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Windsor, WI Homes for Sale

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  • /8

    $589,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,734 Sq Ft

    6644 Grouse Woods Rd, Deforest, WI 53532

    Tim O'Brien Homes Lavender plan boasts an open living in the great room, kitchen & dining. Quartz countertops and large pantry make this large kitchen a chef's dream. LVP flooring throughout main floor main living spaces. Cozy fireplace in the great room. The primary bedroom is a split floor plan and features en suite bath with tiled shower and two walk in closets! 2 additional bedrooms, one with

    Aeryn Barry Tim O'Brien Homes LLC

    6644 Grouse Woods Rd, Deforest, WI 53532
  • /21

    $209,000

    • Land
    • 0.65 Acre
    • $321,538 per Acre

    L4 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 4 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L4 Kyla Brooke Ln, Sun Prairie, WI 53590
  • /21

    $239,000

    • Land
    • 0.78 Acre
    • $306,410 per Acre

    L1 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 1 CSM Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L1 Blue Victoria Dr, Sun Prairie, WI 53590
  • /21

    $299,000

    • Land
    • 1.07 Acres
    • $279,439 per Acre

    L3 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 3 CSM Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L3 Blue Victoria Dr, Sun Prairie, WI 53590
  • /21

    $229,000

    • Land
    • 0.58 Acre
    • $394,828 per Acre

    L18 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 18 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L18 Kyla Brooke Ln, Sun Prairie, WI 53590
  • /29

    $150,000

    • 1 Bed
    • 1 Bath
    • 818 Sq Ft

    6836 Parkside Cir, Deforest, WI 53532

    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

    Alex Filkouski Madison Commercial Real Estate LLC

    6836 Parkside Cir, Deforest, WI 53532
  • /34

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    6697 Morning Dew Ln, Sun Prairie, WI 53590

    Construction to begin upon an accepted offer, photos of a similar model. Cornerstone Construction brings you a sprawling split-bedroom ranch home in desirable Windsor Gardens set on half acre lot featuring 2,400sqft on the main floor, great room, 4 bedrooms (with optional 5th), cozy screen porch with fireplace, theater room, and so much more. No detail is overlooked with custom finishes

    Michael Weiss MHB Real Estate

    6697 Morning Dew Ln, Sun Prairie, WI 53590
  • /20

    $179,000

    • Land
    • 0.54 Acre
    • $331,481 per Acre

    L137 Colton Way, Sun Prairie, WI 53590

    Lot 137 Windsor Gardens.2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L137 Colton Way, Sun Prairie, WI 53590
  • /48

    $2,190,000

    • 3 Beds
    • 1 Bath
    • 928 Sq Ft

    6889 and 6897 N Towne Rd, Deforest, WI 53532

    Spectacular investment! Rare opportunity to own 36.78 acres in the Village of Deforest along North Towne & newer developments to the North & West closing in around it. South-the New Inter School. This heartfelt family estate has been owned since the 1960’s & 36 acres have been prime farmland for owner. Owners occupy 2 Ranch houses on this site and many outbuildings-a newer 60'x32' metal bldg, a

    Peggy Acker-Farber RE/MAX Preferred

    6889 and 6897 N Towne Rd, 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
  • /21

    $169,000

    • Land
    • 0.53 Acre
    • $318,868 per Acre

    6687 Florance Ruth Ln, Windsor, WI 53590

    Lot 3 Windsor Gardens Field of Dreams. Beautiful country estate lots within minutes of Sun Prairie!! A 2024 Parade of Homes site, this country subdivision features basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    6687 Florance Ruth Ln, Windsor, WI 53590
  • /21

    $249,000

    • Land
    • 0.63 Acre
    • $395,238 per Acre

    L22 Colton Way, Windsor, WI 53590

    Lot 22 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L22 Colton Way, Windsor, WI 53590
  • /21

    $249,000

    • Land
    • 0.68 Acre
    • $366,176 per Acre

    L16 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 16 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L16 Kyla Brooke Ln, Sun Prairie, WI 53590
  • /21

    $239,000

    • Land
    • 0.8 Acre
    • $298,750 per Acre

    L121 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 121 Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L121 Blue Victoria Dr, Sun Prairie, WI 53590
  • /14

    $1,743,000

    • Land
    • 9.88 Acres
    • $176,417 per Acre

    Lot 1-2 Gray Rd, Deforest, WI 53532

    Take advantage of this ready-to-develop investment opportunity in Windsor, WI. This 9.883-acre property is city-approved for a 122-unit multi-family complex, boasting a strategic location at the intersection of Gray Rd & CTH CV. The proposed development includes 12 studios, 48 one-bedroom, and 62 two-bedroom apartments across a 4-story building. With 22 garage parking stalls and 162 surface

    James Stopple Madison Property Management, Inc.

    Lot 1-2 Gray Rd, Deforest, WI 53532
  • /21

    $179,000

    • Land
    • 0.55 Acre
    • $325,455 per Acre

    L129 Lucas Ln, Sun Prairie, WI 53590

    Lot 129 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L129 Lucas Ln, Sun Prairie, WI 53590
  • /12

    $1,120,000

    • 5 Beds
    • 3 Baths
    • 2,882 Sq Ft

    L28 Colton Way, Sun Prairie, WI 53590

    To be built with at the time of signed building contract. This tree lined lot with an upscale ranch will feature Amish cabinetry, a primary suite seamlessly connected to a luxurious laundry area that boasts a heated bath floor. Serene views from the screened-in porch overlook a tree-lined/farm field. The exterior showcases a charming blend of LP siding, elegant brick accents, and delightful

    Molli Babler Keller Williams Realty

    L28 Colton Way, Sun Prairie, WI 53590
  • /21

    $199,000

    • Land
    • 0.57 Acre
    • $349,123 per Acre

    L136 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 136 Windsor Gardens.2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L136 Blue Victoria Dr, Sun Prairie, WI 53590
  • /8

    $140,000

    • Land
    • 1.8 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
  • /52

    $679,900

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

    6612 Vista Valley, Windsor, WI 53598

    Step into a home that blends comfort, sophistication, and convenience - just minutes from all the charm of the Village of Windsor. This stunning contemporary ranch offers a bright, open floor plan perfect for everyday living and effortless entertaining. The kitchen is a showstopper, featuring high-end appliances and thoughtful design details. Unwind in the serene primary suite with custom

    Paula Woodward First Weber Inc

    6612 Vista Valley, Windsor, WI 53598
  • /21

    $209,000

    • Land
    • 0.63 Acre
    • $331,746 per Acre

    L3 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 3 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L3 Kyla Brooke Ln, Sun Prairie, WI 53590
  • /21

    $179,000

    • Land
    • 0.68 Acre
    • $263,235 per Acre

    L128 Lucas Ln, Sun Prairie, WI 53590

    Lot 128 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L128 Lucas Ln, Sun Prairie, WI 53590
  • /60

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 3,074 Sq Ft

    3723 Meadowbrooke Cir, de Forest, WI 53532

    A rare find! Attention Hobbyists, Gardeners, Star Gazers & Nature Lovers! This beautiful setting w/prime location & privacy backs up to approximately 190 acres of Token Creek conservancy. The 'modern vibe' features an open kitchen/family room living center w/gas fireplace & adjoining 3-season room. Formal dining room that leads to a great room w/vaulted ceiling & wood burning FP. The primary

    Sherry Larson Shorewest Realtors, Inc.

    3723 Meadowbrooke Cir, de Forest, WI 53532
  • /20

    $229,000

    • Land
    • 0.7 Acre
    • $327,143 per Acre

    L117 Naomi Trail, Sun Prairie, WI 53590

    Lot 117 Windsor Gardens.2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L117 Naomi Trail, Sun Prairie, WI 53590
  • /21

    $289,000

    • Land
    • 1.33 Acres
    • $217,293 per Acre

    L125 Lucas Ln, Sun Prairie, WI 53590

    Lot 125 Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L125 Lucas Ln, Sun Prairie, WI 53590
  • /46

    $524,900

    • 4 Beds
    • 2 Baths
    • 2,267 Sq Ft

    6605 Warner Farm Dr, Deforest, WI 53532

    Now Offered at a New Price! Discover incredible value in this beautiful 4-bed, 2-bath ranch in Bear Tree Farms, set on nearly 1⁄2 acre. This open-concept home features a sleek modern kitchen with quartz countertops, stainless steel appliances, and durable LVP flooring throughout the main level. The bright living room is filled with natural light and anchored by a cozy fireplace with mantle. From

    Amber Huemmer LPT Realty

    6605 Warner Farm Dr, Deforest, WI 53532
  • /21

    $209,000

    • Land
    • 0.78 Acre
    • $267,949 per Acre

    L127 Lucas Ln, Sun Prairie, WI 53590

    Lot 127 Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L127 Lucas Ln, Sun Prairie, WI 53590
  • /73

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 4,108 Sq Ft

    1417 Serenity, Sun Prairie, WI 53590

    This beautifully crafted new ranch by Victory Homes of WI offers all you need—and more in a downsized dream home. Designed for comfort and style, it features a spacious open layout, private owner’s suite with spa-inspired bath, oversized tile shower, soaking tub, and custom walk-in closet. The chef’s kitchen is impressive with a large island, high-end appliances, and a walk-in pantry complete

    Agent Photo

    Keith McNeely

    First Weber Inc

    (608) 602-4147

    1417 Serenity, Sun Prairie, WI 53590
  • /21

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,691 Sq Ft

    Unit 8.2 Bellflower Dr, Deforest, WI 53532

    OPEN HOUSES WILL BE HELD AT OUR FURNISHED MODEL AT 6701 CONSERVANCY PLAZA. Quality built ranch condo with nearly 1,700 sq ft, open floor plan, 2 bedrooms, 2 baths, spacious kitchen & dining area with quartz or granite countertop options, Amish custom cabinets, stainless steel appliances, great room with gas fireplace, owners suite with huge walk in closet, main level laundry, cozy sunroom,

    Agent Photo

    Kelly Bennett

    First Weber Inc

    (844) 793-5646

    Unit 8.2 Bellflower Dr, Deforest, WI 53532
  • /27

    $596,900

    • 4 Beds
    • 3 Baths
    • 2,971 Sq Ft

    Unit 8.1 Bellflower Dr, Deforest, WI 53532

    OPEN HOUSES WILL BE HELD AT OUR FURNISHED MODEL AT 6701 CONSERVANCY PLAZA. Quality built ranch condo with nearly 1,700 sq ft, open floor plan, 4 bedrooms, 3 baths, spacious kitchen & dining area with quartz or granite countertop options, Amish custom cabinets, stainless steel appliances, great room with gas fireplace, owners suite with huge walk in closet, main level laundry, cozy sunroom,

    Agent Photo

    Kelly Bennett

    First Weber Inc

    (855) 912-2416

    Unit 8.1 Bellflower Dr, Deforest, WI 53532
  • /31

    $634,900 New Construction

    • 4 Beds
    • 3 Baths
    • 3,233 Sq Ft

    6701 Conservancy Plaza, Deforest, WI 53532

    OPEN HOUSE WILL BE HELD AT 6701 CONSERVANCY PLAZA. Quality built ranch condo with open floor plan, 4 bedrooms, 3 baths, spacious kitchen & dining area with quartz or granite countertops, Amish custom cabinets, stainless steel appliances, bright & cheery great room w/ gas fireplace, cathedral ceilings & hardwood floors, owner’s suite with large walk in closet & bath with walk-in tile shower & dual

    Agent Photo

    Kelly Bennett

    First Weber Inc

    (844) 638-7069

    6701 Conservancy Plaza, Deforest, WI 53532
  • /26

    $449,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    Unit 3.3 Bellflower Dr, Deforest, WI 53532

    Approx. Completion January. OPEN HOUSES WILL BE HELD AT OUR FURNISHED MODEL AT 4701 BELLFLOWER DR. MRP $449,900-$465,000. Quality built 2 story townhouses with nearly 1,900 sq ft, 3 bedrooms, 2 1/2 baths, spacious kitchen & dining area with quartz or granite countertop options, Amish custom cabinets, stainless steel appliances, great room with gas fireplace and large window with tons of natural

    Agent Photo

    Kelly Bennett

    First Weber Inc

    (866) 344-5204

    Unit 3.3 Bellflower Dr, Deforest, WI 53532
  • /24

    $475,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,898 Sq Ft

    Unit 4.4 Bellflower Dr, Deforest, WI 53532

    OPEN HOUSES WILL BE HELD AT OUR FURNISHED MODEL AT 4701 BELLFLOWER DR. Quality built 2 story townhouses with nearly 1,900 sq ft, 3 bedrooms, 2 1/2 baths, spacious kitchen & dining area with quartz or granite countertop options, Amish custom cabinets, stainless steel appliances, great room with gas fireplace and large window with tons of natural light, owners suite with huge walk in closet, main

    Agent Photo

    Kelly Bennett

    First Weber Inc

    (866) 884-6312

    Unit 4.4 Bellflower Dr, Deforest, WI 53532
  • /55

    $633,400 Open House 1/03

    • 4 Beds
    • 3 Baths
    • 2,781 Sq Ft

    4133 Great Bridge Dr, Deforest, WI 53532

    Ready for the ultimate mix of modern style & elegance? This Fox Hill Estates charmer has the full package! A welcoming open concept lends itself perfectly to entertaining & space to spread out. Gourmet kitchen features, new stainless steel appliances, tons of rich Quartz counter space, & enough cupboards to store all of your equipment. Primary bedroom boasts massive walk-in closet & private

    Justin Witkins RE/MAX Preferred

    4133 Great Bridge Dr, Deforest, WI 53532
  • /79

    $1,294,000

    • 6 Beds
    • 4.5 Baths
    • 5,422 Sq Ft

    6645 Jerry Ryan Trail, Sun Prairie, WI 53590

    *Seller willing to do a rate buy down to qualifying offers! * Custom former Parade Home in desirable Bristol Gardens! This meticulously maintained 6-bedroom, 5400 sq ft ranch offers low Bristol taxes & countless high-end updates. Features include new rich hardwood and tile flooring, updated fixtures, custom cabinetry, granite countertops, and premium appliances. Enjoy the new insulated sunroom

    Chris Thomas Badgerland Real Estate & Associates, LLC

    6645 Jerry Ryan Trail, Sun Prairie, WI 53590
  • /32

    $419,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    6657 Uecker Dr, Deforest, WI 53532

    Welcome to Diamond Village! This beautiful home offers 1,500 sq. ft. of finished living space featuring 3 bedrooms and 2 baths. Enjoy modern touches throughout including white cabinetry and trim, quartz countertops, and LVT flooring. The lower level includes a 300 sq. ft. finished rec room with a full walkout — perfect for additional living or entertaining space.

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    6657 Uecker Dr, Deforest, WI 53532
  • /9

    $950,000

    • 6 Beds
    • 4 Baths
    • 4,996 Sq Ft

    2362 Lonnie Ct, Sun Prairie, WI 53590

    June 12 completion. Stunning new construction 6 Bd, 4 bth 2-story home with a walk-out lower level. Tucked away on a quiet cul-de-sac in sought-after Serenity Estates and overlooking mature greenspace, this nearly 5,000 sq ft residence offers the perfect blend of elegance, comfort, and functionality. The main level is designed for effortless entertaining, featuring soaring 10-foot ceilings, a

    Jo Ferraro EXP Realty, LLC

    2362 Lonnie Ct, Sun Prairie, WI 53590
  • /2

    $599,900

    • 4 Beds
    • 3 Baths
    • 3,088 Sq Ft

    4069 Whistle Rock Cir, Deforest, WI 53532

    MVP $599,000-$650,900 Completion Spring 2026! Welcome to this stunning 4-bedroom, 3-bath home in the highly sought-after Bear Tree Farm community. Thoughtfully designed with high-end finishes throughout, this home features a spacious open floor plan, custom flooring, and a modern kitchen with a walk-in pantry. Enjoy seamless indoor-outdoor living with a covered lower-level porch overlooking a

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    4069 Whistle Rock Cir, 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
  • /36

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,084 Sq Ft

    6323 Portage Rd, de Forest, WI 53532

    Affordable, cute and cozy. This home is ready for a new owner to love it as much as the current owner has for the past 50 years! This 3 bedroom home sits on almost a half acre in the heart of Token Creek! "Retro" counter tops, corner shelves and bread board in the galley style kitchen add charm and character. Bright breakfast nook, Living/dining combo. Natural hardwood floors cover most of the

    Gina Marie John Realty Executives Capital City

    6323 Portage Rd, de Forest, WI 53532

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