Homes for Sale near Jefferson Middle School

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  /42

  $874,900

  • 4 Beds
  • 1.5 Baths
  • 2,926 Sq Ft

  2103 Madison St, Madison, WI 53711

  Step into timeless charm and unbeatable location with this beautifully maintained Queen Anne style all brick home, in the sought-after Wingra Park Historic District. Featuring a spacious open floor plan with hardwood floors throughout, this home offers 4+ bedrooms and 1.5 baths, with 2 car garage, walk-up attic for future expansion, finished basement space, and so much more. You'll love the

  Nicole Bunbury Sjowall Bunbury & Assoc, REALTORS

  2103 Madison St, Madison, WI 53711
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  /65

  $700,000

  • 4 Beds
  • 2.5 Baths
  • 2,917 Sq Ft

  5706 Anchorage Ave, Madison, WI 53705

  Showings start 4/10. Mid-century modern home nestled adjacent to Crestwood Woods and Owen Conservancy, offering nearly 3,000 sq ft of bright, inviting living space. This 4-bedroom, 2.5-bath residence features a sunken living room filled with natural light and an open, spacious feel throughout. The 2022 professionally updated full and half baths showcase stylish, contemporary finishes, while the

  Brett Larson Lauer Realty Group, Inc.

  5706 Anchorage Ave, Madison, WI 53705
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  /65

  $1,499,500

  • 4 Beds
  • 3.5 Baths
  • 3,144 Sq Ft

  2234 Eton Ridge, Madison, WI 53726

  Thoughtfully restored French Country Craftsman blending timeless character with refined modern updates in one of Madison’s most sought-after neighborhoods. Set on a tree-lined, south-facing lot with a charming brick walkway, this home is filled with natural light and showcases hardwood floors, crown molding, and rich architectural detail throughout. The chef’s kitchen with marble countertops

  Gerardo Jimenez Sprinkman Real Estate

  2234 Eton Ridge, Madison, WI 53726
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  /73

  $675,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,504 Sq Ft

  9114 Silverstone Ln, Verona, WI 53593

  Showings begin 4/15/26. This custom-built 4-bedroom modern farmhouse is stunning inside and out. Kitchen includes Amish-built painted maple cabinetry, with soft-close doors, custom concrete countertops, and brick backsplash. Custom built-in shelving and shiplap wall surround the living room fireplace. Other perks include main floor bonus room, EV charger, large ready to finish basement, gorgeous

  Jeff Drengler Sprinkman Real Estate

  9114 Silverstone Ln, Verona, WI 53593
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  /31

  $519,900

  • 2 Beds
  • 2 Baths
  • 1,730 Sq Ft

  14 Rembrandt Way Unit 9, Fitchburg, WI 53711

  Showings begin 4/8! If you’re ready to downsize or simplify your lifestyle, this beautifully maintained condo is the perfect fit. Enjoy the ease of one-story living with a thoughtfully designed layout. The custom kitchen features rich cherry cabinetry, a spacious pantry, and abundant counter space—ideal for both everyday cooking and entertaining. The inviting living room boasts vaulted ceilings,

  Tamie Hanson Stark Company, REALTORS

  14 Rembrandt Way Unit 9, Fitchburg, WI 53711
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  /60

  $1,500,000

  • 4 Beds
  • 3.5 Baths
  • 3,019 Sq Ft

  5117 Lake Mendota Dr, Madison, WI 53705

  This Modern Luxury MCM Masterpiece offers breathtaking views of Lake Mendota from its hillside perch in Madison, maximizing natural light and spectacular vistas. Blending vintage style with modern luxury and featuring a complete interior remodel in 2025 that thoughtfully preserved the iconic aesthetic with high-end finishes, selected to keep with the authentic MCM vibe. This expansive 5-level

  Heidi Uhrig Glass Slipper Homes, LLC

  5117 Lake Mendota Dr, Madison, WI 53705
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  /40

  $324,900

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

  8242 Starr Grass Dr, Madison, WI 53719

  Welcome to this meticulously maintained westside condo offering an unbeatable combination of location, layout, and privacy. The open concept main level is filled with natural light and features hardwood floors, large windows, and a warm, inviting living area anchored by a tile-surround gas fireplace with mantle. The updated kitchen offers granite countertops, ample maple cabinetry, and a

  Charles Wills The Wills Agency

  8242 Starr Grass Dr, Madison, WI 53719
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  /25

  $345,000 Open Sun 11AM - 12:30PM

  • 2 Beds
  • 1.5 Baths
  • 1,339 Sq Ft

  15 Saukdale Trail, Madison, WI 53717

  Main-level living, zero stairs, and a location that actually makes your life easier! Just minutes from the Beltline, this bright, open-concept condo flows effortlessly from the inviting living area into a good sized, functional kitchen that’s ready for everything from weeknight dinners to game nights with friends. Flex music area easily doubles as extra dining space (or whatever your lifestyle

  Katie Kolakowski City RE

  15 Saukdale Trail, Madison, WI 53717
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  /48

  $500,000

  • 3 Beds
  • 2.5 Baths
  • 1,934 Sq Ft

  2917 Prairie Rd, Madison, WI 53719

  Instantly feel at home as you step inside this spacious and warm two-story house. The inviting layout begins in a cozy living room with a gas stove fireplace, flowing into a formal dining room and large kitchen that overlooks a second living area with a fireplace and additional dining space. Step out to the spacious, recently refinished deck from either dining area and enjoy views of the fenced

  Spencer Schumacher Spencer Real Estate Group

  2917 Prairie Rd, Madison, WI 53719
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  /80

  $945,000

  • 4 Beds
  • 4.5 Baths
  • 4,547 Sq Ft

  8701 Nelson Crossing, Verona, WI 53593

  Elegant custom home in Hawks Landing offers 4400+ sf & comfortable gathering rooms. Walk into your dramatic 2 story great room featuring new white oak floors & 2-sided fireplace w/large windows overlooking the private yard. The kitchen boasts all brand new appliances, maple cabinets & fireplace to the LR. 4 brs up, main floor office, formal dining, 1/2 bath & laundry on main level. Private

  Melissa Hanewicz Sprinkman Real Estate

  8701 Nelson Crossing, Verona, WI 53593
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  /19

  $724,900

  • 4 Beds
  • 3 Baths
  • 2,722 Sq Ft

  9720 Grey Kestrel Dr, Verona, WI 53593

  EST. COMPLETION 6/8. Hawk Valley New Construction. 4-bed, 3-bath ranch with 2-car garage backing to greenspace and adjacent to the park. Kitchen features walk-in pantry, island, quartz counters, and GE stainless appliances with gas range. Dinette opens to composite deck and great room with corner gas fireplace. Primary suite offers double vanity and tiled walk-in shower. Two additional bedrooms

  Michele Narowetz Stark Company, REALTORS

  9720 Grey Kestrel Dr, Verona, WI 53593
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  /27

  $165,900 Open Fri 5PM - 7PM

  • 1 Bed
  • 1 Bath
  • 606 Sq Ft

  2051 Allen Blvd Unit 103, Middleton, WI 53562

  NO SHOWINGS UNTIL OPEN HOUSE FRIDAY 4/17/26 at 5:00pm. Rare opportunity to own an impeccable Marshall Park Condominium! An entry foyer with coat closet welcomes you. The open floor plan offers a large living area, space for your dining table and a beautifully upgraded kitchen. The chef will appreciate the granite counters and island, cherry stained cabinets and stainless steel double sink. The

  Dick Bloomenkranz Collective Real Estate Group

  2051 Allen Blvd Unit 103, Middleton, WI 53562
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  /69

  $1,100,000

  • 6 Beds
  • 4.5 Baths
  • 5,532 Sq Ft

  5885 Persimmon Dr, Fitchburg, WI 53711

  Spacious and inviting home with great living and entertaining spaces! The main level features a bright living room with vaulted ceilings and gas fireplace, formal dining room, and a kitchen with black stainless steel appliances, quartz countertops, and an island with breakfast bar. Two bedrooms on the main level include the owner’s suite with walk-in closet and private ensuite with dual sinks,

  Chris Barreau MHB Real Estate

  5885 Persimmon Dr, Fitchburg, WI 53711
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  /30

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft

  453 Cherry Hill Dr, Madison, WI 53717

  Charming and well-kept 3-bedroom, 2-bath ranch in desirable Hawks Ridge in West Madison! The open-concept main level features solid surface flooring, vaulted ceilings, and a cozy gas fireplace anchoring the living space. The kitchen offers a large peninsula and ample storage, flowing into an eat-in dining area with access to the back patio—perfect for relaxing or entertaining. Enjoy the

  Liz Slaby Real Broker LLC

  453 Cherry Hill Dr, Madison, WI 53717
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  /37

  $670,000

  • 4 Beds
  • 2 Baths
  • 2,645 Sq Ft

  506 Holly Ave, Madison, WI 53711

  No showings until Open House Sunday, April 12, 11 a.m – 2 p.m. This well-maintained 4-bedroom, 2-bath Cape Cod offers quiet, tree-lined living in the heart of Westmorland. Updates include ‘26 furnace, ‘18 roof, 200-amp electrical, windows, chimney, gutters/downspouts & R50 attic insulation. The inviting living room features a wood-burning fireplace, while the large sun-filled family room opens to

  Seth Pfaehler The McGrady Group, LLC

  506 Holly Ave, Madison, WI 53711
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  /3

  $335,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 2,025 Sq Ft

  3130 Dorchester Way Unit 4, Madison, WI 53719

  Showings to begin 4.15.26 for photos & staging. Spacious and Bright townhouse condo living with prime west Madison location! Featuring private entrance into open floor plan with large kitchen, dining area & a sunny living room w/ gas fireplace and balcony access. Two large bedrooms on ML. The primary suite has a private bath & walk-in closet. Huge LL family room walks-out to a spacious patio.

  Rachael See Compass Real Estate Wisconsin

  3130 Dorchester Way Unit 4, Madison, WI 53719
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  /37

  $589,900

  • 3 Beds
  • 2.5 Baths
  • 2,113 Sq Ft

  7207 Fortune Dr, Middleton, WI 53562

  Welcome to 7207 Fortune Dr. a beautifully updated residence in the city of Middleton. This beautifully updated home showcases an open-concept main level featuring a gas fireplace, sun-filled living spaces, and seamless indoor-outdoor flow to a private, fenced yard- perfect for elevated entertaining. Step into your own backyard retreat complete with a fire pit and outdoor kitchen with pizza oven

  Maria Moreno Rock Realty

  7207 Fortune Dr, Middleton, WI 53562
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  /26

  $498,500

  • 3 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  7301 Southern Oak Place, Madison, WI 53719

  Beautifully maintained home in the desirable Country Grove neighborhood! Vaulted ceilings elevate the spacious living room, while a separate dining area and open family room provide ideal flow for everyday living and entertaining. The thoughtfully designed kitchen features granite countertops, abundant storage, and a large island with seating for 4. The primary suite offers a true retreat,

  Paul Haviland Stark Company, REALTORS

  7301 Southern Oak Place, Madison, WI 53719
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  /18

  $309,900

  • 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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  /65

  $1,300,000

  • 4 Beds
  • 4.5 Baths
  • 5,494 Sq Ft

  3971 Swoboda Rd, Verona, WI 53593

  3971 Swoboda Rd blends timeless charm with modern comfort, featuring hardwood floors, expansive living areas, and a layout built for both everyday living and entertaining. This stunning 4-bedroom, 4.5-bath home offers a spacious 5,494 sq ft of beautifully designed living space. The large eat-in kitchen offers a center island, range hood, refrigerator, dishwasher, and abundant prep space. Cozy up

  Aaron Weber Compass Real Estate Wisconsin

  3971 Swoboda Rd, Verona, WI 53593
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  /24

  $415,000

  • 2 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  9763 Watts Rd, Verona, WI 53593

  Welcome home to this beautifully maintained property situated on a desirable corner lot, complete with fruit trees for added charm and character. This thoughtfully designed home offers two spacious bedrooms, including a comfortable primary suite featuring a private ensuite bathroom and walk-in closet. The second bedroom also includes its own walk-in closet, providing excellent storage and

  Kristin Shields MHB Real Estate

  9763 Watts Rd, Verona, WI 53593
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  /28

  $312,500

  • 2 Beds
  • 1.5 Baths
  • 1,308 Sq Ft

  3202 Dorchester Way, Madison, WI 53719

  On Madison's sought-after west side, this bright end-unit condo delivers the perfect blend of comfort and low-maintenance living. A private entry welcomes you into an open, light-filled living space with laminate flooring, flowing into an inviting living room including a cozy gas fireplace. The updated kitchen shines with stainless steel appliances and freshly painted cabinets, with direct access

  Kristin Shields MHB Real Estate

  3202 Dorchester Way, Madison, WI 53719
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  /15

  $250,000

  • 1 Bed
  • 1 Bath
  • 980 Sq Ft

  7401 Century Place Unit 103B, Middleton, WI 53562

  Fresh, modern, and completely turnkey! This beautifully updated Middleton condo features renovations throughout, offering a clean, move-in ready space you'll love coming home to. includes a dedicated storage unit for added convenience. Set in a vibrant, going community close to shopping, dining, and more- this is low-maintenance living at its best.

  Megan Hoy First Weber Inc - Delafield

  7401 Century Place Unit 103B, Middleton, WI 53562
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  /57

  $450,000

  • 1 Bed
  • 1 Bath
  • 1,025 Sq Ft

  625 N Segoe Rd Unit 809, Madison, WI 53705

  Sun-drenched and sophisticated, highly coveted 8th floor unit, this condominium offers an open-concept layout designed for the way you live. Imagine hosting friends in a kitchen styled with sleek stainless steel and a social breakfast bar, or stepping out onto your private balcony for a breath of fresh air. The primary suite serves as your personal sanctuary, complete with a spa-inspired bath and

  Gabriell Hamele First Weber Inc

  625 N Segoe Rd Unit 809, Madison, WI 53705
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  /40

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 3,003 Sq Ft

  7618 Westchester Dr, Middleton, WI 53562

  Spacious Colonial in sought-after Foxridge featuring generously sized rooms & exceptional potential. Main level offers a welcoming foyer, living & formal dining rooms, kitchen with dinette, large family room with wood fireplace, sunny 3-season porch, & convenient laundry/mudroom. Upstairs includes a spacious primary suite with walk-in closet & full bath, plus two generous bedrooms with access to

  Alex Drucker Drucker Realty

  7618 Westchester Dr, Middleton, WI 53562
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  /90

  $2,590,000

  • 5 Beds
  • 7 Baths
  • 7,782 Sq Ft

  3182 Woodhill Cir, Verona, WI 53593

  Set on over 2 acres in a peaceful rural cul-de-sac, this grand yet inviting home offers the perfect blend of elegance and everyday comfort. Featuring 5 bedrooms and 4.5 baths, the thoughtfully designed layout includes a stunning 2-story great room, formal dining, and a chef’s dream kitchen complete with a separate “dirty kitchen” for added functionality. Main level also offers a private guest

  Sarah Deischer Sprinkman Real Estate

  3182 Woodhill Cir, Verona, WI 53593
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  /67

  $764,900

  • 4 Beds
  • 3 Baths
  • 2,963 Sq Ft

  7402 Longmeadow Rd, Madison, WI 53717

  This sprawling ranch has a prime location in Wexford Village, with a nearly half-acre lot backing up to the woods around Stricker’s Pond. Seasonal water views, abundant birds & wildlife, and miles of carefully tended trails and park areas make the home a peaceful oasis about 15 minutes from Downtown Madison. Inside, the sunny eat-in kitchen features high-end granite countertops and a new gas

  Ronda Lawry RL Realty Group

  7402 Longmeadow Rd, Madison, WI 53717
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  /47

  $700,000

  • 3 Beds
  • 2.5 Baths
  • 2,476 Sq Ft

  3216 Conservancy Ln, Middleton, WI 53562

  Rare opportunity! This well-maintained ranch-style condo offers low-maintenance living & natural surroundings. The bright and airy home features 3 bedrooms and 2.5 baths. Large living space with fireplace, and glass built-in cabinets enhanced by huge windows that flood the interior with natural light. Main level has primary bedroom with large walk-in closet and ensuite complete with fireplace and

  Jaclyn Cunningham First Weber Inc

  3216 Conservancy Ln, Middleton, WI 53562
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  /22

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,236 Sq Ft

  3848 Maple Grove Dr Unit 203, Madison, WI 53719

  Start enjoying easy Madison living in this bright, welcoming condo with views overlooking the countryside and retention pond. The open layout features high quality LVP flooring that flows throughout, creating a fresh modern feel from the living room to the kitchen, where there’s plenty of space to cook and gather. You'll enjoy the open floor plan with private split bedrooms. Primary bathroom with

  Sue Hurd Caribou Realty Group LLC

  3848 Maple Grove Dr Unit 203, Madison, WI 53719
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  /39

  $357,000

  • 3 Beds
  • 1 Bath
  • 952 Sq Ft

  3902 Winnemac Ave, Madison, WI 53711

  Opportunity knocks in one of Madison's most sought-after neighborhoods! This classic Cape Cod sits on an oversized 0.25-acre lot — walkable to Monroe Street shops, the scenic bike path, and neighborhood favorites like Gates & Brovi and the Village Bar. Original hardwood floors and sun-filled living spaces give this home lasting character. The main level offers a bedroom and full bath for everyday

  Michael Restaino Restaino & Associates

  3902 Winnemac Ave, Madison, WI 53711
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  /22

  $229,000

  • 1 Bed
  • 1 Bath
  • 926 Sq Ft

  8253 Mayo Dr Unit 105, Madison, WI 53719

  Move Right In! You'll love this Comfy condo boasting 9' ceilings, a spacious Great Room, cozy gas burning corner fireplace and patio. Cooking and entertaining is a breeze with your NEW (in 2025) stainless kitchen appliances; Breakfast Bar and solid surface counters. Store your goodies in lrg storage room or GE French door fridge! Clean Laundry is easy with the Large in-unit Laundry/storage room

  Carolyn Bryant Restaino & Associates

  8253 Mayo Dr Unit 105, Madison, WI 53719
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  /47

  $600,000

  • 3 Beds
  • 3.5 Baths
  • 3,494 Sq Ft

  529 Pine Lawn Pkwy, Verona, WI 53593

  Beautifully cared-for westside 3-bedroom, 3.5-bath home ready for its next chapter! Bright, open main level features a stylish kitchen with large island, granite tops, stainless appliances, and light cabinetry, flowing into a welcoming living area with a gas brick surround fireplace and soaring ceilings. Main-floor primary suite offers a refreshed full bath and walk-in closet.Warm maple flooring

  Ken Brenner Stark Company, REALTORS

  529 Pine Lawn Pkwy, Verona, WI 53593
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  /14

  $360,000

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft

  7204 Saukdale Dr Unit 21, Madison, WI 53717

  Single level condo living without a stair in sight. Tucked in a quiet corner of immaculately groomed Saukdale Condominiums. Steps away from the idyllic Wexford Village neighborhood with its walking paths, parks and natural areas. Bright open floorplan. Meticulously maintained and move-in ready. Updated mechanicals and appliances.

  John Holbrook First Weber Inc

  7204 Saukdale Dr Unit 21, Madison, WI 53717
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  /48

  $875,000

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  2218 Hillington Green, Madison, WI 53726

  Classic and Charming Hillington Green Colonial right across from Hillington Green Park and close to Schools, SW Commuter Path, Monroe Street, UW and Downtown Madison! Beautiful vintage features, including woodwork throughout, combined with many updates throughout including newer Kitchen, Primary Full Bath, Mechanicals and more for modern living! Bonus rooms include main level Sunroom that

  Troy Thiel Real Broker LLC

  2218 Hillington Green, Madison, WI 53726
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  /38

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  2806 Wentworth Dr, Madison, WI 53719

  Move right into this well-maintained and nicely updated 3-bedroom home on Madison’s sought-after west side. Conveniently located just minutes from Epic, Super Target, Highway 151, West Towne Mall, and popular dining and shopping, this home offers easy access to everything you need. Set on a beautiful tree-lined lot backing to a park, you’ll enjoy added privacy with no rear neighbors and peaceful

  Cheng Real Estat Group Real Broker LLC

  2806 Wentworth Dr, Madison, WI 53719
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  /32

  $495,000

  • 2 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  22 Windswept Way, Fitchburg, WI 53719

  Completely renovated with a cohesive, high-end design, this 2 bedroom, 2.5 bath condo offers a rare combination of style and function. Soaring 11-foot ceilings and an open-concept layout create an impressive sense of space, while carefully selected upgrades throughout elevate the entire home. Both bedrooms feature private en suites, delivering comfort and privacy, while the finished basement

  Sarah Gabrielse Devout Real Estate Group, LLC

  22 Windswept Way, Fitchburg, WI 53719
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  /40

  $205,900

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft

  6302 Mineral Point Rd Unit 303, Madison, WI 53705

  This charming 1,110 sq.ft. condo boasts 2 bedrooms, a fireplace and 2 full bathrooms situated on Madison's west side near Mineral Pt. Rd & Yellowstone Dr. Enjoy the many features including a clubhouse with a spacious outdoor swimming pool, tennis court, ample green space, onsite parking, intercom guest access and elevators. Experience the convenience of living just 1 mile from West Town Mall and

  James Stopple Madison Property Management, Inc.

  6302 Mineral Point Rd Unit 303, Madison, WI 53705
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  /52

  $559,900 Open House 4/26

  • 3 Beds
  • 2 Baths
  • 2,654 Sq Ft

  3217 Nottingham Way, Madison, WI 53713

  Beautifully maintained one-owner home in sought-after Arbor Hills! This 3-bedroom, 2-bath home offers 2,654 sq ft with a bright, inviting layout, high ceilings, and large windows showcasing beautiful seasonal views. Designed for both everyday living and entertaining, the main living areas are thoughtfully separated from the bedrooms, allowing for gatherings without disturbing quiet spaces. The

  Beth Baty First Weber Inc

  3217 Nottingham Way, Madison, WI 53713
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  /26

  $290,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  2218 Regent St Unit 3, Madison, WI 53726

  Located in the sought-after Regent neighborhood, this bright and inviting condo offers low monthly fees and key updates including a newer roof (2022), washer and dryer (2024), dishwasher (2025), and window A/C (2024). All furnishings can be included in the purchase price if desired. Enjoy unbeatable convenience just steps from the bus line, two blocks from the bike path, and minutes to West High,

  John David Vasquez Realty Executives Cooper Spransy

  2218 Regent St Unit 3, Madison, WI 53726
• 

  

  /32

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,847 Sq Ft

  7207 Shirley Ct, Middleton, WI 53562

  This is the one you’ve been waiting for! Charming raised ranch tucked on a quiet cul-de-sac, nestled between Tiedeman and Stricker Ponds. Step inside to a bright & inviting, sun-soaked living room that flows seamlessly into a spacious eat-in kitchen with a breakfast bar—perfect for morning coffee or casual entertaining. All 3 bedrooms are conveniently located on the main level, including the

  Charmaine Friar Stark Company, REALTORS

  7207 Shirley Ct, Middleton, WI 53562

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