Homes for Sale near Weston High School

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  /40

  $2,199,000 Open Thu 11AM - 1PM

  • 6 Beds
  • 5.5 Baths
  • 6,349 Sq Ft

  9 November Trail, Weston, CT 06883

  Completely transformed and impeccably styled, this stunning colonial is the must-see home of the season. Set on 2 beautifully landscaped acres on a quiet cul-de-sac, the home welcomes you with modern double doors, a gracious portico, and striking curb appeal. Inside, a dramatic two-story foyer opens to sunlit spaces, high ceilings, and a seamless open floor plan perfect for today's living. The

  Erica Acheychek Coldwell Banker Realty

  9 November Trail, Weston, CT 06883
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• 

  

  

  /40

  $1,995,000

  • 5 Beds
  • 4.5 Baths
  • 4,438 Sq Ft

  33 W Branch Rd, Weston, CT 06883

  Experience the epitome of peaceful living on a premiere, quiet street in Lower Weston. This 5BR, 4/1BA beautifully updated home w/stunning, private, level property offers an exceptional, park-like setting, perfect for those seeking tranquility & beauty. The living spaces flow seamlessly, creating an ideal setting for both relaxation & entertainment. The vibe is modern comfort mixed w/Connecticut

  Susan Seath Compass Connecticut, LLC

  33 W Branch Rd, Weston, CT 06883
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  /38

  $2,300,000

  • 4 Beds
  • 4 Baths
  • 3,642 Sq Ft

  16 Katydid Ln, Weston, CT 06883

  Tremendous opportunity in Weston for a charming home plus 3 potential building lots! After being loved by the owners for many years, here is your chance to own this charming compound. Once owned by the renowned artist Benjamin Stahl, it features a main house with stone facade and gracious pillars which has hosted many gatherings & special occasions. Traditional flow with formal parlor, front to

  Jeanne Bracken Coldwell Banker Realty

  16 Katydid Ln, Weston, CT 06883
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  /40

  $1,649,000 Open Fri 11AM - 2PM

  • 5 Beds
  • 6.5 Baths
  • 5,990 Sq Ft

  29 Bradley Rd, Weston, CT 06883

  29 Bradley Road seamlessly blends timeless New England charm with modern-day comforts, all set against the backdrop of one of Connecticut's most picturesque nature preserves. This "Quintessential Country Home"-features a professionally landscaped & sprawling backyard, adorned with specimen plantings that provide year-round beauty & curb appeal. Inside, the layout offers an effortless flow-perfect

  Vickie Kelley Camelot Real Estate

  29 Bradley Rd, Weston, CT 06883
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  /40

  $2,475,000

  • 7 Beds
  • 7.5 Baths
  • 6,519 Sq Ft

  15 Arrowhead Way, Weston, CT 06883

  Welcome to 15 Arrowhead Way, a contemporary gem located just minutes from Westport's vibrant Main Street in the serene charm of Lower Weston, CT. This 3-story home is nestled at the end of a quiet cul-de-sac, offering both privacy & convenience. With quick access to top rated schools & the Merritt Parkway, this property boasts an expansive back & side lawn featuring a pool & a pickleball/tennis

  Karen Hagen Compass Connecticut, LLC

  15 Arrowhead Way, Weston, CT 06883
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  /33

  $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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  /40

  $1,595,000 Open Sun 1PM - 4PM

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

  17 Grays Farm Rd, Weston, CT 06883

  A magnificent setting with stately stone pillars, professionally installed stone walls, stone patios, and a grand, circular driveway, give this expanded home an unbeatable curb appeal. Located on 2 acres in lower Weston, on a peaceful Cul de sac bordering Weston and Westport, this property is close to shopping, schools, highways and train. A masterfully executed expansion and complete renovation

  Mary Palmieri Gai Berkshire Hathaway NE Prop.

  17 Grays Farm Rd, Weston, CT 06883
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  /39

  $1,949,000

  • 5 Beds
  • 5.5 Baths
  • 5,614 Sq Ft

  42 Hidden Meadow Rd, Weston, CT 06883

  Welcome to 42 Hidden Meadow Road! Nestled at the end of a serene cul-de-sac in a premier Weston location, this classic colonial offers the ultimate in privacy and picturesque surroundings. An expansive eat-in kitchen, complete with a breakfast bar, seamlessly connects to the family room, which features a vaulted ceiling-a beloved gathering space for everyday living and special occasions. On the

  Karen Hagen Compass Connecticut, LLC

  42 Hidden Meadow Rd, Weston, CT 06883
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  /40

  $1,750,000

  • 4 Beds
  • 4.5 Baths
  • 4,667 Sq Ft

  100 Georgetown Rd, Weston, CT 06883

  Top-tier craftsmanship and custom details showcase this beautifully constructed modern farmhouse situated on 2.91 acres. Discover the open-concept layout designed for modern living. The heart of the home is the chef-inspired kitchen, featuring a stunning waterfall quartzite island, perfect for preparing meals. The oversized mudroom, adorned with shiplap and custom built-ins, adds convenience and

  Jared Randall Redfin Corporation

  100 Georgetown Rd, Weston, CT 06883
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  /38

  $1,649,000

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

  9 Blue Spruce Cir, Weston, CT 06883

  Welcome to 9 Blue Spruce Circle-a stunning,meticulously maintained 5-bedroom,41/2-bath colonial nestled on 2.03 private acres in idyllic Weston.Located on a highly desirable cul-de-sac,it offers both tranquility & convenience,with easy access via a path to Morehouse Farm Park.Inside,you'll appreciate the wonderful natural light and open floor plan,creating a seamless flow perfect for entertaining

  Maria Tziolis William Pitt Sotheby's Int'l

  9 Blue Spruce Cir, Weston, CT 06883
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  /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
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  /31

  $1,795,000

  • 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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  /3

  $1,895,000

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  153 Valley Forge Rd, Weston, CT 06883

  Charming 4 bedroom Farmhouse with breathtaking mountain and river views. Step into timeless elegance with this newly renovated 4 bedroom, 3.5-bath farmhouse nestled in a picturesque setting. This stunning home blends classic charm with modern comforts, featuring antique exposed beams, wide plank hardwood floors, and four cozy fireplaces that add warmth and character throughout. The spacious

  Ian Defronze The Bridge Realty Inc

  153 Valley Forge Rd, Weston, CT 06883
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  /40

  $1,799,000

  • 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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  /33

  $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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  /35

  $1,150,000 Open Thu 11AM - 2PM

  • 4 Beds
  • 5 Baths
  • 5,228 Sq Ft

  2 Aspetuck Hill Ln, Weston, CT 06883

  This sprawling property has spectacular views of the Aspetuck Country Club golf course & is located on a desirable cul-de-sac in Lower Weston. It features a flexible open floor plan, vaulted ceilings, walls of glass, and skylights, allowing ample natural light. The eat-in-kitchen leads to the wrap around deck. In addition to dining room and living room with soaring fireplace, the main floor

  Jenny Walsh Coldwell Banker Realty

  2 Aspetuck Hill Ln, Weston, CT 06883
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  /33

  $1,299,000 Open Sun 1PM - 4PM

  • 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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  /40

  $1,095,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,613 Sq Ft

  95 Treadwell Ln, Weston, CT 06883

  This exquisite California inspired ranch offers the epitome of care free living! Designed w/a bright open layout w/soaring vaulted ceilings,abundant windows & skylights flooding the interior w/ natural light ensuring every day feels sunny & uplifting! At the heart of the home lies a step-down living room featuring a vaulted ceiling w/beams and a striking floor-to-ceiling stone fireplace. This

  Sandra Calise Cenatiempo Settlers & Traders

  95 Treadwell Ln, Weston, CT 06883
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  /19

  $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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  /5

  $600,000

  • Land
  • 2.53 Acres
  • $237,154 per Acre

  10 Hills End Ln, Weston, CT 06883

  Welcome to Hills End Lane, a private enclave of multi-million dollar estates off Michaels Way. Just minutes from Weston's charming town center! Spectacular 2.53-acre property offers a rare opportunity to build your dream home. Level and lightly wooded lot with 50 feet of road frontage and 0.9 acres of protected wetlands and watercourses, offering both privacy and natural beauty. The site is

  Sandra Juliano Berkshire Hathaway NE Prop.

  10 Hills End Ln, Weston, CT 06883
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  /7

  $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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  /37

  $925,000 Open Sun 1PM - 3PM

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

  2 Kramer Ln, Weston, CT 06883

  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 comfort. Ideally situated

  Beth Mengel Compass Connecticut, LLC

  2 Kramer Ln, Weston, CT 06883
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  /40

  $900,000

  • 5 Beds
  • 3.5 Baths
  • 2,894 Sq Ft

  219 Georgetown Rd, Weston, CT 06883

  This spacious colonial home is nestled in the desirable Georgetown neighborhood of Weston. Set on 2 private, flat acres with a large, level yard-ideal for soccer, baseball, volleyball, and backyard play-it offers 2,894 square feet of beautifully updated living space. Inside, the first-floor master bedroom offers privacy and convenience. The sunroom-currently used as a dining area, features French

  Judy Michaelis Coldwell Banker Realty

  219 Georgetown Rd, Weston, CT 06883
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  /39

  $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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  /29

  $1,150,000

  • 3 Beds
  • 3 Baths
  • 2,582 Sq Ft

  28 Codfish Ln, Weston, CT 06883

  Spectacular open floor plan highlights this lovely updated 3 bedroom, 3 full bath Ranch in Lower Weston. One level living at its best with dramatic beamed, vaulted ceilings, corner fireplace with wood burning stove, and floor to ceiling windows. Primary Bedroom Suite with vaulted ceiling, updated full bath with walk-in glass shower. Two finished bonus rooms and additional full bath in walk-out

  Nancy Manby William Raveis Real Estate

  28 Codfish Ln, Weston, CT 06883
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  /40

  $2,098,000

  • 5 Beds
  • 4.5 Baths
  • 4,738 Sq Ft

  4 Hedgerow Common, Weston, CT 06883

  Tucked on a quiet cul-de-sac in Lower Weston's most desirable locale, this exquisite, turnkey home seamlessly blends timeless elegance with casual sophistication. Privately sited on 2 beautifully landscaped, terraced acres, it's just a short walk to town, top-rated schools, and the Weston library. Designed for effortless living, the property features exceptional outdoor amenities: a completely

  Mary Ellen Gallagher Compass Connecticut, LLC

  4 Hedgerow Common, Weston, CT 06883
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  /40

  $3,200,000

  • 5 Beds
  • 7 Baths
  • 7,682 Sq Ft

  103 Good Hill Rd, Weston, CT 06883

  Drive through stately stone pillars to discover a serene 2-acre sanctuary in lower Weston. This private retreat features a picturesque, shallow, spring-fed pond ideal for winter skating. A true designer's masterpiece, this home was entirely renovated and rebuilt in 2019, blending exceptional craftsmanship with meticulous attention to detail. Experience seamless indoor-outdoor living with a heated

  Pamela Cornfield Coldwell Banker Realty

  103 Good Hill Rd, Weston, CT 06883
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  /35

  $1,049,000

  • 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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  /32

  $649,000

  • 4 Beds
  • 1.5 Baths
  • 1,938 Sq Ft

  6 Maple St, Weston, CT 06883

  Wonderful 4BR Colonial/Cape with loads of charm and natural light, just minutes from the shops and restaurants of Georgetown! Located on a fabulous and level piece of property, with an adorable front porch, this home has been lovingly maintained and updated! The main level includes a living room, dining room, newer kitchen and office/den as well as a half bath and the laundry room. The kitchen

  Tim Dent Coldwell Banker Realty

  6 Maple St, Weston, CT 06883
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  /40

  $2,495,000

  • 6 Beds
  • 6.5 Baths
  • 7,225 Sq Ft

  32 Steep Hill Rd, Weston, CT 06883

  This country estate,commanding views of three acres of natural beauty centered by a 1.2 acre pond, masterfully blends 18th century farmhouse charm with newly-built modern luxury. Original features include chestnut posts and beams, wide-plank pine floors, and a flued brick oven. Gather in the spacious chef's kitchen, sunroom, and family room anchored by a semi-circular fireplace crafted from the

  Michelle Genovesi William Raveis Real Estate

  32 Steep Hill Rd, Weston, CT 06883
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  /40

  $2,189,000 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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  /34

  $949,000 Open Sun 1PM - 4PM

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

  8 Oak Ln, Weston, CT 06883

  8 Oak Lane is a welcoming, tranquil retreat located on a quiet cul de sac in the bucolic town of Weston. Set back off the road, 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 its high, vaulted ceilings, skylights, open layout, wood

  Lori Elkins William Raveis Real Estate

  8 Oak Ln, Weston, CT 06883
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  /39

  $2,650,000

  • 5 Beds
  • 7.5 Baths
  • 7,481 Sq Ft

  28 Partridge Ln, Weston, CT 06883

  28 Partridge Lane -Look no further - this private oasis is impeccably maintained, sun drenched, cathedral ceilings,incredible floor plan, specimen plantings, salt water pool and spa, entire home and pool generator, conveniently located.From sipping tea on your front porch to relaxing around the outdoor fireplace entertaining family and friends in the heated in-ground salt-water gunite pool and

  Mersene Norbom William Pitt Sotheby's Int'l

  28 Partridge Ln, Weston, CT 06883
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  /39

  $2,300,000 Open Sat 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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  /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
• 

  

  /40

  $2,075,000 Open Sun 1PM - 4PM

  • 6 Beds
  • 6.5 Baths
  • 7,261 Sq Ft

  30 Soundview Farm, Weston, CT 06883

  Welcome to your own private oasis at 30 Soundview Farm Road, sequestered on over 2 acres of breathtaking landscape; a Michael Greenberg original. This remarkable home is nestled at the end of a quaint cul-de-sac, overlooking the 3rd hole of the Aspetuck Valley Country Club; conveniently located in lower Weston, bordering Easton & Fairfield. The grounds begin this home's story as a picturesque

  Julie Vanderblue Higgins Group Real Estate

  30 Soundview Farm, Weston, CT 06883
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  /11

  $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
• 

  

  /40

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,603 Sq Ft

  105 Ladder Hill Rd N, Weston, CT 06883

  Storybook Charm Meets Modern Convenience in Lower Weston! Perched atop a gentle knoll, this stunning 3-bedroom, 2-bath retreat is a rare gem, offering breathtaking sunsets, serene pond views, and endless charm. Perfectly situated in Lower Weston, just a few miles from the Westport train station, I-95 and the Merit Parkway this home offers a seamless NYC or Stamford commute while surrounding you

  William Gill Compass Connecticut, LLC

  105 Ladder Hill Rd N, Weston, CT 06883
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  /33

  $615,000

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft

  20 Georgetown Rd, Weston, CT 06883

  This Charming 3-bedroom, 2-bath Colonial is ideally located close to downtown Weston! Featuring a spacious living room, large kitchen with granite countertops, and a formal dining room with a full bath and separate laundry room. The second level has two bedrooms, a shared bathroom and office area. The expansive primary bedroom is located on the 3rd level with full-sized windows and its own

  Jared Randall Redfin Corporation

  20 Georgetown Rd, Weston, CT 06883
• 

  

  /21

  $1,295,000

  • 4 Beds
  • 4 Baths
  • 2,386 Sq Ft

  17 Huckleberry Ln, Weston, CT 06883

  Idyllic Riverfront Property in Lower Weston - A Builder's Dream Opportunity! Nestled along the serene Saugatuck River on a private road, this exceptional 2.12-acre property boasts over 350 feet of direct waterfront, complete with a picturesque waterfall. Located just one mile from the Westport line, this is a rare and exciting opportunity for a builder or visionary homeowner to create something

  Jay Cannone William Raveis Real Estate

  17 Huckleberry Ln, Weston, CT 06883

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