Stamford Homes under $500,000

Welcome to Stamford, Connecticut – a vibrant city nestled in the heart of Fairfield County! Known for its rich history, diverse culture, and stunning waterfront views, Stamford offers a unique blend of urban sophistication and suburban charm. With a thriving economy, top-notch schools, and an array of recreational opportunities, it’s no wonder that Stamford has become a favorite destination for families, young professionals, and retirees alike.

For those looking to plant roots in this dynamic city without breaking the bank, Stamford has an impressive selection of homes available for under $500,000. Whether you’re a first-time homebuyer or looking for a cozy retreat, you’ll find a variety of options, from charming single-family homes to modern condos and townhouses. Many of these properties are conveniently located near bustling shopping districts, excellent dining options, and beautiful parks, making it easy to enjoy all that Stamford has to offer.

Stamford boasts a robust public transportation system, providing easy access to New York City for commuters, while still allowing residents to enjoy a suburban lifestyle. With its picturesque neighborhoods, cultural attractions like the Stamford Museum & Nature Center, and a lively arts scene, Stamford is a place where you can truly thrive.

Explore the possibilities of homeownership in Stamford, where your dream home awaits at an affordable price. Dive into the local real estate market and discover the charm of this Connecticut gem!

Newest Stamford Homes under $500,000

$325,000

2 Beds ⋅ 2 Baths ⋅ 24194049 MLS ⋅ Hyde Park BLDG.

Penthouse-style living in the heart of Springdale! Welcome to Unit #6R at Hyde Park. This spacious, top-floor corner unit offers the ultimate in privacy, comfort, and convenience. Completely move-in ready, the home features a bright and airy layout, freshly painted walls, and brand-new flooring throughout. You'll love the abundance of closet space and the convenience of a same-floor laundry room just down the hall. This unit includes a coveted, assigned garage parking space on the main level. Enjoy low-maintenance living with an HOA that covers heat, hot water, fitness center, trash and snow removal. Situated in the prime Stamford location of Springdale, you are just minutes from vibrant local shops, restaurants, parks, golf courses, libraries, and the Metro-North station for an effortless commute. Plus, take advantage of Stamford's coveted resident beach rights!

27 Northill St Unit 6R, Stamford

$370,000

1 Beds ⋅ 1 Baths ⋅ 24206731 MLS ⋅ The Biltmore BLDG.

It's all here, in the heart of downtown Stamford! This sparkling one-bedroom unit is located in The Biltmore, a community known for its luxury amenities, including a 24-hour concierge, fitness center, and shuttle to Metro-North. Beautifully maintained, this sunny unit features hardwood floors and an in-unit washer/dryer. The spacious living/dining area overlooks a pretty courtyard, while the kitchen and full bath have been nicely updated. Parking garage space available for $118 per month. Freshly painted, this welcoming, turn key home is ready for immediate occupancy!

127 Greyrock Pl Unit 706, Stamford

$479,000

2 Beds ⋅ 3 Baths ⋅ 24210906 MLS ⋅ Oak Tree BLDG.

Well-maintained townhouse in Stamford's Glenbrook neighborhood, set within the established Oak Tree Condominium community. Spanning three finished levels, this spacious two-bedroom, two-and-a-half-bath home offers an open and functional layout with newly refinished hardwood floors, generous living areas, in-unit laundry, and a private deck overlooking the garden setting. The finished lower level adds valuable flexibility with recreation and office space plus a full bath, while the upper-level features two generously sized bedrooms and excellent storage. With no residence above or below, the home combines the feel and functionality of townhouse living with the convenience of condominium ownership. Conveniently located near the Glenbrook train station, local transit, shopping, dining, parks, and downtown Stamford. Truly a compelling opportunity to enjoy generous space, everyday flexibility, and a polished move-in-ready setting.

33 Colonial Rd Unit 4, Stamford

$493,000

2 Beds ⋅ 2 Baths ⋅ 24210641 MLS ⋅ Greenway BLDG.

Fully updated and beautifully renovated, this 3-bedroom, 2.5-bath condo offers three levels of spacious, comfortable living in a fantastic community setting. Thoughtfully updated throughout, the home features a bright, modern layout, a beautifully renovated kitchen, stylish finishes, and wonderful natural light. In addition to the three bedrooms, the home offers two versatile bonus rooms, providing incredible flexibility for today's lifestyle. Create a home office, playroom, gym, media room, guest space-or a combination that works perfectly for you. An under-house garage provides convenient parking, with an additional parking space directly in front of the garage. Enjoy access to the community pool, perfect for relaxing and entertaining throughout the warmer months. With three levels of living, two bonus rooms, multiple parking spaces, and extensive updates throughout, this home offers an exceptional combination of space, flexibility, convenience, and community amenities. Move right in and enjoy!

60 Lawn Ave Unit 20, Stamford

$405,000

2 Beds ⋅ 2 Baths ⋅ 24208851 MLS ⋅ Willowbrook Court BLDG.

Welcome To This Stylish, Corner TOWNHOUSE at Willowbrook Court ~ A Peaceful, Tree-Lined Complex In A Desirable location in Shippan-Cove By Cummings Beach Park. TOWNHOUSE Features A Main Level With Spacious Living Room, Bright Eat-In Kitchen With Shaker Cabinetry, Gas Range, And Newer Appliances, Half Bath, And Walk-Out Patio. Upstairs Are Two Bedrooms Each With Double-Door Closets, And A Full Bath w Walk-In-Shower. Move-In-Ready, Freshly Painted, Refinished Oak Hardwood Floors Throughout Complete This Inviting Home. Low HOA $372/M includes heat, hot water, cooking gas, and more. Additional highlights include shared laundry and private Storage Closet in the building basement. Includes one assigned parking space (with plenty of visitor parking).Enjoy a prime location near Cummings Beach, Cove Beach, pickleball and tennis courts, and Chelsea Piers Fitness. Rentals Allowed. Downtown Stamford's dining, shopping, and train station are just minutes away. Buy Today!

1 Willowbrook Ct Unit 1, Stamford

$365,000

1 Beds ⋅ 1 Baths ⋅ 24206113 MLS ⋅ The Biltmore BLDG.

PRICE IMPROVEMENT! Welcome to the Biltmore. Beautiful, spacious one bedroom condo in the Heart of Downtown Stamford. This unit is located on the 12th floor w/ breathtaking views of the city and all the modern appliances. This unit features hard wood floors and central A/C. The building offers 24-hour concierge service, a state-of-the-art fitness center, a community room, outdoor courtyard and shuttle service to Metro-North train station. Close proximity to restaurants, bars, shopping, highway access, public transportation, beach & marina. Covered parking available for $120/month. Don't miss out on this opportunity!!

127 Greyrock Pl Unit 1207, Stamford

$450,000

1 Beds ⋅ 1 Baths ⋅ 24210163 MLS ⋅ The Biltmore BLDG.

This meticulously renovated 1-bedroom, 1-bath condo at 127 Greyrock Place Unit 1208 is a testament to luxury living in the heart of Downtown Stamford. This exceptional transformation by an award-winning Interior Designer has elevated this residence with over 100K in high-end upgrades, creating a home that seamlessly blends luxury, functionality, and innovation. This 12th-floor unit offers stunning views of the city and LI Sound, with beautiful sunrises as a daily backdrop. The foyer sets the tone with high-gloss paint, leading to a sophisticated kitchen, open living/dining room with custom motorized drapes, a ceiling-mount cable lighting system and custom built-in bookshelves, all on dimmer controls. The primary bedroom is a tranquil retreat with luxurious wallpaper, motorized drapes, custom bookshelves and walk-in-closet. The spa like bathroom features a walk-in shower, radiant flooring & Toto toilet. Enjoy the convenience of an in-unit washer/dryer and notable upgrades. Assessments paid in full! Nestled within the Biltmore, a luxury hi-rise with 24hr concierge, fitness center, courtyard, pet-friendly, storage, garage parking approx. $119/mo and more! Conveniently located near highways, Metro North, restaurants, coffee, theaters, UCONN, Pickleball America and the famed Bedford Street. A must-see residence to fully appreciate the exceptional craftsmanship, thoughtful details and all it has to offer.

127 Greyrock Pl Unit 1208, Stamford

$314,000

1 Beds ⋅ 1 Baths ⋅ 24208577 MLS ⋅ Stanhope BLDG.

Welcome to Springdale! Ideally located just a 5-minute walk from the train station and moments from local shops, restaurants, and everyday conveniences, this charming 1-bedroom, 1-bath condominium offers comfortable living in a highly convenient setting. The inviting open-concept layout features an updated kitchen (2025) with newer appliances, ample cabinetry, and a breakfast bar that flows seamlessly into the dining and living areas. A sliding glass doors opens to a spacious private balcony, which is also accessible from the generously sized primary bedroom - perfect for enjoying your morning coffee or unwinding at the end of the day. An updated full bathroom and oversized laundry room with a full-size washer and dryer add to the home's functionality. With its convenient location, spacious layout, private balcony, and garage parking, this is an opportunity you won't want to miss. Schedule your showing today, this one won't be on the market for long!

970 Hope St Unit 4A, Stamford

$439,000

2 Beds ⋅ 1 Baths ⋅ 24205913 MLS

Rare opportunity in Stamford's coveted Springdale neighborhood! Set on a private .26-acre corner lot with driveway access from a quiet, dead-end side street, this 1,173 sq. ft. two-bedroom home offers exceptional bones and an unbeatable location. Built in 1862 and renovated in 2005, the home is ready for its next chapter - hardwood floors lie beneath the wall-to-wall carpet on the main floor. The multi-level yard features a hidden private patio and a three-season porch, outdoor living at its best. Updated and fully renovated two-bedroom homes in the immediate area have recently sold between $560,000 and $828,000. Sold strictly as-is as part of an estate sale. Sale is subject to Probate Court approval. Bring your vision and your contractor! *Highest and best offers due Sunday, 10/4 by 6:00 PM.

90 Weed Hill Ave, Stamford

$255,000

1 Beds ⋅ 1 Baths ⋅ 24207757 MLS ⋅ Prospect Grove BLDG.

Prospect Grove Condo Complex sitting right in the heart of Stamford. Step outside the building and walk straight to local restaurants, shops, movie theaters, and the library... city living doesn't get more convenient than this. Freshly and beautifully updated, the unit is bright and sunny with a large bedroom, a big open living room, and wood floors throughout. The kitchen has a gas range and white cabinets. the full bathroom has been refreshed with a new vanity, new toilet, and a newly glazed white bathtub. Even better, the HOA includes heat and hot water, helping keep your monthly expenses more predictable. Whether you're looking for a place to call home or an investment property, this is a great buy either way.

99 Prospect St Unit 5H, Stamford

$399,000

2 Beds ⋅ 2 Baths ⋅ 24208546 MLS ⋅ Fairway Commons BLDG.

CALLING INVESTORS ONLY! TENANT IN PLACE UNTIL OCTOBER 1, 2027. PROBABLY WILL LIKE TO REMAIN IF AGREEABLE. THIS UNIT IS 1 OF THE ORIGINAL 12 INVESTOR DESIGNATED UNITS. NEW WATER HEATER 2022, FULLY FINISHED LEVEL W/ FULL BATH. LOVELY OLDER TENANTS W/ DOG, ON PREMISES SINCE 2017. PARKING SPACE RIGHT IN FRONT THE UNIT. CANNOT BEAT THIS MID CITY LOCATION FOR ALL CONVENIENCES, SHOPPING, PARKS, GOLF, AND MINUTES TO VIBRATE DOWNTOWN STAMFORD. CONTACT THE LISTING AGENT FOR ALL INCOME INFORMATION. GREAT OPPORTUNITY!

251 Bridge St Unit 251, Stamford

44 Strawberry Hill Ave Unit 8K, Stamford

$434,999

2 Beds ⋅ 2 Baths ⋅ 24208404 MLS ⋅ Hayes House BLDG.

Experience elevated downtown Stamford living at Hayes House. Originally configured as a 3-bedroom, 2-bath residence, this approximately 1,525-square-foot home was thoughtfully reimagined as a spacious 2-bedroom, 2-bath layout to create an exceptional, oversized open kitchen and dining area-ideal for everyday living and entertaining. (easily convertible back to 3 bed.) An oversized balcony extends the living space and captures sunset views. Both bedrooms are generously proportioned, and the residence includes two covered garage spaces. Monthly HOA includes front-desk reception, heat, central air, hot water, grounds maintenance, trash pickup, pest control, insurance, and property management. Enjoy a central location with a Walk Score of 87, placing Stamford's shops, restaurants, and everyday conveniences close by. 203-883-3399

44 Strawberry Hill Ave Unit 8K, Stamford

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