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59 Holbrook Dr, Stamford
$1,044,000
3 Beds ⋅ 3 Baths ⋅ 24130993 MLS
Welcome to 59 Holbrook Drive-a rare opportunity to own a sprawling mid-century ranch on an oversized .71-acre corner lot in a highly desirable mid-city Stamford location. This classic 1951 home greets you with a wonderful circular drive and showcases charming vintage features of its era. Gleaming hardwood floors flow throughout large and gracious formal rooms perfect for entertaining. A den with built-in bookshelves offers a quiet retreat or home office space. The kitchen retains its original character and is enhanced by a bright windowed breakfast room that floods the space with natural light and sunny eastern exposures and is adjacent to the formal dining room. Enjoy indoor-outdoor living from the screened porch off the living room-perfect for seasonal enjoyment. Three generous sized bedrooms are privately tucked at one end of the house. The oversized lot provides exceptional privacy and potential for outdoor amenities, gardens, or expansion. Ideally situated for convenient living, the home is walking distance to schools, shops, and houses of worship. Modern conveniences include city sewer, city water, and natural gas. This is a fantastic opportunity to personalize a classic ranch with solid bones and tremendous potential in an established, accessible neighborhood.

59 Holbrook Dr, Stamford

124 Woodside Green St Unit 3B, Stamford
$272,000
1 Beds ⋅ 1 Baths ⋅ 24137134 MLS ⋅ Woodside Green BLDG.
Enjoy this beautifully updated and sun-filled 1-bedroom, 1-bath top-floor corner unit - one of the largest in the desirable Woodside Green community. The home features hardwood floors throughout, a generous living room, and a spacious bedroom. The kitchen offers a breakfast bar and abundant granite counter space, perfect for cooking and entertaining. Woodside Green is known for its beautifully landscaped grounds, charming gazebo, and ample resident parking. Its unbeatable location puts you just steps from shops, restaurants, a coffee shop, supermarket, and the popular Scalzi Park. The community is pet-friendly and offers convenient laundry facilities in the lower level of the building. Ideal for commuters, this home is less than an hour from New York City via I-95, the Merritt Parkway, or Metro-North. Low HOA's $437.59 which includes hot water, cold water, cooking gas and a monthly Sewer charge of $22.08 Parking is numbered but not assigned you will receive a Parking Tag you can get a Visitors Pass as well.

124 Woodside Green St Unit 3B, Stamford

45 Pleasant St, Stamford
$1,295,000
5 Beds ⋅ 5 Baths ⋅ 24130623 MLS
Meticulously maintained and truly unique, this property presents an incredible opportunity in the heart of downtown Stamford. Featuring three spacious residential units plus a grandfathered-in commercial workshop, it is a rare investment property with multiple streams of current and future income. The first floor hosts a 3-bedroom, 1-bath unit with a generous layout. The second floor is a larger one-bedroom, one-bath residence highlighted by large walk-in-closet/office. The third floor provides a cozy 1-bedroom, 1-bath apartment with skylights & storage nooks, perfect as an efficient rental or for Airbnb/short-term rental income given its prime location steps to downtown Stamford & minutes to Metro North. Adding to its distinct appeal is the standalone commercial workshop with a separate shed. This space is ideal for trades, storage, or creative uses-offering additional income streams. The lower level includes office space, storage, utility rooms, two (2) half baths & coin-operated laundry for tenants, creating future opportunities for expansion. Additional highlights include a new roof, freshly sealed driveway, and private entrances for each unit-all tucked away on a quiet dead-end street! This turn-key property offers multiple revenue streams and strong value-add income opportunities for investors. This is truly a one-of-a-kind property that blends convenience, versatility, and strong rental demand -a rare chance to own a multi-use investment in mid-city Stamford!

45 Pleasant St, Stamford

2289 Bedford St Unit G18, Stamford
$568,750
2 Beds ⋅ 2 Baths ⋅ 24135247 MLS ⋅ Chesterfield BLDG.
Welcome to Chesterfield! This sought-after gated community offers 24-hour security gatehouse and a prime location directly across from Ridgeway Shopping Center with shops, gym, and grocery store, plus easy access to I-95, the Merritt Parkway, and Metro-North. This bright, spacious unit has been beautifully updated throughout. The living room features gleaming hardwood floors, skylights, a fireplace, and soaring ceilings, with an adjacent dining area and kitchen boasting stainless steel appliances, granite counters, stone backsplash, and in-unit washer/dryer. Step out to your private balcony for fresh air and relaxation. Down the hall are two generously sized bedrooms and two renovated baths, including a primary suite with double closets and an en-suite bath. In summer, enjoy lounging by the pool or take a short walk downtown to experience Stamford's shops, dining, and entertainment. Two unassigned parking spaces are allowed per unit.

2289 Bedford St Unit G18, Stamford

32 Locust Ln, Stamford
$852,500
4 Beds ⋅ 3 Baths ⋅ 24125761 MLS
Tucked Away Yet Close to It All! Set on a quiet mid-city cul-de-sac, East-facing, this sun-filled and impeccably maintained home offers the perfect balance of comfort, space, and convenience. A bright living room with a cozy fireplace opens to the dining area, ideal for everyday living or entertaining. The inviting eat-in kitchen overlooks nearly a half-acre of beautifully landscaped, level, and fully fenced grounds surrounded by mature trees and flowering plantings offering a comfortable and functional space for daily living. Featuring four bedrooms and three renovated full baths, this home offers flexibility for every lifestyle. The fully finished walkout lower level includes a full bath, partial kitchen, and private entrance, perfect for guests, an in-law suite, or a home office. Features include hardwood floors throughout, central air, and thoughtful updates over the years, including a new roof and water heater. The septic system is sized for five bedrooms, providing peace of mind and room for future flexibility. Conveniently located near shopping, restaurants, parks, and commuter routes including I-95 and the Merritt Parkway, a rare find that feels like home the moment you arrive. PLS SUBMIT ALL OFFERS BY 6PM OCT 20Th, 2025

32 Locust Ln, Stamford

143 Hoyt St Unit APT 3B, Stamford
$529,921
2 Beds ⋅ 2 Baths ⋅ 24113682 MLS ⋅ The Buckingham BLDG.
Spacious, sun-filled, and FULLY UPDATED 2-bedroom, 2-full bath condo in the highly sought-after Buckingham Association offers 1,600+ sq ft of stylish, turnkey living. Enjoy a beautifully remodeled kitchen featuring pristine white cabinetry, gleaming granite countertops, granite tile backsplash, stainless steel appliances -- including a beverage refrigerator -- and an open layout ideal for entertaining. The stunning primary suite includes a HUGE WALK-IN CLOSET, luxurious bath with oversized vanity and large WALK-IN SHOWER. Additional highlights include newer HARDWOOD FLOORS, new in-unit washer/dryer, and replaced energy saving windows and sliders throughout. A private balcony with southern exposure brings in abundant natural light all day long. Exceptional CLOSET SPACE ensures ample storage. Residents enjoy premier amenities: in-ground HEATED POOL, 24-hour doorman, underground parking, two storage lockers, fitness center, library and event/party room. Unbeatable WALKABLE downtown Stamford location -- just a short walk to vibrant Bedford Street with superb restaurants, shops, library, CVS and nearby Macy's and Target. The Buckingham is known for it's active social and activities calendar: clubs, card games, happy hours, and more. It's a wonderful place to make your next home.

143 Hoyt St Unit APT 3B, Stamford

19 Riverside Ave, Stamford
$669,000
3 Beds ⋅ 2 Baths ⋅ 24133438 MLS
Welcome to this timeless 1939 Cape full of charm and detail! Perfectly sited on over one-third of an acre-larger than most in the neighborhood-this home features 3 bedrooms, 1.5 baths, and original hardwood floors throughout. The entry foyer, dining room, and staircase showcase beautiful wainscoting, while the sunlit front-to-back living room offers varied-width hardwoods, a wood-burning fireplace, and access to a first-floor bedroom or home office. The dining room, complete with a built-in corner hutch, leads to a cheerful kitchen with butcher block counters, new range, and plenty of cabinetry. Off the kitchen, a bright sunporch overlooks the fully fenced yard and peaceful views of the Rippowam River, and connects to an oversized 2-car garage with extra storage. Upstairs are two well-sized bedrooms, a renovated full bath, and a charming landing area. The dry basement provides abundant storage. Additional updates include central A/C, newer mechanicals (furnace, water heater, A/C 2015), 200-amp electric, newer roof (2008), windows (2002), and fresh paint throughout. Enjoy a new front walk, stoop, and columns, plus natural gas heat for efficiency. Conveniently located near shopping, dining, transportation, and just a short walk to Scalzi Park & Brennan Golf Course. Don't miss this mid-city charmer! PLEASE SUBMIT HIGHEST & BEST OFFERS BY 6PM TUESDAY 10/21.

19 Riverside Ave, Stamford

301 Hubbard Ave, Stamford
$849,000
4 Beds ⋅ 3 Baths ⋅ 170614100 MLS
Welcome to this move in ready, charming Colonial in Stamford's convenient Mid-City neighborhood. Entertaining is effortless in the warm and inviting living room, centered around a wood-burning fireplace and adjacent family room. The sunny kitchen features new refrigerator, dishwasher and gas stove. A formal dining room sets the stage for intimate dinner parties, and a powder room completes the main floor. Upstairs, a luxurious primary suite offers a walk in closet and full bath. Down the hall are three additional bedrooms with generous closet space and an updated full bath. Enjoy Summer evenings grilling on the patio in the private, flat backyard. Recent upgrades include a new gas boiler (2019), new washer/dryer (2021), 3 mini splits (2020) and new garage doors (2020). All of this within walking distance to vibrant Downtown Stamford and minutes from the Metro-North station for an easy NYC commute. Don't miss the chance to make this house your home!

301 Hubbard Ave, Stamford

60 Strawberry Hill Ave Unit 816, Stamford
$196,000
1 Beds ⋅ 1 Baths ⋅ 24135135 MLS ⋅ Royal Pavilion BLDG.
Welcome to Unit 816 at 60 Strawberry Hill Avenue - a bright and spacious 1-bedroom condo in Stamford's desirable Royal Pavilion. This updated unit features an open layout, a modern kitchen with quartz counters, and a comfortable living area with city views. The well-maintained building offers 24-hour security, a fitness room, sauna, convenient on-site laundry facilities, and garage parking, with most utilities (heat, hot water, water, AC)included in the HOA. Perfect for both owners and investors, this is an investor-friendly building with comparable units renting for approximately $1,750 per month. Conveniently located near downtown shops, dining, and transportation, this condo offers easy, worry-free living in the heart of Stamford.

60 Strawberry Hill Ave Unit 816, Stamford

91 Strawberry Hill Ave Unit 531, Stamford
$320,000
2 Beds ⋅ 1 Baths ⋅ 24131092 MLS ⋅ Fountain Terrace BLDG.
Welcome to your newly renovated home at Fountain Terrace! This gorgeous two-bedroom unit showcases an updated kitchen with quartz countertops, a stylish tile backsplash, and Stainless Steel Samsung appliances. Natural light pours into the spacious living room, highlighting the brand-new engineered wood flooring. Step out from the living room onto your private balcony to take in stunning city skyline views, or head downstairs to enjoy the in-ground pool and fitness center. The serene primary bedroom offers a generous closet and its own beautiful city view, while the versatile second bedroom is perfect for guests, a home office, or a nursery. Heat, hot water, water, and sewer are all included in the HOA fees. The unit also comes with one storage unit and one assigned parking space. You'll love the blend of style, comfort, and convenience this condominium offers-schedule your showing today!

91 Strawberry Hill Ave Unit 531, Stamford

1 Broad St Unit 17G, Stamford
$865,000
2 Beds ⋅ 3 Baths ⋅ 24119056 MLS ⋅ Park Tower BLDG.
Discover sophisticated downtown living in this completely renovated corner condominium at prestigious Park Tower. Spanning 1,677 square feet, this elegant 2-bedroom, 2.5-bathroom home showcases amazing views of Mill River Park, Long Island Sound, and the NYC skyline from your private terrace. Floor-to-ceiling windows create a bright, airy atmosphere throughout the open-concept living space. Custom alabaster hardwood floors flow seamlessly through the kitchen, living, and dining areas, while the chef-ready kitchen features gorgeous leathered Quartzite backsplash and countertops paired with sleek stainless steel appliances. The spacious primary suite includes a walk-in closet with custom-built storage and a serene ensuite bathroom with frameless glass shower, dual sink vanity, and beautiful Porcelanosa panels. The second bedroom offers flexibility with a full bathroom and clever custom-built Murphy bed, perfect for guests or a home office. A thoughtful semi-private alcove off the living room provides an ideal reading nook or workspace. Residents enjoy world-class amenities including 24-hour concierge service, heated pool, fitness center, sauna, billiards room, rooftop deck with grills, and shuttle service to Metro North for easy commutes to Manhattan. Located in the heart of downtown Stamford, you're steps from premier shopping, dining, Mill River Park, and year-round entertainment.

1 Broad St Unit 17G, Stamford

71 Strawberry Hill Ave Unit APT 110, Stamford
$286,000
2 Beds ⋅ 1 Baths ⋅ 24126834 MLS ⋅ Fountain Terrace BLDG.
Enjoy this delightful 2 bedroom 1 bath condo in a very well maintained building with close proximity to downtown. It is on the first floor with no need for elevators or stairs. Can get into your home from the outside and not even go into the building except for the mail. In the basement is the laundry room, community room, locked storage unit and a fitness room. The HOA include heat/hot water, gas cooking, sewer, snow removal, basic cable, internet, 24/7 security at the entrance to the parking. 1 outdoor parking space comes with the condo and you can purchase additional spaces. In ground pool-seasonal. Property management is onsite for any questions. Close to downtown for the restaurants, pubs, movie theaters, library, shopping, the Tully Medical Center, Metro North/Amtrak is about 1.3 miles away and the bus stop is across the street. This is a great opportunity to be so close to everything and enjoy all the amenities Stamford has to offer. Don't delay and schedule your visit.

71 Strawberry Hill Ave Unit APT 110, Stamford

1900 Summer St Unit 15, Stamford
$610,000
2 Beds ⋅ 3 Baths ⋅ 24120978 MLS ⋅ Greenbriar BLDG.
Welcome home to your 2 bed, 2.5 bath townhouse in the sought-after Greenbriar community! This light-filled, move-in-ready home offers an open floor plan with hardwood floors, a cozy wood-burning fireplace, and access to a sunroom/office overlooking the peaceful courtyard-ideal for working from home. The spacious living and dining areas flow into an eat-in kitchen featuring granite countertops, stainless steel appliances, ample storage, a breakfast bar, and sliders to a private deck. Upstairs, you'll find two generously sized bedrooms, each with its own en-suite bath and an abundance of closet space. The primary suite boasts a newly renovated, luxurious bathroom, while the second bedroom offers a large walk-in closet. New Renewal by Anderson window and Ecobee thermostats make for an energy efficient home. Enjoy the convenience of one covered parking space, an additional assigned spot, and plenty of guest parking. Located in a well-managed, quiet complex just steps from shopping, dining, parks, public transportation, and all that vibrant Downtown Stamford has to offer. The perfect balance of comfort, style, and unbeatable location!

1900 Summer St Unit 15, Stamford

1611 Washington Blvd Unit APT 27, Stamford
$575,000
2 Beds ⋅ 3 Baths ⋅ 24120634 MLS ⋅ Washington Mews BLDG.
Newly Renovated 3-Level Townhouse in Prime Downtown Stamford Location! Move right into this beautifully updated townhouse offering the perfect blend of modern style, everyday comfort, and unbeatable convenience. Freshly painted and featuring gleaming hardwood floors throughout, this turnkey home is ready for you! The main level boasts an expansive open-concept living and dining area-ideal for entertaining or relaxing with family. The updated kitchen is equipped with stainless steel appliances and sleek finishes, making meal prep a joy. Upstairs, discover two spacious bedrooms and two fully renovated full bathrooms, designed with comfort and elegance in mind. The lower level offers a versatile room-perfect for a home office, gym, or guest suite-complete with sliding doors leading to a private patio and large communal green space. A dedicated laundry area and attached garage add even more convenience. Enjoy summer days at the in-ground community pool, and take advantage of the unbeatable location-walking distance to Scalzi Park, Downtown Stamford's vibrant shops and restaurants, and just 1.5 miles from Stamford Train Station. Don't miss your chance to own this move-in ready home in one of Stamford's most desirable neighborhoods! INCLUDED IN THE COMMON CHARGES IS HIGH SPEED FIBEROPTIC INTERNET!

1611 Washington Blvd Unit APT 27, Stamford

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