649 properties for sale in Shorewood Hills, Shorewood Hills village Dane County Wisconsin

26 Craig Avenue
12 pictures
Condo · for sale
USD 239,000
USD 312/sq.ft
26 Craig Avenue
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 764 sq.ft · 2 Bedrooms · 1 Bath · Condo
· Garden · Equipped kitchen
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 764 sq.ft · 2 Bedrooms · 1 Bath · Condo · Garden · Equipped kitchen
Back on the market due to no fault of seller. Meticulously maintained stand-alone condo with beautiful private backyard. Newer black appliances including refrigerator, gas range, dishwasher, and over the range microwave. New kitchen faucet, all new black light fixtures and black cabinet pulls. Matching tile kitchen floor and backsplash, new carpet in 1 bedroom. Bathroom was completely renovated 7 yrs ago. Water heater 1 yr old. Minutes from UW hospital, campus, Hilldale and Lake Mendota. Steps from the bus line
Back on the market due to no fault of seller. Meticulously maintained stand-alone condo with beautiful private backyard. Newer black appliances including refrigerator, gas range, dishwasher, and over the range microwave. New kitchen faucet, all new black light fixtures and black cabinet pulls. Matching tile kitchen floor and backsplash, new carpet in 1 bedroom. Bathroom was completely renovated 7 yrs ago. Water heater 1 yr old. Minutes from UW hospital, campus, Hilldale and Lake Mendota. Steps from the bus line
USD 239,000
5315 Brody Drive
12 pictures
Condo · for sale
USD 174,000
USD 245/sq.ft
5315 Brody Drive
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 710 sq.ft · 1 Bedroom · 1 Bath · Condo
· Swimming pool
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 710 sq.ft · 1 Bedroom · 1 Bath · Condo · Swimming pool
Spacious first floor condominium with lots of light! Secluded condominium community tucked away on Madison's near west side. Laminate wood flooring throughout unit. Hook-up/Venting for W/D already installed. Minutes from downtown Madison and the university. Westside shopping and restaurants nearby. Walking distance from Lake Mendota and the busline/bike path. Lot's of green space and a private on-site pool
Spacious first floor condominium with lots of light! Secluded condominium community tucked away on Madison's near west side. Laminate wood flooring throughout unit. Hook-up/Venting for W/D already installed. Minutes from downtown Madison and the university. Westside shopping and restaurants nearby. Walking distance from Lake Mendota and the busline/bike path. Lot's of green space and a private on-site pool
USD 174,000
555 S Midvale Boulevard
12 pictures
Condo · for sale
USD 590,000
USD 476/sq.ft
555 S Midvale Boulevard
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 1,238 sq.ft · 2 Bedrooms · 1 Bath · Condo
· Deck · Equipped kitchen · Air conditioning · Parking
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 1,238 sq.ft · 2 Bedrooms · 1 Bath · Condo · Deck · Equipped kitchen · Air conditioning · Parking
Tucked into a desirable corner location, with very little'shared-wall' space, this south-facing ranch condo offers abundant natural light throughout the day. Unit features a well-structured layout with 9' ceilings that enhance the sense of space & openness. Main living area is finished with wd flring and anchored by a gas FP. Adjacent living & dining spaces connect seamlessly, creating a straightforward, functional flow. A dedicated office nook adds flexibility for work or additional use. Kitchen is designed for efficiency, featuring Corian countertops, gas stove, breakfast bar, and stainless appliances. Primary bdrm includes a 5x7 walk-in closet, offering practical storage. 2nd bdrm and one-and-a-half baths provide additional space for guests, work, or other needs. Updates include newer furnace, A/C, washer & dryer. Add'l features include same-flr storage, private deck, and heated underground parking spot. Easy access to dining, library, shopping, bike trails & bus routes and more!
Tucked into a desirable corner location, with very little'shared-wall' space, this south-facing ranch condo offers abundant natural light throughout the day. Unit features a well-structured layout with 9' ceilings that enhance the sense of space & openness. Main living area is finished with wd flring and anchored by a gas FP. Adjacent living & dining spaces connect seamlessly, creating a straightforward, functional flow. A dedicated office nook adds flexibility for work or additional use. Kitchen is designed for efficiency, featuring Corian countertops, gas stove, breakfast bar, and stainless appliances. Primary bdrm includes a 5x7 walk-in closet, offering practical storage. 2nd bdrm and one-and-a-half baths provide additional space for guests, work, or other needs. Updates include newer furnace, A/C, washer & dryer. Add'l features include same-flr storage, private deck, and heated underground parking spot. Easy access to dining, library, shopping, bike trails & bus routes and more!
USD 590,000
434 Virginia Terrace
12 pictures
House · for sale
USD 1,100,000
USD 498/sq.ft
434 Virginia Terrace
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 2,207 sq.ft · 3 Bedrooms · 2 Baths · House
· Terrace · Balcony · Equipped kitchen
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 2,207 sq.ft · 3 Bedrooms · 2 Baths · House · Terrace · Balcony · Equipped kitchen
Stunning Craftsman home that has been thoughtfully updated while honoring its original character. Gracious front living room welcomes you in, opening to a sun-drenched sunroom. Two unhurried spaces made for morning coffee and easy evenings. Rich hardwood floors and beautiful original woodwork carry throughout, guiding you beneath arched doorways toward the heart of the home. And what a heart it is! Designed as a seamless extension of the original home, the 2-story addition brings together a bright, well-appointed kitchen, inviting dining area and fireplace-warmed family room into one beautifully connected space. Upstairs, the primary suite offers a true retreat with a spa bathroom overlooking endless mature trees, walk in closet + private balcony. Two additional bedrooms and a full bath provide comfort and flexibility on the upper level. Enjoy the privacy + quiet of this home tucked away on Madison's near west side, while still close to everything the city has to offer!
Stunning Craftsman home that has been thoughtfully updated while honoring its original character. Gracious front living room welcomes you in, opening to a sun-drenched sunroom. Two unhurried spaces made for morning coffee and easy evenings. Rich hardwood floors and beautiful original woodwork carry throughout, guiding you beneath arched doorways toward the heart of the home. And what a heart it is! Designed as a seamless extension of the original home, the 2-story addition brings together a bright, well-appointed kitchen, inviting dining area and fireplace-warmed family room into one beautifully connected space. Upstairs, the primary suite offers a true retreat with a spa bathroom overlooking endless mature trees, walk in closet + private balcony. Two additional bedrooms and a full bath provide comfort and flexibility on the upper level. Enjoy the privacy + quiet of this home tucked away on Madison's near west side, while still close to everything the city has to offer!
USD 1,100,000
1802 Monroe Street
View photo
Condo · for sale
USD 1,680,000
USD 536/sq.ft
1802 Monroe Street
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 3,132 sq.ft · 4 Bedrooms · 3 Baths · Condo
· Office room · Balcony · Equipped kitchen · Parking
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 3,132 sq.ft · 4 Bedrooms · 3 Baths · Condo · Office room · Balcony · Equipped kitchen · Parking
Ready for condo and love living near west? Donât spend another winter in your house and stay connected to your neighborhood. 401-02 is the largest single floor residence at the highly sought after Monroe Commons. Easy house-to-condo transition with all the comforts, ambiance, & space of a house. This condo lives like a 3-bed, 2-bath home with an internally connected 1-bed, 1-bath suite/condo with its own full kitchen, living space, balcony, laundry, & private entrance. Ideal for a caretaker, family/guest suite, multigenerational living, or home office. Enjoy grilling and gardening on your huge covered balcony facing Madisonâs skyline. Luxuriate in the jetted tub and steam shower. Walk to Badger athletics, Trader Joeâs grocery, pharmacy, and local shops & restaurants. 5 min bike or drive to St Maryâs & Meriter Hospitals and UW Campus. Under 10 min bike/drive to UW Hospital. 3 heated parking spaces and 2 storage units included. Embrace the peace-of-mind and convenience of condo living!
Ready for condo and love living near west? Donât spend another winter in your house and stay connected to your neighborhood. 401-02 is the largest single floor residence at the highly sought after Monroe Commons. Easy house-to-condo transition with all the comforts, ambiance, & space of a house. This condo lives like a 3-bed, 2-bath home with an internally connected 1-bed, 1-bath suite/condo with its own full kitchen, living space, balcony, laundry, & private entrance. Ideal for a caretaker, family/guest suite, multigenerational living, or home office. Enjoy grilling and gardening on your huge covered balcony facing Madisonâs skyline. Luxuriate in the jetted tub and steam shower. Walk to Badger athletics, Trader Joeâs grocery, pharmacy, and local shops & restaurants. 5 min bike or drive to St Maryâs & Meriter Hospitals and UW Campus. Under 10 min bike/drive to UW Hospital. 3 heated parking spaces and 2 storage units included. Embrace the peace-of-mind and convenience of condo living!
USD 1,680,000
308 S Brooks Street
View photo
House · for sale
USD 550,000
USD 203/sq.ft
308 S Brooks Street
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 2,702 sq.ft · 5 Bedrooms · 3 Baths · House
· Parking
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 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
5117 Lake Mendota Dr, Madison, WI 53705 | MLS #2018
View photo
House · for sale
USD 1,300,000
USD 431/sq.ft
5117 Lake Mendota Dr, Madison, WI 53705 | MLS #2018
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 3,014 sq.ft · 4 Bedrooms · 4 Baths · House
· Deck · Fireplace · Equipped kitchen
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 3,014 sq.ft · 4 Bedrooms · 4 Baths · House · Deck · Fireplace · Equipped kitchen
This stunning Mid-Century Modern residence is a professional's dream, perched on a hillside to deliver breathtaking, east-facing views of Lake Mendota. In the heart of Madison, moments from the UW campus, the hospital corridor, and the bike path, guaranteeing an effortless work-life balance. In this home, vintage style meets ultimate convenience. A meticulous, luxury-grade interior remodel in 2025 preserved the iconic MCM aesthetic while installing high-end finishes and elegant touches. This expansive 5-level, 3,000+ sq.ft home features 4 bedrooms, 3.5 bathrooms, and two full kitchens. A unique feature is the dedicated and private In-Law suite, fully equipped with its own kitchen and gas fireplace. This is the ultimate flexible space—perfect as a guest suite, rental, or a spacious work-from-home headquarters. Outdoor living is designed for seamless entertaining, offering a charming screen porch, a large deck, easy access to lake via the nearby Spring Harbor Park public boat launch
This stunning Mid-Century Modern residence is a professional's dream, perched on a hillside to deliver breathtaking, east-facing views of Lake Mendota. In the heart of Madison, moments from the UW campus, the hospital corridor, and the bike path, guaranteeing an effortless work-life balance. In this home, vintage style meets ultimate convenience. A meticulous, luxury-grade interior remodel in 2025 preserved the iconic MCM aesthetic while installing high-end finishes and elegant touches. This expansive 5-level, 3,000+ sq.ft home features 4 bedrooms, 3.5 bathrooms, and two full kitchens. A unique feature is the dedicated and private In-Law suite, fully equipped with its own kitchen and gas fireplace. This is the ultimate flexible space—perfect as a guest suite, rental, or a spacious work-from-home headquarters. Outdoor living is designed for seamless entertaining, offering a charming screen porch, a large deck, easy access to lake via the nearby Spring Harbor Park public boat launch
USD 1,300,000
1208 Chandler Street
12 pictures
House · for sale
USD 615,000
USD 439/sq.ft
1208 Chandler Street
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 1,399 sq.ft · 3 Bedrooms · 2 Baths · House
· Patio · Equipped kitchen · Parking · Air conditioning
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 1,399 sq.ft · 3 Bedrooms · 2 Baths · House · Patio · Equipped kitchen · Parking · Air conditioning
Packed with upgrades in the popular Vilas/Greenbush neighborhood: Gleaming hardwood floors, tall ceilings, preserved woodwork, welcoming front porch. And finally, a beautiful kitchen! This house'feels' larger than 1400+ sq ft. Big-ticket updates? Done. 2019: new furnace, A/C, windows, ductwork, water heater, fence, filtered water, plus washer/dryer. 2020: New mudroom, 2-car garage with 23x12 loft, and a stone patio made for summer nights. 2021: New siding, high-capacity gutters, and water softener. The expensive stuff is done. Move in and enjoy. Just minutes from Henry Vilas Zoo, Vilas Park, the energy of Monroe Street, and University of WisconsinâMadison
Packed with upgrades in the popular Vilas/Greenbush neighborhood: Gleaming hardwood floors, tall ceilings, preserved woodwork, welcoming front porch. And finally, a beautiful kitchen! This house'feels' larger than 1400+ sq ft. Big-ticket updates? Done. 2019: new furnace, A/C, windows, ductwork, water heater, fence, filtered water, plus washer/dryer. 2020: New mudroom, 2-car garage with 23x12 loft, and a stone patio made for summer nights. 2021: New siding, high-capacity gutters, and water softener. The expensive stuff is done. Move in and enjoy. Just minutes from Henry Vilas Zoo, Vilas Park, the energy of Monroe Street, and University of WisconsinâMadison
USD 615,000
2218 Hillington Green
12 pictures
House · for sale
USD 875,000
USD 486/sq.ft
2218 Hillington Green
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 1,798 sq.ft · 3 Bedrooms · 3 Baths · House
· Equipped kitchen
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 1,798 sq.ft · 3 Bedrooms · 3 Baths · House · Equipped kitchen
Classic and Charming Hillington Green Colonial right across from Hillington Green Park and close to Schools, SW Commuter Path, Monroe Street, UW and Downtown Madison! Beautiful vintage features, including woodwork throughout, combined with many updates throughout including newer Kitchen, Primary Full Bath, Mechanicals and more for modern living! Bonus rooms include main level Sunroom that overlooks the park, 3 Season porch on back of main level and extra finished 200 plus sf of space on 3rd level (not incl. In sf total) Also, lovely large front porch to sit out on and view the beautiful park and neighborhood from. Seller will leave attached Primary BR TV and Generator at Buyers' convenience. This home has been lovingly cared for and updated by the same family for over 50 years and is located in the amazing West Lawn Heights National Historic District. Simply move in and enjoy all that the Near West Side of Madison Life has to offer. 1 Year APHW Home Warranty given at closing. Hurry!
Classic and Charming Hillington Green Colonial right across from Hillington Green Park and close to Schools, SW Commuter Path, Monroe Street, UW and Downtown Madison! Beautiful vintage features, including woodwork throughout, combined with many updates throughout including newer Kitchen, Primary Full Bath, Mechanicals and more for modern living! Bonus rooms include main level Sunroom that overlooks the park, 3 Season porch on back of main level and extra finished 200 plus sf of space on 3rd level (not incl. In sf total) Also, lovely large front porch to sit out on and view the beautiful park and neighborhood from. Seller will leave attached Primary BR TV and Generator at Buyers' convenience. This home has been lovingly cared for and updated by the same family for over 50 years and is located in the amazing West Lawn Heights National Historic District. Simply move in and enjoy all that the Near West Side of Madison Life has to offer. 1 Year APHW Home Warranty given at closing. Hurry!
USD 875,000
1309 Dale Avenue
View photo
House · for sale
USD 370,000
USD 266/sq.ft
1309 Dale Avenue
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 1,389 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden · Deck · Equipped kitchen · Cellar
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 1,389 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Deck · Equipped kitchen · Cellar
Showings begin 7/8/26. Project house with good bones! Note: Will not pass VA or FHA inspection. Bathroom leak resulted in gutting it partially to the studs and sub floor. Gutters have not been installed but are on the ground in the backyard (not sure if all are there). Hardwood floors in bedrooms, hall and liv rm, with particle board under fam room addition('96). 50 year roof, shed, energy efficient windows in'12, vinyl/alum siding and an Oak kitchen. 3rd bedroom currently has laundry setup but can be moved back to basement. Please do not walk out past the large deck in the back as there are many items the seller will be removing. Being sold AS-IS to settle an estate by executor who has never lived on the property
Showings begin 7/8/26. Project house with good bones! Note: Will not pass VA or FHA inspection. Bathroom leak resulted in gutting it partially to the studs and sub floor. Gutters have not been installed but are on the ground in the backyard (not sure if all are there). Hardwood floors in bedrooms, hall and liv rm, with particle board under fam room addition('96). 50 year roof, shed, energy efficient windows in'12, vinyl/alum siding and an Oak kitchen. 3rd bedroom currently has laundry setup but can be moved back to basement. Please do not walk out past the large deck in the back as there are many items the seller will be removing. Being sold AS-IS to settle an estate by executor who has never lived on the property
USD 370,000
555 S Midvale Blvd, Unit 216, Madison, WI 53711 | MLS #2025
View photo
Condo · for sale
USD 539,900
USD 436/sq.ft
555 S Midvale Blvd, Unit 216, Madison, WI 53711 | MLS #2025
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 1,238 sq.ft · 2 Bedrooms · 2 Baths · Condo
· Patio · Terrace · Fireplace · Equipped kitchen · Parking
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 1,238 sq.ft · 2 Bedrooms · 2 Baths · Condo · Patio · Terrace · Fireplace · Equipped kitchen · Parking
Sequoya Commons! Beautiful south-facing 2 bedu002F1.5 bath condo in a highly desirable location wu002Fupscale finishes throughout. Open floorplan features 9' ceilings, maple hardwood floors, cozy fireplace & patio door access to the private terrace. Kitchen boasts designer cabinetry wu002Fbrushed nickel hardware, solid surface counters, breakfast bar, updated stainless steel appliances wu002Fgas range & under-cabinet lighting. Living, dining, kitchen & office nook flow seamlessly together. Spacious primary suite includes a walk-in closet & steps to the full bath wu002Ftile flooring & dbl vanity. 2nd bdrm doubles as an ideal flex space or officeu002Fden. Additional highlights include in-unit laundry wu002Fwasher & dryer ('21), same-flr storage just steps from the unit & heated underground parking. New urnace & Au002FC ('24). First flr offers versatile mixed use amenities featuring Sequoya Branch Library, dining & shopping. Steps to parks, bike paths, transit. Close to UW, hospitals & al
Sequoya Commons! Beautiful south-facing 2 bedu002F1.5 bath condo in a highly desirable location wu002Fupscale finishes throughout. Open floorplan features 9' ceilings, maple hardwood floors, cozy fireplace & patio door access to the private terrace. Kitchen boasts designer cabinetry wu002Fbrushed nickel hardware, solid surface counters, breakfast bar, updated stainless steel appliances wu002Fgas range & under-cabinet lighting. Living, dining, kitchen & office nook flow seamlessly together. Spacious primary suite includes a walk-in closet & steps to the full bath wu002Ftile flooring & dbl vanity. 2nd bdrm doubles as an ideal flex space or officeu002Fden. Additional highlights include in-unit laundry wu002Fwasher & dryer ('21), same-flr storage just steps from the unit & heated underground parking. New urnace & Au002FC ('24). First flr offers versatile mixed use amenities featuring Sequoya Branch Library, dining & shopping. Steps to parks, bike paths, transit. Close to UW, hospitals & al
USD 539,900
407 S Orchard Street
View photo
House · for sale
USD 465,000
USD 351/sq.ft
407 S Orchard Street
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 1,324 sq.ft · 3 Bedrooms · 1 Bath · House
· Equipped kitchen
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 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
6014 Old Middleton Road
12 pictures
House · for sale
USD 400,000
USD 223/sq.ft
6014 Old Middleton Road
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 1,787 sq.ft · 3 Bedrooms · 2 Baths · House
· Patio · Parking · Air conditioning
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 1,787 sq.ft · 3 Bedrooms · 2 Baths · House · Patio · Parking · Air conditioning
Nestled among some of West Madisonâs most high-value neighborhoods, this 3-bed, 2.5-bath split-level home offers an incredible opportunity to build equity in a prime location. Just minutes from schools, parks, DT Middleton, Hilldale & miles of scenic bike paths/lakes, this home combines convenience w/long-term value. Inside, youâll find a functional split-level layout w/spacious living areas & great natural light, ready for your personal updates & vision. The home has already seen many of the big-ticket improvements, including a newer roof (~10 years old), furnace, A/C, water heater (~2 years old) & some updated windows/patio door, giving you peace of mind as you make it your own. Situated on a generous lot w/mature trees, the outdoor space offers privacy & room to enjoy. A lrg 2-car garage adds everyday practicality & strg. Whether youâre looking to renovate, invest or settle into a sought-after location this property presents a rare chance to create your ideal home
Nestled among some of West Madisonâs most high-value neighborhoods, this 3-bed, 2.5-bath split-level home offers an incredible opportunity to build equity in a prime location. Just minutes from schools, parks, DT Middleton, Hilldale & miles of scenic bike paths/lakes, this home combines convenience w/long-term value. Inside, youâll find a functional split-level layout w/spacious living areas & great natural light, ready for your personal updates & vision. The home has already seen many of the big-ticket improvements, including a newer roof (~10 years old), furnace, A/C, water heater (~2 years old) & some updated windows/patio door, giving you peace of mind as you make it your own. Situated on a generous lot w/mature trees, the outdoor space offers privacy & room to enjoy. A lrg 2-car garage adds everyday practicality & strg. Whether youâre looking to renovate, invest or settle into a sought-after location this property presents a rare chance to create your ideal home
USD 400,000
2529 Gregory Street
12 pictures
House · for sale
USD 750,000
USD 353/sq.ft
2529 Gregory Street
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 2,120 sq.ft · 4 Bedrooms · 1 Bath · House
· Deck · Fireplace · Equipped kitchen
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 2,120 sq.ft · 4 Bedrooms · 1 Bath · House · Deck · Fireplace · Equipped kitchen
Classic 4-bedroom Colonial in the heart of Dudgeon-Monroe, The main level offers a bright, inviting dining space and a beautifully remodeled kitchen (TDS, 2013) featuring stainless appliances, heated Marmoleum floors, solid surface countertops, and custom Woodhaven cabinetry. A warm, welcoming living room with wood-burning fireplace and hardwood floors throughout completes the space, along with a convenient half bath. Upstairs, youâll find four bedrooms with refurbished hardwood floors and a full bath, one bedroom opens to a spacious composite deck, perfect for morning coffee or evening unwinding. The finished lower level adds flexible living space for work or play. Ideally located near Lake Wingra, the Southwest Commuter Path, and the vibrant shops, cafÃs, and parks along Monroe Street
Classic 4-bedroom Colonial in the heart of Dudgeon-Monroe, The main level offers a bright, inviting dining space and a beautifully remodeled kitchen (TDS, 2013) featuring stainless appliances, heated Marmoleum floors, solid surface countertops, and custom Woodhaven cabinetry. A warm, welcoming living room with wood-burning fireplace and hardwood floors throughout completes the space, along with a convenient half bath. Upstairs, youâll find four bedrooms with refurbished hardwood floors and a full bath, one bedroom opens to a spacious composite deck, perfect for morning coffee or evening unwinding. The finished lower level adds flexible living space for work or play. Ideally located near Lake Wingra, the Southwest Commuter Path, and the vibrant shops, cafÃs, and parks along Monroe Street
USD 750,000
340 N Allen Street
12 pictures
Condo · for sale
USD 305,000
USD 269/sq.ft
340 N Allen Street
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 1,130 sq.ft · 2 Bedrooms · 1 Bath · Condo
· Patio · Fireplace · Equipped kitchen · Parking
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 1,130 sq.ft · 2 Bedrooms · 1 Bath · Condo · Patio · Fireplace · Equipped kitchen · Parking
One of the largest units in Dunsinane! Ideally located on Madisonâs near west side, this bright and inviting condo offers convenient access to the UWâMadison campus, UW Hospital, and Camp Randall, while also being close to the trails and Picnic Point. Inside, the 2 bed/1 bath condo offers an open concept kitchen/living/dining area creating a comfortable space filled with natural light and anchored by a cozy fireplace, with a layout that flows easily for relaxing or entertaining. A private outdoor patio provides a great spot to unwind, while a reserved heated garage parking stall and separate storage unit add everyday practicality. Bonus convenience of in-unit laundry. Set in a charming tree-lined neighborhood with a nearby bus line, the condo provides easy access to Madisonâs dining, shopping, and everyday conveniences. An ideal spot for medical, veterinary, and graduate students and professionals alike. Pets and rentals allowed, offering flexibility for both homeowners and investors
One of the largest units in Dunsinane! Ideally located on Madisonâs near west side, this bright and inviting condo offers convenient access to the UWâMadison campus, UW Hospital, and Camp Randall, while also being close to the trails and Picnic Point. Inside, the 2 bed/1 bath condo offers an open concept kitchen/living/dining area creating a comfortable space filled with natural light and anchored by a cozy fireplace, with a layout that flows easily for relaxing or entertaining. A private outdoor patio provides a great spot to unwind, while a reserved heated garage parking stall and separate storage unit add everyday practicality. Bonus convenience of in-unit laundry. Set in a charming tree-lined neighborhood with a nearby bus line, the condo provides easy access to Madisonâs dining, shopping, and everyday conveniences. An ideal spot for medical, veterinary, and graduate students and professionals alike. Pets and rentals allowed, offering flexibility for both homeowners and investors
USD 305,000
512 S Mills Street
12 pictures
House · for sale
USD 519,000
USD 319/sq.ft
512 S Mills Street
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 1,625 sq.ft · 4 Bedrooms · 2 Baths · House
· Cellar
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 1,625 sq.ft · 4 Bedrooms · 2 Baths · House · Cellar
Charming duplex in the heart of Madisonâs desirable Vilas/Greenbush neighborhood. This well-maintained 4-bedroom, 2-bath home is currently configured as a 2-unit property, offering excellent flexibility for investors, owner-occupants, or buyers seeking future conversion potential. Each level features a 2-bedroom, 1-bath layout with comfortable living spaces & abundant natural light. The main level includes a former interior stairwell currently enclosed within a closet, which could be reopened to reconnect both levels. Unit 1(ML) offers approx. 1,024 sq ft with 2 bedrooms + den, 1 full bath, living & dining areas, screened front porch, & basement access with laundry. Rented at $1,800/month through 8/14/2026. Unit 2(UL) offers approx. 608 sq ft with 2 bedrooms, 1 full bath, living & dining areas. Rented at $1,600/month through 7/18/2026
Charming duplex in the heart of Madisonâs desirable Vilas/Greenbush neighborhood. This well-maintained 4-bedroom, 2-bath home is currently configured as a 2-unit property, offering excellent flexibility for investors, owner-occupants, or buyers seeking future conversion potential. Each level features a 2-bedroom, 1-bath layout with comfortable living spaces & abundant natural light. The main level includes a former interior stairwell currently enclosed within a closet, which could be reopened to reconnect both levels. Unit 1(ML) offers approx. 1,024 sq ft with 2 bedrooms + den, 1 full bath, living & dining areas, screened front porch, & basement access with laundry. Rented at $1,800/month through 8/14/2026. Unit 2(UL) offers approx. 608 sq ft with 2 bedrooms, 1 full bath, living & dining areas. Rented at $1,600/month through 7/18/2026
USD 519,000
Wildcat Dr
View photo
House · for sale
Request Details
Updated
Wildcat Dr
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· House
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 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
Request Details
Merlham Dr
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House · for sale
Request Details
Updated
Merlham Dr
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 764 sq.ft · 2 Bedrooms · 1 Bath · House
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 764 sq.ft · 2 Bedrooms · 1 Bath · 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
Birch Hill Dr
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House · for sale
Request Details
Updated
Birch Hill Dr
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· House
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 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
Request Details
S Sunnyvale Ln 307
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Condo · for sale
Request Details
Updated
S Sunnyvale Ln 307
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· Condo
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · Condo
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
Donna Dr
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Condo · for sale
Request Details
Updated
Donna Dr
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· Condo
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · Condo
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
East Blf
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House · for sale
Request Details
Updated
East Blf
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· House
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 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
Request Details
Georgetown Ct
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House · for sale
Request Details
Updated
Georgetown Ct
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· House
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 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
Request Details
Schumann Dr
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House · for sale
Request Details
Updated
Schumann Dr
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· House
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 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
310 N High Point Road
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House · for sale
USD 715,000
USD 229/sq.ft
New
310 N High Point Road
Shorewood Hills, Shorewood Hills village Dane County Wisconsin
· 3,111 sq.ft · 3 Bedrooms · 3 Baths · House
· Garden · Parking · Deck · Fireplace · Equipped kitchen
Shorewood Hills, Shorewood Hills village Dane County Wisconsin · 3,111 sq.ft · 3 Bedrooms · 3 Baths · House · Garden · Parking · Deck · Fireplace · Equipped kitchen
2OPEN HOUSE SATURDAY 7/18 11:00-1:00pm! Sought After location on the doorstep of Middleton & ACROSS FROM PARK! This lovely 4 bdrm Westside ranch is a must see! Nestled on a large private lot across the street from a park on bus line! Walk-in & be immediately drawn to the sun flooded great rm with a high cathedral ceiling & lovely gas fireplace! The open floor plan draws in a huge kitchen with an abundance of cabinets & center island. Enjoy access to a large deck & fenced yard! King size Owners Suite w/ walk-in closet & private bath! The open staircase takes you to a wonderful family room with a wet bar & a walkout to your own private oasis. Perfect for entertaining! Lower Level also features full bath as well as 3rd and 4th bedrooms. 1st floor laundry off the three car garage! Seller has had pride of ownership in this home and it is in move-in condition! New furnace &c/a 2021, new water heater 2021, brand new carpet on main level & newly painted 2026! Roof 2011!
2OPEN HOUSE SATURDAY 7/18 11:00-1:00pm! Sought After location on the doorstep of Middleton & ACROSS FROM PARK! This lovely 4 bdrm Westside ranch is a must see! Nestled on a large private lot across the street from a park on bus line! Walk-in & be immediately drawn to the sun flooded great rm with a high cathedral ceiling & lovely gas fireplace! The open floor plan draws in a huge kitchen with an abundance of cabinets & center island. Enjoy access to a large deck & fenced yard! King size Owners Suite w/ walk-in closet & private bath! The open staircase takes you to a wonderful family room with a wet bar & a walkout to your own private oasis. Perfect for entertaining! Lower Level also features full bath as well as 3rd and 4th bedrooms. 1st floor laundry off the three car garage! Seller has had pride of ownership in this home and it is in move-in condition! New furnace &c/a 2021, new water heater 2021, brand new carpet on main level & newly painted 2026! Roof 2011!
USD 715,000

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Regent, Madison city Dane County Wisconsin
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