Vintage homes for sale & real estate in West Side, WI

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ABOUT THIS HOME
Vintage Home for sale in West Side, WI:
Feast your eyes on this all updated brick 4-unit that is in such good condition you wouldn't mind calling the vacant unit home. Effortless investment property in a sweet location (next door to single family) combined with the original charm and numerous updates makes this an Easy Rental. Renovated eat-in kitchens with glass or tile backsplashes the full length of the counters! High grade real wood cabinetry also have dishwashers. Classic tile baths around tubs on floor, even behind sink & toilets! Making baths waterproofed for longevity in addition to a wholesome look for a clean feel. Beautiful wood floors in living rooms, windows all double pane. Deck or patio out back. 4 car garage

$1,168,000

8 beds4 baths— sq ft

426 Rushmore Ln, Madison, WI 53711

0.25 acre lot • Garage • Built 1959

Doug Noot • EXP Realty, LLC

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in West Side, WI:
Make 53705 your new zip code! Voted 1 of the top zip codes in Madison! The main floor, freshly painted ceilings/rooms. Relax, this home comes w/ 14 month Home Warranty & is ready for its new owner! When entering through front door, hardwood floor from TN greet you in the Living R w/ gas fireplace. This home has several places to retreat to. Spacious screened porch w/ skylight & marine-grade, roll-up weather shades. Enjoy your morning coffee in quaint dinette area, or movie night downstairs. Seller took pride in the gardens throughout yard & has electricity to the shed for storing your gardening supplies/lawn mower. Leaf gutter guards around the home. Ample storage througho

$374,000

3 beds2 baths1,317 sq ft

5449 Old Middleton Rd, Madison, WI 53705

7,405 sq ft lot • Garage • Built 1910

Kelly Gilboy • Restaino & Associates

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in West Side, WI:
Renovated, stylish, and full of charm, this light filled stand-alone condo checks every box! Enjoy an open, easy-flow layout with wide-plank LVP floors, large windows, and warm, modern finishes. The updated kitchen shines with new cabinets + hardware, solid surface countertops, brand new appliances, and a beautiful new farm sink + faucet. Spacious bedrooms offer cozy retreats, and the refreshed bath complete with new vanity, tub/shower, faucets, and lighting feels fresh and on-trend. In unit laundry and freshly painted deck. This home has all the right updates in a prime Madison location near downtown, Hilldale, and favorite local restaurants.

$249,900

2 beds1 bath768 sq ft

42 Craig Ave, Madison, WI 53705

Built 1951 • Listed 15 days

Ellie Feldman Colosimo • EXP Realty, LLC

ABOUT THIS HOME
Vintage Home for sale in West Side, WI:
Mid-century modern retreat nestled on a wooded lot offering serene privacy just minutes from west-side conveniences. Thoughtfully renovated throughout?including a stunning 2019 kitchen by Bella Domicile featuring a Wolf 6-burner dual-fuel range, Sub-Zero refrigerator, new Andersen windows, and a new roof. Enjoy your tranquil surroundings from the sun room or wraparound deck. The open floor plan includes a newly updated primary suite with a private bath, dual closets, and a gas fireplace. Two additional bedrooms share a Jack-and-Jill bath. The lower level provides abundant storage and an attached two-car garage with additional parking.

$899,000

4 beds3 baths2,762 sq ft

208 Saratoga Cir, Madison, WI 53705

0.57 acre lot • 2 garage spots • Built 1956

Shelly Sprinkman • Sprinkman Real Estate

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in West Side, WI:
HUGE PRICE DROP for an accepted offer by Thanksgiving. Beautifully restored to blend historic charm w/ modern comfort, this stunning 4-bed/2 bath vintage treasure is nestled on a mature, 3/4 acre lot. Bay windows, graceful arches & stone fireplace warm the living room, while a stained-glass Arts-and-Crafts rose window adds character to the updated kitchen with adjacent first-floor laundry. Cozy into the sunken entertainment room/study, relax in the bright sunroom, or escape to the 1st floor master suite. Upstairs are 3 bedrooms 2 of which are shockingly big. Outside, enjoy the park-like setting from the quite private front patio. A detached three-car garage connects via a stylish bree

$900,000

4 beds2 baths2,302 sq ft

6233 Countryside Ln, Madison, WI 53705

Wooded lot • Stained-glass window • Stone fireplace

Jean Knickelbine • Realty Executives Cooper Spransy

Property at 401 Merrill Crest Dr, Madison, WI 53705, 2 beds, 2 baths

$450,000

2 beds2 baths1,298 sq ft

401 Merrill Crest Dr, Madison, WI 53705

Jenny Bunbury-Johnson • Bunbury & Assoc, REALTORS

Property at 1309 Dale Ave, Madison, WI 53705, 3 beds, 1 bath

$379,900

3 beds1 bath1,992 sq ft

1309 Dale Ave, Madison, WI 53705

Charla Piper • Century 21 Affiliated

Property at 1626 Laurel Crst, Madison, WI 53705, 5 beds, 3 baths

$784,000

5 beds3 baths3,552 sq ft

1626 Laurel Crst, Madison, WI 53705

Chris Barreau • MHB Real Estate

Property at 36 Craig Ave, Madison, WI 53705, 2 beds, 1 bath

$259,000

2 beds1 bath768 sq ft

36 Craig Ave, Madison, WI 53705

Matt Winzenried Real Estate Team • Realty Executives Cooper Spransy

Property at 15 Craig Ave, Madison, WI 53705, 2 beds, 1 bath

$219,000

2 beds1 bath768 sq ft

15 Craig Ave, Madison, WI 53705

Haley Burlage • ERA MyPro Realty

Property at 26 Craig Ave, Madison, WI 53705, 2 beds, 1 bath

$220,000

2 beds1 bath768 sq ft

26 Craig Ave, Madison, WI 53705

Janis Elmer • Skyway Properties, LLC

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ABOUT THIS HOME
Vintage Home for sale in West Side, WI:
Welcome to this inviting Sunset Village bungalow in the heart of one of Madison?s most sought-after neighborhoods. Packed with potential and surrounded by mature trees and walkable streets, this home offers the perfect blend of character, comfort, and convenience. The big-ticket improvements are already taken care of including a new roof, new insulation, new siding and soffits, new water heater, new water softener, and newer windows. All this gives you peace of mind and a fantastic head start on making the interior your own. A few finishing touches will let your style shine through and bring this home to its full potential. Enjoy an easy walk to Hilldale, Target, local restaurants, coffee s

$399,000

2 beds1.5 baths732 sq ft

725 N Meadow Ln, Madison, WI 53705

New siding • New water heater • New roof

Joseph Dlugosz • Stark Company, REALTORS

ABOUT THIS HOME
Vintage Home for sale in West Side, WI:
For the very first time on the market, 1910 Lewon Drive offers buyers and investors a unique chance to bring their vision to life. Tucked in a sought-after neighborhood, this home is within walking distance to the community pool, close to local schools, and offers quick access to the Beltline, making it both convenient and desirable. The property itself is ready for a full refresh, providing the perfect blank canvas to update and add value. With solid bones and a functional layout, it?s an ideal project for anyone looking to create their dream home or make a smart investment. Once fully renovated, comparable homes in the area suggest a strong market potential. Whether you?re an experienced

$375,000

3 beds2 baths2,584 sq ft

1910 Lewon Dr, Madison, WI 53711

Functional layout • 0.31 acre lot • 2 garage spots

Tiffany Malone • Compass Real Estate Wisconsin

ABOUT THIS HOME
Vintage Home for sale in West Side, WI:
Showings begin 11/23/25 at 12:00 p. m. Ideally located and with Capital view this unit won't last long. 2nd floor unit with open updated kitchen/ living room. Enjoy the ambiance and warmth of the Vermont Castings free standing gas stove. Move in ready with gleaming refinished hardwood floors and freshly painted. Relax with a morning cup of coffee and Capital view in the enclosed glass Sunroom. Protect your vehicle from the elements in the 1 car private attached garage. Common area with shared laundry, storage lockers and exercise area. Conveniently located near parks, schools, restaurants, shopping and bike paths makes this property a MUST SEE.

$239,900

2 beds1 bath849 sq ft

4314 Nakoma Rd #4, Madison, WI 53711

$375 HOA • Parking • Built 1954

Bill Goulette • Badger Realty Service

ABOUT THIS HOME
Vintage Home for sale in West Side, WI:
Show 11/7. This charming, light-filled home offers easy single-level living with three bedrooms on the main floor and a bright, inviting three-season porch. The lower level provides extra living space with a cozy family room featuring classic knotty pine paneling, a stone fireplace, a convenient half bath, and ample workshop and storage areas. A deep attached 1-car garage offers everyday convenience, while the spacious backyard includes an additional 1+ car detached garage/workshop for hobbies or extra storage. Nestled in a fantastic location just a short walk to downtown Middleton, parks, and all area schools. New roof in 2024. Come see it today!

$449,900

3 beds1.5 baths1,455 sq ft

6829 Cooper Ave, Middleton, WI 53562

Spacious backyard • Three season porch • Knotty pine paneling

Michael Weiss • MHB Real Estate

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in West Side, WI:
Seller pre-inspected this great ranch home on Madison's popular Westside. Home is being sold "as-is". This ranch home sits on a spacious lush private wooded half-acre lot with native woodland plants in the yard. This 3-bed 1-bath home offers lots of storage space and an unfinished basement with 1/4-bath, that could be make into a perfect movie/workout room. Beautiful fireplace with stone surround Quadra-fire wood burning insert. Spacious open living room area to relax in this Fall. Cozy up by the fireplace and read your book. Solid oak flooring in the living room and bedrooms. Extra large 3-car attached garage. White privacy fence in front, storage shed included in the backyard! R

$425,000

3 beds1 bath1,723 sq ft

5517 Dorsett Dr, Madison, WI 53711

0.55 acre lot • 3 garage spots • Built 1953

Jennell Jackson • Conrad Development LLC

ABOUT THIS HOME
Vintage Home for sale in West Side, WI:
Ranch home with an unbeatable location just a few blocks from Hilldale Shopping Center, Farmer's Market, Sequoya Commons and UW Hospital. All NEW paint! NEW a/c & furnace in 2021. NEW water heater in 2020! NEW high quality Bosch dishwasher in 2024. NEW gas range in 2021! NEW dryer in 2023! A welcoming living space offers a living room/dining area with wood floors and many windows for natural light! Nicely remodeled kitchen has solid ash floors, crisp white cabinetry and ceramic tile backsplash. Ample sunshine infuses the south facing sunroom, where sliding glass doors open onto a secluded deck & private wooded backyard. The lower level has a full bathroom & generous space

$525,000

3 beds2 baths1,673 sq ft

4345 Hillcrest Dr, Madison, WI 53705

New gas range • New furnace • New water heater

Philip Krause • Incredible Real Estate

Property at 4206 Manitou Way, Madison, WI 53711, 4 beds, 2.5 baths

$995,000

4 beds2.5 baths2,560 sq ft

4206 Manitou Way, Madison, WI 53711

Jenny Bunbury-Johnson • Bunbury & Assoc, REALTORS

Property at 5826 Balsam Rd, Madison, WI 53711

$689,000

— beds— baths— sq ft

5826 Balsam Rd, Madison, WI 53711

Lori Schilling • Sprinkman Real Estate

Property at 3918 Nakoma Rd, Madison, WI 53711, 5 beds, 1.5 baths

$1,095,000

5 beds1.5 baths3,218 sq ft

3918 Nakoma Rd, Madison, WI 53711

Susan Stoehr • EXP Realty, LLC

Property at 5701 Bartlett Ln, Madison, WI 53711, 3 beds, 1 bath

$410,000

3 beds1 bath1,755 sq ft

5701 Bartlett Ln, Madison, WI 53711

Helen Pazen • Stark Company, REALTORS

Property at 509 Westmorland Blvd, Madison, WI 53711, 3 beds, 2.5 baths

$624,900

3 beds2.5 baths1,824 sq ft

509 Westmorland Blvd, Madison, WI 53711

Ellie Feldman Colosimo • EXP Realty, LLC

Property at 4301 Odana Rd, Madison, WI 53711, 5 beds, 3 baths

$595,900

5 beds3 baths3,152 sq ft

4301 Odana Rd, Madison, WI 53711

Angela Ketelsen • Real Broker LLC

Property at 4301 Nakoma Rd, Madison, WI 53711, 3 beds, 1.5 baths

$475,000

3 beds1.5 baths1,640 sq ft

4301 Nakoma Rd, Madison, WI 53711

Robin Anderson-Guernsey • Stark Company, REALTORS

Property at 4211 Wanetah Trl, Madison, WI 53711, 3 beds, 2 baths

$599,900

3 beds2 baths1,957 sq ft

4211 Wanetah Trl, Madison, WI 53711

Chris Feneis • Keller Williams Lake Country

Property at 1417 Reetz Rd, Madison, WI 53711, 3 beds, 3 baths

$449,900

3 beds3 baths1,947 sq ft

1417 Reetz Rd, Madison, WI 53711

Erika Haar • CCL Management

Property at 7403 Elmwood Ave, Middleton, WI 53562, 4 beds, 2.5 baths

$1,199,000

4 beds2.5 baths2,997 sq ft

7403 Elmwood Ave, Middleton, WI 53562

Chris Barreau • MHB Real Estate

Vintage Homes for Sale in West Side

There are currently 11 vintage homes for sale in West Side at a median listing price of $490K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in West Side stay on the market for 53 days and receive 1 offers. Popular neighborhoods include Westmorland, Nakoma, Blackhawk, Middleton Hills, and Near West Madison. This map is refreshed with the newest listings in West Side every 15 minutes.

In the past month, 17 homes have been sold in West Side. In addition to houses in West Side, there were also 25 condos, 4 townhouses, and 2 multi-family units for sale in West Side last month. Find your dream home in West Side using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in West Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in West Side. If you're looking to sell your home in the West Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in West Side with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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