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Georgetown, CT Homes for Sale

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  • /40

    $999,000

    $200K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,827 Sq Ft

    305 Olmstead Hill Rd, Wilton, CT 06897

    This iconic mid-century modern home offers a rare blend of architectural character and natural beauty, situated on two private acres along Olmstead Hill-one of Wilton's designated scenic roads. Designed in 1958 by architect Robert Van Summern (whose work has been featured in The New York Times) as his first family residence, the home thoughtfully integrates timeless design with its serene, wooded

    Diane Millas William Raveis Real Estate

    305 Olmstead Hill Rd, Wilton, CT 06897
  • /39

    $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
  • /40

    $1,995,000

    • 5 Beds
    • 5.5 Baths
    • 4,352 Sq Ft

    152 High Ridge Ave, Ridgefield, CT 06877

    Discreetly tucked along coveted High Ridge Avenue, just moments from Ridgefield's vibrant village center, this exceptional residence captures the essence of classical architecture & refined sensibility. Privately embraced by beautifully curated landscaping, the property offers the rare combination of walk-to-town convenience & privacy. Thoughtfully designed w/impeccable craftsmanship, interiors

    Karla Murtaugh Compass Connecticut, LLC

    152 High Ridge Ave, Ridgefield, CT 06877
  • /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
  • /25

    $1,149,000

    $40K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,851 Sq Ft

    24 N Calvin Rd, Weston, CT 06883

    Welcome to 24 N Calvin Rd, an exceptional residence set in the prestigious enclave of Weston, where timeless elegance meets serene New England beauty. Perfectly positioned on a private, picturesque setting, this distinguished home offers a rare combination of sophistication, comfort, and refined living. Thoughtfully designed with attention to detail, the home features expansive, light-filled

    Irsannia Gallardo eRealty Advisors, Inc.

    24 N Calvin Rd, Weston, CT 06883
  • /28

    $759,000

    • 2 Beds
    • 2.5 Baths
    • 1,394 Sq Ft

    8 Glen Ridge Unit 8, Wilton, CT 06897

    This beautiful, light-filled townhome is located in Glen River, one of Wilton's most sought-after communities. Offering the perfect blend of style, comfort, and convenience, the home features updated kitchen and baths, fresh hardwood floors, and thoughtful details throughout. The updated kitchen boasts modern finishes and stainless steel appliances, creating a clean, functional space for everyday

    Ellen Garcia Brown Harris Stevens

    8 Glen Ridge Unit 8, Wilton, CT 06897
  • /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
  • /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
  • /37

    $2,679,000

    $171K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 7,200 Sq Ft

    20 Cherry Ln, Wilton, CT 06897

    Move right in! This gorgeous Georgian Colonial private home is set on nearly 2.5 of flat, landscaped acres. Boarding 50 acres of protected conservation land, you will feel the privacy and serenity of this grand entrance the moment you drive up. Offering over 7200 sqft, and an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for

    Molly Rubins NestSeekers International

    20 Cherry Ln, Wilton, CT 06897
  • /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
  • /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
  • /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
  • /38

    $995,000

    Open Sat 11AM - 1PM Coming Soon
    • 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
  • /40

    $1,100,000

    • 3 Beds
    • 3.5 Baths
    • 2,508 Sq Ft

    24 Island Hill Ave, Ridgefield, CT 06877

    Perfectly positioned on a quiet in-town street with no through traffic, this classic 1948 Cape offers the rare combination of privacy, neighborhood charm, and exceptional walkability. Set on a beautifully landscaped half-acre, the home blends timeless character with thoughtful updates, including refinished hardwood floors and a freshly painted exterior. Sun-filled living spaces feature detailed

    Adam Hade Compass Connecticut, LLC

    24 Island Hill Ave, Ridgefield, CT 06877
  • /34

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 2,111 Sq Ft

    29 Lonetown Rd, Redding, CT 06896

    Welcome to 29 Lonetown Road, a timeless 1915 Colonial, where historic character, thoughtful updates and an extraordinary setting come together. Set on 1.5 picturesque acres, this lovingly maintained home has been cherished by the same family for more than 36 years and is ready for its next chapter. Inside, original hardwood floors, built-ins and beautiful period details create warmth and

    Brianna Carvalho Compass Connecticut, LLC

    29 Lonetown Rd, Redding, CT 06896
  • /38

    $995,000

    • 3 Beds
    • 3 Baths
    • 2,302 Sq Ft

    25 Olmstead Ln, Ridgefield, CT 06877

    A wonderful opportunity to live within walking distance to town, this expansive home offers a flexible and inviting layout throughout. The light-filled eat-in kitchen features granite countertops, a skylight, abundant cabinetry, and built-ins, and a water purifier. The spacious dining room features sliders leading to a large multi-tiered deck. The main level also includes a welcoming living room

    Tim Dent Coldwell Banker Realty

    25 Olmstead Ln, Ridgefield, CT 06877
  • /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
  • /39

    $1,249,000

    $51K 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
  • /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
  • /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
  • /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
  • /31

    $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
  • /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
  • /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
  • /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
  • /39

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 3,298 Sq Ft

    26 Hulda Hill Rd, Wilton, CT 06897

    Set on over 2 private acres, this 2,800+ square foot home captures the clean lines and connection-to-nature spirit of mid-century design. A thoughtfully updated retreat (Roof, deck, garage doors, windows in primary bedroom, driveway all recently updated) just under a mile from the Cannondale train station, this is effortless commuting paired with total seclusion at home. Step inside to a dramatic

    Kim Burke Berkshire Hathaway NE Prop.

    26 Hulda Hill Rd, Wilton, CT 06897
  • /40

    $899,000

    • 4 Beds
    • 4 Baths
    • 3,594 Sq Ft

    123A Peaceable St, Redding, CT 06896

    Expansive colonial home on 2.62 private acres in top West Redding location with mature trees & flowers, stone walls, large deck for outdoor enjoyment, & 3 car garage. This light-filled home offers a grand foyer with two story staircase, open to the adjoining living room & dining room for ease of entertaining. The elegant living room features custom millwork including the impressive coffered

    Laura Ancona William Pitt Sotheby's Int'l

    123A Peaceable St, Redding, CT 06896
  • /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
  • /29

    $1,000,000

    • 3 Beds
    • 2.5 Baths
    • 2,026 Sq Ft

    267 Newtown Turnpike, Weston, CT 06883

    Tucked behind classic wood rail fencing and stone walls, this beautifully updated Colonial offers the perfect blend of charm, privacy and modern comfort. Improvements include newly renovated baths, new windows, new roof, new kitchen appliances and several other updates that have created a move in ready appeal. Inside, a welcoming floor plan features formal living and dining rooms with French

    Jen Kass Higgins Group Bedford Square

    267 Newtown Turnpike, Weston, CT 06883
  • /18

    $3,895,000

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 6,000 Sq Ft

    8 Norfield Woods Rd, Weston, CT 06883

    Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to secure your forever home on a private Lower Weston cul-de-sac. Take advantage of your opportunity to live in the most convenient Weston location within minutes of their top rated schools and town center. Plus enjoy the convenience

    Lauren Turner Corcoran Centric Realty

    8 Norfield Woods Rd, Weston, CT 06883
  • /39

    $1,300,000

    • 4 Beds
    • 3 Baths
    • 2,882 Sq Ft

    41 Silver Hill Rd, Ridgefield, CT 06877

    Completely renovated from top to bottom, this stunning 4bedroom, 3bath home blends modern luxury with timeless comfort. Set on 1.16 acres of beautifully landscaped grounds and mature trees, the property offers privacy, elegance, and exceptional indooroutdoor living. The renovated kitchen is designed to impress, featuring custom cabinetry, Carrera marble countertops, builtin KitchenAid

    Ken Morris Coldwell Banker Realty

    41 Silver Hill Rd, Ridgefield, CT 06877
  • /40

    $2,195,000

    • 5 Beds
    • 5.5 Baths
    • 5,131 Sq Ft

    159 Newtown Turnpike, Weston, CT 06883

    This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an

    Peter Depalo William Raveis Real Estate

    159 Newtown Turnpike, Weston, CT 06883
  • /38

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 3,876 Sq Ft

    299 Redding Rd, Redding, CT 06896

    Experience modern luxury in this beautifully renovated Colonial. Newly seeded lawn! A grand double-door entry opens to a bright foyer. The all-new gourmet chef's kitchen boasts a massive waterfall quartz island, high-end appliances, and pot filler. The open-concept main level flows into a spacious living room with brick fireplace, while a secondary family room features a dramatic floor-to-ceiling

    Natalia Rathbauer William Pitt Sotheby's Int'l

    299 Redding Rd, Redding, CT 06896
  • /29

    $1,050,000

    • 4 Beds
    • 2.5 Baths
    • 2,060 Sq Ft

    Unlisted Address

    Jewel box of a home set on almost 2 acres surrounded by nature. Nothing to do but move into this picture-perfect home and enjoy! From the 15'x12' screened-in porch to the new gravel fire pit to the 179-acre state-protected park (Woodcock Nature Center) in your backyard, you will be able to enjoy nature at its finest. Inside the home, there are 8 rooms with hardwood floors, new doors on the

    Lonnie Shapiro Coldwell Banker Realty

    Unlisted Address
  • /40

    $2,450,000

    $425K PRICE DROP
    • 7 Beds
    • 8 Baths
    • 9,595 Sq Ft

    7 Old Hyde Rd, Weston, CT 06883

    Privately set off a secluded drive on a level acre in a premier Weston location, this exceptional custom home is the epitome of understated luxury and timeless elegance. The home is distinguished by its extraordinary craftsmanship, exquisite architectural detail & generously proportioned rooms throughout.The rich custom millwork,refined moldings, soaring ceilings & harmonious spaces create an

    Sandra Calise Cenatiempo Settlers & Traders

    7 Old Hyde Rd, Weston, CT 06883
  • /34

    $7,495,000

    • 6 Beds
    • 11 Baths
    • 7,528 Sq Ft

    229 Umpawaug Rd, Redding, CT 06896

    Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

    Stacy Young William Raveis Real Estate

    229 Umpawaug Rd, Redding, CT 06896
  • /40

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 2,467 Sq Ft

    11 Fire Hill Ln, Redding, CT 06896

    Designed by acclaimed architect George Van Geldern, this exceptional mid-century modern residence is a rare opportunity to own an architecturally significant home that blends timeless design with its natural surroundings. Tucked away on a quiet cul-de-sac in one of Redding's most picturesque locations, 11 Fire Hill Lane is set on two private, park-like acres, offering the perfect balance of

    Blair Hamilton Coldwell Banker Realty

    11 Fire Hill Ln, Redding, CT 06896
  • /40

    $1,085,000

    Pre-Foreclosure
    • 4 Beds
    • 3 Baths
    • 3,300 Sq Ft

    311 Mountain Rd, Wilton, CT 06897

    Beautifully situated on a spacious corner lot, this exceptional home enjoys the added privacy of a quiet dead-end street as its crossroad. Offering over 3,300 sq. ft of living space, this versatile floor plan provides generous room for today's lifestyle w/ endless possibilities for customization. The bright & inviting main level features a spacious living room, dining area, updated kitchen w/

    Denise Napoleone William Raveis Real Estate

    311 Mountain Rd, Wilton, CT 06897
  • /46

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 2,936 Sq Ft

    50 Elmwood Rd, South Salem, NY 10590

    Elegant Retreat tucked in the heart of South Salem nestled on nearly 3 acres of scenic countryside. This beautifully maintained center hall Colonial offers the perfect blend of space, comfort, and modern convenience. Classic style with all 4 generous bedrooms on the second level, this home boasts a recently updated country kitchen & all new hardwood floors throughout. Dual fireplace with vaulted

    Giancarlo Pecora eXp Realty

    50 Elmwood Rd, South Salem, NY 10590

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