South Windsor Homes under $250,000

Welcome to South Windsor, Connecticut—a charming town located in the heart of Hartford County. Known for its picturesque landscapes, vibrant community, and rich history, South Windsor is the perfect blend of suburban tranquility and urban convenience. Nestled along the banks of the Connecticut River, this welcoming town offers residents a peaceful lifestyle while still being just a short drive away from the bustling city of Hartford.

For those looking to plant roots in South Windsor, you'll be pleased to discover a variety of homes available under $250,000. This price point opens the door to a diverse selection of properties, from cozy single-family homes to well-maintained townhouses, making it an ideal choice for first-time homebuyers, families, and retirees alike. With a range of options, you can find a home that perfectly fits your needs and budget.

South Windsor is not only about beautiful homes; it also boasts an array of parks, recreational facilities, and excellent schools, making it a great place to raise a family. The town is known for its friendly atmosphere and strong sense of community, with numerous local events and activities that bring residents together.

Whether you’re enjoying a leisurely stroll through one of the many parks, exploring local shops, or savoring a meal at a neighborhood restaurant, South Windsor offers a lifestyle that is both relaxed and fulfilling. Discover your dream home in this delightful town today, and experience all that South Windsor has to offer!

Newest South Windsor Homes under $250,000

$34,900

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24205034 MLS

Welcome to 9 Main Street Lot #15, a beautifully maintained 1 bedroom, 1 bathroom home in Iernes Mobile Home Park, a well-run and well-maintained, non-age-restricted community right off Main Street in South Windsor. The location is fantastic. You're just off easy access to I-291, I-91, and Route 5, putting Hartford and the surrounding towns within quick reach. For shopping and dining, The Shops at Evergreen Walk is just minutes away, an outdoor lifestyle center featuring Whole Foods, Apple, L.L. Bean, Lululemon, Pottery Barn, Shake Shack, and dozens of other national retailers and restaurants along a walkable, New England-style main street. Everyday essentials, weekend errands, and a night out are all close by. The kitchen has been recently renovated, and fresh paint and trim throughout the home give it a clean, move-in ready feel from the moment you walk in. This is a great opportunity in a phenomenal location, offering an affordable alternative to condo living or renting without sacrificing convenience. Don't miss it, schedule your showing today!

9 Main St Unit LOT 15, South Windsor

609 Twin Circle Dr Unit 609, South Windsor

$189,900

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24206819 MLS ⋅ Bryrewood Condos BLDG.

Tucked away in the heart of South Windsor, this End Unit, 1bedroom ranch condo offers the perfect blend of ease and comfort. If you've been looking for a space that feels manageable without sacrificing style, this is the one. Step inside a freshly painted layout that flows naturally, anchored by a bright living area that feels airy and welcoming. Oversized slider doors invite a glow of natural light, creating a seamless connection to the outdoors. Complete with a your own patio-a perfect little nook to sip early morning coffee or unwind with an al fresco beverage at sunset. The primary bedroom provides a peaceful retreat at the end of the day, and the full bathroom is conveniently positioned for both residents and guests. With central air throughout, you'll stay crisp and cool no matter how high summer temperatures climb. In-Unit laundry is a real bonus! One of the best perks of living here is the low-maintenance lifestyle the HOA provides. When the sun is out, you can head over to the sparkling in-ground pool-an ultimate spot to lounge, dive in, or simply enjoy the outdoors without having to worry about the upkeep yourself. If you're looking to simplify your lifestyle or find an easy to keep home base in a fantastic location, this South Windsor gem is ready to be your New Happy Home. Conveniently located near shopping, restaurants, EverGreen Walk/Buckland Mall & Major commuter routes (I-84,I-384,I-291,I-91), come see how easy life can be with one level living.

609 Twin Circle Dr Unit 609, South Windsor

$69,900

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24211082 MLS

Outstanding Unit with new roof, new windows, new kitchen, new flooring, new Bath, new ductless heat/ac new refrigerator and stove. nothing to do but move in!

35 Main St Unit LOT D3, South Windsor

129 Candlewood Dr Unit 129, South Windsor

$204,900

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24203842 MLS ⋅ Mill River Meadows BLDG.

Welcome Home to 129 Candlewood Drive! This sunlit one-bedroom end unit offers comfort, style, and convenience in a fantastic location. Freshly painted with newer flooring throughout, this spacious home features a remodeled kitchen with a new refrigerator and dishwasher, along with a newer hot water heater. New roof! The open floor plan provides a comfortable and inviting living space, while the large patio, accessible from the living room slider, overlooks a beautifully wooded and landscaped area-perfect for enjoying your morning coffee or unwinding at the end of the day. With plenty of closet space, storage is never an issue. Enjoy the community's large pool and hot tub, ideal for summer fun and relaxing. Conveniently located near major highways, shopping centers, restaurants, medical facilities, and countless other amenities, this home offers the perfect combination of comfort and convenience. Come see all that 129 Candlewood Drive has to offer-you'll feel right at home. First floor!! FHA approved.

129 Candlewood Dr Unit 129, South Windsor

$59,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24145695 MLS

Come see this renovated home. 2 Bedrooms, updated bath, new flooring, new heat pump, new cabinets and room enclosed as extra living space. This home has 2 sheds for storage. Laundry right in the home. Property being sold As-Is.

35 Main St Unit LOT A3, South Windsor

$32,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24194138 MLS

Affordable, easy living in SOUTH WINDSOR! Tucked toward the rear of the park for a little extra privacy, this 2-bedroom, 1-bath mobile home offers a smart alternative to condo living in a non-age-restricted community. The open floor plan makes great use of the space, while the covered patio adds a spot to relax outdoors and the storage shed keeps the extras tucked away. With convenient access to I-291, I-91, and Route 5, getting where you need to go is a breeze. LOW-MAINTENANCE, BUDGET-FRIENDLY and ready for its next owner at 9 Main Street, Trailer 42!

9 Main St Unit LOT 42, South Windsor

$119,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24192981 MLS

Better than new! Completely remodeled with beautiful Kitchen and baths! new flooring new roof. lovely 2 bedroom unit!

9 Main St Unit LOT 18, South Windsor

$25,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24182391 MLS

Wonderful opportunity to update & own. Mobile home sold "As Is" condition. Buyer to do their "Due Diligence" before purchasing. Utilities are off. Propane tank has been removed. Cash only - Most contents may remain. Guidelines for purchasing - see attached along with Rules & Regulations. Subject to Mobile Home Park Approval & Probate Approval. 1 Parking Space Assigned. There is an additional cost for a 2nd space. Please Note Unit Has a No. 8 on the Mobile Home even though the address is 9 Main St Trlr 9

9 Main St Unit 9, South Windsor

$79,900

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24175710 MLS

Lovely Mobile totally redone! newer electrical, Bathrooms and Kitchen cheaper to own than rent

9 Main St Unit 46, South Windsor

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.