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Georgetown, CT Homes for Sale with Pool

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  • /35

    $1,299,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 3.5 Baths
    • 2,958 Sq Ft

    181 Georgetown Rd, Weston, CT 06883

    Welcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautifully blends historic character with modern comfort. Rich in period charm and thoughtfully updated for today's lifestyle, this inviting 4/5-bedroom, 3.5-bath residence offers nearly 3,000 square feet of living space set amidst picturesque grounds designed for year-round enjoyment. Inside, original

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    181 Georgetown Rd, Weston, CT 06883
  • /40

    $3,149,000

    $346K PRICE DROP
    • 7 Beds
    • 8 Baths
    • 11,075 Sq Ft

    214 Good Hill Rd, Weston, CT 06883

    Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with

    John Schiaroli Coldwell Banker Realty

    214 Good Hill Rd, Weston, CT 06883
  • /40

    $1,775,000

    • 4 Beds
    • 4 Baths
    • 3,822 Sq Ft

    129 Davis Hill Rd, Weston, CT 06883

    Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary

    Georgia Wasserman Coldwell Banker Realty

    129 Davis Hill Rd, Weston, CT 06883
  • /40

    $7,995,000

    • 8 Beds
    • 9 Baths
    • 8,934 Sq Ft

    236 & 250 Main St, Ridgefield, CT 06877

    Unprecedented opportunity to purchase two landmark, historic residences, situated side by side on Ridgefield's beloved Main St., which have been developed into an unparalleled lifestyle compound. This once in a lifetime sale includes the treasured Hawley House at 236 Main St. - Ridgefield's oldest home, on its original lot (5) which was built by the proprietors in 1713 for the Rev. Thomas Hawley,

    Laura Ancona William Pitt Sotheby's Int'l

    236 & 250 Main St, Ridgefield, CT 06877
  • /40

    $1,750,000

    Open Sat 1PM - 3PM
    • 6 Beds
    • 5 Baths
    • 4,348 Sq Ft

    81 Trails End Rd, Weston, CT 06883

    A true family home incorporating 12 rooms 6 bedrooms 5 full baths, including a ground floor ensuite InLaw apartment,and 2 bedrooms The Premiere ensuite owners bedroom is on the second floor with a walk in shower and tub.Three other second floor bedrooms with two sitting areas with fire place , 2 bathrooms and an office leading to a second floor sun large family room next to the deck. A second W/D

    Peter Sullivan Camelot Real Estate

    81 Trails End Rd, Weston, CT 06883
  • /40

    $3,495,000

    • 5 Beds
    • 8 Baths
    • 9,032 Sq Ft

    253 Rivergate Dr, Wilton, CT 06897

    Handsomely set on two private, resort-like acres, this timeless Nantucket-style residence offers the feel of a secluded family compound. Adjacent to a 21-acre wildlife preserve along the west bank of the Saugatuck River, the setting invites fishing by the river and peaceful walks along scenic trails through the surrounding natural landscape. Custom built by celebrated architect Tim Geitz, the

    Michelle Genovesi William Raveis Real Estate

    253 Rivergate Dr, Wilton, CT 06897
  • /40

    $1,449,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 3.5 Baths
    • 4,147 Sq Ft

    59 Rising Ridge Rd, Ridgefield, CT 06877

    It doesn't get better than this! State of the art remodeled home in Ridgefield's favorite neighborhood, Twin Ridge, on 1.05 level acres with Belgian block lined circular drive & resort like pool entertaining area. This sophisticated home offers a modern open floor plan with top of the line designer appointments throughout. Made for entertaining, this light filled home offers 4,147 sf of living

    Laura Ancona William Pitt Sotheby's Int'l

    59 Rising Ridge Rd, Ridgefield, CT 06877
  • /17

    $439,900

    $30K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft

    8 Stebbins Close Unit 8, Ridgefield, CT 06877

    Large 2BR + den, LR w/fireplace. Very spacious! Sliders off LR to rear balcony overlooking a large lawn area to stonewall towards Main Street. Plenty of guest parking. INTERIOR NEWLY PAINTED, BATHROOMS REFRESHED WITH NEWLY GROUTED TILE. THERE IS A $10,000 ALLOWANCE FOR NEW FLOORING AND OTHER DESIRED IMPROVEMENTS. TERRIFIC VALUE!

    Charlie Knoche Coldwell Banker Realty

    8 Stebbins Close Unit 8, Ridgefield, CT 06877
  • /32

    $1,250,000

    • 5 Beds
    • 4 Baths
    • 4,344 Sq Ft

    195 Steep Hill Rd, Weston, CT 06883

    Surrounded by nature and complete privacy, this unique home offers a peaceful retreat with exceptional indoor-outdoor living. A large, welcoming entry foyer features tile flooring and a skylight that fills the space with abundant natural light. Hardwood floors and custom windows are found throughout the home.The main level showcases a spacious living room with a wood-burning fireplace and walls

    Jenny Walsh Coldwell Banker Realty

    195 Steep Hill Rd, Weston, CT 06883
  • /40

    $5,495,000

    • 4 Beds
    • 4.5 Baths
    • 5,778 Sq Ft

    250 Main St, Ridgefield, CT 06877

    Welcome to one of Main Street's most recognizable homes, the iconic & brightly colored Gothic Revival Victorian, built Ca. 1826, offering an exceptionally private & expansive 1.94 acre lot plus a separate 3,684 sf Carriage/Pool House. Working with Peter Coffin, Architect, & the Historic District Commission, the home underwent a meticulous full restoration/renovation, thoughtfully balancing

    Laura Ancona William Pitt Sotheby's Int'l

    250 Main St, Ridgefield, CT 06877
  • /38

    $2,250,000

    • 5 Beds
    • 3.5 Baths
    • 6,087 Sq Ft

    261 Wilton Rd W, Ridgefield, CT 06877

    Legendary Seymour Farm is a rare offering where historic pedigree & modern luxury converge in one of Ridgefield's most captivating settings. Circa 1847, this iconic homestead has been thoughtfully transformed for today's lifestyle while preserving the extraordinary character, craftsmanship & architectural details that make it truly irreplaceable. Spanning over 6,087 square feet of beautifully

    Karla Murtaugh Compass Connecticut, LLC

    261 Wilton Rd W, Ridgefield, CT 06877
  • /16

    $249,500

    • 1 Bath
    • 485 Sq Ft

    84 Wilton Crest Rd Unit 84, Wilton, CT 06897

    Ground-level condominium offering an open studio layout with hardwood flooring and an updated bathroom. The large sliding glass door opens to a private patio, bringing in natural light and extending the living space outdoors. A generous double closet area provides flexibility and can be used as a bedroom space or home office. Residents of Wilton Crest enjoy a variety of amenities, including a

    Kris Lippi Get Listed Realty

    84 Wilton Crest Rd Unit 84, Wilton, CT 06897
  • /36

    $2,795,000

    • 5 Beds
    • 6 Baths
    • 6,378 Sq Ft

    170 Branchville Rd, Ridgefield, CT 06877

    An extraordinary expression of timeless elegance and refined living, this stunning Nantucket-style residence is set amidst 2.33 acres of meticulously landscaped grounds and enhanced by a spectacular heated gunite pool and spa, beautifully integrated into the property's lush and private surroundings. A grand two-story marble foyer framed by stately columns opens directly into the living room with

    Carol Hanlon Coldwell Banker Realty

    170 Branchville Rd, Ridgefield, CT 06877
  • /29

    $674,900

    Open Sun 1PM - 3PM Coming Soon
    • 2 Beds
    • 2.5 Baths
    • 1,506 Sq Ft

    19 Prospect Ridge Unit 31, Ridgefield, CT 06877

    Mere steps from the heart of town, this well-maintained townhome offers the perfect blend of convenience, charm, and community. Located in the highly sought-after Quail Ridge complex, one of Ridgefield's most desirable communities, this 2-bedroom, 2.5-bath home provides a rare opportunity to enjoy an exceptional in-town lifestyle. Beautiful hardwood flooring spans much of the living space, while

    Rudy Marciano Keller Williams Realty

    19 Prospect Ridge Unit 31, Ridgefield, CT 06877
  • /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
  • /29

    $775,000

    Open Sun 12PM - 1PM
    • 2 Beds
    • 2.5 Baths
    • 2,837 Sq Ft

    120 Prospect St Unit 29, Ridgefield, CT 06877

    Spaciousness. Privacy. Peace & quiet. Words not often heard about condo living! Welcome to one of the largest and most desirable homes in Prospect Woods. 2837 total, livable sq ft includes the unique 25x17 finished LL with door for rear access. Perfectly positioned to offer remarkable privacy & to capture unobstructed views, this spacious townhome offers exceptional living space, abundant natural

    Debi Orr Keller Williams Realty

    120 Prospect St Unit 29, Ridgefield, CT 06877
  • /36

    $2,599,000

    • 5 Beds
    • 6 Baths
    • 6,062 Sq Ft

    8 Wedges Field, Weston, CT 06883

    What if your primary residence and your vacation getaway were one and the same? Set on 2.56 private river-fed pond acres in coveted Lower Weston, 8 Wedges Field makes that question feel less like a fantasy and more like a Tuesday. Built by Michael Greenberg with the craft his homes are known for: antique wide plank chestnut floors, hand-hewn beams, custom millwork, soaring ceilings, and windows

    Jesse Shafer Compass Connecticut, LLC

    8 Wedges Field, Weston, CT 06883
  • /39

    $2,695,000

    • 2 Beds
    • 3 Baths
    • 2,254 Sq Ft

    52 Valley Forge Rd, Weston, CT 06883

    Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens,

    Laurie Crouse Coldwell Banker Realty

    52 Valley Forge Rd, Weston, CT 06883
  • /27

    $499,000

    • 2 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    9 Lawson Ln, Ridgefield, CT 06877

    Turnkey, rarely available townhouse in the heart of Ridgefield with attached garage. This beautifully updated 2-bedroom home offers a clean, fresh, and airy feel with an open, flexible floor plan ideal for today's lifestyle. The brand-new kitchen features quartz countertops, and new appliances, flowing seamlessly into the living and dining areas. Freshly painted throughout with new flooring and

    Amy Grossfeld Houlihan Lawrence

    9 Lawson Ln, Ridgefield, CT 06877
  • /40

    $777,000

    • 2 Beds
    • 3 Baths
    • 1,320 Sq Ft

    66 Glen View, Wilton, CT 06897

    Turnkey LUXURY condo living in the heart of Wilton. Welcome to your ultimate move in ready maintenance free oasis! 2 Bedrooms plus a Den, Office, LR, DR and new Kitchen with 3 Full Baths, offering the perfect blend of modern sophistication, effortless functionality and unbeatable location. No detail has been spared with truly nothing to do but unpack and start living the good life! Main living

    Mary Bozzuti Higgins William Pitt Sotheby's Int'l

    66 Glen View, Wilton, CT 06897
  • /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
  • /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
  • /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
  • /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
  • /40

    $2,679,000

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

    20 Cherry Ln, Wilton, CT 06897

    20 Cherry Lane is a rare Georgian Colonial estate set on nearly 2.5 flat, manicured acres bordering 50 acres of protected conservation land and hiking trails. Offering over 7200 sqft, with an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for entertaining and everyday living, the renovated chef's kitchen features double

    Molly Rubins NestSeekers International

    20 Cherry Ln, Wilton, CT 06897
  • /37

    $1,149,000

    $150K 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
  • /40

    $869,900

    • 3 Beds
    • 3 Baths
    • 2,182 Sq Ft

    119 Peaceable St, Redding, CT 06896

    Welcome to 119 Peaceable Street! Set on over 5 private acres in one of Redding's most picturesque settings, this lovingly maintained 3-bedroom, 3-bath home is being offered for the first time by its original owners. Thoughtfully cared for throughout the years, the home reflects pride of ownership at every turn. Large windows throughout the home flood the interior with natural light, creating

    Brian Insdorf Schunk Realty Group

    119 Peaceable St, Redding, CT 06896
  • /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
  • /39

    $1,799,000

    Open Sun 12PM - 2PM
    • 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
  • /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

    $1,495,000

    • 5 Beds
    • 3.5 Baths
    • 3,892 Sq Ft

    63 Holmes Rd, Ridgefield, CT 06877

    Stunningly renovated 5BR, 3.5BA Colonial offering nearly 4,000 SF of thoughtfully reimagined living space in one of Ridgefield's most desirable neighborhoods. Designed for today's lifestyle, the spectacular open-concept main level has been completely remodeled & features a show-stopping chef's kitchen w/10' quartzite island, new appliances, walls of windows, custom built-ins & exceptional flow

    Sarah Patterson Coldwell Banker Realty

    63 Holmes Rd, Ridgefield, CT 06877
  • /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
  • /38

    $3,575,000

    • 4 Beds
    • 7 Baths
    • 5,958 Sq Ft

    610 Cheese Spring Rd, New Canaan, CT 06840

    Welcome to this stunning custom shingle-style residence set amid sweeping lawns, mature flowering trees, and beautiful natural surroundings in one of New Canaan's most picturesque settings.This exceptional 4/5-bedroom residence blends timeless New England architecture with modern living and refined architectural detail throughout. The cathedral-ceiling living room with fireplace, walls of

    Bettina Hegel Brown Harris Stevens

    610 Cheese Spring Rd, New Canaan, CT 06840
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