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5-Bedroom Houses 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

    $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
  • /39

    $2,649,999

    • 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
  • /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
  • /38

    $2,625,000

    • 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
  • /40

    $3,499,000

    • 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
  • /39

    $3,750,000 Coming Soon

    • 6 Beds
    • 9 Baths
    • 7,288 Sq Ft

    39 Running Brook Ln, New Canaan, CT 06840

    Welcome to 39 Running Brook Lane, an exceptional custom-built home set on 2.7 acres, where timeless elegance meets everyday function. Spanning more than 7,000 square feet across three finished levels, the residence offers both scale and sophistication. Inside, freshly painted interiors highlight soaring ceilings and generously proportioned rooms. The high-end kitchen by Dean is a chef's dream,

    Stacey Delikat Houlihan Lawrence

    39 Running Brook Ln, New Canaan, CT 06840
  • /37

    $1,739,000

    • 5 Beds
    • 4.5 Baths
    • 3,833 Sq Ft

    151 June Rd, Stamford, CT 06903

    This stunning property seamlessly blends modern farmhouse charm with a touch of Museum of Modern Art sophistication. Situated on 3 picturesque acres with a tranquil pond, Mianus River frontage, and expansive fields perfect for outdoor entertaining or a potential pool, it's a truly exceptional estate. The interior showcases soaring ceilings, a dramatic two-story fireplace, and floor-to-ceiling

    Joe Scozzafava William Raveis Real Estate

    151 June Rd, Stamford, CT 06903
  • /31

    $1,325,000

    • 6 Beds
    • 5.5 Baths
    • 4,778 Sq Ft

    60 Redmont Rd, Stamford, CT 06903

    Live your best life at 60 Redmont Road, situated on the North side of Stamford, offering over an acre of land with complete privacy. This six-bedroom home features five full baths and an additional half bath. The inground heated pool, located just outside the kitchen area, creates an ideal spot for barbecues and an outdoor kitchen, offering endless summer fun and serving as a perfect retreat.

    Ashley Hamedi Compass Connecticut, LLC

    60 Redmont Rd, Stamford, CT 06903
  • /36

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 4,278 Sq Ft

    6 Walnut Ridge Ct, Stamford, CT 06905

    Exceptional NEW construction in a coveted mid-city location offers the perfect blend of luxury and convenience. This sensational 5-bedroom, 4.5 bathroom home with well proportioned rooms throughout, showcases sophisticated design together with an open-concept. The gourmet kitchen serves as the heart of the home, boasting a large center island, walk-in pantry, and abundant cabinet and counter

    Barbara Hickey William Pitt Sotheby's Int'l

    6 Walnut Ridge Ct, Stamford, CT 06905
  • /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
  • /29

    $1,999,000

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

    506 Hunting Ridge Rd, Stamford, CT 06903

    Multi Generational living with room for everyone. Stunning six bedroom home filled with natural light sits on one-and-a-half scenic acres. The 8,000 square foot 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

    Noah Finz Houlihan Lawrence

    506 Hunting Ridge Rd, Stamford, CT 06903
  • /16

    $1,199,000

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

    442 Pepper Ridge Rd, Stamford, CT 06905

    JUST REDUCED! Move right in to this fully renovated 5-bed, 4-bath Stamford home blending modern luxury with peace of mind. The brand-new primary suite impresses with tray ceilings, dual walk-in closets, and a spa-inspired bath, while vaulted ceilings and a quartzite chef's kitchen create light-filled living and entertaining spaces. All major systems - roof, HVAC, plumbing, and electrical - have

    Daniel Morris Keller Williams Realty Group

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

    $1,395,000 Coming Soon

    • 5 Beds
    • 7 Baths
    • 5,254 Sq Ft

    236 Briar Brae Rd, Stamford, CT 06903

    Ideal, sought-after North Stamford home with 5 bedrooms, 7(5/2) baths and 3-car garage, is move-in ready for you! A serene and private 1+acre with majestic stone outcroppings offers generous outdoor entertaining decks, patio and yard. Two primary bedroom suites, multiple/versatile work spaces, well-designed kitchen with high-end appliances and recently refinished hardwood floors & fresh paint

    Leigh Finley Houlihan Lawrence

    236 Briar Brae Rd, Stamford, CT 06903
  • /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
  • /34

    $12,450,000 Coming Soon

    • 5 Beds
    • 7 Baths
    • 8,306 Sq Ft

    21 Guinea Rd, Greenwich, CT 06830

    Hidden beyond a private gated drive, majestically sited atop 5.5 enchanting acres, Fox Lair reveals herself. A 1938 English manor reimagined for today, timeless architectural detail meets modern updates resulting in a home equally suited to formal entertaining or the rigors & joys of family life. The romance of a bygone era blends seamlessly with the spacious gourmet kitchen, family

    Julie Grace Burke Compass Connecticut, LLC

    21 Guinea Rd, Greenwich, CT 06830
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