South Windsor Homes under $500,000

South Windsor Homes under $500,000

Welcome to South Windsor, Connecticut—a vibrant town nestled in the heart of Hartford County, where charming neighborhoods and a strong sense of community come together to create the perfect place to call home. With its picturesque landscapes, well-maintained parks, and an array of local amenities, South Windsor offers residents a serene suburban lifestyle while being just a short drive away from the bustling city of Hartford.

One of the most appealing aspects of South Windsor is its diverse real estate market, particularly for those seeking homes under $500,000. Here, you’ll find an impressive selection of well-appointed single-family homes, cozy townhouses, and spacious condominiums that cater to various lifestyles and budgets. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, South Windsor has something for everyone.

The town boasts excellent schools, making it a popular choice for families. The community is not only welcoming but also rich in recreational opportunities, with numerous parks, walking trails, and sports facilities at your fingertips. South Windsor is also home to a variety of shopping and dining options, ensuring that you have everything you need right within reach.

With its blend of suburban charm and convenient access to urban amenities, South Windsor is an ideal place to settle down. Explore the affordable homes available in this delightful town, and discover why so many are proud to call South Windsor their home. Your dream home awaits in this thriving Connecticut community!

Newest South Windsor Homes under $500,000

346 Long Hill Rd, South Windsor
$429,900
4 Beds ⋅ 3 Baths ⋅ 24217248 MLS
Welcome to 346 Long Hill Road, where classic New England charm meets incredible outdoor living in South Windsor's desirable Pleasant Valley neighborhood! Set on a beautiful, level 1.6-acre lot, this spacious 4-bedroom, 2.5-bath Cape offers over 2,100 square feet of living space, a versatile floor plan, and a backyard designed for making memories. Imagine summer afternoons lounging by the above-ground pool or entertaining friends on the expansive stone paver patio. Inside, you'll find an inviting living room featuring a cozy fireplace, a spacious dining area, and an eat-in kitchen with plenty of room to gather. The three-season sunroom provides the perfect spot to relax and enjoy views of the backyard. With four generously sized bedrooms and flexible living spaces, this home offers room for everyone. The partially finished lower level provides even more possibilities for a recreation room, home office, gym, or guest space, complete with an additional full bathroom. Recent improvements include Thermopane windows, energy-efficient solar panels, and updates to the home's mechanical systems. Additional highlights include an attached garage, ample parking, and a private setting with room to play, garden, and entertain. With its expansive yard, inviting outdoor amenities, and flexible interior layout, this is truly a special home! MORE PICTURES COMING WEDNESDAY!

346 Long Hill Rd, South Windsor
403 Mill Pond Dr Unit 403, South Windsor
$355,000
2 Beds ⋅ 3 Baths ⋅ 24219695 MLS ⋅ Strawbridge BLDG.
Move-in Ready. Exceptionally maintained 2 BR, 2.5 bath townhouse within Strawbridge. Enjoy the spacious Living Room area with double patio doors to the deck. Beautifully finished lower level provides an ADDITIONAL 360sf of living space with a walkout basement. A perfect space for a Home Office, Gym or Entertaining. Conveniently located close to highways. shopping. restaurants, golf, parks and everyday amenities you won't want to miss your opportunity to make this unit your own.

403 Mill Pond Dr Unit 403, South Windsor
787 King St, South Windsor
$325,000
3 Beds ⋅ 2 Baths ⋅ 24220016 MLS
Looking for the perfect blend of suburban living and convenient access to your daily commute? Look no further than 787 King Street in South Windsor! Tucked away from the busy road this charming three bedroom, two full bath features newer siding, newer windows, a level lot and secluded setting. Property's layout is cozy and unique with tall ceilings and two bedrooms located on the main level. The spacious kitchen provides plenty of room for an eat-in dining area or the opportunity for a more formal dining space. Additional highlights include updated heating system, insulation and central air. Upper level has a full bath and bonus room. Back Yard is spacious perfect for outdoor gatherings and pets. South Windsor has so much to offer, combining convenience, community, and suburban charm. Don't miss your opportunity to own a home in the Ever-growing and Ever-green community of South Windsor!

787 King St, South Windsor
908 Summer Hill Dr Unit 908, South Windsor
$279,900
2 Beds ⋅ 2 Baths ⋅ 24218993 MLS ⋅ Parkview South BLDG.
Welcome to Parkview South, one of South Windsor's sought-after condo communities, where comfort, convenience, and value come together! Step inside to an inviting open living and dining area, offering a wonderful space to relax, entertain, and feel right at home. Sliding doors lead to your private balcony overlooking the grounds, the perfect spot to enjoy your morning coffee or unwind after a long day. One of this home's biggest bonuses is the spacious basement, offering incredible potential to create additional finished living space, a home office, recreation room, or whatever suits your needs. A garage adds everyday convenience, while recent improvements including a new HVAC system (2025), hot water heater, and toilets provide added peace of mind. Beyond your front door, enjoy the community's in-ground swimming pool and the benefits of low monthly condo fees. The location is hard to beat, with Nevers Park, Evergreen Walk, Buckland Hills, restaurants, grocery stores, and major highways all conveniently nearby. From weekend shopping to an evening out, everything you need is within easy reach. With so much to offer inside and out, this is more than just a condo. It's an opportunity to enjoy the lifestyle, flexibility, and convenience that make South Windsor such a desirable place to call home!

908 Summer Hill Dr Unit 908, South Windsor
47 Scantic Meadow Rd, South Windsor
$319,900
3 Beds ⋅ 2 Baths ⋅ 24217979 MLS
Nicely maintained 3 bedroom, 1.5 bath Ranch style home featuring hardwood floors throughout and an updated bathroom. Enjoy the convenience of gas heat, a newer roof, and a 2 car carport. Step outside to the level, fully fenced backyard, offering plenty of space for relaxing, entertaining, or enjoying time outdoors. Conveniently located just minutes from local parks and major highways. This home has so much to offer!

47 Scantic Meadow Rd, South Windsor
15 Grace Rd, South Windsor
$350,000
3 Beds ⋅ 3 Baths ⋅ 24219521 MLS
Looking for a RANCH with endless potential? Don't miss this spacious 3-bedroom, 2.5-bath home offering desirable one-level living and plenty of possibilities! Beautiful hardwood floors flow throughout the main level, featuring an expansive living room w/FP that opens to the dining room with access to an enclosed three-season sunroom. The kitchen offers a wonderful opportunity to update and make it your own. The primary bedroom features a private full bath, while two additional generously sized bedrooms provide ample space and storage. The fully finished walkout lower level expands your living space with a cozy fireplace, separate office, workshop area, half bath, and wet bar great potential for an in-law arrangement or flexible living space. Additional highlights include central air, oil heat, abundant closet space, and a two-car garage. With some updating and your personal touches, this home could truly shine! Bring your vision and make it your dream home! House being sold as-is, GHAR contract preferred.

15 Grace Rd, South Windsor
260 Graham Rd, South Windsor
$435,000
4 Beds ⋅ 2 Baths ⋅ 24216787 MLS
Welcome home to this spacious 4-bedroom, 2-full-bath ranch on a generous .57-acre lot! This property features several important updates, including a new roof and updated appliances. The layout provides flexibility for a variety of living arrangements, while the expansive yard offers room to relax, entertain, garden, or enjoy the outdoors. The in-ground pool presents an opportunity for buyers to restore and customize their own backyard retreat. With major updates already in place and plenty of possibilities to make it your own, this is a wonderful opportunity to own a home in sought-after South Windsor.

260 Graham Rd, South Windsor
620 Avery St, South Windsor
$324,900
3 Beds ⋅ 2 Baths ⋅ 24218574 MLS
Contractor special in South Windsor! This 3-bedroom, 2-bath ranch offers a great opportunity to build sweat equity through renovations and personal touches. Bring your tools and vision to transform this property into your next home or investment.

620 Avery St, South Windsor
102 Brook St, South Windsor
$329,900
3 Beds ⋅ 1 Baths ⋅ 24214408 MLS
Well-cared-for 3-bedroom, 1-bath ranch situated in a very quiet neighborhood on a nice level lot backing up to town land, a peaceful brook and wooded area. The home features beautiful hardwood floors in the living room, hallway, and all three bedrooms. Enjoy the added living space of a three-season porch, perfect for relaxing and taking in the natural surroundings. A mini-split air conditioning unit in the living room provides added comfort during the warmer months. A wonderful opportunity to enjoy comfortable living in a peaceful setting in the desirable Eli Terry School District!

102 Brook St, South Windsor
2507 Mill Pond Dr Unit 2507, South Windsor
$355,900
2 Beds ⋅ 3 Baths ⋅ 24216960 MLS ⋅ Strawbridge BLDG.
Welcome home to this pristine 2-bedroom, 2.5-bathroom sanctuary in the desirable Pond Point sector of Strawbridge! Offering a rare direct view of the pond in all its natural beauty, this move-in-ready property delivers effortless comfort and everyday tranquility. The open-concept main level features sun-filled living space anchored by a cozy fireplace-the perfect spot to unwind as the seasons change. Upgrades include a refreshed kitchen, updated HVAC system, and a newer hot water heater. Roof was replaced apx 3 years ago and decks refreshed curtesy of the HOA. Upstairs, you will find two generous bedrooms, including a primary suite complete with a private full bath. The finished walk-out lower level adds versatile living space, ideal for a media room, home office, or quiet retreat. An attached garage provides vehicle coverage in the winter and extra storage. Residents enjoy fantastic community amenities, including an in-ground pool, clubhouse, and tennis courts. Minutes to The Promenade Shops at Evergreen Walk, Buckland Hills dining and shopping, top-rated schools, and I-84/I-291 for an easy commute. Rare waterfront setting, modern updates, and exceptional value! This home has been adored by it's current owners for years and the love and laughter that these 4 walls have held can be felt like a warm hug as soon as you step foot inside. Come and see for yourself! You won't want to miss this unique waterfront opportunity at a reasonable price!

2507 Mill Pond Dr Unit 2507, South Windsor
2 Amato Dr Unit E, South Windsor
$185,000
2 Beds ⋅ 1 Baths ⋅ 24211844 MLS ⋅ Westage At South Windsor BLDG.
Welcome to 2 Amato Drive, Unit E, a first-floor ranch-style condo conveniently located off Pleasant Valley Road in South Windsor. This two-bedroom, one-bath home offers easy one-level living with a living room, dining area, kitchen, and carpeted flooring. The unit is ready for your personal touch and could use some updating and a little TLC. Bring your ideas, add your own style, and make this space truly feel like home. A great opportunity to build equity and create a home that reflects your taste rather than continuing to rent. Conveniently located near shopping, restaurants, highways, and many of South Windsor's amenities. With some love and vision, this condo has wonderful potential! Investors welcomed Hot water and heat included in the HOA Fee

2 Amato Dr Unit E, South Windsor
655 Nevers Rd, South Windsor
$450,000
3 Beds ⋅ 2 Baths ⋅ 24216823 MLS
Highly sought after South Windsor location for this UPDATED and MOVE-IN READY 3 bed, 2 full bath RANCH style brick home home. Enjoy ONE FLOOR LIVING with an open, bright, and inviting floor plan with extensive hardwood flooring. Sun-filled living room with brick-front fireplace opens to the REMODELED eat-in kitchen with stunning white cabinetry, stainless steel appliances, granite counters, undermount lighting, and spacious dining area. First-floor primary bedroom with en suite full bath. VERSATILE LAYOUT with two additional generously sized bedrooms, providing flexibility for guests, family, or a home office. The home also features a partially finished lower level for extra living space and an abundance of storage in the unfinished area. Large composite deck overlooks level, fenced backyard with storage shed. Energy efficient thermopane windows and whole-house generator. Located in the sought after ELI TERRY ELEMENTARY SCHOOL district. Full sidewalk access for easy walking to Topstone Golf Course, SW Community Center, Nevers Rd Park, and SW High or Eli Terry schools. Tranquil setting but convenient to Evergreen Walk, Buckland Mall, Costco, Whole Foods, Club Studio, and I-84 for easy commute to Hartford, UConn or Bradley Airport.

655 Nevers Rd, South Windsor
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