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$850,000
Rare opportunity to build in the highly sought-after Highlands neighborhood. This 0.76-acre wooded lot offers a private, natural setting with mature trees and generous spacing between homes. Ideal topography allows for a full walk-out basement, maximizing light and views. Bring your own builder and design a custom home that fits your vision. This large, mostly level lot fits perfectly into the neighborhood?s spacious, park-like character. Enjoy the tranquility of this unique setting while being just minutes from all that Madison has to offer.

1003 Hillside Avenue, Madison

Listing courtesy of Stark Company, REALTORS.

$839,900
3 Beds ⋅ 2.5 Baths
Your Backyard Oasis Awaits. Discover the perfect blend of comfort, style, and thoughtful updates in this inviting 3-bedroom, 2.5-bath two-story home. From the new front door 2022 to the 2024 refrigerator and induction range, 2026 dishwasher, and 2023 water heater, every improvement reflects pride of ownership. Fresh interior paint, updated hardware, refinished bath woodwork, and numerous refreshes create a move-in ready feel, while the well-maintained furnace and A/C (2013) offer peace of mind. Ideally located near UW?Madison, UW Hospital, Hilldale Shopping Center, Hoyt Park, & downtown Madison. Two off-street parking spots! Relax in the beautifully landscaped backyard with a prairie garden, tranquil water features, and visiting songbirds and butterflies?your own private retreat. Pride of ownership shines throughout!

2638 Mason Street, Madison

Listing courtesy of Stark Company, REALTORS.

$837,500
4 Beds ⋅ 3.5 Baths
Nestled on a wooded lot, this spacious home offers comfort, character, & privacy. The living room features cathedral ceilings, w/ skylight that fills the space w/natural light, & a double-sided wood-burning fireplace shared w/the adjacent family room. The kitchen offers granite countertops, a breakfast bar, & access to a cedar deck overlooking the natural surroundings. A screened porch off the family room provides an ideal spot to relax outdoors. The open staircase leads to the upper level, where the primary suite features a private deck, updated shower & flooring, whirlpool tub, double vanity, & ample closet space. The second bedroom has direct access to the updated main bath w/new tile flooring, countertops, & tub/shower surround, while a third bedroom completes the level. The walkout LL includes a family room w/built-in bookcases & seating, an office w/built-in desk & shelving, & a laundry room w/sink. An oversized 2-car garage provides plenty of storage and convenience.

1 White Oaks Lane, Madison

Listing courtesy of Collective Real Estate Group.

$825,000
4 Beds ⋅ 2.5 Baths
West Lawn Two Story boasts an idyllic locale, original character, sun filled spaces, & a versatile floor plan that offers options for work from home & guest space. Classic features; hardwood floors, living room w/original built-ins & wood burning fireplace, formal dining w/built in hutch, a south facing sunroom, & a main floor 1/2 bath. Kitchen offers an induction range, solid surface counter-tops, SS appliances & a breakfast bar and opens into the family room w/new LVP flooring. 2nd floor offers 3 bdrms w/spacious primary, a large bathroom w/new vanity & separate tub and walk-in shower (potential to divide to create two baths). 3rd floor offers vaulted ceilings, skylights, new carpet & two distinct spaces for a bedroom and den. Great outdoor space w/a deck off the family room, gardens, raspberries and a rare 2 1/2 car garage. Updates: Added HVAC to sun room, fresh interior paint, refinished wood floors, A/C, H20 Heater & more!

211 Vista Road, Madison

Listing courtesy of Lauer Realty Group, Inc..

$825,000
4 Beds ⋅ 3.5 Baths
Welcome home to this quality-built Faircrest/Parkwood Hills beauty. Heavily wooded lot with large neighborhood greenspace and bike path (to schools) behind - so private! Step back in time to when houses were built to last a lifetime, where neighbors looked out for each other & kids were free to roam - to the nearby Parkcrest swim & tennis club, to the 97 acre Owen Conservation Preserve at the end of the block, to school, school activities and sports. It's truly priceless and rare that kids (and teachers) can walk or bike to all 3 schools, K-12. These original owners have poured love and care into this home over the years, and it shows. Classic, spacious floor plan with some hardwood floors, very large living spaces and tucked-away main floor primary suite. Walkout lower level with fireplace and several bonus rooms. Enjoy all of the special little custom features the creative owner designed - you'll be discovering them for years.

6325 Keelson Drive, Madison

Listing courtesy of Jenny Swain and Associates.

$825,000
4 Beds ⋅ 3.5 Baths
Welcome to this inviting and value-priced ranch in Hawks Landing w/a half-acre setting that offers the perfect blend of open space & peaceful woods. Enjoy morning coffee or evening gatherings on the newer two-tier deck off the lovely screened porch, overlooking mature trees & perennial landscaping supported by an irrigation system. Newer LVP & carpet on the main level tie together the connected living spaces creating warm everyday flow, while the spacious kitchen w/huge pantry is ready to shine as the heart of the home. The walk-out lower level features 3 large bedrooms (incl one ensuite), a second home office, and fun hang-out space w/pool table and bar area. Heated 3-car garage w/basement access for all of your toys. Just steps from neighborhood pool, clubhouse, tennis courts, and golf this home provides an exceptional lifestyle opportunity! Move-in and make design choices to customize this great home to your preference!

1801 Maplecrest Drive, Madison

Listing courtesy of Stark Company, REALTORS.

$800,000
4 Beds ⋅ 3 Baths
Welcome home to this spacious and well-maintained 4-bedroom, 3-bath home tucked along a quiet street in one of Madison?s most desirable locations! Generous room sizes throughout offer plenty of space to spread out while providing the perfect opportunity for the next owner to add their personal touches. The main level features a spacious kitchen, dining room, living room, convenient laundry, family room with fireplace, dedicated home office, and inviting 3-season porch. Upstairs you?ll find all four bedrooms and two beautifully updated baths. The lower level offers a finished rec room plus an unfinished basement with plenty of room for storage. Enjoy the private backyard and patio, perfect for relaxing, entertaining, or summer gatherings. Fantastic west-side location within walking distance of the neighborhood elementary, middle, and high schools, Parkcrest Swim & Tennis Club, and Owen Conservation Park. A wonderful place to call home!

6318 Keelson Drive, Madison

Listing courtesy of Collective Real Estate Group.

$800,000
3 Beds ⋅ 2.5 Baths
Vintage charm meets mid-century modern in this beautiful home nestled in the highly sought-after Sunset Hills neighborhood. Offering 3 beds, 2.5 baths, & 2,000 sq ft of living space, this home is filled w/ character and thoughtful updates throughout. The main level features vaulted ceilings, a cozy gas fireplace, & an abundance of natural light. Upstairs, you'll find 3 bedrooms & a full bath. The walkout LL provides a living room w/ direct access to the backyard, along with ample storage & a versatile bonus room ideal for a home gym, hobby space, or workshop. Enjoy outdoor living from the screened porch & adjoining stamped concrete patio, both overlooking a private, fenced backyard surrounded by mature trees and lush landscaping. Recent improvements include the roof, windows, water heater, water softener, paint, flooring,& more, providing peace of mind for years to come. Ideally located w/in walking distance of Hoyt Park, downtown Madison, Hilldale Shopping, biking & restaurants.

117 Alden Drive, Madison

Listing courtesy of Pinnacle Real Estate Group LLC.

$799,900
3 Beds ⋅ 2 Baths
Beautifully updated home on a tucked away private street yet close to everything! Very functional floor plan with 3 private bedrooms , 2 updated baths, main level laundry and two living room spaces. Kitchen is updated with white Amish cabinetry, quartz countertops, stainless steel appliances, all new LVP flooring throughout the entire main floor, "complete full" remodel of master bath & kids bath, Kohler plumbing fixtures, LED lighting, fresh paint, crown molding, opened the wall from the kitchen to living room (new dining space), new furnace, new AC, new washer & dryer, all new 2 panel interior doors, 5.5 base, 3.5 case, new fireplace insert and mantel, old insulation removed and new blown in, updated bath venting and new front door (install before end of Sept). Huge private yard with a back door to the garage and a patio door into informal living room. Room for gardens, dead-end street, bike bath within walking distance and easy access to shopping and downtown Madison.

6405 Appalachian Way, Madison

Listing courtesy of The Birschbach Team.

$799,900
Built in 2023, this modern twin-style duplex in the Village at Autumn Lake presents an outstanding investment or owner-occupant opportunity. Each spacious unit offers 3 bedrooms, 2.5 baths and a bright, open layout with contemporary finishes throughout. The main level features a generous great room, dining area, well-appointed kitchen and convenient in-unit laundry. Each side also includes a primary suite with private bath, finished lower-level bonus space, private balcony and attached 2-car garage. Separate gas, electric and water meters offer added convenience and flexibility. Enjoy park-facing views and a desirable location near neighborhood trails, a pond, playground and dog park within the Sun Prairie School District. Live in one unit and rent the other, or add a newer duplex to your investment portfolio. Schedule your showing today! Photos are of a similar model; finishes may vary.

2109-2113 Spring Dreams Lane, Madison

Listing courtesy of Century 21 Affiliated.

$799,900
3 Beds ⋅ 2 Baths
VRP $799,900-$849,900. Tucked into Richmond Hill on a spacious .52-acre cul-de-sac lot, welcome to this private backyard retreat. This 3 bedroom, 2 bath ranch offers nearly 2,600 sq. ft. of finished living space all on one level. Vaulted ceilings, expansive windows, hardwood flooring, and a striking stone fireplace create an impressive space filled with natural light. The kitchen opens to the dining area and incredible sunroom, featuring walls of windows, powered skylights and a freestanding stove. Outside, this property separates itself. The fenced backyard with walls of trees feels like your own private retreat with a heated saltwater in-ground pool, patio, mature landscaping, 17-zone irrigation. Add. highlights include a 3-car garage, 2023 sump pump, and new roof. A home that can't be built for this price.

10 Vienna Circle, Madison

Listing courtesy of EXP Realty, LLC.

$799,900
5 Beds ⋅ 2.5 Baths
Timeless 1924 Craftsman beautifully blends historic character with exceptional modern updates just two blocks from Tenney Park and only one mile to the Capitol. This stunning 5-bedroom home features gorgeous original woodwork, hardwood floors, glass transom windows, and a cozy gas fireplace. The chef's kitchen is equipped with quartz countertops, a GE Caf Series range, Bosch refrigerator, and thoughtful design for everyday living and entertaining. Enjoy movie nights in the home theater, then step outside to your private backyard retreat with terraced landscaping, patio, fire pit, new hot tub, and detached 2-car garage. Every update has been tastefully completed while preserving the home's original charm, creating the perfect balance of craftsmanship, comfort, and an unbeatable isthmus location. Brand new roof and recently painted exterior!

1233 E Johnson Street, Madison

Listing courtesy of Sprinkman Real Estate.

$799,900
5 Beds ⋅ 3.5 Baths
Welcome to this open and bright custom-built 5 bedroom home in desirable Hawk?s Landing, beautifully situated with a private backyard that backs up to a picturesque horse farm! The remodeled kitchen features new quartz countertops, a stylish tile backsplash and a large island with snack bar seating. The spacious living room offers built-ins and a cozy gas fireplace, while the formal dining room and dinette provide plenty of space for entertaining. Step outside to the huge deck overlooking an incredible backyard, perfect for relaxing or hosting guests. The inviting primary suite features a generous walk-in closet and private bathroom with a whirlpool tub, separate shower and double vanity. The exposed lower level includes a spacious rec room with a gas fireplace, 5th bedroom, full bathroom and abundant storage. Additional highlights include vaulted ceilings, hardwood floors, a 3-car garage and much more. Conveniently located just a short walk from parks and Olson Elementary!

9514 Hill Creek Drive, Madison

Listing courtesy of Pinnacle Real Estate Group LLC.

$799,000
5 Beds ⋅ 3 Baths
Spacious, custom built Mid-century home in great condition, on quiet tree-lined street in the coveted Hill Farms neighborhood. Five bedrooms, home office, two family rooms, three full bathrooms. Sunny, south-facing living room with vaulted ceilings. Formal dining room with built-ins and nice screen porch with vinyl sliding windows. Large, private backyard. Replacement windows, six year old roof. Built in cabinetry throughout including a custom built sewing station. Trees recently trimmed. Feeds into Van Hise, Hamilton and West. Close to Hill Farms pool. Excellent location 10 minutes to downtown, UW campus and hospitals.

310 Cheyenne Trail, Madison

Listing courtesy of Compass Real Estate Wisconsin.

$799,000
4 Beds ⋅ 3.5 Baths
Sunrise views and open land behind you. This 4-bedroom, 3.5-bath Middleton home faces east at the rear, backing directly to the UW?Madison research fields. Morning light pours into the back of the house, and the view stays yours. The floor plan offers an open kitchen flowing to the family room, a first-floor office, four bedrooms up including a primary suite with the same eastern view, and a finished lower level All of this within minutes of downtown Middleton's restaurants and shops, Beltline, and a short drive to the UW campus, Epic Systems, and Madison's west side.

545 Fargo Trail, Madison

Listing courtesy of NextHome Strategy.

$799,000
Quality 4-plex's in Madison are virtually nonexistent, making this Madison opportunity one you won't want to overlook. Three units are currently leased with a fourth vacant and move-in ready, ideal for an owner-occupant or immediate lease-up. Pro-forma rents of $1,500 to $1,600 per unit put projected gross annual income near $75,000 with strong upside potential. Built in 1987 and thoughtfully maintained, the property features a new roof (2025), fresh paint, some new flooring, and some kitchen and bathroom updates throughout. Slab foundation construction keeps maintenance simple and costs predictable. A standout feature rarely seen on multi-family properties: every unit includes its own attached private single-car garage, in-unit laundry, dishwasher, A/C, and a private patio or deck. Located off Fish Hatchery Rd with easy access to the Beltline, downtown Madison, and bike trails. A turnkey asset in a proven rental corridor and a compelling addition to any serious investment portfolio.

58 Sunfish Court, Madison

Listing courtesy of Real Broker LLC.

$799,000
3 Beds ⋅ 2.5 Baths
The last Bentley Green luxury townhome condos are complete! Built by Ganser Construction, these 2800+ sq. ft. townhomes offer luxury finishes thru-out in this highly sought after condo community. Relax on the main floor in the living room w/ gas fireplace. Entertain in the open kitchen, dinette or screened porch. Kit offers island w/b-bar, Quartz counters, custom cabs, SS appls & pantry. Upper level has Primary w/ WIC & en suite bath w/tiled shower, Quartz counters & custom cabs. 2 add'l BRs, full bath & laundry. Lower level offers den/office space & 1/2 bath. 2-car att. garage. Fantastic location within Hawk's Landing, just minutes from shops & restaurants.

9074 Paddington Parkway, Madison

Listing courtesy of Compass Real Estate Wisconsin.

$799,000
3 Beds ⋅ 2.5 Baths
The last Bentley Green luxury townhome condos are complete! Built by Ganser Construction, these 2800+ sq. ft. townhomes offer luxury finishes thru-out in this highly sought after condo community. Relax on the main floor in the living room w/ gas fireplace. Entertain in the open kitchen, dinette or screened porch. Kit offers island w/b-bar, Quartz counters, custom cabs, SS appls & pantry. Upper level has Primary w/ WIC & en suite bath w/tiled shower, Quartz counters & custom cabs. 2 add'l BRs, full bath & laundry. Lower level offers den/office space & 1/2 bath. 2-car att. garage. Fantastic location within Hawk's Landing, just minutes from shops & restaurants.

9076 Paddington Parkway, Madison

Listing courtesy of Compass Real Estate Wisconsin.

$799,000
3 Beds ⋅ 2.5 Baths
The last Bentley Green luxury townhome condos are complete! Built by Ganser Construction, these 2800+ sq. ft. townhomes offer luxury finishes thru-out in this highly sought after condo community. Relax on the main floor in the living room w/ gas fireplace. Entertain in the open kitchen, dinette or screened porch. Kit offers island w/b-bar, Quartz counters, custom cabs, SS appls & pantry. Upper level has Primary w/ WIC & en suite bath w/tiled shower, Quartz counters & custom cabs. 2 add'l BRs, full bath & laundry. Lower level offers den/office space & 1/2 bath. 2-car att. garage. Fantastic location within Hawk's Landing, just minutes from shops & restaurants.

9066 Paddington Parkway, Madison

Listing courtesy of Compass Real Estate Wisconsin.

$795,943
Free standing building leased to NASDAQ listed DocGo Inc DBA Ryan Brothers Ambulance for 3+ more years. Lease has 3.5% annual increases, tenant has 2 - 1 year options. 2 heated/cooled garage bays, additional land. Finished space has 3 bed, 1 bath, kitchen & lounge area. New roof in 2024, washer & dryer, in garage water spigots, floor drains, ozone sterilization in each HVAC system. Cameras (interior and exterior) and remote smart capabilities. There are 8 of these facilities in 3 counties for sale.

819 Walsh Road, Madison

Listing courtesy of ALTUS Commercial Real Estate, Inc..

$795,000
4 unit apartment complex located just 2 blocks off Williamson St. and 1 block from Lake Monona. Unit# 1 is 2 bed + 1 bath, unit #2 is a studio + 1 bath, unit #2 is 1 bed + bath and unit #4 is 1 bed + den with 1 bath. Shared laundry in basement, front porch, shared driveway access, 4 parking spaces behind property, walking distance to many local restaurants and only 1 mile from downtown Madison. Fully leased, easy to rent and an excellent location. Current rents listed are for 2025-2026. Zoned: TR-V1, HIST-TL: Third Lake Ridge Historic District

928 Spaight Street, Madison

Listing courtesy of Madison Property Management, Inc..

$795,000
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 private showing today.

2528 E Washington Avenue, Madison

Listing courtesy of Keller Williams Realty-Milwaukee Southwest.

$794,500
3 Beds ⋅ 2.5 Baths
Nestled among mature trees just a short stroll from the UW Arboretum, this classic 1948 home offers timeless character, an exceptional setting, & the flexibility to enjoy immediately or personalize over time. The vaulted dining/kitchen addition ('05) creates an airy gathering space, while the screened porch invites quiet mornings & relaxing evenings. Southern sunroom is filled w/natural light & cozy den for TV time or reading. Thoughtful updates to major mechanicals (HVAC '24; softener '26 & a maintained generator!) plus main level laundry room make everyday living comfortable & reliable. Outdoor storage beneath the addition +a gardening shed provide room for gear. Conveniently located near the Beltline, elementary & middle schools, plus Nakoma Golf Club's amenities. Move-in ready & priced below assessment, this is a chance to secure an outstanding home in one of Madison's coveted neighborhoods. Welcome!

4214 Mohawk Drive, Madison

Listing courtesy of Stark Company, REALTORS.

$775,000
A rare opportunity to own a commercial building in a highly visible and popular Monroe Street location near the intersection of Monroe and Glenway Street. This 2000+ square foot building is currently used as a veterinary clinic which previously housed an insurance company.

3514 Monroe Street, Madison

Listing courtesy of Restaino & Associates.

$775,000
5 Beds ⋅ 3.5 Baths
Long before Hill Farms became one of Madison's most sought-after neighborhoods, this home stood as the original farmhouse, a timeless piece of the area's history that has been thoughtfully updated for modern living. Original woodwork, beautifully refinished hardwood floors, a spacious living room with a fireplace, and a formal dining room showcase the home's enduring character. Additionally, a generous primary suite with a private ensuite bath, a thoughtfully finished lower level, and a versatile third-floor retreat provide the flexibility and modern amenities. Extensive updates, including a new roof and gutters, updated electrical throughout(including an electric vehicle charger), a new water heater, and new carpet in the basement and third floor provide peace of mind for years to come. All of this is just minutes from shopping, dining, parks, UW Campus, and the Capitol, offering the perfect blend of historic charm and everyday convenience.

5321 Manitowoc Parkway, Madison

Listing courtesy of Stark Company, REALTORS.

$775,000
4 Beds ⋅ 2.5 Baths
Location, Location, Location! Back on the market ! Popular Nakoma 4 bed 2.5 Bath home. Ideally located near the UW Arboretum, UW?Madison, and downtown Madison. It features 4 upper bedrooms, including a primary suite with a walk-in closet and full bath as well as second full bath. The inviting living room boasts wood floors and a wood burning fireplace, while the open kitchen and dining area include a cozy wood stove. A private study is ideal for work or quiet reading. Enjoy serenity on the screened porch or deck with views of your storybook backyard. Finished lower level adds a rec room with a 2nd fireplace and built-ins. Conveniently, there are two mudrooms, a main level half bath, and a 2-car attached garage. Just a short stroll to Nakoma Country Club & Golf, this home captures classic character in one of Madison?s most sought-after neighborhoods! UHP Elite Home Warranty Included. Seller can close quickly and motivated to sell! Easy access via bike or bus to downtown Madison.

4206 Manitou Way, Madison

Listing courtesy of Bunbury & Assoc, REALTORS.

$774,900
Great downtown 3-unit in an unbeatable location! New roof in 2025, newer furnace and updated electrical which are separately metered. Just blocks from the Capitol Square, James Madison Park & Kohl Center. Residents will love the inviting front porches ideal for entertaining, with easy access to downtown dining, shopping, entertainment, and the lakefront. Fully rented until August of 2027. This is a wonderful opportunity for investors to add to their portfolio or new investors just getting started to own in a wonderful neighborhood.

110 S Bassett Street, Madison

Listing courtesy of Realty Executives Capital City.

$765,000
4 Beds ⋅ 2.5 Baths
Stunning, single-owner custom home in desirable Richmond Hill, beautifully situated on a mature lot backing up to rolling fields. New hardwood floors span the main living areas, complementing the formal living room with fireplace, window seat, & crown molding, as well as the formal dining room with crown molding. French doors leading to a private den. The updated kitchen features SS appliances, generous cabinet & counter space, opening to a dinette with access to the deck?perfect for enjoying the peaceful views. A dramatic two-story family room showcases a floor-to-ceiling stone fireplace & expansive windows that flood the space w/ natural light. The primary suite offers his-and-hers closets, a double vanity, whirlpool tub, & separate shower. 3 additional spacious bedrooms & a loft/flex area above the garage provide versatile living options. Major updates include new siding, roof, gutters, & skylights, making this home as well-maintained as it is.

1314 Manassas Trail, Madison

Listing courtesy of Collective Real Estate Group.

$750,000
Investor opportunity! This well-maintained 4-unit property offers meaningful updates and landlord-friendly features. Recent improvements include new windows (2026), insulated walls and attic (2023), and water heater (2022). Two upper units have been remodeled with updated flooring, and all units feature split-system AC/heat pumps for added year-round comfort. Each unit includes two tandem parking spaces and separately metered electricity, paid by tenants. Owner pays heat and water/sewer; property has its own water softener. Shared basement coin-operated laundry provides convenient tenant access and additional owner income ( $200/mo). Approximately half the basement is secured landlord storage, including a small finished office?can be used for supplies, records, or on-site management. All units rented, two with long term tenants in place. Convenient Madison location near shopping, dining, parks, transit, and commuter routes.

5830 Balsam Road, Madison

Listing courtesy of Keller Williams Realty.

$750,000
4 Beds ⋅ 3.5 Baths
Welcome to 7201 Longmeadow Rd, a spacious 4-bedroom, 3.5-bath home on a beautiful 0.34-acre corner lot in desirable Wexford Village, surrounded by mature trees and Stricker's Pond views. With 4,520 finished sq ft, this extensively updated home offers an open eat-in kitchen, generous family room with wood-burning fireplace, four-season room, custom library built-ins, and a main-level bedroom with full bath. The finished lower level adds a media room, rec room, wet bar and flexible space for a future 5th bedroom. Enjoy the deck, patio, attached 2-car garage and new HVAC. Near neighborhood parks, miles of bike and walking trails, downtown Middleton, restaurants, shopping and Madison's west-side conveniences.

7201 Longmeadow Road, Madison

Listing courtesy of MannPower Realty.

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