Windsor Real Estate

Windsor Real Estate

Welcome to Windsor, Wisconsin – a hidden gem nestled in the heart of Dane County! This charming village offers a perfect blend of small-town charm and modern conveniences, making it an ideal place for families, young professionals, and retirees alike.

Windsor is conveniently located just a short drive from the vibrant city of Madison, providing residents with easy access to a wealth of cultural, educational, and recreational opportunities. With its picturesque landscapes, including beautiful parks and serene lakes, Windsor is a haven for outdoor enthusiasts. Enjoy a leisurely stroll or a bike ride along the scenic trails, or spend a sunny afternoon picnicking in one of the many local parks.

The community is known for its friendly atmosphere and strong sense of belonging. Residents take pride in their neighborhood, participating in community events and supporting local businesses. The Windsor area boasts excellent schools, ensuring that families have access to quality education.

In addition to its natural beauty and community spirit, Windsor also offers a variety of dining and shopping options. Whether you’re craving a gourmet meal or looking for unique local boutiques, you’ll find it all within reach.

With its ideal location, welcoming community, and abundant amenities, Windsor is more than just a place to live – it’s a place to thrive. Explore the opportunities that await you in this enchanting village, where every day feels like a celebration of life in Wisconsin!

Newest Listings in Windsor

$525,000
2029023 MLS ⋅ ACTIVE Status
Calling all Investors or Owner Occupants! Great Windsor Duplex with a Great Location and easy access to Madison! The duplex is situated on a spacious lot in Lake Windsor and is in a great rental area. This duplex is ready for its next owner and features a great design and features. Spacious and open kitchen and dining area is bright and features breakfast bars, and walk-in pantry. The enormous living room features double closets and a walk-out to deck overlooking the backyard. It also has a den/office just off of the living room. The three bedrooms are spacious and are served by a full bath. Newer furnaces in each unit.

4498-4500 Maple Ln, Windsor
$729,900
3 Beds ⋅ 2 Baths ⋅ 2028868 MLS ⋅ ACTIVE Status
Completion August 2026! Some homes check the boxes. This one welcomes you home the moment you step through the front door, where beautiful wood beams will greet you and it only gets better from there. Sneak Peek! Be among the first to experience this beautiful new home while the final finishing touches are underway. Thoughtfully designed with a sought-after split-bedroom layout, this ranch home blends warm inviting spaces with exceptional craftmanship highlighted by dramatic floor-to-ceiling stone fireplace, Amish-crafted custom cabinetry, an oversized center island, an impressive walk-in pantry, and a covered porch featuring a stunning wood ceiling. The private primary suite offers a beautifully tiled walk-in shower, dual vanities, and a spacious walk-in closet. The exposed lower level is ready for your dream rec room, additional bedrooms, home office, fitness room, or entertaining space. Tour today and discover why this home won’t just check your boxes…it will capture your heart.

4074 Whistle Rock Cir, Windsor
$999,900
4 Beds ⋅ 3 Baths ⋅ 2028677 MLS ⋅ ACTIVE Status
Thoughtfully designed by Marten Building & Design in sought-after Windsor Gardens, this beautifully crafted home is within walking distance of multiple parks. Amish-built cabinetry throughout, granite and quartz countertops, and engineered hardwood flooring on the main level showcase exceptional craftsmanship. The open-concept layout features vaulted ceilings, expansive windows, and abundant natural light overlooking a private backyard lined with mature trees. An 8' sliding glass door opens to a tiered patio with a gas line for grilling and pre-wiring for a hot tub. The kitchen offers a walk-in pantry with a coffee bar. The primary suite features a custom-tiled shower with dual shower heads and a spacious walk-in closet. The exposed lower level includes a secure vault/safe room, future wet bar plumbing, and access to the oversized heated 3-car garage with extra-tall ceilings, built-in storage, and EV charger wiring.

6624 Covered Bridge Trl, Windsor
$639,900
4 Beds ⋅ 3 Baths ⋅ 2027857 MLS ⋅ ACTIVE Status
Welcome to this stunning 4-bedroom home, beautifully situated on an expansive 1.2-acre lot that offers an abundance of space for outdoor fun and entertaining. Upon entering, you are greeted by a large, gorgeous entry space that sets a welcoming tone for the entire home. The main level boasts hardwood floors throughout and features a beautiful kitchen complete with granite countertops and a central island. The kitchen seamlessly overlooks the dinette and living room space, creating an ideal layout for social gatherings. Adjacent to this area is a bright sunroom leading out to the deck, offering a highly versatile space perfectly suited for a den, home office, or playroom. An abundance of natural light flows throughout the home. The exposed lower level provides excellent additional living space, featuring two additional bedrooms and a large, comfortable family room highlighted by a beautiful, ceiling. Plenty of storage space in the basement and large 3-car garage.

7645 Conifer Ct, Windsor
$525,000
4 Beds ⋅ 4 Baths ⋅ 2027779 MLS ⋅ ACTIVE Status
Prairie Creek 4 bedroom/4 bath Charmer! Property offers a fantastic open floor plan, generous room sizes and an impressive list of updates! The main level boasts newer LVP flooring, spacious kitchen featuring a huge walk-in pantry, island, maple cabinets, solid surface tops, newer sink/faucet and stainless appliances. Upstairs includes a spacious primary suite with huge walk-in closet and private bath with double vanity, plus convenient upper-level laundry another full bath and an additional 2 bedrooms. The finished lower level offers even more living space with a family room, 4th bedroom, full bath and walkout to yard. Enjoy outdoor living from the pergola-covered deck! Updates include furnace and A/C (2019), water heater/softener (2019), and LVP flooring (2016).

4450 Snowy Ridge Trl, Windsor
$499,900
3 Beds ⋅ 2 Baths ⋅ 2027529 MLS ⋅ ACTIVE Status
Welcome to Lot 308 in Bear Tree Farms, featuring the newly built Topaz Plan! This 3-bedroom, 2-bath ranch offers over 1,900 sq ft of thoughtfully designed living space just minutes from Madison. Enjoy upscale finishes throughout, including open railings with black iron balusters, oversized 5" base trim, stainless steel appliances, granite countertops, soft-close cabinetry, 42" upper cabinets, a large center island, and beautifully tiled tub and shower surrounds. The open-concept living room features a gas fireplace with a stone surround. The unfinished lower level includes an egress window and bath rough-in, offering excellent potential for future living space. Exceptional quality and value, all for under $500,000! Some photos/plans may be of a similar model and may not depict the exact home. Some photos may be virtually staged or digitally edited.

6702 Warner Farm Dr, Windsor
$499,900
3 Beds ⋅ 2 Baths ⋅ 2027528 MLS ⋅ ACTIVE Status
Welcome to Lot 285 in Bear Tree Farms, featuring the newly built Topaz Plan! This 3-bedroom, 2-bath ranch offers over 1,900 sq ft of thoughtfully designed living space just minutes from Madison. Enjoy upscale finishes throughout, including open railings with black iron balusters, oversized 5" base trim, stainless steel appliances, granite countertops, soft-close cabinetry, 42" upper cabinets, a large center island, and beautifully tiled tub and shower surrounds. The open-concept living room features a gas fireplace with a stone surround. The unfinished lower level includes an egress window and bath rough-in, offering excellent potential for future living space. Exceptional quality and value, all for under $500,000! Some photos/plans may be of a similar model and may not depict the exact home. Some photos may be virtually staged or digitally edited.

6659 Ramshorn Dr, Windsor
$534,900
4 Beds ⋅ 3 Baths ⋅ 2027527 MLS ⋅ ACTIVE Status
Lot 283 in Bear Tree Farms features the newly built Onyx plan, a 4-bedroom, 2.5-bath home just minutes from Madison, offering over 2,000 sq ft of thoughtfully designed living space with upscale finishes throughout. Interior highlights include open railings with black iron spindles, oversized 5" base trim, stainless steel appliances, and beautifully tiled tub and shower surrounds. The kitchen is well-appointed with granite countertops, a large center island, soft-close cabinetry, and 42" upper cabinets for abundant storage. The spacious primary bedroom features a tray ceiling and an en-suite with dual vanities, walk-in shower and separate soaking tub, and large walk-in closet. The open-concept living area is centered around a gas fireplace with stone surround. Unfinished basement with egress window and bath rough-in offers future potential. Some pictures/plans shown may be of a similar model and may not be exact. Some photos are virtually staged. Buyer to verify if important.

6667 Ramshorn Dr, Windsor
$725,000
4 Beds ⋅ 3 Baths ⋅ 2027030 MLS ⋅ ACTIVE Status
Newer home situated in the popular Wolf Hollow neighborhood. Between the split bedroom ranch layout, 4 bedrooms, 3 full baths, finished exposed basement, possible to make 2 more bdrms in the basement and the generous sized mud room you'll never run out of space. Cozy up in front of the gas fireplace. Featuring tray ceilings and large windows, the living room opens up to a gorgeous kitchen with white cabinetry, stainless steel appliances and quartz countertops. The large master suite is your at-home paradise, featuring a walk-in, tile shower and double vanity. Finished basement includes family room, office and bedroom. Outdoor living and entertaining is made easy w/ finished landscaping, deck and patio

6586 Wolf Hollow Rd, Windsor
$220,000
2 Beds ⋅ 2 Baths ⋅ 2026960 MLS ⋅ ACTIVE Status
Join Parkside Village 55+ Retirement Community. Parkside Village offers Residents the opportunity to Purchase their unit through a Limited Life Estate Grant. Parkside Village offers numerous amenities: a clubhouse, library, fitness center, movie room, billiards room, common grilling station, on-site management and on-site maintenance, Common Area House Keeping. No property taxes! The monthly service fee is $720 and includes on-site management, on-site maintenance, snow removal, lawn care, Property Insurance, Phone, Internet, Cable, Water, Trash, cleaning of common areas, and a social fund for resident activities for an overall carefree, hands-off lifestyle!

6828 Parkside Cir, Windsor
$599,900
5 Beds ⋅ 3 Baths ⋅ 2026642 MLS ⋅ ACTIVE Status
This sprawling home sits atop a large lot with views of the Lake Windsor Country Club golf course from the large back deck. Inside, there's plenty of space to grow and gather between the living room, family room, and screened porch. This home is one you can love for many years with ease; enjoy main level laundry along with three bedrooms, including the primary. The primary bedroom has private access to the back deck, making it a true retreat and a perfect place to catch a sunset after a long day. Downstairs, you'll find two bedrooms, a full bath, and a large TV/rec room that walks out to the patio and yard. What's more, a lower-level office with glass French doors completes the space — perfect for working from home, a quiet place to study, or a flex room for your favorite hobby. Unfinished storage space and a two-car garage ensure there's room for all your belongings and toys. Welcome home to this peaceful property!

6624 Chestnut Cir, Windsor
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 2026791 MLS ⋅ ACTIVE Status
SELLERS PREPARED TO CLOSE FAST!! LOCATED IN THE DE FOREST SCHOOLS, this Custom Build Greets you with a Beautiful Coffered Ceiling, Sun-Washed Interior & Oversized Windows in the Dining & Great Rooms. Gather Around the Floor-to-Ceiling Stone Fireplace with Hickory Hardwood Floors, Quartz Surfaces, and Rich Stained Cabinetry Throughout. The Kitchen’s 36-inch Café Range, GE Appliances, and Walk-in Pantry Make Cooking a Pleasure! Two Main-level Bedrooms and Home Office Offers Flexibility, While the Four-Season Room w/ Second Fireplace Invites You to Slow Down and Enjoy the Light. Step Onto the Deck to Overlook your Fenced In ¾+ Acre Backyard. Downstairs, the Walkout Lower Level Expands your Lifestyle with Two More Bedrooms, a Bonus Room, a Home Gym, and a Custom Bar with Beautiful Stone Accent & Third Fireplace to Enjoy. Steps from Garage to the Basement. OFFERED WELL UNDER ASSESSED VALUE, SELLERS OFFERING A PRO-RATED BONUS TO BUYERS TO OFFSET THEIR FIRST YEAR OF PROPERTY TAXES THRU 2026.

6653 Morning Dew Ln, Windsor
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This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.