Glenbrook Homes for Sale

Welcome to Glenbrook, one of Stamford, Connecticut’s most charming neighborhoods! Nestled within Fairfield County, Glenbrook offers a delightful blend of suburban comfort and urban convenience. This vibrant community is known for its friendly atmosphere, making it an ideal place for families, young professionals, and retirees alike.

Glenbrook boasts a rich tapestry of tree-lined streets, parks, and local shops, creating a welcoming environment for residents. The neighborhood is home to several parks, including the popular Glenbrook Park, which features playgrounds, sports fields, and picnic areas, perfect for weekend gatherings or leisurely strolls. The local dining scene is diverse, with a variety of restaurants that cater to every palate, from cozy cafes to international cuisine.

For those who appreciate a sense of community, Glenbrook hosts various events throughout the year, fostering connections among neighbors and promoting a strong sense of belonging. The neighborhood is conveniently located near major highways and public transportation, making commuting to New York City or other parts of Connecticut a breeze.

When it comes to homes for sale, Glenbrook offers a range of options to suit different lifestyles and budgets. From charming single-family homes with character to modern condos with contemporary amenities, there's something for everyone in this inviting neighborhood. Whether you're looking for a cozy starter home or a spacious family residence, Glenbrook has properties that will meet your needs.

With its perfect blend of community spirit, convenience, and beautiful homes, Glenbrook is truly a hidden gem in Stamford. Explore the possibilities and discover your dream home in this delightful neighborhood today!

Newest Glenbrook Homes for Sale

$620,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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

$674,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$849,999

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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

$650,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24180950 MLS

Vintage Charm Meets Modern Living! This sunny Glenbrook Colonial blends classic character with today's updates and is ready to impress. The bright main level features hardwood floors, custom moldings, a cozy living room with wood-burning fireplace, formal dining room with bay window, and a modern kitchen with stainless steel appliances and pass-through window. A stylish half bath and heated front porch offer great year-round bonus space or a home office. Upstairs includes 3 spacious bedrooms, an updated full bath, and a walk-up attic with potential to finish. The large finished basement adds flexible living space with a kitchenette, laundry area, and room for a gym, office, or playroom. Outside, enjoy a low-maintenance patio, private backyard with mature plantings, privacy hedge, garden space, vinyl siding, efficient gas heat, and detached 1-car garage. Set on a quiet dead-end street and prime corner lot in desirable Glenbrook, just a short walk to the train, Hope Street shops/restaurants, Stark Elementary, downtown Stamford, and more. Move-in ready with the perfect blend of charm and updates.

35 Faucett St, Stamford

$729,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24181395 MLS

Classic charm, endless potential, and a desirable Glenbrook location. This 3-bedroom, 2-bath Colonial offers nearly 2,000 SF on a level lot at the end of a quiet street. A welcoming front porch, mature landscaping, and detached 2-car garage create exceptional curb appeal. Inside, hardwood floors, abundant natural light, and timeless character complement a functional layout featuring a spacious kitchen, living room, dining room, den, mudroom, and first-floor bedroom and full bath. Upstairs are two bright bedrooms and another full bath, while the finished third level offers flexible space for a home office, playroom, or guest area. Enjoy a patio and wraparound yard, all conveniently located near the train, shopping, dining, and major commuting routes.

80 Leonard St, Stamford

$849,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24174013 MLS

Welcome to 33 Colonial Road Unit 9, Stamford, CT 06906, with a mailing address of 60 Pine Hill Avenue, Stamford, CT 06906. This 4 bedroom, 2 bathroom home is designed with flexibility in mind. The thoughtfully laid out lower level living area features 2 bedrooms, 1 full bath, and private access through the attached 2 car garage, creating the ideal setup for extended living, guests, or additional private space. The main living areas offer a comfortable flow with generous room sizes, while the unique layout provides endless possibilities for today's changing lifestyle needs. Whether you are looking for room to spread out, work from home flexibility, or a multi generational living arrangement, this property delivers a rare combination of space and functionality that is hard to find in today's market. Conveniently located just minutes from Downtown Stamford, Stamford Train Station, I 95, shopping, restaurants, parks, and entertainment, this home offers both privacy and accessibility. Enjoy quick access to commuting routes while still being tucked into a residential setting close to everything Stamford has to offer.

60 Pine Hill Ave, 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.