Glenbrook Real Estate

Glenbrook Real Estate

Welcome to Glenbrook, a vibrant neighborhood nestled in the heart of Stamford, Connecticut. Known for its unique blend of suburban charm and urban convenience, Glenbrook offers residents a welcoming atmosphere that feels like home. This delightful community is characterized by its tree-lined streets, historic architecture, and a diverse array of local shops, cafes, and restaurants that cater to every palate.

One of Glenbrook's standout features is its accessibility. With a robust public transportation system and proximity to major highways, commuting to New York City or other parts of Connecticut is a breeze. This makes it an ideal location for professionals looking for a peaceful retreat after a busy workday.

Families will appreciate the neighborhood's excellent educational facilities, including highly-rated public and private schools. Parks and recreational areas are abundant, providing ample opportunities for outdoor activities, from leisurely strolls to energetic sports games. The nearby Cummings Park offers scenic waterfront views, picnic areas, and playgrounds, making it a favorite spot for families and nature lovers alike.

Glenbrook is also rich in cultural diversity, with a community that celebrates various traditions and events throughout the year. Residents enjoy a strong sense of camaraderie, often coming together for local festivals and farmers' markets that showcase the best of what Stamford has to offer.

In Glenbrook, you’ll find not just a place to live, but a community where connections are made, and memories are created. Come explore Glenbrook, where your dream home awaits amidst the charm and vibrancy of Stamford!

Newest Listings in Glenbrook

$620,000
2 Beds ⋅ 1 Baths ⋅ 24193591 MLS
Move right into this beautifully remodeled 2-3 bedroom ranch in the highly sought-after Glenbrook neighborhood. Tucked away on a quiet side street, this home offers the perfect balance of peace and convenience, sitting just minutes from local restaurants, shops, the Glenbrook train station, I-95, and Cove Island beach. The bright, open-concept floor plan is an entertainer's dream. At the heart of the home is a charming, fully updated kitchen featuring quartz countertops and brand-new appliances with natural gas range. The living room delivers an immediate "wow factor" with its dramatic stone fireplace and exposed wood beams. Step into the sunroom to look out over your fully fenced backyard oasis, complete with a lush lawn, mature trees, lovely plantings, and a fire pit. Key upgrades include a brand-new roof on both the house and the oversized 2-car garage (which features a bonus loft with endless potential), central AC, an upgraded electrical panel, and newly refinished hardwood floors. With nothing left to do, you can simply unpack and enjoy! Note: Kindly present all offers by end of day 7/27

29 Sutton Dr W, Stamford
$350,000
1 Beds ⋅ 2 Baths ⋅ 24192806 MLS ⋅ Glen Towne Commons BLDG.
Welcome to this beautifully maintained townhome offering a stylish and functional layout in Stamford's desirable Glenbrook neighborhood. The main level features an inviting open floor plan with comfortable living space and an updated kitchen with crisp white cabinetry, stainless steel appliances, beautiful countertops, under-cabinet lighting, and ample cabinetry. Step outside to the private deck, a great spot to enjoy your morning coffee or unwind at the end of the day. Upstairs, you'll find a spacious bedroom, full bathroom, convenient laundry closet, and plenty of closet space. Additional highlights include a one car garage beneath the building and a large private storage room. Ideally located close to the Glenbrook Metro-North station, shopping, restaurants, parks, and everyday amenities, this townhouse combines low-maintenance living with convenient access to downtown Stamford and surrounding Fairfield County. A wonderful opportunity to enjoy an updated home with an open layout, private outdoor space, garage parking, low HOA fees and a convenient Glenbrook location.

291 Hope St Unit A14, Stamford
$674,900
3 Beds ⋅ 2 Baths ⋅ 24192724 MLS
A city oasis awaits the next owner. 3 bedroom, 2 full bath, and study or office, single family home in the heart of Glenbrook. Open floor plan for easy living. Lovely kitchen renovation sparkles with soft white cabinets, granite counter tops and newer appliances . Newly painted throughout. Wood floors have just been refinished. The Living room dining room combination features a wood burning fireplace and sliders that lead to a generous deck covered by and arbor with trailing Wisteria and built in benches. Leading to a lovely flat welcoming yard. One car garage just off the partial basement/laundry/ storage area. Plenty of natural light in every room. Close to Stamford High School, Tully Health Center, transportation, shopping, restaurants, movies.

245 Hillandale Ave, Stamford
$475,000
3 Beds ⋅ 2 Baths ⋅ 24184626 MLS ⋅ Copperfield BLDG.
Unique Second-floor 3-Bed/2-Full Bath Townhome, the largest unit in The Copperfield Association, is Glenbrook's hidden gem. A ten-unit property/ self-managed Homeowners Association along side the Noroton River. Enter through your own private entrance from the large/ semi-private patio just steps from your reserved parking spot (middle of 3 as you drive in on the left). Inside you're greeted by a smart foyer before ascending to the main floor and it's beautifully finished hardwood floors & nine-foot ceilings. The huge Living Room features built-ins & recessed lighting, a Sunroom offers flexibility as an office, den, library, study or guest room, large Eat-in Kitchen w/ stainless steel appliances, recessed lights, walk-in pantry & dining alcove plus back door to basement for access to laundry room, storage & rear exit. A well-sized Bedroom and beautifully updated Full Bathroom round out the main level. Upstairs you'll find the stunning Primary Bedroom w/ vaulted ceiling, skylights & ceiling fan, a large Third Bedroom w/ giant walk-in closet, and a second Full Bath w/ shower stall. Commuters dream: Glenbrook train station (5-min walk), I-95 (1-mile), & Merritt Pkwy (3.5 mi) plus super convenient to all-new Noroton Heights shopping/ dining, and just 2-miles all that Downtown Stamford has to offer! This absolute charming condo awaits, you must see it today!

64 Maple Tree Ave Unit 2, Stamford
$595,000
3 Beds ⋅ 4 Baths ⋅ 24192521 MLS ⋅ Rock Spring Terrace BLDG.
Welcome to 59 Rock Spring Road, Unit 25 - an exceptional end-unit townhouse offering the perfect combination of comfort, style, and convenience in one of Stamford's most desirable locations. This beautifully updated home features 3 generously sized bedrooms, 3 full bathrooms, and a powder room, providing a spacious and functional layout for everyday living. The renovated kitchen is thoughtfully designed with modern finishes and opens seamlessly to the main dining and living areas, creating an ideal space for both entertaining and daily life. Updated bathrooms throughout the home add a fresh, contemporary touch. The finished lower level, complete with a full bathroom, offers incredible versatility and can easily serve as a family room, home office, fitness space, playroom, or private guest suite. As an end unit, the home enjoys natural light, added privacy, and the convenience of an attached garage. Ideally situated just minutes from shopping, dining, parks, schools, Metro-North, and major commuter routes, this move-in-ready home offers the perfect balance of peaceful living and everyday convenience. A rare opportunity to enjoy low-maintenance living in a prime Stamford location.

59 Rock Spring Rd Unit 25, Stamford
$900,000
9 Beds ⋅ 4 Baths ⋅ 24192488 MLS
Great investment Opportunity for investors or owner Occupied Buyers in the heart of Stamford. First floor boasts 5 Bedrooms and 2 bathroom including finished basement, 2nd floor boasting 3 bedrooms and 1 bathroom. House has 2 detached car garage. Driveway for many parking spots and ample parking on the street. Home location is phenomenal being near many amenities from Downtown Stamford, Train Station, Bus line. I-95 and much more. Cash Offers and quick closing preferred.

70 Lincoln Ave, Stamford
$595,000
2 Beds ⋅ 1 Baths ⋅ 24191985 MLS ⋅ River View Terrace BLDG.
Welcome to River View Terrace...desirable well maintained association in a highly convenient location right on the Stamford/Darien border. This ground floor 2BD condo is an excellent choice for anyone who enjoys easy private and secure access to their home but also seeks the convenience of one car garage, an oversized storage and a beautiful seasonal in ground pool in a nice serene location to enjoy the hot summer days. This is a fully updated unit with a beautiful open floor plan and a luxurious feel. Both bedrooms are spacious and provide excellent closet space. The laundry is in the unit and the washer is new. Beautiful open chef's kitchen with generous size cabinets, quartz countertops, deep farmer's sink and all SS appliances including new refrigerator allows for easy entertaining both indoor and on the lovely recently redone deck right off the living room. In the winter enjoy the cozy wood burning fireplace. Hardwood floors throughout, ceiling fans and beautiful new light fixtures among most recent upgrades. Additional closet space in the hallway w/nice shelving system is just yet another proof of no detail spared to make this unit sparkle. Parking space #3 in addition to garage parking space plus visitor parking spots. Minutes to beaches, walk to Metro North, easy access to Downtown Stamford's shops and restaurants as well as I-95. This unit truly has it all; can also be sold with most furnishing for anyone who enjoys the style. Come and see it all for yourself.

76 Maple Tree Ave Unit 3, Stamford
$965,999
7 Beds ⋅ 3 Baths ⋅ 24191607 MLS
Welcome to 21 Culloden Road, a spacious and meticulously maintained 2-family residence situated in the highly desirable Glenbrook neighborhood. This turnkey property features two large, light-filled units, making it an incredible opportunity for investors or owner-occupants/ multi generational family living. Unit 1 (First Floor) features 3 bedrooms, 1 full bath, separate living and dining rooms, central air, and an expansive eat-in kitchen. Unit 2 (Second Floor) features 4 bedrooms, 1.5 baths, in-unit laundry, central a/c and an equally spacious eat-in kitchen. Major capital improvements offer peace of mind, including a fully replaced roof and new water heater (both 2021). Both units will be delivered vacant at closing. Step outside to a flat, usable backyard-a private outdoor oasis perfect for grilling, gardening, or relaxing. The oversized driveway provides ample off-street parking for multiple vehicles and features a new gardening shed for extra storage. Just minutes from the Glenbrook and Stamford Transportation Centers (Metro-North/Amtrak express to NYC), I-95, and Chelsea Piers. Enjoy easy access to Cove Island Park's beaches and the vibrant dining, shopping, and nightlife of Downtown Stamford. Whether you are looking to expand your rental portfolio or live in one unit while renting the other, 21 Culloden Road is the perfect place to call home.

21 Culloden Rd, Stamford
$599,000
2 Beds ⋅ 2 Baths ⋅ 24185973 MLS ⋅ Eastside Commons BLDG.
Fully remodeled loft-style condominium in the heart of downtown Stamford. Located on the 5th floor, this spacious residence offers soaring vaulted ceilings, abundant natural light, and an open-concept layout designed for modern living. The updated kitchen features quartz countertops, stainless steel appliances, and a large island with seating that flows seamlessly into the living and dining areas. Both bathrooms have been tastefully renovated, complemented by new flooring throughout the main living areas and new carpeting in the bedrooms and loft. The dramatic second-floor loft provides exceptional flexibility with two separate rooms, currently configured as a home office and an additional sleeping area, offering the functionality today's buyers are looking for. Enjoy your private balcony overlooking the professionally landscaped courtyard, plus the convenience of garage parking. This full-service building features concierge service, a fitness center, and an unbeatable downtown location just minutes from Metro-North, restaurants, shopping, and entertainment. Ideal as a primary residence or investment property with strong rental appeal. Fully remodeled loft units with this combination of size, finish, and flexible living space are rarely available in this building.

850 E Main St Unit Apt 504, Stamford
$849,999
5 Beds ⋅ 4 Baths ⋅ 24186121 MLS
Welcome to 44 Toms Road, a rare opportunity to own a home that seamlessly blends generous living space, exceptional versatility, and an unbeatable Stamford location. Offering 5 bedrooms, 3 bathrooms & 1 half bath, and a thoughtfully designed floor plan, this home is built for both comfortable everyday living and effortless entertaining. Bright, inviting living spaces flow seamlessly into a spacious kitchen, creating a warm and functional layout ideal for gathering with family and friends. The desirable first-floor primary bedroom adds both convenience and flexibility. Beyond the main living areas, the property offers an abundance of finished space that can easily adapt to your lifestyle-ideal for home offices, recreation, fitness, hobbies, or other flexible uses. Buyers are encouraged to conduct their own diligence regarding the legal status and permitted uses of all finished spaces. Ideally located directly across from Dolan Middle School, and just minutes from downtown Stamford, Metro-North, shopping, dining, parks, and major commuter routes, this home offers the perfect balance of space, convenience, and opportunity. Property is being sold in its current "as-is" condition. Buyers are encouraged to conduct all inspections and diligence they deem necessary prior to closing.

44 Toms Rd, Stamford
$355,000
2 Beds ⋅ 2 Baths ⋅ 24190411 MLS ⋅ Woodland Manor BLDG.
Two-bedroom, two-bath condominium featuring an open floor plan with a living room and dining area open to the kitchen. The living room has sliding doors leading to a private balcony. The primary bedroom includes a walk-in closet and a full en-suite bath. The second bedroom also offers access to a private balcony. Additional features include an in-unit washer and dryer and a private storage area in the basement. The unit is in need of new carpeting and interior paint and is being sold in its current condition. The complex offers an in-ground swimming pool with a pool house. Conveniently located near the Glenbrook Metro-North train station and within walking distance to downtown Stamford, restaurants, shopping, and other local amenities. Easy to show.

54 Hope S Unit T, Stamford
$299,999
2 Beds ⋅ 1 Baths ⋅ 24190229 MLS ⋅ Third Fairlawn BLDG.
Rare find! This beautifully renovated, move-in ready 2-bedroom townhouse offers comfortable, low-maintenance living in the peaceful Fairlawn complex. The bright, updated kitchen features granite countertops, ample cabinetry, and opens to the dining area, creating a functional space for everyday living and entertaining. The inviting living room provides a warm and comfortable setting, while the modern bathroom and two generously sized bedrooms with ample closet space complete the second floor. Attractive and durable luxury vinyl flooring runs throughout the home, and the basement offers additional storage along with a convenient laundry facility located directly beneath the unit. The HOA covers heat, hot and cold water, snow removal, lawn maintenance, and trash removal, making homeownership virtually stress-free. This pet-friendly community includes two parking permits with the unit. Ideally located just minutes from I-95, public transportation, Metro-North train station, downtown Stamford, shopping, restaurants, parks, beaches, and schools, this home offers the perfect combination of comfort, convenience, and value.

1060 E Main St Unit 14-D, Stamford
Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.