Vintage homes for sale & real estate in Middleton, WI

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ABOUT THIS HOME
Vintage Home for sale in Middleton, 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

ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
Experience the perfect mix of historic charm and modern updates in this beautifully maintained Colonial nestled on a picturesque wooded lot in the Town of Middleton. With over 2,900 sq ft of thoughtfully designed living space, this home features rich wood floors and a spacious great room that exudes warmth and character. The bright, updated kitchen offers stainless appliances, generous cabinetry, and plenty of room to gather. A flexible main-level bonus room, first-floor full bath, and convenient laundry add everyday ease. Upstairs, the airy bedrooms provide comfort, natural light, and serene views. Outside, enjoy the private patio, gazebo, and garden surrounded by mature trees. A one-of-a-

$999,000

3 beds2 baths2,920 sq ft

8561 Airport Rd, Middleton, WI 53562

2.25 acre lot • 2 garage spots • Built 1900

Sarah Gabrielse • Devout Real Estate Group, LLC

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Middleton, 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

ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
Rare opportunity to own this stunning, one of a kind 4 bedroom home just steps from all downtown Middleton has to offer. Find updates & custom remodels around every corner incl the Chefs kitchen w/ SubZero/Wolf/Cove apps, quartz counters, sleek tile backsplash, a darling dining area w/ shiplap accents, living room w/ cozy gas fp, built-in shelving & walkout to vaulted screened in porch! Hardwood floors lead you upstairs to all 4 bedrooms including the owners suite w/ dbl WIC & private en-suite w/ walk-in shower AND and add?l bonus rm perfect for an office/playroom/gym! Step outside to your custom patio w/ built in grill & fenced in yard great for kids, pets, & p

$1,199,000

4 beds2.5 baths2,997 sq ft

7403 Elmwood Ave, Middleton, WI 53562

Quartz counters • Cozy gas fp • Built-in shelving

Chris Barreau • MHB Real Estate

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
Location, location, location! This home is not only just a block from Lake Mendota, but it is also within a short stroll to Pheasant Branch Conservancy, dining options, and various amenities. Upon entering, you?ll be greeted by a charming living room featuring hardwood floors and a rustic fireplace. Beyond the French doors lies a bright, versatile space that can serve as an additional living or dining space, or it could easily be tailored to fit your needs. The spacious, open backyard offers glimpses of the lake and provides a tranquil setting to relax and unwind. Tucked in a peaceful, tree-lined neighborhood, this home awaits your personal touch!

$350,000

2 beds1 bath864 sq ft

5805 Roosevelt St, Middleton, WI 53562

9,583 sq ft lot • Built 1930 • Listed 84 days

Spencer Schumacher • Spencer Real Estate Group

Property at 6988 Schneider Rd, Middleton, WI 53562, 5 beds, 3.5 baths

$1,099,000

5 beds3.5 baths— sq ft

6988 Schneider Rd, Middleton, WI 53562

Craig Endres • Restaino & Associates

Property at 2809 Dewey Ct, Middleton, WI 53562, 2 beds, 2 baths

$1,250,000

2 beds2 baths1,704 sq ft

2809 Dewey Ct, Middleton, WI 53562

Sam Jessup • Pinnacle Real Estate Group LLC

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NEW 34 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Middleton, 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 Middleton, 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 Middleton, 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 Middleton, 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

$599,000

3 beds3 baths2,143 sq ft

3917 Mineral Point Rd, Madison, WI 53705

6,098 sq ft lot • 2 garage spots • Built 1950

Derek Mengar • Sprinkman Real Estate

ABOUT THIS HOME
Vintage Home for sale in Middleton, 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 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 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 821 Minakwa Dr, Madison, WI 53711, 3 beds, 1.5 baths

$699,900

3 beds1.5 baths1,549 sq ft

821 Minakwa Dr, Madison, WI 53711

Aaron Weber • Compass Real Estate Wisconsin

Property at 2725 Kendall Ave, Madison, WI 53705, 3 beds, 1 bath

$639,900

3 beds1 bath1,583 sq ft

2725 Kendall Ave, Madison, WI 53705

Geri Pettersen • Berkshire Hathaway HomeServices True Realty

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 208 Saratoga Cir, Madison, WI 53705, 4 beds, 3 baths

$899,000

4 beds3 baths2,762 sq ft

208 Saratoga Cir, Madison, WI 53705

Shelly Sprinkman • Sprinkman Real Estate

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 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 5114 Reynolds Ave, Waunakee, WI 53597, 4 beds, 1 bath

$1,450,000

4 beds1 bath1,534 sq ft

5114 Reynolds Ave, Waunakee, WI 53597

Jenny Bunbury-Johnson • Bunbury & Assoc, REALTORS

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 30 Virginia Ter, Madison, WI 53726, 3 beds, 2 baths

$835,000

3 beds2 baths2,104 sq ft

30 Virginia Ter, Madison, WI 53726

Jordan Bishop • Stark Company, REALTORS

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

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 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

Vintage Homes for Sale in Middleton

There are currently 7 vintage homes for sale in Middleton at a median listing price of $522K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middleton stay on the market for 86 days and receive 8 offers. Popular neighborhoods include Middleton Hills, Woodland Hills, West Side, North West Madison, and Lakeview. This map is refreshed with the newest listings in Middleton every 15 minutes.

In the past month, 20 homes have been sold in Middleton. In addition to houses in Middleton, there were also 22 condos, 12 townhouses, and 1 multi-family unit for sale in Middleton last month. Middleton is a minimally walkable city in Dane County with a Walk Score of 46. Middleton is home to approximately 16,969 people and 18,326 jobs. Find your dream home in Middleton 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 Middleton are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middleton. Our Middleton real estate stats and trends will give you more information about home buying and selling trends in Middleton. If you're looking to sell your home in the Middleton area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middleton with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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