Glenbrook Homes for Sale

Welcome to Glenbrook, a charming neighborhood nestled in the heart of Stamford, Connecticut. Known for its vibrant community spirit and rich history, Glenbrook offers a unique blend of suburban tranquility and urban convenience. With tree-lined streets and a variety of local amenities, this neighborhood is perfect for families, young professionals, and retirees alike.

One of Glenbrook's standout features is its diverse selection of homes for sale. From cozy bungalows to spacious single-family residences, there's something for everyone. Many of the homes boast character and charm, with architectural details that reflect the area’s history. Whether you’re looking for a starter home or a more expansive property, Glenbrook’s real estate market has options to suit your needs.

Residents enjoy the convenience of nearby shopping, dining, and recreational facilities. The neighborhood is home to several parks, inviting families and outdoor enthusiasts to enjoy leisurely strolls, picnics, and community events. Glenbrook's proximity to downtown Stamford and its excellent public transportation options make commuting a breeze, allowing you to easily access all the cultural and social offerings of the city.

With a strong sense of community and a welcoming atmosphere, Glenbrook is more than just a place to live; it’s a place to call home. If you're considering a move, explore the homes for sale in this delightful neighborhood and discover the perfect setting for your next chapter. Glenbrook awaits you!

Newest Glenbrook Homes for Sale

$785,000

3 Beds ⋅ 3 Baths ⋅ 24220387 MLS

Discover the charm of this beautifully maintained, detached Colonial-style condominium in Stamford's desirable Glen Arthur Estates community. Offering the privacy and feel of a single family home with the convenience of condominium living, this inviting residence features bright, sun-filled interiors, striking Palladian windows, and newly installed hardwood floors and fresh interior paint, both completed in August 2026. The welcoming eat-in kitchen features a vaulted ceiling and skylight, creating an airy, light-filled space. Upstairs, three comfortable bedrooms and two full bathrooms provide ample room for everyday living, while the finished lower level offers exceptional flexibility for a family room, home office, recreation space, or guest accommodations. Outside, a private patio and beautifully landscaped garden setting create a peaceful retreat for relaxing, entertaining, or dining outdoors. Ideally situated in Stamford's Glenbrook neighborhood, this home offers convenient access to shopping, dining, and public transportation, including the Glenbrook train station within walking distance. Easy access to I-95 and the Merritt Parkway makes commuting a breeze. A wonderful opportunity to enjoy the space and privacy of a detached home, the ease of condominium living, and the convenience of one of Stamford's most accessible neighborhoods.

596 Glenbrook Road Unit 18, Stamford

$849,000

3 Beds ⋅ 4 Baths ⋅ 24219856 MLS

Beautifully maintained and thoughtfully appointed, this charming Cape Cod is ideally situated in Stamford's desirable Glenbrook neighborhood. Offering a flexible 3-4 bedroom layout and four full bathrooms, the home provides exceptional versatility to accommodate a variety of living arrangements and lifestyles. The finished lower level presents an excellent opportunity for a private in-law suite, guest quarters, or additional living space. Outside, enjoy a fully fenced yard perfect for entertaining, relaxing, or play. Recent improvements include a roof just one year old along with a brand-new detached two-car garage. Conveniently located just minutes from shopping, dining, everyday amenities, and major highways, this home offers the perfect blend of classic charm, flexible living space, and accessibility. A wonderful opportunity to enjoy all that Glenbrook has to offer!

11 Maitland Rd, Stamford

$699,900

3 Beds ⋅ 2 Baths ⋅ 24218577 MLS

**Classic 1920s Colonial Charm in Stamford's Desirable Glenbrook Neighborhood!** Brimming with character, timeless appeal, and wonderful curb appeal, this charming yellow Colonial is nestled on a beautiful level lot in the heart of Glenbrook, just moments from the Darien border. A gracious entry foyer welcomes you with custom wood pillars framing the formal living and dining rooms, creating a wonderful sense of old-world elegance. The spacious rear kitchen overlooks the backyard, while a cozy den, powder room, and convenient mudroom complete the main level. Upstairs, the impressive primary bedroom features his-and-hers closets, accompanied by two additional spacious bedrooms and a full hall bathroom. Outside, enjoy a private, level backyard with an expansive entertaining deck, storage shed, and detached one-car garage. This delightful 1920s home offers tremendous character, a wonderful traditional floor plan, and an opportunity to add your own personal touches. Glenbrook is celebrated for its charming neighborhood atmosphere, with convenient access to Hope Street's shops, restaurants, cafes, and everyday conveniences. Enjoy nearby parks, Cove Island's waterfront recreation, Metro-North's Glenbrook station, downtown Stamford's vibrant dining and entertainment, and easy access to I-95 and neighboring Darien. A wonderful opportunity to own a classic Colonial in one of Stamford's most appealing neighborhoods!

18 Fairmont Ave, Stamford

$609,000

3 Beds ⋅ 2 Baths ⋅ 24213136 MLS

Great opportunity to create your own dream home with some TLC in Stamford's desirable Glenbrook neighborhood! This ranch style home sits on level landscaped .24 of an acre features 3 bedrooms, 1.5 bathrooms, a spacious living /dinning area and good size family room. Hardwood floors. New hot water heater, new gutters and new carpet in the family room. Nice yard, ample parking and large detached one-car garage. Conveniently located close to train station, shopping, restaurants, and major commuting routes. Property is being sold AS IS condition. A great alternative to renting and an excellent opportunity to build equity in a prime location! Schedule your showing today!

57 Sutton Dr W, Stamford

$529,000

2 Beds ⋅ 2 Baths ⋅ 24214109 MLS

Don't miss this warm and inviting Ranch, featuring a bright, airy living room with a freestanding fireplace. A fully equipped kitchen flows into a sunlit dining area, family room with skylight and access to a private fenced yard and stone patio. The home also offers 2 comfortable bedrooms, 1.5 baths, a partially finished basement, beautiful hardwood floors, and central air. Conveniently located near downtown, shopping, schools, places of worship and Tully Health Center.

35 Holcomb Ave, Stamford

$625,000

3 Beds ⋅ 1 Baths ⋅ 24203320 MLS

Seller can cover up to two points to help reduce the buyer's mortgage rate. Ask agent for details. A charming 3 bedroom Cape Cod-style vintage home. The large remodeled eat-in-kitchen is the hub of the home. The living room has a beautiful stone faced fireplace and golden oak floors. There is a cozy enclosed porch at the front of the home. The dining room has built-in shelving and parquet flooring. There is a first floor bedroom and full bath on the main floor. Upstairs there are two more bedrooms. There is a full basement for storage, with a Bilko door to the yard. There is a two-car detached garage. The beautiful, flat quarter-acre yard is fenced in for privacy or playtime for your pets. The location is advantageous to a commuter being walking distance to the Glenbrook Metro North Train. A short bike-ride to Cove Island Beach, and minutes to the vibrant downtown Stamford. Welcome home.

307 Courtland Ave, Stamford

$749,000

3 Beds ⋅ 2 Baths ⋅ 24208781 MLS

Rich in history is this sidewalk and tree lined neighborhood of homes oozing with architectural character. A cheerful 1929 colonial gem with a darling vestibule entry and many unspoiled period details, has been freshly painted both inside and out. Wonderful first floor living space with oversized sunroom, living room and dining room each with windows that frame a quaint neighborhood picture. The bright skylit kitchen has shaker cabinets, garden window and granite counters with under cabinet lighting. The upper level comfortably accommodates 3 bedrooms that share an oversized bath. A walk up attic with full height at its center point can be finished for a multitude of uses. Clean and bright unfinished basement with ample storage and options for use. Walk to Glenbrook village and Metro North. This neighborhood jewel is move in ready.

15 Brooklawn Ave, Stamford

$875,000

3 Beds ⋅ 3 Baths ⋅ 24201719 MLS

Prepared to be wowed when you step into 136 Alton Rd. You will be greeted by the new state-of-the-art kitchen with quartz countertops, fabulous island and all high end appliances. This 3 bedroom 2 1/2 bath home boasts all newly finished hardwood floors, built in surround sound throughout and recessed lighting on the first floor. There is a new roof, gutters and insulation in both the basement & attic. The professionally landscaped yard will not disappoint with the beautiful perennials & shrubs. The rooms are all generously sized and flooded with light! Just minutes to downtown Stamford, Metro North, houses of worship and all that vibrant Stamford has to offer!

136 Alton Rd, Stamford

$795,000

3 Beds ⋅ 2 Baths ⋅ 24205002 MLS

Welcome to this charming three-bedroom, two-bath Cape-style home located on a peaceful, tree-lined street in Stamford's coveted Glenbrook neighborhood, just minutes from Cove Island Beach, Metro-North, downtown Stamford, shopping, dining, and more. Filled with natural sunlight, this inviting home features a recently renovated kitchen that opens seamlessly to the family room, creating a bright, comfortable space ideal for both everyday living and entertaining. The flexible floor plan includes two bedrooms upstairs, a bedroom on the main level, and a separate home office-perfect for today's work-from-home lifestyle. Step outside to enjoy the rear deck overlooking a fully fenced backyard with a classic white picket fence, offering plenty of space for relaxing, entertaining, or outdoor play. Additional highlights include a heated two-car garage with convenient overhead storage and a newer roof, replaced approximately a year and a half ago. With its sun-filled rooms, inviting layout, thoughtful updates, and convenient location, this Glenbrook home offers the perfect combination of comfort, charm, and accessibility.

73 Tremont Ave, Stamford

$799,000

3 Beds ⋅ 3 Baths ⋅ 24198904 MLS

Timeless craftsmanship meets everyday comfort in this beautifully maintained Colonial, where rich architectural details set it apart. Exquisite millwork, custom paneling, refined wainscoting, and built-ins showcase the quality and character rarely found today. Sun-filled living and dining spaces, anchored by a wood-burning fireplace and gleaming hardwood floors, create a warm and inviting atmosphere. The thoughtfully updated kitchen blends style and function, while the finished lower level offers flexible living space. Outside, a welcoming front porch, white picket fence, and professionally landscaped grounds complete the home's exceptional curb appeal. All just moments from shopping, dining, Metro-North, and downtown Stamford.

55 Clovelly Rd, Stamford

$585,000

4 Beds ⋅ 2 Baths ⋅ 24196045 MLS

All offers to be submitted by Monday August 10 by 5pm . Come see this great opportunity to use sweat equity and elbow grease to make an old gem into your next home. Great location near schools, shopping, healthcare parks and rec and all forms of transportation. Lots of space. Nice level fenced in backyard and an opportunity to this place your own... This is an as-is sale

98 Holcomb Ave, Stamford

$799,999

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

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.

Glenbrook Homes for Sale

Newest Glenbrook Homes for Sale

How much is your home worth?

How much is your home worth?