206 houses for sale in Harlan Hills

Birch Hill Dr
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House · for sale
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Updated
Birch Hill Dr
Harlan Hills
· House
Harlan Hills · House
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
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Waban Hl
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House · for sale
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Waban Hl
Harlan Hills
· House
Harlan Hills · House
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
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Monroe St
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House · for sale
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Monroe St
Harlan Hills
· House
Harlan Hills · House
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
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Gregory St
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House · for sale
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Gregory St
Harlan Hills
· House
Harlan Hills · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
house with 3 bedroom, Madison WI ES103500692
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House · for sale
USD 650,000
USD 394/sq.ft
house with 3 bedroom, Madison WI ES103500692
Harlan Hills
· 1,647 sq.ft · 3 Bedrooms · House
· Garden · Parking · Fireplace · Equipped kitchen · Air conditioning
Harlan Hills · 1,647 sq.ft · 3 Bedrooms · House · Garden · Parking · Fireplace · Equipped kitchen · Air conditioning
Showings start Saturday, 10/11. Gracious, well-kept, light filled home on Madison's beloved Rowley Avenue. Updated chef's kitchen with soapstone counters, quality maple cabinetry and cork floors. Large, sunny living room with built in bookcases and woodburning fireplace. Open foyer, large dining room filled with windows, three good size bedrooms and full bath up. Hot water heat and central air. Larger than average backyard. Close to university, hospitals, bus line, bike path, Trader Joes. Feeds into Franklin/Randall, Hamilton and West schools. Convenient kitchen garden in front, lawn and play area in back yard. Fully fenced back yard, single car detached garage, shared driveway
Showings start Saturday, 10/11. Gracious, well-kept, light filled home on Madison's beloved Rowley Avenue. Updated chef's kitchen with soapstone counters, quality maple cabinetry and cork floors. Large, sunny living room with built in bookcases and woodburning fireplace. Open foyer, large dining room filled with windows, three good size bedrooms and full bath up. Hot water heat and central air. Larger than average backyard. Close to university, hospitals, bus line, bike path, Trader Joes. Feeds into Franklin/Randall, Hamilton and West schools. Convenient kitchen garden in front, lawn and play area in back yard. Fully fenced back yard, single car detached garage, shared driveway
USD 650,000
Rowley Ave, Madison, Home For Sale
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House · for sale
USD 650,000
USD 394/sq.ft
Rowley Ave, Madison, Home For Sale
Harlan Hills
· 1,647 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden · Parking · Fireplace · Equipped kitchen · Air conditioning
Harlan Hills · 1,647 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Parking · Fireplace · Equipped kitchen · Air conditioning
Showings start Saturday, 10/11. Gracious, well-kept, light filled home on Madison's beloved Rowley Avenue. Updated chef's kitchen with soapstone counters, quality maple cabinetry and cork floors. Large, sunny living room with built in bookcases and woodburning fireplace. Open foyer, large dining room filled with windows, three good size bedrooms and full bath up. Hot water heat and central air. Larger than average backyard. Close to university, hospitals, bus line, bike path, Trader Joes. Feeds into Franklin/Randall, Hamilton and West schools. Convenient kitchen garden in front, lawn and play area in back yard. Fully fenced back yard, single car detached garage, shared driveway
Showings start Saturday, 10/11. Gracious, well-kept, light filled home on Madison's beloved Rowley Avenue. Updated chef's kitchen with soapstone counters, quality maple cabinetry and cork floors. Large, sunny living room with built in bookcases and woodburning fireplace. Open foyer, large dining room filled with windows, three good size bedrooms and full bath up. Hot water heat and central air. Larger than average backyard. Close to university, hospitals, bus line, bike path, Trader Joes. Feeds into Franklin/Randall, Hamilton and West schools. Convenient kitchen garden in front, lawn and play area in back yard. Fully fenced back yard, single car detached garage, shared driveway
USD 650,000
6473 Sunset Drive
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House · for sale
USD 525,000
USD 169/sq.ft
6473 Sunset Drive
Harlan Hills
· 3,089 sq.ft · 4 Bedrooms · 2 Baths · House
· Deck · Parking
Harlan Hills · 3,089 sq.ft · 4 Bedrooms · 2 Baths · House · Deck · Parking
Nestled in a serene country setting just outside of Verona, this unique property offers incredible space, privacy, and opportunity. Inside, the sprawling ranch home features over 3,000 square feet on the main level, including an oversized primary suite of more than 500 square feet complete with a walk-in closet and private en-suite bath with separate soaking tub. With four bedrooms, 2.5 bathrooms, and a two-car attached garage, there's room for everyone and endless potential to make the home your own. Outside, an expansive deck overlooks an open field surrounded by mature trees. List price only includes home on 1.00 acre parcel. Property also listed separately with adjacent 2.00 acre buildable lot (MLS #2024-)
Nestled in a serene country setting just outside of Verona, this unique property offers incredible space, privacy, and opportunity. Inside, the sprawling ranch home features over 3,000 square feet on the main level, including an oversized primary suite of more than 500 square feet complete with a walk-in closet and private en-suite bath with separate soaking tub. With four bedrooms, 2.5 bathrooms, and a two-car attached garage, there's room for everyone and endless potential to make the home your own. Outside, an expansive deck overlooks an open field surrounded by mature trees. List price only includes home on 1.00 acre parcel. Property also listed separately with adjacent 2.00 acre buildable lot (MLS #2024-)
USD 525,000
25 Hiawatha Circle
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House · for sale
USD 787,000
USD 363/sq.ft
25 Hiawatha Circle
Harlan Hills
· 2,164 sq.ft · 4 Bedrooms · 1 Bath · House
· Patio · Garden · Fireplace
Harlan Hills · 2,164 sq.ft · 4 Bedrooms · 1 Bath · House · Patio · Garden · Fireplace
Showings begin 7/30. The personal home of Hiawatha Circle developer Tom McGovern, this Frank. Lloyd Wright-inspired mid-century residence offers the ease of true one-story living. Walls of windows fill the home with natural light, connecting the interior to the expansive double lot overlooking the distinctive central green of Hiawatha Circle Park. Original mahogany woodwork, hardwood floors, flagstone accents, fireplaces, and beautifully proportioned living spaces reflect timeless craftsmanship. Thoughtfully stewarded with energy-conscious improvements honoring its original character. Enjoy the screened porch, brick patio, mature fruit and shade trees, native gardens, and abundant birdsong. Just moments from the UW Arboretum, bike paths, Sequoia library, Monroe Street, Hilldale, and neighborhood schools. A rare home where architecture, nature, and community come together in a neighborhood where the annual Hiawatha Circle picnic has celebrated belonging for generations
Showings begin 7/30. The personal home of Hiawatha Circle developer Tom McGovern, this Frank. Lloyd Wright-inspired mid-century residence offers the ease of true one-story living. Walls of windows fill the home with natural light, connecting the interior to the expansive double lot overlooking the distinctive central green of Hiawatha Circle Park. Original mahogany woodwork, hardwood floors, flagstone accents, fireplaces, and beautifully proportioned living spaces reflect timeless craftsmanship. Thoughtfully stewarded with energy-conscious improvements honoring its original character. Enjoy the screened porch, brick patio, mature fruit and shade trees, native gardens, and abundant birdsong. Just moments from the UW Arboretum, bike paths, Sequoia library, Monroe Street, Hilldale, and neighborhood schools. A rare home where architecture, nature, and community come together in a neighborhood where the annual Hiawatha Circle picnic has celebrated belonging for generations
USD 787,000
2121 Regent Street
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House · for sale
USD 65,000,000
USD 41,087/sq.ft
2121 Regent Street
Harlan Hills
· 1,582 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Office room · Parking · Fireplace · Equipped kitchen · Cellar
Harlan Hills · 1,582 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Office room · Parking · Fireplace · Equipped kitchen · Cellar
Fabulous location near UW Madison, UW Hospital, and Monroe St, this 3 bedroom, 2 bath Victorian home features all original hardwood floors, original solid doors and door hardware, crown moulding, dining room built-ins, and light fixtures. The first floor features a generous living room with wood burning fireplace and built in shelving, curved entry to the formal dining room, kitchen with updated cabinets and stainless steel appliances, office, full bath and one bedroom. Upper level has 2 full baths, also with original hardwood floors, and a full bath. Unfinished basement has lots of storage, with normal height ceilings. The one car attached garage enters from the basement. Cute private backyard
Fabulous location near UW Madison, UW Hospital, and Monroe St, this 3 bedroom, 2 bath Victorian home features all original hardwood floors, original solid doors and door hardware, crown moulding, dining room built-ins, and light fixtures. The first floor features a generous living room with wood burning fireplace and built in shelving, curved entry to the formal dining room, kitchen with updated cabinets and stainless steel appliances, office, full bath and one bedroom. Upper level has 2 full baths, also with original hardwood floors, and a full bath. Unfinished basement has lots of storage, with normal height ceilings. The one car attached garage enters from the basement. Cute private backyard
USD 65,000,000
2209 Prairie Road
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House · for sale
USD 399,900
USD 236/sq.ft
2209 Prairie Road
Harlan Hills
· 1,690 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Parking · Deck · Equipped kitchen
Harlan Hills · 1,690 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Parking · Deck · Equipped kitchen
Well maintained ranch in a highly desirable west side Madison location offering convenient access to parks, shopping, restaurants, schools, and the Beltline. Inside, the spacious layout features a large dining room perfect for gatherings and everyday living, along with comfortable living spaces filled with natural light. Recent updates include new flooring in the kitchen and bathroom. Step outside to the oversized deck, providing an excellent space for relaxing, grilling, and entertaining while overlooking the beautifully landscaped backyard. Established garden beds offer a wonderful opportunity for gardening, flowers, vegetables, or additional landscaping. Additional highlights include a two car garage, an EV charger for convenient at home charging, and a location that makes commuting and enjoying all Madison has to offer easy. This property combines comfortable living, inviting outdoor spaces, and exceptional convenience!
Well maintained ranch in a highly desirable west side Madison location offering convenient access to parks, shopping, restaurants, schools, and the Beltline. Inside, the spacious layout features a large dining room perfect for gatherings and everyday living, along with comfortable living spaces filled with natural light. Recent updates include new flooring in the kitchen and bathroom. Step outside to the oversized deck, providing an excellent space for relaxing, grilling, and entertaining while overlooking the beautifully landscaped backyard. Established garden beds offer a wonderful opportunity for gardening, flowers, vegetables, or additional landscaping. Additional highlights include a two car garage, an EV charger for convenient at home charging, and a location that makes commuting and enjoying all Madison has to offer easy. This property combines comfortable living, inviting outdoor spaces, and exceptional convenience!
USD 399,900
6635 Sunset Drive
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House · for sale
USD 2,495,000
USD 1,012/sq.ft
Updated
6635 Sunset Drive
Harlan Hills
· 2,465 sq.ft · 4 Bedrooms · 3 Baths · House
· Parking
Harlan Hills · 2,465 sq.ft · 4 Bedrooms · 3 Baths · House · Parking
Set on 26.7 scenic acres at the end of a long private driveway, this 4-bedroom, 3-bath ranch offers a rare combination of privacy, elevation, mature trees, wildlife, and an exceptional Town of Verona location. The home and property sit on one of the highest points in Dane County, surrounded by hardwoods, evergreens, open space, and natural habitat with frequent deer, turkey, songbirds, and more. The home features over 2,400 finished sq ft, main-level living, walkout lower level, wood-burning stove, and 3-car attached/tandem garage + additional 22x40 garage. Less than 10 minutes to downtown Verona and under 20 minutes to downtown Madison. According to the Town of Veronaâs land use plan, the site allows for division into 2-acre buildable parcels, creating compelling long-term flexibility. The house is well built and has been well maintained, but the lionâs share of the value is in the land, acreage, privacy, setting, location, and future potential
Set on 26.7 scenic acres at the end of a long private driveway, this 4-bedroom, 3-bath ranch offers a rare combination of privacy, elevation, mature trees, wildlife, and an exceptional Town of Verona location. The home and property sit on one of the highest points in Dane County, surrounded by hardwoods, evergreens, open space, and natural habitat with frequent deer, turkey, songbirds, and more. The home features over 2,400 finished sq ft, main-level living, walkout lower level, wood-burning stove, and 3-car attached/tandem garage + additional 22x40 garage. Less than 10 minutes to downtown Verona and under 20 minutes to downtown Madison. According to the Town of Veronaâs land use plan, the site allows for division into 2-acre buildable parcels, creating compelling long-term flexibility. The house is well built and has been well maintained, but the lionâs share of the value is in the land, acreage, privacy, setting, location, and future potential
USD 2,495,000
5 Yorktown Circle
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House · for sale
USD 499,900
USD 208/sq.ft
New
5 Yorktown Circle
Harlan Hills
· 2,400 sq.ft · 3 Bedrooms · 3 Baths · House
· Garden · Office room · Equipped kitchen · Parking
Harlan Hills · 2,400 sq.ft · 3 Bedrooms · 3 Baths · House · Garden · Office room · Equipped kitchen · Parking
Showings begin 8/15/26. Welcome to this beautifully updated, open-concept home tucked away on a desirable West Side Madison cul-de-sac. Offering 3 bedrooms, 3 full bathrooms, and over 2,400 sq ft, this home combines comfort, functionality, and impressive energy features. The kitchen features stainless steel appliances, while numerous updates include new light fixtures, toilets, doors, roof, and gutter guards. A 33-panel solar system paired with a Tesla Powerwall and two backup batteries provides added energy efficiency and peace of mind. The finished lower level offers a full bath, home office, rec/exercise area, and built-in entertainment system with projection TV. A gas line in the garage and backyard provides options for a future gas fire pit or grill. A fantastic opportunity in a great Madison location
Showings begin 8/15/26. Welcome to this beautifully updated, open-concept home tucked away on a desirable West Side Madison cul-de-sac. Offering 3 bedrooms, 3 full bathrooms, and over 2,400 sq ft, this home combines comfort, functionality, and impressive energy features. The kitchen features stainless steel appliances, while numerous updates include new light fixtures, toilets, doors, roof, and gutter guards. A 33-panel solar system paired with a Tesla Powerwall and two backup batteries provides added energy efficiency and peace of mind. The finished lower level offers a full bath, home office, rec/exercise area, and built-in entertainment system with projection TV. A gas line in the garage and backyard provides options for a future gas fire pit or grill. A fantastic opportunity in a great Madison location
USD 499,900
1713 Adams Street
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House · for sale
USD 965,000
USD 384/sq.ft
1713 Adams Street
Harlan Hills
· 2,508 sq.ft · 4 Bedrooms · 1 Bath · House
· Garden · Deck · Equipped kitchen · Parking · Air conditioning
Harlan Hills · 2,508 sq.ft · 4 Bedrooms · 1 Bath · House · Garden · Deck · Equipped kitchen · Parking · Air conditioning
New roof, furnace, ac & dishwasher summer of 2026! Set in the remarkable Vilas neighborhood, this four-bedroom home places Camp Randall, Henry Vilas Zoo, and Trader Joe's within easy reach. Inside, nine-foot ceilings and hardwood floors create timeless appeal, while a sunlit sunroom off the kitchen invites slow mornings. A formal dining room adds elegance, and the finished attic offers flexible space for your plans. Step out to a deck overlooking lovely gardens, with an oversized two-car garage nearby. Extra paving means football Saturday parking income. Schedule your showing today!
New roof, furnace, ac & dishwasher summer of 2026! Set in the remarkable Vilas neighborhood, this four-bedroom home places Camp Randall, Henry Vilas Zoo, and Trader Joe's within easy reach. Inside, nine-foot ceilings and hardwood floors create timeless appeal, while a sunlit sunroom off the kitchen invites slow mornings. A formal dining room adds elegance, and the finished attic offers flexible space for your plans. Step out to a deck overlooking lovely gardens, with an oversized two-car garage nearby. Extra paving means football Saturday parking income. Schedule your showing today!
USD 965,000
2618 Stevens Street
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House · for sale
USD 600,000
USD 476/sq.ft
2618 Stevens Street
Harlan Hills
· 1,259 sq.ft · 3 Bedrooms · 1 Bath · House
· Patio · Garden · Fireplace · Equipped kitchen · Parking
Harlan Hills · 1,259 sq.ft · 3 Bedrooms · 1 Bath · House · Patio · Garden · Fireplace · Equipped kitchen · Parking
Showings 7/23. Rich in character and thoughtfully updated, this storybook bungalow captures the warmth and charm of a bygone era. Bursting with curb appeal, this classic home showcases an inviting arched entry, gleaming hardwood floors, abundant natural light, and a cozy living room fireplace. The formal dining room with bay window flows seamlessly into the efficient kitchen, featuring quartz countertops and stainless steel appliances. Two bedrooms and a beautiful full bathroom complete the main level. The upper level offers a private primary with a convenient half bath. Outside youâll find a patio surrounded by a lush yard, along with a one-car garage. Set on a picturesque tree-lined street, this home is just minutes from UWâMadison, Hilldale, parks, dining, shopping, and downtown Madison. Plus, easy access to scenic walking and biking paths. Donât miss this rare opportunity own a beautifully maintained home with a British flair in one of Madison's most sought-after neighborhoods!
Showings 7/23. Rich in character and thoughtfully updated, this storybook bungalow captures the warmth and charm of a bygone era. Bursting with curb appeal, this classic home showcases an inviting arched entry, gleaming hardwood floors, abundant natural light, and a cozy living room fireplace. The formal dining room with bay window flows seamlessly into the efficient kitchen, featuring quartz countertops and stainless steel appliances. Two bedrooms and a beautiful full bathroom complete the main level. The upper level offers a private primary with a convenient half bath. Outside youâll find a patio surrounded by a lush yard, along with a one-car garage. Set on a picturesque tree-lined street, this home is just minutes from UWâMadison, Hilldale, parks, dining, shopping, and downtown Madison. Plus, easy access to scenic walking and biking paths. Donât miss this rare opportunity own a beautifully maintained home with a British flair in one of Madison's most sought-after neighborhoods!
USD 600,000
6506 6 Tottenham Road
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House · for sale
USD 549,900
USD 231/sq.ft
6506 6 Tottenham Road
Harlan Hills
· 2,379 sq.ft · 5 Bedrooms · 3 Baths · House
· Garden · Equipped kitchen · Air conditioning
Harlan Hills · 2,379 sq.ft · 5 Bedrooms · 3 Baths · House · Garden · Equipped kitchen · Air conditioning
So much new! 2440 sq foot updated duplex on. 29 acre lot with big backyard in convenient Madison neighborhood on tree lined street. 1/2 block to Pilgirm Park, walkable to Elver Park and Huegel School. Near the beltline, bus stop, grocery store, pharmacy, West Towne, and more. Cheerful, bright 6206 side (2 bed, 1 bath) completely updated July 2026 with paint and flooring, new bathroom, and new kitchen with Wisco cabinets and counter, and stainless steel appliances. Beautiful, relaxing 6208 side (3 Bed, 2 bath) was updated in 2022 with new paint and flooring, both bathroom redos, and new kitchen with Brunsell cabinets, quartz counter, tile floor, and new stainless steel appliances. (Lower floor bedroom can be used as rec room). In past 3 years, new hail resistant roof, gutters, gutter guards, front doors and locks, central air/furnace, and exterior painting. Plus more!
So much new! 2440 sq foot updated duplex on. 29 acre lot with big backyard in convenient Madison neighborhood on tree lined street. 1/2 block to Pilgirm Park, walkable to Elver Park and Huegel School. Near the beltline, bus stop, grocery store, pharmacy, West Towne, and more. Cheerful, bright 6206 side (2 bed, 1 bath) completely updated July 2026 with paint and flooring, new bathroom, and new kitchen with Wisco cabinets and counter, and stainless steel appliances. Beautiful, relaxing 6208 side (3 Bed, 2 bath) was updated in 2022 with new paint and flooring, both bathroom redos, and new kitchen with Brunsell cabinets, quartz counter, tile floor, and new stainless steel appliances. (Lower floor bedroom can be used as rec room). In past 3 years, new hail resistant roof, gutters, gutter guards, front doors and locks, central air/furnace, and exterior painting. Plus more!
USD 549,900
2626 Chamberlain Avenue
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House · for sale
USD 774,900
USD 344/sq.ft
2626 Chamberlain Avenue
Harlan Hills
· 2,250 sq.ft · 4 Bedrooms · 3 Baths · House
· Garden · Office room · Deck · Fireplace · Equipped kitchen · Parking
Harlan Hills · 2,250 sq.ft · 4 Bedrooms · 3 Baths · House · Garden · Office room · Deck · Fireplace · Equipped kitchen · Parking
Show 7/11. Beautifully maintained Highland Park home featuring a steel exterior, Lannon stone front entry, rare 2-car garage, and new roof in 2025. Character shines throughout with gleaming oak floors, original trim, faux fireplace, and built-in linen cabinetry. Updated kitchen with white cabinetry, stainless steel appliances, and breakfast bar open to the dining and living areas. Flexible layout with spacious bedrooms, upstairs office nook, walk-in closet, vaulted ceilings, and a soaking tub. Finished lower level offers a large rec room, remodeled bath, laundry, and storage. Fenced backyard with composite deck and mature shade tree, all on a charming tree-lined street close to UW, hospitals, restaurants, and the bike path!
Show 7/11. Beautifully maintained Highland Park home featuring a steel exterior, Lannon stone front entry, rare 2-car garage, and new roof in 2025. Character shines throughout with gleaming oak floors, original trim, faux fireplace, and built-in linen cabinetry. Updated kitchen with white cabinetry, stainless steel appliances, and breakfast bar open to the dining and living areas. Flexible layout with spacious bedrooms, upstairs office nook, walk-in closet, vaulted ceilings, and a soaking tub. Finished lower level offers a large rec room, remodeled bath, laundry, and storage. Fenced backyard with composite deck and mature shade tree, all on a charming tree-lined street close to UW, hospitals, restaurants, and the bike path!
USD 774,900
927 Drake Street
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House · for sale
USD 389,900
USD 341/sq.ft
927 Drake Street
Harlan Hills
· 1,141 sq.ft · 5 Bedrooms · 1 Bath · House
· Air conditioning
Harlan Hills · 1,141 sq.ft · 5 Bedrooms · 1 Bath · House · Air conditioning
Check out this single family house rental in a perfect Madison location! Convenient to downtown, UW and Edgewood Campus, and Lake Monona. With central A/C & in-house laundry, this campus rental is perfect for an investor looking to add to their portfolio. Currently rented for August 2026 at $3,200/month. Tenants pay all utilities
Check out this single family house rental in a perfect Madison location! Convenient to downtown, UW and Edgewood Campus, and Lake Monona. With central A/C & in-house laundry, this campus rental is perfect for an investor looking to add to their portfolio. Currently rented for August 2026 at $3,200/month. Tenants pay all utilities
USD 389,900
4017 Meyer Avenue
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House · for sale
USD 519,000
USD 405/sq.ft
4017 Meyer Avenue
Harlan Hills
· 1,281 sq.ft · 4 Bedrooms · 2 Baths · House
· Patio · Garden · Deck · Fireplace · Equipped kitchen · Cellar
Harlan Hills · 1,281 sq.ft · 4 Bedrooms · 2 Baths · House · Patio · Garden · Deck · Fireplace · Equipped kitchen · Cellar
Welcome home to one of Madison's most sought-after neighborhoods! This charming bungalow blends timeless character with today's must-have updates. Gleaming hardwood floors, wood-burning fireplace, beautiful built-ins, and skylights creating an inviting atmosphere filled with natural light. Kitchen features granite countertops, SS appliances & gas range. The Showstopper is the incredible Screened Porchâyour favorite spot for morning coffee, summer dinners, or relaxing with friends. Enjoy a spacious yard! Large 1 car gar. New Rubber Roof on main part of the house in'26. Upper Bdrm features patio doors leading to small deck! New FP in'23. House painted in'21. Full basement offers extra storage! Unbeatable location just minutes from parks, UW, top-rated schools, recreation, Hilldale Shopping, grocery, coffee shops, and some of Madison's best restaurants. A rare opportunity to own a classic home in! The perfect blend of timeless character and modern convenience awaits
Welcome home to one of Madison's most sought-after neighborhoods! This charming bungalow blends timeless character with today's must-have updates. Gleaming hardwood floors, wood-burning fireplace, beautiful built-ins, and skylights creating an inviting atmosphere filled with natural light. Kitchen features granite countertops, SS appliances & gas range. The Showstopper is the incredible Screened Porchâyour favorite spot for morning coffee, summer dinners, or relaxing with friends. Enjoy a spacious yard! Large 1 car gar. New Rubber Roof on main part of the house in'26. Upper Bdrm features patio doors leading to small deck! New FP in'23. House painted in'21. Full basement offers extra storage! Unbeatable location just minutes from parks, UW, top-rated schools, recreation, Hilldale Shopping, grocery, coffee shops, and some of Madison's best restaurants. A rare opportunity to own a classic home in! The perfect blend of timeless character and modern convenience awaits
USD 519,000
2821 Monroe Street
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House · for sale
USD 4,999,500
USD 3,138/sq.ft
2821 Monroe Street
Harlan Hills
· 1,593 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Equipped kitchen
Harlan Hills · 1,593 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Equipped kitchen
Arboretum arms llc apartments! This spacious, charming, brick building apartments have a large living room, formal dining room. Each unit has one bath with tub and shower. With the exception of the kitchen and bath, there are hardwood floors throughout. An open sun porch overlooks the yard and garden area. It is 1/2 block to the Arboretum and Lake Wingra with boats available for rental. Close proximity to Edgewood College and UW Madison. On Bus Line. Biking and Jogging trails through the Arboretum. Shops and restaurants are within walking distance. Nearby grocery. Two apartments per floor allows each apartment three sides of windows. There are three buildings total
Arboretum arms llc apartments! This spacious, charming, brick building apartments have a large living room, formal dining room. Each unit has one bath with tub and shower. With the exception of the kitchen and bath, there are hardwood floors throughout. An open sun porch overlooks the yard and garden area. It is 1/2 block to the Arboretum and Lake Wingra with boats available for rental. Close proximity to Edgewood College and UW Madison. On Bus Line. Biking and Jogging trails through the Arboretum. Shops and restaurants are within walking distance. Nearby grocery. Two apartments per floor allows each apartment three sides of windows. There are three buildings total
USD 4,999,500
308 S Brooks Street
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House · for sale
USD 550,000
USD 203/sq.ft
308 S Brooks Street
Harlan Hills
· 2,702 sq.ft · 5 Bedrooms · 3 Baths · House
· Parking
Harlan Hills · 2,702 sq.ft · 5 Bedrooms · 3 Baths · House · Parking
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, UWâMadison, 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
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, UWâMadison, 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
USD 550,000
9 Krystana Way
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House · for sale
USD 426,900
USD 226/sq.ft
9 Krystana Way
Harlan Hills
· 1,884 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Deck
Harlan Hills · 1,884 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Deck
Welcome home! This inviting 4-bedroom, 2.5-bath gem offers comfortable living space in a convenient location. The functional split-level design features a main level with gleaming wood floors and an easy flow. The chef will appreciate the high-end appliances, endless counters, and pantry. The large dining room opens to a deck with gazebo that overlooks the lush, private backyard. The finished lower level features a family room, 1/2 bath, and 4th bedroom. Outside, enjoy a generous level lot with plenty of room for gardening, entertaining, or relaxing. A great opportunity to make this well-maintained westside home your own
Welcome home! This inviting 4-bedroom, 2.5-bath gem offers comfortable living space in a convenient location. The functional split-level design features a main level with gleaming wood floors and an easy flow. The chef will appreciate the high-end appliances, endless counters, and pantry. The large dining room opens to a deck with gazebo that overlooks the lush, private backyard. The finished lower level features a family room, 1/2 bath, and 4th bedroom. Outside, enjoy a generous level lot with plenty of room for gardening, entertaining, or relaxing. A great opportunity to make this well-maintained westside home your own
USD 426,900
4109 Yuma Drive
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House · for sale
USD 740,000
USD 369/sq.ft
4109 Yuma Drive
Harlan Hills
· 2,002 sq.ft · 3 Bedrooms · 1 Bath · House
· Patio · Garden · Fireplace · Equipped kitchen · Air conditioning
Harlan Hills · 2,002 sq.ft · 3 Bedrooms · 1 Bath · House · Patio · Garden · Fireplace · Equipped kitchen · Air conditioning
Nestled on a beautiful, tree-lined lot beneath Nakoma's signature mature oak trees, this classic home blends timeless character with thoughtful updates. Step through the stunning arched front entry into a classic floor plan featuring a spacious living room with a gas fireplace, formal dining room, both with refinished hardwood floors, 1/2 bath. The kitchen opens to a cozy family room overlooking the large backyard, newer patio, and deckâperfect for relaxing or entertaining. Upstairs offers three bedrooms, one bathroom, and a primary bedroom with a walk-in closet. The finished lower-level rec room provides additional living space and a decorative fireplace. Seller updates include a new water heater and A/C (5/26), furnace and Aprilaire (12/25), resurfaced tub, fresh paint in all bedrooms and closets (10/25), plus newer windows (2010). Close to the UW Arboretum, SW Commuter Path, Monroe Street, and Lake Wingra
Nestled on a beautiful, tree-lined lot beneath Nakoma's signature mature oak trees, this classic home blends timeless character with thoughtful updates. Step through the stunning arched front entry into a classic floor plan featuring a spacious living room with a gas fireplace, formal dining room, both with refinished hardwood floors, 1/2 bath. The kitchen opens to a cozy family room overlooking the large backyard, newer patio, and deckâperfect for relaxing or entertaining. Upstairs offers three bedrooms, one bathroom, and a primary bedroom with a walk-in closet. The finished lower-level rec room provides additional living space and a decorative fireplace. Seller updates include a new water heater and A/C (5/26), furnace and Aprilaire (12/25), resurfaced tub, fresh paint in all bedrooms and closets (10/25), plus newer windows (2010). Close to the UW Arboretum, SW Commuter Path, Monroe Street, and Lake Wingra
USD 740,000
407 S Orchard Street
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House · for sale
USD 465,000
USD 351/sq.ft
407 S Orchard Street
Harlan Hills
· 1,324 sq.ft · 3 Bedrooms · 1 Bath · House
· Equipped kitchen
Harlan Hills · 1,324 sq.ft · 3 Bedrooms · 1 Bath · House · Equipped kitchen
Tucked into the heart of Greenbush, this 3-bed, 1-bath home is where classic charm meets easy modern living. Original hardwood floors and gorgeous windows fill the space with character and light, while the updated kitchen and welcoming living areas make this a home built for gathering. Front porch is perfect for sipping coffee or bicycle storage. HVAC, electrical, and plumbing have all been modernized and well maintained, so you can move in and simply enjoy. With a 100 Bike Score, true walkability, plus Monroe Street, Camp Randall, and Henry Vilas Zoo all just around the corner, the location truly cannot be beat. Come fall in love with this classic Madison home
Tucked into the heart of Greenbush, this 3-bed, 1-bath home is where classic charm meets easy modern living. Original hardwood floors and gorgeous windows fill the space with character and light, while the updated kitchen and welcoming living areas make this a home built for gathering. Front porch is perfect for sipping coffee or bicycle storage. HVAC, electrical, and plumbing have all been modernized and well maintained, so you can move in and simply enjoy. With a 100 Bike Score, true walkability, plus Monroe Street, Camp Randall, and Henry Vilas Zoo all just around the corner, the location truly cannot be beat. Come fall in love with this classic Madison home
USD 465,000
4301 Odana Road
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House · for sale
USD 565,000
USD 179/sq.ft
4301 Odana Road
Harlan Hills
· 3,143 sq.ft · 5 Bedrooms · 2 Baths · House
· Garden · Fireplace · Parking · Cellar
Harlan Hills · 3,143 sq.ft · 5 Bedrooms · 2 Baths · House · Garden · Fireplace · Parking · Cellar
Check out this large home! The finished basement feels like having your own private suite, and has an optional separate entrance offering great flexibility. 5 bedrooms, 4 bathrooms, 2-car garage, screened-in porch, and a fenced yard. The main level features a large living room with a cozy fireplace, formal dining room, and a screened porch overlooking the fenced in backyard. Youâll find 3 bedrooms, including a primary suite with a private bath. The finished lower level adds 2 additional bedrooms with egress windows, another full bathroom, generous living space, and a second fireplace. Close to the Beltline, right off the bus route, and near the Arboretum, restaurants, and shopping
Check out this large home! The finished basement feels like having your own private suite, and has an optional separate entrance offering great flexibility. 5 bedrooms, 4 bathrooms, 2-car garage, screened-in porch, and a fenced yard. The main level features a large living room with a cozy fireplace, formal dining room, and a screened porch overlooking the fenced in backyard. Youâll find 3 bedrooms, including a primary suite with a private bath. The finished lower level adds 2 additional bedrooms with egress windows, another full bathroom, generous living space, and a second fireplace. Close to the Beltline, right off the bus route, and near the Arboretum, restaurants, and shopping
USD 565,000
37 Hiawatha Circle
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House · for sale
USD 589,000
USD 408/sq.ft
37 Hiawatha Circle
Harlan Hills
· 1,442 sq.ft · 2 Bedrooms · 1 Bath · House
· Fireplace
Harlan Hills · 1,442 sq.ft · 2 Bedrooms · 1 Bath · House · Fireplace
Itâs hard to believe youâre still in the city when life feels like this. Walk across the street to the neighborhood park, hop on the Southwest Commuter Path just a couple of blocks away, or spend the afternoon exploring the Arboretum. Large picture windows bring the outdoors in, refinished hardwood floors add warmth, and the wood-burning fireplace makes this feel like the kind of home youâll never want to leave. Formerly a 3-bedroom home, this thoughtfully updated and curated property features a brand-new roof and can easily be converted back into a 3-bedroom, or even a 4-bedroom home. Lovingly owned by Wisconsin Conservation Hall of Fame inductee Clifford E. Germain, the home reflects a genuine sense of care and connection. If youâre looking for a home that provides more than just a great floor plan, one that gives you a lifestyle, a community, and a sense of peace, this is one Iâd make time to see
Itâs hard to believe youâre still in the city when life feels like this. Walk across the street to the neighborhood park, hop on the Southwest Commuter Path just a couple of blocks away, or spend the afternoon exploring the Arboretum. Large picture windows bring the outdoors in, refinished hardwood floors add warmth, and the wood-burning fireplace makes this feel like the kind of home youâll never want to leave. Formerly a 3-bedroom home, this thoughtfully updated and curated property features a brand-new roof and can easily be converted back into a 3-bedroom, or even a 4-bedroom home. Lovingly owned by Wisconsin Conservation Hall of Fame inductee Clifford E. Germain, the home reflects a genuine sense of care and connection. If youâre looking for a home that provides more than just a great floor plan, one that gives you a lifestyle, a community, and a sense of peace, this is one Iâd make time to see
USD 589,000

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