Georgetown, CT Homes for Sale with Acreage

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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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  /40

  $2,195,000

  $100K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 7,105 Sq Ft

  30 Whipstick Rd, Ridgefield, CT 06877

  True pride of ownership in this exceptional colonial that has been extensively renovated. Top location on scenic private lane with stone pillared entry and Belgian block apron on 2.88 picturesque acres bordered by open space with mature flowering trees, multiple stone patios, wrap around deck, & future pool site. Elegant with modern open floor plan, this generous home offers 7,289 sf on 3

  Laura Ancona William Pitt Sotheby's Int'l

  30 Whipstick Rd, Ridgefield, CT 06877
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  /10

  $430,000

  • Land
  • 3.91 Acres
  • $109,974 per Acre

  0 Salem Rd S Unit 24163261, Ridgefield, CT 06877

  Location, Location, Location! Approved 3.91-acre building lot ready for your dream home. Ideally situated just one mile from Main Street and the historic Cass Gilbert Fountain, this property offers the perfect blend of privacy and convenience. Featuring approximately 290 feet of road frontage and designed for a 4-bedroom septic system, it's an excellent opportunity to build exactly what you've

  Carol Hanlon Coldwell Banker Realty

  0 Salem Rd S Unit 24163261, Ridgefield, CT 06877
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  /40

  $2,600,000

  • 5 Beds
  • 7 Baths
  • 5,410 Sq Ft

  351 Wilton Rd W, Ridgefield, CT 06877

  Perfectly positioned just moments from the heart of vibrant Ridgefield, this exceptional home is a masterclass in timeless architecture, sophisticated design & effortless luxury. Beautifully sited on 1.43 stunning acres, the property captivates with extraordinary curb appeal & a resort-inspired outdoor setting w/heated pool by GlenGate, stone patios, expansive lawns, outdoor shower & spaces

  Karla Murtaugh Compass Connecticut, LLC

  351 Wilton Rd W, Ridgefield, CT 06877
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  /22

  $449,000

  • Land
  • 2.04 Acres
  • $220,098 per Acre

  96 Georgetown Rd, Weston, CT 06883

  Discover the potential of 96 Georgetown Rd., a 2.04-acre parcel set back from the road, offers unparalleled usability and readiness, beyond the standard price-per-lot comparison. Unlike nearby parcels that may offer more acreage but are limited by wetlands, flag lot layouts, or hefty restrictions, this property is genuinely "Shovel-Ready." The lack of special building restrictions from the town,

  Christine Poppy Compass Connecticut, LLC

  96 Georgetown Rd, Weston, CT 06883
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  /18

  $2,200,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,500 Sq Ft

  96 Georgetown Rd, Weston, CT 06883

  Bring your vision to life in the heart of Weston with this rare opportunity to collaborate with a premier local builder. Sited on a sprawling, private 2.1-acre lot, this sophisticated new construction offers 4,500 square feet of meticulously designed living space, including a finished 900-square-foot lower level. The heart of the home is an expansive chef's kitchen that flows seamlessly into the

  Christine Poppy Compass Connecticut, LLC

  96 Georgetown Rd, Weston, CT 06883
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  /14

  $1,250,000

  $250K PRICE DROP

  • Land
  • 3.3 Acres
  • $378,788 per Acre

  00 Old Mill Rd, Wilton, CT 06897

  Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous

  Kris Forland Forland Realty Group LLC

  00 Old Mill Rd, Wilton, CT 06897
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  /33

  $1,295,000

  $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,614 Sq Ft

  63 Lounsbury Rd, Ridgefield, CT 06877

  Welcome home to lots of natural light, open living spaces, and a private setting that creates an easy, comfortable flow for everyday life and effortless entertaining. The spacious eat-in kitchen is designed as the heart of the home, with plenty of room for conversation, casual meals, and gathering while dinner comes together. Just off the kitchen, the vaulted main-level family room is a standout

  Debi Orr Keller Williams Realty

  63 Lounsbury Rd, Ridgefield, CT 06877
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  /39

  $949,000

  $46K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,294 Sq Ft

  15 Flat Rock Dr, Ridgefield, CT 06877

  Welcome to 15 Flat Rock Drive; an irresistible opportunity to live on a highly sought after **cul-de-sac street** just moments from Ridgefield's vibrant village center. This prime location delivers the best of both worlds: a peaceful neighborhood setting paired with unbeatable convenience close to town, the NY border, and top NYC commuting options. Inside, the home shines with a bright, flowing

  Michele Isenberg Coldwell Banker Realty

  15 Flat Rock Dr, Ridgefield, CT 06877
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  /40

  $6,500,000

  • 4 Beds
  • 5 Baths
  • 8,586 Sq Ft

  10 Dragonwood Ln, Weston, CT 06883

  Welcome to 10 Dragonwood Lane - The Iconic Origami House Set on an extraordinary 15.57-acre estate spanning four separately deeded parcels, 10 Dragonwood Lane is a one-of-a-kind architectural masterpiece that seamlessly blends modern design, luxury, and nature. Known as the Origami House, this remarkable residence offers unparalleled privacy, tranquility, and future development potential while

  William Martin Douglas Elliman of Connecticut

  10 Dragonwood Ln, Weston, CT 06883
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  /37

  $1,250,000

  $99K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 3,537 Sq Ft

  26 Hill Farm Rd, Weston, CT 06883

  Reintroduced & Reimagined! This stylish Contemporary High Ranch at the end of a serene cul-de-sac, has been renovated by Nova Design Build of NYC. Vaulted ceilings and a wall of windows bathe the home with natural light, creating a modern aesthetic with MidCentury warmth. Newly renovated kitchen with skylights, dining area and a double sided woodburning fireplace in the living room. The expansive

  Mary Kate Klemish-Boehm Brown Harris Stevens

  26 Hill Farm Rd, Weston, CT 06883
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  /40

  $7,725,000

  • 7 Beds
  • 13 Baths
  • 13,094 Sq Ft

  206 Umpawaug Rd, Redding, CT 06896

  Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The

  Lauren Parr Houlihan Lawrence

  206 Umpawaug Rd, Redding, CT 06896
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  /39

  $1,295,000

  $190K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 6,170 Sq Ft

  281 Newtown Turnpike, Redding, CT 06896

  Exceptional opportunity for today's buyer! Tucked away in a private, yet neighborhood-like setting, the craftsmanship and beauty of this custom colonial reveals itself the moment you walk through the door. Seamless flow, a sprawling primary suite with fireplace, private office with built-ins and French doors that lead to a porch, as well as a finished basement are just a few of the features that

  Alexis Bennett Coldwell Banker Realty

  281 Newtown Turnpike, Redding, CT 06896
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  /2

  $999,000

  • Land
  • 1.98 Acres
  • $504,545 per Acre

  0 Lantern Ridge Rd, New Canaan, CT 06840

  Land opportunity priced under 1 million on quiet cul-de-sac overlooking Milne Lake. This vacant property offers a serene setting with stunning reservoir views, combining natural beauty with exceptional convenience. Located in a premier New Canaan neighborhood, at the very end of the street, this tree-lined spot is perfect for walking, biking, and enjoying nearby nature reserves. While it feels

  Hannelore Kaplan William Raveis Real Estate

  0 Lantern Ridge Rd, New Canaan, CT 06840
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  /40

  $4,975,000

  • 5 Beds
  • 4.5 Baths
  • 7,907 Sq Ft

  300 Sturges Ridge Rd, Wilton, CT 06897

  A rare offering distinguished by architectural clarity, complete privacy, and a deeply personal design vision, set within one of Fairfield County's most sought-after locations. Jay Manuel, internationally recognized creative director and fashion icon, brings a distinctly refined point of view to his architecturally significant modern residence in Connecticut. Acquired in 2011, the home was

  Laura Ancona William Pitt Sotheby's Int'l

  300 Sturges Ridge Rd, Wilton, CT 06897
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  /31

  $849,000

  • 3 Beds
  • 1.5 Baths
  • 1,612 Sq Ft

  23 Church St, Wilton, CT 06897

  Back on the market through no fault of the home! Due to the previous buyers' inability to close, this exceptional property is available once again. Nestled in Wilton's Historic District, this beautifully updated 3-bedroom, 1.5-bath antique Colonial has been featured in The New York Times, Realtor.com, & Homes.com for its distinctive character & timeless appeal. Just a short stroll to Georgetown's

  Michele Ferguson Nichols Douglas Elliman of Connecticut

  23 Church St, Wilton, CT 06897
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  /40

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,341 Sq Ft

  33 Old Stagecoach Rd, Redding, CT 06896

  Turn Key completely Renovated down to the studs! This 4-bed, 3.5-bath Cape Cod farm style home has 3400 SqFT.. New Roof, electrical, plumbing, HVAC & more! Entering notice a beautiful open floor plan w/ expansive natural light, w/ new hardwd floors through out. Main attraction.. the beautiful Kitchen! The white quartz countertops, waterfall island w/ plenty of seating, 2 tone color cabinets,

  Jay Irvine Serhant Connecticut, LLC

  33 Old Stagecoach Rd, Redding, CT 06896
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  /4

  $2,395,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 5,017 Sq Ft

  34 Farm Hill Rd, Ridgefield, CT 06877

  Striking New England colonial farmhouse to be built by local craftsman, Chris Santini, known for decades for his commitment to quality and excellence. This exceptional new construction home will offer top attention to detail, town water and sewer, plus premier walk to town location on a quiet cul-de-sac with level one acre, sprawling backyard and future pool site. Total 5,017 sf with 4 BRs, 4

  Laura Ancona William Pitt Sotheby's Int'l

  34 Farm Hill Rd, Ridgefield, CT 06877
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  /5

  $1,850,000

  • Land
  • 2.78 Acres
  • $665,468 per Acre

  531L N Wilton Rd, New Canaan, CT 06840

  Beautiful flat waterfront acreage - never developed, with magnificent reservoir views. Access to property provided by right of way from 469 North Wilton Road, access road is unpaved but roughed in and visible.

  Mitchell Moore Brown Harris Stevens

  531L N Wilton Rd, New Canaan, CT 06840
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  /22

  $809,900

  $90K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,189 Sq Ft

  98 Smith Ridge Rd, South Salem, NY 10590

  Beautifully updated and move-in ready, this 4-bedroom home is set on 2 private acres in the highly desirable Katonah-Lewisboro School District. Thoughtfully renovated throughout, the home features refinished hardwood floors, fresh neutral interiors, brand-new stainless steel appliances, 2 full bathrooms, and an updated powder room.The light-filled open layout offers comfortable everyday

  Sari Shaw Compass Greater NY, LLC

  98 Smith Ridge Rd, South Salem, NY 10590
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  /40

  $3,450,000

  $450K PRICE DROP

  • 6 Beds
  • 11 Baths
  • 9,974 Sq Ft

  76 Lords Hwy, Weston, CT 06883

  In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every

  Alex Chingas Coldwell Banker Realty

  76 Lords Hwy, Weston, CT 06883
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  /40

  $1,799,000

  • 4 Beds
  • 3.5 Baths
  • 3,758 Sq Ft

  206 Mountain Rd, Wilton, CT 06897

  Originally built in 1769, this beautifully renovated and meticulously maintained antique home blends historic character with modern comfort. Set on two landscaped acres along one of Wilton's most scenic country roads, the four-bedroom, three-and-a-half-bath residence offers approximately 3,758 square feet of thoughtfully designed living space. The renovation included updated electrical systems

  Christine McGovern William Raveis Real Estate

  206 Mountain Rd, Wilton, CT 06897
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  /45

  $1,695,000

  $54K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 4,952 Sq Ft

  Unlisted Address

  Architecturally distinctive and beautifully connected to its natural surroundings, this custom cedar contemporary offers a refreshing alternative to the traditional colonial. Set on over 4 private acres in the heart of South Salem, the home blends dramatic volume, natural light, privacy, and flexible living spaces designed for modern living. The home’s layout flows easily from one inviting space

  Danielle Raguzin Re-Max Experience

  Unlisted Address
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  /37

  $1,099,000

  $200K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 4,316 Sq Ft

  16 Shady Ln, Redding, CT 06896

  Ideal setting and location! This spacious 12 room split level home tucked away on a country lane in the heart of Redding, offers the perfect blend of privacy, charm, and versatility. Set on 3.64 acres, this unique property features a spacious main residence with an open floor plan providing easy living, hardwood floors, an expansive primary suite, in-ground concrete pool, Ironwood deck, and

  Alexis Bennett Coldwell Banker Realty

  16 Shady Ln, Redding, CT 06896
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  /38

  $995,000

  • 4 Beds
  • 3 Baths
  • 3,028 Sq Ft

  24 White Birch Rd, Ridgefield, CT 06877

  Welcome to this beautifully updated Cape Cod home located in a quiet South Ridgefield neighborhood, offering the perfect blend of classic charm and modern upgrades. The heart of the home is the stunning newly designed chef's kitchen featuring all new GE Cafe appliances, including a refrigerator, 6-burner gas range with griddle and 1.5 ovens, French door convection oven, dishwasher, and a

  Derek Heering Property Twins Real Estate

  24 White Birch Rd, Ridgefield, CT 06877
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  /27

  $2,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  44 Benedict Hill Rd, New Canaan, CT 06840

  Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering

  John-Michael Rachinsky-Wood Harbor Bridge Realty

  44 Benedict Hill Rd, New Canaan, CT 06840
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  /39

  $1,225,000

  $75K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,206 Sq Ft

  14 Woodchuck Ln, Ridgefield, CT 06877

  Welcome to 14 Woodchuck Lane, where classic Colonial charm meets modern updates just minutes from the heart of downtown Ridgefield. Nestled on a quiet cul-de-sac less than a mile from Main Street, this beautifully maintained 3,200+ sq. ft. Center Hall Colonial offers 4 spacious bedrooms, 2.5 bathrooms, and a thoughtfully designed layout ideal for both everyday living and entertaining. Freshly

  Evan Philippopoulos RE/MAX Right Choice

  14 Woodchuck Ln, Ridgefield, CT 06877
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  /36

  $1,795,000

  • 5 Beds
  • 5 Baths
  • 5,200 Sq Ft

  15 Birch Hill Rd, Weston, CT 06883

  Discover a truly special country retreat where warmth, character & timeless New England charm come together. Tucked away at the end of a long private drive, this inviting home offers a refreshing departure from the ordinary, with a thoughtfully designed floor plan that creates comfortable, flexible spaces for today's lifestyle. Sunlight streams in, enhancing the home's welcoming atmosphere &

  David Weber Compass Connecticut, LLC

  15 Birch Hill Rd, Weston, CT 06883
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  /44

  $995,000

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  139 Smith Ridge Rd, South Salem, NY 10590

  Set back approximately 600 feet from the road, this serene South Salem retreat offers a rare combination of privacy, tranquility, and convenience. Nestled on 9.47 acres, you are welcomed by beautiful flowering fruit trees and manicured landscaping. The 3-bedroom, 2.5-bath residence offers approximately 2,600 square feet of thoughtfully designed living space surrounded by natural

  Sally Walter Compass Greater NY, LLC

  139 Smith Ridge Rd, South Salem, NY 10590
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  /26

  $1,495,000

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

  257 Kitchawan Rd, South Salem, NY 10590

  Stunning post-modern contemporary w/ cathedral ceilings, private professionally landscaped back yard with mature plantings. Featuring a large deck, in-ground free form gunite pool with screened-in gazebo, fully fenced backyard with separately fenced dog-run. Large living room with a fieldstone wall, majestic raised hearth fireplace and hobnailed wood floor. Formal dining room w/ bluestone floor,

  RHONA BORK RMB & Associates

  257 Kitchawan Rd, South Salem, NY 10590
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  /2

  $135,000

  • Land
  • 2.2 Acres
  • $61,364 per Acre

  0 Tanton Hill Rd, Ridgefield, CT 06877

  A rare opportunity at an affordable price to build your dream home. This particular lot is a flag lot behind 75 Tanton Hill Hill Road. There are older perc test from the late 1980s. Undeveloped 2.2 acre parcel sloping to wetlands. Buyers need to do their own due diligence. Old maps in the attachment. Property is being sold ASIS.

  Robert Neumann Houlihan Lawrence

  0 Tanton Hill Rd, Ridgefield, CT 06877
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  /7

  $2,995,000

  $905K PRICE INCREASE

  • 5 Beds
  • 7 Baths
  • 6,900 Sq Ft

  0 Mountain Rd, Wilton, CT 06897

  This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

  Evan Sheftel Millstone Real Estate Corp

  0 Mountain Rd, Wilton, CT 06897
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  /18

  $2,995,000

  $600K PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 5,448 Sq Ft

  22 Pent Rd, Weston, CT 06883

  Extraordinary riverfront modern retreat set against a breathtaking backdrop of waterfall, woodland, and sweeping water views in one of Weston's most remarkable settings. Surrounded by preserved land and trails of Devil's Den Preserve, this extensively renovated residence offers a rare connection to nature paired with sophisticated design and luxury amenities. Walls of glass, soaring ceilings, and

  Jennifer Twombly Compass Connecticut, LLC

  22 Pent Rd, Weston, CT 06883
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  /38

  $1,495,000

  $195K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,326 Sq Ft

  2 Tommys Ln, South Salem, NY 10590

  Step inside Tommy’s Lane, where understated architecture gives way to unforgettable design. From the curb, this timeless transitional Colonial sits quietly on just shy of two flat, sun-drenched private acres with a pool. Open the dramatic custom black glass front doors, however, and the entire experience changes. A dramatic two-story foyer introduces interiors that feel as though Restoration

  Melissa Marcogliese Compass Greater NY, LLC

  2 Tommys Ln, South Salem, NY 10590
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  /32

  $749,000

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,922 Sq Ft

  268 Umpawaug Rd, Redding, CT 06896

  Don't miss the opportunity to live in this special well cared for 8 room Colonial tucked away on 2.93 very private low maintenance acres on sought after Umpawaug Rd, so convenient to Topstone Park, the NY Metro train, walking distance to New Pond Farm, and close to commuting highways and shopping. The welcoming entry hall opens into the inviting light filled living room with a fireplace

  Marilyn Sloper Coldwell Banker Realty

  268 Umpawaug Rd, Redding, CT 06896
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  /37

  $1,799,000

  • 4 Beds
  • 3.5 Baths
  • 3,702 Sq Ft

  7 White Oak Ln, Weston, CT 06883

  Embrace the ultimate country club lifestyle at this stunning two-acre estate, where privacy and recreation meet in perfect harmony. The grounds are rich with amenities, including a sparkling Gunite pool and spa, a private tennis court, and a separate sport court. The thoughtfully designed pool house elevates every gathering with its summer kitchen, changing room, half bath, and refreshing outdoor

  Randy Musiker Compass Connecticut, LLC

  7 White Oak Ln, Weston, CT 06883
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  /39

  $1,399,900

  • 4 Beds
  • 2.5 Baths
  • 3,768 Sq Ft

  235 Newtown Turnpike, Weston, CT 06883

  Set on 1.57 picturesque acres this beautifully reimagined farmhouse colonial pairs timeless New England character with a comprehensive top-to-bottom renovation. From the original windows and hand-laid stone floors to the reclaimed shiplap walls and solid wood doors, every detail honors the home's 1959 roots with modern systems and design. A recent full-scale renovation touched virtually every

  Frank Fonteyn Prestige Realty Group

  235 Newtown Turnpike, Weston, CT 06883
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  /40

  $2,445,000

  $150K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 4,977 Sq Ft

  284 Georgetown Rd, Weston, CT 06883

  Completed in 2025, this extensively renovated and expanded residence lives like new construction, offering exceptional craftsmanship, luxury finishes, and a thoughtfully designed open floor plan. Featuring 5 bedrooms with potential for a 6th bedroom, 5 full baths, and 1 powder room, the home blends elegant design with comfortable everyday living. Rich hardwood floors flow throughout, complemented

  Kasia Babinski William Raveis Real Estate

  284 Georgetown Rd, Weston, CT 06883
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  /39

  $1,799,000

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

  293 Sturges Ridge Rd, Wilton, CT 06897

  Exceptional contemporary residence set on 2 beautifully landscaped acres of park-like property in one of Wilton's most desirable neighborhoods. Offering 4,347 square feet of thoughtfully designed living space, this impressive 5-bedroom home features 3 full baths and 1 half bath, combining timeless elegance with modern comfort. Newly refinished hardwood floors flow throughout the home, while

  Lynne Murphy Berkshire Hathaway NE Prop.

  293 Sturges Ridge Rd, Wilton, CT 06897
• 

  

  /31

  $3,350,000

  • 6 Beds
  • 7 Baths
  • 6,899 Sq Ft

  112 Vista Rd, Wilton, CT 06897

  Located moments from Wilton Town Center, this fully reimagined 6-bedroom, 5.2-bath residence blends timeless character with modern luxury. Set on more than two pristine acres with a designated pool site and overlooking the Silvermine River, the home has been extensively renovated, showcasing exceptional craftsmanship and thoughtful design throughout. The interior features 9-foot ceilings,

  Jennifer Dineen Houlihan Lawrence

  112 Vista Rd, Wilton, CT 06897

Showing Results 41 - 80, Page 2 of 3