Western Connecticut Planning Region, CT Homes for Sale

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  /20

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  54 Merriman Rd, Stamford, CT 06905

  Tucked away on a quiet, tree-lined street, this home at 54 Merriman Road presents a great opportunity to create your own vision. Featuring well-proportioned rooms and a functional layout, the space offers solid potential for renovation and customization. The interior provides a cozy atmosphere, while the private outdoor area is ideal for relaxing or future enhancements. In need of updates, this

  Danielle Claroni Sotheby's International Realty

  54 Merriman Rd, Stamford, CT 06905
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  /43

  $1,380,000

  • 3 Beds
  • 2 Baths
  • 2,325 Sq Ft

  380 Long Ridge Rd, Pound Ridge, NY 10576

  Nestled on two private acres, The Owl's Nest is a striking 3-bedroom, 2-bath mid-century modern chalet that blends architectural character, privacy, and modern convenience. Surrounded by nature, the home feels like a secluded retreat while remaining easily accessible to nearby towns and commuting routes. The heart of the home is a dramatic living room with soaring 18-foot ceilings and

  Nadejda Kovaleva Supreme Home Sales, Inc.

  380 Long Ridge Rd, Pound Ridge, NY 10576
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  /38

  $1,195,000

  • 3 Beds
  • 3.5 Baths
  • 1,914 Sq Ft

  33 Butternut Ln, Stamford, CT 06903

  Architect designed Contemporary. Modern Serenity Meets Architectural Charm. Experience the perfect balance of architectural scale with a peaceful, zen atmosphere. This stunning light-filled residence is defined by its expansive open-concept layout, starting with a dramatic living and dining area featuring soaring cathedral ceilings. A series of sliding glass doors creates a seamless

  Linda Michonski Douglas Elliman of Connecticut

  33 Butternut Ln, Stamford, CT 06903
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  /12

  $999,000

  Open Thu 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,890 Sq Ft

  22 Fillow St, Westport, CT 06880

  For the first time since it was built in 1956, 22 Fillow Street is ready for its next chapter. Set on a beautiful .40-acre property in Westport's cherished Flower Estates neighborhood, this solid, well-built home offers a rare opportunity to become part of one of the town's most established and beloved in-town communities. Flower Estates is one of those increasingly rare Westport neighborhoods

  Judy Michaelis Coldwell Banker Realty

  22 Fillow St, Westport, CT 06880
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  /40

  $199,900

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft

  73 Heritage Village Unit C, Southbury, CT 06488

  Welcome to Heritage Village-Enjoy all of the Amenities that Heritage Village has to offer! Upper left Ethan Allen unit (8 steps up to unit from inside foyer) with short walk to mailbox and garage. 2 bedroom, 2 bath unit features an updated energy efficient ducted mini-split heating & air conditioning system, (Monthly Electric Bill Averages $232.48) large living room/dining room combination with

  Gary Gilroy Alpine Realty

  73 Heritage Village Unit C, Southbury, CT 06488
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  /38

  $635,000

  • 2 Beds
  • 3 Baths
  • 2,144 Sq Ft

  19 Juniper Meadow Rd, Washington Depot, CT 06794

  Fabulous ranch style Bee Brook condominium in the Village Association. Vaulted great room, kitchen, pantry w/ laundry, wood burning fireplace, 2 bedrooms and 2 full baths on main level. Large west facing deck for entertaining. Partially finished walk out lower level with flex room, full bath, second laundry and 700 sq ft of storage or future space to finish. Attached 1 car garage. Walk across

  Pels Matthews W. Raveis Lifestyles Realty

  19 Juniper Meadow Rd, Washington Depot, CT 06794
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  /27

  $259,900

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  71 Strawberry Hill Ave Unit 221, Stamford, CT 06902

  Fountain Terrace gated community with guard-controlled entry serving both buildings. Spacious 2BR unit offering excellent storage, an oversized living room with access to a covered patio, separate dining area, kitchen & full bath. Generous layout with great natural light and flexible living space. Basement amenities include common laundry & fitness room; outdoor pool located nearby. Heat & hot

  Timothy Piedmont Coldwell Banker Realty

  71 Strawberry Hill Ave Unit 221, Stamford, CT 06902
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  /26

  $5,800,000

  • 5 Beds
  • 3.5 Baths
  • 4,324 Sq Ft

  8 Indian Point Ln, Riverside, CT 06878

  Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound-a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits

  Patte Nusbaum Sotheby's International Realty

  8 Indian Point Ln, Riverside, CT 06878
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  /36

  $629,000

  • 2 Beds
  • 2.5 Baths
  • 1,667 Sq Ft

  39 Maple Tree Ave Unit 26, Stamford, CT 06906

  Perfectly positioned on the Stamford/Darien border, this sun-filled townhouse in The Village at Maple Point offers the ideal blend of space, convenience, and low-maintenance living. The home includes an updated kitchen with granite countertops, stainless steel appliances, and breakfast nook. The spacious living/dining area opens to a private balcony, perfect for relaxing or entertaining. Upstairs

  Sean Dobel Houlihan Lawrence

  39 Maple Tree Ave Unit 26, Stamford, CT 06906
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  /32

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,087 Sq Ft

  300 Birmingham St, Bridgeport, CT 06606

  Welcome to this stunning fully renovated home in Bridgeport's highly sought-after North End! Bright, spacious, and beautifully designed, this home offers the perfect blend of comfort and modern living. Step into a gorgeous, fully updated kitchen that will impress from the moment you walk in-perfect for cooking, entertaining, and everyday living. Enjoy brand-new bathrooms, thoughtfully designed

  MARCIA LOPES Premium Realty, LLC

  300 Birmingham St, Bridgeport, CT 06606
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  /50

  $2,339,000

  $161K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,312 Sq Ft

  118 Scenic Ridge Dr, Brewster, NY 10509

  Prime 98-Acre Estate with impressive views, situated on a corner lot that maximizes both seclusion and privacy. This is your opportunity to own a Castle in the Forest: Explore this unique 98-acre property featuring rolling hills located just an hour from NYC, with pristine woodlands and tranquil reservoirs nearby. It offers easy access to major highways, a commuter rail station, and a range of

  Ari Lee Sunbelt Sales & Development

  118 Scenic Ridge Dr, Brewster, NY 10509
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  /9

  $5,695,000

  • 6 Beds
  • 8.5 Baths
  • 9,147 Sq Ft

  15 Stone Bridge Rd, Purchase, NY 10577

  Stunning new home at "Sarosca Farm Estates", this home is at the end of the cul-de-sac on Stone Bridge Road on 1.7 acres, and has all the amenities you can ask for. The 1st floor features an open floor plan including kitchen with top of the line appliances, large center island, breakfast area, family room with fireplace, private office with a full bath, spacious dining room, back stairs and mud

  Joseph Stilo Julia B Fee Sothebys Int. Rlty

  15 Stone Bridge Rd, Purchase, NY 10577
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  /38

  $4,050,000

  • 6 Beds
  • 9 Baths
  • 9,525 Sq Ft

  278 North Ave, Westport, CT 06880

  Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that

  Cyd Hamer William Pitt Sotheby's Int'l

  278 North Ave, Westport, CT 06880
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  /34

  $11,250,000

  • 6 Beds
  • 6 Baths
  • 5,638 Sq Ft

  200 Shore Rd, Old Greenwich, CT 06870

  One of only 11 waterfront homes in the Lucas Point Association. At 200 Shore Road, the water is not just a view, it is a way of life. Mornings arrive with a stillness only the Sound can offer, as light dances across the water and every moment feels slowed, softened, intentional. This Nantucket inspired residence is designed entirely around that experience, from the wraparound porch to the private

  Angela Swift Compass Connecticut, LLC

  200 Shore Rd, Old Greenwich, CT 06870
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  /39

  $1,645,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,962 Sq Ft

  692 Stillson Rd, Fairfield, CT 06824

  Welcome to 692 Stillson Road in Fairfield-an absolutely stunning four-bedroom Modern Colonial with a dedicated office and an easy NYC commute. Meticulously maintained, this home showcases exceptional craftsmanship with exquisite crown moldings, custom millwork, 9-foot ceilings, gleaming hardwood floors, and over $60,000 in recent improvements, including a fully waterproofed basement with French

  Lisa Graham-Wanzell Brown Harris Stevens

  692 Stillson Rd, Fairfield, CT 06824
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  /7

  $429,000

  $50K PRICE DROP

  • Land
  • 2.47 Acres
  • $173,684 per Acre

  0 Town Center Blvd Unit KEY979863, Beekman, NY 12570

  ATTENTION BUILDERS AND INVESTORS: FULLY APPROVED, SHOVEL READY. 4 UNIT APARTMENT BUILDING. EACH APARTMENT CONSISTING OF 3 BEDROOMS, 2 FULL BATHS. LOCATED ACROSS FROM LIBRARY, CLOSE TO TOWN PARK, SOCCER FIELD, AND OTHER ACTIVITIES. CLOSE TO TACONIC STATE PARKWAY, ROUTE 55.

  Graziano Tassone Tassone Realty Corp.

  0 Town Center Blvd Unit KEY979863, Beekman, NY 12570
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  /34

  $695,000

  Open Sat 1PM - 3PM Coming Soon

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

  63 N Mountain Rd, Brookfield, CT 06804

  4-Bedroom Contemporary Colonial on a Private Park-Like Property Less Than 1 Mile from Candlewood Lake. This spacious home offers 3.5 baths, a main-level laundry room, and an exceptional layout designed for both comfortable living and entertaining. Features include beautiful hardwood floors, an expansive sunken living room with a stunning stone fireplace, wraparound deck, second fireplace in the

  Krista Petersen Coldwell Banker Realty

  63 N Mountain Rd, Brookfield, CT 06804
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  /14

  $149,900

  $25K PRICE DROP

  • Land
  • 4.97 Acres
  • $30,161 per Acre

  100 S Kent Rd, Gaylordsville, CT 06755

  Residential lot available at 100 South Kent Road, New Milford. Excellent opportunity to build in a desirable location with convenient access to town amenities and major roadways. Buyer to verify zoning, utilities, and building requirements. Can be purchased with adjacent lot for a package deal

  Levi Judqin Brass Moon Realty

  100 S Kent Rd, Gaylordsville, CT 06755
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  /40

  $4,199,000

  • 5 Beds
  • 5.5 Baths
  • 5,182 Sq Ft

  1 Greystone Farm Ln, Westport, CT 06880

  Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a "farm-to-table" lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous

  Lisa Hartmann William Pitt Sotheby's Int'l

  1 Greystone Farm Ln, Westport, CT 06880
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  /6

  $349,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  102 Lake Kitchawan Dr, South Salem, NY 10590

  Sold as is, house needs total renovation. Cash buyers only. Backs up to the Leon Levy Preserve, access to Lake Kitchawan Lake. Tucked away along the quiet shoreline of Lake Kitchawan, this modest cape presents a rare chance to reimagine a home in one of Northern Westchester most natural settings. Set on a small parcel that backs directly onto the protected woodlands of the Leon Levy Preserve. The

  Cecilia Heller Houlihan Lawrence Inc.

  102 Lake Kitchawan Dr, South Salem, NY 10590
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  /39

  $925,000

  • 4 Beds
  • 2 Baths
  • 2,469 Sq Ft

  12 Harris Rd, Katonah, NY 10536

  Nestled on a quiet, tree-lined street, this inviting Cape Cod home at 12 Harris Road offers the perfect blend of suburban tranquility and convenience. Set on a beautifully landscaped property, the residence features a warm and welcoming layout designed for both everyday living and effortless entertaining. Sun-filled interiors highlight spacious living areas, hardwood floors, and an easy flow from

  J. Philip Faranda Howard Hanna Rand Realty

  12 Harris Rd, Katonah, NY 10536
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  /39

  $2,395,000

  Open Fri 11AM - 1PM

  • 4 Beds
  • 6.5 Baths
  • 5,846 Sq Ft

  324 Nod Hill Rd, Wilton, CT 06897

  Set on 3.52 picturesque acres abutting conservation land, this exceptional 4-bedroom estate on iconic Nod Hill Road offers privacy, timeless beauty, and refined living in the heart of Wilton. Set back from the road for added seclusion, the property features a 3-car garage, expansive decks, and a beautiful pool site ideal for outdoor living and entertaining. Encompassing 5,846 square feet of

  Lynne Murphy Berkshire Hathaway NE Prop.

  324 Nod Hill Rd, Wilton, CT 06897
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  /6

  $1,995,000

  $955K PRICE DROP

  • Land
  • 7 Acres
  • $285,000 per Acre

  1375 Westport Turnpike, Fairfield, CT 06824

  27+ acres of serene land along the Aspetuck River spreading between Fairfield and Weston. (7 acres in Fairfield). A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold

  Kim Tromba Keller Williams Realty

  1375 Westport Turnpike, Fairfield, CT 06824
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  /36

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  35 Skyline Dr, Sherman, CT 06784

  It's All About the Views!Fabulous Price Reduction on this one of a kind, custom built contemporary with extraordinary 50 mile views in all directions. Set in the Lake community of Candlewood Lake Estates, this stately Contemporary, set on a private acre plus an additional lot (.82 acs), at the end of a cul-de-sac, is just waiting for your customization. This incredible setting hosts this 3

  Barbara Sivba Coldwell Banker Realty

  35 Skyline Dr, Sherman, CT 06784
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  /40

  $1,899,000

  Open Fri 10AM - 12PM Coming Soon

  • 5 Beds
  • 4 Baths
  • 5,202 Sq Ft

  181 Old Branchville Rd, Ridgefield, CT 06877

  Step into this sophisticated South Ridgefield Colonial beautifully sited on two professionally landscaped acres, set back with stone walls and rolling lawns. Freshly painted exterior, hardwood floors and numerous renovations, this 5 BR home provides privacy and convenience for today's lifestyle. NEW two-tiered TimberTech deck leading to the expansive back lawn is a WOW, perfect for entertaining

  Dianne DeWitt Berkshire Hathaway NE Prop.

  181 Old Branchville Rd, Ridgefield, CT 06877
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  /39

  $1,665,000

  • 4 Beds
  • 2.5 Baths
  • 2,067 Sq Ft

  182 Hollow Tree Ridge Rd, Darien, CT 06820

  Welcome to 182 Hollow Tree Ridge Road, a delightful, sunlit home meticulously maintained and thoughtfully updated. Nestled on a .33-acre lot, the property is adorned with mature trees and lush landscaping, featuring a spacious backyard perfect for recreation and gardening. The bright and inviting living room, complete with a fireplace, seamlessly connects to a charming dining area that overlooks

  Pamela Huber Compass Connecticut, LLC

  182 Hollow Tree Ridge Rd, Darien, CT 06820
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  /40

  $629,000

  • 3 Beds
  • 2 Baths
  • 1,009 Sq Ft

  324 Villa Ave, Fairfield, CT 06825

  Exceptionally maintained and extensively upgraded Fairfield property offering flexibility, income potential, and commuter-friendly convenience. The home features whole-house central air and heating, plus an additional upstairs ductless split system for enhanced second-level comfort and individualized climate control. Major improvements throughout include recessed lighting, extra-tall baseboards,

  William J. Gill Compass Connecticut, LLC

  324 Villa Ave, Fairfield, CT 06825
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  /28

  $1,499,000

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft

  53 Maple St, Darien, CT 06820

  A rare opportunity to live, earn, or invest, all in one property! Stylishly renovated main residence paired with a fully renovated one bedroom cottage, creating a rare opportunity for supplemental income, multigenerational living, or a private guest retreat. Both residences are currently leased below current market, offering immediate upside for future income potential. Each home has been updated

  Shannon Drury Berkshire Hathaway NE Prop.

  53 Maple St, Darien, CT 06820
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  /19

  $5,850,000

  • 6 Beds
  • 5.5 Baths
  • 8,626 Sq Ft

  26 Round Hill Rd, Greenwich, CT 06831

  Nestled on a quiet, private lane off lower Round Hill, this serene Colonial places you moments from Greenwich's finest shops, restaurants, and schools. Four sunlit floors offer 6 bedrooms, 5.1 baths, an eat-in kitchen flowing into the family room, plus a playroom, gym, home office, and both formal and informal entertaining spaces -- every room thoughtfully designed for modern family living.

  Amanda Bates Houlihan Lawrence

  26 Round Hill Rd, Greenwich, CT 06831
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  /42

  $2,689,000

  New Construction $161K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 6,296 Sq Ft

  86 Old Byram Lake Rd, Armonk, NY 10504

  Introducing an Extraordinary New Construction Masterpiece in the heart of Armonk. Crafted by one of Westchester's most sought-after luxury builders, this exceptional timeless elegant residence is ready for you. Perfectly sited on a rare, flat and private parcel set back from the road just minutes from town, this home offers the ideal blend of seclusion and convenience on over 2.5 level

  Stacey Sporn William Raveis Real Estate

  86 Old Byram Lake Rd, Armonk, NY 10504
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  /16

  $795,000

  • Land
  • 1.02 Acres
  • $779,412 per Acre

  844 Mill Hill Terrace, Fairfield, CT 06890

  This 1.02 acre parcel offers the rare combination of privacy and premier location. Tucked away in a quiet Southport neighborhood, yet just minutes to the harbor, beaches, train, restaurants, and charming village shops - it's the best of both worlds. The possibilities are endless - City water, City sewer and Natural Gas are available in the street. Whether you envision a timeless New England

  Barbara Sweeney Coldwell Banker Realty

  844 Mill Hill Terrace, Fairfield, CT 06890
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  /15

  $990,000

  • 1 Bed
  • 2 Baths

  150 Bedford Rd, Armonk, NY 10504

  A Gem in Armonk, centrally located in the center of Armonk. There are two structures on the property. Main Building can be used for commercial space. On the second floor with a separate entrance offers a 1 bedroom, eat- in kitchen, living room, full bath. Accessory cottage located on the property offers: Vaulted ceilings, wood-burning stove, kitchenette, Bedroom, Full Bathroom, Large finished

  Barbara Zaccagnini Coldwell Banker Realty

  150 Bedford Rd, Armonk, NY 10504
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  /28

  $309,900

  • 1 Bed
  • 1 Bath
  • 986 Sq Ft

  203 Windgate Cir Unit C, Monroe, CT 06468

  Welcome to easy living at The Hills of Monroe. This beautifully maintained one-level ranch-style condo offers the perfect blend of comfort, convenience, and low-maintenance living in one of Monroe's most desirable communities. Featuring a spacious layout with approximately 986 sqft, this 1-bedroom, 1-bath home includes an open living and dining area with fireplace, in-unit laundry, generous

  Byron Campos eXp Realty

  203 Windgate Cir Unit C, Monroe, CT 06468
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  /4

  $900,000

  • 4 Beds
  • 1,896 Sq Ft

  19 Ketchum St, Westport, CT 06880

  19 Ketchum is for sale as part of 31 Franklin parcel with 2 building next door combined price $2,750,000. Ketchum and Franklin Street are about to be transformed as part of area redevelopment including 17 townhomes and flats across street recently approved. As well as the dev site at train station. Now is the time.

  Peter Lane Ogents, LLC

  19 Ketchum St, Westport, CT 06880
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  /50

  $719,999

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,250 Sq Ft

  686 Depot Hill Rd, Poughquag, NY 12570

  READY TO MOVE IN - BRAND-NEW CONSTRUCTION! See this single-family home that seamlessly blends modern elegance with timeless design. This exquisite 3,250-square-foot residence offers 4 spacious bedrooms and 4 1/2 luxurious bathrooms (in addition to the master bedroom, one bedroom includes a full bath en suite, providing a perfect combination of comfort and seclusion), providing ample space for

  Ari Lee Sunbelt Sales & Development

  686 Depot Hill Rd, Poughquag, NY 12570
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  /40

  $925,000

  • 5 Beds
  • 2.5 Baths
  • 3,104 Sq Ft

  6 Winding Brook Ct, Redding, CT 06896

  **Final offers due by Monday 5/18 at 5pm** Tucked at the end of a cul-de-sac down a long private driveway, 6 Winding Brook Ct offers the rare balance of quiet living and everyday convenience. Surrounded by mature landscaping and nature, this classic 5-bedroom Colonial captures the warmth and character so many buyers are searching for, while still being just minutes to Georgetown's restaurants and

  Jessica Christ Coldwell Banker Realty

  6 Winding Brook Ct, Redding, CT 06896
• 

  

  /19

  $155,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  77 Carpenter Ave Unit 4T, Mount Kisco, NY 10549

  Move-in ready 1BR/1BA coop in the heart of Mount Kisco. This is perfect space for so many - whether you're just starting your real estate journey, looking to downsize, or somewhere in between! Recently refreshed with new flooring, carpets, paint, kitchen tile, and bathroom tile & fixtures. Conveniently located just blocks from the train (less than 1 hour to GCT) and close to all the exciting

  Michael Marciano Keller Williams NY Realty

  77 Carpenter Ave Unit 4T, Mount Kisco, NY 10549
• 

  

  /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
• 

  

  /19

  $695,000

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft

  95 Main St, South Salem, NY 10590

  Western View. Over one park-like acre with rolling lawns, flowering plantings and towering trees. First time listed in years, distinctive Country House with elements of a classic deck house. Warm interior spaces with hardwood floors and vaulted ceilings finished in wood. Sun-filled Living Room with fireplace and doors to front deck, ideal for relaxation. Dining Room with vaulted ceiling. Country

  Peter Michaelis Ginnel Real Estate

  95 Main St, South Salem, NY 10590
• 

  

  /17

  $895,000

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft

  28 Putnam Park Unit 28, Greenwich, CT 06830

  Sun-filled corner end unit in established Putnam Park community, ideally situated in central Greenwich. This spacious two-bedroom, two bath co-op offers refined single level living in a tranquil, park-like setting. With over 1200 square feet and three exposures, the home is filled with natural light. The open concept layout seamlessly connects the living and areas, while the updated kitchen

  Graham Gallagher Douglas Elliman of Connecticut

  28 Putnam Park Unit 28, Greenwich, CT 06830

Showing Results 561 - 600, Page 15 of 18