185

Homes for Sale near Milestone Democratic School

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  • /3

    $1,600,000

    • Land
    • 16.5 Acres
    • $96,970 per Acre

    3058 County Highway Bb -, Cottage Grove, WI 53718

    Located immediately east of the City of Madison, Great Visibility to Cottage Grove Road. Land is planned to be annexed to the City of Madison upon development. Potential location for a Residential, Retail, Hospitality or Office development, upon municipal approvals. Layout for land division is flexible per Seller.

    Dan Scardino Point Real Estate

    3058 County Highway Bb -, Cottage Grove, WI 53718
  • /50

    $256,900 Open Thu 5PM - 7PM

    • 2 Beds
    • 2 Baths
    • 1,198 Sq Ft

    101 Metro Terrace Unit 102, Madison, WI 53718

    Imagine a home that finally keeps pace with your lifestyle. This 2-bed, 2-bath retreat trades clutter for clarity, offering a crisp, intentional floor plan where every room serves a purpose. Sunlight anchors the open living area, flowing naturally toward a sleek kitchen and breakfast bar designed for effortless hosting. Slide open the doors to your private garden-side patio, the perfect sanctuary

    Matt Kornstedt Stark Company, REALTORS

    101 Metro Terrace Unit 102, Madison, WI 53718
  • /18

    $850,000

    • 10,389 Sq Ft

    2528 E Washington Ave, Madison, WI 53704

    Rare retail/office building with move in ready area and build out potential. Fully built out 1st floor with retail and office area. Two restroom and full parking lot. Could be built out for 2 units. Separate entrance to second floor which needs build out but has potential for 1 or 2 units with common area plumbed for two restrooms. Updates including new roof and newer mechanicals. Schedule your

    The Schmidt Group* Keller Williams Realty-Milwaukee Southwest

    2528 E Washington Ave, Madison, WI 53704
  • /18

    $440,000

    • 3 Beds
    • 2 Baths
    • 2,374 Sq Ft

    5026 Piccadilly Dr, Madison, WI 53714

    Welcome to this well-loved home tucked into a quiet, established neighborhood. Inside, you’ll find a comfortable layout with a bright living room, an eat-in kitchen, and spacious bedrooms that offer plenty of flexibility for everyday living. The fenced-in backyard with shed is a standout feature that truly comes alive with a stunning flower garden that has been cared for over the years and blooms

    Helen Klock Everest Realty

    5026 Piccadilly Dr, Madison, WI 53714
  • /52

    $289,900

    • 2 Beds
    • 2 Baths
    • 1,305 Sq Ft

    2122 E Johnson St, Madison, WI 53704

    BACK ON THE MARKET! SHOWINGS RESUME FRI, MARCH 27!! (Prop was off the market for 43 days due A/O that fell apart 2/10-3/4 AND weather-snow, temps+contractor for house roof replacement & chimney repairs 3/5-3/26). OFFERS NEED TO BE TO LA BY 1:00 THURS 4/2 & RESPONSE TIME THRU FRI 4/3. Affordable Home Ownership! Cute & cozy ranch has lots of comfy spaces to enjoy. Inviting & Sunny LR. Kit has

    Jules Bowes First Weber, Inc

    2122 E Johnson St, Madison, WI 53704
  • /46

    $379,900

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    607 Malvern Hill Dr, Madison, WI 53718

    An exceptionally clean and well maintained Ranch style Condo in the quiet and secluded Covered Bridge Condominium Development. This open concept design is both warm and inviting. 1470 sq feet on the main level as well as a full lower level ready to be finished-off for additional living space with an egress window for the 3rd bedroom. The plumbing is ready to be finished for the 3rd bath. Large

    Scott Schroeder RE/MAX Preferred

    607 Malvern Hill Dr, Madison, WI 53718
  • /16

    $1,050,000

    • 1,000 Sq Ft

    804 Jenifer St, Madison, WI 53703

    Located in the heart of Madison’s highly sought-after Willy Street neighborhood, 804 Jenifer Street is a rare 7-unit investment opportunity with strong upside. The property features rents below market, offering immediate value-add potential for a new owner, while boasting a history of zero vacancies, a testament to tenant demand and location. The property offers lake views, along with walkable

    Erik Taske Madcity Management, LLC

    804 Jenifer St, Madison, WI 53703
  • /31

    $1,125,000

    • 4 Beds
    • 3.5 Baths
    • 3,628 Sq Ft

    2993 London Ave, Cottage Grove, WI 53527

    Experience refined craftsmanship in this custom-built Gannon Construction Inc. home, perfectly positioned on a serene pond in the newest phase of Westlawn Estates. Grand 16' foyer ceilings and 12' main-level ceilings create an immediate sense of scale, complemented by custom masonry throughout, including a striking floor to ceiling stone fireplace with two-way glass built-ins. The chef-inspired

    Austin Gannon Gannon Company, REALTORS

    2993 London Ave, Cottage Grove, WI 53527
  • /21

    $170,000

    • 2 Beds
    • 1 Bath
    • 685 Sq Ft

    5345 Garden View Ct Unit 106, Madison, WI 53713

    This 2-bedroom condo has an eat-in kitchen, a living area, and a full bathroom. Located in a quiet neighborhood with quiet condo owners. Managed by a professional management company. It is a perfect fit for first-time homebuyers, downsizers, or those seeking a more affordable living arrangement. The condo is strategically located on first floor, near bus lines, restaurants, banks, and South Towne

    Sara Anderson First Weber, Inc

    5345 Garden View Ct Unit 106, Madison, WI 53713
  • /3

    $129,900

    • Land
    • 0.24 Acre
    • $541,250 per Acre

    540 Buss Rd, Cottage Grove, WI 53527

    Build your dream home in the desirable Shady Grove neighborhood, where small-town charm meets everyday convenience. This homesite offers close proximity to schools and an ideal setting for a peaceful, slower-paced lifestyle, without giving up easy access to big-city amenities. Enjoy a welcoming, tight-knit community feel with friendly neighbors, nearby parks, trails, and natural spaces, perfect

    Aeryn Barry Tim O'Brien Homes LLC

    540 Buss Rd, Cottage Grove, WI 53527
  • /3

    $75,900

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    65 Bel-Aire Dr Unit 254, Madison, WI 53713

    Own your own home in a quiet, well-maintained neighborhood! This 3 bed/2 bath home has plenty of living space. Every day could feel like a vacation! Call us today to schedule a showing and see all the benefits of living in Highland Manor, a professionally managed community. Ask about our special incentive programs! This one won't last long!

    Tori Coil Highland Manor

    65 Bel-Aire Dr Unit 254, Madison, WI 53713
  • /11

    $269,900

    • 1 Bed
    • 1 Bath
    • 651 Sq Ft

    309 W Washington Ave Unit 604, Madison, WI 53703

    Enjoy upscale downtown living at Capitol West! This 1-bedroom, 1-bath condo features maple cabinetry and floors, island bar area and stainless steel appliances. Sleek bath with tub/shower combo and in unit washer & dryer. The open living area offers high ceilings and large windows with abundant natural light. Secure building with fitness center and community room. One of Lowest-priced units in

    Mary Bosio Coldwell Banker Real Estate Group

    309 W Washington Ave Unit 604, Madison, WI 53703
  • /8

    $350,000

    • 1,700 Sq Ft

    816 Melvin Ct Unit 1, Madison, WI 53704

    Tired of staring at those sad, Frankenstein'd old houses turned into multifamily mishmashes? Buckle up, because here's the magic phrase that'll make your real estate heart skip a beat: TWO-FLAT FOR SALE IN MADISON! Whether you're an owner-occupant dreaming of your perfect pad or a savvy investor plotting your empire, this is a great fit. Both units will be delivered vacant. No awkward tenant

    Gordon Stebbings Wisco Real Estate Sales

    816 Melvin Ct Unit 1, Madison, WI 53704
  • /23

    $269,000

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

    704 Herndon Dr Unit 201, Madison, WI 53718

    Beautifully maintained top-floor unit at Alta Green! Featuring two spacious bedrooms, two full baths, and filled with natural light. Enjoy the many amenities the association has to offer, such as underground heated parking, a dedicated storage unit, and a well-designed layout that maximizes comfort and functionality. The perfect balance of quiet and convenience, being near the Door Creek

    Sam Jessup Pinnacle Real Estate Group LLC

    704 Herndon Dr Unit 201, Madison, WI 53718
  • /8

    $125,000

    • Land
    • 0.18 Acre
    • $694,444 per Acre

    Lot 4 Wyalusing Dr, Madison, WI 53718

    Rare opportunity in Madison’s sought-after Reston Heights Subdivision! Hard-to-find single-family lots in a master-planned community with parks, greenspace, and trails. Lots will be ready to build by mid-November — bring your own builder and design your dream home! Enjoy green space bordering these lots and a large park across the street. Prime location near the Door Creek Corridor, new schools,

    Mark Nortman First Weber Inc

    Lot 4 Wyalusing Dr, Madison, WI 53718
  • /8

    $125,000

    • Land
    • 0.17 Acre
    • $735,294 per Acre

    Lot 2 Wyalusing Dr, Madison, WI 53718

    Rare opportunity in Madison’s sought-after Reston Heights Subdivision! Hard-to-find single-family lots in a master-planned community with parks, greenspace, and trails. Lots will be ready to build by mid-November — bring your own builder and design your dream home! Enjoy green space bordering these lots and a large park across the street. Prime location near the Door Creek Corridor, new schools,

    Mark Nortman First Weber Inc

    Lot 2 Wyalusing Dr, Madison, WI 53718
  • /8

    $125,000

    • Land
    • 0.16 Acre
    • $781,250 per Acre

    Lot 3 Wyalusing Dr, Madison, WI 53718

    Rare opportunity in Madison’s sought-after Reston Heights Subdivision! Hard-to-find single-family lots in a master-planned community with parks, greenspace, and trails. Lots will be ready to build by mid-November — bring your own builder and design your dream home! Enjoy green space bordering these lots and a large park across the street. Prime location near the Door Creek Corridor, new schools,

    Mark Nortman First Weber Inc

    Lot 3 Wyalusing Dr, Madison, WI 53718
  • /8

    $125,000

    • Land
    • 0.17 Acre
    • $735,294 per Acre

    Lot 5 Wyalusing Dr, Madison, WI 53718

    Rare opportunity in Madison’s sought-after Reston Heights Subdivision! Hard-to-find single-family lots in a master-planned community with parks, greenspace, and trails. Lots will be ready to build by mid-November — bring your own builder and design your dream home! Enjoy green space bordering these lots and a large park across the street. Prime location near the Door Creek Corridor, new schools,

    Mark Nortman First Weber Inc

    Lot 5 Wyalusing Dr, Madison, WI 53718
  • /8

    $125,000

    • Land
    • 0.16 Acre
    • $781,250 per Acre

    Lot 1 Wyalusing Dr, Madison, WI 53718

    Rare opportunity in Madison’s sought-after Reston Heights Subdivision! Hard-to-find single-family lots in a master-planned community with parks, greenspace, and trails. Lots will be ready to build by mid-November — bring your own builder and design your dream home! Enjoy green space bordering these lots and a large park across the street. Prime location near the Door Creek Corridor, new schools,

    Mark Nortman First Weber Inc

    Lot 1 Wyalusing Dr, Madison, WI 53718
  • /49

    $750,000

    • 5 Beds
    • 3.5 Baths
    • 4,030 Sq Ft

    514 Fundamental Way, Cottage Grove, WI 53527

    Discover refined living in this beautifully designed, light-filled home. The main level impresses w/ 2 distinct living areas, offering flexibility & style, along with a private office thoughtfully tucked just off the kitchen. The open-concept floor plan showcases a seamless transition from the mudroom into the chef-inspired kitchen & inviting living areas—perfect for effortless everyday living &

    Husky Homes Team Compass Real Estate Wisconsin

    514 Fundamental Way, Cottage Grove, WI 53527
  • /33

    $245,000

    • 1 Bed
    • 1 Bath
    • 432 Sq Ft

    121 S Hamilton St Unit 202, Madison, WI 53703

    Units like this don’t come up often in the historic Baskerville Building! This second-floor 1-bedroom, 1-bath condo blends classic charm with modern convenience. Beautiful hardwood floors throughout, with marble tile featured in the kitchen and bath. Enjoy views of both the Capitol and nearby lake from the terrace. Thoughtful updates include Kohler fixtures in the bathroom. The condo fee includes

    Aaron Weber Compass Real Estate Wisconsin

    121 S Hamilton St Unit 202, Madison, WI 53703
  • /75

    $434,900

    • 3 Beds
    • 2.5 Baths
    • 1,670 Sq Ft

    6567 Prairie Wood Dr, McFarland, WI 53558

    Your own home for under $450K! Clean slate to furnish in this BETTER than new home!! Low to no maintenance! Enjoy living without having to deal with large yard, no older home repairs/replacements that are expensive! Get into home ownership to build your own equity! Spacious open floorplan, large kitchen island w/custom Auburn Ridge cabinetry, Quartz counters, stainless appliances, First Fl

    R3bel Real Estat Group Century 21 Affiliated

    6567 Prairie Wood Dr, McFarland, WI 53558
  • /13

    $10,500,000

    • Land
    • 1.53 Acres
    • $6,862,745 per Acre

    522 E Wilson St, Madison, WI 53703

    Prime 1.534 Acre Redevelopment opportunity in downtown Madison, WI! It is currently the Come Back In, Essen Haus Restaurant and Ruby Marie Hotel located at 508-518 E Wilson St. & 134-150 S. Blair St., this property offers magnificent views of Lake Monona. This versatile lot has city approval for a 164-unit apartment building, a 100-room hotel and comes with an existing historic building - Hotel

    James Stopple Madison Property Management, Inc.

    522 E Wilson St, Madison, WI 53703
  • /48

    $1,600,000

    • 7,644 Sq Ft

    6062 Driscoll Dr, Madison, WI 53718

    Great investment opportunity in East Madison's Grandview Commons neighborhood! Immediate cash flowing with 4 units and built in 2019 offers low maintenance and off-street parking to maximize appeal. Numerous upgrades throughout include: stainless Frigidaire apps, LVP flooring on main level, Quartz counters in kitchen, 2nd flr laundry, tankless water heaters, Basements roughed in for full bath,

    Chris Barreau MHB Real Estate

    6062 Driscoll Dr, Madison, WI 53718
  • /48

    $648,000

    • 3 Beds
    • 2 Baths
    • 2,056 Sq Ft

    238 Kensington Dr, Madison, WI 53704

    Quick closing possible! Full of character, this classic Cape Cod in Maple Bluff offers comfort & style in a prime location. Upstairs you'll find 2 spacious bdrms & a beautifully remodeled full bath w/heated flrs & towel warmer! 3rd bdrm & second full bath on main level provide a perfect separate spot for guests or home office. Hardwood flrs throughout (newly refinished on the main!), adding

    Mary Duff Stark Company, REALTORS

    238 Kensington Dr, Madison, WI 53704
  • /46

    $575,000

    • 2 Beds
    • 2.5 Baths
    • 2,196 Sq Ft

    4721 Femrite Dr, Madison, WI 53716

    VR $575,000 to $600,000. Rare live/work opportunity! This charming ranch-style home sits on just under half an acre with a flowing open floor plan featuring 2 bedrooms, 2.5 baths. The main level boasts an open kitchen, generous living room with wood-burning fireplace, and a formal dining area that opens to a bright sunroom, and finished with two bedrooms and a full hall bathroom. The lower level

    Katie Michelle House To Home Now

    4721 Femrite Dr, Madison, WI 53716
  • /5

    $93,900

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    58 Belaire Dr Unit 86, Madison, WI 53713

    Looking for a place away from all the hustle and bustle of the city? Right now, you could own a 2022 3 bed/2 bath home for only $93,900.00 plus lot fees. That's 1056 square feet of living space! This amazing home is in Highland Manor, a family-oriented, well-maintained manufactured home community. Call now to view this home and learn about our promotional offers!

    Tori Coil Highland Manor

    58 Belaire Dr Unit 86, Madison, WI 53713
  • /55

    $500,000

    • 3 Beds
    • 1.5 Baths
    • 1,650 Sq Ft

    2146 Winnebago St, Madison, WI 53704

    Many items are updated including siding, roofing, windows, doors, carpets, floors, screen porch, light fixtures and receptacles, central AC and furnace. Make this house on home on well known Winnebago street, which close to many small businesses. Room dimensions are estimated. Owner is a broker.

    Koua Vang Koua Vang

    2146 Winnebago St, Madison, WI 53704
  • /4

    $112,900

    • Land
    • 0.11 Acre
    • $1,026,364 per Acre

    4781 Sorrel Dr, Fitchburg, WI 53711

    Build your dream home in Terravessa, a thoughtfully planned Fitchburg community featuring parks, green space, walking and biking trails, and nearby lake access. Conveniently located near shopping, event venues, in-neighborhood dining, cafés, and school. Served by the Oregon School District and connected to the greater Madison trail network, including the Southwest Commuter Trail. Lot sale is

    Aeryn Barry Tim O'Brien Homes LLC

    4781 Sorrel Dr, Fitchburg, WI 53711
  • /4

    $158,900

    • Land
    • 0.17 Acre
    • $934,706 per Acre

    2952 Parsnip Dr, Fitchburg, WI 53711

    Build your dream home in Terravessa, a thoughtfully planned Fitchburg community featuring parks, green space, walking and biking trails, and nearby lake access. Conveniently located near shopping, event venues, in-neighborhood dining, cafés, and school. Served by the Oregon School District and connected to the greater Madison trail network, including the Southwest Commuter Trail. Lot sale is

    Aeryn Barry Tim O'Brien Homes LLC

    2952 Parsnip Dr, Fitchburg, WI 53711
  • /4

    $158,900

    • Land
    • 0.17 Acre
    • $934,706 per Acre

    2948 Parsnip Dr, Fitchburg, WI 53711

    Build your dream home in Terravessa, a thoughtfully planned Fitchburg community featuring parks, green space, walking and biking trails, and nearby lake access. Conveniently located near shopping, event venues, in-neighborhood dining, cafés, and school. Served by the Oregon School District and connected to the greater Madison trail network, including the Southwest Commuter Trail. Lot sale is

    Aeryn Barry Tim O'Brien Homes LLC

    2948 Parsnip Dr, Fitchburg, WI 53711
  • /4

    $158,900

    • Land
    • 0.17 Acre
    • $934,706 per Acre

    2936 Parsnip Dr, Fitchburg, WI 53711

    Build your dream home with Tim O'Brien Homes on a lot with a private rear yard lined with mature trees. Terravessa is a thoughtfully planned Fitchburg community featuring parks, green space, walking and biking trails, and nearby lake access. Conveniently located near shopping, event venues, in-neighborhood dining, cafés, and school. Served by the Oregon School District and connected to the

    Aeryn Barry Tim O'Brien Homes LLC

    2936 Parsnip Dr, Fitchburg, WI 53711
  • /4

    $158,900

    • Land
    • 0.17 Acre
    • $934,706 per Acre

    2940 Parsnip Dr, Fitchburg, WI 53711

    Build your dream home with Tim O'Brien Homes on a lot with a private rear yard lined with mature trees. Terravessa is a thoughtfully planned Fitchburg community featuring parks, green space, walking and biking trails, and nearby lake access. Conveniently located near shopping, event venues, in-neighborhood dining, cafés, and school. Served by the Oregon School District and connected to the

    Aeryn Barry Tim O'Brien Homes LLC

    2940 Parsnip Dr, Fitchburg, WI 53711
  • /4

    $112,900

    • Land
    • 0.11 Acre
    • $1,026,364 per Acre

    4783 Sorrel Dr, Fitchburg, WI 53711

    Build your dream home in Terravessa, a thoughtfully planned Fitchburg community featuring parks, green space, walking and biking trails, and nearby lake access. Conveniently located near shopping, event venues, in-neighborhood dining, cafés, and school. Served by the Oregon School District and connected to the greater Madison trail network, including the Southwest Commuter Trail. Lot sale is

    Aeryn Barry Tim O'Brien Homes LLC

    4783 Sorrel Dr, Fitchburg, WI 53711
  • /4

    $158,900

    • Land
    • 0.17 Acre
    • $934,706 per Acre

    2932 Parsnip Dr, Fitchburg, WI 53711

    Build your dream home with Tim O'Brien Homes on a lot with a private rear yard lined with mature trees. Terravessa is a thoughtfully planned Fitchburg community featuring parks, green space, walking and biking trails, and nearby lake access. Conveniently located near shopping, event venues, in-neighborhood dining, cafés, and school. Served by the Oregon School District and connected to the

    Aeryn Barry Tim O'Brien Homes LLC

    2932 Parsnip Dr, Fitchburg, WI 53711
  • /11

    $160,000

    • Land
    • 0.22 Acre
    • $727,273 per Acre

    1907-1909 Dondee Rd, Madison, WI 53716

    Build Two New units in the Perfect Location! Don’t miss this rare opportunity to own a ready-to-build lot where you can build the homes you’ve always imagined, with all the amenities, comfort, and lifestyle. Forget about shoveling snow or mowing the lawn and enjoy your free time while living in a new home with all the conveniences of a condo, making your life easier. Enjoy peaceful surroundings

    Sam Jessup Pinnacle Real Estate Group LLC

    1907-1909 Dondee Rd, Madison, WI 53716
  • /10

    $599,900

    • Land
    • 3.33 Acres
    • $180,150 per Acre

    3602 Agriculture Dr, Madison, WI 53718

    The sale includes two adjacent Industrial zoned buildable lots: 3602 Agriculture Dr (Parcel Number 071027106056) and 5149 Tradewinds Pkwy (Parcel Number 071027106048). Together it is 3.33 acres. Most of the trees were cleared in 2024. Site prep had begun for leveling and development. Lot 4: 1.75 Acres Lot 5: 1.58 Acres

    Steven Lee Koua Vang

    3602 Agriculture Dr, Madison, WI 53718
  • /6

    $300,000

    • Land
    • 1.25 Acres
    • $240,000 per Acre

    Lot 3 Bellevine Ct, Verona, WI 53593

    This highly desirable lot is ready for the perfect person to come along and build their dream home in the town of Middleton. It is ideal for a family, situated in a family-friendly neighborhood with great schools. There are multiple walking and biking trails nearby, as well as close proximity to restaurants, shopping and golf courses. This beautiful lot is adjacent to Spruce Hollow. Feel free to

    Brenda Delabarre Stark Company, REALTORS

    Lot 3 Bellevine Ct, Verona, WI 53593
  • /7

    $123,900

    • Land
    • 0.23 Acre
    • $538,696 per Acre

    L55 Morning Star Way, Cottage Grove, WI 53527

    Build your dream home in the desirable Shady Grove neighborhood, where small-town charm meets everyday convenience. This homesite offers close proximity to schools and an ideal setting for a peaceful, slower-paced lifestyle, without giving up easy access to big-city amenities. Enjoy a welcoming, tight-knit community feel with friendly neighbors, nearby parks, trails, and natural spaces, perfect

    Aeryn Barry Tim O'Brien Homes LLC

    L55 Morning Star Way, Cottage Grove, WI 53527
  • /7

    $133,900

    • Land
    • 0.25 Acre
    • $535,600 per Acre

    543 Buss Rd, Cottage Grove, WI 53527

    Build your dream home in the desirable Shady Grove neighborhood, where small-town charm meets everyday convenience. This homesite offers close proximity to schools and an ideal setting for a peaceful, slower-paced lifestyle, without giving up easy access to big-city amenities. Enjoy a welcoming, tight-knit community feel with friendly neighbors, nearby parks, trails, and natural spaces, perfect

    Aeryn Barry Tim O'Brien Homes LLC

    543 Buss Rd, Cottage Grove, WI 53527

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