Vintage homes for sale & real estate in Dane County, WI

Vintage Home for sale in Dane County, WI:

Own this historic 2 story on the Military Ridge Trail. Extensive high quality remodeling completed over the past years includes; two new kitchens (custom cabinets), two new bathrooms. New electrical, roof, furnace, pressure tank, flooring, plumbing, paint and thin coat plaster throughout. Insulated with fiberglass to R-38 certification. Each floor includes everything needed for two separate living spaces. To convert this back to single family, the closet would become a doorway instead. Own your own duplex and rent one of the units for income, or create a lovey home. Either way, the choice is yours to be an investor or home owner or both!

Vintage Home for sale in Dane County, WI:

Owner has loved this home for the past 60 years but ready for the next owner to enjoy. Solid ranch home style home features 3 bedrooms & full bathroom with new toilet & updated vanity. Living room / Dining Room has built in storage, access to deck. Basement rec rm w/ bar, laundry/office area. Two car garage includes workbench, tools, etc. Per Seller: Boiler approx. 2 years old, Water Heater 2015, exterior painted in last 5 years. De Volis Park across the street. Close to shopping, beltline, Arboretum, downtown & more!

Vintage Home for sale in Dane County, WI:

This classic 4-square offers a lot of space and is priced to MOVE. There is BRAND NEW carpeting, a newer water heater, a newer furnace, updated 200 amp electrical service - and a fantastic garage that was built in 2017 with 100AMP electrical service ready for car charging or whatever else a new owner might want. And that garage is almost 2 stories tall - tall enough for a lift if a new owner wanted to put one in, or just space for potential attic storage. There are newer appliances as well, most of them purchased in the last 4-6 years. The value is remarkable. Maybe the best part is getting to live in Stoughton, not only are there the cultural amenities in downtown Stoughton, but the nightl

Vintage Home for sale in Dane County, WI:

READY TO BE TRANSFORMED! INVESTORS WELCOMED! Unlock the potential of this 3 bed Bungalow with massive sweat equity gains. Living area offers lg windows for natural light. Eat in kitchen w/ gas range, lots of cabinet space, and convenient washer/dryer. A quick sand and stain will revive current cabinetry, or replace with your own style. 2 main lvl beds and full bath, plus 1 upper lvl bed with walk-in closet. Unfinished LL with additional washer/dryer. Foundation needs some love, see contractor estimate. Fenced yard w/ 2 storage sheds and mature trees. Potential to add garage/carport to newer concrete drive. Upgraded electrical and circuit breakers w/ in the last 2 yrs. Location is everything

Vintage Home for sale in Dane County, WI:

Charming 2-flat located just minutes from the vibrant Atwood and Willy Street neighborhoods! Each level features 2 bedrooms, a bath, and a kitchen, with laundry conveniently located in the lower level. Original wood floors and trim add warmth and character throughout. Recent updates include a freshly painted exterior in 2023, a remodeled upstairs bathroom, and a partially updated main level bathroom. The property also offers the potential to be converted back into a single-family home. With nearby restaurants and coffee shops, this location is perfect for enjoying the best of Madison! Being sold as-is.

Vintage Home for sale in Dane County, WI:

Welcome to the perfect blend of cozy living and natural beauty. This adorable 1-bedroom, 1-bath home sits on a stunning 1-acre lot, offering endless possibilities for relaxation, gardening, or outdoor activities. Conveniently located near local amenities, this property provides the tranquility of country living without sacrificing accessibility. The home's inviting layout is ideal for anyone seeking a peaceful retreat or a manageable space to call home. Whether you're starting out, downsizing, or looking for a weekend escape, this property is a true gem. Don't miss your chance to own this charming slice of paradise! Schedule your showing today!

Vintage Home for sale in Dane County, WI:

Charming 2-Story Home in sought after Emerson Neighborhood. This beautifully maintained home on Madison's east side blends timeless character with modern updates. Featuring gleaming hardwood floors, original woodwork, 2 spacious bedrooms, and a versatile flex space ideal for a small office, this home is both charming and functional. Recent updates include siding, AC, washer and dryer, and water heater. The fenced backyard and detached one-car garage add convenience and privacy. Ideally located, you?re just a short walk to parks, coffee shops, restaurants, and the soon-to-open Madison Public Market. With easy access to downtown, bike paths, and the revitalized First Street/East Washington co

Vintage Home for sale in Dane County, WI:

Feel the heartbeat of Madison in this beautiful home! With over 2,000 finished sqft, 3-bedrooms, 3-bathrooms, sunny living room & large family room, attached 2-car garage, primary bedroom suite, fenced yard. .. you name it & this home has it! Just completed approx. $40k worth of landscaping including no-maintenance lawn & a great patio space in in fully-fenced yard! Large kitchen has updated appliances & counters. Huge, main-floor primary bedroom suite has walk-in closet & attached bathroom with dual-sinks, walk-in shower, & soaking tub. Second floor has great-sized bedrooms & full-bathroom. Lower level family room & extra storage. Bonuses: Fil

Vintage Home for sale in Dane County, WI:

Discover this charming and well-cared-for home situated on a desirable corner lot. Ideally located just moments from UW campus, UW Hospital, and the Shorewood Rapid bus Transit route. Along with all the conveniences you could ask for - walk-able to shops, dining, and close to bike paths. With Quarry Park steps away, you outdoor enthusiasts have access to walking and bike paths there too! Water heater replaced (2024, Newer Range. Currently tenant-occupied through May 31, 2025, this property is great to consider for investors seeking an excellent location with a steady rental history, or those looking to relocate to the area. Don't miss out on this incredible opportunity to own in a prime loc

Vintage Home for sale in Dane County, WI:

Rare 20 acre development opportunity on the edge of Oregon WI. Land has access from Lincoln Rd as well as Glenway. Directly across from Bergamont Golf Course. Village of Oregon wants to see this property developed. Multi Family, Condo's Medical Facility, unlimited potential.

Vintage Home for sale in Dane County, WI:

LIVE IN THE HEART OF MONONA! Nestled on a charming, quaint street, this home boasts an unbeatable location. You will be close to the bike path, walking distance to Lake Monona and all the great shops on Monona Drive. The large great room invites relaxation and gatherings, while the ample-sized kitchen provides functionality and potential for your personal touch. Combine 3 cozy bedrooms and 1 updated bathroom making it ideal for comfortable living. The unfinished basement is a blank canvas for your creativity, with plenty of space for storage. Step outside to enjoy the expansive fenced yard?ideal for outdoor activities, pets, or gardening. A 1-car detached garage adds convenience to this del

Vintage Home for sale in Dane County, WI:

Completely renovated two flat two blocks from the water and Brittingham boasts. Refinished maple floors, fresh paint, trim, updated electrical and plumbing. New kitchens with quartz tops, new appliances and renovated bathrooms. Both units are 2 bed 1 bath. Owner occupy or excellent income opportunity.

Vintage Home for sale in Dane County, WI:

This adorable one owner ranch has been lovingly cared for and is filled with charm. Offering over 2,000 sq ft, 3 bedrooms, 2 baths, spacious living room with large picture window for natural light and dining area with built-in corner hutch, kitchen with tile backsplash and cozy breakfast nook. Hardwood floors, lower level rec room with bar and 2nd bath. Backyard with brick patio and a 2 car garage. Close to Fireman?s Park, schools and everything Deforest has to offer. This one won?t last long!!!

Vintage Home for sale in Dane County, WI:

Enjoy the panoramic views as soon as you walk in the front door! With the back wall full of oversized windows in this beautiful Lake Kegonsa retreat and water views from all rooms, including the main floor office, you will be sure to relax in this peaceful oasis. 2 lower level bedrooms and 2 full bathrooms make this home a functional and comfortable space. Renovated kitchen with new stone counters, cabinetry and appliances, and the furnace, AC and roof are all new within the past 5 years! Private boathouse with electric ramp.

Vintage Home for sale in Dane County, WI:

It?s all here and there is something for everybody! Situated on almost two acres this home is just far enough out of town yet close enough for convenience. Step through the front door and you will find everything you need is one the main level. A quality cooks kitchen, open living and dining area, spacious primary suite, and laundry. The upper level offers two spacious bedrooms, bonus room along with a full bath. Entertaining friends and family in the lower level with two large rooms, a full bath and walkout to the backyard. The yard has been meticulously maintained and offers an abundance of majestic oaks and a beautiful deck and patio area. An additional detached storage building with the

Vintage Home for sale in Dane County, WI:

Charming ranch home in prime Madison location! Nestled on the north side, this delightful residence boasts a serene, expansive backyard - your private sanctuary, perfect for relaxation or hosting gatherings. .. plus enjoy your 3-season porch for extended outdoor living + 2-car garage. Inside, discover 3 bedrooms on the main, plus a versatile den and recreation area in the lower level awaiting your own customization. Solid hardwood floors await you throughout the main level, hidden under the carpet, which promise a classic appeal once restored! With a touch of TLC, this home will gleam anew?your opportunity to create the perfect haven! Welcome home!

Vintage Home for sale in Dane County, WI:

Step into the countryside & discover this exceptional 41+ acre horse farm nestled between Oregon & McFarland! This property offers a unique opportunity for equestrian enthusiasts and outdoor lovers alike with the centerpiece being a beautifully maintained 5-bdrm home bursting with character & comfort. Inside you?ll find multiple living areas, an updated kitchen, a gas stove, & timeless wood accents. Beyond the home live multiple outbuildings including a barn w/ a milk house & garage, pole barn with well-equipped horse stables & tack rm, heated workshop, add?l storage shed, & more. The land itself is a picturesque blend of pastures, open fields, &

Vintage Home for sale in Dane County, WI:

NATURE'S PARADISE: Expansive 4 bed, 3 bath 2-story w/ over 37 ac of land! Bring your vision to this home w/ serious potential. Living room offers wood FP and entertaining space. Kitchen boasts walk-in pantry, breakfast bar, and glass cabinetry. Dining area w/ vaulted ceiling and tons of natural light. Primary suite has walk-in closet and remodeled bathroom w/ dual vanity and tile walk-in shower. Put your own stamp on the unfinished LL w/ walkout to backyard. Private screened porch overlooks hunting grounds, mature trees, and duck pond. 2c detached garage w/ more parking on circle drive. Or, split the parcel to build an additional dream home! Close to numerous trails/parks, less than 30 minu

Vintage Home for sale in Dane County, WI:

Experience the charm, convenience & character of one of Madison?s most desirable neighborhoods. Located in Sunset Village, this 3 bed / 1.5 bath raised ranch features a rare 4-5 car garage w/ walkout & an ingeniously useful living space. Large bay windows engulf the main living room w/ fireplace in light, highlighting the gorgeous hardwood floors, while the inviting wood deck provides a serene hangout spot & view of the tree lined backyard w/ shed. The oversize family room w/ skylights provides sunny versatility, while the extensive lower level w/ 2nd fireplace is waiting for your creative expansion ideas. Close to Hilldale, UW-Madison, hospitals, grocery store, bus line a

Vintage Home for sale in Dane County, WI:

Showings begin 11/14. This move-in ready home in the vibrant Emerson East neighborhood is an easy walk to numerous restaurants, bars, and coffee shops, less than ten minutes from the Capitol Square, and a short bus ride to campus, the hospitals, and downtown. Hardwood floors, original built-ins, and oversized windows showcase the home's historic charm, while countless updates, an open and airy floorplan, a two-car garage, and main-floor laundry bring it into the 21st century. The bonus room, next to the second bathroom on the first floor, could easily serve as a fourth bedroom, office, playroom, or more. Garden, lounge, or relax in the private, fenced backyard.

Vintage Home for sale in Dane County, WI:

This charming 1900s bungalow has been meticulously maintained by the same owners for over 50 years. Fall in love with its original, pristine wood doors and trim, built-ins, light fixtures, and stained glass windows?a true taste of this home's historic charm, highly sought after in the Marquette neighborhood. Modern conveniences include a two-car garage, a fenced backyard, and a private patio off the primary bedroom. With a back exterior staircase, two bedrooms and one bathroom upstairs, and two bedrooms and one bathroom on the main level, the split-level layout offers flexible living options. The photos don?t do it justice; come see the fine craftsmanship in person!

Vintage Home for sale in Dane County, WI:

Showings start 11/14! Experience lakeside living in this charming 3-bedroom, 2-bath home on the peaceful shores of Lake Kegonsa. Nestled on a generous lot with expansive water views, this property offers a private and tranquil retreat. You'll enjoy the open-concept living area filled with natural light where large windows showcase sweeping views of the lake. The ample kitchen is well-equipped with stainless steel appliances, rustic cabinetry and seating for six. Outdoors, immerse yourself in the lake lifestyle with multiple spaces to relax and entertain. Dine outdoors on the attached wooden deck, lower patio or party deck on top of the newly constructed boathouse, part of a recent $200K sho

Vintage Home for sale in Dane County, WI:

This charming 2-story home in Dane, WI, offers a perfect blend of comfort and style. With 4 spacious bedrooms and 2 full bathrooms, including a conveniently located full bathroom on the main floor, this home is designed for easy living. The updated kitchen boasts modern appliances and plenty of space for cooking and entertaining. Relax on the welcoming front porch, ideal for enjoying a quiet evening or chatting with neighbors. Upstairs, hardwood floors grace the stairs and hallways, leading to bright, cozy bedrooms. The detached 2-car garage provides ample parking and storage. Located in a peaceful neighborhood, this home combines small-town charm with quick access to Madison. Don?t miss ou

Vintage Home for sale in Dane County, WI:

Downtown 2 flat located just 5 blocks from the Capitol near the intersection of N. Franklin St. and E. Mifflin St. Unit #1 is 1,340 sq. ft. with 3 bedrooms, . 1 full bath and leased out at $1,775/mo through 8/14/25 and then at $1,895/mo through 8/14/26. Unit #2 is 1,080 sq. ft with 2 bedrooms , 1 full bath and leased out at $1,760/mo through 8/14/2025. Parking available onsite with the adjacent driveway which is part of this property. Great location and easy to rent.

Vintage Home for sale in Dane County, WI:

Welcome to this charming home with three bedrooms, one full bath on main level, and full bath area in basement near washer and dryer hook ups. Hardwood floors, unique doors, crystal doorknobs, built in shelves, and lots of warm natural light throughout. Full basement with functional windows could offer space for a second living room or home office. Newer furnace and central air conditioning. One car garage with extra storage. Beautiful and spacious back yard. Walking distance to historic downtown, stores, and parks.

Vintage Home for sale in Dane County, WI:

Discover the charm of this classic cape cod 3 bedroom home nestled right in the heart of Middleton. Immerse yourself in the vibrant community as you stroll to the nearby co-op or explore the delightful Downtown with its array of shops, restaurants, library, & more. Enter inside to enjoy the classic charm of hardwood floors that add warmth and character to the already inviting living spaces. Not to mention the spacious living room, formal dining & sunroom perfect for both everyday living & entertaining. Upstairs find all 3 beds & a full bath with brand new vanities. Benefit from big updates including 2023 roof and gutters, & 2019 water heater and softener, plus a

Vintage Home for sale in Dane County, WI:

Updated and bright ranch home offered in the Spring Harbor Neighborhood. Only a stones throw from Lake Mendota and the Mendota Bike Trail and University Ave bus line. Gleaming Hardwood floors. In 2018, Seller added a beautiful great room full of large windows along with 3 bedrooms in the lower level with legal egress and a full LL bath. Roof replaced in 2018. Entire interior of the home has been painted, kitchen was remodeled and appliances were new in 2005. Furnace and H2O heater were updated at that time also. Beautiful woodburning fireplace in family room with a skylight for natural light. Seller has never used pesticides on property! Large irregular shaped lot on a beautiful treelined

Vintage Home for sale in Dane County, WI:

INVEST IN YOUR FUTURE! 2 unit 2 story in a great Sun Prairie location. Unit 1 is 5 bed, 2 bath multi-level with LVP throughout and natural light in living area. Kitchen has lots of counter space. Open dining room that offers plenty of light. Beds have lg closets. In unit laundry available. Unit 2 is a 1 bed w/ LVP throughout, living area has built-in storage. Kitchen has lots of natural light. Generously sized bedroom w/ vaulted ceiling. Sizable yard backs up to wooded space. Plenty of off street and street parking. Updates include main level flooring in unit 1 in 2024, 3 windows replaced in unit 2 in 2023. Close to downtown Sun Prairie, East High School, and numerous parks.

Vintage Home for sale in Dane County, WI:

Discover this fantastic two unit, 2 bedrooms on main and 1 bedroom on top. 1 full bathroom for each. Could be used for multi-generational living or as an investment opportunity. Top unit does not have laundry. Enjoy outdoor space with backyard, private patio, fenced in yard. There is only 1 electric meter. The roof roughly 20 years old with the exception of the rubber roofs on the living room, garage and front which are 5 years old. The front porch was raised in 2018 and a new foundation was poured under it. The windows near porch are from 2018, and remaining windows were replaced in 2010. AC unit is 20 years old, which was serviced summer of 23'. The furnace was new as of 4/18. Water sof

Vintage Home for sale in Dane County, WI:

This charming, brick ranch in Norman Acres is ready to be yours! Enjoy your spacious, sunny living room cozied up next to a fire or entertaining guests. Utilize your three-seasons room as extra living space or as a generous mudroom walking in from the garage. The expansive backyard is fenced-in for your convenience and has an included shed for extra storage. The lower level features a finished recreation room with a built-in projector screen, as well as a second bathroom waiting for your finishing touches. This home is within walking distance to community gardens, tennis courts, and other park features. It's also a convenient, easy drive to East Towne Mall, Target, MATC, or the airport!

Vintage Home for sale in Dane County, WI:

This home is Awe!! 6 bedroom, 3.5 bathrooms and 1st floor laundry. New exterior deck with built-in bench next to 3 car garage. A beautiful chef kitchen with two islands combined with a family room and small dinette area leading to the backyard. Living room, family room and formal dining room on the mail floor have windows to the floor. Large master bedroom and closet. Master bathroom has 2 concrete sinks, countertops and concrete shower walls. Upper level room has a loft with a fish bowl window. Playroom, bar, family room, office, plenty of storage and bathroom with a steam shower on the lower level. This home offers so much more inside and out. It truly has some unique features to see. Clo

Vintage Home for sale in Dane County, WI:

Beautiful ranch located on a double corner lot in the heart of Monona! Extensive remodeling and a 1,000 square foot addition with private entrance, currently a game room, can be easily converted to an in-law unit. Open floor plan with great room, including gas fireplace and skylights. Large welcoming foyer, arched doorways, and dining room with custom island with built in cabinetry, with additional wood cabinets along dining room wall. Recently refinished hard wood and tile flooring, Master suite with jetted tub, walk in closet, master bath with walk in shower and new double sink vanity. From master bedroom, walk out to recently remodeled 3 season on porch with new windows installed. Locate

Vintage Home for sale in Dane County, WI:

3-bed, 1-bath Home ready for new beginnings. Located on a spacious corner lot in the Village of Mazomanie. First floor features kitchen with dining nook, living room, den/office, full bath, bedroom, and main floor laundry! Upstairs has 2 bedrooms. Oversized 2-car garage. Great investment property. Bring your ideas and creativity and make this home your own!

Vintage Home for sale in Dane County, WI:

Transform this blank canvas into your dream home! This property has been thoughtfully stripped down and reframed, offering a unique opportunity to customize every detail to your vision. Unleash your creativity and design the perfect living space that suits your lifestyle. Don't miss out on this chance to build your ideal home. New front section of the roof is being installed and will be completed very soon! The front section makes up the majority of the roof.