Refine Search
Sort by
1 Walters Way, Windsor
$553,000
4 Beds ⋅ 4 Baths ⋅ 24195383 MLS
Highest and Best Due by 08/02/2026 @ 6pm. SELLER PREFERS ALL OFFERS ON GHAR CONTRACTS ONLY. Welcome to 1 Walters Way, a one-of-a-kind CUSTOM-BUILT, nestled on 2.19 private acres with 95,396 lot sq ft in one of Windsor's most desirable neighborhoods. Beautifully designed and built in 2010 by the current owner's father, this one-owner home reflects pride of ownership, timeless craftsmanship, and lasting quality throughout. Competitively priced, this is a rare opportunity to own a beautiful home with exceptional character and endless potential. From the striking stone facade and grand arched entry to the sun-filled interior, you'll find hardwood floors, elegant archways, and spacious living areas designed for everyday living and entertaining. The open-concept kitchen flows seamlessly into the seating area, while the formal dining room is perfect for gatherings. The expansive primary suite offers a fireplace, sitting area, and spa-inspired bath. Three additional bedrooms provide flexibility for family, guests, or a home office. The unfinished walkout lower level offers incredible potential for a home theater, gym, recreation room, or in-law suite. Conveniently located just minutes from Windsor Center, commuter routes, parks, and the Connecticut River Boat Launch, this home offers privacy, space, and a story all its own. Come experience the warmth, craftsmanship, and opportunity that make 1 Walters Way truly unforgettable.

1 Walters Way, Windsor

104 Benjamin Ct Unit 104, Windsor
$480,000
4 Beds ⋅ 4 Baths ⋅ 24191122 MLS ⋅ Benjamin Commons BLDG.
Well-maintained detached Colonial in the desirable Benjamin Commons Planned Unit Development. This home offers 1,828 square feet of above-grade living space plus 622 square feet of finished lower-level space. Features include four bedrooms, four bathrooms, and a flexible floor plan with two private en suite bedrooms-one on the main level and another on the second floor. The main level features hardwood flooring, a gas fireplace, and an open-concept kitchen with granite countertops, stainless steel appliances, dark wood cabinetry, and a breakfast bar. Sliding doors lead to an oversized rear deck overlooking the backyard. The finished lower level is currently used as an exercise area and media room, with additional unfinished storage space. Recent improvements include a brand-new central air conditioning system. Additional features include gas heat, public water, public sewer, and an attached garage. The $60 monthly HOA includes common area maintenance and snow removal. Buyers should review the association documents regarding pet restrictions and community rules. Conveniently located near shopping, dining, parks, Bradley International Airport, and major commuter routes.

104 Benjamin Ct Unit 104, Windsor

52 Wyndemere Ln Unit 52, Windsor
$470,000
3 Beds ⋅ 3 Baths ⋅ 24138673 MLS ⋅ Wyndemere BLDG.
The idyllic setting that defines the sought-after 55 and over Wyndemere community is showcased in this absolutely stunning and pristine three bedroom home with two, first level bedrooms and the opportunity for one-level living. Open to the dining room, the kitchen boasts extensive maple cabinetry, granite countertops, stainless steel appliances, a peninsula, and gleaming hardwood flooring. The expansive, open living and dining rooms showcase dazzling hardwood flooring, an elegant marble surround gas fireplace, an architectural column, recessed lighting, wainscoting and triple crown molding. A bright sanctuary, the den has rich hardwood flooring and an atrium door to the patio. The Primary bedroom features gorgeous hardwood flooring, a walk-in closet and an incredible, newly remodeled designated full bath with a stunning custom tile shower. A second bedroom, a full bath and a laundry room complete the first level. On the second level you'll find a spacious third bedroom with hardwood flooring, two closets and a third full bath with a linen closet. Enjoy the luxury of professionally landscaped grounds featuring lovely perennial gardens, climbing rose bushes, and privacy-enhancing arborvitae trees. There is tremendous value in this property's exceptional condition, newer gas furnace, newer central air equipment, newer hot water heater, 200 amp electrical, epoxy-finished two car garage, 9' foot ceilings, hardwood flooring throughout. Come on...Let's take a look inside!

52 Wyndemere Ln Unit 52, Windsor

217 Brian Ln Unit 217, Windsor
$430,000
3 Beds ⋅ 3 Baths ⋅ 24133007 MLS
Stand alone home in sought after Wyndemere. This well maintained 55+ community is bothw elcoming and delightful! Rare 2-car attached garage and corner lot is just the beginning! Master BR with 9ft ceilings, walk-in closet and full bath located on main floor. Gas fireplaced LR/DR offers a touch of ambiance. Curl up with a coffee and a good book in the sunlit filled den located off the LR. Sliders to patio from den. Ample room in the eat-in kitchen for cooking and visiting. First floor laundry is such a plus! Upper level BR & Bath is ideal for guests with separate zone heating. Walk-in unfinished attic ideal for storage and/or hobby enthusiasts. Loads of storage in lower level. This community offers easy access to major highways, shopping, local facilities and airport.

217 Brian Ln Unit 217, Windsor

158 Winterwood, Windsor
$406,000
3 Beds ⋅ 3 Baths ⋅ 170623669 MLS
Prepare to be impressed with this pristine, three bedroom Raised Ranch and its open floor plan that will simply take your breath away. In the heart of this home, the stunning kitchen boasts an abundance of oak cabinetry, granite countertops, a breakfast bar, stainless steel appliances, gleaming hardwood flooring and a vaulted ceiling. The kitchen flows seamlessly into the inviting living room which offers a beautiful, bright picture window and a vaulted ceiling. Enjoy the ease and luxury of serving intimate and holiday dinners in the fabulous dining room, open to the kitchen and featuring hardwood flooring and a French slider that opens to the deck. At the end of your day, retreat to the comfort of the primary bedroom featuring a designated full bath with tile flooring. Two additional and spacious bedrooms and a second full bath complete the main level. The expansive, finished lower level, featuring a half bath, recessed lighting and a walk-out slider to the backyard, is perfect for a recreation room, private gym and a home office. The newer 10' x 20' deck, overlooking the park-like and level backyard, is the idyllic setting for hosting outdoor parties, summer barbeques or relaxing in your chaise lounge with your favorite novel. Tremendous value is found in the new roof, new Weil-McLain boiler, newer central air, low maintenance vinyl siding, fresh interior paint with modern colors, whole-house fan and 12' x 20' Kloter Farms shed. Come on...Let's take a look inside!

158 Winterwood, Windsor

87 Hilltop Rd, Windsor
$397,000
3 Beds ⋅ 2 Baths ⋅ 24147865 MLS
Don't miss this meticulously maintained Dutch Colonial set on a quiet dead-end road in the desirable Rainbow section of town, just minutes from local parks, walking and biking trails, and the Rainbow Reservoir boat launch-ideal for kayaking, boating, fishing and enjoying the Farmington River lifestyle. With river views, gleaming hardwood floors, abundant natural light, and generous storage, this home offers comfort, charm, and a peaceful setting. Step inside to a spacious front-to-back living room where a fireplace with a wood stove insert creates a warm and inviting space for cozy evenings. Nearby, a full bath on the main level helps with busy mornings. The heart of the home is the oversized kitchen with ample maple cabinetry and plenty of space for cooking, entertaining, and everyday living. A formal dining room sits just off the kitchen, making meals and gatherings effortless. Double sliders from the living room and kitchen lead to a large deck overlooking the yard, perfect for outdoor entertaining or relaxing. Upstairs, the large front-to-back primary bedroom offers a peaceful retreat with three closets and a skylight for added natural light. A second full bath with jetted tub, along with two additional bedrooms offering flexible use. Updates include a newer roof and skylights (2020), newer windows, Buderus boiler (2023), hot water heater (2023), updated electric panel (2023), shed, playscape, and one-car garage. *Highest & Best by Sun Jan18th at 6PM*

87 Hilltop Rd, Windsor

220 Castlewood, Windsor
$370,500
3 Beds ⋅ 2 Baths ⋅ 24139763 MLS
What a gem! A spectacular location, a quiet cul-de-sac, a covered front porch, and fabulous curb appeal combine to make this three-bedroom Colonial a very special home. The kitchen features rich oak cabinetry and countertops, gleaming stainless-steel appliances, a breakfast bar, pine plank flooring, a pantry and a dining room that invites conversation and intimate dining. With its sweeping wide-board pine flooring, the living room feels like a serene, sunlit oasis that is warm and filled with timeless natural charm. The dining room's wide-plank pine flooring radiates an alluring and natural elegance while its glass slider to the expansive deck creates a seamless flow between indoor dining and outdoor enjoyment. A half guest bath completes the main floor. On the upper level, you will find an expansive primary bedroom with an impressive (6' x 10') walk-in closet. Two additional bedrooms and a full bath round off the second level. Valuable features include low-maintenance vinyl siding, central air, thermal pane windows, and amazing wide-plank flooring. The deck, overlooking the scenic backyard, is perfect for peaceful relaxation and summer barbecues. This beautiful home is located near beautiful Windsor parks and the picturesque Rainbow Reservoir, ideal for kayaking, boating and water skiing, fishing and nature walks. With its charm and proximity to outdoor recreation, this home offers the perfect balance of suburban living and natural beauty. Come on...Let's take a look inside!

220 Castlewood, Windsor

26 Hickory Dr, Windsor
$365,000
3 Beds ⋅ 2 Baths ⋅ 24146480 MLS
Welcome home to this updated ranch set in one of the area's most desirable neighborhoods. This home features 3 bedrooms, 2 full bath. The kitchen has been updated with cherry cabinets, granite counters, newer stainless steel appliances and tile backsplash. Off the kitchen is a multifunctional space which could serve as a mudroom or a sitting room with sliders to the back yard. Living room with cozy fireplace and built ins. The lower level adds an additional 600 sq ft of finished flexible space with stairs leading to the backyard. Updates include vinyl siding and windows, newer driveway, updated boiler and propane generator. Fresh paint throughout and refinished hardwood floors. Large 1.3 acre lot with storage shed. Convenient location with easy access to local schools, parks, and shopping.

26 Hickory Dr, Windsor

740 Rainbow Rd, Windsor
$320,000
2 Beds ⋅ 2 Baths ⋅ 24175905 MLS
Beautifully situated on a private 3-acre lot near the scenic Rainbow Reservoir area, this ranch-style home offers incredible potential. With some renovation and personal touches, this property can truly shine. The main level features two spacious bedrooms, a fireplaced living room, and an eat-in kitchen perfect for everyday living. Additional highlights include an oversized attached two-car garage, a flexible family room or den space, and a finished basement offering extra living or recreation area. Major updates include an updated natural gas furnace and water heater, along with the convenience of public water and sewer. Ideally located with easy access to major highways and Bradley International Airport, this property combines privacy with accessibility. The in-ground pool will need to be filled in and is being sold as-is, along with the house, offering the opportunity to restore it or reimagine it to fit your vision.

740 Rainbow Rd, Windsor

351 Rainbow Rd, Windsor
$315,000
4 Beds ⋅ 2 Baths ⋅ 24131862 MLS
Tucked away off the road in historic Windsor, CT, this charming antique home sits gracefully on a private half-acre lot. Steeped in character, it features unique original wood flooring throughout most of the home, preserving its timeless appeal, with updated surfaces in the kitchen and baths for modern comfort. The spacious, eat-in kitchen offers an abundance of cabinets and generous counter space-perfect for everyday living or entertaining. A formal living room provides a welcoming space to relax, while the formal dining room showcases an impressive oversized original, decorative fireplace as its stunning focal point. Large windows fill the home with natural light, highlighting its warmth and classic details. Convenient first-floor laundry adds to the home's practicality. Step outside to an expansive composite deck off the kitchen, offering a peaceful retreat with plenty of privacy. With vinyl siding for easy maintenance, this distinctive property beautifully blends history, comfort, and seclusion-all within minutes of Windsor's historic center and Bradley International Airport. Easy access to highways!

351 Rainbow Rd, Windsor

552 Stone Rd, Windsor
$300,000
3 Beds ⋅ 1 Baths ⋅ 24121347 MLS
Welcome to this charming 3-bedroom ranch located in Windsor, CT! Set in a peaceful semi-rural neighborhood yet just minutes from Route 20 and I-91, this home offers the perfect balance of comfort and convenience. Located right around the corner from Rainbow Reservoir, offering opportunities for boating, fishing, kayaking, paddleboarding, or jet skiing. Inside, you'll find original hardwood floors flowing throughout the home, adding warmth and character. The spacious master bedroom features a generous wall-length closet, while two additional bedrooms provide flexibility for family, guests, or a home office. A bright breezeway connects the main house to the oversized 2-car garage, offering both practicality and charm. Relax on the beautiful front porch or enjoy gatherings in the large backyard, perfect for outdoor entertaining, gardening, or simply unwinding in a private setting. With its inviting layout, great storage, and desirable location, this home is a wonderful opportunity to enjoy all Windsor has to offer.

552 Stone Rd, Windsor

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.

How much is your home worth?

Get instant property value now!