Vintage homes for sale & real estate in Middleton, WI

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ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
Rare opportunity to own a picturesque 2.09-acre country property in the desirable Town of Middleton, just minutes from Middleton and Madison. Offering the perfect blend of peaceful country living and city convenience, this unique property is filled with warmth, character, and endless potential. The beautifully landscaped grounds are the true centerpiece, featuring mature trees, colorful perennial gardens, a stunning established vineyard, an orchard, and expansive green space that creates a private, park-like retreat. A classic barn adds charm and versatility for hobbies, storage, or workshop space. Whether you dream of gardening, entertaining, or simply enjoying the beauty and privacy of na

$849,900

4 beds2 baths2,741 sq ft

7334 County Road K, Middleton, WI 53562

Orchard • Landscaped grounds • Perennial gardens

Alicia Navarrete • Fathom Realty, LLC

ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
Classic 1920 Craftsman bungalow on a prime corner lot in the heart of downtown Middleton ? that rarely comes to market. This 3-BR, 2.5-BA character home blends original charm with everyday livability: maple hardwood floors, classic woodwork, tall ceilings, a formal dining room, and natural light throughout. First floor powder room, laundry & a mudroom for everyday function. Upstairs, the primary bedroom offers a walk-in closet & updated BA, w/ additional bedrooms and a 2nd full bath w/ clawfoot tub. A 2-car detached garage plus a 3rd covered stall provides rare in-town parking & storage. Downstairs, 1,100-square-foot unfinished basement w/ high ceilings offers tons of pote

$849,900

4 beds2.5 baths1,766 sq ft

7226 Hubbard Ave, Middleton, WI 53562

Formal dining room • Walk-in closet • Craftsman bungalow

Michael Adler • Restaino & Associates

ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
In search of an investor or first time buyer. Great starter home that does need some improving. Put in some sweat equity and take advantage of a lower priced home in an excellent Middleton location. Sits along bus line and is walking distance to schools, shopping, and restaurants. Seller purchased the home for a family member and has never occupied the home, therefore prefers to sell as is. Seller will include an Ultimate Universal Home Protection plan at the cost of $825 - which covers 13 months and is renewable annually. Water heater and water softener are 1 year new. The backyard deck slightly encroaches on the neighbor's property. Seller is having the property surveyed and I will update

$275,000

2 beds1 bath1,008 sq ft

1702 Park St, Middleton, WI 53562

3,920 sq ft lot • Garage • Built 1940

Liz Leonard • Bunbury & Assoc, REALTORS

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ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
ORIGINAL CHARACTER + CURATED UPDATES Complete kitchen renovation blends-in beautifully: Cherry cabinets, soapstone counters, modern lighting, new windows and Sub-Zero, Wolf, Miele, & GE Monogram. Formal rooms retain original 1916 Craftsman details: never-painted trim, built-ins, light fixtures, French doors, and split-landing staircase. New/ newer: roofs, HVAC (2), 2nd floor bathroom, exterior paint, windows, & extensive landscaping including Cherry, Pear, and Plum trees. Enjoy the large screened front porch, huge deck off dining room, a lovely stone patio, and a fully fenced rear yard. 2nd floor is currently 3 beds + office w/ attached sunroom. Combine rooms for an owner?s suite.

$1,182,900

4 beds3 baths3,035 sq ft

2105 Madison St, Madison, WI 53711

Soapstone counters • Cherry cabinets • Kitchen renovation

Chris Atkinson • Restaino & Associates

OPEN TODAY, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
Welcome to 4505 Tokay Boulevard, a well-maintained 3-bedroom, 1.5-bath home in Madison?s desirable Midvale Heights neighborhood. With 2,357 square feet of living space, this inviting home blends classic character with thoughtful updates, including new energy-efficient Low-E windows and beautiful hardwood floors. Two wood-burning fireplaces add warmth and charm, while the bright sunroom offers a peaceful space to enjoy the seasons. The partially finished walkout basement with new carpet provides flexible additional living space for a family room, home office, recreation, or hobbies. Outside, enjoy the deck overlooking the spacious . 21-acre yard, perfect for entertaining, gardening, or relax

$585,000

3 beds1.5 baths2,357 sq ft

4505 Tokay Blvd, Madison, WI 53711

9,147 sq ft lot • 2 garage spots • Built 1956

Angela Droessler • Stark Company, REALTORS

ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
Show 8/27. Stunning West Lawn home boasts a move in ready abode with dreamy features that are sure to make you swoon. Dapper exterior offers gorgeous landscaping & rebuilt covered front porch w/ composite flooring. Mint interior; foyer entry, open staircase, crisp white trim, hardwood floors, spacious living with built-in bookshelf & gas fireplace, a classic sun room and an amazing three season porch w/ vaulted ceilings, skylights & douglas fir floors. Remodeled kitchen with SS appliances, white cabinetry, quartz counter tops & tile backsplash open to dining with built-in buffet. Primary suite with dressing room, and a bathroom with walk-in shower, subway tile surrou

$865,000

3 beds2 baths1,632 sq ft

2117 Fox Ave, Madison, WI 53711

Remodeled kitchen • Three season porch • Built-in bookshelf

Liz Lauer • Lauer Realty Group, Inc.

ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
Perfectly situated in the heart of Madison's coveted University Heights, this classic home offers rare opportunity to restore a timeless residence in one of the city's most treasured neighborhoods. Rich in architectural character + filled w/ beautiful woodwork, this home showcases craftsmanship + gracious proportions that define the era. Spacious formal & casual living areas, generously sized beds, + 3 finished levels provide flexibility for today's lifestyle. LL offers additional space w/ exciting potential for expansion. Large primary bedroom with attached 3-season room & convenient layout throughout, gives options to new owners to personalize a piece of history in an unmatche

$999,000

4 beds2.5 baths2,572 sq ft

1826 Van Hise Ave, Madison, WI 53726

3 season room • Craftsmanship • Beautiful woodwork

Chas Martin • Sprinkman Real Estate

ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
OPEN HOUSE SAT AUG 29 11-1! LOCATION! LOCATION! LOCATION! Sought after Dungeon Monroe Neighborhood ACROSS FROM ARBORETUM! THE BIKE Trl IS RIGHT THERE!! 1 HOUSE UP FROM VIBRANT MONROE ST! Minutes to All, Madison hospitals-Perfect for Residence's and traveling nurses! Jump on ehe Cap City bike path to UW University & Edgewood Schoo $ College! Huge demand for this area right off Monroe St across from Wingra School! This One Owner has space for Everyone to Enjoy! Walk-in and notice the large Hardwood front living rm! Take a few steps up to the bedroom wing offering 3 generous hardwood bedrooms and a full bath! Kitchen, Dinette and Sitting room overlook a private mature fenced back yard!

$549,900

3 beds2 baths1,457 sq ft

738 Western Ave, Madison, WI 53711

Monroe st location • Newer concrete drive • 4,791 sq ft lot

Peggy Acker-Farber • RE/MAX Preferred

OPEN TODAY, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Middleton, WI:
West Lawn Two Story boasts an idyllic locale, original character, sun filled spaces, & a versatile floor plan that offers options for work from home & guest space. Classic features; hardwood floors, living room w/ original built-ins & wood burning fireplace, formal dining w/ built in hutch, a south facing sunroom, & a main floor 1/2 bath. Kitchen offers an induction range, solid surface counter-tops, SS appliances & a breakfast bar and opens into the family room w/ new LVP flooring. 2nd floor offers 3 bdrms w/ spacious primary, a large bathroom w/ new vanity & separate tub and walk-in shower (potential to divide to create two baths). 3rd floor offers vaulte

$825,000

4 beds2.5 baths2,308 sq ft

211 Vista Rd, Madison, WI 53726

Original built-ins • Formal dining • Versatile floor plan

Liz Lauer • Lauer Realty Group, Inc.

Property at 522 Charles Ln, Madison, WI 53711, 3 beds, 2 baths

$609,900

3 beds2 baths2,050 sq ft

522 Charles Ln, Madison, WI 53711

Brett Bower • EXP Realty, LLC

Property at 5615 County Road P, Cross Plains, WI 53528, 2 beds, 1 bath

$365,000

2 beds1 bath1,048 sq ft

5615 County Road P, Cross Plains, WI 53528

Michele Williams • Restaino & Associates

Property at 618 Chapman St, Madison, WI 53711, 3 beds, 2 baths

$589,000

3 beds2 baths1,295 sq ft

618 Chapman St, Madison, WI 53711

Glenn Parry • GateWay, Realtors

Property at 426 Rushmore Ln, Madison, WI 53711, 8 beds, 4 baths

$900,000

8 beds4 baths— sq ft

426 Rushmore Ln, Madison, WI 53711

Dan Chin Homes Team • Real Broker LLC

Property at 2014 Madison St, Madison, WI 53711, 3 beds, 1 bath

$699,900

3 beds1 bath1,743 sq ft

2014 Madison St, Madison, WI 53711

Chelle Sims • First Weber, Inc

Property at 5114 Flambeau Rd, Madison, WI 53705, 4 beds, 1.5 baths

$550,000

4 beds1.5 baths2,096 sq ft

5114 Flambeau Rd, Madison, WI 53705

Troy Thiel • Real Broker LLC

Property at 5513 Old Middleton Rd, Madison, WI 53705, 2 beds, 1 bath

$324,900

2 beds1 bath860 sq ft

5513 Old Middleton Rd, Madison, WI 53705

Marissa Pruitt • First Weber Inc

Property at 2126 Fox Ave, Madison, WI 53711, 4 beds, 2.5 baths

$860,000

4 beds2.5 baths1,482 sq ft

2126 Fox Ave, Madison, WI 53711

Dustin Laufenberg • MHB Real Estate

Property at 2314 Keyes Ave, Madison, WI 53711, 3 beds, 2 baths

$879,000

3 beds2 baths1,769 sq ft

2314 Keyes Ave, Madison, WI 53711

Seth Pfaehler • The McGrady Group, LLC

Property at 2638 Mason St, Madison, WI 53705, 3 beds, 2.5 baths

$839,900

3 beds2.5 baths2,434 sq ft

2638 Mason St, Madison, WI 53705

Matt Kornstedt • Stark Company, REALTORS

Property at 25 Hiawatha Cir, Madison, WI 53711, 4 beds, 1.5 baths

$749,000

4 beds1.5 baths2,166 sq ft

25 Hiawatha Cir, Madison, WI 53711

Mark Voss • Latitude Regenerative Real Estate

Property at 2618 Stevens St, Madison, WI 53705, 3 beds, 1.5 baths

$585,000

3 beds1.5 baths1,266 sq ft

2618 Stevens St, Madison, WI 53705

Spencer Schumacher • Spencer Real Estate Group

Property at 4138 Hiawatha Dr, Madison, WI 53711, 3 beds, 1.5 baths

$747,000

3 beds1.5 baths1,964 sq ft

4138 Hiawatha Dr, Madison, WI 53711

Hansen Home Team • Real Broker LLC

Property at 6 S Meadow Ln, Madison, WI 53705, 5 beds, 2 baths

$669,900

5 beds2 baths2,203 sq ft

6 S Meadow Ln, Madison, WI 53705

Jules Bowes • EXP Realty, LLC

Vintage Homes for Sale in Middleton

There are currently 3 vintage homes for sale in Middleton at a median listing price of $525K. 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 57 days and receive 8 offers. Popular neighborhoods include Spring Harbor, Bishops Bay Country Club, Middleton Hills, West Side, and Far West Side. This map is refreshed with the newest listings in Middleton every 15 minutes.

In the past month, 41 homes have been sold in Middleton. In addition to houses in Middleton, there were also 25 condos, 13 townhouses, and 4 multi-family units for sale in Middleton last month. Middleton is a minimally walkable city in Wisconsin 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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* Data from the last year

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