Homes for Sale near Jefferson Middle School

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  /57

  $599,000 Open Sun 2PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 2,718 Sq Ft

  3117 Winter Park Place, Madison, WI 53719

  This well maintained two-story home on a quiet cul-de-sac has it all! 5 bedrooms, 3.5 bathrooms, main level laundry, 2 car garage & huge maintenance free deck w/ long range views! Enjoy a beverage & book on the sunlit front porch or relax in comfort on the LL patio overlooking the large pie shaped, neighborless backyard! Gleaming simulated hardwood flooring in the spacious LR, a two-tier kitchen

  Josh Blasi Restaino & Associates

  3117 Winter Park Place, Madison, WI 53719
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  /23

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2233 Luann Ln Unit 2, Madison, WI 53713

  Beautifully updated, private, and spacious 2-bedroom, 2-bathroom garden-style condo! Located on the 1st floor, this rear-facing unit offers peace and privacy. The home features modern SS appliances, new flooring, modern washer & dryer, granite countertops, and maple cabinets, creating an elegant and functional space. Enjoy the convenience of two underground heated parking spaces and additional

  Cheng Real Estat Group Real Broker LLC

  2233 Luann Ln Unit 2, Madison, WI 53713
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  /46

  $275,500

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  5506 Century Ave Unit 1, Middleton, WI 53562

  Discover easy, maintenance-free living in this move-in ready 2BR/2BA condo! Bright and spacious, the open living area is perfect for entertaining or simply unwinding. The quiet primary suite offers a walk-in closet and private bath, while the extra-deep tandem garage provides plenty of storage. Step right out your patio door to enjoy the in-ground pool all summer long. Pet-friendly community in a

  Aaron Weber Compass Real Estate Wisconsin

  5506 Century Ave Unit 1, Middleton, WI 53562
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  /73

  $565,000

  • 4 Beds
  • 3.5 Baths
  • 2,466 Sq Ft

  13 Rustling Birch Ct, Madison, WI 53593

  This inviting 4-bdrm home in the Middleton School District is an EXCEPTIONAL VALUE! It truly checks all the boxes. Nestled on a cul-de-sac, the bright, open layout showcases a kitchen with white cabinetry, granite countertops, SS appliances, and a large island flowing into the cozy family room with gas fireplace and built-ins. The main floor features a spacious mudroom with laundry plus a flex

  Ericka Doran Relish Realty

  13 Rustling Birch Ct, Madison, WI 53593
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  /33

  $269,900

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  2817 Cimarron Trail Unit 4, Madison, WI 53719

  Don't miss this chance to call this condo "home" before the cold weather hits. Ideally located in Madison's far west side, within walking distance to 6 local parks, you'll love the accessibility & convenience this unit provides. The moment you walk in, you're met w/ a warm & inviting atmosphere: beautiful wood flooring, a stylish kitchen, & a cozy living room w/ with a gas fireplace. Whip up a

  Shelley Lazzareschi Realty Executives Cooper Spransy

  2817 Cimarron Trail Unit 4, Madison, WI 53719
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  /40

  $570,000

  • 4 Beds
  • 2.5 Baths
  • 2,747 Sq Ft

  1233 Velvet Leaf Dr, Madison, WI 53719

  Fresh paint through out the house. New appliances, Roof 2011, 4 bedroom 2.5 bath, in the desirable Valley Ridge subdivision. New kitchen w/ contemporary IKIEA cabinets, granite countertop, SS appliances. Laminate wood & tile floors, fireplace, new lighting, formal dining, 6 panel doors, walk in master closet, lots of storage in the garage and basement, much more! Plus a huge family room and

  Karl Tsering Keller Williams Realty

  1233 Velvet Leaf Dr, Madison, WI 53719
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  /45

  $589,900

  • 4 Beds
  • 4 Baths
  • 2,806 Sq Ft

  7406 Farmington Way, Madison, WI 53717

  Lovingly cared-for home in popular West Madison, just steps from Walnut Grove Park and minutes from West Towne Mall and Middleton. The main level features hardwood floors, an updated eat-in kitchen with stainless steel appliances, and a newer sliding glass door that opens to a Trex deck (2019) overlooking a freshly landscaped yard, perfect for entertaining. The cozy family room boasts a stone

  Mari Slobounov Keller Williams Realty

  7406 Farmington Way, Madison, WI 53717
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  /46

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  2911 Marina Dr, Middleton, WI 53562

  Step inside this zero lot line duplex with NO CONDO FEE to this fully updated townhouse in Middleton School District backing to Pheasant Branch Conservancy and river leading out to Lake Mendota. Open main living area features a corner gas fireplace, updated kitchen w/ quartz counters and tile backsplash, and walkout deck overlooking private wooded lot. Luxurious primary suite features tiled

  Michael Weiss MHB Real Estate

  2911 Marina Dr, Middleton, WI 53562
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  /33

  $365,900

  • 2 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  3343 N Stone Creek Cir, Madison, WI 53719

  This private entry condo greets you with a beautiful fenced patio. Great for dining and entertaining. In the back is another outdoor space - a screened-in porch that looks out to the greenway, providing a very quiet, secluded setting. A short walk to a school, park and Ice Age Trail. Epic is a short drive away. The large kitchen has a breakfast bar, a mini-office, and opens to a dining and living

  Steve Gilbertson Building Equity Development

  3343 N Stone Creek Cir, Madison, WI 53719
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  /24

  $254,900 Open Sat 10AM - 11:30AM

  • 2 Beds
  • 2 Baths
  • 1,005 Sq Ft

  901 Harbor House Dr Unit 5, Madison, WI 53719

  Beautiful 2 Bedrooms, 2 bathrooms condo at Harbor House Condominiums, West Madison. This Condominiums is located at very desired west side neighborhood, close to shoppings, groceries, restaurants, bus line, Parks etc. Condo also provides great amenities like Fitness gym, Swimming pool, Jacuzzi, Sauna bath, Tennis court, Basketball court, cozy play area for kids. Updated kitchen cabinets, vaulted

  Tenzin Lhundup First Weber, Inc

  901 Harbor House Dr Unit 5, Madison, WI 53719
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  /17

  $574,570 New Construction

  • 5 Beds
  • 3.5 Baths
  • 2,983 Sq Ft

  1050 Reagan Dr, Madison, GA 30650

  Designed for gracious living, this new two-story home features a total of five bedrooms with an option to add a sixth bedroom in the unfinished basement. The first floor includes a modern kitchen with an airy nook and a double-height family room with convenient patio access. On the same level is a study and a private suite to provide versatility. Upstairs boasts a lavish owner’s suite with an

  Lennar Builder

  1050 Reagan Dr, Madison, GA 30650
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  /6

  $369,000

  • Land
  • 0.29 Acre
  • $1,272,414 per Acre

  10013 Shadow Ridge Trail, Middleton, WI 53562

  The last ready-to-build lot in Blackhawk offers incredible opportunity on Madison's growing westside. Desirable location near schools, dining, shopping, and many parks. Lower level exposure possible, with rear of lot facing south, offering ample year-round natural light. Enjoy sunset walks nearby at Pope Farm Conservancy!

  Chris Barreau MHB Real Estate

  10013 Shadow Ridge Trail, Middleton, WI 53562
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  /2

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,472 Sq Ft

  2020 S High Point Rd, Madison, WI 53719

  Move-in Ready 1/5/26! This Emerson home features a smart, open layout and ticks off all your boxes. 3 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2- car garage. Retreat to your patio for some

  Norman Bondoc Stark Company, REALTORS

  2020 S High Point Rd, Madison, WI 53719
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  /37

  $432,000

  • 3 Beds
  • 2.5 Baths
  • 1,737 Sq Ft

  2401 Wildcat Dr, Fitchburg, WI 53711

  Almost brand-new duplex in Crescent Crossing, built in 2024! Modern corner unit featuring 3 bedrooms, 2.5 baths, 2-car garage, in-unit laundry, and large deck. Main level offers open floor plan with spacious living room and kitchen, oversized island, quartz countertops, stainless steel appliances, and large pantry. Upper level includes primary suite with walk-in closet plus 2 additional bedrooms.

  Peiling Fan EXP Realty, LLC

  2401 Wildcat Dr, Fitchburg, WI 53711
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  /24

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft

  5 S Yellowstone Dr, Madison, WI 53705

  Great home in a great location, but it needs a little love. Handy and want to do the work. Purchase this home as-is and do the work yourself —build instant equity. Don’t feel like a project, use our plans (proposal in documents), and we will have the work done for you before closing. The house has great bones but needs flooring, paint, and a little updating—lots of options here. Either way, you

  Ken Kaiser Real Broker LLC

  5 S Yellowstone Dr, Madison, WI 53705
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  /13

  $720,000

  • 2,808 Sq Ft

  2309 Mckenna Blvd, Madison, WI 53711

  Great rental investment in a desirable location. Each side having 3 bedrooms, 1 and 1/2 baths with large two car garages.

  Eric Olson Bunbury & Assoc, REALTORS

  2309 Mckenna Blvd, Madison, WI 53711
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  /48

  $719,000

  • 2,106 Sq Ft

  6934 Chester Dr, Madison, WI 53719

  Stately looking duplex on corner lot offering great privacy for tenants!

  Eric Olson Bunbury & Assoc, REALTORS

  6934 Chester Dr, Madison, WI 53719
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  /47

  $489,900 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,735 Sq Ft

  6517 Piedmont Rd, Madison, WI 53711

  Private setting in nature's paradise! Over 1/3 acre lot set among established trees, this ranch home offers room to spread out inside. Entry and living space invite you in to enjoy the lush fenced-in backyard. Adjacent dining space is set against the exposed brick of the chimney. Eat-in kitchen offers ample storage and counter-space for baking and cooking enthusiasts. Cozy family room w/fireplace

  Mary Duff Stark Company, REALTORS

  6517 Piedmont Rd, Madison, WI 53711
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  /32

  $230,000 Open Sat 11:30AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft

  2954 King James Way Unit 4, Fitchburg, WI 53719

  HOA includes water/sewer & trash! Fresh carpeting! This 3-bedroom, 2-bath ranch-style unit offers a private entrance and attached 1+ car garage. Ideally positioned between Verona and Middleton, it provides quick access to shopping, dining, and major highways. The bright, open layout upstairs showcases vaulted ceilings, a spacious kitchen with all new stainless appliances, and a dining area that

  Autumn Garrigan MHB Real Estate

  2954 King James Way Unit 4, Fitchburg, WI 53719
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  /14

  $700,000

  • 3,200 Sq Ft

  5826 Balsam Rd, Madison, WI 53711

  Showings begin 11/6/2025. Fantastic investment opportunity on Madison’s west side! This well-maintained 5-unit property at 5826 Balsam Rd offers a strong rental history and excellent cash flow potential. Each spacious unit features functional layouts, kitchens and baths, and off-street parking. Tenants enjoy convenient access to parks, shopping, dining, and bus routes—making it an easy property

  Lori Schilling Sprinkman Real Estate

  5826 Balsam Rd, Madison, WI 53711
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  /2

  $379,900

  • 3 Beds
  • 1 Bath
  • 1,992 Sq Ft

  1309 Dale Ave, Madison, WI 53705

  Showings Start 11/2/25 Charming Ranch in Madison’s Sought-After Spring Harbor Neighborhood! Welcome to 1309 Dale Avenue — a delightful 3-bedroom, 1-bath ranch offering nearly 1,400 sq ft of living space in one of Madison’s most desirable neighborhoods. Solid wood floors in all bedrooms along with newer energy-efficient windows — triple-pane in the front and double-pane in the back for year-round

  Charla Piper Century 21 Affiliated

  1309 Dale Ave, Madison, WI 53705
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  /2

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 1,522 Sq Ft

  632 Tabby Turn Dr, Middleton, WI 53562

  Move-in Ready 1/19/26! This Chelsea home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2- car garage. Retreat to your patio for some

  Jeff Greenlee Stark Company, REALTORS

  632 Tabby Turn Dr, Middleton, WI 53562
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  /51

  $800,000

  • 5 Beds
  • 2.5 Baths
  • 3,767 Sq Ft

  237 Carillon Dr, Madison, WI 53705

  Custom-built by renowned Madison builder Keith Anderson, this French Provincial masterpiece is original to the First Addition of University Hill Farms—one of Madison’s most celebrated mid-century neighborhoods. Elegant Mansard rooflines, graceful symmetry, and timeless craftsmanship reflect enduring quality. Lovingly maintained and rich with history, this home offers authentic character and

  Christina Schmidt Real Broker LLC

  237 Carillon Dr, Madison, WI 53705
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  /42

  $719,900

  • 4,176 Sq Ft

  6834 Chester Dr, Madison, WI 53719

  Great opportunity to get into the income property path or expand your portfolio! This duplex has plenty of parking with duel driveways and two car attached garages.

  Eric Olson Bunbury & Assoc, REALTORS

  6834 Chester Dr, Madison, WI 53719
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  /39

  $1,900,000

  • 6 Beds
  • 4.5 Baths
  • 5,619 Sq Ft

  4582 Bishops Ct, Middleton, WI 53562

  Great Home "For Sale": Spacious 6 bedroom room 4.5 Bathroom "Executive Home" Available in the Exclusive "Bishops Woods" Golf Course Neighborhood" overlooking Lake Mendota in Madison, WI. This 5600(+) sq ft "Open Floor Plan" home boasts huge great room w/ soaring ceilings & Gas Fireplace, Large Formal Living and Dining rooms, Multi Zoned Heating and Cooling, and a Large Main floor 'Primary Suite

  Maurice Taylor First Weber Inc

  4582 Bishops Ct, Middleton, WI 53562
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  /27

  $539,900

  • 2,672 Sq Ft

  7230 Tempe Dr, Madison, WI 53719

  Desirable Duplex in a Desirable location! Located in the Westhaven Trails neighborhood. The 2nd floor features a large primary bedroom with a walk-through bathroom that is shared with the 2nd bedroom. The LL features a 3rd bedroom and a full bathroom. Great rental and/or great Owner Occupied. House Hack and let your roomies pay your mortgage! Close to Epic and shopping/restaurants. Neighborhood

  Tamie Hanson Stark Company, REALTORS

  7230 Tempe Dr, Madison, WI 53719
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  /34

  $327,000

  • 2 Beds
  • 2.5 Baths
  • 1,520 Sq Ft

  709 Cricket Ln Unit 2, Middleton, WI 53562

  An affordable opportunity to own a low-maintenance home in the Middleton School District. This inviting 2-story townhome in the popular Greystone neighborhood offers 2 beds, 2.5 baths & 1,520sqft of bright, beautiful living space. The home features an open floor plan with a gas fireplace & a sun-filled living room overlooking the courtyard, a spacious kitchen with full appliances & a breakfast

  Xinli Chen Restaino & Associates

  709 Cricket Ln Unit 2, Middleton, WI 53562
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  /34

  $130,000

  • 2 Beds
  • 1 Bath
  • 718 Sq Ft

  2333 Carling Dr Unit 3, Madison, WI 53711

  Show 10/28. Solid 2 bedroom Madison condo unit. Conveniently located near the bike path and the beltline. 4 units in the building, complete with storage locker in the basement and two outdoor parking stalls (28, 29). Heat and water is included in the monthly HOA. Stop renting and start owning!

  Kyle Bollman Stark Company, REALTORS

  2333 Carling Dr Unit 3, Madison, WI 53711
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  /90

  $1,060,000

  • 5 Beds
  • 3.5 Baths
  • 5,138 Sq Ft

  57 Chequamegon Bay, Madison, WI 53719

  Beautiful brick home on a quiet cul-de-sac in High Point Estates. Middleton Schools. With an ideal southern exposure, the sun streams over the large back yard into the family room, kitchen, dinette and sunroom. These rooms overlook the composite deck, lower patio and koi pond with waterfall, all backed by a panoramic natural setting, including Elver Park. Other houses are barely visible from this

  Stuart Meland Madcityhomes.Com

  57 Chequamegon Bay, Madison, WI 53719
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  /43

  $525,000 Open Fri 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  10 Windhaven Cir, Madison, WI 53717

  Welcome home to a quiet oasis in Madison, WI. This quality built parade of homes is nestled in a serene cul-de-sac, offers 3 bedrooms, 2.5 bathrooms, and 1,880 sqft of refined living space. Enjoy the vaulted ceiling living room with a cozy wood-burning fireplace. Engineered hardwood flooring and LVP on the main level. Recently updated main bedroom bath with walk in shower, floor, and vanity. The

  Aaron Weber Compass Real Estate Wisconsin

  10 Windhaven Cir, Madison, WI 53717
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  /23

  $309,000

  • 2 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  5933 Forest Ln, Fitchburg, WI 53711

  Townhouse condo, privately nestled in the woods of sought-after Seminole Forest! Enjoy peace and quiet in this prime location near restaurants, shops, and parks. This move-in-ready home features 2 spacious bedrooms, 1.5 bathrooms, beautiful hardwood floors, and a cozy gas fireplace. Unbeatable location just minutes to the Beltline, downtown Madison, Epic, and shopping. Low HOA fees. Located in

  Steve Gilbertson Building Equity Development

  5933 Forest Ln, Fitchburg, WI 53711
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  /34

  $410,000 Open Sun 11AM - 12:30PM

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft

  2622 Mckenna Blvd, Madison, WI 53711

  Tucked into a quiet, established neighborhood, this well-maintained 3-bedroom, 2-bath home offers the perfect balance of space, functionality, and location. The main level features a bright and inviting living area, a spacious kitchen with plenty of cabinet storage, and three comfortable bedrooms, all filled with natural light. Downstairs, the walkout lower level provides valuable extra living

  Stephanie Wedan First Weber Inc

  2622 Mckenna Blvd, Madison, WI 53711
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  /56

  $449,900

  • 2 Beds
  • 2.5 Baths
  • 1,508 Sq Ft

  612 N Midvale Blvd, Madison, WI 53705

  CONNECTED & CONVENIENT! Just minutes from UW-Hospital this stylish 2 beds, 2.5 baths townhouse with private entry offers a functional layout in a prime Madison location. Hardwood floors lead to a bright living room with oversized windows and remote-control blinds. The kitchen features stainless steel appliances and Corian countertops, opening to a dining room with balcony access for

  Matt Kornstedt Stark Company Realtors

  612 N Midvale Blvd, Madison, WI 53705
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  /17

  $129,000 Open Sat 2PM - 4PM

  • Studio
  • 1 Bath
  • 500 Sq Ft

  523 D'Onofrio Dr Unit 1, Madison, WI 53719

  Enjoy modern, low-maintenance living on Madison’s West Side! This updated studio condo offers a private entrance, the Cadillac of Murphy beds, a remodeled walk-in shower, insulated steel door, Lennox thermostat system, and durable LVP flooring. Tucked in a quiet, well-managed community with minimal utilities, you’re close to shopping, dining, parks, and bus routes. Residents enjoy access to a

  Amaya Boman First Weber, Inc

  523 D'Onofrio Dr Unit 1, Madison, WI 53719
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  /6

  $225,000

  • Land
  • 0.37 Acre
  • $608,108 per Acre

  680 Clear Pond, Verona, WI 53593

  Bring your own builder to create the home of your dreams! Experience the ideal blend of modern convenience and countryside tranquility at Fox Knoll. Located on the west side and part of the Middleton-Cross Plains School District. Enjoy a quiet, scenic setting with Pope Farm Conservancy and Pioneer Park just moments away.

  Erin Flesch MHB Real Estate

  680 Clear Pond, Verona, WI 53593
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  /63

  $459,900

  • 3 Beds
  • 3 Baths
  • 2,713 Sq Ft

  117 N Oak Grove Dr, Madison, WI 53717

  This sunny duplex style condominium is nestled in the heart of the Stonefield Ridge neighborhood, across the street from a park and close to everything the west side of Madison has to offer! Lovingly maintained by the original owner, this 2700 square foot ranch condo features 2 main level bedrooms (primary with en-suite and walk-in closet), formal and informal dining areas, a large great room

  Julie McKy Stark Company, REALTORS

  117 N Oak Grove Dr, Madison, WI 53717
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  /36

  $480,000

  • 3 Beds
  • 2.5 Baths
  • 1,684 Sq Ft

  7614 Crawling Stone Rd, Madison, WI 53719

  Charming 2-story home in a great location! This 3-bedroom, 2.5-bath home offers a generous kitchen, living, and dining area—perfect for everyday living and entertaining. Enjoy the spacious deck, large front porch, and beautifully mature landscaping. The attached 2-car garage provides convenience and extra storage. Close to Epic, parks, trails, restaurants, and more. Lovingly maintained and ready

  Ryan Oliversen Bunbury & Assoc, REALTORS

  7614 Crawling Stone Rd, Madison, WI 53719
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  /2

  $424,900

  • 3 Beds
  • 2.5 Baths
  • 1,690 Sq Ft

  639 Schewe Rd, Verona, WI 53593

  Move-in Ready 1/13/26! This Chelsea home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your deck for some

  Jerome Goeden Stark Company, REALTORS

  639 Schewe Rd, Verona, WI 53593
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  /34

  $489,900

  • 2 Beds
  • 2 Baths
  • 2,853 Sq Ft

  1329 Waldorf Blvd, Madison, WI 53719

  Unique combination of quality, convenience & privacy; not lived in prior to the current owner who has meticulously maintained this ranch home. Spacious open floor plan in the living-dining-kitchen area with hardwood floors and vaulted ceiling. Primary suite has private bath and large walk-in closet. Finished LL has a large rec room. Beautiful views of the pond, trees & nature from the private

  Jason Allen Rock Realty

  1329 Waldorf Blvd, Madison, WI 53719
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  /31

  $415,000

  • 3 Beds
  • 3 Baths
  • 1,846 Sq Ft

  1718 Reetz Rd, Madison, WI 53711

  Showings Begin 10/24/25 Welcome to this inviting 3-bed, 3-bath Ranch home on the West Side of Madison! With over 1,800 sq ft of living space, the comfortable layout includes two living rooms, giving you flexibility for gatherings and hosting. Step outside to enjoy a huge deck and generous fenced yard, perfect for entertaining or simply relaxing outdoors. You’ll also enjoy easy access to downtown

  Dianna Xiong EXP Realty, LLC

  1718 Reetz Rd, Madison, WI 53711

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