Weston, CT Homes for Sale with Acreage

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  $3,999,999 Open Sat 12PM - 2PM

  • 5 Beds
  • 9 Baths
  • 11,450 Sq Ft

  64 Old Redding Rd, Weston, CT 06883

  Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

  Anissa Paolillo Redfin Corporation

  64 Old Redding Rd, Weston, CT 06883
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  $10,950,000

  • 6 Beds
  • 10 Baths
  • 12,440 Sq Ft

  5 Fraser Rd, Westport, CT 06880

  Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated

  Doug Bross Coldwell Banker Realty

  5 Fraser Rd, Westport, CT 06880
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  $1,700,000

  • 4 Beds
  • 2.5 Baths
  • 5,306 Sq Ft

  8 Hedgerow Common, Weston, CT 06883

  Tucked on a peaceful cul-de-sac in prime lower Weston, this contemporary gem is a rare find. Set on beautifully landscaped grounds with a sparkling pool, this 4-bedroom, 2.5-bath home offers an airy, sun-filled layout perfect for modern living. The spacious living room features a vaulted ceiling, wood-burning fireplace, wet bar, and sliders to the deck, creating an ideal flow for indoor-outdoor

  Dee Cohen Compass Connecticut, LLC

  8 Hedgerow Common, Weston, CT 06883
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  $2,200,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 7 Baths
  • 6,422 Sq Ft

  4 Lyons Plain Rd, Weston, CT 06883

  This stunning Colonial sits proudly on a beautifully landscaped 2-acre lot on the corner of Coley Drive, just over the Westport line in Lower Weston. Enjoy the best of both towns with easy access to the Merritt, train, Longshore, The Y and Compo beach. Perfectly situated for walking and biking on neighboring streets, the property features a heated in-ground pool, gorgeous bluestone patio and

  Julie Vanderblue Higgins Group Real Estate

  4 Lyons Plain Rd, Weston, CT 06883
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  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 3,896 Sq Ft

  153 Valley Forge Rd, Weston, CT 06883

  Step into timeless elegance with this newly renovated 4-bedroom, 3.5-bath farmhouse nestled on a picturesque 2-acre setting in Weston. This property provides the perfect city sanctuary or a serene full-time residence. This uniquely laid out home seamlessly blends classic charm with modern comforts, featuring original, restored wide plank hardwood floors and antique exposed beams throughout,

  Ian Defronze The Bridge Realty Inc

  153 Valley Forge Rd, Weston, CT 06883
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  $1,695,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 4,163 Sq Ft

  30 Norfield Woods Rd, Weston, CT 06883

  One of the most desirable neighborhood streets in Weston is the setting for this much-loved Colonial with a pool, fully renovated kitchen and picturesque acreage. This central location is within walking distance of the school campus, town center, library, and just minutes from the Merritt Parkway and downtown Westport. Gracious proportions and thoughtful renovations characterize this home

  Christine Oleynick Keller Williams Realty

  30 Norfield Woods Rd, Weston, CT 06883
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  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 3,692 Sq Ft

  11 Tall Pines Dr, Weston, CT 06883

  This elegant, totally renovated colonial in sought-after lower Weston cul-de-sac on Westport's border close to all; in move-in condition is a true show stopper!.Using premiere materials with attention to fine details, the home has been transformed in to a welcoming sanctuary. The very spacious rooms w/lustrous hardwood floors have an ideal flow for living & entertaining. The five star chef's

  Jillian Klaff Coldwell Banker Realty

  11 Tall Pines Dr, Weston, CT 06883
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  $1,525,000

  • 4 Beds
  • 4 Baths
  • 4,243 Sq Ft

  18 Calvin Rd, Weston, CT 06883

  Imagine waking up every morning in your own slice of paradise. Lodged on two beautifully landscaped acres, this comfortable and bright contemporary home is where resort-style living meets everyday comfort. Soaring windows, vaulted ceilings, and skylights fill the home with natural light and frame stunning views in every direction. Step outside to your personal oasis: a sparkling, stone-encased

  Rosa Careccia Berkshire Hathaway NE Prop.

  18 Calvin Rd, Weston, CT 06883
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  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 3,166 Sq Ft

  17 Grays Farm Rd, Weston, CT 06883

  Timeless elegance meets modern versatility in this expanded residence set on 2 peaceful acres in lower Weston, bordering Westport. Stately stone pillars, professionally crafted stone walls and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. Originally a single-level home, a 2014 renovation and expansion transformed the property-adding a

  Mary Palmieri Gai Berkshire Hathaway NE Prop.

  17 Grays Farm Rd, Weston, CT 06883
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  $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
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  $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
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  $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
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  $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
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  $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
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  $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
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  $1,749,000

  • 5 Beds
  • 4.5 Baths
  • 5,645 Sq Ft

  225 Good Hill Rd, Weston, CT 06883

  Modern Transitional Colonial! Crafted to perfection & designed for modern living, no expense was spared creating this well designed home. The epitome of craftsmanship, using only the finest quality materials the fastidious attention to detail & inspired design is evident in every inch of the space.The stunning Kitchen WOWS with white custom cabinetry and top of the line appliances opening to the

  Todd David Miller William Raveis Real Estate

  225 Good Hill Rd, Weston, CT 06883
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  $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
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  $1,749,000

  • 3 Beds
  • 6 Baths
  • 3,638 Sq Ft

  1240 Westport Turnpike, Fairfield, CT 06824

  5,000+ sq ft with 4 full floors of living space! 3 en suite bedrooms, including Primary, and laundry together on 2nd floor. Finished upper level w/1/2 bath perfect for gym, office or rec room, fully finished lower level w/separate entrance/walk-out and full bath perfect for in-law, au pair. Private yet close to everything! 12 minutes to downtown Westport, 9 Minutes to Black Rock Tnpk., 10 minutes

  Georgia Rojas Coldwell Banker Realty

  1240 Westport Turnpike, Fairfield, CT 06824
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  $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
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  $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
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  $1,075,000

  • 2 Beds
  • 1.5 Baths
  • 1,859 Sq Ft

  47 Godfrey Rd W, Weston, CT 06883

  Once The Upper Parish Schoolhouse, now the most stylish renovated antique house in town! Beautifully reimagined in 2020, the main floor lives large with high ceilings, original beams, a gorgeous stone fireplace. The 1800's features are perfectly complemented by fresh white walls, polished hardwoods, as well as modern finishes like granite countertops, marble vanities and black hardware that are

  Jeannette Floto Compass Connecticut, LLC

  47 Godfrey Rd W, Weston, CT 06883
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  $919,000

  • 4 Beds
  • 3 Baths
  • 2,539 Sq Ft

  21 Forest Rd, Weston, CT 06883

  Travel down a private country lane to the end of the cul-de-sac and you have found your home! Located in a popular neighborhood just minutes to town center and Weston's award winning school campus is this pristine, meticulously maintained 4 BR / 3 Full bath home offering a host of amenities and special features. Relax with your morning coffee in the updated kitchen with a wall of glass

  Carrie Shea Camelot Real Estate

  21 Forest Rd, Weston, CT 06883
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  $949,000

  • 4 Beds
  • 2 Baths
  • 3,780 Sq Ft

  48 Blueberry Hill Rd, Weston, CT 06883

  Situated on one of Lower Weston's most desirable cul-de-sacs, this beautifully maintained 4 bedroom, 2 bath home is an absolute gem! Set amidst a verdant backdrop of the Aspetuck Land Trust, the property offers a rare combination of natural serenity and proximity to town. Perched atop professionally landscaped grounds, you are welcomed by blooming perennials and stone walls. Step inside to find a

  Skye Roberts Sotheby's International Realty

  48 Blueberry Hill Rd, Weston, CT 06883
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  $870,000 Open Mon 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 793 Sq Ft

  7 Hillcrest Ln, Weston, CT 06883

  Tranquil Contemporary Retreat on 2.5 Acres in Weston. Tucked away in a peaceful natural setting, this beautifully updated contemporary home offers 2-3 bedrooms and 1,580 square feet of stylish, move-in-ready living space. Set on 2.5 serene acres, the home features gleaming hardwood floors, dramatic beamed and vaulted ceilings, and walls of glass that invite the outdoors in. The spacious living

  Yulka Markevich Iron Gates Realty

  7 Hillcrest Ln, Weston, CT 06883
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  $1,395,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 4 Baths
  • 4,875 Sq Ft

  26 Heritage Ln, Weston, CT 06883

  Located in Lower Lower Weston and in move-in condition for summertime enjoyment, this beautiful 4-bedroom, 2 full and 2 half-bath Colonial is set on one of the best cul-de-sacs in town. Nestled on a serene and picturesque 2-acre lot, the home offers both privacy and convenience-just minutes from town, award-winning schools, and the Westport train station. Step inside to discover a thoughtfully

  Hope Klein The Riverside Realty Group

  26 Heritage Ln, Weston, CT 06883
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  $899,900

  • 5 Beds
  • 2.5 Baths
  • 2,564 Sq Ft

  12 Lords Hwy E, Weston, CT 06883

  Unique opportunity to renovate, build or develop. 12 Lords Highway East is situated on a beautiful bucolic property featuring 6.6 dry acres. Antique home with beautiful fireplace and period details. Create your own private compound, horse property &/or potential sub divide. This home is an estate and is being sold AS IS. Survey available is from 1965 and Buyers should perform their own due

  Krista Alecia Coldwell Banker Realty

  12 Lords Hwy E, Weston, CT 06883
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  $1,299,000

  • 4 Beds
  • 4 Baths
  • 3,720 Sq Ft

  42 Trails End Rd, Weston, CT 06883

  Ideally set on 3.62 acres of professionally manicured grounds in Weston, CT, this stunning 4/5 bdrm 2/2 bath colonial offers a blend of timeless architecture and modern upgrades. The corner lot features a circular driveway leading to a beautifully expansive yard, an idyllic setting for outdoor gatherings or quiet moments surrounded by nature's serenity. The property boasts a spacious multilevel

  Louise Bromberger The Riverside Realty Group

  42 Trails End Rd, Weston, CT 06883
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  $1,049,900

  • 4 Beds
  • 2.5 Baths
  • 2,814 Sq Ft

  4 Wildwood Ln, Weston, CT 06883

  Great opportunity to own this centrally located 4 bedroom Colonial style home situated on 2 acre lot at beginning of a cul-de-sac! The main level features large foyer that opens on to living room & formal dining room, eat-in kitchen opens on to family room w/fireplace and possible 5th bedroom on first floor currently being used as laundry room. Living room and family room both open on to large

  Peter Carbutti Carbutti & Co., Realtors

  4 Wildwood Ln, Weston, CT 06883
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  $1,200,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 3,456 Sq Ft

  17 Walker Ln, Weston, CT 06883

  Welcome to your dream retreat -- a custom-designed contemporary masterpiece nestled in the heart of nature. With soaring ceilings and walls of glass, this home is bathed in sunlight from dawn to dusk. The expansive open floor plan offers seamless flow, highlighted by a spectacular great room perfect for entertaining, relaxing, or simply taking in the stunning woodland views. Step onto the

  Len Schwartz Keller Williams Prestige Prop.

  17 Walker Ln, Weston, CT 06883
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  $459,000

  • Land
  • 2.04 Acres
  • $225,000 per Acre

  96 Georgetown Rd, Weston, CT 06883

  Discover the ideal site for your dream home with this exceptional 2.1-acre builder-ready lot. Set in a peaceful and private location, this property offers a unique opportunity to design a custom living space tailored to your lifestyle. Recent insights from The Wall Street Journal noted a shift in the housing market: "The premium that buyers normally pay for a brand new property have vanished. The

  Christine Poppy Compass Connecticut, LLC

  96 Georgetown Rd, Weston, CT 06883
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  $395,000

  • Land
  • 2.12 Acres
  • $186,321 per Acre

  4 Quail Ridge, Weston, CT 06883

  Discover the perfect canvas to build your dream home in bucolic Weston. Tucked away on a quiet cul-de-sac and surrounded by million-dollar homes, this private parcel offers an exceptional opportunity to create your own sanctuary. Enjoy the peace and serenity of this idyllic setting while being just minutes from the heart of town, top-rated Weston schools, and local amenities. Whether you're

  Jennifer Twombly Compass Connecticut, LLC

  4 Quail Ridge, Weston, CT 06883
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  $899,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,498 Sq Ft

  2 Kramer Ln, Weston, CT 06883

  PRICE IMPROVEMENT to $899,000 Located in the picturesque town of Weston, Connecticut, 2 Kramer Lane is a charming Tudor-style home with four bedrooms and two and a half bathrooms spread over 2,498 square feet. Set on a spacious 2.03-acre lot, the home features classic brown trim, stucco, and a robust asphalt shingle roof. Inside, a cozy fireplace and a forced air heating system provide year-round

  Beth Mengel Compass Connecticut, LLC

  2 Kramer Ln, Weston, CT 06883
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  $2,999,000

  • 4 Beds
  • 4 Baths
  • 4,347 Sq Ft

  37 Cedar Hills, Weston, CT 06883

  Shortlisted for "Living Space - Americas" in The International Design & Architecture Awards 2025, this exceptional home with a gorgeous pool in a coveted Lower Weston location has garnered global attention. Fully reimagined by Shelley Morris, the published designer-owner, this showcase home feels like a retreat, while just 0.6 mile from Westport w/vibrant shopping, dining & amenities. Every

  Alex Chingas Coldwell Banker Realty

  37 Cedar Hills, Weston, CT 06883
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  $995,000

  • 4 Beds
  • 2.5 Baths
  • 2,317 Sq Ft

  1 Graystone Ln, Weston, CT 06883

  Classic Clapboard Colonial Farmhouse -Sitting Pretty Atop a Knoll -Welcome to this charming farmhouse perched gracefully at the corner of Lords Hwy. and Graystone Lane, in a peaceful enclave. The home greets you with an inviting front porch and a thoughtfully designed floor plan that blends comfort and character. The sunny eat-in kitchen features updated back splash and light maple cabinetry,

  Vickie Kelley Camelot Real Estate

  1 Graystone Ln, Weston, CT 06883
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  $899,000 Open Sat 1PM - 4PM

  • 4 Beds
  • 4 Baths
  • 4,299 Sq Ft

  8 Oak Ln, Weston, CT 06883

  80 K Price Reduction! Amazing Value! Oak Lane is a welcoming, tranquil retreat on a quiet cul de sac in the bucolic town of Weston. Set back, this home offers a private setting with lush, level lawns, lovely gardens/landscaping, a circular driveway, & alluring topography. This home combines the best features of colonial & contemporary elements with high, vaulted ceilings, skylights, open layout,

  Lori Elkins William Raveis Real Estate

  8 Oak Ln, Weston, CT 06883
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  $2,500,000

  • Land
  • 28 Acres
  • $90,744 per Acre

  0 Old Easton Turnpike, Weston, CT 06883

  27+ acres of serene land along the Aspetuck River spreading between Weston and 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 together. *See attached

  Michael Ange Tromba Keller Williams Prestige Props

  0 Old Easton Turnpike, Weston, CT 06883
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  $1,299,000

  • 5 Beds
  • 4.5 Baths
  • 3,794 Sq Ft

  43 Old Easton Turnpike, Weston, CT 06883

  STUNNING LOWER WESTON COLONIAL ANTIQUE!! Step into timeless elegance at 43 Old Easton Turnpike, where classic charm meets modern sophistication. Nestled on an expansive 2.03 acres corner lot in Weston, CT, this distinguished 3,794-square-foot residence offers a main house with 4 beautifully crafted bedrooms and 3.5 updated bathrooms. The home retains its antique allure with a formal dining room,

  David Krasnoff Compass Connecticut, LLC

  43 Old Easton Turnpike, Weston, CT 06883
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  $375,000 Open Sun 12PM - 2PM

  • Land
  • 2.90 Acres
  • $129,310 per Acre

  18 Hunt Ln, Weston, CT 06883

  Approximately 2.90 acres of undeveloped land located in a desirable residential area, overlooking the beautiful Aspetuck River. A mixture of mature trees and open space provides a natural setting for buyers to build their dream home. The lot provides access to local amenities, including shopping, dining, and recreational opportunities. This tranquil setting presents an excellent opportunity for

  Barbara Zaccagnini Coldwell Banker Realty

  18 Hunt Ln, Weston, CT 06883
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  $1,995,000

  • Land
  • 28 Acres
  • $72,414 per Acre

  85-95 Old Easton Turnpike, Weston, CT 06883

  27+ acres of serene land along the Aspetuck River spreading between Weston and 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 together. *See attached

  Kim Tromba Keller Williams Realty

  85-95 Old Easton Turnpike, Weston, CT 06883
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  /13

  $389,999

  • Land
  • 4.00 Acres
  • $97,500 per Acre

  98 Georgetown Rd, Weston, CT 06883

  Discover your own secluded haven in Weston! This exceptional 4.0-acre plot offers the perfect opportunity to build your dream home, with all preliminary work already completed. This approved building lot is ready for construction, providing an ideal backdrop for your vision. Located just minutes from Weston's top-rated schools and conveniently close to the amenities of Westport and Wilton, it

  Jennifer Twombly Compass Connecticut, LLC

  98 Georgetown Rd, Weston, CT 06883

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