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$38,000
2 Beds ⋅ 1 Baths ⋅ 24194138 MLS
Welcome to 9 Main Street, Trailer 42, in South Windsor. Conveniently located with easy access to I-291, I-91, and Route 5, this 2-bedroom, 1-bath mobile home offers an affordable alternative to condo living in a non-age-restricted community. Tucked away toward the rear of the park for added privacy, the home features an open floor plan that makes the most of the living space, along with a covered patio and storage shed for added convenience. Enjoy inexpensive, easy living in a desirable South Windsor location.

9 Main St Unit LOT 42, South Windsor
$899,900
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
$639,900
4 Beds ⋅ 3 Baths ⋅ 24193193 MLS
Beautifully updated 4-bedroom, 2.1-bath Colonial in a desirable neighborhood, blending classic style with modern updates and exceptional indoor-outdoor living. The open floor plan flows from the fully remodeled kitchen (2026), featuring granite countertops, new cabinetry, tile backsplash, and stainless steel appliances, to the eat-in area and inviting family room with wood-burning fireplace. Formal living and dining rooms add timeless appeal. The main level features newly refinished hardwood floors, fresh paint, new trim, crown molding, chair rail, smooth ceilings, and new lighting, including recessed lighting throughout, plus a remodeled half bath and laundry. Upstairs, the light-filled primary suite offers new carpet, two closets including a walk-in, and a beautifully remodeled full bath. Three additional bedrooms and another remodeled full bath complete the second level, with walk-up attic access from one bedroom. The newly finished lower level, with its own heating and central air zone, adds flexible living space. Outside, the gorgeous, level backyard is a private sanctuary framed by mature privacy trees and featuring a huge deck, hot tub, screened gazebo with electricity, and storage shed. Additional highlights include 5-year old roof, newer driveway and windows, a 2-car garage with finished floor and walls, overhead storage, and front-yard irrigation.

80 Heatherwood Dr, South Windsor
$119,900
2 Beds ⋅ 1 Baths ⋅ 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
$998,500
3 Beds ⋅ 3 Baths ⋅ 24193285 MLS
Nestled into the south side of a premier cul-de-sac, 19 Woodcock Lane offers an elegant single-story lifestyle of timeless sophistication. This one-owner estate welcomes you with masterfully manicured landscaping and classic artisanal masonry, which lead to a majestic backyard oasis featuring a custom inground swimming pool area with an expansive stone patio. Inside, a gracious, flowing layout showcases meticulous craftsmanship, rich custom millwork, tray ceilings, and grand windows that bathe every room in natural light. The heart of the home is the gourmet kitchen, beautifully appointed with heirloom-quality appliances alongside a seamlessly integrated bow window nook. The primary suite features spacious closets and a spa bath, complemented by versatile secondary bedrooms that sit on the opposite end of the house. Elevating the property's stature is the exceptional walk-out basement, presenting a rare opportunity to add 3100 square feet of finished living space, ideal, and already fitted for a classic wine cellar, powder room, and multi-generational or guest estate room with en suite bathroom. Renowned for its top-rated public schools, picturesque open spaces, and exceptional community, South Windsor perfectly blends classic New England charm with modern convenience, located just minutes from upscale shopping at the Shops at Evergreen Walk and an easy commute to downtown Hartford.

19 Woodcock Ln, South Windsor
$375,000
3 Beds ⋅ 2 Baths ⋅ 24191548 MLS
Welcome to 384 Long Hill Road, South Windsor! This charming two-story home offers 1,440 square feet of comfortable living space on nearly a half-acre lot. Originally built in 1800 and renovated in 1972, it combines timeless character with modern-day comfort. The flexible floor plan features 3 bedrooms and 2 full bathrooms, including a first-floor bedroom and full bath-ideal for guests, multigenerational living, or anyone looking for first-floor convenience. Upstairs you'll find two additional bedrooms and a second full bath. Just off the kitchen, the spacious den/mudroom provides the perfect space for a home office, playroom, or cozy family room. Enjoy the comfort of central air, natural gas heat, public sewer, and a private well. The attached two-car garage, generous driveway, and spacious backyard offer plenty of room for parking, entertaining, gardening, or simply relaxing outdoors. Conveniently located near I-84, Route 291, shopping, restaurants, parks, and South Windsor's highly rated schools, this home is ready to welcome its next owner. Why paying rent if you can enjoy the freedom at this property? It is Natural gas heat, Roof 2012, Central Air 2022. Seller is selling the property as is .

384 Long Hill Rd, South Windsor
$599,900
3 Beds ⋅ 4 Baths ⋅ 24191223 MLS
Rarely Available! MOVE-IN READY 3 bedroom freestanding colonial home with 2 full and 2 half baths with 2 car attached garage at sought after REDFIELD PUD community. ONE OF THE LARGEST HOME LAYOUTS AND BEST YARDS IN THE NEIGHBORHOOD! Open, bright, inviting and VERSATILE layout. Dramatic 2 story, sun-filled living room. Eat-in tiled kitchen with white cabinets and granite counters opens to the family room with vaulted ceiling as well as to the impressive 4 season sunroom. Upper level includes primary bedroom suite with walk-in closet and full bathroom. Two additional bedrooms, full bath, and loft complete the second floor. Extensive recessed lighting and hardwood floors throughout. Partially finished lower level offers approx 650 sq ft with additional half bath (approx 3000 total sq ft of living space in the home). Updated vinyl thermopane windows and newer architectural roof (2022). All public utilities with Bosch natural gas heat furnace and tankless HW heater (2019), central air system (2022), and city sewer/water. Heated garage with epoxy floor. Tranquil cul-de-sac setting within expansive neighborhood but extremely convenient and just minutes to Evergreen Walk, Buckland Mall, Costco, Whole Foods, Club Studio, and I-84 or I-291. Located in popular ORCHARD HILL ELEMENTARY SCHOOL DISTRICT.

12 Diggins Ct, South Windsor
$429,000
4 Beds ⋅ 2 Baths ⋅ 24191361 MLS
Discover your dream home in this charming 4-bedroom, 1.5-bath split-level haven! Recently refreshed with a newly painted exterior, new architectural shingle roof, new well pump and interior upgrades galore. This home blends modern comfort with stylish appeal. Set in a friendly neighborhood, it offers easy access to a variety of recreational activities and shopping destinations, perfect for an active lifestyle. Whether you're entertaining or enjoying quiet moments in your cozy retreat, this home is for you. Don't miss out-schedule your visit today!

129 Overlook Rd, South Windsor
$474,900
3 Beds ⋅ 3 Baths ⋅ 24191071 MLS
Move right into this beautifully updated raised ranch offering exceptional flexibility, modern updates, and energy-conscious living! The spacious layout features hardwood floors, a remodeled kitchen with abundant cabinetry and granite counters (2020), and comfortable living areas designed for today's lifestyle. The expansive sunroom and finished lower level provide perfect flex space for a family room, playroom, home gym, or office. The lower level offers even more versatility with a potential fourth bedroom or guest suite and a remodeled full bath (2026). Enjoy entertaining family and friends on the composite deck overlooking the fully fenced backyard or relax on the newer patio (2021). Other substantial improvements include a newer roof and exterior painting (2023). The home also features a leased solar system, helping reduce monthly electric costs while providing the benefits of renewable energy. Conveniently located near Rye Street Park with its recreational facilities, shopping, restaurants, schools, and major commuter routes, this meticulously maintained home offers the perfect combination of comfort, flexibility, and value. Don't miss this opportunity!

105 Windsorville Rd, South Windsor
$459,000
3 Beds ⋅ 3 Baths ⋅ 24190674 MLS
Stunning and fully updated 3-bedroom and 2.5 baths home in one of South Windsor's most sought-after neighborhoods, surrounded by natural beauty. This move-in-ready property features new windows, new flooring, and newer carpeting throughout. The wraparound porch provides a perfect setting to relax and enjoy the peaceful surroundings. The inviting living room with a fireplace flows seamlessly into the dining area and updated kitchen, creating an ideal layout for everyday living and entertaining. The remodeled kitchen boasts new cabinetry, quartz countertops, and newer appliances, offering both style and functionality. The spacious primary suite features a ceiling fan, walk-in closet, and private full bath. The second bedroom also includes a ceiling fan and walk-in closet, while the third bedroom is perfect for guests, a home office. Access to the porch from the dining area provides an additional space to unwind. The beautifully landscaped backyard is ideal for gatherings, entertaining, and outdoor enjoyment. Combining modern updates, generous living spaces, and a serene setting, this exceptional home has everything today's buyers are looking for. The smart lights are installed in all of the bedrooms, and most of the smart appliances are also set up. Additionally, the fans are located in the living area and the master bedroom. Schedule your private showing today!

16 Arrowwood Cir Unit 16, South Windsor
$479,900
4 Beds ⋅ 2 Baths ⋅ 24189399 MLS
Great location, minutes away from Rt. 84 highway and Buckland mall shopping center. Love 4 bedrooms with 2 full bath colonial and renovated second floor bathroom with finished basement. 3 years roof. The hardwood flooring generously located on the first level, living room, dining room and laundry room. Spacious Family Room complete with fireplace that leads to convenient screened in porch. Large deck and shed. Beautiful and fully fenced back yard. This home offers an attached 2 car garage. Don't miss the opportunity to make this unique colonial your home.

436 Avery St, South Windsor
$499,000
5 Beds ⋅ 3 Baths ⋅ 24187696 MLS
Welcome home to this spacious almost 3000 Square Foot versatile Colonial, perfectly situated on a desirable corner lot in the highly sought-after South Windsor school district. Thoughtfully designed to accommodate a variety of lifestyles, this home offers exceptional flexibility with five bedrooms, including a first-floor primary suite, making it ideal for multi-generational living, a growing family, or anyone seeking convenient one-level living. The first floor primary suite features an updated bath with a double vanity and walk in tiled shower. At the heart of the home is the expansive eat-in kitchen featuring marble countertops, stainless steel appliances, vaulted ceilings, a cozy sitting area for morning coffee, and sliding doors leading to a spacious deck overlooking the backyard. For those who entertain, it also connects to the sunroom overlooking the deck.

132 Laurel St, South Windsor
$685,000
5 Beds ⋅ 4 Baths ⋅ 24184323 MLS
Sought after cul-de-sac neighborhood setting for this sprawling 3300 sq ft contemporary Cape Cod style home featuring 4/5 bedrooms as well as 2 full and 2 half baths plus 2 car side-entry garage. Expansive first floor features large eat-in kitchen, family room with fireplace, formal dining room with French doors, office/sunroom, formal living room with 2nd fireplace, as well as first-floor primary bedroom suite. Upper level with 3 bedrooms, full bath, laundry room, and office (potential 5th bedroom). Extensive hardwood floors and new carpeting. Multiple walk-in attic storage areas. 2000+ sq ft unfinished WALKOUT lower level offers plenty of additional storage or expansion potential. Cedar lined hot tub room overlooks deck and covered porch. Private yard with storage shed. Wired for generator, city sewer/water. Situated in the very desirable PR SMITH ELEMENTARY SCHOOL DISTRICT. Tranquil setting but extremely convenient to area parks, Tri City shopping, Evergreen Walk, Buckland Mall, Costco, Whole Foods, Club Studio, and easy access to I-84.

33 Woodmar Cir S, South Windsor
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 24187374 MLS
Rare opportunity to own a piece of Connecticut history. Built c. 1757-58 by Ebenezer Grant, with a 1695 rear ell, this National Registered Georgian Colonial sits on nearly 6 pristine acres in South Windsor's Main Street Historic District. The celebrated CT River Doorway is among the finest in the state. The property's history includes the Revolutionary War confinement of British Gen. Richard Prescott and Loyalist NJ Gov. William Franklin. Structurally saved and engineered with new beams throughout, the 4,480 SF residence flawlessly unites 18th-century soul with 21st-century luxury. The home features seven fireplaces, original Georgian wood paneling, and a one-of-a-kind central staircase with original spiral-turned balusters. Hand-hewn beams remain exposed from 1685, complemented by reclaimed wood flooring in the kitchen and the deluxe primary suite, which boasts its own new full bath. A custom office features built-ins crafted from beautiful reclaimed wood. A spectacular chef's kitchen boasts professional BlueStar appliances, a Miele espresso machine, a two-zone wine fridge, and a butler's pantry. Outside, the property offers landscaped grounds, an expansive stone terrace with retaining walls, an authentic tobacco barn, and historic outbuildings. With all-new electrical, plumbing, full HVAC, and a Generac hookup, this tasteful renovation is fully complete-allowing you to simply move in and enjoy an impeccably modernized piece of history.

1653 Main St, South Windsor
$1,150,000
6 Beds ⋅ 8 Baths ⋅ 24183232 MLS
Nestled privately off Main Street, this exceptional custom Colonial offers over-the-top craftsmanship, timeless elegance, and remarkable versatility with 6-7 bedrooms, 6 full baths, and 2 half baths. Designed for both grand entertaining and comfortable everyday living, the home features two primary suites, creating excellent potential as an in-law suite or multigenerational living. A dramatic marble foyer welcomes you into an interior rich with architectural detail, including stately columns, graceful archways, crown molding, and gleaming hardwood floors. The formal living room and private office each feature a fireplace, while the elegant dining room provides the perfect setting for special gatherings. At the heart of the home, the impressive family room boasts soaring ceilings, floor-to-ceiling windows, and a stunning fireplace that fills the space with natural light and warmth. The spacious eat-in kitchen is appointed with custom cabinetry, granite countertops, and abundant workspace for cooking and entertaining. Step outside to a beautiful patio framed by a stone wall and overlooking the expansive grounds, offering a peaceful retreat with room to relax, play, or entertain. Additional highlights include a 3-car attached garage, multiple living areas, and a highly convenient location close to shopping, dining, schools and parks. A rare opportunity to own a truly distinguished residence that combines luxury, functionality, and privacy.

1742 Main St, South Windsor
$695,000
3 Beds ⋅ 3 Baths ⋅ 24187032 MLS
Enjoy the country and ultimate privacy in this unique 7-room Raised Ranch home with many upgrades. Situated on a 10+ acre lot the property is minutes from shopping & conveniences at Town Center, Costco, Whole Foods, Evergreen & the Buckland corridor. This 3-bedroom - 3 full bath home offers a large recently upgraded eat-in kitchen with an abundance of cabinets, full appliances, hardwood flooring, ceiling fan, large breakfast bar and lots of sun and brightness from two large bay windows facing southeast. There is an adjacent open space dining area and living room with sliders to a large 450+ sq. ft. deck which is also southeast facing affording sunny picturesque views of the park like grounds. All three bedrooms are on the main level including the primary with recently upgraded ensuite bath with large ceramic tile shower, bench seat, glass door, custom sink, and ceramic tile flooring. There is a second main level bathroom also recently renovated with high-end finishes including ceramic tile flooring convenient to bedrooms 2 & 3. The lower level has a finished family room with brick fireplace and walk-out door. The lower level also offers a 3rd full bath with shower and washer/dryer. The finished lower level is completed with two separate rooms currently utilized for hobbies & exercise, but which could be easily re-purposed to fit the needs of a new family. The entire finished area of the lower level has laminate tile flooring with access to the large 2-car garage.

610 Clark St, South Windsor
$385,000
3 Beds ⋅ 2 Baths ⋅ 24184446 MLS
Welcome home to this well-maintained ranch located in desirable South Windsor. This inviting property offers comfortable one-level living with 3 bedrooms and the flexibility of a potential fourth bedroom, home office, or exercise room to fit your lifestyle. The kitchen features granite countertops, ample cabinet space, and a functional layout perfect for everyday living and entertaining. Enjoy peace of mind with numerous recent upgrades, including a whole-house generator (2 years old), newer central air, a new 200-amp electrical service, and a professionally installed CT Basement Systems waterproofing solution. Step outside to a low-maintenance Trex deck overlooking the backyard with an above ground pool (as-is) 2 outbuildings and fenced in backyard ideal for relaxing or hosting guests. Additional improvements include brand-new siding, gutters, exterior front door and french doors adding both curb appeal and efficiency. Complete with a one-car attached garage and conveniently located near schools, parks, shopping, and major highways, this South Windsor ranch is one you won't want to miss. Sold in as-is condition.

137 Maskel Rd, South Windsor
$25,000
2 Beds ⋅ 1 Baths ⋅ 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
$475,000
5 Beds ⋅ 2 Baths ⋅ 24175609 MLS
**Highest & Best Offers Due by 5:00 PM Monday** Welcome to this beautifully fully renovated 5 bedroom colonial tucked away as one of South Windsor's best-kept secrets. From the moment you arrive, the stone horseshoe driveway and classic colonial exterior make a lasting first impression. Nestled among mature trees, this property offers the feel of a private retreat. Inside, bright renovated interiors feature luxury plank flooring, recessed lighting, and generous room sizes throughout. The layout flows seamlessly from the stunning kitchen, complete with slate-gray shaker cabinetry, brushed gold hardware, stainless steel appliances, granite countertops, and subway tile backsplash, into the dining area and cozy living room, creating an effortless space for everyday living and entertaining. A main level bedroom offers flexibility for guests, multi generational living, or a home office. Upstairs, four additional bedrooms include a spacious primary suite filled with natural light and cohesive modern finishes. Two fully updated bathrooms showcase rain shower heads, matte black fixtures, large-format tile, and built-in shampoo niches for a spa-like feel. Outside, enjoy a fully restored inground pool featuring all-new plumbing and a brand-new liner alongside an expansive covered front porch, creating a backyard experience few homes can match. Just minutes from Evergreen Walk's shopping, dining, fitness studios, parks, and entertainment, this home truly has it all.

2270 Ellington Rd, South Windsor
$429,000
4 Beds ⋅ 3 Baths ⋅ 24179267 MLS
Welcome to 371 Felt Road, a beautifully situated home in one of South Windsor's most desirable neighborhoods. This home offers the perfect balance of privacy, convenience, and community charm. This 1,592 sq ft home has 4 bedrooms and 2.5 baths along with a spacious living room with expansive brick fireplace and vaulted ceilings. Kitchen is open to dining area. Downstairs is finished and has a walkout to a private back yard. There is a 2 car attached garage with 3 season sun room that leads out on to a nice deck. Close to amenities, shopping, walking trails and everything South Windsor has to offer.

371 Felt Rd, South Windsor
$79,900
1 Beds ⋅ 1 Baths ⋅ 24175710 MLS
Lovely Mobile totally redone! newer electrical, Bathrooms and Kitchen cheaper to own than rent

9 Main St Unit 46, South Windsor
$599,900
4 Beds ⋅ 4 Baths ⋅ 24165130 MLS
Welcome to 25 Doria Lane, a spacious and inviting home situated on a desirable corner lot in South Windsor, CT. This property offers unique versatility with entrances from two sides, enhancing accessibility and potential.with command views of a tranquil pond. High ceilings, grand proportions, and walls of windows combine to establish a truly dramatic sense of space and an uncanny airiness. The heart of the home is a massive, open-concept living space designed to tackle both grand-scale entertaining and everyday relaxation with aplomb. This great room is a masterful blend of texture and warmth, featuring a knotty pine tongue & groove ceiling, a grand floor-to-ceiling stone accent wall, and subtle brick highlights. The chef's kitchen, with black galaxy granite countertops, cherry cabinetry, XL Subzero fridge, double oven, and induction cooktop, is flanked by a spacious breakfast nook and large pantry space w main level laundry & 1/2 bath. With a 144sqf wall of glass, the front-facing dining room and main salon enjoy lovely panoramic water views. Single level living is a breeze with 3 well-sized BRs on the main level including the primary suite w custom ensuite bath & easy ingress frameless glass shower. Hall bath features a spa-inspired step down soaking tub. Bonus finished space in lower level w in-law potential - 1 large BR & separate living area w adj full bath. An auctioneer could not run out of storage!

25 Doria Ln, South Windsor
$899,900
3 Beds ⋅ 3 Baths ⋅ 24161368 MLS
Welcome to this beautifully maintained home set on over 10 private acres in desirable South Windsor. Offering 3 bedrooms and 2.5 baths, this property features hardwood floors throughout the main living areas, white painted trim, and charming wainscoting that adds warmth and character. The main level showcases soaring ceilings and a dramatic fireplace that extends upward, creating an inviting focal point for the living space. The finished basement provides excellent additional living space complete with a wet bar, custom fireplace, half bath, and a mix of carpet and tile flooring-perfect for entertaining. Some bedrooms feature carpeting for added comfort, while the rest of the home maintains a clean, well-kept feel throughout. The oversized garage and workspace offer exceptional versatility, well suited for contractors, hobbyists, or car enthusiasts. Enjoy the outdoor patio area ideal for hosting guests, decorative birdhouses, and expansive open land providing privacy and flexibility. The driveway features paver accents near the garage with the remainder in asphalt. Even before spring bloom, the property showcases beautiful grounds and a peaceful setting with endless possibilities.

724 Strong Rd, South Windsor
$899,000
4 Beds ⋅ 4 Baths ⋅ 24153103 MLS
Stunning Colonial with extensive updates, perfectly situated in the highly desirable Deming Estates. Built in 2001, this spacious 5-bed, 3.5-bath home showcases an open floor plan highlighted by a grand two-story foyer and elegant arched entryways. Beautiful hardwood flooring extends throughout the first floor, which also includes a versatile additional room ideal for a home office, guest room, or playroom. The eat-in kitchen is thoughtfully designed for both daily living and entertaining, featuring granite countertops, a center island, walk-in pantry, and new matte white Cafe appliances that bring a fresh, sophisticated look to the space. French doors open seamlessly to the backyard, creating effortless indoor-outdoor flow. A second-floor balcony overlooks the family room, enhancing the home's bright and airy atmosphere. Outdoor living is exceptional with a brand new, oversized two-tier composite deck complete with grand double staircases leading to a newly paved patio featuring a built-in fire pit and pergola-perfect for hosting or relaxing evenings at home. A newly paved front walkway leads to a brand new enclosed composite front porch, adding both charm and functionality. The professionally landscaped yard is supported by a full irrigation system for easy maintenance. Upstairs, the primary suite has been tastefully upgraded with new luxury vinyl plank flooring and a custom-designed closet system for optimal organization.

112 Gilbert Ln, South Windsor

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