Fairfield County CT Homes for Sale with Pool

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  /40

  $2,999,000

  • 4 Beds
  • 7 Baths
  • 6,766 Sq Ft

  226 Nod Hill Rd, Wilton, CT 06897

  A waterfront Shangri-La! Situated on Popes/Streets Pond in picturesque Nod Hill, this detail rich colonial is one of few waterfront homes in all of Wilton. Immerse yourself in nature and privacy as if you're in VT or NH while residing just 50 miles from midtown NYC! Situated on 2.43 acres, this residence offers every feature/amenity one could ask for & w/high-style! Prominent views can be enjoyed

  Jon Magnotta Outlook Realty

  226 Nod Hill Rd, Wilton, CT 06897
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  /20

  $5,850,000

  • 5 Beds
  • 5.5 Baths
  • 8,818 Sq Ft

  12 Dwight Ln, Greenwich, CT 06831

  Experience the charm of a genuine 17th-century Elizabethan manor, meticulously reconstructed on over four acres of beautifully landscaped grounds showcasing exquisite gardens, stunning masonry, and exceptional amenities. Located on a picturesque private lane, this home preserves the architectural essence of a classic English manor, featuring historic wooden beams sourced and carefully dismantled

  Yashmin Lloyds Compass Connecticut, LLC

  12 Dwight Ln, Greenwich, CT 06831
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  /40

  $3,495,000

  • 5 Beds
  • 4 Baths
  • 5,133 Sq Ft

  19 Skymeadow Dr, Stamford, CT 06903

  Welcome to The Benjamin Weed House-an extraordinary 5-bed, 4-bath estate set on 3.5 lush acres. Thoughtfully expanded over time, this historic home and property blends timeless charm with modern luxury. High ceilings, wide plank hardwood floors, and exceptional craftsmanship shine throughout. The gourmet kitchen features a Sub-Zero fridge, Wolf cooktop, and granite countertops as well as a large

  Laurie Cingari Berkshire Hathaway NE Prop.

  19 Skymeadow Dr, Stamford, CT 06903
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  /38

  $325,000

  • 1 Bed
  • 1 Bath
  • 943 Sq Ft

  1 Vine Ln Unit 1, Ridgefield, CT 06877

  Washer and Dryer in Unit! Sun splashed upper level end unit offers turnkey comfort in a quiet, well kept complex. Inside, find an airy living room with a soaring vaulted ceiling, oversized window wall, and a storage loft. The open dining area features custom-built-ins that leads to a spotless kitchen equipped with newer stainless appliances. A large bedroom provides abundant closet space with

  Stephanie Heering Houlihan Lawrence

  1 Vine Ln Unit 1, Ridgefield, CT 06877
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  /39

  $529,900

  • 3 Beds
  • 2.5 Baths
  • 1,883 Sq Ft

  6 Faith Ln Unit 6, Danbury, CT 06810

  Welcome to this beautifully updated tri-level condo offering 3 spacious bedrooms, 2.5 bathrooms, and a versatile layout perfect for modern living. The heart of the home is the fully remodeled kitchen featuring sleek cabinetry, quartz countertops, stainless steel appliances, and an open floor plan that flows seamlessly into the dining and living areas - ideal for entertaining and everyday comfort.

  Lori Campbell Coldwell Banker Realty

  6 Faith Ln Unit 6, Danbury, CT 06810
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  /37

  $4,895,000

  • 7 Beds
  • 7.5 Baths
  • 9,035 Sq Ft

  26 Morningside Dr S, Westport, CT 06880

  Welcome to 26 Morningside Drive South - the first completed residence in the prestigious Sherwood Estates at Greens Farms, where timeless heritage and modern luxury meet. This newly built, four-story home is a masterclass in design, set in one of Westport's most sought-after neighborhoods. Every element has been thoughtfully curated to elevate daily living and impress when entertaining. Step

  John Schiaroli Coldwell Banker Realty

  26 Morningside Dr S, Westport, CT 06880
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  /27

  $3,895,000

  • 6 Beds
  • 7 Baths
  • 5,510 Sq Ft

  2 Webb Rd, Westport, CT 06880

  Welcome to everything you've ever wanted! NEW CONSTRUCTION, Pool, cul-de-sac, in a neighborhood that is great for walking and biking in central Westport. Walk to Post Rd shops/restaurants, Winslow dog park, even Main St., Library, and the Levitt Pavilion! 6 bedrooms/5 full baths/ 2 half baths. 4 finished floors of living space. Gunite Pool w/Automatic Safety Cover and Room for Cabana. HUGE, FLAT

  Lori Popkin Coldwell Banker Realty

  2 Webb Rd, Westport, CT 06880
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  /38

  $4,350,000

  • 5 Beds
  • 6.5 Baths
  • 5,257 Sq Ft

  331 Round Hill Rd, Greenwich, CT 06831

  Built in 1758 and masterfully updated, 331 Round Hill Road offers a rare opportunity where historic character and modern comfort exist in perfect balance. Wide-plank floors, hand-hewn beams, and wood-burning fireplaces showcase early American craftsmanship, while a reimagined kitchen with premium appliances and renovated baths provides seamless functionality. The large living room offers a quiet

  Jack Sarsen Compass Connecticut, LLC

  331 Round Hill Rd, Greenwich, CT 06831
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  /40

  $935,000

  • 4 Beds
  • 2.5 Baths
  • 3,270 Sq Ft

  76 Farview Farm Rd, Redding, CT 06896

  Fabulous Farview Farms home w/ neighborhood pool & tennis! The gorgeously landscaped 2-acre property, with a circular driveway, classic stone walls & a lush perennial garden, sets the tone for what's inside this beautiful 4BR contemporary. Spacious main level rooms are bathed in natural light from many oversized windows and there is a wonderful flow that makes entertaining a breeze. The stunning

  Tim Dent Coldwell Banker Realty

  76 Farview Farm Rd, Redding, CT 06896
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  /40

  $3,749,000

  • 5 Beds
  • 4.5 Baths
  • 6,661 Sq Ft

  2683 Bronson Rd, Fairfield, CT 06824

  Located in the heart of Greenfield Hill at the top of Bronson Road, this iconic Connecticut estate sits on 2+ beautifully landscaped acres with distant water views of Long Island Sound. Across from a majestically developed family and horse-farm compound and outside the historic district, this home blends old-world charm with modern comforts. Originally built in 1844 and significantly expanded and

  Tara Hawley Coldwell Banker Realty

  2683 Bronson Rd, Fairfield, CT 06824
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  /8

  $7,399,000

  • 6 Beds
  • 7.5 Baths
  • 8,035 Sq Ft

  7 Roshab Ln, Westport, CT 06880

  This listing includes 1000 SF pool house/ADU. Set on over 2 acres in one of Westport's most prestigious neighborhoods, this stunning new construction by HOBI award winner Rick Benson, blends modern luxury with timeless design. Surrounded by mature trees, the home offers privacy & serenity minutes from trains, shopping, & beaches. Inside, discover 6 spacious bedrooms, 7 full/1 half baths,

  Totney Benson Coldwell Banker Realty

  7 Roshab Ln, Westport, CT 06880
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  /24

  $480,000

  • 2 Beds
  • 2 Baths
  • 1,193 Sq Ft

  73 Riverside Ave Unit 3B, Stamford, CT 06905

  In ground pool for association use. One level open concept garden style apt with 2 bed and 2 full bath, fully renovated with large double slider to private deck surrounded by greenery.Granite countertops and white shaker cabinets, fully tiled and modern bathrooms, one with shower and other with bathtub. Full sized washer and dryer for laundry in closet. Plenty of Closet space, and storage bin in

  Lilian Fong Park Allyn Realty Associates

  73 Riverside Ave Unit 3B, Stamford, CT 06905
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  /40

  $5,700,000

  • 5 Beds
  • 9 Baths
  • 7,070 Sq Ft

  294 Maple Rd, Easton, CT 06612

  A rare offering, this Gambrel shingle-style estate is a sanctuary on over 15 acres with a lake and separate building lot-ideal for equestrian pursuits or a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood

  Linda Toscano Coldwell Banker Realty

  294 Maple Rd, Easton, CT 06612
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  /40

  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 4,778 Sq Ft

  481 Ridgefield Rd, Wilton, CT 06897

  Quietly sited atop of a serene two-acre lot, this wonderful home is a rare find. A perfect blend of charming colonial and fabulous modern barn addition. This is the home people gravitate to for fun, relaxing and living your best life! This home boasts some of the best entertaining spaces in Wilton. The sun flooded great room with wood burning fireplace and +30' ceilings is AWESOME - in the true

  Pat Saviano Coldwell Banker Realty

  481 Ridgefield Rd, Wilton, CT 06897
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  /40

  $3,450,000

  • 5 Beds
  • 5 Baths
  • 3,561 Sq Ft

  6 Over Rock Ln, Westport, CT 06880

  Showings start Wednesday afternoon. Welcome to 6 Over Rock Lane - a stunning 1920s colonial retreat in the heart of Westport, Connecticut. Created by renowned designer Dan Barsanti and artist Rena Levine, it blends timeless New England charm with sophisticated modern living. A unique move-in opportunity with curated designer furniture offered. Set on a quiet, luxurious street in one of Westport's

  Judy Michaelis Coldwell Banker Realty

  6 Over Rock Ln, Westport, CT 06880
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  /37

  $1,700,000

  • 4 Beds
  • 2.5 Baths
  • 5,306 Sq Ft

  8 Hedgerow Common, Weston, CT 06883

  Tucked on a peaceful cul-de-sac in prime lower Weston, this contemporary gem is a rare find. Set on beautifully landscaped grounds with a sparkling pool, this 4-bedroom, 2.5-bath home offers an airy, sun-filled layout perfect for modern living. The spacious living room features a vaulted ceiling, wood-burning fireplace, wet bar, and sliders to the deck, creating an ideal flow for indoor-outdoor

  Dee Cohen Compass Connecticut, LLC

  8 Hedgerow Common, Weston, CT 06883
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  /36

  $430,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 1,618 Sq Ft

  75 Brittania Dr Unit 75, Danbury, CT 06811

  Welcome to this inviting 2 bedroom, 2.5 bath townhouse in the highly sought after Sterling Woods community in Danbury CT. You'll love the light filled eat-in kitchen with stainless appliances that opens to the living room with hardwood floors & a fireplace with sliding glass doors leading to a private deck. The spacious bedrooms are also light & bright with generous closet space. The finished

  Christine Fairchild Coldwell Banker Realty

  75 Brittania Dr Unit 75, Danbury, CT 06811
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  /40

  $2,895,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 4,643 Sq Ft

  44 Scofield Farms, Darien, CT 06820

  Nestled at the end of a serene cul-de-sac is a 4-acre sanctuary where luxury and enchantment intertwine. Designed for the ultimate entertainer, the heated pool, complete with a swim-up bar, invites endless summer soirees under the stars, while the adjacent outdoor kitchen transforms every gathering into a culinary spectacle. A full tennis court and full basketball court promises spirited matches

  Melissa Engel Douglas Elliman of Connecticut

  44 Scofield Farms, Darien, CT 06820
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  /36

  $409,000

  • 2 Beds
  • 1.5 Baths
  • 1,112 Sq Ft

  1006 Sienna Dr Unit 1006, Danbury, CT 06810

  Welcome to 1006 Sienna Drive in Arlington Woods! This 2 bedroom, 3 level townhouse is located in a quiet area of the complex with plenty of guest parking nearby. Enjoy nice days on the private deck surrounded by nature or hang out on your patio accessed from your walk-out lower level den which could make a great office space or playroom or may function as an additional guest room. Primary bedroom

  Demaree Cooney Coldwell Banker Realty

  1006 Sienna Dr Unit 1006, Danbury, CT 06810
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  /28

  $335,000

  • 1 Bed
  • 1 Bath
  • 925 Sq Ft

  3 Orange Ln Unit 3, Ridgefield, CT 06877

  Welcome to easy living in this beautifully updated 1-bedroom, 1-bath first-floor condo nestled in the desirable Fox Hill community with your own private entrance. Offering 925 square feet of well-designed space, this home features an open-concept living area that flows seamlessly onto a private wood deck-perfect for morning coffee or unwinding after a long day. Inside, you'll find stunning

  Heather Payne Coldwell Banker Realty

  3 Orange Ln Unit 3, Ridgefield, CT 06877
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  /22

  $439,000

  • 1 Bed
  • 1.5 Baths
  • 1,066 Sq Ft

  2437 Bedford St Unit E5, Stamford, CT 06905

  Lovely 1-Bedroom, 1.5-Bath Townhouse-Style Condo in the Sought-After Chesterfield Complex - a gated community with 24-hour security and a serene, park-like setting in the heart of Mid-City Stamford. This sunny corner unit features a bright eat in kitchen with tall ceilings, skylight, window, granite countertops. The spacious living and dining areas offer an ideal layout for everyday living and

  Vi Iaropoli Coldwell Banker Realty

  2437 Bedford St Unit E5, Stamford, CT 06905
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  /39

  $2,200,000

  • 5 Beds
  • 7 Baths
  • 6,422 Sq Ft

  4 Lyons Plain Rd, Weston, CT 06883

  This stunning Colonial sits proudly on a beautifully landscaped 2-acre lot on the corner of Coley Drive, just over the Westport line in Lower Weston. Enjoy the best of both towns with easy access to the Merritt, train, Longshore, The Y and Compo beach. Perfectly situated for walking and biking on neighboring streets, the property features a heated in-ground pool, gorgeous bluestone patio and

  Julie Vanderblue Higgins Group Real Estate

  4 Lyons Plain Rd, Weston, CT 06883
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  /38

  $1,595,000

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

  156 Main St, Ridgefield, CT 06877

  Prime Main Street Location - Stunning transitional style Cape Cod residence - tucked down a private lane in one of Ridgefield's most desirable in-town locations. This exceptional 3 Bedroom home has undergone a full top-to-bottom renovation by top builder, Pelham Homes. The result is a flawless blend of transitional style and timeless architecture, with a sophisticated aesthetic designed for a

  Karla Murtaugh Compass Connecticut, LLC

  156 Main St, Ridgefield, CT 06877
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  /28

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  83 Minor Ave, Stratford, CT 06615

  Charming late 19th-century colonial home with over 2000 sq. ft. in the Housatonic River area, offering water views. The interior features 9-foot ceilings and exquisite woodwork, with eat in kitchen and brand new hardwood floors on main level. Three bedrooms with a den that currently doubles as a fourth bedroom. This spacious two-story colonial boasts stained glass windows that preserve its

  Courtney McManus The Agency

  83 Minor Ave, Stratford, CT 06615
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  /40

  $1,695,000

  • 4 Beds
  • 4 Baths
  • 5,072 Sq Ft

  171 Cross Hwy, Redding, CT 06896

  Welcome to your private country retreat, just 60 miles from Manhattan. Impeccably remodeled & expanded with sparkling new pool, available immediately to enjoy the summer. Majestic stone pillars lead to the sprawling front lawn & Victorian porch with swing. Upon entry, notice the 9' ceilings & gorgeous trim on all windows & walls, evoking classic New England design. The beautifully appointed music

  Laura Ancona William Pitt Sotheby's Int'l

  171 Cross Hwy, Redding, CT 06896
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  /54

  $8,250,000

  • 6 Beds
  • 10 Baths
  • 9,600 Sq Ft

  828 North St, Greenwich, CT 06831

  Pristine stone Georgian colonial set on over four acres of verdant level lawn in back country Greenwich. Custom built, this 9,600+/- SF home was crafted with high ceilings, custom moldings and superb attention to detail on all three levels serviced by an elevator. Stunning double height entry, elegant formal rooms, gourmet kitchen with sun-filled breakfast area adjoining double height family room

  Leslie McElwreath Sotheby's International Realty

  828 North St, Greenwich, CT 06831
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  /40

  $2,399,000

  • 6 Beds
  • 3.5 Baths
  • 4,032 Sq Ft

  708 Ponus Ridge, New Canaan, CT 06840

  Welcome to 708 Ponus Ridge! This exceptional 2.53-acre parcel offers the perfect blend of space, serenity, and opportunity. The flat, cleared grounds are framed by classic stone walls and expansive, manicured lawns, creating a peaceful, park-like setting. The backyard is a true retreat, featuring a classic rectangular pool, a enchanting pool house and summer kitchen-ideal for entertaining or

  Melissa Jones Houlihan Lawrence

  708 Ponus Ridge, New Canaan, CT 06840
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  /33

  $635,000

  • 2 Beds
  • 2 Baths
  • 1,342 Sq Ft

  25 Forest St Unit 11A, Stamford, CT 06901

  Welcome to The Classic, one of the most luxurious residencies in the heart of downtown Stamford. Featuring one-level living with 24 hr concierge. Relax at the Penthouse level Classic Club with style clubroom, fitness center, roof deck and spectacular indoor pool. Entertain at the Park with grills. This spacious 2BR/2BA with a Den/Dining Area 1350sqft has Extra Large Kitchen with granite counters

  Sharon Giglio Sharon Giglio Luxury Real Estate

  25 Forest St Unit 11A, Stamford, CT 06901
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  /36

  $659,900

  • 4 Beds
  • 2.5 Baths
  • 3,384 Sq Ft

  30 Hi Barlow Rd, Newtown, CT 06470

  Move-in ready and beautifully cared for, this classic Colonial sits on a private, scenic 2-acre lot in one of Newtown's most desirable neighborhoods. Filled with natural light, the home features hardwood floors, a bright and functional kitchen, and spacious living and dining areas ideal for everyday living or entertaining. The finished walkout lower level adds versatile space - perfect for a home

  Randolfo Cabrera eXp Realty

  30 Hi Barlow Rd, Newtown, CT 06470
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  /51

  $19,900,000

  • 7 Beds
  • 10 Baths
  • 18,000 Sq Ft

  37 Burying Hill Rd, Greenwich, CT 06831

  Custom designed and built to exacting standards, this phenomenal back country lakefront compound was built to exacting standards offering fabulous privacy and flexibility for families, guests and staff. Prominent local design build firm created a masterpiece that combines a pre war elegance with substantial entertaining and modern lifestyle amenities. Multiple structures, including a large pool

  Robert Johnson Brown Harris Stevens CT, LLC

  37 Burying Hill Rd, Greenwich, CT 06831
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  /37

  $3,550,000

  • 5 Beds
  • 4.5 Baths
  • 5,442 Sq Ft

  9 Milton Place, Norwalk, CT 06853

  This sun-filled shingle style colonial is just a block away from shops, restaurants, the Farmers market, and Five Mile River. Less than a mile from the beach, train station and everything else that Rowayton has to offer. Have dinner in town, and walk home with balmy breezes and sea air. The open kitchen with large dining area looks out over the private backyard and pool, with french doors leading

  Julie Carney William Raveis Real Estate

  9 Milton Place, Norwalk, CT 06853
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  /32

  $4,750,000

  • 4 Beds
  • 6.5 Baths
  • 8,886 Sq Ft

  61 High Ridge Ave, Ridgefield, CT 06877

  61 High Ridge Ave, a regal estate nestled in the heart of Ridgefield, CT's Historic District, with walking distance to downtown. Custom built in 1997, this exceptional property is anchored by a distinguished Stone Manor-a showcase of timeless elegance, expert craftsmanship, and dedication to quality. Spanning over 8,000 sq ft across 3 levels, the main residence features a stone facade, slate

  Brian Milton Compass Connecticut, LLC

  61 High Ridge Ave, Ridgefield, CT 06877
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  /29

  $632,000

  • 3 Beds
  • 2.5 Baths
  • 1,758 Sq Ft

  4 Deer Run Trail, Sherman, CT 06784

  Deer Run Shores with boat slip!! Totally renovated 3 bedroom 2.5 bath home with open layout. Center island kitchen with new stainless appliances. Hardwood floors. Primary bedroom with full bath and access to the full length deck. Other bedrooms have balcony access. Large lower level family room with brick fireplace. 2 car garage. Winter lake view. Lots of parking. Premier lake community with

  Joe Chemero Coldwell Banker Realty

  4 Deer Run Trail, Sherman, CT 06784
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  /39

  $1,290,000

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

  10 Wilton Hills, Wilton, CT 06897

  Exciting opportunity to live in the sought-after Wilton Hills community where residents enjoy low common charges and an easy lifestyle while enjoying summers by the pool. This complex is just minutes from the train, major highways, and the vibrant town centers of Wilton, Westport, and Norwalk, offering convenience at its best! This beautifully maintained 3-bedroom, 2.5-bath Colonial home is

  Tracy Armstrong Berkshire Hathaway NE Prop.

  10 Wilton Hills, Wilton, CT 06897
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  /49

  $2,650,000

  • 4 Beds
  • 4.5 Baths
  • 4,447 Sq Ft

  5 Whitney Dr, Greenwich, CT 06831

  Stone pillars and a serene Koi pond set the tone as you enter this beautiful property offering 4.58acres abutting the Audubon Sanctuary and trails. This easy living ranch home offers an open and sundrenched layout. The dramatic foyer boasts soaring ceilings and walls of windows and doors surrounding you. Take a gracious step down into the living room with fireplace and doors to an expansive

  Lisa DeFonce Houlihan Lawrence

  5 Whitney Dr, Greenwich, CT 06831
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  /40

  $789,900

  • 4 Beds
  • 2.5 Baths
  • 2,851 Sq Ft

  44 Josies Ring Rd, Monroe, CT 06468

  Welcome to this unique opportunity to own a private mini compound & rental cottage situated on 2.73 acres. It's the perfect house to host friends and family! Main house has 3 bedrooms, 1.5 bathrooms. Updated kitchen w/ newer ss appliances & quartz countertops. Dining area with access to large 3 season porch. At the center, a rustic brick fireplace anchors the room. The overall scene is bathed in

  Marissa Papa Preston Gray Real Estate

  44 Josies Ring Rd, Monroe, CT 06468
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  /38

  $599,900

  • 4 Beds
  • 2 Baths
  • 2,076 Sq Ft

  112 Vermont Ave, Stratford, CT 06615

  Major Price Improvement! Wonderful Opportunity to move into the most Desirable Community in Fairfield County! This 3-4 bedroom, 2 Full Bath Cape is on one of the most Beautiful streets in Lordship! The house needs a few updates, however, the home is solid and a short walk to the Beach! It also has a Most Glorious Built in Pool! The back of the house has a Full Shed dormer which makes the bedrooms

  Michael Julian eXp Realty

  112 Vermont Ave, Stratford, CT 06615
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  /40

  $2,950,000

  • 8 Beds
  • 10 Baths
  • 8,716 Sq Ft

  134 Nod Rd, Ridgefield, CT 06877

  Elegantly situated in one of Fairfield County's most desirable scenic roads, this timeless estate offers luxury and privacy on two acres of park-like grounds. This residence showcases sophisticated charm with custom craftsmanship throughout, boasting tray ceilings, mahogany inlaid floors, and oversized windows that flood the space with natural light. The main level offers formal living and dining

  Karla Murtaugh Compass Connecticut, LLC

  134 Nod Rd, Ridgefield, CT 06877
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  /9

  $335,000

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  37 Foley Ave, Shelton, CT 06484

  RANCH STYLE HOME SET ON.23 ACRES BUILT IN 1965. Occupied, DO NOT disturb occupants. Being sold as-is via auction. new owner to assume responsibility for occupants. Cash Only

  Susan Frederico Aspen Realty Group

  37 Foley Ave, Shelton, CT 06484
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  /27

  $1,999,000

  • 5 Beds
  • 4 Baths
  • 4,082 Sq Ft

  116 West Ln, Stamford, CT 06905

  The perfect blend of classic charm and modern elegance in this completely remodeled and reimagined 1950 farmhouse colonial, nestled on a lush acre in the sought-after Revonah Woods area. This stunning home boasts five well-appointed bedrooms, including a versatile main-level bedroom that can serve as a home office or guest room with a full bath. An open flow concept seamlessly connects the living

  Barbara Webski William Pitt Sotheby's Int'l

  116 West Ln, Stamford, CT 06905

Showing Results 201 - 240, Page 6 of 11