Set on 2.23 private, beautifully landscaped acres, this 5-bedroom, 3.5-bath home offers nearly 4,000 sq ft of bright, open living space designed for both relaxed daily living and effortless entertaining. Step inside to sun-filled rooms with walls of

  Elaine Voss Coldwell Banker Realty

  57 Old Mill Ln, Stamford, CT 06902
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  $2,050,000 Sold Jul 14, 2025

  • 4,676 Sq Ft
  • $438/SF
  • 37 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1967

  68 Greenleaf Dr, Stamford, CT 06902

  Step into a masterpiece of modern living where elegance meets contemporary design. Stunning Center Hall Colonial, completely rebuilt from the studs up, offers a "like-new" construction nestled on 1.12 picturesque acres in the sought-after Westover neighborhood. Tucked away on a private drive, offering serene backcountry ambiance, yet just five minutes from I-95, the Merritt Parkway, Metro-North,

  Max Dober Keller Williams Prestige Prop.

  68 Greenleaf Dr, Stamford, CT 06902
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  Est $980,595 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  40 Coachlamp Ln, Stamford, CT 06902

  40 Coachlamp Ln, Stamford, CT 06902
• 

  

  /31

  $1,550,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,365 Sq Ft

  28 Carriage Dr, Stamford, CT 06902

  ALL OFFERS IN TODAY (Sunday June 15) BY 1PM. WESTOVER | Welcome home to this beautifully updated 5-bedroom, 3.5-bath classic Colonial, ideally situated on a large, level corner lot in one of Stamford's most sought-after neighborhoods. Offering timeless curb appeal and modern amenities, this home is designed for both comfort and entertaining. Step inside to a spacious open-concept layout featuring

  Claudia Smeriglio Brown Harris Stevens

  28 Carriage Dr, Stamford, CT 06902
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  $1,670,000 Sold Jul 14, 2025

  • 6,098 Sq Ft
  • $274/SF
  • 19 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1999

  51 W Rock Trail, Stamford, CT 06902

  Dream Home Alert! Exceptional Colonial in Westover Woods! Nestled in a peaceful enclave, this stunning home offers luxury, space, and modern convenience. Designed for effortless living and entertaining, its open layout, high-end finishes, and thoughtful details make it truly special. The chef's kitchen & family room serve as the heart of the home, featuring granite counters, stainless steel

  Karen Sheftell William Pitt Sotheby's Int'l

  51 W Rock Trail, Stamford, CT 06902
• 

  Est $923,995 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,704 Sq Ft

  14 Coachlamp Ln, Stamford, CT 06902

  14 Coachlamp Ln, Stamford, CT 06902
• 

  

  /11

  $679,000

  • 3 Beds
  • 1.5 Baths
  • 1,506 Sq Ft

  172 Roxbury Rd, Stamford, CT 06902

  This remarkable Antique/newer 3 bedroom 1.5 bath colonial on secluded .77 acre in Westover area has unbelievable charm. It is one of the renowned Craftsman built homes. Updated features include remodeled Living Room and Kitchen areas plus new windows. Kitchen has newer appliances, quartz counter tops. Master bedroom includes walk-in closet. Hardwood floors throughout. Living room with lots of

  David Wolfe William Raveis Real Estate

  172 Roxbury Rd, Stamford, CT 06902
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  /45

  $1,150,000 Sold Jul 10, 2025

  • 2,068 Sq Ft
  • $556/SF
  • 55 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  58 Doral Farm Rd, Stamford, CT 06902

  Welcome to easy one-level living at Doral Farm in the desirable Westover section of Stamford, CT! This spacious single-family Ranch-style home offers the perfect blend of comfort, convenience, and community amenities. Step inside to find a large, sunlit eat-in kitchen featuring a center island, ideal for cooking, entertaining, or casual meals. The generous living and dining areas boast vaulted

  Robin Bartholomew BHHS New England Properties

  58 Doral Farm Rd, Stamford, CT 06902
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  Est $2,364,318 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 6,896 Sq Ft

  24 W Hill Rd, Stamford, CT 06902

  24 W Hill Rd, Stamford, CT 06902
• 

  

  /40

  $939,000

  • 3 Beds
  • 2.5 Baths
  • 2,970 Sq Ft

  133 Macgregor Dr, Stamford, CT 06902

  Welcome to easy living in this updated, freshly painted Westover Ranch, ideally located on a quiet cul-de-sac. Generously sized rooms and a finished lower level offer plenty of flexible space. The main level features a sunlit Living Room with fireplace, spacious Dining Room, and a refreshed Eat-In Kitchen with new quartzite counters, center island with breakfast bar, and sliders to the rear yard

  Geri Guzinski William Pitt Sotheby's Int'l

  133 Macgregor Dr, Stamford, CT 06902
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  $780,000 Sold Jul 10, 2025

  • 2,000 Sq Ft
  • $390/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  145 Guinea Rd, Stamford, CT 06903

  Welcome to 145 Guinea Road, a charming 3-bedroom, 2-bath ranch that perfectly blends privacy, tranquility, and modern comforts. Situated near the Greenwich border in the desirable North Stamford area, this home offers the ideal retreat from the hustle and bustle while maintaining convenient access to both Stamford and Greenwich amenities. Designed for easy, one-level living, the home boasts an

  Kristin Egmont Coldwell Banker Realty

  145 Guinea Rd, Stamford, CT 06903
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  Est $1,420,573 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 5,204 Sq Ft

  62 Summit Ridge Rd, Stamford, CT 06902

  62 Summit Ridge Rd, Stamford, CT 06902
• 

  

  /40

  $1,199,000

  • 4 Beds
  • 3.5 Baths
  • 2,802 Sq Ft

  220 Halliwell Dr, Stamford, CT 06902

  Stunning updated Colonial! Life doesn't get sweeter than this beautiful 4-bedroom, 3.5-bath Center Hall Colonial nestled in the desirable Hycliff community. Thoughtfully updated with all the bells and whistles, this home perfect blends classic charm & modern comfort! Step inside to an inviting open floor plan that connects the kitchen & dining areas-ideal for entertaining! The sleek, updated

  Fiona Porter Keller Williams Realty

  220 Halliwell Dr, Stamford, CT 06902
• 

  $799,000 Sold Jul 03, 2025

  • 2,980 Sq Ft
  • $268/SF
  • 70 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1956

  472 Westover Rd, Stamford, CT 06902

  Location! Fantastic opportunity in desirable Westover neighborhood. Create a dream home by remodeling/renovating this spacious split-level home featuring 10 rooms with versatile floor plan. Open concept stylish living room features vaulted ceiling and raised brick fireplace. Sundrenched kitchen boasts wall of windows overlooking natural setting with pond and beautiful level property. First floor

  Patricia Walker Coldwell Banker Realty

  472 Westover Rd, Stamford, CT 06902
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  /2

  Est $2,038,000 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,412 Sq Ft

  14 Cogswell Ln, Stamford, CT 06902

  14 Cogswell Ln, Stamford, CT 06902
• 

  

  /40

  $2,200,000

  • 5 Beds
  • 7.5 Baths
  • 6,354 Sq Ft

  25 Cogswell Ln, Stamford, CT 06902

  This stunning 5-bedroom, 7.5 bath brick contemporary blends timeless elegance with modern sophistication. From the grand foyer, showcasing skylights and a limestone feature wall, to the living room with a quartzite fireplace and cathedral ceiling, every space in this home is designed for both beauty and function. The formal dining room, features a large bay window, offering picturesque views. The

  Jim Caldarone William Pitt Sotheby's Int'l

  25 Cogswell Ln, Stamford, CT 06902

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