Jefferson County Homes under $300,000

Welcome to Jefferson County, Wisconsin, where small-town charm meets stunning natural beauty! Nestled between the picturesque shores of the Rock River and the rolling hills of the Kettle Moraine, Jefferson County offers a unique blend of outdoor adventures, rich history, and a close-knit community feel. With easy access to major highways, residents enjoy the perfect balance of rural tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between.

One of the most appealing aspects of Jefferson County is its diverse real estate market, particularly for those seeking homes under $300,000. Whether you're a first-time homebuyer or looking to downsize, you’ll find a variety of charming options that fit your budget. From cozy single-family homes adorned with classic architecture to modern townhouses featuring contemporary amenities, there’s something for everyone. Many properties boast spacious yards, perfect for family gatherings or gardening enthusiasts, while others offer low-maintenance living for those on the go.

Living in Jefferson County means embracing a lifestyle rich in outdoor activities, with numerous parks, lakes, and trails at your doorstep. Enjoy kayaking on the serene waters of Lake Koshkonong or exploring the scenic paths of the Glacial River Bike Trail. Plus, the vibrant local community hosts events throughout the year, from farmers' markets to art fairs, ensuring there's always something happening.

Discover the charm of Jefferson County today, where your dream home awaits at an affordable price! Your new adventure starts here.

Newest Jefferson County Homes under $300,000

$200,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Why rent when you could own a place of your own--for less? This charming two-bedroom home at 401 S. Third Street offers an affordable opportunity to enjoy the convenience and character of downtown Watertown. Priced at $200,000, it is an ideal choice for a first-time buyer, downsizer or anyone looking for a comfortable home in a wonderfully walkable location. Leave the car at home and stroll to the historic Towne Cinema, Bentzin Family Town Square, the Watertown Public Library, parks, restaurants, shops and groceries. Cute, convenient and affordably priced, this home puts the best of downtown Watertown right outside your door!

401 S 3rd Street, Watertown

Listing courtesy of The Real Estate Studio.

$299,000

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Delayed listing. Showings will begin on October 8th, 2026. This 3 bedroom colonial has timeless charm. It's welcoming curb appeal, and warm character are just the beginning of what this home has to offer. . The beautiful hardwood floors run throughout most of the home, and it features built in hutches bringing a vintage feel to multiple rooms. From the breakfast nook off the kitchen, to the 4 season room, there is charm around every corner. The spacious 2.5 car garage is perfect for hobbies, storage, or keeping your vehicles cozy through the cold winters. No window scraping! Priced to sell, this one will fill in the boxes for someone quickly. Room sizes are approximate.

312 Frederick Avenue, Fort Atkinson

Listing courtesy of Fort Real Estate Company LLC.

$240,000

4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Showings start 10/8. Lovely 1910 two-story home blending timeless character with modern updates! Charming details include built-ins, 6-panel doors, crown molding, wainscoting accents & hardwood floors throughout the living areas. The inviting floorplan offers a spacious living room, formal dining room, kitchen with stainless steel appliances & gas range, full bath, and a convenient laundry/mud room. The main level primary suite features LVP flooring & a remodeled en suite bath with contemporary finishes & a Jacuzzi tub. Upstairs, new carpet leads to 3 comfortable bedrooms plus a half bath. Enjoy a large fenced-in yard with a built-in fire pit & detached 2.5-car garage. Full of character and thoughtfully updated, this home offers space, comfort & convenience in a great Palmyra location!

412 Taft Street, Palmyra

Listing courtesy of Real Broker LLC.

$215,000

4 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Rare opportunity to own 5.49 acres just within the city limits. The current home would need to be significantly remodeled both structurally and cosmetically. Another option is to build a new home. Finding a parcel with 5+ acres within the city limits is difficult to come by. Also listed as vacant land, see MLS #1983355.

1334 Boomer Street, Watertown

Listing courtesy of Shorewest Realtors, Inc..

$264,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

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 Street, Jefferson

Listing courtesy of Lannon Stone Realty LLC.

$269,900

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

3 Bedrooms plus a bonus room. 2.5 baths. Large eat in kitchen with tons of storage and space. House includes first floor primary bedroom and ensuite. Fenced in backyard, enclosed front porch, and additional half bath on main level. This property has no driveway or garage. Basement is full, but unfinished, with laundry hook ups in the basement. Newer roof and mechanicals.

510 W Main Street, Watertown

Listing courtesy of Design Realty LLC.

$277,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

2 story home with 3 bedrooms and 2 baths conveniently located near downtown and Barrie School. Main floor bedroom with full bathroom. Flooring updates through most of the house and a pellet stove to help keep heating costs down. 2 car detached garage with mini split. New roof in 2025. Great opportunity for a first-time homebuyer. Seller prefers to sell as is.

606 W Sherman Avenue, Fort Atkinson

Listing courtesy of First Weber Inc.

$295,000

4 Beds ⋅ 1 Baths ⋅ ACTIVE Status

SHOWINGS START 9/19/26. Watch the seasons change over the Waterloo Wildlife area (4000 acre DNR property) which is your backdrop for this 4-bedroom, 1-bath, sturdy farmhouse on .8 acre lot. Great for entertaining. The living room is huge - make a spot for a home office, or additional dining space, or a reading corner, in addition to the seating area! The eat-in kitchen has room to work without bumping into anyone! Create the ambience that best suits your lifestyle! Convenient main-level laundry and full bath. 4x5 rear porch leads to side yard and is a great spot for kicking off those shoes after yard work. Stairs and upper level have exposed wood floors - refinish to your liking with paint or stain, or add carpeting! Perhaps you could add another bathroom upstairs? 2 smaller bedrooms share the hallway closet. Extra-large 2.5-car detached garage has its own electrical panel, making it a great space for your hobbies! Joint driveway has 1/3 shared upkeep costs.

596 Portland Road, Waterloo

Listing courtesy of Century 21 Affiliated.

$244,500

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Conveniently located in Johnson Creek, this 1,288 sq ft home is perfect for the first-time buyer looking to build equity or an investor seeking rental income. The main floor features a spacious living room and formal dining room with hardwood floors, and a kitchen overlooking the partially fenced backyard. The three-season room is perfect for morning coffee or as an added flex space. Upstairs, you'll find two bedrooms, a full bath, and plenty of closet and storage space. The patio area is great for entertaining, and the large 0.36-acre yard is the perfect spot for a garden or swingset. The 2.5-car detached garage allows for ample room for parking, storage, or a workshop. Bring your ideas and make this home your own. Just minutes from I-94, with an easy drive to Madison or Milwaukee.

212 N Watertown Street, Johnson Creek

Listing courtesy of EXP Realty, LLC.

$244,500

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

212 N Watertown Street, Johnson Creek

Listing courtesy of eXp Realty.

$175,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Bring your ideas and make this property your own! Offering 3 bedrooms plus a bonus room, this home provides flexible space and plenty of potential for the right buyer. Step outside to a deck with space to relax or entertain, plus room to potentially add a garage. The property is ready for updates and improvements, making it a great opportunity for an investor, renovator, or buyer looking to build equity and add their own touches. Bring your vision and see the possibilities!

339 Taylor Street, Waterloo

Listing courtesy of EXP Realty, LLC.

$255,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

MOTIVATED SELLERS!! Step into timeless charm and exceptional care in the heart of Fort Atkinson! This meticulously maintained 3-bedroom, 1-bath home offers a wonderful blend of character, comfort, and convenience. Gorgeous hardwood floors and soaring high ceilings create an inviting atmosphere throughout the main living spaces. The kitchen opens to a bright and relaxing sunroom?perfect for morning coffee, casual dining, or enjoying the changing seasons. A convenient mudroom adds functionality, while the spacious 2-car garage provides plenty of parking and storage. Major updates include a newer furnace (2021) and roof (2019), offering added peace of mind. Ideally located close to shopping, dining, parks, and everything Fort Atkinson has to offer. Beautifully cared for and ready for its next chapter?this is one you won't want to miss!

433 Clarence Street, Fort Atkinson

Listing courtesy of Badger Realty Team.

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