Windsor Homes for Sale

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  /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,

  

  Anthony Schey

  Lakeplace.com/Dane Arthur Real Estate Agency

  (608) 925-3395

  4374 Bent Grass Ct, Windsor, WI 53598
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  /62

  $550,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 3,096 Sq Ft

  6647 Prairie Creek Rd, Windsor, WI 53598

  One story living makes everyday life & entertaining easy! Stone front, covered porch for relaxing & attention to design welcomes you! 9’ ceilings, open concept of maple kitchen, island/table dining & bright living room w/ gas fireplace. Step outside to 12’ x 30’ concrete patio for grilling & chilling. Split bedroom design grants primary suite privacy & double sinks, shower, linen & enviable walk

  Cody Shively First Weber Inc

  6647 Prairie Creek Rd, Windsor, WI 53598
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  /70

  $849,900 Open Sat 11AM - 1PM

  • 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
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  /89

  $619,900

  • 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
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  /24

  $518,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  Siena II, Windsor, WI 53598

  Set among a single-level design, this home features a spacious foyer that leads directly into the family room, dining room and kitchen at the back of the residence. Three bedrooms offer plenty of space for small and growing families. The generous owner’s suite is host to a walk-in closet and an en-suite bathroom.

  Lennar

  Siena II, Windsor, WI 53598
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  /18

  $513,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft

  Rutherford II, Windsor, WI 53598

  This new single-story home was designed to suit active-adult lifestyles. It features an open design among the family room, dining room and kitchen, which offers a large center island. The covered front porch and back patio enhance outdoor enjoyment. Included are two secondary bedrooms and an owner’s suite tucked in a back corner of the home for privacy.

  Lennar

  Rutherford II, Windsor, WI 53598
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  /27

  $624,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,907 Sq Ft

  Raleigh, Windsor, WI 53598

  This new two-story home is optimized for gracious living. On the first floor, a lovely living room and dining room are situated off the foyer, and an open-plan layout connects the family room, kitchen and breakfast room. A secluded study is perfect for work-from-home assignments. On the second floor, four bedrooms including the lavish owner’s suite are restful retreats. A highly desirable

  Lennar

  Raleigh, Windsor, WI 53598
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  /27

  $578,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,612 Sq Ft

  Galveston, Windsor, WI 53598

  This new two-story home features an expansive design with a convenient three-car garage. The first floor offers a formal living and dining room that complement the casual family room and breakfast room, plus a gourmet kitchen and a private study. The second floor hosts three secondary bedrooms and an owner’s suite with a generously sized walk-in closet and luxe bathroom.

  Lennar

  Galveston, Windsor, WI 53598
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  /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
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  /34

  $595,000

  • 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
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  /5

  $829,900

  • 4 Beds
  • 3 Baths
  • 3,827 Sq Ft

  6256 Ronald Reagan Dr, Deforest, WI 53532

  Estimated Completion 10/1/25. Still time to pick your colors. Highly desired Savannah Brooks. Stunning Custom Built Ranch home By Fourth Generation Builders. This home offers over 3050 sq feet,4 Bedrooms plus a flex room & 3 Baths. Open concept with beautiful Kitchen, SS appliance package, Solid surface tops, walk in Pantry, large Island. Great room with tray ceiling, Fireplace, opens to bright

  Lisa Murray First Weber Inc

  6256 Ronald Reagan Dr, Deforest, WI 53532
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  /39

  $845,500

  • 5 Beds
  • 3.5 Baths
  • 3,272 Sq Ft

  4098 Hanover Dr, Deforest, WI 53532

  Construction to begin upon AO, photos of similar model. Opportunity to get in to Savannah Brooks while you still can, Cornerstone Building & Design brings you their popular modern split bedroom ranch with stunning craftsmanship & an open concept floor plan. Main level features a chef's kitchen w/ custom Amish built cabinetry, solid surface countertops, and an oversized walk-in pantry. 3-season

  Michael Weiss MHB Real Estate

  4098 Hanover Dr, Deforest, WI 53532
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  /22

  $593,565 New Construction

  • 4 Beds
  • 3 Baths
  • 2,265 Sq Ft

  4013 Banbury St Unit 139, Windsor, WI 53598

  The Biscayne I Floor Plan by Lennar Homes is now available on Homesite #139 in Windsor Crossing, with an estimated move-in date of Nov/Dec 2025! This thoughtfully designed two-story home offers 4 bedrooms (1 on the main level, and 3 upstairs PLUS loft), 3 baths, and convenient second-floor laundry room. The open-concept layout features an expansive kitchen island, quartz countertops, luxury vinyl

  Emily Ostermiller First Weber Inc

  4013 Banbury St Unit 139, Windsor, WI 53598
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  /21

  $573,665 New Construction

  • 4 Beds
  • 3 Baths
  • 2,509 Sq Ft

  4011 Banbury St, Windsor, WI 53598

  This new two-story home is a family-friendly haven with a first floor featuring an open design among the kitchen, breakfast room and family room. Ideal for hosting overnight guests, there is also a privately situated bedroom on the same level. Upstairs are a generously sized loft that adds shared living space, two secondary bedrooms and the owner’s suite. A versatile two-car garage completes the

  Lennar

  Bryce, Windsor, WI 53598
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  /23

  $581,765 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,273 Sq Ft

  4013 Banbury St, Windsor, WI 53598

  This new two-story home offers ample space for the whole family to thrive. The first floor features a formal dining room as well as a casual open-concept family room, kitchen and breakfast room, plus a secluded study. Upstairs are a loft that adds shared living space and three bedrooms including the owner’s suite, which all have walk-in closets.

  Lennar

  Biscayne, Windsor, WI 53598
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  /23

  $574,600 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  4004 Banbury St, Windsor, WI 53598

  This new two-story home offers ample space for the whole family to thrive. The first floor features a formal dining room as well as a casual open-concept family room, kitchen and breakfast room, plus a secluded study. Upstairs are a loft that adds shared living space and three bedrooms including the owner’s suite, which all have walk-in closets.

  Lennar

  Biscayne, Windsor, WI 53598
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  /10

  $638,875 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,059 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
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  /24

  $573,665 New Construction

  • 4 Beds
  • 3 Baths
  • 2,509 Sq Ft

  4011 Banbury St Unit 138, Windsor, WI 53598

  Eligible buyers may qualify for a 2/1 buy-down (10%+ down): Year 1 at 3.5%, Year 2 at 4.5%, Years 3–30 at 5.5% + $5,000 closing cost credit if closed by August 29th with Lennar Mortgage. This Bryce G Floor Plan by Lennar Homes on homesite #138 in Windsor Crossing is available for move in Aug '25! This 4 bed, 3 bath, 2-story home features a gas fireplace, spacious rooms, loft, and a 3-car garage.

  Emily Ostermiller First Weber Inc

  4011 Banbury St Unit 138, Windsor, WI 53598
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  /31

  $574,600 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  4004 Banbury St Unit 148, Windsor, WI 53598

  Eligible buyers may qualify for a 2/1 buy-down (10%+ down): Year 1 at 3.5%, Year 2 at 4.5%, Years 3–30 at 5.5% + $5,000 closing cost credit if closed by August 29th with Lennar Mortgage. This Biscayne G Floor Plan by Lennar Homes on site #148 in Windsor Crossing is available for move in Sept/Oct '25! This 3 bed 2-story home features spacious rooms including a 1st floor office/den, 2.5 baths, a

  Emily Ostermiller First Weber Inc

  4004 Banbury St Unit 148, Windsor, WI 53598
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  /4

  $649,875 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
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  /25

  $578,860 New Construction

  • 4 Beds
  • 3 Baths
  • 2,509 Sq Ft

  4003 Banbury St Unit 134, Windsor, WI 53598

  Eligible buyers may qualify for a 2/1 buy-down (10%+ down): Year 1 at 3.5%, Year 2 at 4.5%, Years 3–30 at 5.5% + $5,000 closing cost credit if closed by August 29th with Lennar Mortgage. This Bryce I Floor Plan by Lennar Homes on site #134 in Windsor Crossing is available for move in Aug-Sept '25! This 4 bed home features a fireplace, spacious rooms including a 1st floor bedroom, 3 baths, a loft,

  Emily Ostermiller First Weber Inc

  4003 Banbury St Unit 134, Windsor, WI 53598
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  /21

  $568,160 New Construction

  • 3 Beds
  • 3 Baths
  • 2,509 Sq Ft

  4003 Banbury St, Windsor, WI 53598

  This new two-story home is a family-friendly haven with a first floor featuring an open design among the kitchen, breakfast room and family room. Ideal for hosting overnight guests, there is also a privately situated bedroom on the same level. Upstairs are a generously sized loft that adds shared living space, two secondary bedrooms and the owner’s suite. A versatile two-car garage completes the

  Lennar

  Bryce, Windsor, WI 53598
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  /8

  $618,875 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
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  /31

  $619,900 Open Sat 12PM - 2PM

  • 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
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  /21

  $567,990 New Construction

  • 3 Beds
  • 2 Baths
  • 2,171 Sq Ft

  Ridgefield, Windsor, WI 53598

  This new single-story home showcases a stylish ranch layout with a three-car garage. An open-concept design seamlessly connects the family room, gourmet kitchen and breakfast room, which provides access to a beautiful covered patio. Two secondary bedrooms are situated off the foyer, and the luxe owner’s suite is tucked into a back corner for added privacy.

  Lennar

  Ridgefield, Windsor, WI 53598
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  /25

  $521,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,201 Sq Ft

  Starling, Windsor, WI 53598

  This two-story home provides modern comfort and ample room to grow. Upon entry is a flex room well-suited for hosting guests, followed by a spacious open layout for seamless family living and relaxing. Separate from the downstairs main living area, the second level hosts all four bedrooms to provide great personal space and privacy. The sprawling owner’s suite is a serene haven with a full-sized

  Lennar

  Starling, Windsor, WI 53598
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  /24

  $583,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,509 Sq Ft

  Bryce, Windsor, WI 53598

  This new two-story home is a family-friendly haven with a first floor featuring an open design among the kitchen, breakfast room and family room. Ideal for hosting overnight guests, there is also a privately situated bedroom on the same level. Upstairs are a generously sized loft that adds shared living space, two secondary bedrooms and the owner’s suite. A versatile two-car garage completes the

  Lennar

  Bryce, Windsor, WI 53598
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  /26

  $563,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  Biscayne, Windsor, WI 53598

  This new two-story home offers ample space for the whole family to thrive. The first floor features a formal dining room as well as a casual open-concept family room, kitchen and breakfast room, plus a secluded study. Upstairs are a loft that adds shared living space and three bedrooms including the owner’s suite, which all have walk-in closets.

  Lennar

  Biscayne, Windsor, WI 53598
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  /36

  $829,500 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,207 Sq Ft

  6250 Ronald Reagan Dr, Deforest, WI 53532

  Charming farmhouse style home in the popular Savannah Brooks! Est. completion date Nov '25. Cornerstone Building & Design brings you a new thoughtful and modern designed split bedroom ranch with stunning craftsmanship & an open concept floor plan. Main level features a chef's kitchen w/ Amish built cabinetry, solid surface countertops, and an oversized walk-in pantry. Option to finish the walkout

  Michael Weiss MHB Real Estate

  6250 Ronald Reagan Dr, Deforest, WI 53532
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  /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
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  /27

  $399,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  4571 Linden Dr, Windsor, WI 53598

  Remarkable opportunity across from Lake Windsor golf course. Spacious ranch home on .85 acre lot features 2 car attached garage and separate 24' deep 2 car detached garage (man cave or she shed!) and separate storage building. Interior highlights include grand entry foyer with slate floors, sunken living room, first floor family room adjacent to kitchen and snack bar. Formal dining room, spacious

  Michael Gordon Restaino & Associates

  4571 Linden Dr, Windsor, WI 53598
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  /29

  $119,900

  • 1 Bed
  • 1 Bath
  • 654 Sq Ft

  4469 3rd St, Windsor, WI 53598

  Great opportunity for investor/contractor buyers. This home is located on a 0.2-acre parcel with convenient access to the amenities of De Forest and the surrounding area. The home will require significant work to restore it to good condition. A good-sized attached garage offers valuable storage, work and parking space. Located in the Village of Windsor, adjacent to De Forest, residents enjoy

  David Vander Schaaf Century 21 Affiliated

  4469 3rd St, Windsor, WI 53598
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  /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
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  /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
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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

Showing Results 1 - 40, Page 1 of 3

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 $560,995. If you put a 20% down payment of $112,200 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $2,900 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $124K 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:

• Windsor Elementary School has an A- Niche grade and a student teacher ratio of 14:1.
• DeForest High School has a B+ Niche grade, a student teacher ratio of 15:1 and an average review score of 3.5.
• DeForest Middle School has a B Niche grade, a student teacher ratio of 13:1 and an average review score of 4.0.

What are the best private schools in Windsor?

The best private schools that serve Windsor are:

• Peace Lutheran School & Prekindergarten has a student teacher ratio of 14:1.

What are the most popular zip codes in Windsor, Windsor, WI?

The most popular zip codes in Windsor, Windsor, WI include 53532, 53598, 53590, 53575 and 53718.

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 69 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 $536,950, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$536,950

Median Single Family Sale Price

$565,000

Median 2 Bedroom Sale Price

$286,000

Average Price Per Sq Ft

$241

Number of Homes for Sale

66

Last 12 months Home Sales

182

Months of Supply

4.40

Median List Price

$560,995

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

4%