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Windsor Homes for Sale

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  • 4374 Bent Grass Ct, Windsor, WI 53598
    4374 Bent Grass Ct, Windsor, WI 53598
    4374 Bent Grass Ct, Windsor, WI 53598
    /11

    $479,900

    • 3 Beds
    • 2.5 Baths
    • 1,917 Sq Ft

    4374 Bent Grass Ct, Windsor, WI 53598

    Discover comfort and tranquility in this charming 3 bedroom, 2 bath home nestled on a quiet cul-de-sac within the desirable Prairie Creek subdivision. This delightful residence boasts an open concept living and kitchen area, perfect for entertaining and family gatherings. Enjoy the spaciousness and seamless flow, complemented by plenty of natural light. Step outside to a large, fenced backyard,

    Agent Photo

    Anthony Schey

    Lakeplace.com/Dane Arthur Real Estate Agency

    (608) 925-3395

    4374 Bent Grass Ct, Windsor, WI 53598
  • 6249 Fountainhead Cir, Deforest, WI 53532
    6249 Fountainhead Cir, Deforest, WI 53532
    6249 Fountainhead Cir, Deforest, WI 53532
    /70

    $879,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,113 Sq Ft

    6249 Fountainhead Cir, Deforest, WI 53532

    Modern vibes meet chill luxury on a private lot in Savannah Brooks, right across from the park and minutes to Token Creek trails + brews at Young Blood. This open-concept gem brings the heat with Wolf, Sub-Zero, and Cove appliances, high-end finishes throughout, and spa-style baths with radiant in-floor heat. The basement’s got a slick wet bar with two Sub-Zero minis — perfect for hosting. Out

    Josh Page Berkshire Hathaway HomeServices True Realty

    6249 Fountainhead Cir, Deforest, WI 53532
  • 6562 Norski Ct, Windsor, WI 53598
    6562 Norski Ct, Windsor, WI 53598
    6562 Norski Ct, Windsor, WI 53598
    /35

    $700,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    6562 Norski Ct, Windsor, WI 53598

    Bright and airy new construction with a modern, open-concept layout designed for everyday ease and elegant entertaining. The main floor offers, gas fireplace, large pantry, mud room, and a private office for quiet work-from-home days and a covered back porch perfect for summer lounging. Upstairs, find four spacious bedrooms including a stunning ensuite with a tiled walk-in shower and walk-in

    Matt Winzenried Realty Executives Cooper Spransy

    6562 Norski Ct, Windsor, WI 53598
  • 4104 Painted Arabian Run, Deforest, WI 53532
    4104 Painted Arabian Run, Deforest, WI 53532
    4104 Painted Arabian Run, Deforest, WI 53532
    /89

    $629,000

    • 4 Beds
    • 3 Baths
    • 2,595 Sq Ft

    4104 Painted Arabian Run, Deforest, WI 53532

    Better than new ranch home located in Bear Tree Farms across from greenspace/park. Beautiful open floor plan cathedral ceiling, w/large open kitchen w/island, quartz countertops, LVP, SS appliances, custom gas fireplace, mudroom, primary suite w/walk-in closet, walk-in tile shower, heated towel bars & shower. The LL is exposed w/plenty of natural light 2bdrns, full bath & storage. This gorgeous

    Tammy Shallberg Restaino & Associates

    4104 Painted Arabian Run, Deforest, WI 53532
  • 4399 Eagle Ridge Ln, Windsor, WI 53598
    4399 Eagle Ridge Ln, Windsor, WI 53598
    4399 Eagle Ridge Ln, Windsor, WI 53598
    /25

    $675,000

    • 4 Beds
    • 3 Baths
    • 2,689 Sq Ft

    4399 Eagle Ridge Ln, Windsor, WI 53598

    New Listing! Showings start Thursday. Welcome to your dream retreat nestled in the heart of Windsor. This impressive 2,689sf ranch backs up to 60 acres of restored prairie, and features your own private backyard oasis with a salt-water pool! You'll love cooling off on those hot summer days! Inside you'll find an open floor plan, 9ft ceilings and beautiful views out every window. The finished walk

    Jason Geiger Geiger, Realtors

    4399 Eagle Ridge Ln, Windsor, WI 53598
  • 6655 Royal View Dr, Deforest, WI 53532
    6655 Royal View Dr, Deforest, WI 53532
    6655 Royal View Dr, Deforest, WI 53532
    /34

    $640,000

    • 3 Beds
    • 2.5 Baths
    • 2,117 Sq Ft

    6655 Royal View Dr, Deforest, WI 53532

    Welcome to this exquisite Tim O'Brien ranch in DeForest's coveted Bear Tree Farms-better than new with upgrades including a wrought iron fence, custom California closet, decorative shiplap, and stylish blinds. Upon entering, you'll be greeted by a uniquely defined flex room, offering versatile space for your personal needs, whether it's an office or lounge. The wide, welcoming entryway leads you

    Marine Yoo Real Broker LLC

    6655 Royal View Dr, Deforest, WI 53532
  • 6260 John F. Kennedy Dr, Deforest, WI 53532
    6260 John F. Kennedy Dr, Deforest, WI 53532
    6260 John F. Kennedy Dr, Deforest, WI 53532
    /11

    $699,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,651 Sq Ft

    6260 John F. Kennedy Dr, Deforest, WI 53532

    Construction status: hard surface flooring complete and ready to install interior finishes. Beautiful 4 bedroom ranch home with an oversized 4 car garage, the 3rd stall is a tandem (40 feet deep). Home features include open living area, private master suite, with tiled shower, stained maple doors thoughout, large partially covered deck. The full walkout basement is finished with 2 bedrooms, full

    Perry Sanoy Sanoy Realty

    6260 John F. Kennedy Dr, Deforest, WI 53532
  • 6719 Honey Bee Ct, Deforest, WI 53532
    6719 Honey Bee Ct, Deforest, WI 53532
    6719 Honey Bee Ct, Deforest, WI 53532
    /10

    $645,875 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,281 Sq Ft

    6719 Honey Bee Ct, Deforest, WI 53532

    Under Construction, completion September. Photos of similar model. Tim O'Brien Homes modern Marigold plan boasts a large flex room at the front of the home offers the perfect space for a den or office. Open living in the great room, dinette & kitchen. Quartz countertops and large pantry make this large kitchen a chef's dream. LVP flooring trhoughout main floor main living spaces. Cozy fireplace

    Aeryn Barry Tim O'Brien Homes LLC

    6719 Honey Bee Ct, Deforest, WI 53532
  • 6631 Grouse Woods Rd, Deforest, WI 53532
    6631 Grouse Woods Rd, Deforest, WI 53532
    6631 Grouse Woods Rd, Deforest, WI 53532
    /4

    $658,875 New Construction

    • 5 Beds
    • 3 Baths
    • 2,600 Sq Ft

    6631 Grouse Woods Rd, Deforest, WI 53532

    Under Construction, completion August 2025. Tim O'Brien Homes Monterey plan opens into a spacious foyer. A bedroom and full bath are featured on the main level of the home. The great room boasts a cozy fireplace and a beautiful cathedral ceiling. Quartz countertops and range hood make this large kitchen a chef's dream. A spacious dinette and expansive rear foyer are in the rear of the home.

    Aeryn Barry Tim O'Brien Homes LLC

    6631 Grouse Woods Rd, Deforest, WI 53532
  • 6639 Royal View Dr, Deforest, WI 53532
    6639 Royal View Dr, Deforest, WI 53532
    6639 Royal View Dr, Deforest, WI 53532
    /10

    $638,875 Open Sat 12PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,059 Sq Ft

    6639 Royal View Dr, Deforest, WI 53532

    Healthy, Energy-Efficient, NEW CONSTRUCTION, Built for the way YOU live! Move-in ready. The Marigold home plan opens to a wide front foyer & flex space perfect for a den or office. The open-concept living space is well-defined with a large kitchen, dinette, and great room w/ cozy fireplace. The quartz countertops, range hood and large pantry make this kitchen a chef's dream. A large primary suite

    Aeryn Barry Tim O'Brien Homes LLC

    6639 Royal View Dr, Deforest, WI 53532
  • 6608 Grouse Woods Rd, Deforest, WI 53532
    6608 Grouse Woods Rd, Deforest, WI 53532
    6608 Grouse Woods Rd, Deforest, WI 53532
    /8

    $624,875 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,281 Sq Ft

    6608 Grouse Woods Rd, Deforest, WI 53532

    Under Construction, completion July 2025. Photos of similar model. Tim O'Brien Homes Alpine plan opens into an impressive 2 story foyer. A large flex room at the front of the home offers the perfect space for a den or office. The kitchen and dining have a beautiful cathedral ceiling. Quartz countertops and range hood make this large kitchen a chef's dream. LVP flooring trhoughout main floor main

    Aeryn Barry Tim O'Brien Homes LLC

    6608 Grouse Woods Rd, Deforest, WI 53532
  • 6643 Royal View Dr, Deforest, WI 53532
    6643 Royal View Dr, Deforest, WI 53532
    6643 Royal View Dr, Deforest, WI 53532
    /31

    $619,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,703 Sq Ft

    6643 Royal View Dr, Deforest, WI 53532

    Welcome to this brand-new, crafted ranch home. Ready by May. Featuring an open floor plan, vaulted ceiling, large windows, and LVP flooring. Gas fireplace, kitchen with SS appliances, quartz countertops, tile backsplash, and a spacious island. Primary bedroom with backyard views, ceiling fan, en-suite bathroom, tile shower, double vanity, and walk-in closet. Two additional bedrooms on the main

    Xue Yu Coldwell Banker Real Estate Group

    6643 Royal View Dr, Deforest, WI 53532
  • 6635 Royal View Dr, Deforest, WI 53532
    6635 Royal View Dr, Deforest, WI 53532
    6635 Royal View Dr, Deforest, WI 53532
    /26

    $614,875 Open Sat 12PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,972 Sq Ft

    6635 Royal View Dr, Deforest, WI 53532

    Healthy, Energy-Efficient, NEW CONSTRUCTION, Built for the way YOU live! Move in ready, The Holly home plan opens to a wide front foyer and flex space perfect for a den or office. The open-concept living space is well-defined with a large open kitchen, dinette, and great room with vaulted ceiling and electric fireplace. Relax on the outdoor deck off the dinette after a long day. Find plenty of

    Aeryn Barry Tim O'Brien Homes LLC

    6635 Royal View Dr, Deforest, WI 53532
  • 6586 Wolf Hollow Rd, Windsor, WI 53598
    6586 Wolf Hollow Rd, Windsor, WI 53598
    6586 Wolf Hollow Rd, Windsor, WI 53598
    /41

    $735,000

    • 4 Beds
    • 3 Baths
    • 3,177 Sq Ft

    6586 Wolf Hollow Rd, Windsor, WI 53598

    Nestled in Windsor, this stunning 4-bedroom, 3-bath home effortlessly combines elegance and comfort! Expansive tray ceilings, large windows, and a cozy fireplace make the living room a welcoming retreat. Designed for entertaining, the bright white kitchen features a spacious island and striking quartz countertops. An oversized primary suite impresses with its luxurious shower and walk-in closet.

    Shelley Reynolds Glass Slipper Homes, LLC

    6586 Wolf Hollow Rd, Windsor, WI 53598
  • L436 Bear Tree Pkwy, Deforest, WI 53532
    L436 Bear Tree Pkwy, Deforest, WI 53532
    L436 Bear Tree Pkwy, Deforest, WI 53532
    /36

    $114,900

    • Land
    • 0.32 Acre
    • $359,062 per Acre

    L436 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L436 Bear Tree Pkwy, Deforest, WI 53532
  • L446 Bear Tree Pkwy, Deforest, WI 53532
    L446 Bear Tree Pkwy, Deforest, WI 53532
    L446 Bear Tree Pkwy, Deforest, WI 53532
    /36

    $121,900

    • Land
    • 0.32 Acre
    • $380,938 per Acre

    L446 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L446 Bear Tree Pkwy, Deforest, WI 53532
  • L445 Bear Tree Pkwy, Deforest, WI 53532
    L445 Bear Tree Pkwy, Deforest, WI 53532
    L445 Bear Tree Pkwy, Deforest, WI 53532
    /36

    $121,900

    • Land
    • 0.32 Acre
    • $380,938 per Acre

    L445 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes. Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L445 Bear Tree Pkwy, Deforest, WI 53532
  • L434 Bear Tree Pkwy, Deforest, WI 53532
    L434 Bear Tree Pkwy, Deforest, WI 53532
    L434 Bear Tree Pkwy, Deforest, WI 53532
    /36

    $114,900

    • Land
    • 0.32 Acre
    • $359,062 per Acre

    L434 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L434 Bear Tree Pkwy, Deforest, WI 53532
  • L432 Bear Tree Pkwy, Deforest, WI 53532
    L432 Bear Tree Pkwy, Deforest, WI 53532
    L432 Bear Tree Pkwy, Deforest, WI 53532
    /36

    $114,900

    • Land
    • 0.32 Acre
    • $359,062 per Acre

    L432 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes on gorgeous homesites now available in Bear Tree Farms beautiful lots with lower-level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L432 Bear Tree Pkwy, Deforest, WI 53532
  • L429 Bear Tree Pkwy, Deforest, WI 53532
    L429 Bear Tree Pkwy, Deforest, WI 53532
    L429 Bear Tree Pkwy, Deforest, WI 53532
    /36

    $124,900

    • Land
    • 0.32 Acre
    • $390,312 per Acre

    L429 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L429 Bear Tree Pkwy, Deforest, WI 53532
  • L428 Bear Tree Pkwy, Deforest, WI 53532
    L428 Bear Tree Pkwy, Deforest, WI 53532
    L428 Bear Tree Pkwy, Deforest, WI 53532
    /36

    $128,900

    • Land
    • 0.32 Acre
    • $402,812 per Acre

    L428 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L428 Bear Tree Pkwy, Deforest, WI 53532
  • L415 Bear Tree Pkwy, Deforest, WI 53532
    L415 Bear Tree Pkwy, Deforest, WI 53532
    L415 Bear Tree Pkwy, Deforest, WI 53532
    /36

    $134,900

    • Land
    • 0.32 Acre
    • $421,562 per Acre

    L415 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball

    Tammy Shallberg Restaino & Associates

    L415 Bear Tree Pkwy, Deforest, WI 53532
  • L412 Bear Tree Pkwy, Deforest, WI 53532
    L412 Bear Tree Pkwy, Deforest, WI 53532
    L412 Bear Tree Pkwy, Deforest, WI 53532
    /36

    $134,900

    • Land
    • 0.32 Acre
    • $421,562 per Acre

    L412 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood

    Tammy Shallberg Restaino & Associates

    L412 Bear Tree Pkwy, Deforest, WI 53532
  • Lot 425 Whistle Rock Cir, Deforest, WI 53532
    Lot 425 Whistle Rock Cir, Deforest, WI 53532
    Lot 425 Whistle Rock Cir, Deforest, WI 53532
    /7

    $130,900

    • Land
    • 0.25 Acre
    • $523,600 per Acre

    Lot 425 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 425 Whistle Rock Cir, Deforest, WI 53532
  • 4561 Golf Dr, Windsor, WI 53598
    4561 Golf Dr, Windsor, WI 53598
    4561 Golf Dr, Windsor, WI 53598
    /31

    $514,900

    • 3 Beds
    • 2 Baths
    • 1,827 Sq Ft

    4561 Golf Dr, Windsor, WI 53598

    Experience refined living in this exquisite 3-bedroom, 2-bath ranch condo overlooking the picturesque Lake Windsor Country Club. Built in 2019, the gourmet kitchen features quartz countertops, a walk-in pantry, and seamlessly flows into the 4-season room, complete with a cozy gas fireplace which is perfect for year-round relaxation. The spacious primary suite offers a tranquil retreat with a

    HANNAH LEMKE NEXTHOME PRIORITY

    4561 Golf Dr, Windsor, WI 53598
  • 6671 Warner Farm Dr, Windsor, WI 53532
    6671 Warner Farm Dr, Windsor, WI 53532
    6671 Warner Farm Dr, Windsor, WI 53532
    /4

    $529,900

    • 4 Beds
    • 3 Baths
    • 2,736 Sq Ft

    6671 Warner Farm Dr, Windsor, WI 53532

    New home in Bear tree! Completion date mid July! MVP$529,900-$539,000 4 bedroom & 3 bathrooms with quality finishes throughout. Some of the upgrades include 2 gas fireplace, quartz countertops, custom cabinets, and large picture windows. Home also features a lower level family room and finished, extra wide two plus car garage. All kitchen appliances included as well. See this beautiful home today.

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    6671 Warner Farm Dr, Windsor, WI 53532
  • 6612 Vista Valley, Windsor, WI 53598
    6612 Vista Valley, Windsor, WI 53598
    6612 Vista Valley, Windsor, WI 53598
    /70

    $799,900

    • 4 Beds
    • 3 Baths
    • 3,042 Sq Ft

    6612 Vista Valley, Windsor, WI 53598

    Showings Start 6/11/25.This contemporary ranch is your next perfect home. The open floor plan and large kitchen are glorious! The large master is so relaxing with electric blackout shades. Enjoy summer grilling on the deck or patio. Seller added gas line to deck. The appliances are spectacular! The lower level family room and movie room are perfect for a rainy day or relaxing day inside. This

    Paula Woodward First Weber Inc

    6612 Vista Valley, Windsor, WI 53598
  • L60 Forest Park Dr, Windsor, WI 53532
    L60 Forest Park Dr, Windsor, WI 53532
    /2

    $140,000

    • Land
    • 1.80 Acres
    • $77,778 per Acre

    L60 Forest Park Dr, Windsor, WI 53532

    Corner lot in the gorgeous Revere Trails subdivision. Located close to: Woodman’s, Target, COSTCO, groceries, restaurants, Walgreens, Cinema, Cabela's, Medical centers. Bring your dream home to life in a community that blends the best of nature with modern living.

    Jennifer Mendez Rodriguez Berkshire Hathaway HomeServices True Realty

    L60 Forest Park Dr, Windsor, WI 53532
  • Lot 454 Whistle Rock Cir, Deforest, WI 53532
    Lot 454 Whistle Rock Cir, Deforest, WI 53532
    Lot 454 Whistle Rock Cir, Deforest, WI 53532
    /7

    $143,900

    • Land
    • 0.34 Acre
    • $423,235 per Acre

    Lot 454 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 454 Whistle Rock Cir, Deforest, WI 53532
  • Lot 451 Whistle Rock Cir, Deforest, WI 53532
    Lot 451 Whistle Rock Cir, Deforest, WI 53532
    Lot 451 Whistle Rock Cir, Deforest, WI 53532
    /7

    $134,900

    • Land
    • 0.44 Acre
    • $306,591 per Acre

    Lot 451 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 451 Whistle Rock Cir, Deforest, WI 53532
  • Lot 442 Whistle Rock Cir, Deforest, WI 53532
    Lot 442 Whistle Rock Cir, Deforest, WI 53532
    Lot 442 Whistle Rock Cir, Deforest, WI 53532
    /7

    $113,900

    • Land
    • 0.29 Acre
    • $392,759 per Acre

    Lot 442 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 442 Whistle Rock Cir, Deforest, WI 53532
  • Lot 439 Whistle Rock Cir, Deforest, WI 53532
    Lot 439 Whistle Rock Cir, Deforest, WI 53532
    Lot 439 Whistle Rock Cir, Deforest, WI 53532
    /7

    $113,900

    • Land
    • 0.25 Acre
    • $455,600 per Acre

    Lot 439 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 439 Whistle Rock Cir, Deforest, WI 53532
  • Lot 433 Hickory Glade Dr, Deforest, WI 53532
    Lot 433 Hickory Glade Dr, Deforest, WI 53532
    Lot 433 Hickory Glade Dr, Deforest, WI 53532
    /7

    $110,900

    • Land
    • 0.32 Acre
    • $346,562 per Acre

    Lot 433 Hickory Glade Dr, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 433 Hickory Glade Dr, Deforest, WI 53532
  • Lot 431 Hickory Glade Dr, Deforest, WI 53532
    Lot 431 Hickory Glade Dr, Deforest, WI 53532
    Lot 431 Hickory Glade Dr, Deforest, WI 53532
    /7

    $108,900

    • Land
    • 0.34 Acre
    • $320,294 per Acre

    Lot 431 Hickory Glade Dr, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 431 Hickory Glade Dr, Deforest, WI 53532
  • Lot 427 Whistle Rock Cir, Deforest, WI 53532
    Lot 427 Whistle Rock Cir, Deforest, WI 53532
    Lot 427 Whistle Rock Cir, Deforest, WI 53532
    /7

    $130,900

    • Land
    • 0.27 Acre
    • $484,815 per Acre

    Lot 427 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 427 Whistle Rock Cir, Deforest, WI 53532
  • Lot 420 Whistle Rock Cir, Deforest, WI 53532
    Lot 420 Whistle Rock Cir, Deforest, WI 53532
    Lot 420 Whistle Rock Cir, Deforest, WI 53532
    /7

    $130,900

    • Land
    • 0.25 Acre
    • $523,600 per Acre

    Lot 420 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 420 Whistle Rock Cir, Deforest, WI 53532
  • Lot 414 Whistle Rock Cir, Deforest, WI 53532
    Lot 414 Whistle Rock Cir, Deforest, WI 53532
    Lot 414 Whistle Rock Cir, Deforest, WI 53532
    /7

    $133,900

    • Land
    • 0.29 Acre
    • $461,724 per Acre

    Lot 414 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 414 Whistle Rock Cir, Deforest, WI 53532
  • Lot 409 Whistle Rock Cir, Deforest, WI 53532
    Lot 409 Whistle Rock Cir, Deforest, WI 53532
    Lot 409 Whistle Rock Cir, Deforest, WI 53532
    /7

    $129,900

    • Land
    • 0.26 Acre
    • $499,615 per Acre

    Lot 409 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 409 Whistle Rock Cir, Deforest, WI 53532
  • Lot 151 Hickory Glade Dr, Deforest, WI 53532
    Lot 151 Hickory Glade Dr, Deforest, WI 53532
    Lot 151 Hickory Glade Dr, Deforest, WI 53532
    /7

    $133,900

    • Land
    • 0.31 Acre
    • $431,935 per Acre

    Lot 151 Hickory Glade Dr, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 151 Hickory Glade Dr, Deforest, WI 53532
  • Lot 150 Hickory Glade Dr, Deforest, WI 53532
    Lot 150 Hickory Glade Dr, Deforest, WI 53532
    Lot 150 Hickory Glade Dr, Deforest, WI 53532
    /7

    $133,900

    • Land
    • 0.31 Acre
    • $431,935 per Acre

    Lot 150 Hickory Glade Dr, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 150 Hickory Glade Dr, Deforest, WI 53532

Showing Results 1 - 40, Page 1 of 2

Wisconsin Windsor Windsor

Real Estate & Homes for Sale in Windsor, Windsor

Why Live in Windsor
Windsor, located 30 minutes north of Madison via Route 113, is a growing suburb attracting Wisconsin buyers. The neighborhood features two new subdivisions, Diamond Village and Bear Tree Farms, offering various house sizes and styles. Despite the new developments, Windsor retains a tucked-away feel with looping streets lined with ranch-style and split-level homes, shaded by mature spruce and fir trees. Homes showcase diverse architectural styles, including Greek Revival and Mid-Century Modernism, with most featuring two bedrooms and two-door garages. Windsor's schools are rated highly, with Windsor Elementary, Harvest Intermediate, DeForest Middle, and DeForest High noted for their afterschool programs and safety. The village boasts 16 parks, including the 22-acre Windsor Fireman’s Park, which hosts community events like Summer Movie Nights and Windsor Fest. Dining and shopping options are primarily found in nearby DeForest and Sun Prairie, with local favorites like BB Jack’s and Buck and Honey. For groceries, residents frequent Woodman’s Market, a Wisconsin-native chain, while larger stores like Costco, Target, and Walmart are 15 minutes away. Windsor is also planning a new downtown area, the Village Center of Windsor Crossing, to enhance business and housing opportunities. The area has a low crime risk compared to the national average, making it a safer choice for families.
Learn more about living in Windsor

Frequently Asked Questions

Is Windsor a good place to live?
Windsor is a good place to live. Windsor is considered very car-dependent and somewhat bikeable. Windsor has 6 parks for recreational activities. It is sparse in population with 0.6 people per acre and a median age of 39. The average household income is $129,121 which is above the national average. College graduates make up 41.5% of residents. A majority of residents in Windsor are home owners, with 27% of residents renting and 73% of residents owning their home. A local real estate agent serving Windsor can help you decide if this neighborhood is the right one for you. Learn more on our Windsor neighborhood guide.
Is Windsor, WI a safe neighborhood?
Windsor, WI is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Windsor?
The median home price in Windsor is $560,000. If you put a 20% down payment of $112,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $2,780 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $119K a year to afford the median home price in Windsor. The average household income in Windsor is $129K.
What are the best public schools in Windsor?
The best public schools that serve Windsor are:
What are the best private schools in Windsor?
The best private schools that serve Windsor are:
What are the most popular zip codes in Windsor, Windsor, WI?
The most popular zip codes in Windsor, Windsor, WI include 53593, 53711, 53597, 53590 and 53704.
What are the most popular neighborhoods near Windsor, Windsor, WI?
The most popular neighborhoods near Windsor, Windsor, WI are Westside Neighborhood, Westwynde, Northern Sun Prairie, Northeast Madison and Central Sun Prairie.

Home Trends in Windsor, WI

On average, homes in Windsor, WI sell after 70 days on the market compared to the national average of 50 days. The median sale price for homes in Windsor, WI over the last 12 months is $525,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$525,000
Median Single Family Sale Price
$564,950
Median 2 Bedroom Sale Price
$290,000
Average Price Per Sq Ft
$244
Number of Homes for Sale
45
Last 12 months Home Sales
182
Months of Supply
3.00
Median List Price
$560,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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