Vintage homes for sale & real estate in Glenbrook, CT

12 homes

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ABOUT THIS HOME
Vintage Home for sale in Glenbrook, CT:
Prime location in Stamford! This pristine penthouse level unit is top notch. Enjoy the stunning views from your balcony! No floor above you! Upon entering this updated unit you will find that it is flooded with natural light. The oversized living room with separate dining area has hardwood floors. In this living space the view will be the showpiece. Great spot for your office, too. The kitchen with gas range has lots of counter and cabinet space; the tile backsplash and window view add a wow factor. The balcony is large enough for a bistro set, plus lounge chairs and table and is a great space to take in the majestic distant views. The expansive primary bedroom offers double closets, hardwo

$260,000

1 bed1 bath725 sq ft

91 Strawberry Hill Ave Apt 1127, Stamford, CT 06902

Stunning views • Natural light • Large balcony

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Glenbrook, CT:
Discover this charming first-floor apartment located in the heart of Downtown Stamford! This pet-friendly building offers a bright and inviting unit that has been freshly painted throughout and features hardwood floors and an open-concept kitchen with granite countertops. The HOA provides an exceptional range of amenities, including basic cable TV, internet, cooking gas, heat, hot water, insurance, and grounds maintenance, meaning the new owner will only need to cover electricity each month. Residents can enjoy excellent on-site amenities, including a beautiful swimming pool, a well-equipped fitness center, 24-hour security, storage areas, and ample visitor parking. With an unbeatable locat

$299,900

2 beds1 bath875 sq ft

71 Strawberry Hill Ave Apt 118, Stamford, CT 06902

$700 HOA • Parking • Pool

ABOUT THIS HOME
Vintage Home for sale in Glenbrook, CT:
Welcome to Fountain Terrace, a 24-hour gated high-rise in the heart of Stamford, just minutes to downtown, shops and restaurants, train station, and all major highways. This gorgeous garden-level two-bedroom, one-bath unit boasts its own private entrance and patio/terrace. This community offers fantastic amenities, including a fitness center, playground, outdoor swimming pool, and a storage area. Don't miss the opportunity to make this condo your own and enjoy all the amenities it has to offer!

$350,000

2 beds1 bath875 sq ft

91 Strawberry Hill Ave Apt 129, Stamford, CT 06902

$583 HOA • Pool • Built 1959

ABOUT THIS HOME
Vintage Home for sale in Glenbrook, CT:
Nestled on a quiet street in the vibrant downtown area, this charming single-family home perfectly combines city living with comfort and space. Featuring 3 bedrooms and 1.5 baths, this home offers plenty of room for the whole family to enjoy. The main level boasts a spacious living room with a cozy fireplace, a bright sunroom with ample closet space, and a beautiful three-season deck, perfect for relaxing or entertaining. Upstairs, you'll find a three-season balcony, offering the perfect spot to enjoy your morning coffee or unwind at the end of the day. Outside, the detached two-car garage provides excellent storage, while the large backyard and green space offer a wonderful play area for f

$650,000

3 beds1.5 baths1,703 sq ft

49 Valley Rd, Stamford, CT 06902

Green space • Three-season deck • Large backyard

ABOUT THIS HOME
Vintage Home for sale in Glenbrook, CT:
Investor Opportunity!!!! Immediate Income, No Rental Restrictions. Start your investment journey with this rare 3-bedroom condo located just minutes from the beach. The unit is already rented through September, providing instant cash flow from day one. Fully renovated with an open-concept layout, plenty of closets, an individual storage unit, and two assigned parking spaces. The building offers a common laundry area, and common charges include heat and hot water, keeping your expenses low and returns strong. Located near Cove Island Park, Chelsea Piers CT, shops, restaurants, public transportation, Metro North, and I-95, this is a highly desirable and convenient location for renters. With n

$350,000

3 beds1 bath886 sq ft

23 Standish Rd Apt 2, Stamford, CT 06902

$663 HOA • 2 parking spots • Built 1951

Property at 1046 E Main St Apt 4, Stamford, CT 06902, 2 beds, 1 bath

$329,000

2 beds1 bath763 sq ft

1046 E Main St Apt 4, Stamford, CT 06902

Property at 5 Hundley Ct Unit 1E, Stamford, CT 06902, 1 bed, 1 bath

$299,000

1 bed1 bath1,100 sq ft

5 Hundley Ct Unit 1E, Stamford, CT 06902

Property at 71 Strawberry Hill Ave #305, Stamford, CT 06902, 3 beds, 1 bath

$380,000

3 beds1 bath1,100 sq ft

71 Strawberry Hill Ave #305, Stamford, CT 06902

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 Coolidge Ave, Stamford, CT 06906, 8 beds, 8.5 baths

$1,495,000

8 beds8.5 baths5,530 sq ft

75 Coolidge Ave, Stamford, CT 06906

Property at 90 Courtland Hill St, Stamford, CT 06906, 3 beds, 1.5 baths

$775,000

3 beds1.5 baths1,568 sq ft

90 Courtland Hill St, Stamford, CT 06906

Property at 30 Lenox Ave, Stamford, CT 06906, 3 beds, 2.5 baths

$675,000

3 beds2.5 baths2,172 sq ft

30 Lenox Ave, Stamford, CT 06906

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COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Glenbrook, CT:
Welcome to 70 Strawberry Hill Avenue! This spacious, updated studio features classic charm with modern touches, including gleaming hardwood floors and 9-foot ceilings throughout. The kitchen has been updated, and the large open living area includes a dedicated dining space-perfect for relaxing or entertaining. The well-maintained grounds feature a peaceful center courtyard with a park-like setting. Monthly common charges cover heat and hot water, and the complex offers ample rear parking along with on-site laundry. Ideally located just steps from downtown Stamford, restaurants, Metro-North, and local parks. No assessments. Dishwasher does not works

$235,000

— beds1 bath660 sq ft

70 Strawberry Hill Ave Apt 3-2A, Stamford, CT 06902

$400 HOA • Built 1939 • Listed 2 days

ABOUT THIS HOME
Vintage Home for sale in Glenbrook, CT:
Welcome to your new home in the heart of downtown Stamford. Meticulously updated 2-bedroom, 2 bath, Office/Den sunny apartment. Spacious living area with large windows full of natural light. Perfect for entertaining or relaxing at the end of a long day. Freshly painted, new floors, and large storage closet. Ensuite bathroom in master bedroom with walk-in closet. Secured building steps to popular restaurants, night life, the library, theatre, parks, UCONN, and so much more. 15-minute walk to the train station and easy access to 95. Ample Street Parking available. Parking is also available in the back parking lot from 5:30pm-7:30am during the week and 24 hours on the weekends.

$329,000

2 beds2 baths1,250 sq ft

125 Prospect St Apt 2E, Stamford, CT 06901

Large windows • Walk-in closet • Secured building

ABOUT THIS HOME
Vintage Home for sale in Glenbrook, CT:
Welcome home to this beautifully maintained 2-bedroom, 1.5-bath co-op townhouse offering comfort, charm, and modern updates throughout. Freshly painted with a remodeled lower level and newly added half bath, this home blends practicality with a warm, inviting feel. The main level features a bright living area that flows into an eat-in kitchen - perfect for family dinners or weekend gatherings. Upstairs, you'll find two spacious bedrooms with ample closet space and a full bath. The partially finished lower level adds living space ideal for a playroom, office, or cozy den. Nestled in a peaceful community setting, this home offers convenience, comfort, and a family-friendly atmosphere - all ju

$320,000

2 beds1.5 baths1,100 sq ft

274 Sylvan Knoll Rd, Stamford, CT 06902

$709 HOA • Built 1950 • Listed 18 days

ABOUT THIS HOME
Vintage Home for sale in Glenbrook, CT:
Welcome home to this charming and very well-maintained two-bedroom, one full bath, co-op townhouse offers warmth, comfort, and everyday ease in one of Stamford's owner-occupied, pet-friendly communities. Hardwood floors throughout, a bright and inviting living area, an eat in kitchen perfect for gatherings. The finished lower level provides flexible space for a home gym, office or playroom complete with in-unit washer and dryer for added convenience. Enjoy parking just steps from your door, and in a prime location that's minutes to Cove Island Beach, Cummings Park, Chelsea Piers, downtown Stamford, and the train station. Easy access to I-95 makes commuting a breeze. This home is move-in rea

$319,900

2 beds1 bath1,100 sq ft

171 Sylvan Knoll Rd, Stamford, CT 06902

Eat in kitchen • Parking just steps • Prime location

ABOUT THIS HOME
Vintage Home for sale in Glenbrook, CT:
Wonderful mid-city location. This Hampshire House apt is a short walk to vibrant downtown, Tully Center, restaurants, theater, shopping, transportation, etc. One level living with hardwood floors throughout, extra storage unit, and well-maintained grounds. Heat, hot water and taxes included in common charges. Don't miss out on this well-maintained unit. No dogs allowed, only cats

$185,000

1 bed1 bath740 sq ft

108 Strawberry Hill Ave #1, Stamford, CT 06902

Extra storage unit • Mid-city location • Hardwood floors

ABOUT THIS HOME
Vintage Home for sale in Glenbrook, CT:
Back on market - financing fell through. .. Charming Pre-War Garden Complex in the Heart of Stamford! Step into old-world charm with this ivy-covered, pre-war brick walk-up set on beautifully landscaped, manicured grounds. Mature trees and lush plantings create a peaceful, park-like atmosphere that feels miles away-yet you're only steps from Stamford's vibrant downtown, filled with dining, shopping, and entertainment. This spacious corner one-bedroom residence, on the 2nd floor, is flooded with natural light and showcases gleaming hardwood floors, soaring 9-foot ceilings, and a thoughtfully updated kitchen that opens seamlessly to the living and dining areas. The oversized bedroom features

$300,000

1 bed1 bath941 sq ft

70 Strawberry Hill Ave Apt 2-2D, Stamford, CT 06902

Natural light • Lush plantings • Mature trees

Property at 78 Warren St, Stamford, CT 06902, 4 beds, 2 baths

$759,000

4 beds2 baths1,853 sq ft

78 Warren St, 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 71 Deleo Dr, Stamford, CT 06906, 2 beds, 2 baths

$695,000

2 beds2 baths2,714 sq ft

71 Deleo Dr, Stamford, CT 06906

Property at 120 Webb Ave, Stamford, CT 06902, 2 beds, 1 bath

$525,000

2 beds1 bath981 sq ft

120 Webb Ave, Stamford, CT 06902

Property at 90 Strawberry Hill Ave #3, Stamford, CT 06902, 2 beds, 1 bath

$245,000

2 beds1 bath860 sq ft

90 Strawberry Hill Ave #3, Stamford, CT 06902

Property at 107 Lockwood Ave Apt 1B, Stamford, CT 06902, 2 beds, 1.5 baths

$315,000

2 beds1.5 baths1,070 sq ft

107 Lockwood Ave Apt 1B, Stamford, CT 06902

Property at 76 Deepwood Rd, Darien, CT 06820, 5 beds, 4 baths

$2,350,000

5 beds4 baths3,897 sq ft

76 Deepwood Rd, Darien, CT 06820

Property at 18 Oaklawn Ave, Stamford, CT 06905, 3 beds, 1 bath

$584,999

3 beds1 bath1,289 sq ft

18 Oaklawn Ave, Stamford, CT 06905

Property at 421 Sylvan Knoll Rd, Stamford, CT 06902, 2 beds, 2 baths

$265,000

2 beds2 baths1,100 sq ft

421 Sylvan Knoll Rd, Stamford, CT 06902

Vintage Homes for Sale in Glenbrook

There are currently 12 vintage homes for sale in Glenbrook at a median listing price of $515K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Glenbrook stay on the market for 37 days and receive 2 offers. Popular neighborhoods include Newfield-Westover-Turn of River, Eastern Greenwich, Shippan Point, Shippan, and Long Island. This map is refreshed with the newest listings in Glenbrook every 15 minutes.

In the past month, 17 homes have been sold in Glenbrook. In addition to houses in Glenbrook, there were also 40 condos, 0 townhouses, and 5 multi-family units for sale in Glenbrook last month. Glenbrook is a moderately walkable neighborhood in Fairfield County with a Walk Score of 64. Glenbrook is home to approximately 15,978 people and 4,545 jobs. Find your dream home in Glenbrook using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Glenbrook are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Glenbrook. If you're looking to sell your home in the Glenbrook area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Glenbrook with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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