Weston, CT Homes

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  /38

  $1,150,000 Pending

  • 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.

  (475) 290-6837

  17 Walker Ln, Weston, CT 06883
• 

  Explore Weston

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  /20

  $3,300 per month

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  2 Newtown Turnpike Unit ., Weston, CT 06883

  Property Id: 1332235Price= $3,300/month (unfurnished). Utilities included.2 bed/2bath on the 2nd floor of large house.Private entry, nothing shared inside.Outside includes shared deck w/pergola and garden area with some lawn space.Located- WESTON, CTSeeking renters to start in November 2025.-2 large bedrooms-2 full bathrooms-Tall ceilings-Spacious

  2 Newtown Turnpike Unit ., Weston, CT 06883
• 

  $670,000 Sold Sep 17, 2025

  • 1,603 Sq Ft
  • $418/SF
  • 56 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1947

  105 Ladder Hill Rd N, Weston, CT 06883

  Storybook Charm Meets Modern Convenience in Lower Weston! Perched atop a gentle knoll, this beautifully maintained 3-bedroom, 2-bath home offers stunning sunsets, serene pond views, and timeless character. Ideally located in Lower Weston, just minutes from the Westport train station, I-95, and the Merritt Parkway, the home provides a peaceful setting with easy commuting access. Step inside to

  William Gill Compass Connecticut, LLC

  105 Ladder Hill Rd N, Weston, CT 06883
• 

  Est $2,980,813 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 7,910 Sq Ft

  10 Norfield Farm Ln, Weston, CT 06883

  10 Norfield Farm Ln, Weston, CT 06883
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  /33

  $899,000

  • 5 Beds
  • 3 Baths
  • 2,788 Sq Ft

  1 Greenlea Ln, Weston, CT 06883

  This charming 5-bedroom, 3-full-bath home offers 2,788 sq. ft. of beautifully designed living space, set on a generous 2-acre corner lot. Perfect for entertaining, the home boasts a convenient location with easy access to everything Weston has to offer. Main floor, eat-in Kitchen, Dining Room, Living Room with fireplace, Three Bedrooms with hall Bath and Primary Bedroom with Bath, Laundry Room,

  

  Kevin O'Brien

  O'Brien Premier Properties

  (203) 632-9988

  1 Greenlea Ln, Weston, CT 06883
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  /10

  $4,200 per month

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  12 Steep Hill Rd, Weston, CT 06883

  12 Steep Hill RoadQuiet neighborhood and Very close to highly rated Weston Public Schools. Close to Gas station and Lily's grocery store 4 bedrooms, 2 full baths Hyper-Heat mini-splits for efficient heating & cooling + oil heat available Bright rooms & hardwood floorsSpacious kitchen with new cooking range & dishwasher New washing machine Attic space for storage Near local stores & main roads.

  Steven Koleno Beycome of Connecticut

  12 Steep Hill Rd, Weston, CT 06883
• 

  $919,000 Sold Sep 15, 2025

  • 2,539 Sq Ft
  • $362/SF
  • 17 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1967

  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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  Est $1,426,370 Not Listed For Sale

  78 Birch Hill Rd, Weston, CT 06883

  78 Birch Hill Rd, Weston, CT 06883
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  /19

  $519,000

  • 2 Beds
  • 1.5 Baths
  • 844 Sq Ft

  341 Georgetown Rd, Weston, CT 06883

  Welcome to this beautifully maintained 2-bedroom, 1.5-bath home located at 341 Georgetown Road in the desirable town of Weston, CT. Offering a perfect blend of comfort and functionality, this home features an open-concept kitchen that seamlessly flows into the living room, creating an ideal space for both relaxation and entertaining. The kitchen is thoughtfully designed with modern finishes and

  

  Kevin O'Brien

  O'Brien Premier Properties

  (203) 594-8065

  341 Georgetown Rd, Weston, CT 06883
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  /20

  $2,250 per month

  • Studio
  • 1 Bath
  • 500 Sq Ft
  • Condo for Rent

  1Newtown Turnpike Unit Studio, Weston, CT 06883

  Property Id: 1735921You'll enjoy a peaceful, wooded environment that's only minutes away from the town center and popular towns & cities. This modern private Studio is set inside a large cottage style house, featuring an open room concept with the private use of a nicely remodeled kitchen. The kitchen includes an induction cooktop, refrigerator, microwave, teak wood countertops, European

  1Newtown Turnpike Unit Studio, Weston, CT 06883
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  $1,250,000 Sold Sep 15, 2025

  • 3,794 Sq Ft
  • $329/SF
  • 149 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1710

  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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  Est $630,541 Not Listed For Sale

  83 Lords Hwy, Weston, CT 06883

  83 Lords Hwy, Weston, CT 06883
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  /40

  $3,999,999

  • 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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  /28

  $4,600 per month

  • 2 Beds
  • 1.5 Baths
  • 1,238 Sq Ft
  • House for Rent

  14 Spruce Hill Rd, Weston, CT 06883

  Experience the enchantment of this adorable cottage, nestled in a picturesque cul-de-sac. With breathtaking views from nearly every room! Step inside to a sun-drenched eat-in kitchen featuring stunning brick floors & vintage appeal. The remarkable 10-foot soaring glass walls seamlessly bring the beauty of nature indoors and open to a spacious terrace, ideal for outdoor gatherings. Adjacent to the

  Vickie Kelley Camelot Real Estate

  14 Spruce Hill Rd, Weston, CT 06883
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  $1,000,000 Sold Sep 10, 2025

  • 2,702 Sq Ft
  • $370/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1970

  20 Ravenwood Dr, Weston, CT 06883

  Welcome to this timeless Colonial, where comfort, functionality, and style come together seamlessly. The main level is thoughtfully designed for everyday living and easy entertaining. The updated kitchen overlooks a peaceful backyard and features an inviting eat-in area with a cozy wood-burning fireplace. Just off the kitchen, the formal dining room offers a warm, elegant space for hosting. A

  Georgia Wasserman Coldwell Banker Realty

  20 Ravenwood Dr, Weston, CT 06883
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  Est $3,778,838 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 9,822 Sq Ft

  77 Lords Hwy, Weston, CT 06883

  77 Lords Hwy, Weston, CT 06883
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  /30

  $550,000

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

  20 Georgetown Rd, Weston, CT 06883

  Beautifully updated Colonial in an excellent location, close to downtown Weston! This 3-bedroom, 2-bath Colonial features 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

  Jared Randall Redfin Corporation

  20 Georgetown Rd, Weston, CT 06883
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  /10

  $8,000 per month

  • 4 Beds
  • 2.5 Baths
  • 4,366 Sq Ft
  • House for Rent

  352 Good Hill Rd, Weston, CT 06883

  Amazing, FLEXIBLE rental opportunity on a desirable Weston street. Great location - close to town, schools, parks, etc. 4BR home with beautifully updated eat-in kitchen. Great room has soaring ceilings and living room has a cozy fireplace. Expansive porch overlooking 2+ private, parklike acres. Master suite is on the main floor with 3 spacious bedrooms and a second full bath on the 2nd floor.

  Katie O'Grady Compass Connecticut, LLC

  352 Good Hill Rd, Weston, CT 06883
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  $1,175,000 Sold Sep 04, 2025

  • 4,975 Sq Ft
  • $236/SF
  • 28 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1964

  5 September Ln, Weston, CT 06883

  Set on a scenic 2-acre lot surrounded by trees & lush plantings, this home offers a perfect blend of classic style & thoughtful updates, just minutes from Weston's town center & schools. The spacious 5-bedroom, 3.5-bath Colonial welcomes you with a circular driveway, attached 2-car garage, & gleaming hardwood floors that flow through a sun-drenched floor plan designed for comfortable living &

  Cynde Koritzinsky William Pitt Sotheby's Int'l

  5 September Ln, Weston, CT 06883
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  Est $3,872,825 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 10,376 Sq Ft

  31 Salem Rd, Weston, CT 06883

  31 Salem Rd, Weston, CT 06883
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  /40

  $2,275,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 5,750 Sq Ft

  28 Wells Hill Rd, Weston, CT 06883

  Welcome to 28 Wells Hills Rd. Beautifully set on 2 picturesque acres, this completely renovated Modern Colonial blends sophisticated timeless design with easy living. From the inviting courtyard to the mahogany porch, every detail exudes understated elegance. The formal living rm with fireplace and stunning dining rm create the perfect backdrop for intimate gatherings or formal entertaining.

  Dee Cohen Compass Connecticut, LLC

  28 Wells Hill Rd, Weston, CT 06883
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  /4

  $6,700 per month

  • 4 Beds
  • 3.5 Baths
  • 5,321 Sq Ft
  • House for Rent

  18 Thorp Dr, Weston, CT 06883

  Light filled home on a quiet cul-de-sac. this sundrenched home offers an open floor plan with soaring ceilings and a desirable first floor primary suite and a dedicated home office on the main level. Upstairs, you'll find 3 additional bedrooms and 2 full baths. The finished walkout level adds flexibility for a playroom, gym, additional workspace. This home offers privacy and convenience.

  Georgia Wasserman Coldwell Banker Realty

  18 Thorp Dr, Weston, CT 06883
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  $1,900,000 Sold Sep 03, 2025

  • 7,166 Sq Ft
  • $265/SF
  • 123 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2004

  275 Newtown Turnpike, Weston, CT 06883

  Step In. Feel Home. Step inside and feel it - this isn't just a house, it's a home waiting to be loved again. Sunlight spills across open spaces, warm wood tones invite you to linger, and every corner whispers possibility. From morning coffee by the windows to evenings spent gathering with friends, this home is ready for new memories - and for someone who feels, the moment they walk in, that

  Adriana Radu Coldwell Banker Realty

  275 Newtown Turnpike, Weston, CT 06883
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  Est $1,940,435 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,515 Sq Ft

  205 Davis Hill Rd, Weston, CT 06883

  205 Davis Hill Rd, Weston, CT 06883
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  /37

  $1,999,000 Open Sat 2PM - 4PM

  • 6 Beds
  • 4.5 Baths
  • 4,893 Sq Ft

  38 Davis Hill Rd, Weston, CT 06883

  Welcome to 38 Davis Hill Road, Weston - a beautifully appointed Colonial residence set on just over 2 private acres with meticulously landscaped gardens, mature plantings, and multiple patios. Designed for both relaxation and entertaining, the grounds feature a heated gunite pool with attached spa, a pool house, and exceptional outdoor living spaces. Inside, enjoy more than 4,500 sq. ft. of

  Benjamin Howell Coldwell Banker Realty

  38 Davis Hill Rd, Weston, CT 06883
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  /18

  $3,500 per month

  • 2 Beds
  • 1 Bath
  • 876 Sq Ft
  • House for Rent

  332 Good Hill Rd, Weston, CT 06883

  This Adorable spacious Ranch is bright and in excellent condition! Living room with fireplace and skylights that flood the room with natural light. Eat in Kitchen w/ sliders to stone patio, 2 nice sized bedrooms. In and out just freshly painted. The perfect central Weston location....just a few minutes to town and 7 minutes to downtown Westport - the best of both worlds!

  Sandra Calise Cenatiempo Settlers & Traders

  332 Good Hill Rd, Weston, CT 06883
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  $1,485,000 Sold Aug 29, 2025

  • 3,896 Sq Ft
  • $381/SF
  • 86 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  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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  Est $922,972 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,996 Sq Ft

  479 Newtown Turnpike, Weston, CT 06883

  479 Newtown Turnpike, Weston, CT 06883
• 

  

  /40

  $1,800,000

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

  225 Good Hill Rd, Weston, CT 06883

  Welcome to 225 Good Hill Road in Weston, Connecticut - a modern transitional Colonial where timeless elegance meets contemporary design. Meticulously crafted with no expense spared, this home is a masterpiece of design and craftsmanship, set on two private acres in one of Weston's most desirable neighborhoods. The kitchen is designed with bright white custom cabinetry and top-of-the-line

  Judy Michaelis Coldwell Banker Realty

  225 Good Hill Rd, Weston, CT 06883
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  /39

  $13,000 per month

  • 5 Beds
  • 8 Baths
  • 7,470 Sq Ft
  • House for Rent

  5 Winthrop Hill, Weston, CT 06883

  Move-in before school starts! This stunning 7,000+ sq. ft Georgian colonial has been recently renovated from head to toe! This elegant light-filled residence with its open floor plan boasts 5 spacious ensuite bedrooms, high ceilings, hardwood floors, and several possible office spaces. Its flow is perfect for both entertaining and family life. The chef's eat-in kitchen is a true showstopper:

  Merry Hampton William Raveis Real Estate

  5 Winthrop Hill, Weston, CT 06883
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  $1,375,000 Sold Aug 26, 2025

  • 4,875 Sq Ft
  • $282/SF
  • 23 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1964

  26 Heritage Ln, Weston, CT 06883

  Located in Lower Lower Weston and in move-in condition for summertime enjoyment and be ready for school. 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

  Hope Klein The Riverside Realty Group

  26 Heritage Ln, Weston, CT 06883
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  Est $1,184,369 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,582 Sq Ft

  65 Ledgewood Dr, Weston, CT 06883

  65 Ledgewood Dr, Weston, CT 06883
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  /37

  $1,569,000

  • 5 Beds
  • 5.5 Baths
  • 3,579 Sq Ft

  145 Lyons Plain Rd, Weston, CT 06883

  Historic Elegance meets today's lifestyle in this 1845 Antique w/ 145' of scenic river frontage but not in the flood zone, in Lower Weston. A property rich in history, timeless charm & character is known as the Curtis Wood House. This beautifully restored & thoughtfully modernized home features 5BRS & 4.5 baths in the main house & a legal rental cottage (480 sf included in the SF) w/ a LR,

  Marilyn Heffers Coldwell Banker Realty

  145 Lyons Plain Rd, Weston, CT 06883
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  /37

  $13,000 per month

  • 4 Beds
  • 4.5 Baths
  • 6,244 Sq Ft
  • House for Rent

  9 Grey Fox Ln, Weston, CT 06883

  Tucked away on a quiet cul-de-sac off Osborn Farm Rd, this newer custom home offers 4 bedrooms, 4 full baths, and 1 half bath in a thoughtfully designed layout. The main floor features the spacious primary suite with a walk-in closet, spa-like bath, and access to a shared balcony overlooking the backyard. A second bedroom on the main level adds flexibility for guests or multigenerational living.

  Medina Kovaci William Raveis Real Estate

  9 Grey Fox Ln, Weston, CT 06883
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  $639,000 Sold Aug 20, 2025

  • 1,938 Sq Ft
  • $330/SF
  • 77 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1920

  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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  Est $1,256,412 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,040 Sq Ft

  5 Blue Spruce Cir, Weston, CT 06883

  5 Blue Spruce Cir, Weston, CT 06883
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  /39

  $1,585,000

  • 5 Beds
  • 4.5 Baths
  • 3,766 Sq Ft

  22 Huckleberry Ln, Weston, CT 06883

  Spectacular Lower Weston 5BR Retreat with Pool & Farmstead Potential. Welcome to this beautifully updated 5BR home, where classic charm meets contemporary style. Filled with natural light, playful colors, and an inviting sense of warmth, this home balances timeless character with all the modern updates you've been hoping for. Perfectly situated close to all that Weston and Westport have to

  Kathleen Gibbon Brown Harris Stevens

  22 Huckleberry Ln, Weston, CT 06883
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  /31

  $4,000 per month

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • House for Rent

  515 Newtown Turnpike, Weston, CT 06883

  Attention Nature Lovers...Secluded and private 4 bedroom ranch surrounded by beautiful woods, wildlife and extensive watershed.Walk to Saugatuck Reservoir from your back yard.NEW ENGINEERED FLOOR ON SECOND FLOOR.Unique Layout makes it perfect for extended families or in home office. Updated spacious ranch style living with 2 bedrooms up and 2 downstairs. Full bath on each floor. Upstairs spacious

  Peter Sullivan Camelot Real Estate

  515 Newtown Turnpike, Weston, CT 06883
• 

  $2,400,000 Sold Aug 19, 2025

  • 6,519 Sq Ft
  • $368/SF
  • 13 Days On Market

  • 7 Beds
  • 7.5 Baths
  • Built 1986

  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
• 

  Est $899,585 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,425 Sq Ft

  31 Blue Spruce Cir, Weston, CT 06883

  31 Blue Spruce Cir, Weston, CT 06883

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