West Side-Waterside-South End, CT homes for sale & real estate

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ABOUT THIS HOME
West Side-Waterside-South End, CT Homes for Sale
Waterside Single Family Home with 3 to 4 Bedrooms, 2 Full Baths. The current tenant uses the Living Room as a 5th Bedroom. On the Main Level, left of the staircase is a Master Bedroom. Hallway leads to the Eat in Kitchen with SS Appliances . Living Room leads to the Back Deck. Second Floor consists of 2 Bedrooms with Laminated Floors & 1 Full Bath with Tile Floor. Large Third Floor could be a Office or Bedroom#4 (with closet + office section is carpeted). Basement has Laundry Hookup & Plenty of Storage Space. Kitchen access to Basement, it also with 2 Outside Entrances and 1 inside Entrance to the Eat In Kitchen. Gas Cooking, Central Heat (Gas), Window AC. (Public Record 3 Bed 1

$499,000

3 beds1 bath1,878 sq ft

40 Orchard St, Stamford, CT 06902

Tile floor • Eat in kitchen • Back deck

ABOUT THIS HOME
West Side-Waterside-South End, CT Homes for Sale
Built in 2005 and move-in ready, this townhouse offers an exceptional blend of space, location, and value-with low HOA of just $250/month. This sun-filled 3-bedroom, 2.5-bath end unit spans three levels of well-designed living space. The main level showcases hardwood floors, a spacious open-concept living and dining area with access to a private balcony, and a modern, functional kitchen-perfect for both entertaining and everyday living. The upper level features three generously sized bedrooms, including a primary suite with a walk-in closet and ensuite bath. Two additional bedrooms share a full hall bath, providing versatility for family, guests, or a dedicated home office. Additional highl

$499,000

3 beds2.5 baths1,749 sq ft

19 Stillwater Ave Apt E, Stamford, CT 06902

Private balcony • Walk-in closet • Ensuite bath

ABOUT THIS HOME
West Side-Waterside-South End, CT Homes for Sale
Attention Savvy Buyers & Investors! Legal 4-bed/3-bath home currently set up as a 7-bedroom, offering tremendous upside. Prime location near the Harbor Point redevelopment and 2 blocks from the Stamford train station. This home needs updating but represents a massive opportunity to create a high-income property or a large-scale owner-occupant residence. Close to parks, transit, and city amenities. Sold as-is-bring your best offers!

$629,000

4 beds2.5 baths1,800 sq ft

10 Lipton Pl, Stamford, CT 06902

Close to parks • Close to transit • Prime location

ABOUT THIS HOME
West Side-Waterside-South End, CT Homes for Sale
Penthouse Duplex with Dual Private Terraces. This exceptional 2,077 sq. ft. penthouse duplex offers a rare opportunity within Palmer Hill, the premier gated community on the Greenwich/Stamford border. Soaring ceilings, floor-to-ceiling windows, and abundant natural light create an elegant, airy retreat. The home features two spacious primary suites and two-and-a-half baths, each with refined finishes and custom craftsmanship. A gracious foyer opens to the expansive living and dining area anchored by a fireplace and framed by French doors leading to two private terraces one with a tranquil fountain for seamless indoor-outdoor living. The gourmet kitchen is appointed with a large eat-in islan

$1,450,000

2 beds2.5 baths2,077 sq ft

77 Havemeyer Ln #420, Stamford, CT 06902

Gated community • Large eat-in island • Penthouse duplex

ABOUT THIS HOME
West Side-Waterside-South End, CT Homes for Sale
Prime investment opportunity at 108 Virgil Street, Stamford, CT. Four-family property on the west side, near Stamford Hospital, downtown, Greenwich, and I-95. Each of the four units has two bedrooms, one bath. Totally separate utilities, natural gas heating/ water heaters, landlord meter for common area electric, and a large unfinished basement for storage or finishing. Additionally, there are four off-street parking spots. Ideal for investors seeking strong rental income and strategic location.

$1,199,000

8 beds4 baths2,600 sq ft

108 Virgil St, Stamford, CT 06902

Four family property • Separate utilities • Natural gas heating

Property at 61 Aberdeen St, Stamford, CT 06902, 6 beds, 5 baths

$1,600,000

6 beds5 baths2,550 sq ft

61 Aberdeen St, Stamford, CT 06902

Property at 54 Signal Rd, Stamford, CT 06902

$2,200,000

— beds— baths— sq ft

54 Signal Rd, Stamford, CT 06902

Property at 42 Signal Rd, Stamford, CT 06902

$2,200,000

— beds— baths— sq ft

42 Signal Rd, Stamford, CT 06902

Property at 50 Signal Rd, Stamford, CT 06902

$2,200,000

— beds— baths— sq ft

50 Signal Rd, Stamford, CT 06902

Property at 46 Signal Rd, Stamford, CT 06902

$2,200,000

— beds— baths— sq ft

46 Signal Rd, Stamford, CT 06902

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ABOUT THIS HOME
West Side-Waterside-South End, CT Homes for Sale
Welcome to Soundview Towers, where city convenience meets elevated comfort in this beautifully updated 1 bedroom, 1.5 bath fourth-floor residence offering sleek style, generous space, and skyline views from your private balcony. Sunlight fills the open living area through wide windows, creating a warm and inviting flow that extends outdoors to a private balcony perfect for morning coffee or evening unwinding. The updated kitchen features rich wood cabinetry, stainless steel appliances, granite counters, and tile flooring, blending style and practicality with ease. The oversized bedroom offers excellent closet space and natural light, while the beautifully renovated full bath showcases moder

$349,000

1 bed1.5 baths1,079 sq ft

50 Glenbrook Rd Apt 4E, Stamford, CT 06902

$707 HOA • Garage • Pool

ABOUT THIS HOME
West Side-Waterside-South End, CT Homes for Sale
Spectacular home in the heart of sought after Old Greenwich! Beautifully finished four bedroom 3.5 bath Colonial with open floor plan. First floor includes an eat in chef's kitchen with top of the line stainless steel appliances highlighted by a unique serving window, which flows seamlessly into the living room and dining area, with French doors leading out to the expansive deck which overlooks a beautifully landscaped back yard. Primary suite with a luxurious ensuite bath, two additional bedrooms and another full bath complete the second floor. Finished lower level with a fourth bedroom, full bath and gym/playroom or guest area with walk out to yard. White oak hardwood floors throughout. E

$1,849,000

4 beds3.5 baths1,977 sq ft

18 Sound Beach Ave, Old Greenwich, CT 06870

New construction • Eat in chefs kitchen • Landscaped back yard

Berkshire Hathaway HS NE Prop.

ABOUT THIS HOME
West Side-Waterside-South End, CT Homes for Sale
Lovely cared for 3 Bedroom ranch is ready for a new generation to move right-in or to expand for your dream home. Living Room w/ fireplace, family rm w/ sliders lead to walk-out patio. Set back from street with classic stone wall in front and nice level treed and fenced backyard. Additional 1056 SF in basement. Attached garage. N. Mianus Elementary and Eastern Middle.

$899,900

3 beds2 baths1,388 sq ft

84 Havemeyer Ln, Old Greenwich, CT 06870

Stone wall • Walk-out patio • Level treed backyard

OPEN SUN, 1PM TO 4PM

ABOUT THIS HOME
West Side-Waterside-South End, CT Homes for Sale
Nestled in a peaceful neighborhood, this inviting new Cape Cod listing blends timeless charm with modern comfort. The home features four spacious bedrooms and two updated baths, offering plenty of room for everyday living or welcoming guests. The cozy main living room provides a warm, welcoming atmosphere with a comfortable layout The updated well-designed eat-in kitchen is designed for both everyday living and entertaining, featuring modern finishes, ample cabinetry, and generous counter space. Thoughtful upgrades enhance functionality while maintaining a clean, timeless look, making this kitchen a welcoming hub of the home which opens to a private backyard-perfect for relaxing or enterta

$650,000

4 beds2 baths1,173 sq ft

223 Hillandale Ave, Stamford, CT 06906

Private backyard • Spacious basement • Conveniently located

ABOUT THIS HOME
West Side-Waterside-South End, CT Homes for Sale
Welcome home to this completely updated 3 bedroom, 2.5 bath townhouse offering modern comfort, elegant finishes, and a prime location in the heart of Glenbrook. Main floor features an open floor plan & natural light with luxury natural blonde floors that flow throughout the entire home, enhancing the open and inviting layout with a stunning accent wall, electric fireplace and wood mantel that serves as the centerpiece of the spacious living room-perfect for relaxing or entertaining. Gourmet Kitchen recently remodeled with white shaker custom cabinets, stainless steel appliances, quartz counter tops and a breakfast peninsula for easy dining. The dining room slider opens to a large deck

$699,000

3 beds2.5 baths2,266 sq ft

180 Glenbrook Rd Apt 35, Stamford, CT 06902

Large deck • Open floor plan • Updated townhouse

ABOUT THIS HOME
West Side-Waterside-South End, CT Homes for Sale
Stylish, impeccably maintained 1BR/1BA condo at The Biltmore, downtown Stamford's coveted full-service luxury tower. This warm and inviting residence offers a smart, open layout with engineered hardwood floors, an updated kitchen with granite counters and breakfast bar, and a sun-filled living/dining area ideal for comfortable everyday living. The bedroom features a large walk-in closet and access to an updated double-entry bathroom. Additional highlights include central air, excellent natural light from a full wall of windows, and the rare convenience of an IN-UNIT WASHER/DRYER. With 557 square feet of thoughtfully designed space, this home lives larger than its footprint and reflects year

$319,900

1 bed1 bath557 sq ft

127 Greyrock Pl #607, Stamford, CT 06901

$466 HOA • Built 1987 • Listed 16 days

Property at 104 North St Apt 801, Stamford, CT 06902, 2 beds, 2 baths

$569,000

2 beds2 baths1,421 sq ft

104 North St Apt 801, Stamford, CT 06902

Property at 91 Strawberry Hill Ave Apt 636, Stamford, CT 06902, 2 beds, 1 bath

$280,000

2 beds1 bath875 sq ft

91 Strawberry Hill Ave Apt 636, Stamford, CT 06902

Property at 143 Hoyt St Apt 1A, Stamford, CT 06905, 2 beds, 2 baths

$519,000

2 beds2 baths1,700 sq ft

143 Hoyt St Apt 1A, Stamford, CT 06905

Property at 74 W North St, Stamford, CT 06902, 3 beds, 2 baths

$725,000

3 beds2 baths2,397 sq ft

74 W North St, Stamford, CT 06902

Property at 91 Strawberry Hill Ave #925, Stamford, CT 06902, 1 bed, 1 bath

$260,000

1 bed1 bath725 sq ft

91 Strawberry Hill Ave #925, Stamford, CT 06902

Property at 100 Hope St Apt 10, Stamford, CT 06906, 3 beds, 3 baths

$640,000

3 beds3 baths2,005 sq ft

100 Hope St Apt 10, Stamford, CT 06906

Property at 71 Strawberry Hill Ave Apt 421, Stamford, CT 06902, 2 beds, 1 bath

$315,000

2 beds1 bath875 sq ft

71 Strawberry Hill Ave Apt 421, Stamford, CT 06902

Property at 75 Saddle Rock Rd, Stamford, CT 06902, 5 beds, 3.5 baths

$2,125,000

5 beds3.5 baths4,154 sq ft

75 Saddle Rock Rd, Stamford, CT 06902

Property at 108 Strawberry Hill Ave #1, Stamford, CT 06902, 1 bed, 1 bath

$185,000

1 bed1 bath740 sq ft

108 Strawberry Hill Ave #1, Stamford, CT 06902

Property at 21 Holcomb Ave, Stamford, CT 06906, 7 beds, 4 baths

$1,325,000

7 beds4 baths3,122 sq ft

21 Holcomb Ave, Stamford, CT 06906

Property at 25 Forest St Unit 8C, Stamford, CT 06901, 1 bed, 1 bath

$399,000

1 bed1 bath720 sq ft

25 Forest St Unit 8C, Stamford, CT 06901

Property at 54 W North St #419, Stamford, CT 06902, 2 beds, 1 bath

$215,000

2 beds1 bath900 sq ft

54 W North St #419, Stamford, CT 06902

Property at 22 Glenbrook Rd #414, Stamford, CT 06902, 1 bed, 1 bath

$199,000

1 bed1 bath535 sq ft

22 Glenbrook Rd #414, Stamford, CT 06902

Property at 18 Highland Rd, Stamford, CT 06902

$425,000

— beds— baths— sq ft

18 Highland Rd, Stamford, CT 06902

Average home prices near West Side-Waterside-South End, CT

Cities

Neighborhoods

Newfield-Westover-Turn of River homes for sale
$655,000
Sylvan Knoll homes for sale
$309,500
The Cove homes for sale
$823,450
Eastern Greenwich homes for sale
$1,924,000
Waterside homes for sale
$762,000
Chesterfield homes for sale
$548,500
Shippan Point homes for sale
$2,950,000
Glenbrook homes for sale
$380,000
Downtown Stamford homes for sale
$379,000
Springdale-Glenbrook-Belltown homes for sale
$599,000

West Side-Waterside-South End, CT real estate trends

All Home Types trends in West Side-Waterside-South End, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$787,500

-7.6% YoY | Nov 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Nov 2025

Growth

% YoY

West Side-Waterside-South End, CT

$787,500

-7.6%

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