Windsor, WI Homes for Sale

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  $898,000

  • 4 Beds
  • 3.5 Baths
  • 3,916 Sq Ft

  3403 Whistling Wind Way, Sun Prairie, WI 53590

  Perched in the scenic hills of Migration Path Estates, this thoughtfully designed home offers elevated living with natural light and flexible spaces throughout. The open layout flows beautifully, with oversized windows framing peaceful views. Enjoy a bright sunroom, private office, and gourmet kitchen with XL island, walk-in pantry, and custom lockers. The luxurious primary suite features a

  

  Jamie Foley

  Relish Realty

  (608) 597-1084

  3403 Whistling Wind Way, Sun Prairie, WI 53590
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  $1,275,000 Open Sat 12PM - 4PM

  • 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

  

  Keith McNeely

  First Weber Inc

  (608) 602-4147

  1417 Serenity, Sun Prairie, WI 53590
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  $705,000

  • 4 Beds
  • 2.5 Baths
  • 2,674 Sq Ft

  4066 Eagle Mound Pass, Deforest, WI 53532

  This stunning new construction home features an exceptional blend of modern design and contemporary finishes. This spacious 4-bed, 2.5-bath residence boasts an open-concept layout, ideal for both entertaining and everyday living. Thoughtfully crafted with clean lines and sleek finishes, the home offers a warm and inviting atmosphere. The kitchen is a chef’s dream, equipped with a large center

  Matt Winzenried Realty Executives Cooper Spransy

  4066 Eagle Mound Pass, Deforest, WI 53532
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  $530,000 Open Sun 12PM - 2PM

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

  6647 Prairie Creek Rd, Windsor, WI 53598

  VRP $530,000 to $550,000. 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,

  Cody Shively First Weber Inc

  6647 Prairie Creek Rd, Windsor, WI 53598
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  $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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  $1,625,000

  • 5 Beds
  • 4.5 Baths
  • 4,540 Sq Ft

  6835 Angelica Trail, Windsor, WI 53590

  Step inside this modern European Tudor on a private lot in a choice neighborhood. Less than 15 minutes from east side hospitals, shopping and restaurants. Here, every detail has been curated for elegance, from the steep roof pitches, custom beams, white oak flooring with an incredible layout. The main level is perfect for daily life and entertaining, featuring an open great room, home office,

  Cait Berry Berkshire Hathaway HomeServices True Realty

  6835 Angelica Trail, Windsor, WI 53590
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  $1,374,900 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,982 Sq Ft

  3327 Colton Way, Sun Prairie, WI 53590

  Timeless elegance abounds in this sprawling Parade ranch home. Vaulted cedar entry sets the tone for elevated craftsmanship throughout. Main level captivates w/ 11’ ceilings & expansive windows. Living room feat. gas fireplace w/ stone surround & built-ins. Enjoy chef’s kitchen w/ Cafe appliances, quartz counters, & walk-in pantry. Mudroom, laundry room & granite counter, and powder room make

  Brandon Buell Realty Executives Cooper Spransy

  3327 Colton Way, Sun Prairie, WI 53590
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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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  /63

  $474,900

  • 5 Beds
  • 3.5 Baths
  • 2,574 Sq Ft

  6316 Stonybrook Trace, Sun Prairie, WI 53590

  Updated Colonial with Burke's low taxes AND Sun Prairie schools! The main level offers flexible living spaces including a sun-filled living room, formal dining, cozy family room with fireplace, and an updated kitchen with newer LVP flooring and appliances. Step outside to enjoy a spacious backyard—perfect for gardening, playing, or relaxing under the trees. Upstairs you’ll find four generously

  Brandon Buell Realty Executives Cooper Spransy

  6316 Stonybrook Trace, Sun Prairie, WI 53590
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  $624,900 Open Sun 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,988 Sq Ft

  6631 Traveler Trail, Windsor, WI 53598

  Show 8/3. Better than new 1 owner custom-built ranch home loaded w/extras & backs to conservancy area & pond. Enjoy beautiful backyard & watch wildlife from 3 season rm, deck or huge paver patio! Meticulously maintained 4 bdrm, 4 baths. Welcoming foyer, grand living rm w/cathedral ceilings, custom stone fireplace, open dinette, huge kitchen w/island, pantry, lots of extra lighting, 3 season rm

  Tammy Shallberg Restaino & Associates

  6631 Traveler Trail, Windsor, WI 53598
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  $839,000

  • 3 Beds
  • 3.5 Baths
  • 2,768 Sq Ft

  6359 Forest Park Dr, Deforest, WI 53532

  Not a detail missed in this custom crafted 3BR/3.5BA home in Deforest's most desirable Revere Trails! Step inside to the expansive interior showcasing an ideal floor plan that seamlessly connects all living spaces incl in-home office, kitchen/dining, mudrm & screened in porch. Gourmet kitchen w/ top-tier apps, sleek countertops, walk-in pantry w/ built-ins & breakfast bar/island overlooking your

  Michael Weiss MHB Real Estate

  6359 Forest Park Dr, Deforest, WI 53532
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  $585,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3.5 Baths
  • 2,986 Sq Ft

  4011 Shadows Ct, de Forest, WI 53532

  SHADOWS COURT MAGIC! Nestled among mature trees on a 3⁄4-acre lot, this 3 bed, 3.5 bath colonial home offers 3,000 sqft of space. The bright living room flows into both a formal dining room and casual dinette, with a kitchen ready for everyday living. Upstairs features three bedrooms, including a comfortable primary bedroom with ensuite bath. The lower level adds a rec room and an office. Enjoy

  Matt Kornstedt Stark Company, REALTORS

  4011 Shadows Ct, de Forest, WI 53532
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  $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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  /22

  $581,765 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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  /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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  /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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  /6

  $604,900 New Construction

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

  6608 Grouse Woods Rd, Deforest, WI 53532

  Move in ready new construction. 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 living

  Aeryn Barry Tim O'Brien Homes LLC

  6608 Grouse Woods Rd, 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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  $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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  /28

  $599,900 Open Fri 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 spacious and welcoming front foyer, a flex space with french doors at the front of the home is 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. The spacious

  Aeryn Barry Tim O'Brien Homes LLC

  6635 Royal View Dr, Deforest, WI 53532
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  $974,000 Open Sat 10AM - 12PM

  • 4 Beds
  • 3.5 Baths
  • 3,308 Sq Ft

  1421 Greenleaf Ct, Sun Prairie, WI 53590

  Welcome to your dream home! This gorgeous 2-story, high end custom home is located in the sought-after Serenity Estates subdivision, offering modern elegance and thoughtful design. Nestled right next to a beautiful pond, this home provides tranquil views and a serene setting. Featuring spacious living areas, a chef-inspired kitchen, and luxurious finishes throughout, this home is perfect for both

  Josh Lamp Berkshire Hathaway HomeServices True Realty

  1421 Greenleaf Ct, Sun Prairie, WI 53590
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  /21

  $199,000

  • Land
  • 0.61 Acre
  • $326,230 per Acre

  L12 Lucas Ln, Sun Prairie, WI 53590

  Lot 12 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

  L12 Lucas Ln, Sun Prairie, WI 53590
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  /21

  $199,000

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

  L11 Lucas Ln, Sun Prairie, WI 53590

  Lot 11 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

  L11 Lucas Ln, Sun Prairie, WI 53590
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  /21

  $199,000

  • Land
  • 0.61 Acre
  • $326,230 per Acre

  L10 Lucas Ln, Sun Prairie, WI 53590

  Lot 10 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

  L10 Lucas Ln, Sun Prairie, WI 53590
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  /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
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  /28

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  6831 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

  6831 Parkside Cir, Deforest, WI 53532
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  /16

  $384,500

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  4611 Meadowlark Dr, Morrisonville, WI 53571

  Discover this delightful Morrisonville home on 0.3 acres. A cherished residence for 28 years, it features a beautifully updated kitchen (2021) and two refreshed bathrooms (2018). The roof was updated for lasting quality.

  Kathleen Bak Gates & Gables Realty

  4611 Meadowlark Dr, Morrisonville, WI 53571
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  $1,969,900

  • 5 Beds
  • 5 Baths
  • 5,612 Sq Ft

  3322 Colton Way, Sun Prairie, WI 53590

  Thoughtfully designed parade home by Marten Building & Design, full of awesome details like built-in Amish crafted cabinetry, heated bathroom floor, custom lighting, beams, stone fireplace & hardwood floors. Spacious, private homesite with beautiful unobstructed view of rolling hills. Natural light floods every room through oversized windows, creating a bright and inviting atmosphere. The kitchen

  Abby Marten Winterberry Realty, LLC.

  3322 Colton Way, Sun Prairie, WI 53590
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  /27

  $399,900

  • 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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  /11

  $134,900

  • Land
  • 0.77 Acre
  • $175,195 per Acre

  Lot 1 Whistling Wind Way, Sun Prairie, WI 53590

  Priced below assessed value! Last chance to build in Migration Path Estates. Build your dream home in this rural subdivision conveniently located just outside of Sun Prairie. The 3/4 acre lot offers a great position to have sunset views of the rolling countryside. Endless possibilities await including lower level walkout. Sun Prairie schools!

  Seth Peterson Realty Executives Cooper Spransy

  Lot 1 Whistling Wind Way, Sun Prairie, WI 53590
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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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  $389,900

  • 3 Beds
  • 3 Baths
  • 2,105 Sq Ft

  4610 Iroquois Trail, Morrisonville, WI 53571

  Looking to live within 30 mins of Madison, 2,000+ sqft, and a large yard? This 3-bedroom ranch in the quiet and friendly Morrisonville community checks all the boxes! All 3 bedrooms are on the main level with a full bath; the spacious primary features a private half bath & 2 large closets—ideal for a future walk-in shower or main-floor laundry. The bright kitchen offers an abundance of counter +

  Christine Cooper RE/MAX Preferred

  4610 Iroquois Trail, Morrisonville, WI 53571
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  /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
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  /6

  $84,900

  • Land
  • 0.40 Acre
  • $212,250 per Acre

  Lot 7 & 8 Johnson St, Windsor, WI 53571

  Buildable corner lot in Deforest School District.

  James Kilbane Century 21 Affiliated

  Lot 7 & 8 Johnson St, Windsor, WI 53571
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  /8

  $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
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  /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
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  /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

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