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6635 Traveler Trail, Windsor
$714,900
5 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Showings start 12/7 @ noon. Additional Pictures by 11/4. Spacious 5-bedroom, 4-bath home situated on a large lot in Windsor! The open floor plan features a stunning great room with soaring two-story ceilings, fireplace, and abundant windows that fill the space with natural light. The main level offers a versatile flex room, perfect for an office or formal dining room, plus a private primary suite with vaulted ceilings, walk-in closet, blackout shades, and ensuite featuring a tiled walk-in shower and double vanity. Upstairs you?ll find three additional bedrooms and a full bath. The finished lower level includes a fifth bedroom, full bath, and expansive rec room with a large island and wet bar?perfect for entertaining. Step outside to enjoy the private, fenced backyard backing up to peaceful green space and a scenic fishing pond. A spacious composite deck and concrete patio with firepit create the perfect setting for outdoor entertaining.

6635 Traveler Trail, Windsor

Listing courtesy of Hamner Real Estate Group.

3976 Empire Drive, Windsor
$400,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Imagine stepping out into your own private oasis on over a half-acre of land. Complete with a fenced-in area perfect for morning fetch with the dog or weekend gatherings, this expansive outdoor space is built for a lifestyle of freedom and play. Inside, the home welcomes you with an open, airy main living area where the kitchen and great room boast dramatic vaulted ceilings, making the entire space feel bright and grand. The layout flows effortlessly into three main-level bedrooms, including a primary suite with private, direct access to the bath. As the weather cools down, your lifestyle extends to the walkout lower level, where a cozy fireplace anchors a spacious family room and a 3/4 bath?perfect for crisp autumn evenings. Incredible value with unlimited potential to add your personal touch and build equity.

3976 Empire Drive, Windsor

Listing courtesy of First Weber Inc.

4046 Whistle Rock Circle, Windsor
$669,900
5 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Move in ready Nov 2026! Experience modern living in this beautifully designed two-story home featuring luxury vinyl plank flooring, expansive windows, and an abundance of natural light, large yard. The inviting great room showcases a cozy electric fireplace and flows seamlessly into a chef-inspired kitchen with quartz countertops and SS appliances. Walk-in pantry. The dining area opens to a backyard patio, perfect for indoor-outdoor entertaining. A versatile main-floor bedroom/offers an ideal home office or guest stay. Upstairs, the primary suite features a walk-in closet, walk in tiled shower, and dual vanities. Three additional bedrooms and a full bathroom with double vanities provide plenty of space. 2nd-floor laundry. The unfinished basement offers exciting potential for a fifth bedroom and additional recreation space. Photos are from construction. Professional photos will come later.

4046 Whistle Rock Circle, Windsor

Listing courtesy of Real Broker 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 & kitchen gorgeous quartz 2018 w/stainless steel applcs 2015 & an island that draws in the huge great rm w/sliding drs to a spacious decks newly stained 2026! Huge bdrms &2 Full Baths! Spread out in the L/L family room w/ Gas Fireplace!! 2+car garage! Both units been nicely maintained & updated. NEW Windows &Patio dr 2018! New roof 2013, Unit 4548-left side: New Furnace & Air 2026, New Softener 2023, New Washer &Dryer 2021. New paint 2025! Unit 4546- right side: New dryer 2021, New DW 2024, New Ref 2026, New H20 2018, new carpet 2025, New Central air 2012. A Beauty!

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.

4347 Windsor Road, Windsor
$499,000
3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
This inviting 3-bedroom, 2-bath home offers plenty of space both inside and out! The fully finished basement features a large rec room, perfect for entertaining, relaxing, or creating a second living space. Cozy up by the wood-burning fireplace, or head outside to enjoy the above-ground pool and spacious backyard?a rare find for an in-town property! Conveniently located across from Windsor Elementary, this home combines space, comfort, and a great location.

4347 Windsor Road, Windsor

Listing courtesy of First Weber Inc.

6823 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!

6823 Parkside Circle, Windsor

Listing courtesy of Madison Commercial Real Estate LLC.

6683 Charlie Grimm Road, Windsor
$269,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Enjoy carefree living with no condo fees in this beautifully updated half-duplex overlooking picturesque Lake Windsor Country Club and the Yahara River. The bright, open-concept design features luxury flooring, fresh paint, and large windows that fill the home with natural light while showcasing peaceful golf course views. The remodeled kitchen offers granite countertops, subway tile backsplash, stainless steel appliances, abundant cabinetry, and a spacious breakfast bar that opens to the living and dining areas. Two generously sized bedrooms, an updated full bath, and a convenient main-level laundry room provide comfortable everyday living. Step through the patio doors to a private patio where you can relax and enjoy the scenic setting. Attached 1-car garage, mature landscaping, and an ideal Windsor location just minutes from Madison complete this exceptional property.

6683 Charlie Grimm Road, Windsor

Listing courtesy of Investment Realty Services LLC.

3893 Terrace Circle, Windsor
$560,000
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Need extra space? Think of what you can do with the 25x25 insulated, heated workshop room on the backside of the garage! Office, workshop, exercise room, art room? The beautiful sun room beckons you to relax and bask in the natural light! Kitchen has been updated, and all the stainless steel appliances are included - as well as on demand hot water faucet for tea or other beverages at the kitchen sink! The lower level has a bedroom, additional living space with fireplace (which was used as a bedroom) plus an office. There is more cold storage tucked away under the sunroom addition! You will certainly enjoy your outdoor living areas on the large composite deck or paved patio with the amazing hot tub in an area fenced for privacy. All this on a beautifully landscaped, almost three quarters of an acre lot on a quiet cul-de-sac conveniently located minutes off of Windsor Rd! Whole house generator was installed in 2022 for added security if power goes out. 5th bedroom does not have a closet.

3893 Terrace Circle, Windsor

Listing courtesy of Turning Point Realty.

4074 Whistle Rock Circle, Windsor
$729,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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. 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 Circle, Windsor

Listing courtesy of Waldner Realty LLC.

6667 Ramshorn Drive, Windsor
$534,900
4 Beds ⋅ 2.5 Baths ⋅ 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 Drive, Windsor

Listing courtesy of Best Realty of Edgerton.

6659 Ramshorn Drive, Windsor
$499,900
3 Beds ⋅ 2 Baths ⋅ 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 Drive, Windsor

Listing courtesy of Best Realty of Edgerton.

6586 Wolf Hollow Road, Windsor
$725,000
4 Beds ⋅ 3 Baths ⋅ 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 Road, Windsor

Listing courtesy of Keller Williams Realty.

6559 Hickory Glade Drive, Windsor
$599,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Home will be completed September 2026 New Construction in Bear tree Farm. Four bedroom and three bathrooms with quality finishes throughout. Upgrades include quartz countertops, custom cabinets, and large picture windows. Home also features a lower level family room and finished, extra wide 3 car garage. All kitchen appliances included as well. See this beautiful home today.

6559 Hickory Glade Drive, Windsor

Listing courtesy of Berkshire Hathaway HomeServices True Realty.

4044 Whistle Rock Circle, Windsor
$549,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Home will be completed September 2026. New Construction in Bear tree Farm. Four bedroom and three bathrooms with quality finishes throughout. Upgrades include quartz countertops, custom cabinets, and large picture windows. Home also features a lower level family room and finished, extra wide 3 car garage. All kitchen appliances included as well. See this beautiful home today.

4044 Whistle Rock Circle, Windsor

Listing courtesy of Berkshire Hathaway HomeServices True Realty.

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