3,927

Weston, CT Homes

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  • 19 Bernhard Dr, Weston, CT 06883

    $1,650,000 Sold Jun 02, 2025

    • 8,762 Sq Ft
    • $188/SF
    • 62 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1999

    19 Bernhard Dr, Weston, CT 06883

    Opulent Weston Estate - Bring your paint brush and step into a world of unapologetic luxury at 19 Bernhard Drive, a jaw-dropping estate in the heart of Weston, CT. Boasting over 8,000 square feet of meticulously designed living space, this 5-bedroom, 5-full bathroom masterpiece is a statement of grandeur, prestige, and excess. Commanding Attention; our four fireplaces set the tone for lavish

    Kyle Neumann Houlihan Lawrence

    19 Bernhard Dr, Weston, CT 06883
  • 9 Blue Spruce Cir, Weston, CT 06883
    9 Blue Spruce Cir, Weston, CT 06883
    9 Blue Spruce Cir, Weston, CT 06883
    /38

    $1,599,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,930 Sq Ft

    9 Blue Spruce Cir, Weston, CT 06883

    Luxury & Convenience: Stunning Home Just Minutes from Merritt Parkway! Welcome to 9 Blue Spruce Circle-a masterfully designed, meticulously maintained 5-bedroom, 41/2-bath colonial, nestled on 2.03 private acres in picturesque Weston. Tucked away on a coveted cul-de-sac, this home seamlessly blends tranquility and convenience, with a charming pathway leading directly to Morehouse Farm Park.

    Maria Tziolis William Pitt Sotheby's Int'l

    9 Blue Spruce Cir, Weston, CT 06883
  • 17 Briar Oak Dr, Weston, CT 06883

    $1,905,000 Sold Jun 01, 2025

    • 2,906 Sq Ft
    • $656/SF
    • 16 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1960

    17 Briar Oak Dr, Weston, CT 06883

    Imagine a sparkling, recently remodeled 5-bedroom Colonial with gorgeous gunite pool on two exceptional park-like acres on a prized Lower Weston cul-de-sac. This idyllic lifestyle becomes a reality at 17 Briar Oak Drive, approximately 3 minutes/1.1 mi from Weston's campus of acclaimed schools & charming town center; and offering easy access to both Westport and Wilton's vibrant downtown shopping

    Doug Bross Coldwell Banker Realty

    17 Briar Oak Dr, Weston, CT 06883
  • 28 Old Orchard Dr, Weston, CT 06883
    28 Old Orchard Dr, Weston, CT 06883
    28 Old Orchard Dr, Weston, CT 06883
    /40

    $1,779,000

    • 5 Beds
    • 5.5 Baths
    • 7,611 Sq Ft

    28 Old Orchard Dr, Weston, CT 06883

    Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

    Barbara Bross Coldwell Banker Realty

    28 Old Orchard Dr, Weston, CT 06883
  • 48 Cavalry Rd, Westport, CT 06880

    $2,500,000 Sold May 22, 2025

    • 4,190 Sq Ft
    • $597/SF
    • 9 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1965

    48 Cavalry Rd, Westport, CT 06880

    Idyllically set on 600 feet of the West Branch of the Saugatuck River, this 4 acre property is the ideal setting to create your dream lifestyle. The homeowner/developer of the original 111 acre subdivision chose this site, above all others, to build his legacy compound comprised of two acres in Westport and two in Weston. Enjoy, expand or recreate the well cared for 3,800 square foot Colonial

    Laurie Crouse Coldwell Banker Realty

    48 Cavalry Rd, Westport, CT 06880
  • 275 Newtown Turnpike, Weston, CT 06883
    275 Newtown Turnpike, Weston, CT 06883
    275 Newtown Turnpike, Weston, CT 06883
    /40

    $1,999,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 7 Baths
    • 7,166 Sq Ft

    275 Newtown Turnpike, Weston, CT 06883

    Nestled in a serene and private setting, this stunning custom colonial offers the perfect blend of elegance and comfort. Tucked away on over 2 acres of pristine landscape, this meticulously maintained home boasts an inviting layout with exceptional craftsmanship throughout. The sun-filled interior features a beautifully designed custom kitchen, perfect for entertaining. Step outside to a

    Adriana Radu Coldwell Banker Realty

    275 Newtown Turnpike, Weston, CT 06883
  • 10 Winthrop Hills, Weston, CT 06883

    $2,255,000 Sold May 16, 2025

    • 7,069 Sq Ft
    • $319/SF
    • 6 Days On Market
    • 4 Beds
    • 7 Baths
    • Built 2000

    10 Winthrop Hills, Weston, CT 06883

    Perched atop a picturesque hill, this stunning residence offers a perfect blend of classic elegance and modern functionality. With a thoughtfully designed open layout, abundant natural light, and a private approach, this home provides a warm and inviting atmosphere for everyday living and entertaining. The flexible floor plan caters to today's lifestyle, featuring dedicated spaces ideal for

    Meredith Cohen Serhant Connecticut, LLC

    10 Winthrop Hills, Weston, CT 06883
  • 18 Cardinal Rd, Weston, CT 06883
    18 Cardinal Rd, Weston, CT 06883
    18 Cardinal Rd, Weston, CT 06883
    /31

    $1,695,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft

    18 Cardinal Rd, Weston, CT 06883

    Nestled on a quiet cul-de-sac in desirable Lower Weston, this exceptional 4-bedroom residence offers unparalleled privacy and a lifestyle of leisure. Step into a world where every day feels like a vacation, with resort-style amenities right in your own backyard. This beautifully appointed home boasts spacious living areas, perfect for both family gatherings and elegant entertaining. Sunlight

    Peter Depalo William Raveis Real Estate

    18 Cardinal Rd, Weston, CT 06883
  • 25 Lakeside Dr, Weston, CT 06883

    $1,525,000 Sold May 16, 2025

    • 2,926 Sq Ft
    • $521/SF
    • 27 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1968

    25 Lakeside Dr, Weston, CT 06883

    Welcome to this serene lakefront retreat in Weston, located at the end of a quiet cul-de-sac in a charming neighborhood where neighbors gather for holiday parties and book groups. Nestled between nature and convenience, this home is just moments from top-rated schools, local parks, and Weston Center. Bask in breathtaking lake views from the expansive windows overlooking your own private nature

    Julie Vanderblue Higgins Group Real Estate

    25 Lakeside Dr, Weston, CT 06883
  • 6 Winthrop Hills, Weston, CT 06883
    6 Winthrop Hills, Weston, CT 06883
    6 Winthrop Hills, Weston, CT 06883
    /40

    $2,190,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 6 Baths
    • 6,684 Sq Ft

    6 Winthrop Hills, Weston, CT 06883

    Experience the perfect blend of luxury, comfort and natural beauty in this unparalleled countryside escape on private cul-de-sac. With 5 bedrooms including a private au-pair/in-law suite, this home is the perfect haven for families seeking both ease & endless amenities. The showstopping, brand new completely renovated kitchen boasts a huge kitchen island perfect for gathering, top-of-the-line

    Christine Oleynick Keller Williams Realty

    6 Winthrop Hills, Weston, CT 06883
  • 38 Fern Valley Rd, Weston, CT 06883

    $1,210,000 Sold May 15, 2025

    • 3,084 Sq Ft
    • $392/SF
    • 29 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1956

    38 Fern Valley Rd, Weston, CT 06883

    As you drive up Fern Valley you will. be greeted by a 125 foot granite ridge on your right and the Saugatuck river below the road on the left.38 Fern Valley is simply a magical spot with it's wooded privacy and tranquil river views. Inside you will appreciate the. open floor plan with the great room that serves as a dining room and family room. The renovated kitchen features gas cooking, generous

    David Weber Compass Connecticut, LLC

    38 Fern Valley Rd, Weston, CT 06883
  • 3 Mayflower Ln, Weston, CT 06883
    3 Mayflower Ln, Weston, CT 06883
    3 Mayflower Ln, Weston, CT 06883
    /35

    $2,300,000

    • 6 Beds
    • 7 Baths
    • 6,342 Sq Ft

    3 Mayflower Ln, Weston, CT 06883

    3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm. This beautiful home is set on over two idyllic acres, overlooking the Aspetuck Valley Country Club Golf Course. It has been meticulously maintained and upgraded, offering a fresh, contemporary feel while retaining its classic charm. Upon entering the grand foyer with double hight ceilings and a spiral staircase,

    Kim Harizman Compass Connecticut, LLC

    3 Mayflower Ln, Weston, CT 06883
  • 17 Fresh Meadow Rd, Weston, CT 06883

    $1,299,000 Sold May 08, 2025

    • 3,274 Sq Ft
    • $397/SF
    • 50 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1972

    17 Fresh Meadow Rd, Weston, CT 06883

    A charming Colonial that has been thoughtfully designed & newly renovated with a flexible floor plan. This home's natural setting is situated on a scenic level 2 acre lot on a serene cul-de-sac in Lower Weston. The renovations boast an open and bright concept Gourmet kitchen featuring an oversized large island with quartz counter tops, new "smart" appliances including a spacious built-in fridge,

    Mary Kate Klemish-Boehm Brown Harris Stevens

    17 Fresh Meadow Rd, Weston, CT 06883
  • 157 Good Hill Rd, Weston, CT 06883
    157 Good Hill Rd, Weston, CT 06883
    157 Good Hill Rd, Weston, CT 06883
    /31

    $1,499,000

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    157 Good Hill Rd, Weston, CT 06883

    New construction for under 2 Million? YES! Dont miss the opportunity to be the first to occupy this newly erected Modern Farmhouse sited on 1.3 acres of picturesque property just steps away to the Katharine Ordway Nature Preserve. Flooded with natural light and southern exposure, this home offers many special features including hardwood floors, 7 1/2 foot kitchen island with Quartz countertops,

    Carrie Shea Camelot Real Estate

    157 Good Hill Rd, Weston, CT 06883
  • 6 Old Orchard Dr, Weston, CT 06883

    $2,000,000 Sold May 08, 2025

    • 5,605 Sq Ft
    • $357/SF
    • 17 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 1974

    6 Old Orchard Dr, Weston, CT 06883

    Six Old Orchard is a unique opportunity to buy a lovely river front home on more than three manicured acres in a private setting. Walk to Devil's Den and Lachat Town Farm. Five minutes to Weston Center, schools, the Cannondale Train Station and Georgetown shopping. Special features included a great room with tranquil water views and oversized windows allowing generous amounts of natural light,

    David Weber Compass Connecticut, LLC

    6 Old Orchard Dr, Weston, CT 06883
  • 16 Fanton Hill Rd, Weston, CT 06883
    16 Fanton Hill Rd, Weston, CT 06883
    16 Fanton Hill Rd, Weston, CT 06883
    /39

    $1,675,000 Pending

    • 6 Beds
    • 5 Baths
    • 5,408 Sq Ft

    16 Fanton Hill Rd, Weston, CT 06883

    Tucked away on 3.8 acres of lush, park-like grounds with mature specimen trees, this refined 6-bedroom, 5-bath 5,408 +/- sqft residence offers a rare blend of timeless sophistication & modern updates in one of lower Weston's most desirable locations. A gracious covered front porch with columns welcomes you into a bright, open floor plan. The expansive formal living room features skylights,

    Kristin Shafer Higgins Group Bedford Square

    16 Fanton Hill Rd, Weston, CT 06883
  • 361 Good Hill Rd, Weston, CT 06883

    $1,725,361 Sold Apr 30, 2025

    • 4,184 Sq Ft
    • $412/SF
    • 9 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1967

    361 Good Hill Rd, Weston, CT 06883

    THANK YOU FOR YOUR INTEREST, PLEASE SUBMIT OFFERS BY 10AM TUESDAY 3/25/25. Set on park-like, postcard-worthy property near the town Center, campus of award winning schools & commuting routes, this 4,184 +/- sqft, 5 BR Colonial is ready to welcome you home. Meticulously maintained, carefully remodeled & thoughtfully expanded, this home is in immaculate condition. The circular driveway leads to the

    Alex Chingas Coldwell Banker Realty

    361 Good Hill Rd, Weston, CT 06883
  • 17 Tannery Ln N, Weston, CT 06883
    17 Tannery Ln N, Weston, CT 06883
    17 Tannery Ln N, Weston, CT 06883
    /40

    $1,500,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 5,685 Sq Ft

    17 Tannery Ln N, Weston, CT 06883

    Nestled on a sought-after cul-de-sac in lower Weston, this exquisite custom home-completely rebuilt in 2007-showcases superior craftsmanship throughout its intentionally designed sprawling single-level layout for effortless living. The hearth of the home features a stunning gourmet kitchen with vaulted ceilings, premium granite countertops, and high-end appliances, creating an incredible open

    Christine Oleynick Keller Williams Realty

    17 Tannery Ln N, Weston, CT 06883
  • 10 Garden Rd, Weston, CT 06883

    $1,050,000 Sold Apr 25, 2025

    • 2,448 Sq Ft
    • $429/SF
    • 21 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1935

    10 Garden Rd, Weston, CT 06883

    Light, bright, Connecticut country charmer ~ tucked away at the end of a cul de sac and surrounded by nature. Thoughtfully expanded over the years, this home provides space for all. Gather around the fieldstone fireplace in the open, airy family room/dining area with vaulted ceiling or enjoy a quiet moment of rest & relaxation in the warmth of the 3 season sunroom. The renovated kitchen is sure

    Catherine McGee Coldwell Banker Realty

    10 Garden Rd, Weston, CT 06883
  • 44 Wildwood Ln, Weston, CT 06883
    44 Wildwood Ln, Weston, CT 06883
    44 Wildwood Ln, Weston, CT 06883
    /38

    $1,650,000 Pending

    • 4 Beds
    • 4 Baths
    • 4,037 Sq Ft

    44 Wildwood Ln, Weston, CT 06883

    This exceptional home & property will undoubtedly captivate you! Nestled at the end of a cul-de-sac, on one of Weston's most coveted & centrally located streets - the location is a treasure & this property stands at the very heart of it all - a quick walk to Weston's renowned schools, town center and just minutes to Westport amenities. A 4 bedroom home that has been recently renovated, it's just

    Sandra Calise Cenatiempo Settlers & Traders

    44 Wildwood Ln, Weston, CT 06883
  • 11 Glory Rd, Weston, CT 06883

    $2,200,000 Sold Apr 25, 2025

    • 4,370 Sq Ft
    • $503/SF
    • 30 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2003

    11 Glory Rd, Weston, CT 06883

    This stunning Colonial, built in 2003, offers 4,427 square feet of understated elegance, situated on a desirable one-acre lot in Weston. The home features an open floor plan with sun-filled, airy rooms throughout. Exquisite architectural details include a double-sided river rock fireplace separating the living and family rooms, antique beams, and deep moldings, adding charm and sophistication.

    Brett Lieberman The Riverside Realty Group

    11 Glory Rd, Weston, CT 06883
  • 30 Coley Dr, Weston, CT 06883
    30 Coley Dr, Weston, CT 06883
    30 Coley Dr, Weston, CT 06883
    /40

    $1,400,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,392 Sq Ft

    30 Coley Dr, Weston, CT 06883

    THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST & BEST OFFERS BY 1:00PM ON TUESDAY, 4/8. Five houses over the Westport line, this gracious home on park-like property with a gunite pool & a tennis court is an exceptional opportunity for those seeking the ultimate lifestyle. Set in a picture-perfect neighborhood of fine homes W/incredible convenience, a circular driveway brings you to this

    Alex Chingas Coldwell Banker Realty

    30 Coley Dr, Weston, CT 06883
  • 267 Newtown Turnpike, Weston, CT 06883

    $850,000 Sold Apr 17, 2025

    • 2,026 Sq Ft
    • $420/SF
    • 46 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1938

    267 Newtown Turnpike, Weston, CT 06883

    Charming Countryside Retreat! Nestled behind wood rail fencing and rustic stone walls, this beautifully updated colonial offers privacy, character, and modern upgrades-including a newly renovated master bath. The flowing floor plan features a formal living and dining area with new french doors to a wrap-around deck, a sunlit family room with vaulted ceilings, and a well-appointed kitchen with a

    William Gill Compass Connecticut, LLC

    267 Newtown Turnpike, Weston, CT 06883
  • 62 Wells Hill Rd, Weston, CT 06883
    62 Wells Hill Rd, Weston, CT 06883
    62 Wells Hill Rd, Weston, CT 06883
    /40

    $1,075,000

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

    62 Wells Hill Rd, Weston, CT 06883

    Welcome to 62 Wells Hill Road in Lower Weston-an exceptional value in today's market offering space, privacy, and a prime location near the Fairfield/Westport border. Set near the end of a peaceful cul-de-sac, this 5-bedroom, 3-bath ranch is nestled on a gentle hillside just moments from Aspetuck Country Club, the Aspetuck Land Trust hiking trails, and the iconic Bluebird Inn. With 3,600 square

    Tara Hawley Coldwell Banker Realty

    62 Wells Hill Rd, Weston, CT 06883
  • 1 Meadowbrook Ln, Weston, CT 06883

    $990,000 Sold Apr 15, 2025

    • 3,126 Sq Ft
    • $317/SF
    • 16 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2002

    1 Meadowbrook Ln, Weston, CT 06883

    Welcome to One Meadowbrook Lane, a perfect country retreat or year-round sanctuary, offering everything and more. Tradition meets timelessness in this center hall colonial greeting your guests with an understated elegance in the inviting two story entry adorned with a classic farmhouse hanging light fixture. This home, finished on three levels, offers ample spaces and places for recreation, rest

    Susan Vanech Compass Connecticut, LLC

    1 Meadowbrook Ln, Weston, CT 06883
  • 39 Wampum Hill Rd, Weston, CT 06883
    39 Wampum Hill Rd, Weston, CT 06883
    39 Wampum Hill Rd, Weston, CT 06883
    /40

    $1,379,000

    • 4 Beds
    • 5 Baths
    • 5,647 Sq Ft

    39 Wampum Hill Rd, Weston, CT 06883

    Located down a bucolic lane with the utmost privacy, this home is minutes to downtown Wilton and Westport. The elegant foyer welcomes you with a floor plan ideal for entertaining. Cook your favorite meal on the oversized Garland gas range with six burners, a griddle, a grill, and double ovens. It's a cook's dream. Friends and family can gather at the large butcher block island while dinner is

    Carol McMorris Higgins Group Real Estate

    39 Wampum Hill Rd, Weston, CT 06883
  • 54 Blueberry Hill Rd, Weston, CT 06883

    $803,500 Sold Apr 14, 2025

    • 1,644 Sq Ft
    • $489/SF
    • 24 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    54 Blueberry Hill Rd, Weston, CT 06883

    Located on one of Lower Weston's favorite neighborhood cul-de-sacs this lovely home is move in ready. Bright and sunny open floor plan with living room, wood burning fireplace, skylight, dining room, and gorgeous renovated kitchen with a great granite island and high end appliances. Second level has a primary bedroom and two further generous sized bedrooms with a renovated hall bath and easy

    Barbara Reynolds Brown Harris Stevens

    54 Blueberry Hill Rd, Weston, CT 06883

Showing Results 41 - 80, Page 2 of 18

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