Windsor Homes under $750,000

Windsor Homes under $750,000

Welcome to Windsor, Wisconsin—a charming community nestled in the heart of Dane County. Known for its picturesque landscapes and friendly atmosphere, Windsor offers residents a delightful blend of small-town charm and modern convenience. Just a short drive from the bustling city of Madison, Windsor provides easy access to urban amenities while maintaining a tranquil suburban feel.

As you explore the real estate options in Windsor, you'll find a variety of homes under $750,000 that cater to diverse lifestyles and preferences. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Windsor’s housing market has something for everyone. From cozy single-family homes with spacious yards to contemporary townhouses with modern finishes, you’ll discover properties that suit your needs without breaking the bank.

Windsor is not only about beautiful homes; it’s also about community. Residents enjoy an array of local parks, recreational facilities, and outdoor activities that promote an active lifestyle. The area is served by highly-rated schools, making it an ideal choice for families seeking quality education for their children. Additionally, with a vibrant local economy and a strong sense of community, Windsor fosters a welcoming environment for all.

In summary, Windsor, WI, is a hidden gem in Dane County, offering affordable homes under $750,000 and a quality of life that is hard to beat. Come and experience the warmth of this wonderful community—your dream home awaits!

Newest Windsor Homes under $750,000

6678 Warner Farm Drive, Windsor
$624,900
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
One of your last opportunities to own new construction in the final phase of desirable Bear Tree Farms! Tim O?Brien Homes? Holly ranch offers 3 bedrooms plus a flex room with French doors, perfect for your office, den or playroom. An oversized front porch welcomes you into a bright, sunny open layout with room to host friends and enjoy everyday life. Gather around the cozy great room fireplace beneath a beautiful box tray ceiling. Your primary suite offers a cathedral ceiling, walk-in closet and private bath with dual sink vanity and tiled shower. A large 3-car garage provides plenty of space for vehicles and storage. Enjoy a community designed for connection, with a neighborhood park, splash pad, pickleball courts, walking trails and more! Imagine morning strolls, afternoons at the park and relaxing evenings on your front porch. Estimated completion February 2027.

6678 Warner Farm Drive, Windsor

Listing courtesy of Tim O'Brien Homes LLC.

4546-4548 Windsor Road, Windsor
$749,900
ACTIVE Status
LOCATION! LOCATION! Upscale and Modern 3 bdrm Duplex! Perfect for an Owner Occupant or a great investment (great tenants) It is zoned so you can sell each unit separately as a condo and make a quick return! You could not rebuild at this price in this sought after location caressed by Windsor nature Conservancy & 7 miles of Bike Trail! Walk in & be wowed by the modern appeal &wide open floor-plan with high cathedral ceiling & gorgeous quartz kitchen w/stainless steel applcs & an island that draws in the huge great rm w/sliding drs to a spacious decks! Huge bdrms &2 Full Baths! Spread out in the L/L family room w/ Gas Fireplace!! 2+ car garage! Both units had been extensively remodeled in 2021 in addition there are NEW Windows &Patio dr 2018! New roof 2013, Decks restained in 2026! Unit 4548-left side: New Furnace & Air 2026, New Softener 2023, New Washer &Dryer 2021. All New Carpet & paint 2025! Unit 4546-right side: New dryer 2021, New DW 2024, New Ref 2026, New H20 2018! A MUST SEE!

4546-4548 Windsor Road, Windsor

Listing courtesy of RE/MAX Preferred.

6661 Charlie Grimm Road, Windsor
$349,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
NOT YOUR COOKIE-CUTTER CONDO! This unique multi-level half-duplex offers character, style, and spacious living overlooking Lake Windsor Golf Course! Soaring vaulted ceilings and abundant natural light highlight the open living and dining areas, featuring a gas log brick fireplace. The versatile layout includes 3 bedrooms, a primary bedroom loft, generous dining room with deck access, and an eat-in kitchen with patio doors to a fenced backyard retreat. Enjoy the stamped concrete patio, fire pit, storage shed, and golf course views! Updates include stainless steel kitchen appliances, front-load stackable washer/dryer, vinyl plank flooring, carpeting, central air, windows, and patio doors. Features include first-floor laundry, a 2-car garage, Ring doorbell and security system. Conveniently located near Lake Windsor Country Club and Windsor Athletic Club, with easy access to Madison, I-39/90/94, and Dane County Regional Airport. Unique style and space make this home a must-see!

6661 Charlie Grimm Road, Windsor

Listing courtesy of First Weber Inc.

6661 Charlie Grimm Road, Windsor
$349,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
NOT YOUR COOKIE-CUTTER CONDO! This unique multi-level half-duplex offers character, style, and spacious living overlooking Lake Windsor Golf Course! Soaring vaulted ceilings and abundant natural light highlight the open living and dining areas, featuring a gas log brick fireplace. The versatile layout includes 3 bedrooms, a primary bedroom loft, generous dining room with deck access, and an eat-in kitchen with patio doors to a fenced backyard retreat. Enjoy the stamped concrete patio, fire pit, storage shed, and golf course views! Updates include stainless steel kitchen appliances, front-load stackable washer/dryer, vinyl plank flooring, carpeting, central air, windows, and patio doors. Features include first-floor laundry, a 2-car garage, Ring doorbell and security system. Conveniently located near Lake Windsor Country Club and Windsor Athletic Club, with easy access to Madison, I-39/90/94, and Dane County Regional Airport. Unique style and space make this home a must-see!

6661 Charlie Grimm Road, Windsor

Listing courtesy of First Weber Inc.

6625 S Oak Lane, Windsor
$550,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Welcome to the Lake Windsor Neighborhood. Situated adjacent to the Lake Windsor Country Club Golf Course, this sprawling mid 70s ranch sits on almost an acre of manicured land, tucked in amongst beautiful oaks. The Yahara river flows gently through the back and the views from your deck are second to none. Inside the kitchen has been thoughtfully renovated. Newer stainless steel appliances, cherry cabinetry, quartz counters and a kitchen island. Hardwood floors throughout the main level. Formal dining space, wood burning fireplace in the living room, updated baths, generously sized bedrooms and screened in porch to enjoy the quiet. Walk out lower level features a 3rd bedroom as well as an additional room for your workout space, craft room or library. Massive amount of storage in the lower level, 2 car garage and DeForest Schools. Perfect place to host family for the upcoming holidays.

6625 S Oak Lane, Windsor

Listing courtesy of Lauer Realty Group, Inc..

6835 Parkside Circle, Windsor
$215,000
2 Beds ⋅ 2 Baths ⋅ 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!

6835 Parkside Circle, Windsor

Listing courtesy of Madison Commercial Real Estate LLC.

4466 Gray Road, Windsor
$299,900
2 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
Enjoy peaceful nature views with the convenience of condo living in this charming 2-bedroom, 1.5-bath townhouse in Windsor! The open floor plan offers a welcoming space to relax or entertain, with peaceful private deck overlooking wetlands, a tranquil pond, and abundant wildlife. Inside, you?ll find two generously sized bedrooms, granite countertops, hardwood and tile flooring, and convenient main-floor laundry. An attached one-car garage provides added storage, while a finished bonus room off the garage offers flexible space for hobbies, workouts, or a cozy retreat. Close to walking and biking trails, with easy access to Madison and Sun Prairie, this condo pairs a scenic setting with everyday convenience.

4466 Gray Road, Windsor

Listing courtesy of Real Broker LLC.

6539 Cortland Park Drive, Windsor
$489,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Welcome home to easy condo living in Windsor! This spacious 3-bedroom, 2.5-bath condo offers a functional layout with the convenience of a main-floor primary suite and main-floor laundry. The kitchen features granite countertops, stainless steel appliances and plenty of workspace. Cozy up around the gas fireplace or enjoy the large screened porch. An attached 2-car garage provides plenty of room for vehicles and storage. With comfortable spaces, quality finishes and a layout designed for everyday living, this condo is ready to welcome you home!

6539 Cortland Park Drive, Windsor

Listing courtesy of First Weber Inc.

4361 Wren Court, Windsor
$659,900
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Welcome home to this impressive former Parade Home. Offering 4 bedrooms and 3.5 bathrooms, this spacious home provides plenty of room. The home features a Built in Sound System throughout the main floor, the Primary Bedroom and the Back Patio. All four bedrooms have spacious walk-in closets while the Primary Bedroom offers a jetted tub. A 3-car garage provides a generous space, while solar panels add an energy-efficient feature. Fenced in back yard. Come see everything this beautiful home has to offer! UHP Basic Warranty included

4361 Wren Court, Windsor

Listing courtesy of Century 21 Affiliated.

7134 S Hill Road, Windsor
$469,900
3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
Schedule your showing today for this charming 3-bedroom, 1.5-bath home on a beautiful lot backing up to Oak Springs Park! Enjoy peaceful mornings on your front patio or overlooking the backyard and park from the screened porch or expansive deck. The outdoor space offers endless possibilities, featuring a spacious garden, raspberry bushes, a private firepit area, and mature trees. Inside, this traditional two-story home offers three generously sized bedrooms and a full bath on the second floor. The main level features a comfortable living room, formal dining room, kitchen, half bath and cozy den. The basement includes semi-finished space perfect for a media room, workout area, office, or hobby space along with plenty of additional storage. New windows updated 2023, new furnace 2025, remodeled lower level, and regular mantenance on the utilities. With its desirable park-side setting, spacious yard, and flexible living spaces, this home is ready to welcome its next owner.

7134 S Hill Road, Windsor

Listing courtesy of Restaino & Associates.

6833 Parkside Circle, Windsor
$215,000
2 Beds ⋅ 2 Baths ⋅ 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!

6833 Parkside Circle, Windsor

Listing courtesy of Madison Commercial Real Estate LLC.

6656 Honeycomb Lane, Windsor
$599,900
5 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Completed new construction! Lot 287 in Bear Tree Farms. Come see this newly built Pearl floor plan, a spacious 5-BR, 3.5-bath home located just minutes from Madison. With over 3,000 square feet, this home is loaded with upscale features throughout. Highlights include interior transom windows, open railings with black iron spindles, oversized 5" base trim, SS appliances, and beautifully tiled tub & shower surrounds. The upgraded kitchen showcases granite countertops, a large island, soft-close cabinetry, and expansive 42" upper cabinets for ample storage. The open-concept living room is warm and inviting, featuring a gas fireplace with a stone surround. The large unfinished basement offers an egress window and a bath rough-in, providing endless possibilities for future expansion. The upgrades are endless and at a great price! Some pictures/plans shown are virtually staged/edited and may be of a similar model and may not be exact. Buyer to verify if important.

6656 Honeycomb Lane, Windsor

Listing courtesy of Best Realty of Edgerton.

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