Jefferson Homes under $400,000

Welcome to Jefferson, Wisconsin – a charming city that beautifully blends small-town warmth with modern conveniences. Nestled between the scenic landscapes of Jefferson County, this vibrant community is a hidden gem for those seeking a peaceful lifestyle without sacrificing accessibility to urban amenities. With a rich history, Jefferson boasts a delightful downtown area filled with unique shops, cozy cafes, and delightful eateries, making it a perfect spot for leisurely strolls and community gatherings.

For families, Jefferson offers an excellent school system, numerous parks, and recreational opportunities that cater to all ages. The city is surrounded by stunning natural beauty, with nearby lakes and trails providing ample opportunities for outdoor adventures, whether it's hiking, fishing, or simply enjoying a picnic in the great outdoors.

One of the most appealing aspects of Jefferson is the availability of homes under $400,000. This affordability allows first-time buyers, families, and retirees alike to find their dream home without breaking the bank. From charming single-family residences to modern townhomes, the housing market here presents a variety of options that cater to diverse tastes and lifestyles. Many homes feature spacious yards, contemporary finishes, and proximity to local amenities, ensuring that you can enjoy both comfort and convenience.

If you’re looking for a place that offers a tight-knit community, beautiful surroundings, and affordable housing, Jefferson, WI, is the perfect destination to call home. Come explore this enchanting city and discover the possibilities that await you!

Newest Jefferson Homes under $400,000

$361,000

3 Beds ⋅ 2 Baths

Charming Victorian nestled on a beautifully landscaped corner lot. Warm hardwood floors welcome you inside, while natural light fills the dining, family and living rooms. A spacious kitchen features a built-in curio cabinet and new refrigerator, while the main level offers a full bath and convenient laundry room. Upstairs, you'll find 3 bedrooms and a full bath, including a double-room primary bedroom with new carpeting that is convertible to its original 4-bedroom floor plan. A finished attic room provides flexible additional space, and rear mudroom adds everyday convenience. Outside, enjoy the deck and 2 covered front porches to watch the sunsets. Located near shopping, parks, festivals, and restaurants, with easy access to Madison and Milwaukee.

232 N West Ave, Jefferson

Listing courtesy of Shorewest Realtors, Inc..

$289,000

4 Beds ⋅ 1 Baths

This 1.5 story older farm house sits on 4.97 acres, located 5 miles from the city of Viroqua. The home has 4 bedrooms, 1 bathroom, and 1400 square feet of living space. Property also includes a 42x70 machine shed and an older tobacco shed. Home needs some TLC. Well and septic are functional, but not up to code.

E5220A State Hwy 56 -, Jefferson

Listing courtesy of Shane Peterson Realty.

$395,000

4 Beds ⋅ 1 Baths

CHARMING. UNIQUE. COMPLETELY IRRESISTIBLE. This Jefferson farmhouse sits on just shy of an acre and is anything but cookie cutter! From the beautiful woodwork and distinctive ceilings to the perfect light fixtures and hardware, the details will delight anyone who appreciates character. The sunroom? Prepare to never want to leave! Check out the new vintage-style refrigerator, then cozy up by the living room fireplace with its woodburning insert on chilly Wisconsin nights. Outside, you'll find a 2-car detached garage PLUS a 1.5-car garage/workshop for hobbies, projects and storage. Come see the charm, fall in love with the details, and make this one yours!

409 W Clark St, Jefferson

Listing courtesy of Coldwell Banker Elite.

$349,900

3 Beds ⋅ 1 Baths

Pride of ownership shines throughout this spotless, move-in-ready, one-owner ranch! Offering 3 bedrooms, 1.5 baths and 1,420 sq. ft., this exceptionally well-maintained home features newer windows, a 2-car attached garage and a brand-new roof installed in August 2026. The full basement offers high ceilings and excellent potential for future finished living space, along with a transferable 10 year basement warranty; documentation is available in MLS attachments. Step outside to enjoy the spacious backyard and brick patio, ideal for relaxing, entertaining or summer gatherings. Conveniently located near schools, local parks and Rotary Park, home to community events, with easy access to downtown. A clean, solid and lovingly cared-for home ready for its next owner! Don't miss this opportunity!

521 W Ryder St, Jefferson

Listing courtesy of Century 21 Integrity Group - Jefferson.

$264,900

3 Beds ⋅ 1 Baths

Charming 3-bedroom ranch in Jefferson, set on a large corner lot with mature trees for privacy. The expansive living room features a natural fireplace and hardwood floors that continue into all three bedrooms. Large windows fill the home with light, and the kitchen offers plenty of cabinet space. Enjoy a private patio outside and a versatile lower-level bonus room--perfect for a theater, gym, or game room. Major updates include a new roof, renovated bathroom, retaining wall, concrete sidewalk, waterproofed basement, water heater, and basement windows. Move-in ready--come see it for yourself!

604 N Main St, Jefferson

Listing courtesy of Lannon Stone Realty LLC.

$339,900

3 Beds ⋅ 1 Baths

Welcome to this 3BD/1.5BA ranch on Jefferson's west edge. A spacious living room and another family room with a floor-to-ceiling stone fireplace offer plenty of room to entertain. The kitchen features a breakfast bar, pantry and sliding doors to the backyard patio, while the main-floor laundry room adds everyday convenience. The primary bedroom offers double closets and connects to the full bath. Two more bedrooms and a half bath complete the main level. Downstairs offers generous storage or workspace, plus a partially finished rec area ready for your ideas. In a prime location, just blocks from the Rock River, Riverfront Park, and close to schools.

685 Oak Dr, Jefferson

Listing courtesy of eXp Realty.

$369,900

3 Beds ⋅ 2 Baths

Move in today and enjoy a free golf membership in 2027! Introducing this stunning new 2-Story Villa Home in the Fairways of Jefferson -- where pristine golf course living meets modern elegance. Enjoy beautiful views through the oversized windows and patio doors with 9' first floor ceilings! New construction home featuring 3 bedrooms and 2.5 bathrooms. The open main living areas with 9' ceilings showcase durable LVP flooring, a stylish kitchen with quartz countertops, and a spacious layout perfect for entertaining. An upgraded lighting package and upgraded plumbing fixtures add an elevated touch throughout, while ample storage space ensures functionality meets beauty. This is luxury-inspired living at its finest in one of Jefferson's newest, most desirable communitie

505 Golf Dr, Jefferson

Listing courtesy of Loos Custom Homes,LLC.

$198,900

3 Beds ⋅ 2 Baths

Welcome to 709 S. Main Street in Jefferson! This charming 1.5-story farmhouse offers three bedrooms, two full bathrooms, and a convenient location on Main Street. One full bathroom is located on the main floor, while the second is upstairs, with both a bathtub and separate shower stall available. The home also features a full basement for additional storage, and the oven and refrigerator are included. With its practical layout, classic character, and convenient location, this home could be a wonderful option for first-time homebuyers looking to make a place their own!

709 S Main St, Jefferson

Listing courtesy of Century 21 Integrity Group - Jefferson.

$210,000

3 Beds ⋅ 1 Baths

Rare 55+ Condo Development!! Discover this updated move in ready condo, with no back neighbors, close to everything you need while still nestled in a quiet dead end neighborhood. This home features 3 spacious bedrooms with double closets in the master and a versatile finished bonus space in the basement, with extra storage room. Eat in kitchen has abundant cabinet and counter space. Main living space lets in tons of natural light, feels open, and boasts a cozy corner fireplace. Main bath is located near the bedrooms with a half bath located off the main living area and kitchen for convenience . Updates include new windows, drywall work, new paint, and new carpet. Enjoy low fee condo living with the benefits of home ownership.

3 Linden Cir, Jefferson

Listing courtesy of EXP Realty, LLC~MKE.

$398,000

2 Beds ⋅ 2 Baths

Welcome home to modern, low-maintenance living built for today's lifestyle. These 2 bedroom townhome condominiums blend stylish finishes and everyday functionality in a peaceful community setting. Open-concept floor plans feature island kitchens, quartz countertops, designer finishes, in-unit laundry, and attached 2-car garages. Quick access to Highway 26 Bypass and Interstate 94 makes commuting effortless while small-town charm surrounds you. Nearby bike trails and the scenic Rock River offer great outdoor recreation. Modern construction, energy-efficient design, and affordable pricing deliver exceptional value. Whether downsizing, buying your first home, or seeking easier living with upscale touches -- schedule a tour today. Live Easy. Live Well.

212 Settlers Dr, Jefferson

Listing courtesy of Century 21 Integrity Group - Jefferson.

$398,000

2 Beds ⋅ 2 Baths

216 Settlers Dr, Jefferson

Listing courtesy of Century 21 Integrity Group - Jefferson.

$398,000

2 Beds ⋅ 2 Baths

208 Settlers Dr, Jefferson

Listing courtesy of Century 21 Integrity Group - Jefferson.

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Source of listing data: Metro MLS. Copyright 2026 Multiple Listing Service, Inc. - All Rights Reserved. Information is supplied by seller and other third parties and has not been verified. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.