Browse All South Windsor CT Waterfront Properties for Sale

6 Beds ⋅ 4 Baths ⋅ 24192797 MLS

RARE ONCE-IN-A-LIFETIME OPPORTUNITY to own this expansive LANDMARK ESTATE property with 45+ contiguous acres of land in South Windsor's Main Street Historical District, with 850 feet of DIRECT WATERFRONT along the Connecticut River. Property features the c. 1860 built Greek Revival Selah Perkins home. Main home offers 4376 sq ft of living space with up to 6 bedrooms, 2 full and 2 half baths, and potential in-law wing with separate entrance. Multiple outbuildings including oversize garage and barn with abundant storage and workshops. Property is in need of some restoration and finish work, but offers tremendous possibilities for the right buyer who is willing to revive this home to its full potential. Ideal for investor, contractor, or buyer with a vision and passion to update this home to their personal preferences. All of this antique charm on Old Main Street featuring crops in the meadow, horses, cows, sheep, and chickens. Celebrate with the Harvest festival, hayrides on Halloween, Christmas house tours, and Gingerbread House contest at Wood Memorial Library. Walk down to the CT River, or bike along Old Main Street. You can own a piece of history and enjoy the seasonal charm of Old Main St. but still be just minutes to area schools, shopping and highways. Situated in the sought after PLEASANT VALLEY ELEMENTARY SCHOOL DISTRICT. Close proximity to Evergreen Walk, Buckland Mall, Costco, Whole Foods, and I-291 or I-84 for easy access to Hartford, Bradley Airport, or UConn.

1689 Main St, South Windsor

$199,900

1 Beds ⋅ 1 Baths ⋅ 24192960 MLS ⋅ Cinnamon Springs BLDG.

Move right into this beautifully maintained condo offering the perfect combination of comfort, convenience, and lifestyle. This move-in ready home features a rare and versatile double loft, providing endless possibilities for a home office, guest space, fitness area, or additional living space. Enjoy the convenience of in-unit laundry and unwind on your private patio overlooking a peaceful water view-the perfect backdrop for your morning coffee or evening relaxation. With low condo HOA, this pet-friendly community offers exceptional value along with fantastic amenities, including a sparkling pool and clubhouse for residents to enjoy. Ideally located close to shopping, dining, and major highways, this home delivers low-maintenance living in a desirable setting. If your looking for a turnkey home with unique character, this condo is a rare opportunity you won't want to miss!

30 Cinnamon Springs S Unit 30, South Windsor

$359,900

2 Beds ⋅ 3 Baths ⋅ 24188594 MLS ⋅ Strawbridge BLDG.

**Please note that the highest and best offers are due by Monday, July 20th at 6 PM.** Beautiful Colonial-style townhouse in one of the area's most sought-after neighborhoods! This move-in-ready home offers 2 bedrooms, 2.5 bathrooms, and a one-car garage, blending comfort, style, and convenience. The main level features luxury laminate flooring throughout and an updated kitchen with granite countertops, modern appliances, and a cozy breakfast nook. The kitchen opens to the dining area and spacious living room, creating an inviting layout ideal for everyday living and entertaining. The sun-filled living room boasts soaring ceilings, luxury laminate flooring, and a charming wood-burning fireplace that adds warmth and character. Step out onto the private deck and enjoy peaceful views of nature. Upstairs, newer carpeting enhances the second floor. The bright and spacious primary suite includes a walk-in closet and a well-appointed en-suite bath. The second bedroom is perfect for guests, family, or a home office, and both bedrooms feature ceiling fans for added comfort. The finished walkout basement provides excellent additional living space, ideal for a media room, recreation area, or entertaining. A separate bonus room offers flexibility for a home office, study, or fitness space. Don't miss this incredible opportunity to own a stylish, well-maintained townhouse in a prime location!

1308 Mill Pond Dr Unit 1308, South Windsor

$359,000

2 Beds ⋅ 3 Baths ⋅ 24164778 MLS ⋅ Strawbridge BLDG.

Welcome home to this exceptionally rare townhouse condominium in the highly desirable Strawbridge community, ideally situated on a private corner lot overlooking a serene pond and lightly wooded surroundings. This beautifully updated three-level home offers privacy, comfort, and outstanding community amenities. Fresh paint throughout, new 3/4 Hickory hardwood flooring on the main level, new carpeting in bedrooms, finished lower level, and a beautifully stained bullnose staircase create a warm, inviting atmosphere. The spacious living room features a cozy fireplace with insert and abundant natural light. The updated kitchen with newly painted cabinets includes a stainless-steel smart gas range with Wi-Fi, air fryer and convection features, fingerprint-resistant microwave, garbage disposal, and pass-through to dining and living areas. Sliding doors lead to a private deck with pond views. The finished walkout lower level offers flexible living space for recreation, office, guests, or fitness. Additional features include laundry near bedrooms, cedar closet, attached garage, security system, and public utilities. Brand-new washer/dryer. HVAC recently serviced and cleaned. Basement has rough-in plumbing for a 3rd full bath. Community amenities include clubhouse, in-ground pool, tennis, basketball, playground, guest parking, and pet-friendly living. Shopping and restaurants nearby.

2609 Mill Pond Dr Unit 2609, South Windsor

$199,900

1 Beds ⋅ 1 Baths ⋅ 24171231 MLS ⋅ Cinnamon Springs BLDG.

WATERFRONT LIVING! This beautiful, move-in ready condo offers pond views, a private entrance, one level living with laundry in unit, low condo fees, plenty of visitor parking, is pet friendly and FHA approved!! Warm weather is around the corner, and you will love the pool, clubhouse, tennis courts and the basketball court. This condo also features a spiral staircase that leads to a space that can be used as an office, hobby area, storage, bedroom, etc. Freshly repainted throughout and brand-new carpeting along with a newer vanity and toilet makes everything feel new! Situated in the popular ORCHARD HILL DISTRICT and just minutes to I-84, I-291, Costco, Whole Foods, Club Studio, Evergreen Walk and Buckland Mall. Sale contingent on seller finding a home.

56 Cinnamon Spgs Unit 56, South Windsor

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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.

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