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653 Orchard Drive Drive, Madison
$510,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
BACK ON THE MARKET BUYER?S FINANCING FELL THROUGH, SO YOUR SECOND CHANCE HAS ARRIVED! Why pay top dollar for someone else?s design choices when you can take this charming Oak Park Heights original and make it unmistakably YOURS? Tucked into one of Madison?s most beloved west side neighborhoods, this distinctive 1.5 story home delivers the things you can?t renovate into existence: character, solid mid-century construction, a wonderfully unique layout, generous living spaces, and a lush yard just steps from Odana Hills Golf Course. Bring your vision, your paint colors, your flooring, and your imagination. Restore its mid-century soul or give it a fresh 21st-century transformation. The possibilities are exciting... and endless! And the location? Close to shopping, dining, parks, bike paths, golf, and practically everything west Madison has to offer. Seller acknowledges updates are likely desired. Offered AS IS and priced accordingly. ALL PHOTOS VIRTUALLY STAGED.

653 Orchard Drive Drive, Madison

Listing courtesy of Y Realty. Selling Office: .

101 Coach House Drive Drive, Madison
$510,000
3 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Welcome to 101 Coach House Drive! This thoughtfully updated home offers comfort, efficiency, and peace of mind with extensive improvements throughout. Updates include new windows (2007) with a transferable lifetime warranty, an expanded living room and paver patio (2010), refreshed kitchen, updated bathrooms, and solid interior doors/trim (2014-15), a gas fireplace insert (2024), new siding with transferable lifetime workmanship warranty (2025), and a new roof with a 50-year transferable shingle warranty (2026). The two-zone HVAC system features WiFi-enabled thermostats, a whole-home humidifier, an air cleaner, a dehumidifier, and a heat-recovery ventilator. Enjoy a functional layout, inviting living spaces, thoughtful updates, and a home designed for year-round comfort and efficiency.

101 Coach House Drive Drive, Madison

Listing courtesy of Rock Realty. Selling Office: .

318 Oldfield Road Road, Madison
$510,000
3 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
Welcome home to this delightful and expansive ranch home in the beautiful tree lined Walnut Grove Neighborhood on Madison's West Side. Enjoy all of the parks, bike paths & easy access to UW, downtown Madison, Middleton, shopping & schools. This roomy, 3 bedroom, 1.5 bath home features a large, open & inviting living room with a big picture window and wood burning fireplace, leading to a spacious dining area with a walkout to the deck and fenced yard, large enough to host great gatherings, raised garden beds, play sets & pets! The eat-in kitchen has a gas range & oven, stainless appliances and tons of storage and organizational space. The enormous lower level features 3 finished rooms, including a 35'x11' rec room, an 11x12 flex room (perfect for an office, game room or music studio), and a 14'x18' space (think exercise room or shop), as well as the laundry room and tons of additional storage! Large 2 car garage with built in workbench and additional storage.

318 Oldfield Road Road, Madison

Listing courtesy of Restaino & Associates. Selling Office: .

8918 Silkwood Trail Trail, Madison
$510,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Step inside and instantly feel at home in this meticulously maintained 4-bedroom ranch located in Verona?s sought-after Linden Park! Be welcomed by updated LVP flooring and an open/airy floor plan designed for both everyday living and entertaining. The eat-in kitchen features high-end appliances, an oversized breakfast bar/island, and seamless sightlines to the dining area and spacious living room. Convenient split style bedrooms allows for a private Owners suite with its own en-suite bath boasting a dual vanity, walk-in closet & walk-in shower. The finished/exposed lower level expands your living space with a large family room, a 4th bed, and a stubbed-in full bath, along with plenty of storage in the unfinished area Step outside to enjoy the deck overlooking your fenced backyard with no backyard neighbors for added privacy. This home truly has it all, don?t miss your chance to make it yours!

8918 Silkwood Trail Trail, Madison

Listing courtesy of MHB Real Estate. Selling Office: .

2725 Kendall Avenue Avenue, Madison
$510,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status
Regent Neighborhood gem offering classic elegance and modern comfort. This inviting home features a spacious family room addition with a vaulted ceiling and a cozy fireplace, perfect for gatherings and everyday living. Expansive windows flood the space with natural light, while oak floors and arched doorways add timeless charm. A fenced backyard provides a private outdoor oasis, ideal for play and entertaining. The lower level includes a workout room with cork flooring for a comfortable workout space. Ideally located within walking distance to schools, parks, coffee shops, and restaurants, this home combines style, convenience, and community in one desirable package.

2725 Kendall Avenue Avenue, Madison

Listing courtesy of Berkshire Hathaway HomeServices True Realty. Selling Office: .

308 S Brooks Street Street, Madison
$510,000
CLOSED Status
Back with improved price...now is the time to see it in person! This fully leased 2-unit investment presents an outstanding opportunity in one of Madison's most sought-after rental corridors. Just blocks from downtown, UW?Madison, and major hospitals, this property benefits from consistent tenant demand and a proven rental history. Both units are leased, providing immediate cash flow, while the 9 rentable parking spaces and coin-op laundry give additional income, too! Prime location supports long-term demand from students, medical professionals, and downtown commuters. Ideal for investors seeking stable cash flow with built-in growth opportunities! This is a rare chance to acquire a well-located asset with stable income today and room for increased returns tomorrow.

308 S Brooks Street Street, Madison

Listing courtesy of Stark Company, REALTORS. Selling Office: .

429 S Segoe Road Road, Madison
$510,000
3 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Show 4/24. Perfectly located home on the Near West Side!Two large living spaces with picture windows allow for ample play and entertaining. Lovely renovated kitchen features beautiful quartz countertops, newer appliances and space to soak up the sun while you enjoy your morning coffee. Hardwood floors throughout the main level. Two updated full bathrooms, one of which is a rarity for the neighborhood: an en suite bathroom in the primary bedroom!Huge fully fenced backyard allows for all your favorite outdoor activities. Lower level includes a wood burning fire place, half bath and storage space. Two car garage with an epoxy floor! Steps from parks, schools, the bus line, Hilldale and all the west side has to offer.

429 S Segoe Road Road, Madison

Listing courtesy of Lauer Realty Group, Inc.. Selling Office: .

701 Harmony Hill Drive Drive, Madison
$510,000
4 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Welcome to this beautifully maintained Colonial in desirable Heritage Heights! This spacious 4-bedroom, 2.5-bath home offers a perfect blend of comfort and functionality. The updated kitchen features quartz countertops and opens seamlessly to the inviting family room with a cozy fireplace ideal for everyday living and entertaining. From there, step into the charming three-season porch, perfect for relaxing and enjoying the outdoors. The home also boasts formal living and dining rooms, providing elegant spaces for gatherings and special occasions. The lower-level rec room offers additional versatile living space to suit your needs. Situated on a nicely sized, mature lot with a fenced-in yard, this property provides both privacy and room to play or garden.Recent updates within the past five years include the kitchen, roof, furnace, A/C, water softener, Pella patio door, and driveway. Newer flooring throughout adds a fresh, modern touch.

701 Harmony Hill Drive Drive, Madison

Listing courtesy of Realty Executives Capital City. Selling Office: .

15 S Broom Street Street Unit 404, Madison
$510,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Step into your sanctuary in the sky! A hidden haven in the heart of the city. Enjoy a home where refined comfort meets everyday serenity in this beautifully appointed top-floor condo. Sunlight pours through the floor-to-ceiling windows, filling your space with warmth year-round. Your private balcony invites slow mornings with coffee and relaxing evenings unwinding in privacy. Two spacious bedrooms complement the open living and dining area, while the chef's kitchen inspires crafted dinners and joyful gatherings. Relish the best of downtown life without the noise just blocks from State St., Overture Center, Kohl Center, and an array of cafs and restaurants. With reserved private parking and unbeatable walkability, experience balance and ease of living. This top-floor residence has been thoughtfully enhanced with the seller?s tasteful updates, blending timeless design with modern luxury. Don?t miss your chance to experience life above it all.

15 S Broom Street Street Unit 404, Madison

Listing courtesy of Haven Real Estate Partners. Selling Office: .

1-3 Milo Lane Lane, Madison
$510,000
CLOSED Status
The open house on 3/28/26 has been canceled. Opportunities don't come up like this often! This eastside duplex is ready to owner-occupy with steady tenants. Both sides are 3 bed/2 bath units with a one-car garage (which has a little extra storage space!). The vacant side (3 Milo Lane) has newer LVP flooring throughout the living space. This is a tremendous opportunity to make passive income or to slowly "flip" the property with modern touches. You can't beat the location, either: less than a half mile from Hiestand Park + Disc Golf Course, and convenient grocery shopping just down the road at Woodman's. Less than a 10-minute drive gets you to some of the city's favorites: Olbrich Park, Garver Feed Mill, and the Atwood neighborhood. Don't miss the chance to invest in Madison's appreciating real estate market while enjoying where you live.

1-3 Milo Lane Lane, Madison

Listing courtesy of Realty Executives Cooper Spransy. Selling Office: .

1233 Jasmine Drive Drive, Madison
$510,000
4 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Welcome home to this beautifully updated two-story, 4-bedroom home in the sought-after Valley Ridge neighborhood on Madison?s west side! Recently refreshed inside and out, it features a new roof, gutters, and downspouts (2025), new interior paint, new wood flooring (2026), updated lighting, and a new garage door. The main level offers a formal dining room, private office, and a spacious family room with a cozy gas fireplace and large windows for abundant natural light. A combined laundry/pantry/mudroom and half bath add convenience. Upstairs includes four generous bedrooms and two full baths. The exposed lower level offers great potential for future finishing. Enjoy the freshly painted deck overlooking the neighborhood park?perfect for relaxing or entertaining. Close to parks, shopping, the Beltline, and Epic, this move-in-ready home blends comfort, style, and convenience.

1233 Jasmine Drive Drive, Madison

Listing courtesy of Real Broker LLC. Selling Office: .

313 S Midvale Boulevard Boulevard, Madison
$510,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status
Charming Cape Cod in desirable Sunset Village! Nestled near parks, Hilldale, the library, and shopping, this home offers warmth and character throughout. Enjoy a bright living room with a bay window and cozy gas fireplace, a stylish kitchen with stainless steel appliances and solid surface countertops, and a dining area that opens to a beautiful screened porch with vaulted ceilings and tile floors. Gorgeous hardwood floors flow through the main living spaces. Thoughtful layout with four bedrooms and two baths. The upstairs includes a versatile alcove perfect for a home office or creative nook. The lower level offers a rec room, laundry area, and a spacious storage area. Step outside to a private, tree-lined backyard?perfect for gatherings?plus a one-car garage.

313 S Midvale Boulevard Boulevard, Madison

Listing courtesy of MHB Real Estate. Selling Office: .

305 N High Point Road Road, Madison
$510,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status
Welcome home! Updated & freshly painted interior beckons you to delightful, light filled rooms w/ Anderson windows & open floor plan of kitchen, dining & great room w/ woodburning fireplace plus mixed use rooms of formal dining & living, music room & library or office & flex space?whatever your lifestyle. Mudroom w/ main floor laundry leads to oversized 2 car garage w/ car charger outlet. Upstairs are spacious bedrooms w/ blackout shades & a primary w/ vaulted ceiling that boasts walk in closet & double vanities & shower. Lower level rec room plus ample unfinished storage space. Fenced backyard w/ deck, trees, garden space & play structure easily accessible from dining patio doors. Lovingly maintained. Ready to move in & live! Walking distance to parks, dining & shops.

305 N High Point Road Road, Madison

Listing courtesy of First Weber Inc. Selling Office: .

4501 Bellingrath Street Street, Madison
$510,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Pride of ownership shines in this beautifully maintained one-owner ranch home! Step inside to find an open, inviting layout featuring 3 spacious bdrms, including a primary suite w/ a private bath & massive walk-in closet. The chef?s kitchen comes complete with granite counters, SS appliances including a gas range, & a large island w/ seating. Enjoy cozy Fall evenings by the gas FP or soak in the last of the warm weather on the stamped concrete patio. The oversized 2.5-car garage gives extra room for a motorcycle or workshop, while the unfinished LL provides excellent storage, is stubbed for a full bath, & offers incredible potential for future living space. Located in the highly rated McFarland School District, this home combines comfort, function, & value in one perfect package!

4501 Bellingrath Street Street, Madison

Listing courtesy of Stark Company, REALTORS. Selling Office: .

6002 Eagle Cave Drive Drive, Madison
$510,000
4 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Showing 11/14 Just ONE block from the neighborhood park & walking paths, a finished walkout basement, McFarland schools & just minutes from Madison; this one has everything on your wish list this season! Move in ready 4-bed, 3.5-bath w/ all the everyday comforts: SS appliances, main-level laundry & office room, a 30' deep 2.5 car tandem garage, solar panels = low energy bills & even a front porch swing! Upstairs, the owners' suite includes a WIC, tray ceiling & private bath. 2 more bdrms & full bath just down the hall. Finished LL w/ large rec room, bath & bdrm; great for hosting gatherings or overnight guests. Extend the entertaining space on your backyard deck overlooking the yard or venture below to the stamped concrete patio. Simple, comfortable living right where you want to be!

6002 Eagle Cave Drive Drive, Madison

Listing courtesy of Compass Real Estate Wisconsin. Selling Office: .

471 Agnes Drive Drive, Madison
$510,000
3 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Welcome to this charming 3bdrm, 2-1/2 bath home totaling 1,580 sq ft. perfectly positioned on a desirable side of town near everything you want. This home boasts of potential living space on the lower level for additional square footage for a potential bedroom, full bathroom, entertainment space, and a workshop. Imagine being close to shopping, lakes, and the University Arboretum. This neighborhood has mature trees that display stunning fall colors and provide cool shade in the summer. The fully fenced backyard is ideal for pets, entertaining, gardening, or creating a peaceful sanctuary. Schedule your showing today and experience all that this wonderful property has to offer!

471 Agnes Drive Drive, Madison

Listing courtesy of Redfin Corporation. Selling Office: .

405 North Franklin Avenue Avenue, Madison
$510,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status
Welcome to this charming Cape Cod bungalow with timeless character and modern updates in one of Madison's most sought-after neighborhoods. This delightful 3-bedroom, 1-bath home features hardwood floors throughout and a cozy gas fireplace. The kitchen and bath updates have preserved the home's classic appeal along with a small family room in the lower level with an electric fireplace. Private backyard perfect for relaxing or entertaining. Located moments from UW Madison with easy access to campus, dining, shops and numerous parks. This prime location offers convenience as well as neighborhood charm. Priced at $529,000, this move-in ready home is an excellent opportunity to own a piece of Madison's beloved architectural heritage in a walkable, rich amenity community.

405 North Franklin Avenue Avenue, Madison

Listing courtesy of Stark Company, REALTORS. Selling Office: .

7850 E Oakbrook Circle Circle, Madison
$509,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Get ready for a move-in ready gem on the west side of Madison that checks all the boxes! Tucked away on a quiet street yet close to everything, this refreshed 3 bed/2 bath home is packed with major updates so you can simply move in & enjoy. 2026 Updates: New kitchen windows (installed prior to close), new roof, new garage door & tracks, fresh paint throughout, new stainless steel range/oven & microwave, carpet in every bedroom, exterior trim & front door painted, freshly stained deck, new lighting, exterior siding pressure washed. Other recent improvements include: Heat pump water heater & water softener ('24), furnace ('21). From the moment you walk in, you will notice the fresh feel, functional layout, & pride of ownership throughout the home. Whether you're looking for easy west side living, quick access to shopping/dining, or a home with the big-ticket items already completed - this one delivers!

7850 E Oakbrook Circle Circle, Madison

Listing courtesy of Realty Executives Cooper Spransy. Selling Office: .

45 Golf Parkway Parkway, Madison
$507,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status
GOLF VIEWS! Stunning Tudor-Style Condo Overlooking Holes 1 & 10 Welcome home to this gorgeous 2-bedroom, 3-bathroom Tudor-style condo offering sweeping golf course views and a bright, open-concept layout. The modern kitchen features crisp white cabinetry, newer stainless steel appliances, granite countertops, and a stylish breakfast bar,perfect for casual mornings. Seamlessly transition into the formal dining area or the inviting living room, which boasts gleaming hardwood floors and opens into a bright, cheery sunroom. The primary bedroom suite is a private retreat, complete with an impressive gas fireplace, a walk-in tile shower, double sinks, and a generous walk-in closet. A spacious second bedroom also features its own en-suite bath and walk-in closet.Additional Features: Finished Walk-Out Lower Level: Features a cozy family room with a wood-burning fireplace.Flexible Den/Office:Easily serves as a 3rd bedroom or guest suite. Just minutes from golf, tennis, Cherokee Marsh & the Lake

45 Golf Parkway Parkway, Madison

Listing courtesy of Century 21 Affiliated. Selling Office: .

4409 Odana Road Road, Madison
$506,500
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Showings start 7/18. Opportunity awaits in the heart of Midvale Heights. Over 2,500 sqft, this 3 bed 2 bath home combines the character of a classic 1950s home with room sizes that are much larger than many homes of it's era. The semi-open main floor plan features spacious living area with wood fireplace, a cozy sunroom, formal dining with built ins. The impressive LL rec room (42'x20') with built in bar, wood burning fireplace, and hobby area offers so many possibilities. Original details including a well-preserved mid-century bathroom and built in book case add timeless charm. Outside enjoy a fenced in back yard with old growth trees, storage shed, and 2 car garage. A quick walk to Odana Golf Course, bike trails, parks, bus routes, and so much more. An amazing opportunity to take a 1950's home and make it your own and enjoy living spaces you can rarely find in this neighborhood.

4409 Odana Road Road, Madison

Listing courtesy of RE/MAX Preferred. Selling Office: .

7910 Starr Grass Drive Drive, Madison
$505,500
2 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Welcome home. This light and airy condo on Madison?s west side has all the space you need whether you are starting your homeownership journey or downsizing and ready to put away the snow shovels and lawn mower. Homeowner has updated and cared for this property beautifully! First floor has a fantastic open floor plan with delightful cooks kitchen, dining area and living room with gas fireplace. Relax on your screen porch this spring through fall! First floor laundry-mud room and 2 car garage with ramped entry. Closet space abounds! Fully exposed lower level is perfect for entertaining, home office(s) and plenty of room to add additional bedrooms if desired. Close to parks, paths, shopping, west Madison and Verona!

7910 Starr Grass Drive Drive, Madison

Listing courtesy of Restaino & Associates. Selling Office: .

3629 Turning Leaf Drive Drive, Madison
$505,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Like NEW! Meticulously maintained 3-bed, 2-bath home on Madison?s west side! The vaulted main level features an open floor plan with laminate flooring and a beautifully appointed natural ledgestone gas fireplace with raised stone hearth and wood mantel as the focal point. Kitchen offers white painted cabinetry, stainless steel appliances and island, open to the living room. Three bedrooms upstairs, including a spacious primary with 2 closets and walk-through bath featuring dual vanity. Walkout lower level is perfect for entertaining or watching the big game, with a second gas fireplace, rec room and full bath. Additional lower-level space provides excellent storage. Enjoy the nicely landscaped fenced yard, and storage beneath. Numerous updates include radon system, water softener (?21), fireplace, HVAC (?22), Humidifier ('23), roof/gutters, front steps, siding and garage lighting (?24), garage door/opener/springs, front railing and landscaping (?25), and whole-house dehumidifier ('26)

3629 Turning Leaf Drive Drive, Madison

Listing courtesy of Stark Company, REALTORS. Selling Office: .

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