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596 Glenbrook Road Unit 18, Stamford
$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

11 Maitland Rd, 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

18 Fairmont Ave, 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

307 Courtland 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

15 Brooklawn 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

73 Tremont Ave, 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

55 Clovelly Rd, 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

44 Toms Rd, 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

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