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5-Bedroom Homes for Sale in Stamford, CT

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  • /39

    $1,800,000

    • 5 Beds
    • 6.5 Baths
    • 6,034 Sq Ft

    40 Wildwood Rd, Stamford, CT 06903

    Step into timeless elegance with this newly constructed 6,034 sq. ft. Colonial masterpiece, featuring a legally finished walk-out basement with an additional 2,678 sq. ft.-where luxury meets meticulous craftsmanship. Set behind stately stone pillars, the home welcomes you with a sweeping driveway, manicured gardens, and a pool site ready for your dream oasis. Inside, a sun-drenched, two-story

    Ken Wile Redfin Corporation

    40 Wildwood Rd, Stamford, CT 06903
  • /40

    $2,395,000

    • 6 Beds
    • 6.5 Baths
    • 6,219 Sq Ft

    284 Ingleside Dr, Stamford, CT 06903

    PRICE REDUCTION ($385/SQFT) Stunning 2022 Custom New Construction home w/sparkling waterfront views. Set back far from the road, sited on 2.20 level acres in a serene new subdivision w/a pond, this fabulous modern farmhouse features 6 bedrooms, 6.5 baths, 3 car garage & custom elevator accessing 3 levels of finished living space. Boasting 6,219 sq ft (2,239sf unfinished space in the lower-level

    Gaynor Brennan BHHS Darien/New Canaan

    284 Ingleside Dr, Stamford, CT 06903
  • /40

    $4,500,000

    • 6 Beds
    • 6 Baths
    • 8,107 Sq Ft

    336 Ocean Dr W, Stamford, CT 06902

    Stately Shippan Point Estate set on a rare 1.64-acre parcel with distant views of Long Island Sound, this distinguished Colonial residence offers an extraordinary living experience in Stamford's most coveted waterfront neighborhood. Included in the sale is an adjoining property with a fully renovated 1,900-square-foot Carriage House, creating a significant compound ideal for entertaining and

    Joshua Weisman William Raveis Real Estate

    336 Ocean Dr W, Stamford, CT 06902
  • /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
  • /40

    $2,995,000

    • 5 Beds
    • 3.5 Baths
    • 3,990 Sq Ft

    62 Ocean Dr E, Stamford, CT 06902

    Discover your dream waterfront oasis in this exquisite multi-level home with stunning water views. The living room, featuring a stone gas fireplace, flows seamlessly into the custom kitchen. Multiple sliders lead to an Ipe wraparound deck with a retractable awning, perfect for enjoying the stunning views or a casual meal al fresco. The kitchen is a chef's dream with top-tier appliances, a

    Suzette Kraus Compass Connecticut, LLC

    62 Ocean Dr E, Stamford, CT 06902
  • /39

    $2,799,999

    • 6 Beds
    • 9 Baths
    • 6,191 Sq Ft

    72 Little Hill Dr, Stamford, CT 06905

    72 Little Hill Drive - Stately Colonial in the Heart of Newfield Privately nestled in one of Newfield's most sought-after neighborhoods, this grand colonial offers over 6,300 sq ft of beautifully finished living space, including 6 bedrooms, 5 full and 4 half baths, and a 4-car garage. Built in 1865 and fully renovated, the home blends timeless charm with modern luxury. The expansive backyard is

    Anthony Gaglio Jr Hathaway, Inc.

    72 Little Hill Dr, Stamford, CT 06905
  • /38

    $2,725,000

    • 5 Beds
    • 6 Baths
    • 10,420 Sq Ft

    40 Hoyclo Rd, Stamford, CT 06903

    Stately North Stamford Colonial w/Sweeping Curved Staircase. Completely reconstructed in 2024. New Electrical, Plumbing, Super High Efficiency Heat Pumps HVAC, New Walls, Ceilings, and Hdwd Fls. Stunning Custom Gourmet Kitchen w/Thermidor Appliances, 6ft wide Refrigerator/Freezer, Double Oven, and Cooktop. Butlers Pantry w/Wine Cooler, Large Island, Dining Area, French Doors opening to Large

    Larry Davidoff Davidoff Realty Co.

    40 Hoyclo Rd, Stamford, CT 06903
  • /40

    $4,500,000

    • 10 Beds
    • 10 Baths
    • 6,526 Sq Ft

    Unlisted Address

    Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest

    Dannel Malloy NestSeekers International

    Unlisted Address
  • /35

    $4,995,000

    • 6 Beds
    • 7.5 Baths
    • 8,221 Sq Ft

    427 Taconic Rd, Greenwich, CT 06831

    This peerless estate sits less than one short mile from the Banksville shopping center where the acclaimed gourmet & coffee shop entices locals to linger and chat. A 3-story entry is flooded with natural light from the glass dome above, and open plan living flows seamlessly. Formal living & dining rooms give way to the kitchen/great room with massive central island, wide open dining area, &

    Julie Grace Burke Compass Connecticut, LLC

    427 Taconic Rd, Greenwich, CT 06831
  • /39

    $3,998,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 6 Baths
    • 6,388 Sq Ft

    1580 Ponus Ridge, New Canaan, CT 06840

    California meets New Canaan in this William Wurster inspired transitional-style masterpiece set on 2.54 private acres on New Canaan's desirable west side that's so convenient to town. This extensively renovated home has over 100 custom windows and 16 doors bringing the outside in from every room. Amazing sun-drenched living space with wonderful views from EVERYWHERE. French doors lead to

    Kelly Defrancesco William Raveis Real Estate

    1580 Ponus Ridge, New Canaan, CT 06840
  • /31

    $1,125,000

    • 5 Beds
    • 3 Baths
    • 5,499 Sq Ft

    19 Woodrow St, Stamford, CT 06902

    Charming Legal Three-Family Home in Stamford, CT Welcome to 19 Woodrow Street, a well-maintained three-family residence situated in a desirable Stamford neighborhood. This versatile property offers great investment potential or the opportunity for multi-generational living. Each unit features spacious layouts with ample natural light and in-unit amenities ideal for comfortable living. The

    Juan Garcia Sunbelt Sales & Development

    19 Woodrow St, Stamford, CT 06902
  • /40

    $985,000

    • 6 Beds
    • 4 Baths
    • 4,180 Sq Ft

    102 Euclid Ave, Stamford, CT 06902

    Charming Legal Two-Family Home in Stamford, CT This well-maintained two-family residence offers a versatile living arrangement in the vibrant city of Stamford. The property features two separate, spacious units, each with its own private entrance, providing ideal options for owner-occupants or investors. Two self-contained , each with 2-3 bedrooms, 1-2 bathrooms, and modern kitchens Bright and

    Juan Garcia Sunbelt Sales & Development

    102 Euclid Ave, Stamford, CT 06902
  • /37

    $2,000,000

    • 5 Beds
    • 4.5 Baths
    • 6,370 Sq Ft

    40 Cascade Rd, Stamford, CT 06903

    Welcome to 40 Cascade Road, a beautifully appointed and expansive home offering timeless elegance, modern amenities, and a layout designed for luxurious living and effortless entertaining. As you enter through the grand two-story foyer, you're greeted by gleaming hardwood floors and an abundance of natural light that flows throughout. The spacious living room, featuring a gas-burning fireplace,

    Chris Carozza RE/MAX Right Choice

    40 Cascade Rd, Stamford, CT 06903
  • /14

    $1,700,000

    • 7 Beds
    • 5 Baths
    • 3,713 Sq Ft

    47 Lindale St, Stamford, CT 06902

    Great Opportunity to own a beautiful 5 unit that has been totally redone in the heart of mid city Stamford. Two 2BR units and Three 1BR units comprise the house. 3 units have gas heat and 2 units have electric. New (roof, siding and windows). Coin-op laundry in lower level. Off street parking for 7 cars. Long term tenants. Rents are under market value. Month to month.

    Silvana Orsaia BHGRE Shore & Country

    47 Lindale St, Stamford, CT 06902
  • /29

    $2,200,000

    • 6 Beds
    • 7 Baths
    • 7,506 Sq Ft

    506 Hunting Ridge Rd, Stamford, CT 06903

    Stunning 6 bedroom home filled with natural light sits on 1.5 scenic acres. The 8,000 sq. ft. interior features two-story entry, high ceilings throughout and a flexible, open layout. Chef's kitchen has double ovens, two dishwashers, and breakfast area with French doors to deck overlooking the backyard. Family and living rooms with fireplaces and spacious dining room with butler's pantry provide

    Noah Finz Houlihan Lawrence

    506 Hunting Ridge Rd, Stamford, CT 06903
  • /34

    $900,000

    • 6 Beds
    • 5 Baths
    • 3,421 Sq Ft

    337 Woodbine Rd, Stamford, CT 06903

    House was appraised for $975K in December 2024, come get it while you can! North Stamford 6 bedroom, 3 full baths and 2 half bath home is awaiting your personalization. In-law apartment on 3rd floor features two bedrooms, full kitchen, living room with vaulted ceiling, dining area and bathroom. Formal living room has vaulted ceiling, wood fireplace and hardwood flooring under carpet. Situated on

    Melodye Colucci Coldwell Banker Realty

    337 Woodbine Rd, Stamford, CT 06903
  • /16

    $1,298,000

    • 5 Beds
    • 4 Baths
    • 2,775 Sq Ft

    442 Pepper Ridge Rd, Stamford, CT 06905

    Previously held firm, this home is now officially in conversation, and serious buyers will see exactly why this one rises above the rest. Thoughtfully designed and move-in ready, this renovated 5-bed, 4-bath Stamford residence blends extensive renovation with new construction, including a luxurious new primary suite with 10 tray ceilings, dual walk-in closets, and a spa-inspired bath. Enjoy

    Daniel Morris Keller Williams Realty Group

    442 Pepper Ridge Rd, Stamford, CT 06905
  • /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
  • /40

    $1,850,000

    • 5 Beds
    • 4.5 Baths
    • 5,017 Sq Ft

    138 Ocean Dr W, Stamford, CT 06902

    Experience the joys of Shippan Point! This classic colonial is ideally located on prestigious Ocean Drive West, just a stone's throw from the Stamford Yacht Club and only a five-minute drive from the Stamford train station, where express trains to Manhattan run multiple times an hour and reach the city in just 45 minutes. Inspired by breathtaking sunsets and glimpses of Long Island Sound, the

    Joshua Weisman William Raveis Real Estate

    138 Ocean Dr W, Stamford, CT 06902
  • /25

    $940,000

    • 5 Beds
    • 4 Baths
    • 4,005 Sq Ft

    22 Palmer Ave, Stamford, CT 06902

    Welcome to 22 Palmer Avenue! Ideally situated in Stamford's desirable Cove neighborhood, this duplex townhouse-style home offers the perfect combination of comfort, space, and investment potential. This side-by-side multifamily property features two well-appointed units-one with 2 bedrooms and the other with 3 bedrooms-each offering 1.5 bathrooms. Both units include updated full bathrooms,

    Nelly Patric Navarrete Keller Williams Prestige Prop.

    22 Palmer Ave, Stamford, CT 06902
  • /40

    $5,495,000

    • 6 Beds
    • 5.5 Baths
    • 6,543 Sq Ft

    86 Wallacks Dr, Stamford, CT 06902

    Prestigious Waterfront Estate at Wallack's Point Experience the pinnacle of coastal luxury with this once-in-a-lifetime opportunity to own 1.46 acres of DIRECT Long Island Sound frontage in the gated enclave of Wallack's Point. With sweeping, unobstructed water views and nightly sunsets that feel like art, this premier waterfront property is among the most coveted on the Connecticut shoreline.

    Carla Kupiec William Raveis Real Estate

    86 Wallacks Dr, Stamford, CT 06902
  • /40

    $2,200,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 7.5 Baths
    • 6,354 Sq Ft

    25 Cogswell Ln, Stamford, CT 06902

    This stunning 5-bedroom, 7.5 bath brick contemporary blends timeless elegance with modern sophistication. From the grand foyer, showcasing skylights and a limestone feature wall, to the living room with a quartzite fireplace and cathedral ceiling, every space in this home is designed for both beauty and function. The formal dining room, features a large bay window, offering picturesque views. The

    Jim Caldarone William Pitt Sotheby's Int'l

    25 Cogswell Ln, Stamford, CT 06902
  • /31

    $945,000

    • 6 Beds
    • 3 Baths
    • 2,880 Sq Ft

    95 Frederick St, Stamford, CT 06902

    Take notice! Legal two family dwelling in sought after Cove section of Stamford. Each unit features four rooms, two good size bedrooms, one full bath, eat in kitchen. This can be used as a full investment property or you can occupy one floor and rent the other for positive cash flow. Enclosed porch, large level rear yard with shed, close to many local businesses. Don't miss this one, this could

    Rosania Melo Century 21 Scala Group

    95 Frederick St, Stamford, CT 06902
  • /12

    $1,199,000

    • 7 Beds
    • 3 Baths
    • 2,509 Sq Ft

    43 Mohegan Ave, Stamford, CT 06902

    Welcome to 43 Mohegan Ave, a wonderful opportunity to own this Charming 2 family home in Shippan - a beautiful waterfront community in Stamford. The property is in close proximity to Restaurants, Grocery, Harbor Point, Cove Island, Chelsea Piers and the Vibrant city of Stamford. Metro North is 8 minutes away or drive to Manhattan in under an hour. This amazing income producing property is ready

    Jennifer Runnette Brown Harris Stevens

    43 Mohegan Ave, Stamford, CT 06902
  • /21

    $1,200,000

    • 8 Beds
    • 5.5 Baths
    • 5,231 Sq Ft

    16 Greenwood Hill St, Stamford, CT 06902

    Ideal opportunity for this recently updated Rare find, large multi family home, bring your in-laws! Each side has 5+ bedrooms and 2.5 baths, gas boilers, updated electrical and much more. 48 hour notice.

    Mitchell Stevenson William Raveis Real Estate

    16 Greenwood Hill St, Stamford, CT 06902
  • /16

    $1,700,000 Pre-Foreclosure

    • 6 Beds
    • 4.5 Baths
    • 7,600 Sq Ft

    12 Old Mill Ln, Stamford, CT 06902

    Amazing Home waiting for your touch at Westover Villa, close to New York City. A huge Master Bedroom with a bathroom with jacuzzi, walk-in closets, and an extra room to relax in. This beautiful home offers a Living Room, Dining room, eat-in kitchen, family room, and 5 more bedrooms. Subject to bank approval.

    Jennifer Ramirez Smart Realty

    12 Old Mill Ln, Stamford, CT 06902
  • /40

    $1,150,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 3,995 Sq Ft

    277 Dundee Rd, Stamford, CT 06903

    Here's a neutral description of the Colonial home in the Saw Mill Association of Stamford, CT: Located in the desirable Saw Mill Association of Stamford, CT, this Colonial home presents a blend of classic charm and modern amenities. The property features two primary bedrooms, one conveniently situated on the main floor and another on the second floor. The outdoor space is designed for

    Bonnie Wilson Berkshire Hathaway NE Prop.

    277 Dundee Rd, Stamford, CT 06903
  • /6

    $1,349,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 4,616 Sq Ft

    110 White Oak Ln, Stamford, CT 06905

    Rare combination of cul de sac living in the coveted Upper Newfield neighborhood, plus the serenity of a private location with a stunning in-ground heated pool and spa, within minutes of King School, Sterling Farms golf, tennis and theater, Davenport Ridge School, The Italian Center, shopping and the Merritt Parkway. This gracious 5 BR colonial with circular driveway offers an inviting floor plan

    Robin Welling The Riverside Realty Group

    110 White Oak Ln, Stamford, CT 06905
  • /2

    $950,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 4,219 Sq Ft

    1014 Cove Rd, Stamford, CT 06902

    Welcome to the Cove, where coastal living is affordable! This stunning water community home has just been freshly painted and features designer lighting that sparkles with charm. Experience the enchantment of this meticulously staged coastal residence, perfectly maintained and brimming with love, just waiting for the next family to cherish it. Imagine being just a short stroll away from the

    Mar Jennings Higgins Group Bedford Square

    1014 Cove Rd, Stamford, CT 06902
  • /40

    $8,850,000

    • 6 Beds
    • 8 Baths
    • 9,440 Sq Ft

    34 Carrington Dr, Greenwich, CT 06831

    A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand

    Carissa Larriuz Houlihan Lawrence

    34 Carrington Dr, Greenwich, CT 06831
  • /42

    $27,950,000

    • 8 Beds
    • 11.5 Baths
    • 13,428 Sq Ft

    45 Binney Ln, Old Greenwich, CT 06870

    This unparalleled custom-built modern waterfront estate, winner of 2021 HOBI-award, is a true oasis with 300'+ water frontage, pool, guest house, boat house, spa, expansive terraces integrated with gardens and deep water pier. Joeb Moore + Partners, Arthur Dunnam for Jed Johnson Studio, Reed Hilderbrand & Prutting Custom Builders collaborated on this spectacular LEED certified 13,428 sf compound

    Ellen Mosher Houlihan Lawrence

    45 Binney Ln, Old Greenwich, CT 06870
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