Windsor Homes for Sale

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  /57

  $975,000 Open Fri 4PM - 6PM

  • 5 Beds
  • 3 Baths
  • 3,425 Sq Ft

  4089 Hanover Dr, Madison, WI 53704

  This luxurious parade home offers a perfect blend of modern elegance and natural beauty. Inside, gleaming hardwood floors lead to a private primary suite with a spa-like bath & walk-in closet. The chef's kitchen boasts a Wolf range, Thermador fridge, leathered granite countertops, and a wood-topped counter pantry. The main level features 2 bedrooms, a mudroom, and a screened porch. The lower

  

  Tommy Van Ess

  First Weber Inc

  (608) 905-8237

  4089 Hanover Dr, Madison, WI 53704
• 

  Explore Windsor

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  /23

  $399,900 Open Sun 11AM - 12:30PM

  • 3 Beds
  • 3.5 Baths
  • 2,090 Sq Ft

  6672 Church Hill Ct, Deforest, WI 53532

  Back on the market, Buyer financing fell through (at no fault of the Seller). This move in ready 2 story townhouse condo offers nearly 2,100 sq ft, 3 bedrooms, 3 1/2 bathrooms, open floor plan, bright & sunny living room with stone fireplace, kitchen with stainless steel appliances, island, solid surface countertops and pantry. Spacious dining area with patio doors to the relaxing screen porch.

  

  Kelly Bennett

  First Weber Inc

  (888) 992-6395

  6672 Church Hill Ct, Deforest, WI 53532
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  /27

  $624,990 New Construction

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

  Raleigh Plan at Windsor Crossing, 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

  Builder

  3993 Banbury St Unit 36033743, Windsor, WI 53598
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  /26

  $578,990 New Construction

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

  Galveston Plan at Windsor Crossing, 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

  Builder

  3993 Banbury St Unit 36033745, Windsor, WI 53598
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  /24

  $518,990 New Construction

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

  Siena II Plan at Windsor Crossing, 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

  Builder

  3993 Banbury St Unit 36033748, Windsor, WI 53598
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  /18

  $513,990 New Construction

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

  Rutherford II Plan at Windsor Crossing, 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

  Builder

  3993 Banbury St Unit 36033749, Windsor, WI 53598
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  /89

  $599,900

  • 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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  /79

  $469,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,177 Sq Ft

  4148 Fox Forest Way, Deforest, WI 53532

  Spacious Townhome Condo ready to be customized. The spacious floorplan offers 2177 sq. ft. can be customized. Beautiful open floor plan w/Amish cabinetry, quartz countertops, luxury vinyl plank floors, fireplace, laundry/mudroom w/lockers, beautiful screened in porch or upgrade to 4 season porch. Upstairs includes 3 spacious bedrooms-primary w/vaulted ceiling, large walk-in closet, spacious bath

  Tammy Shallberg Restaino & Associates

  4148 Fox Forest Way, Deforest, WI 53532
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  /62

  $594,900

  • 4 Beds
  • 2 Baths
  • 3,304 Sq Ft

  3784 Token Rd, de Forest, WI 53532

  Spacious and beautifully maintained, this 4BR/2BA ranch in the desirable Town of Burke (DeForest School District), nearly an acre lot offering peaceful country living with city convenience. ~3,300 sq ft of finished space, abundant natural light, hardwood and tile floors, wood-burning fireplace, and first-floor laundry. The main level includes three bedrooms, a covered front porch, while the fully

  Brian Montrey Realty Executives Cooper Spransy

  3784 Token Rd, de Forest, WI 53532
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  /45

  $575,000

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

  3997 Banbury St, Windsor, WI 53598

  Better Than New & Move-In Ready! Why wait to build when you can move right into this beautifully finished home in Windsor Crossing? This property offers numerous upgrades that set it apart from new construction, including stainless steel appliances, upgraded kitchen cabinet hardware, and professionally painted interior walls. You'll love the spacious extended patio, perfect for outdoor

  Kyle Broom Badger Realty Team

  3997 Banbury St, Windsor, WI 53598
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  /50

  $649,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,929 Sq Ft

  4079 Whistle Rock Cir, Deforest, WI 53532

  Gorgeous New Ranch Home w/full walkout LL! welcoming front porch, large foyer open to huge open space w/cathedral ceilings, tons of natural light & living rm w/custom fireplace! Kitchen has oversized island, quartz countertops, tile backsplash, LVP flooring, large walk-in pantry & spacious dinette space & gorgeous screened in porch w/gorgeous pond view. Oversized laundry rm w/ walk-in-closet,

  Tammy Shallberg Restaino & Associates

  4079 Whistle Rock Cir, Deforest, WI 53532
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  /19

  $599,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  4031 Great Bridge Dr, Deforest, WI 53532

  Image is representative of home; colors may vary.All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  4031 Great Bridge Dr, Deforest, WI 53532
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  /10

  $618,900 New Construction

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

  6719 Honey Bee Ct, Deforest, WI 53532

  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 in the great room. The primary bedroom is a split floor plan and

  Aeryn Barry Tim O'Brien Homes LLC

  6719 Honey Bee Ct, Deforest, WI 53532
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  /21

  $567,990 New Construction

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

  Ridgefield Plan at Windsor Crossing, 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

  Builder

  3993 Banbury St Unit 36033747, Windsor, WI 53598
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  /26

  $563,990 New Construction

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

  Biscayne Plan at Windsor Crossing, 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

  Builder

  3993 Banbury St Unit 36033750, Windsor, WI 53598
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  /24

  $583,990 New Construction

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

  Bryce Plan at Windsor Crossing, 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

  Builder

  3993 Banbury St Unit 36033751, Windsor, WI 53598
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  /75

  $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 = Move in Ready. 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
• 

  $599,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  4049 Bear Tree Pkwy, Deforest, WI 53532

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  4049 Bear Tree Pkwy, Deforest, WI 53532
• 

  $584,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,446 Sq Ft

  The Atwood Plan at Hidden Hills, Deforest, WI 53532

  

  Veridian Homes

  Builder

  4109 Bear Tree Pkwy Unit 36477583, Deforest, WI 53532
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  /12

  $220,000

  • Land
  • 1.53 Acres
  • $143,791 per Acre

  CSM 16839 Lot 3 Portage Rd, Deforest, WI 53532

  Welcome to your very own slice of paradise in the Town of Burke! This 1.5-acre rural lot is not just a piece of land; it’s your blank canvas where dreams take root. With mature trees lining the back of the property, you’ll have a tranquil and scenic backdrop to inspire countless memories. Perfect for gardening, entertaining, or simply basking in the beauty of nature, this lot invites you to live

  Paula Dollard Bunbury & Assoc, REALTORS

  CSM 16839 Lot 3 Portage Rd, Deforest, WI 53532
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  /12

  $220,000

  • Land
  • 1.54 Acres
  • $142,857 per Acre

  CSM 16839 Lot 2 Portage Rd, Deforest, WI 53532

  Discover your personal retreat in the Town of Burke! This 1.5-acre rural lot is more than just land; it is a space where opportunities can flourish. With mature trees at the back, you will have a peaceful and beautiful setting that encourages the creation of lasting memories. This lot is ideal for gardening, hosting gatherings, or simply enjoying the serenity of nature, inviting you to enhance

  Paula Dollard Bunbury & Assoc, REALTORS

  CSM 16839 Lot 2 Portage Rd, Deforest, WI 53532
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  /14

  $1,793,000

  • Land
  • 9.88 Acres
  • $181,478 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
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  /53

  $535,000

  • 3 Beds
  • 3 Baths
  • 2,800 Sq Ft

  6783 Bootmaker Way, Windsor, WI 53598

  Mature trees and exceptionally maintained landscaping surround this captivating 3BR/2.5 BA home tucked into the quaint Bull Run neighborhood in Windsor! As an abundance of natural light streams in, timeless finishes throughout each room are highlighted. 4 car garage w/ gas heater. Kitchen hosts granite countertops, large island, SS appliances with sweeping views of the backyard. Access to cozy 3

  Liz Slaby MHB Real Estate

  6783 Bootmaker Way, Windsor, WI 53598
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  /30

  $449,900

  • 5 Beds
  • 3 Baths
  • 2,640 Sq Ft

  6639 Lake Rd, Windsor, WI 53598

  Updated Classic Farmhouse on .82 acres with heated detached garage Welcome to this beautifully updated farmhouse on a spacious .82-acre lot, offering modern amenities with timeless charm. The property features a large 36x24 heated detached garage perfect for hobbies, storage, or a workshop. Recent updates include newer roof, siding, furnace, A/C, water softener, and a stunning stamped concrete

  Chris Thomas Badgerland Real Estate & Associates, LLC

  6639 Lake Rd, Windsor, WI 53598
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  /43

  $215,000

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

  6815 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! First Floor end

  Alex Filkouski Madison Commercial Real Estate LLC

  6815 Parkside Cir, Deforest, WI 53532
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  /25

  $549,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,856 Sq Ft

  6687 Warner Farm Btf Lot 7 Dr, Deforest, WI 53532

  Home will be completed Nov 2025. New Construction in Bear tree Farm. MVP Pricing starts at $549,900-$559,900.4 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

  Josh Lamp Berkshire Hathaway HomeServices True Realty

  6687 Warner Farm Btf Lot 7 Dr, Deforest, WI 53532
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  /24

  $549,900 Open Sun 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,640 Sq Ft

  6683 Warner Farm Btf Lot 8 Dr, Deforest, WI 53532

  Home will be completed Nov 2025. New Construction in Bear tree Farm. MVP Pricing starts at $549,900-$559,900.4 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

  Josh Lamp Berkshire Hathaway HomeServices True Realty

  6683 Warner Farm Btf Lot 8 Dr, Deforest, WI 53532
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  /70

  $739,900 Open Sun 1PM - 3PM

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

  6612 Vista Valley, Windsor, WI 53598

  What a beautiful kitchen with all the amenities you could ask for. The open floor plan on this contemporary ranch is so spacious! The split floor plan is perfect for privacy. Primary bedroom is so relaxing with electric blackout shades and large shower. Enjoy grilling on the deck or patio - the seller added a gas line to the deck. The appliances are spectacular! The lower level family room and

  Paula Woodward First Weber Inc

  6612 Vista Valley, Windsor, WI 53598
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  /33

  $399,900

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft

  4471 2nd St, Windsor, WI 53598

  WANT A BRAND NEW HOME at an affordable price? Then you’re in luck! This charming ranch home is full of style and has everything you need to keep life simple. Come inside to enjoy the beautiful wood floors, fireplace, and stunning ceiling beams. The open floor plan makes it easy to entertain or have a more intimate conversation in the built-in dining table and booth. Another favorite spot is the

  The Lavik Home Team EXP Realty, LLC

  4471 2nd St, Windsor, WI 53598
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  /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
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  /51

  $475,000

  • 3 Beds
  • 3.5 Baths
  • 1,997 Sq Ft

  4400 Singel Way, de Forest, WI 53532

  Discover the charm of this well cared for 4BR/3.5BA home in the desirable Deforest/Windsor! Enter inside to find updated LVP flooring leading you through the inviting main lvl boasting the living rm w/ large picture window, updated kitchen w/ all stainless appliances, quartz breakfast bar, tile backsplash, and dining area w/ walkout to your fenced in yard/patio perfect for outdoor dining! Find 3

  Kristin Shields MHB Real Estate

  4400 Singel Way, de Forest, WI 53532
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  /42

  $590,000

  • 3 Beds
  • 3 Baths
  • 3,010 Sq Ft

  6890 Tuscan Ridge Cir, Deforest, WI 53532

  This ranch duplex lives like a single-family home, offering comfort, style, and quality throughout. The open layout creates a spacious feel, highlighted by beautiful hardwood floors that flow seamlessly though the main living areas. A modern kitchen features solid countertops, stainless appliances, and tasteful finishes, making it both functional and inviting for everyday living or entertaining.

  Chris Alexander NextHome Midwest

  6890 Tuscan Ridge Cir, Deforest, WI 53532
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  /33

  $299,900

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  6743 Depot St, Windsor, WI 53598

  Open House 9/13 and 9/14 11-12:30pm! Nicely updated home in the heart of Windsor. Furnace, AC, Roof, Water Heater, kitchen appliances all are less than 3 years old. Add in fully renovated bathroom, new flooring, kitchen and a whole home repaint to make this a great home. Walk right in and live, nothing left to do. Larger than expected lot right across from the planned year round farmers market

  Jake Johnson Compass Real Estate Wisconsin

  6743 Depot St, Windsor, WI 53598
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  /51

  $469,900 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,435 Sq Ft

  6493 Ridge View Way, Deforest, WI 53532

  Photos of custom finished condo-Introducing The Ridge at Fox Hill a beautiful new condo community overlooking beautiful ridge between Windsor & Sun Prairie within 4 miles of Costco, Woodman's, restaurants & bars. Zero barrier ranch style condo w/open floor plans, large kitchen w/Amish cabinetry, 6' island, quartz countertops, LVP flooring, pantry, white trim & doors, screened porch. Primary

  Tammy Shallberg Restaino & Associates

  6493 Ridge View Way, Deforest, WI 53532
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  /33

  $469,900 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,435 Sq Ft

  6483 Ridge View Way, Deforest, WI 53532

  Photos are similar unit-Welcome to your dream home in the making! This fantastic ranch-style condo offers the perfect blend of elegance& comfort. Features you'll love Open Floor Plan: Seamless flow between living, dining, and kitchen spaces—ideal for entertaining or relaxing in style. Amish Cabinetry: Handcrafted, timeless woodwork that brings warmth and sophistication to your kitchen. (LVP)

  Tammy Shallberg Restaino & Associates

  6483 Ridge View Way, Deforest, WI 53532
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  /80

  $809,000

  • 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
• 

  

  /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
• 

  

  /67

  $559,000 Open Sat 10AM - 12PM

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

  4011 Shadows Ct, de Forest, WI 53532

  $100,000 UNDER ASSESSMENT! Add your touch! Two story in excellent condition, fabulous 3/4 acre wooded lot, on a cul-de-sac. This 3000 sqft home offers a living room with cathedral ceiling and beams which opens to a screened-in porch and large deck. There are 3 large bedrooms, 3.5 bathrooms, mahogany hardwood floors, 2 balconies, 2 large decks, 2 wood burning fireplaces. New kitchen appliances. A

  Matt Kornstedt Stark Company, REALTORS

  4011 Shadows Ct, de Forest, 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
• 

  

  /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

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.

How much do you need to make to afford a house in Windsor?

The median home price in Windsor is $550,040. If you put a 20% down payment of $110,000 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $2,740 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $117K 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 13:1.
• DeForest High School has a B+ Niche grade, a student teacher ratio of 14:1 and an average review score of 3.5.
• DeForest Middle School has a B Niche grade, a student teacher ratio of 12:1 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, 53704 and 53575.

What are the most popular neighborhoods near Windsor, Windsor, WI?

The most popular neighborhoods near Windsor, Windsor, WI are Westside, Westwynde, Northern Sun Prairie, Northeast Madison and Vandenburg Heights.

Home Trends in Windsor, WI

On average, homes in Windsor, WI sell after 71 days on the market compared to the national average of 52 days. The median sale price for homes in Windsor, WI over the last 12 months is $539,898, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$539,898

Median Single Family Sale Price

$559,332

Median 2 Bedroom Sale Price

$315,000

Average Price Per Sq Ft

$252

Number of Homes for Sale

78

Last 12 months Home Sales

176

Months of Supply

5.30

Median List Price

$550,040

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

4%