Quick Windsor City CT MLS Search

Browse All Windsor City CT Properties for Sale

521 W Wolcott Ave, Windsor
$385,000
5 Beds ⋅ 5 Baths ⋅ 24216568 MLS
SPACIOUS COLONIAL WITH EXCEPTIONAL FLEXIBILITY & IN-LAW POTENTIAL! Set on a generously sized lot in convenient location, this expansive 2,812sf home offers a rare combination of size, versatility, & opportunity. Originally designed as a ranch & thoughtfully expanded w/substantial addition (1990's), the home features 5 bedrooms, 4.5 bathrooms, providing an abundance of living space easily accommodating multigenerational living, extended family, guests, home office needs, or potential in-law arrangement. Welcoming front entry opens to living room highlighted by hardwood floors & classic wood burning fireplace. Spacious kitchen w/large center island, ample cabinet & countertops, & new SS refrigerator. A screened porch provides a wonderful extension of living space. The main level features 2 bedrooms, multiple full baths, & expansive family room/living room addition that offer tremendous potential for a private guest suite, first floor primary bedroom living, or a future in-law setup. The upper level is devoted to retreats, including 3 additional bedrooms & a spacious primary suite, featuring new LVP flooring, ensuite full bath, & private balcony. Additional upper level bedrooms are generously proportioned & serviced by well-placed full bathrooms. Major capital improvements & infrastructure already in place including - Brand New Roof (2025), New Solar System (2025), updated 200-amp electrical system (2025), generator hookup, & natural gas boiler (2010). ***CONTINUED***

521 W Wolcott Ave, Windsor

140 Matianuck Ave, Windsor
$325,000
3 Beds ⋅ 2 Baths ⋅ 24211093 MLS
There's something about a New England Cape that makes coming home feel a little sweeter. Picture arriving after a busy day, setting your bags down, and letting the evening take shape at your own pace. Maybe dinner is a favorite recipe, maybe it's takeout and a movie, or maybe friends stop by and a quick visit turns into hours of good conversation. This three-bedroom, two-bath home in Windsor offers a place to settle into all of those everyday moments and make them your own. Mornings might begin with coffee and a few quiet minutes before the day gets moving. Weekends leave room for sleeping in, tackling a project, or heading out to explore Windsor before coming home to recharge. Three bedrooms give you options for how you live: a comfortable place to rest, room for overnight guests, or a dedicated space for working, creating, or pursuing whatever you love. Two bathrooms add convenience to daily routines, whether you're getting ready for the day or hosting company for the weekend. The appeal of Cape living is easy to imagine: familiar New England character, rooms made personal with all your favorite things, and a home that becomes part of your story over time. Think cozy evenings when the weather turns cool, a meal shared with people you love, and the satisfaction of having a place that feels like your own. Whether your next chapter calls for a fresh start, more flexibility, or simply a change of scenery, this Windsor Cape invites you to picture the life you could build here.

140 Matianuck Ave, Windsor

707 Old Village Cir, Windsor
$399,900
3 Beds ⋅ 3 Baths ⋅ 24212983 MLS ⋅ Riverside Village,The Villages At Poquonock BLDG.
Beautiful, move-in-ready townhome at The Villages at Poquonock! This rarely available home offers approximately 1,800 square feet of inviting living space, an open floor plan, gleaming hardwood floors, and custom window shades throughout. The main level features a bright, spacious living room, dining area, half bath, and a primary bedroom with a bathroom featuring a walk-in shower. Access to the backyard patio makes outdoor relaxation easy. The stunning kitchen showcases a vaulted ceiling, abundant cabinetry, quartz countertops, a center island, and fingerprint-resistant stainless steel appliances. A washer and dryer are included, along with a Pure Wash Pro X2 system that enhances cold-water washing with oxygen. Upstairs, two generously sized bedrooms offer ample closet space and share a full bathroom. Additional conveniences include an attached one-car garage, central air, a high-efficiency A. O. Smith gas tankless water heater, and public water and sewer. Enjoy the amenities of this sought-after, 64-acre community, including walking trails, a private park with a pond, an in-ground pool, and a playscape. The clubhouse offers a fitness room, kitchen, dining area, and covered outdoor picnic space. Conveniently located near shopping, restaurants, schools, and Northwest Park's 473 acres of trails and outdoor recreation, this lovely home offers comfort, convenience, and a welcoming community.

707 Old Village Cir, Windsor

1355 Poquonock Ave, Windsor
$429,900
4 Beds ⋅ 2 Baths ⋅ 24207370 MLS
**HIGHEST ABD BEST OFFERS DUE FRIDAY OCTOBER 16TH 5PM**Step back in time while enjoying the comforts & flexibility of today in this exceptional antique home,originally built in 1775, nestled in the historic Poquonock section of Windsor.Rich w/ vintage character & charm,this distinctive property gives the rare opportunity to own a piece of Windsor history while providing an incredibly versatile living arrangement.Currently being enjoyed as a single-family home,it is easily convertible back to its original 2 family configuration,making it ideal for multi-generational living,owner-occupied investment,or those seeking additional living space.With4 bedrooms,2 full baths,2 sets of utilities, and separate living areas, it provides tremendous flexibility for today's lifestyle.Outside,nearly 1 acre of beautifully manicured grounds creates a private,picturesque setting. A charming bridge crosses a meandering brook, adding an enchanting touch to the already spectacular landscape.2 decks provide wonderful spaces for relaxing,entertaining,& taking in the peaceful surroundings.A fabulous family room overlooks the gorgeous backyard; a perfect gathering space that brings the beauty of the property indoors. Additional features include ample parking, a 2 car garage, and gas heat.This is a truly special property where history, character, nature, and versatility come together. This Windsor treasure offers possibilities that are rarely found in todays market.

1355 Poquonock Ave, Windsor

37 Clover St, Windsor
$329,900
3 Beds ⋅ 2 Baths ⋅ 24212093 MLS
CLASSIC COLONIAL LIVING W/THOUGHTFUL UPDATES & EXCEPTIONAL SETTING! Set against the open fields of Clover Street School & positioned on a level .26 acre lot, this 3 bedroom home offers approximately 2,130sf of comfortable living space. Inside, the home unfolds w/gracious living spaces that make a traditional colonial so enduring. The front-to-back living room features hardwood flooring & an abundance of natural light, while the dining room is distinguished by crown & wall molding. The kitchen has been refreshed w/new stainless steel range & refrigerator, & a charming sunroom provides a delightful transition to the outdoors, opening to the rear patio & a mature pear tree that produces fruit seasonally. A convenient half bath completes the main level. Upstairs, the primary bedroom offers a generous walk-in closet, accompanied by 2 additional bedrooms & a full bath. New luxury vinyl plank flooring enhances the stairs & upper level, w/original hardwood floors preserved beneath. The finished lower level adds remarkable flexibility, offering a recreation room w/dry bar, finished laundry area w/utility sink & built-in cabinetry, & extensive storage. Whether envisioned as a casual gathering space, home gym, office, or media room, it provides valuable additional living space. Outside, the paved driveway leads to a detached 1-car garage w/a generous carport overhang, providing covered parking or an inviting shaded setting for outdoor entertaining. ***CONTINUED***

37 Clover St, Windsor

625 Palisado Ave Unit 102, Windsor
$52,000
1 Beds ⋅ 1 Baths ⋅ 24210573 MLS ⋅ Delamere Woods BLDG.
One bedroom now available on FIRST FLOOR at Delamere Woods - an independent retirement community (not assisted living) for active adults 62+, just past Windsor's Historic District. This unit has premium location on first floor just steps away from the main dining room. This unit with an open living/dining area with new premium laminate flooring, efficient & kitchen with new appliances and bath with walk-in shower/tub, king-size bedroom with ample closet space. The monthly HOA covers heat, electric, water, weekly housekeeping/linen service, and 24-hour security and emergency response. Full-time management and an activity coordinator handle shopping trips, doctor visits, and more. Community life and friendship is rich: fitness classes, guest speakers, card and game rooms, book clubs, woodworking, crafts, knitting, a movie room, and cozy reading nooks. The community dining room offers affordable meals with neighbors M-F. Outside: patios, walking paths, communal gardens, and a whole-facility generator for peace of mind. Lower level features heated storage, hair salon, convenience store, exercise room, and woodworking shop. Each floor has a laundry room. Residents enjoy full autonomy - work, travel and all. Ample parking plus a guest unit for out-of-town visitors. Ready for easier, low-maintenance living with an active community without the exorbitant cost of other living facilties. Come take a look!

625 Palisado Ave Unit 102, Windsor

23 Coach Cir, Windsor
$499,900
4 Beds ⋅ 3 Baths ⋅ 24210142 MLS
Absolutely the most VALUE you will see under $500k on a cul-de-sac. A truly exceptional property offering the space, versatility, privacy, and amenities that are becoming increasingly difficult to find. Pool 3 Car Detached Garage! Beautifully situated on a quiet cul de sac, this updated 4 bedroom, 2.5 bath home immediately stands apart with an impressive 3 car garage detached 1 car attached, an in ground swimming pool, dog pen/run. and a spacious, open lot that gives you room to live, entertain, and enjoy your property without feeling crowded by neighboring homes. Step inside and you will find a home designed for comfortable everyday living while still offering plenty of space for entertaining family and friends. The updated interior provides a welcoming atmosphere with generous living areas, four well sized bedrooms, and a layout that can easily adapt as your needs change. Outside is where this property becomes something special. Imagine summer afternoons around your own private in ground pool, weekend gatherings in the yard, and having the space to create your own outdoor retreat. Whether you envision gardens, recreation areas, additional entertaining spaces, or simply appreciate having room around you, this property delivers possibilities that many homes simply cannot offer. For the car enthusiast, hobbyist, contractor, collector, or anyone who values additional storage, the 4 car garage is an extraordinary feature. Instead of choosing between parking, storage

23 Coach Cir, Windsor

49 Green Manor Ave, Windsor
$424,900
3 Beds ⋅ 3 Baths ⋅ 24209642 MLS
Welcome to this beautifully updated 3-bedroom, 2-bath ranch offering comfortable one-level living with stylish updates throughout. Built from the ground up in 2009, no detail was left undone.Lovely laminate flooring flows through the home, while both bathrooms have been tastefully renovated.The main bath features a double-sink vanity with granite counters and gorgeous stone tile throughout.The updated kitchen opens seamlessly to the living room and features rich cherry cabinetry, a huge center island, double oven, induction flat-top stove, and stone backsplash and flooring.Just off the living room is a spacious office, while the dining room provides an inviting space for meals and entertaining.A large family room/media room takes movie nights to the next level with a screen and 3D movie projector included.A huge laundry room and large two-car garage provide plenty of storage and everyday convenience.Step outside to your own private retreat featuring a covered patio, firepit, above-ground pool, swing set, and three storage sheds,perfect for entertaining, relaxing, and enjoying the outdoors.Numerous additional updates add comfort and peace of mind, including a whole-house water filtration system, heated roof with gutter guards to help prevent ice dams, generator hookup, three attic fans, and central air.With its thoughtful updates, versatile living spaces, and exceptional outdoor amenities, this ranch is ready to welcome you home.A must see!

49 Green Manor Ave, Windsor

11 Rhodora Ter Unit 11, Windsor
$359,900
2 Beds ⋅ 3 Baths ⋅ 24206424 MLS ⋅ Walden Woods BLDG.
Absolutely pristine! Welcome to the sought after Walden Woods community, where peaceful surroundings and beautiful natural scenery combine to create an idyllic setting. From the covered entryway, step inside this absolutely stunning two bedroom, two full and one half bath home offering comfort, style and thoughtful updates throughout. The beautiful kitchen features an abundance of gorgeous cabinetry, a pantry, new granite countertops, stainless steel appliances and a spacious dining area. Open to the kitchen, the elegant dining room, with a new chandelier, and inviting living room showcase gleaming hardwood flooring and a fireplace, perfect for special evenings. A half bath completes the first level. Upstairs, two generously sized bedrooms include a spacious primary suite with cathedral ceilings, a large walk-in closet, an updated full bath featuring a tile-surround, walk-in shower and double vanity. A second bedroom and full bath and a separate laundry room complete the upper level. The finished walk-out lower level (2021) offers versatile space for a fabulous family room, home office, hobby area, and has separate additional storage. There is tremendous value in the newer furnace and hot water heater, central air, nine foot ceilings and gorgeous hardwood flooring. Walden Woods is recognized for its meticulous grounds, saltwater in-ground pool, community gardens, pickle ball courts, a fabulous club house and an outstanding community. Come on...Let's take a look inside

11 Rhodora Ter Unit 11, Windsor

37 Ballymeade Ln Unit 37, Windsor
$425,000
4 Beds ⋅ 3 Baths ⋅ 24205533 MLS ⋅ Ballymeade BLDG.
Welcome to 37 Ballymeade Lane! A spacious 3-bedroom, 3-bathroom condo in 55+ community offering approximately 2,205 square feet of comfortable living space in desirable Windsor. This 3-floor home affords bright and inviting interior; a smaller 4 th bedroom on the main floor has been converted into a den with a full bar, including a small refrigerator and a faucet. The Home includes new French doors opening to a deck in the private backyard, from the dining room. The office has been updated with Porcelain durable flooring. Off the office, a 3-Season room exists with the availability to easily install a hot tub with privacy trees surrounding the area. The Condo has been recently painted in most rooms, contains a brand- new updated bathroom on the second floor with an oversized tub, and all new wood flooring throughout the home. The basement is refinished, containing a full, professional gym which is optional in the Sale. All three floors offer an independent heating zone. The Master Bedroom has a walk-in closet, and the Condo contains generous closet space and rooms for Storage. The third floor has a walk-in Attic, as well. The Water Heater has been newly replaced in the past 2 years.....central air conditioning is included, as well as a gas fireplace for cozy, winter nights. The exterior landscaping is fully updated with a variety of bushes and trees. This Condo is privately located in the Cul De Sac, offering prime location in the Community.

37 Ballymeade Ln Unit 37, Windsor

209 Palisado Ave, Windsor
$624,900
4 Beds ⋅ 3 Baths ⋅ 24119748 MLS
Built by Dr. Elisha Sill, this 1800 clapboard, central-hall Georgian style home, boasts a mid-to-late 19th century English barn and a brick carriage house listed on the National Register of Historic Places. Rich in character and architectural detail, this spacious ten room residence boasts over $300,000 in upgrades and offers four bedrooms, two full and one half baths. A grand central hall welcomes you inside and sets the tone for the home's classic elegance. The remodeled kitchen features original wide board flooring, stainless steel appliances, and an expansive pantry, blending modern convenience with historic appeal. The formal dining room and inviting living room showcase beautiful and original wide board flooring and are the perfect area for entertaining. The second level offers four generously sized bedrooms with wide board flooring and two full baths. Set on approximately four picturesque acres, the property includes a carriage house, barn, and abundant space for gardens, outdoor recreation, or hobby farming. A rare opportunity to own a piece of Windsor history while enjoying the convenience of living near the center of town. There is tremendous value in the fresh interior paint (2026), fresh exterior paint and new garage doors (2025), new roof on the home (2024), new roof on the barn (2023), furnace and hot water heater (2023), central air (2023), remodeled kitchen (2015), and two story attached garage with studio (2010). Come on let's take a look inside

209 Palisado Ave, Windsor

1419 Poquonock Ave, Windsor
$365,000
3 Beds ⋅ 2 Baths ⋅ 24204239 MLS
Welcome to 1419 Poquonock Avenue! This classic 3-bedroom, 2-bathroom ranch offers single-story living, effortless interior flow, and beautiful hardwood floors extending throughout the main living areas and bedrooms. At the heart of the home is an expansive, sunlit living room featuring a cozy wood-burning fireplace, creating an inviting focal point for gathering and relaxing. The clean, compact eat-in kitchen comes outfitted with generous cabinetry storage and flows seamlessly into the dedicated dining area, making daily meal preparation and entertaining effortless. All three bedrooms are generously sized and equipped with individual ceiling fans for year-round comfort. The primary bedroom serves as a comfortable retreat complete with its own private full bathroom, while a second full bath conveniently serves guests and family members alike. Situated on a peaceful 0.37-acre lot in a prime Windsor location, this residence offers fantastic proximity to local outdoor recreation. Enjoy quick access to Northwest Park, Rainbow Reservoir, and scenic walking trails along the Farmington River. Everyday errands and commutes are remarkably convenient, with Poquonock Elementary School, local shops, and dining options nearby. Travel is seamless with quick connections to Route 75, Interstate 91, and Bradley International Airport just minutes away. Schedule your private tour today to experience all this home has to offer!

1419 Poquonock Ave, 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.

Windsor City Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Windsor City and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

How much is your home worth?

Get instant property value now!