2,616

Western Connecticut Planning Region, CT Homes for Sale

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  • /6

    $1,700,000

    $200K PRICE DROP
    • Land
    • 62.8 Acres
    • $27,070 per Acre

    291 Hammertown Rd, Monroe, CT 06468

    Builders, Developers & Investors - Exceptional Land Opportunity! Rare opportunity to purchase 275 & 291 Hammertown Road together, offering approximately 65.8 acres of contiguous land in a highly desirable Monroe location. This expansive property presents an outstanding opportunity for future residential development, a private estate, equestrian property, or family compound. With substantial

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    Eric Bergers

    William Raveis Real Estate

    291 Hammertown Rd, Monroe, CT 06468
  • /39

    $712,985

    Coming Soon
    • 5 Beds
    • 3 Baths
    • 2,358 Sq Ft

    224 Seaside Ave, Stamford, CT 06902

    INVESTORS & OWNER-OCCUPANTS TAKE NOTICE! Opportunity knocks with this spacious Stamford two-family offering an impressive 5 bedrooms, 4 full baths and approximately 2,358 square feet of living space. With two separate living spaces, this property offers tremendous flexibility-ideal as an income-producing investment, an owner-occupied home where rental income can help offset expenses, or a

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    Susan Hanson

    William Raveis Real Estate

    224 Seaside Ave, Stamford, CT 06902
  • /2

    $950,000

    • 18 Beds
    • 4 Baths
    • 4,744 Sq Ft

    1014 Noble Ave, Bridgeport, CT 06608

    Incredible income-generating opportunity with this 18-room legal rooming house, fully compliant and positioned for maximum return. Projected annual income at full capacity $189,000. One room occupied rent-free by on-site property manager. Ideal for investors seeking steady cash flow and minimal vacancies features 16 private rooms 2 efficiency units and 2 shared bathrooms. Average room size: 14' x

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    Latasha Eaddy

    Eaddy Associates

    1014 Noble Ave, Bridgeport, CT 06608
  • /46

    $699,000

    257 S Greenhaven Rd, Stormville, NY 12582

    257 S Greenhaven Road, Stormville, NY 12582 – Development & Renovation Opportunity on ~7.9 AcresRare opportunity to acquire nearly 8 acres in the Town of Beekman featuring a main house, two mobile homes, a barn, and multiple outbuildings/sheds. Zoned R-45 Residential (verify current zoning district and permitted uses with the Town of Beekman).The main residence dates to circa 1850 and

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    Milton Hyatt

    KFortuna All Aspects Realty

    257 S Greenhaven Rd, Stormville, NY 12582
  • /28

    $640,000

    • 2 Beds
    • 2.5 Baths
    • 2,032 Sq Ft

    2435 Bedford St Unit 10C, Stamford, CT 06905

    Welcome home to the prestigious, gated Chesterfield community, where classic townhouse charm meets modern convenience in central Stamford! This beautifully maintained residence features a spacious multi-level layout designed for both quiet relaxation and effortless entertaining. Upstairs, dual en-suite bedrooms each feature their own dedicated full bath, offering exceptional privacy for guests as

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    Toni Mickiewicz

    William Pitt Sotheby's Int'l

    2435 Bedford St Unit 10C, Stamford, CT 06905
  • /38

    $1,300,000

    $300K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,463 Sq Ft

    17 Richmond Hill Rd, Weston, CT 06883

    The Oasis at Richmond Hill is a rare mid-century modern retreat nestled at the end of a quiet cul-de-sac in Weston. Set on 2 acres of landscaped grounds bordered by towering spruce, elms, and rhododendrons, this 1956 residence offers a seamless blend of architecture and nature. Inspired by the Harvard Five, its design features clean lines, warm materials, and walls of glass that frame the

    Jessica Lane

    Serhant Connecticut, LLC

    17 Richmond Hill Rd, Weston, CT 06883
  • /57

    $14,495,000

    • 7 Beds
    • 11 Baths
    • 14,000 Sq Ft

    532 Round Hill Rd, Greenwich, CT 06831

    Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and

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    Danielle Malloy

    Serhant Connecticut LLC

    532 Round Hill Rd, Greenwich, CT 06831
  • /6

    $5,500,000

    • 5 Beds
    • 8 Baths
    • 9,300 Sq Ft

    67 Carter St, New Canaan, CT 06840

    67 Carter Street - Exceptional Modern Estate Experience unrivaled luxury at this extraordinary 2.5-acre sanctuary in New Canaan. Encompassing nearly 7,300 sq ft above grade and an additional 2,000 sq ft in the lower level with soaring 10-foot ceilings, this architectural masterpiece offers a refined and expansive living experience. A chef's gourmet kitchen anchors the home, complemented by five

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    Richard Breglia

    Coldwell Banker Realty

    67 Carter St, New Canaan, CT 06840
  • /33

    $799,000

    • 2 Beds
    • 2.5 Baths
    • 3,335 Sq Ft

    12 Juniper Meadow Rd, Washington Depot, CT 06794

    Turnkey living in the highly sought-after Bee Brook Crossing. Surrounded by 20 thoughtfully designed residences, this beautifully maintained unit offers a move-in-ready opportunity in one of the area's most desirable communities. One of the larger layouts in the complex, this unit spans 3 levels and provides exceptional flexibility, featuring a primary suite on the main level, along with a

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    Rebecca Doh

    W. Raveis Lifestyles Realty

    12 Juniper Meadow Rd, Washington Depot, CT 06794
  • /25

    $104,900

    • 2 Beds
    • 1 Bath
    • 580 Sq Ft

    165 Laurelwood Ln, Danbury, CT 06811

    Move right into this beautifully maintained 2-bedroom home tucked away at the back of the community and surrounded by mature landscaping, privacy plantings, and protected wooded views. Enjoy the convenience of low-maintenance living just steps from Candlewood Lake recreation, with the state boat launch located directly across the street. Recent improvements include roof updates, new furnace, new

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    Brooke Chaves

    William Raveis Real Estate

    165 Laurelwood Ln, Danbury, CT 06811
  • /40

    $584,900

    • 3 Beds
    • 2 Baths
    • 2,824 Sq Ft

    14 Ivy Ln, Danbury, CT 06811

    Attention Lake Lovers! Wonderful opportunity to own this beautiful, well kept ranch in a lovely, walkable neighborhood just moments from Candlewood Lake Town Park and Boat Launch! You'll enter into the living room with sparkling hardwood, multi-sided fireplace, kitchen with dining area, leading into a large dining room addition with built-in hutch! This level also includes 3 bedrooms, den, 2

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    Robert Morey

    RE/MAX Right Choice

    14 Ivy Ln, Danbury, CT 06811
  • /47

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft

    21 Overlook Dr, Pawling, NY 12564

    A rare Pawling hilltop retreat with panoramic views & endless potential! Opportunities like this are extraordinarily hard to come by. Perched high to capture breathtaking, miles-long panoramic vistas, this true "sunset house" offers an idyllic Hudson Valley lifestyle centered around big skies, rolling hills, and complete tranquility. Imagine sitting on the expansive covered patio with your

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    Colleen McGrath

    McGrath Realty Inc

    21 Overlook Dr, Pawling, NY 12564
  • /40

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 4,102 Sq Ft

    170 Judd Rd, Easton, CT 06612

    Exceptional craftsmanship, timeless design, and a breathtaking natural setting define this extraordinary retreat. Nestled on a spectacular private property reminiscent of your own bird sanctuary, this home offers peace, privacy, and exceptional indoor-outdoor living. Wander through fragrant gardens, harvest fresh vegetables from your own garden, relax by the saltwater in-ground pool, unwind on

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    Beth Saunders

    Berkshire Hathaway NE Prop.

    170 Judd Rd, Easton, CT 06612
  • /2

    $150,000

    • Land
    • 7.89 Acres
    • $19,011 per Acre

    2577 Carmel Ave, Brewster, NY 10509

    7.89 acre residential parcel with Route 6 Road Frontage. This land is NOT board of health approved. No survey is available.

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    Sharon Sheil

    Coldwell Banker Realty

    2577 Carmel Ave, Brewster, NY 10509
  • /40

    $900,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 3 Baths
    • 3,598 Sq Ft

    83 Elk Dr, Southbury, CT 06488

    Welcome to this beautiful Colonial, perfectly situated on a quiet, private road in one of Southbury's most desirable locations. This move-in-ready home blends timeless charm with modern amenities, featuring newly refinished hardwood floors and fresh paint that bring warmth and elegance throughout the main living spaces. Designed for both everyday living and entertaining, the home boasts a

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    Bonnie Wilson

    Berkshire Hathaway NE Prop.

    83 Elk Dr, Southbury, CT 06488
  • /29

    $1,899,000

    • 3 Beds
    • 2.5 Baths
    • 3,338 Sq Ft

    23 Old Dam Rd, Fairfield, CT 06824

    Wonderful waterfront oasis offers direct access to Long Island Sound via a private dock and includes deeded Fairfield beach access. The home features a bright, open floor plan, creating an inviting coastal atmosphere. The primary bedroom boasts a sitting room, a walk-in closet, and a balcony overlooking the waterfront, providing stunning views of LI Sound & Pine Creek. The property promises

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    Katie O'Grady

    Compass Connecticut, LLC

    23 Old Dam Rd, Fairfield, CT 06824
  • /11

    $320,000

    $130K PRICE DROP
    • Land
    • 13.51 Acres
    • $23,686 per Acre

    2310 Route 22, Patterson, NY 12563

    Rare opportunity to acquire 13.5+ acres of raw commercial land located in Patterson, NY, offering exceptional visibility and flexibility for development. The property features over 400 feet of frontage along Route 22, a highly trafficked corridor serving both local and regional commuters. Zoned C-1 Commercial, the site allows for a wide range of permitted uses, making it ideal for investors,

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    Colleen McGrath

    McGrath Realty Inc

    2310 Route 22, Patterson, NY 12563
  • /26

    $389,000

    • 3 Beds
    • 2.5 Baths
    • 1,335 Sq Ft

    25 Padanaram Rd Unit 77, Danbury, CT 06811

    This beautifully updated 3-bedroom, 2 full baths, 1 half bath home offers comfort, style, and a fantastic location. The spacious layout features a large living room with sliders to deck, formal dining room, and a brand-new kitchen with modern finishes. Updated bathrooms throughout add a fresh, contemporary feel. Enjoy newer carpeting upstairs and custom vinyl flooring on the main level, along

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    Jay Streaman

    RE/MAX Right Choice

    25 Padanaram Rd Unit 77, Danbury, CT 06811
  • /34

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    234 Heritage Village Unit B, Southbury, CT 06488

    Enjoy peaceful, one-level living in this lower Mark Twain model, tucked into a private setting in Southbury's desirable Heritage Village 55+ community. Offering 1,076 square feet, this 2-bedroom, 2-bath home features a spacious open living and dining area centered around a classic brick fireplace. Sliding doors lead directly to a covered patio and grassy backyard bordered by mature woods, an

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    Scott Hellriegel

    Berkshire Hathaway NE Prop.

    234 Heritage Village Unit B, Southbury, CT 06488
  • /32

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    41 Quince St, Bridgeport, CT 06606

    Updated and move-in ready, this well-maintained home offers a refreshed kitchen, fresh interior paint, and a versatile floor plan. The finished lower level includes an additional bedroom, second kitchen, full bath, and separate living space, providing excellent flexibility for extended household living or a potential in-law setup (buyer to perform their own due diligence regarding permitted use).

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    Rudy Pierre

    YellowBrick Real Estate LLC

    41 Quince St, Bridgeport, CT 06606
  • /16

    $895,000

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    2536 Wingdale Mtn Rd, Poughquag, NY 12570

    Horse Property with Indoor Arena & Loads of PotentialBring your horses home to this small horse property featuring a 4-bedroom house with an indoor riding arena and private wooded trails on the property. Located only 2 miles from Tymor Park for an abundance of additional riding opportunities and trails. The property offers a practical setup for horse owners looking for the convenience of

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    Diana Murphy

    HomeSmart Homes & Estates

    2536 Wingdale Mtn Rd, Poughquag, NY 12570
  • /35

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 4,015 Sq Ft

    49 Georges Ln, Monroe, CT 06468

    Room to grow, space to gather, & a neighborhood made for lasting memories--Welcome to 49 Georges Ln. Where your next chapter can unfold w/ the perfect balance of space, community, & everyday comfort. Nestled within a charming neighborhood, this spacious 4 BR, 2.5 BA home offers the perfect blend of comfort, flexibility, & endless possibilities. The main level is thoughtfully designed for both

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    Katie O'Grady

    Compass Connecticut, LLC

    49 Georges Ln, Monroe, CT 06468
  • /37

    $885,000

    $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,648 Sq Ft

    228 Burr Rd, Southbury, CT 06488

    This true ranch-style home, nestled on over six acres in the scenic town of Southbury, Connecticut, offers a blend of comfort and extensive amenities. The residence features three bedrooms and two and a half bathrooms, with hardwood floors gracing the entirety of the main living areas. The remodeled kitchen is a focal point, boasting elegant quartz countertops. Beyond the three bedrooms, an

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    Bonnie Wilson

    Berkshire Hathaway NE Prop.

    228 Burr Rd, Southbury, CT 06488
  • /40

    $959,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 4 Baths
    • 4,382 Sq Ft

    282 Laurelwood Ln, Southbury, CT 06488

    This four-bedroom, four-full-bathroom residence at 282 Laurelwood Lane in Southbury offers over 4,000 square feet of living space, including a finished walk-out lower level. The custom-built home by Eric Strachman features a welcoming foyer, detailed woodworking, hardwood floors, and built-in elements. Eric Strachman, known for building custom homes since 1984, emphasizes quality materials and

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    Bonnie Wilson

    Berkshire Hathaway NE Prop.

    282 Laurelwood Ln, Southbury, CT 06488
  • /24

    $418,000

    $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    486 Heritage Village Unit A, Southbury, CT 06488

    Desirable one-level living in a 55+ community in Southbury! This beautiful and spacious condo offers 3 bedrooms and 2 full baths, along with a large dining room and good size blue slate patio. Features include hardwood flooring, a galley-style kitchen with granite countertops and stainless-steel appliances, and abundant storage with numerous closets and built-ins. Conveniently located with a

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    Susan Hotchkiss

    Realty ONE Group Connect

    486 Heritage Village Unit A, Southbury, CT 06488
  • /40

    $850,000

    • 3 Beds
    • 2.5 Baths
    • 2,044 Sq Ft

    26 Codfish Hill Rd, Bethel, CT 06801

    Calling all car and motorcycle enthusiasts, collectors, woodworkers, makers, and serious hobbyists-this is a property you simply do not come across every day. The showstopping **post-and-beam barn, built by Connext Post & Beam (formerly Connecticut Post & Beam),** features soaring timber construction, a **car lift, room for multiple vehicles, generous workshop space, and an upper loft**-ideal for

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    Natalya Cruz

    Keller Williams Realty

    26 Codfish Hill Rd, Bethel, CT 06801
  • /32

    $240,000

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    489 Heritage Village Unit C, Southbury, CT 06488

    This Heritage Model is situated in Heritage Village, a sought-after 55+ condominium community. Heritage Village in Southbury, CT, is recognized as one of the largest active adult communities in the Northeast, offering a "total living" concept with exterior maintenance and 24-hour security. The community spans over 1,000 acres, featuring park-like settings, ponds, and walking trails. This specific

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    Bonnie Wilson

    Berkshire Hathaway NE Prop.

    489 Heritage Village Unit C, Southbury, CT 06488
  • /40

    $1,500,000

    • 4 Beds
    • 5 Baths
    • 3,222 Sq Ft

    40 Great Ring Rd, Sandy Hook, CT 06482

    Rare opportunity to own an exceptional 5.45-acre country retreat featuring a beautifully updated home and pool set on 2.02 acres, plus an adjacent 3.43-acre lot offering added privacy and exciting possibilities for the future. Across the road, a picturesque pond feels like your own-great for fishing, kayaking and skating. At the heart of the home is a modern chef's kitchen with a large island and

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    Suzette Kraus

    Compass Connecticut, LLC

    40 Great Ring Rd, Sandy Hook, CT 06482
  • /22

    $1,350,000

    $50K PRICE INCREASE
    • Land
    • 3.9 Acres
    • $346,154 per Acre

    178 Charles Colman Blvd, Pawling, NY 12564

    Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery.This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial

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    Vince Buccieri

    Today Realty Corp.

    178 Charles Colman Blvd, Pawling, NY 12564
  • /34

    $409,000

    $50K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,259 Sq Ft

    19 Calverton Dr, New Fairfield, CT 06812

    PRICE REDUCTION!! Enjoy lake living in this charming 3-bedroom Ranch, just a short walk to Putnam Lake with deeded beach rights. Inside, you'll find soaring 10-foot ceilings, a beautiful stone fireplace, updated flooring, stainless steel appliances, spacious bedrooms, and an updated bath. Newer windows and roof add peace of mind. Conveniently located near the new schools, town center, shopping,

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    Robert Leonard

    William Raveis Real Estate

    19 Calverton Dr, New Fairfield, CT 06812
  • /26

    $1,775,000

    $625K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,280 Sq Ft

    9 Columbus Ave, Greenwich, CT 06830

    Rare Greenwich opportunity! This side-by-side duplex at 9 Columbus Ave sits on a quiet dead-end street in Chickahominy - offering the perfect house-hack setup: live in one unit and rent the other, or hold both as a turnkey investment. Each unit features 2 bedrooms and 1.5 baths across 1,112 sq ft of well-designed living space, for a total of 2,280 sq ft. Built in 1997, this move-in ready property

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    Arian Hoxha

    Serhant Connecticut, LLC

    9 Columbus Ave, Greenwich, CT 06830
  • /36

    $379,000

    $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft

    916 Heritage Village Unit A, Southbury, CT 06488

    This stunning and simple Sherman model condominium is located in Heritage Village, a 55+ active adult community in Southbury. The unit offers two bedrooms and two full bathrooms within 1,432 square feet of living space, designed for comfortable, single-level living. Situated in the peaceful Hill Top area of Heritage Village, the condo provides a serene environment. The interior boasts beautiful

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    Bonnie Wilson

    Berkshire Hathaway NE Prop.

    916 Heritage Village Unit A, Southbury, CT 06488
  • /2

    $950,000

    • 4 Baths
    • 4,744 Sq Ft

    1014-1016 Noble Ave, Bridgeport, CT 06608

    Incredible income-generating opportunity with this 18-room legal rooming house, fully compliant and positioned for maximum return. Projected annual income at full capacity $168,300. One room occupied rent-free by on-site property manager. Ideal for investors seeking steady cash flow and minimal vacancies features 16 private rooms 2 efficiency units and 2 shared bathrooms. Average room size: 14' x

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    Latasha Eaddy

    EADDY ASSOCIATES REALTY GROUP LLC

    1014-1016 Noble Ave, Bridgeport, CT 06608
  • /5

    $299,000

    • Land
    • 13.74 Acres
    • $21,761 per Acre

    0 Kent Rd Unit 24165837, New Milford, CT 06776

    Discover a once-in-a-lifetime real estate opportunity in the heart of Gaylordsville. This expansive 11.24-acre property offers unparalleled natural beauty and a truly unique feature: your very own 2.5-acre private island. Experience breathtaking, panoramic views of the Housatonic River from every corner of the mainland, while the island serves as a serene sanctuary with front-row vistas of the

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    Lorraine Amaral

    William Pitt Sotheby's Int'l

    0 Kent Rd Unit 24165837, New Milford, CT 06776
  • /21

    $179,000

    $19K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    22 Courtland Ave Unit 4, Stamford, CT 06902

    Welcome to this charming 1-bedroom, 1-bath co-op perfectly situated in one of Stamford's most convenient locations. Just minutes from I-95, the beach, shopping, restaurants, theaters, and all the vibrant amenities the city has to offer, this home makes everyday living effortless. Inside, enjoy a nicely updated kitchen featuring granite countertops, tile flooring, and a classic beveled subway-tile

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    Todd Auslander

    Keller Williams Prestige Prop.

    22 Courtland Ave Unit 4, Stamford, CT 06902
  • /24

    $1,199,900

    $100K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,209 Sq Ft

    36 N Taylor Ave, Norwalk, CT 06854

    Opportunity Knocks in the Heart of Norwalk! 36 Taylor Avenue offers the perfect blend of location, income potential, and long-term upside. This 4-unit multifamily is a true cash flow opportunity-turnkey and ready to generate rental income from day one. Whether you're a seasoned investor looking to expand your portfolio or a new comer seeking passive income, this property checks all the boxes.

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    Arian Hoxha

    Serhant Connecticut, LLC

    36 N Taylor Ave, Norwalk, CT 06854
  • /40

    $375,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    28 Birch Terrace, Pawling, NY 12564

    Welcome to 28 Birch Terrace, a charming 2-bedroom, 1-bath Ranch nestled on a private 0.79-acre cul-de-sac lot in the sought-after Pawling Lake Estates community. This move-in ready home features beautifully refinished hardwood floors throughout the Living Room, Dining Area, and bedrooms. The bright Kitchen offers new quartz countertops (2026), tiled floors, and a convenient washer and dryer.

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    Shannon Tully

    McGrath Realty Inc

    28 Birch Terrace, Pawling, NY 12564
  • /23

    $465,000

    • 2 Beds
    • 1 Bath
    • 1,095 Sq Ft

    96 Ledgebrook Dr, Norwalk, CT 06854

    Live the good life in one of Norwalk's prettiest condo complexes! Set on 20 acres, this condo is located near shopping, restaurants, train station and highways. This unit comes with a garage!! Features include new hot water heater, some hardwood floors, 2 bedrooms, kitchen with granite countertops and stainless appliances, and a deck to enjoy the outdoors. The complex boasts a large pool, club

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    Leslie Soyland

    William Raveis Real Estate

    96 Ledgebrook Dr, Norwalk, CT 06854
  • /3

    $212,300

    • Land
    • 3.86 Acres
    • $55,000 per Acre

    793 Bullet Hill Rd, Southbury, CT 06488

    Residential building lot now available in Southbury. Lot is possibly subdividable and can be purchased along with the 14.86 Acre lot directly behind 793 Bullet Hill

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    Mike Albert

    RE/MAX RISE

    793 Bullet Hill Rd, Southbury, CT 06488
  • /31

    $425,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,256 Sq Ft

    121 Putnam Dr, Carmel, NY 10512

    Welcome to 121 Putnam Dr., this home offers 4 Bedrooms with plenty of space and endless potential.If you are looking for a home you an truly make your own, this 4 bedroom, 2 bath property is worth a look. Full of character and possibilities, it offers a flexible layout, ample parking, a private backyard, and hardwood floors hidden beneath the existing carpeting.The main level

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    Anne Durante

    Briante Realty Group, LLC

    121 Putnam Dr, Carmel, NY 10512

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