Homes for Sale near Jefferson Middle School

• 

  

  

  /90

  $695,000

  • 3 Beds
  • 2.5 Baths
  • 2,872 Sq Ft

  3002 Irvington Way, Madison, WI 53713

  Nestled in the Arbor Hills subdivision, you'll find the perfect blend of charm, space, and location. This stately 3-bedroom, 2.5-bath Colonial two-story boasts an updated kitchen and a spacious main level featuring a living room, dining room, cozy family room with fireplace, dinette, laundry, private office, and a stunning sunroom overlooking the private, mature lot with deck—ideal for relaxing

  Jenny Bunbury-Johnson Bunbury & Assoc, REALTORS

  3002 Irvington Way, Madison, WI 53713
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  /89

  $1,185,000

  • 4 Beds
  • 5 Baths
  • 4,780 Sq Ft

  7205 Donna Dr, Middleton, WI 53562

  Come experience the rare combination of private escape & in-town lifestyle—this home is truly special. The all-brick exterior is capped with cedar shake shingles, creating memorable curb appeal. Inside, the well-designed living spaces are highlighted by unique woodwork, built-ins, and large picture windows to showcase the beautiful setting. An inviting, sunny kitchen is truly the heart of the

  Andrea Bolan Relish Realty

  7205 Donna Dr, Middleton, WI 53562
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  /33

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,738 Sq Ft

  2 Verde Ct, Madison, WI 53719

  Ideally located on Madison’s vibrant West Side, this charming 2-bedroom home combines comfort, convenience, and style. Enjoy quick access to Hwy 151, Pleasant View Rd, and Maple Grove Dr—putting shopping, dining, and everyday essentials just minutes away. Inside, you’ll find a spacious living area, a finished lower level, and a private backyard retreat with a patio perfect for relaxing or

  Jo Ferraro EXP Realty, LLC

  2 Verde Ct, Madison, WI 53719
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  /52

  $699,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 4 Baths
  • 2,843 Sq Ft

  6667 S Chickahauk Trail, Middleton, WI 53562

  Enjoy stunning views in this beautiful craftsman-style home, situated in a peaceful neighborhood adjacent to Pheasant Branch Conservancy and Middleton Hills. The heart of the home features a spacious primary suite, a made to entertain kitchen & living room, an impressive laundry room, a convenient pantry, and a serene sunroom. The high ceilinged great room offers unparalleled panoramic views,

  Grace Sonsalla RE/MAX Preferred

  6667 S Chickahauk Trail, Middleton, WI 53562
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  /63

  $520,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 2,624 Sq Ft

  7412 Cedar Creek Trail, Madison, WI 53717

  This Tamarack Trails Condo is truly one of a kind. Eco-friendly updates shine in this home - cork and stranded bamboo flooring plus solar panels that offset most of the electric bill. Vaulted ceilings, open staircases, and large windows fill the home with natural light. Relax on the screened porch overlooking the conservancy, cozy up by the fireplace, or meet your neighbors at the brand new pool,

  Barrett Karabis Real Broker LLC

  7412 Cedar Creek Trail, Madison, WI 53717
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  /29

  $174,900

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  2564 Branch St Unit 12, Middleton, WI 53562

  Affordability can be found still!! Walking distance to Pheasant Branch Trail, near Pheasant Branch Conversancy. Jack and Jill type bathroom setup with double vanity. Plenty of parking in the lot, and walkable to tons of Middleton businesses. perfect starter unit to start building equity. Come check it out!

  Ryan Spiess Stark Company, REALTORS

  2564 Branch St Unit 12, Middleton, WI 53562
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  /36

  $185,000

  • 2 Beds
  • 1 Bath
  • 955 Sq Ft

  2850 Cimarron Trail Unit 4, Madison, WI 53719

  Bright and welcoming 2 bedroom, 1 bath garden-style condo located on the second floor of a quiet 8 unit building. Enjoy abundant natural light, a HUGE and spacious living room, and the convenience of both a private 1 car garage and an additional outdoor parking space. Onsite laundry and storage unit in LL. Plus, it's just around the corner from Prairie Ridge Conservation Park and a short commute

  Mindi Kessenich Real Broker LLC

  2850 Cimarron Trail Unit 4, Madison, WI 53719
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  /87

  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 3,632 Sq Ft

  4329 Callaway Ct, Middleton, WI 53597

  A rare opportunity in the renowned Villas of Callaway Court in beautiful Bishops Bay, The Back Nine. Extremely private and quiet location overlooking the 5th fairway with plenty of land as a protective buffer, this exceptionally high quality Michael F Simon home filled with stunning architectural details sits on over half an acre of land and leaves little to be desired. Stunning, open, bright

  Gene Van Buren Restaino & Associates

  4329 Callaway Ct, Middleton, WI 53597
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  /9

  $449,500 Open Sat 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 1,175 Sq Ft

  3811 Euclid Ave, Madison, WI 53711

  Open House Saturday 8-9-2025 @ 12:00 till 2:00 pm . Showings Start August 9, 2025! Great Ranch in Westmoreland Area of Madison Located 80 Feet From Glenway Golf Course! Lannon Stone Exterior - 2 BR & 1 Bath with 1 Car Attached Garage! Features Include: Nice Size Living Room w/ Bow Window & Picturesque Fireplace w/ Newer Gas Log! Oak Hardwood Floors in LR, Dining Room, and Both Bedrooms Including

  Donald Carter Stark Company, REALTORS

  3811 Euclid Ave, Madison, WI 53711
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  /41

  $650,000

  • 5 Beds
  • 3.5 Baths
  • 3,490 Sq Ft

  3117 Todd Dr, Madison, WI 53713

  Stunning 5-Bedroom, 3 and half Bath Home Near the Beltline & UW Arboretum, also there are 3 skylights, 2 sunrooms and a double front door Mud room, convenient for secure package deliveries. Discover this beautifully maintained home with one long-time owner for 33 years, now available in the Todd Dr of Madison. This property offers exceptional opportunities: a spacious family residence or a

  Ali Hassani Katehsari Keller Williams Realty

  3117 Todd Dr, Madison, WI 53713
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  /45

  $719,900 Open Sun 11AM - 1PM

  • 3 Beds
  • 4 Baths
  • 2,899 Sq Ft

  21 Torrey Pines Ct, Madison, WI 53717

  Home is Here! A very well maintained 3-bedroom home, nestled in a charming cul-de-sac, awaits you. This would be the right choice for you to enjoy easy and efficient living with laundry and the impressive primary bedroom being on the main floor. With space to work from home and plenty of room to entertain, this house checks off a ton of boxes. Starting with the amazing curb appeal to the bright,

  Dylan Thomas Stark Company, REALTORS

  21 Torrey Pines Ct, Madison, WI 53717
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  /33

  $1,499,000

  • 4 Beds
  • 4.5 Baths
  • 4,656 Sq Ft

  6833 Phil Lewis Way, Middleton, WI 53562

  This exceptional Middleton Hills home offers architectural character, modern convenience, and over 4,600 sq ft across three levels. Features include 4+ BD/4.5 BA with two large primary suites with walk-in closets, an open chef's kitchen with Miele, Wolf, and Sub-Zero appliances, a Control4 smart home system, and a fully renovated and bright lower level with theater, kitchenette, fireplace, and

  Stuart Meland Madcityhomes.Com

  6833 Phil Lewis Way, Middleton, WI 53562
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  /26

  $549,900

  • 3 Beds
  • 2.5 Baths
  • 2,470 Sq Ft

  1122 N Westfield Rd, Madison, WI 53717

  Mature trees and expansive yard surround this captivating 3BR/2.5 BA home tucked into the convenient Wexford Village neighborhood in Madison! Directly across from park and next to bike/walking path. Welcomed in by formal living space which leads you into the dining room. Kitchen hosts stainless steel appliances and eat in dining space. Attached 2 car garage. Overlooks the spacious living room

  Kristin Shields MHB Real Estate

  1122 N Westfield Rd, Madison, WI 53717
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  /71

  $924,900

  • 4 Beds
  • 4.5 Baths
  • 5,332 Sq Ft

  5706 Kilkenny Place, Fitchburg, WI 53711

  Welcome yourself home to this sprawling 4BR/4.5BA home in Fitchburg's finest Highlands of Seminole! Backing directly to the Capital City Trail this location is perfect for those seeking both privacy and proximity to all Fitchburg/Madison has to offer! Enter inside to find no shortage of space to entertain & relax w/ tons of windows/natural light, 4 fps & beautiful hardwood floors. Gourmet kitchen

  Chris Barreau MHB Real Estate

  5706 Kilkenny Place, Fitchburg, WI 53711
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  /42

  $329,900 Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,610 Sq Ft

  7107 Discovery Ln, Madison, WI 53719

  Motivated Seller. End unit with 1610 sq. ft townhouse condo! Step into this beautifully maintained home featuring a bright, open floor plan, the living area with a cozy gas fireplace, flows seamlessly into open dining area and spacious kitchen w/stainless appliances, a breakfast bar and access to deck. Master suite w vaulted celling, private full bath and large walk-in closet, 2nd bedroom also w

  LI Zhang Metro Brokers/Li Zhang

  7107 Discovery Ln, Madison, WI 53719
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  /39

  $480,000

  • 4 Beds
  • 2 Baths
  • 1,938 Sq Ft

  7522 Crawling Stone Rd, Madison, WI 53719

  Inviting four bedroom, 2 bath split-level home with attached front-load two car garage on Madison's westside. Spacious open concept living area makes a great hosting space with lots of natural light and hardwood floors! Upper level boasts three large bedrooms (including primary bedroom) and laundry room. Finished basement includes large rec room and bedroom (currently used as home office) with

  Helen Pazen Stark Company, REALTORS

  7522 Crawling Stone Rd, Madison, WI 53719
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  /55

  $620,000

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  1802 Monroe St Unit 304, Madison, WI 53711

  Stylish, sun-filled condo in the heart of Dudgeon-Monroe! Features tall ceilings, hardwood floors, and a spacious balcony with Capitol views. The open layout includes an updated kitchen with granite counters, subway tile, Samsung smart appliances, and a quartz workstation sink. Primary bath fully renovated with tile surround, glass shower doors, heated towel rack, and recessed medicine cabinet.

  Alise Wasserburger Realty Executives Cooper Spransy

  1802 Monroe St Unit 304, Madison, WI 53711
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  /38

  $338,500 Open Sat 11AM - 12:30PM

  • 2 Beds
  • 2.5 Baths
  • 1,598 Sq Ft

  3130 Dorchester Way Unit 1, Madison, WI 53719

  Fantastic condo combines carefree condo living with a prime west Madison location! This stylish end unit condo is drenched in sunlight! Private entrance w/ tile floor. Gorgeous wood floors on main level & lots of large windows. The corner gas fireplace is accentuated by a mantel & shiplap. Main level deck. The kitchen offers a breakfast bar, ample cabinetry & a pantry. Upstairs features 2

  Brenda Murphy First Weber Inc

  3130 Dorchester Way Unit 1, Madison, WI 53719
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  /33

  $330,000

  • 2 Beds
  • 2.5 Baths
  • 1,249 Sq Ft

  3744 Mammoth Trail, Madison, WI 53719

  Welcome home to this sunny and well cared for townhouse that boasts ample living areas. A private and updated backyard space is perfect for summer, gatherings or quiet retreats from the busyness of life. The kitchen has been updated with all new appliances and a tiled backsplash, adding to the beauty and appeal of this condo. The newly carpeted lower level allows for many potential uses. This

  Marine Yoo Real Broker LLC

  3744 Mammoth Trail, Madison, WI 53719
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  /29

  $419,900

  • 3 Beds
  • 2 Baths
  • 1,761 Sq Ft

  6413 Westin Dr, Madison, WI 53719

  Location, location, location! Don't miss out on an opportunity to see this well maintained 3 bed 2 bath home on Madison's Southwest Side. The home is only 2 blocks from Chavez Elementary School in a well sought after neighborhood! Epic is only a quick 10 minute drive away as well. Don't wait as this gem won't last long!!

  Jason Allen Rock Realty

  6413 Westin Dr, Madison, WI 53719
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  /39

  $329,900

  • 3 Beds
  • 2.5 Baths
  • 2,008 Sq Ft

  909 Hemlock Dr Unit 909, Verona, WI 53593

  Updated 3BD/2.5BA Townhouse Condo featuring private patio, finished basement with new carpet (2025), and new appliances (2020). Major upgrades: new roof, gutters & furnace (2025); new siding (2024). Bright layout with primary suite. Walk to top-rated eateries like The Draft House and Alice Good Coffee, plus Avantis Italian Restaurant and Aztec Taqueria. Grocery runs are easy with Festival Foods

  David Pausch Weichert, Realtors- Lakepoint

  909 Hemlock Dr Unit 909, Verona, WI 53593
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  /57

  $849,900

  • 4 Beds
  • 4 Baths
  • 2,364 Sq Ft

  414 Virginia Terrace, Madison, WI 53726

  Here’s your chance to own a spacious and character-filled three-story Tudor in the highly desirable Regent neighborhood. This 4-bedroom, 4-bath home is full of classic charm and beautifully refinished woodwork. Tucked away on a peaceful, tree-lined street, the main floor offers formal living and dining rooms, a light-filled sunroom, and a cozy family room with views of the private backyard. The

  Kaitlin Solomon MHB Real Estate

  414 Virginia Terrace, Madison, WI 53726
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  /66

  $725,000

  • 5 Beds
  • 3.5 Baths
  • 3,415 Sq Ft

  4205 Monarch Ct, Middleton, WI 53562

  This Extremely well maintained and spotless clean house sitting in near half acre lot is a perfect blend of quality and comfort in the Northlake neighborhood of Middleton; Brick front, 2-story foyer & open staircase, 9 feet ceiling on the 1st floor, hickory cabinets, hardwood & ceramic tile floor, rounded corner, 4 bedrooms upstairs, plus finished lower level with exposed windows boasts another

  Yishu Jiang Tri-River Realty

  4205 Monarch Ct, Middleton, WI 53562
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  /34

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,857 Sq Ft

  29 Pilgrim Cir, Madison, WI 53711

  Back on the market and refreshed! With new flooring, fresh paint, and more, this charming 3-bedroom, 2-bath home is nestled on a quiet cul-de-sac in the desirable Meadowood neighborhood. The sun-filled living room offers beautiful natural light and a stunning fireplace, creating a warm, inviting space. The private primary suite and spacious fenced yard add to the home’s comfort and appeal, while

  Jo Ferraro EXP Realty, LLC

  29 Pilgrim Cir, Madison, WI 53711
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  /13

  $1,275,000

  • 3 Beds
  • 3 Baths
  • 2,380 Sq Ft

  7536 California Love Trail, Middleton, WI 53562

  Price estimate $1,275,000-$1,455,000 for a new build opportunity in Belle Farm by Brio Design Homes on sunny, southern-facing Lot 29! This 2300+ sq ft Nest home includes solar, geothermal, a metal roof, and optional finished basement and above-garage ADU (accessory dwelling unit). The home can reach 3,860 sq ft—offering space for guests, work-from-home, or multigenerational living. With Brio’s

  Estella Moschkau Sprinkman Real Estate

  7536 California Love Trail, Middleton, WI 53562
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  /5

  $265,000

  • Land
  • 0.10 Acre
  • $2,650,000 per Acre

  7536 California Love Trail, Middleton, WI 53562

  Lot 29 new build opportunity in Belle Farm by Brio Design Homes! This sunny, southern-facing lot has a 2300+ sq ft Nest home designed to fit, with solar, geothermal, metal roof, and optional finished basement and above-garage ADU (accessory dwelling unit). The home can reach 3,860 sq ft—offering space for guests, work-from-home, or multigenerational living. With Brio’s expert team and transparent

  Estella Moschkau Sprinkman Real Estate

  7536 California Love Trail, Middleton, WI 53562
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  /44

  $635,000

  • 4 Beds
  • 3.5 Baths
  • 2,508 Sq Ft

  9435 Spirit St, Middleton, WI 53562

  This impeccably maintained, magazine-worthy home is tucked into a quiet neighborhood in the award-winning Middleton school district. The sunny main floor shines w/wood floors, fireplace, archway, and 9 foot ceilings that create an open, airy feeling. The kitchen has ample storage, counter space, and a peninsula for family & friends to gather. Upstairs, a serene primary suite offers a tiled shower

  Andrea Bolan Relish Realty

  9435 Spirit St, Middleton, WI 53562
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  /7

  $239,900

  • Land
  • 0.31 Acre
  • $773,871 per Acre

  Lot 40 Kettle Creek N, Verona, WI 53593

  Corner lot in Cul-de-sac and large wooded lot with exposure in established Kettle Creek North in the Verona School District! Phase 8 offers a new home site. Located in the vibrant community of Verona. Enjoy nearby parks, trails, specialty shops, walk to Country View Elementary School. Visit for more information.

  Michele Narowetz Stark Company, REALTORS

  Lot 40 Kettle Creek N, Verona, WI 53593
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  /26

  $525,000

  • 5 Beds
  • 3 Baths
  • 2,814 Sq Ft

  15 Naylor Cir, Madison, WI 53719

  Located in the Middleton School District, this multi-level home sits on a quiet cul-de-sac and offers space, light, and versatility. The bright interior boasts vaulted ceilings, creating an airy, open feel. The spacious eat-in kitchen features abundant cabinetry, a breakfast bar, pantry, and plenty of room for gatherings. The primary suite includes two closets and a private full bath, with two

  Chris Barreau MHB Real Estate

  15 Naylor Cir, Madison, WI 53719
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  /39

  $795,000

  • 4 Beds
  • 2 Baths
  • 2,322 Sq Ft

  2813 Regent St, Madison, WI 53705

  Showings start 6/23. Experience the charm, convenience & character of one of Madison’s most beloved neighborhoods. This Sunset Hills/Highland Park home will amaze w/ its original characteristics, as well as its fantastic template to create your own masterpiece! Original HW floors shine throughout the open & spacious main level, while the uninterrupted kitchen & dining space create fantastic flow

  Kristin Shields MHB Real Estate

  2813 Regent St, Madison, WI 53705
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  /53

  $725,000

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

  838 Hiawatha Dr, Madison, WI 53711

  Sunny, well-cared-for Nakoma Colonial is ready for its newest owners, who would be only the third in its history. Located on tree-lined streets and with easy access to the bike path, this home is an oasis in the city. Charming original details throughout have been well-preserved. Spacious living room with a fireplace flows easily into the dining room and kitchen. Walk outside to the breezy

  Liz Quinn Compass Real Estate Wisconsin

  838 Hiawatha Dr, Madison, WI 53711
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  /26

  $678,550

  • 4 Beds
  • 3 Baths
  • 3,056 Sq Ft

  7410 Welton Dr, Madison, WI 53719

  This 4-bedroom, 3 bath home presents an excellent opportunity for the discerning buyer. The property's solid foundation and thoughtful design are a canvas for future enhancements that could significantly increase value. With its desirable bedroom and bathroom count, this home appeals to a broad range of future owners, making it an attractive investment. The home does need repairs and updating.

  Rick Bernards RE/MAX Preferred

  7410 Welton Dr, Madison, WI 53719
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  /62

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,288 Sq Ft

  8206 Starr Grass Dr Unit 103, Madison, WI 53719

  MOVE-IN READY 100% REMODELED 1st floor 2 Bedroom/2 Bath condo. Consider this home new construction with all the remodeling completed: new LVP flooring, cabinets, recessed light fixtures & ceiling fans, HVAC unit, fresh paint, fireplace, bathrooms, new trim & doors, walk in closets & wet bar. This end unit condo also features 36" doors, split bedrooms, large kitchen pantry, in unit W/D, walkout to

  Sue Romens EXP Realty, LLC

  8206 Starr Grass Dr Unit 103, Madison, WI 53719
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  /28

  $275,000 Open Sat 2PM - 4PM

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  36 Craig Ave, Madison, WI 53705

  Don't miss this standalone home that has been renovated from the inside out. Roof, mechanicals, and more 8 years old or less. Great location for an easy commute to UW Campus. Great connections for bus service. Close to Spring Harbor Park and beach, coffee shops within walking distance. Updated LVP flooring throughout the home in 2024 and new water heater in 2025. New carpet, paint, and bathroom

  Matt Winzenried Realty Executives Cooper Spransy

  36 Craig Ave, Madison, WI 53705
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  /51

  $469,000

  • 4 Beds
  • 2 Baths
  • 1,713 Sq Ft

  3620 Speedway Rd, Madison, WI 53705

  This well-loved home has been cherished and meticulously maintained by the same owners for 25 years. With hardwood floors throughout and a full kitchen remodel completed in 2020, it blends timeless character with modern comfort. The spacious primary bedroom is conveniently located on the lower level, offering added privacy. Step outside to a fully fenced backyard with mature trees—perfect for

  Ashlee Aplin Berkshire Hathaway HomeServices True Realty

  3620 Speedway Rd, Madison, WI 53705
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  /42

  $749,900

  • 5 Beds
  • 3.5 Baths
  • 3,264 Sq Ft

  405 Blue Moon Dr, Verona, WI 53593

  5 bed, 3.5 bath home sitting on one of the most spacious lots in Birchwood Point! Fully fenced in yard has large deck, patio, play set and an abundance of mature trees and landscaping! Main level has bright, fresh finishes throughout, with a seamless open concept flow. Formal dining room and large office overlook the front of the home. Kitchen has quartz island, stainless steel appliances, dining

  Liz Slaby MHB Real Estate

  405 Blue Moon Dr, Verona, WI 53593
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  /6

  $200,000

  • Land
  • 0.04 Acre
  • $5,000,000 per Acre

  4028 Serenbe St, Middleton, WI 53562

  Lot 14 at Belle Farm. Building plan consists of a Cabin Home: 2-3 Beds, 2.5-3.5 Baths, approx. 1,300 - 1,700 SQ FT. Who says you cannot live beautifully in a smaller footprint? These cozy and light-filled standalone homes are a joy and a rarity — combining high quality, high functionality and attention to design in a small footprint home. The Cabins at Belle Farm serve as a peaceful antidote...an

  Estella Moschkau Sprinkman Real Estate

  4028 Serenbe St, Middleton, WI 53562
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  /4

  $255,000

  • Land
  • 0.07 Acre
  • $3,642,857 per Acre

  7539 Another Way, Middleton, WI 53562

  Southern facing Nest Lot 25 at Belle Farm in the coveted Middleton-Cross Plains school district. Floor plan consists of a 3 bed, 2.5 bath, approx. 2,100 square foot Nest Home. This home plan provides opportunity for flexible, multigenerational living with a primary bedroom on the ground floor and a separately accessed ADU (Accessory Dwelling Unit) above the garage. Nest lots are close to the

  Estella Moschkau Sprinkman Real Estate

  7539 Another Way, Middleton, WI 53562
• 

  

  /23

  $499,000

  • 4 Beds
  • 2 Baths
  • 2,454 Sq Ft

  6384 Demarco Trail, Verona, WI 53593

  Well maintained 3-4 bedroom home located in a small rural subdivision close to everything!! Benefit of rural setting with municipal sewer. Room in the lower level could be a large fourth bedroom. Large 2 car detached garage is 24'x30'. Newer deck with garden shed underneath. Large recreation room in basement with fireplace (currently has an electric log) but is wood burning. Zoned heating.

  Pat Burke DeBurgo Realty Inc

  6384 Demarco Trail, Verona, WI 53593
• 

  

  /9

  $147,500

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  2342 Allied Dr Unit 4, Madison, WI 53711

  Build equity while paying less than renting in this affordable condo unit along the bike path! 2nd floor - 850sf - 2br/1ba - 8 Unit Building. The condo has an open living room and kitchen with an island bar and stainless steel appliances. Shared washer/dryer and storage unit in the basement. Condo fees are $430/mo and includes 2 parking spots, water, heat, snow/lawn care, management fees,

  Carson Brewer ALTUS Commercial Real Estate, Inc.

  2342 Allied Dr Unit 4, Madison, WI 53711

Showing Results 161 - 200, Page 5 of 13