Jefferson County Homes under $300,000

Welcome to Jefferson County, Wisconsin – a hidden gem nestled in the heart of the Badger State! Known for its picturesque landscapes, friendly communities, and rich history, Jefferson County offers a perfect blend of rural charm and modern convenience. With its rolling hills, serene lakes, and vibrant parks, this county is an ideal setting for those seeking a peaceful lifestyle without sacrificing access to urban amenities.

One of the most appealing aspects of Jefferson County is its diverse real estate market, particularly for homebuyers looking for properties under $300,000. Here, you’ll find a variety of homes that cater to different tastes and needs, from cozy single-family houses to charming townhomes. Whether you’re a first-time buyer, a growing family, or looking to downsize, Jefferson County has something to offer everyone.

Imagine waking up in a quaint neighborhood surrounded by nature, where you can enjoy outdoor activities like hiking, fishing, and biking. Jefferson County is also home to several excellent schools, community events, and local shops that foster a strong sense of belonging. Plus, with easy access to major highways, commuting to nearby cities like Madison or Milwaukee is a breeze.

With its affordable housing options and welcoming atmosphere, Jefferson County is not just a place to live; it’s a place to thrive. Explore our listings today and discover the perfect home that fits your budget and lifestyle in this enchanting Wisconsin county!

Newest Jefferson County Homes under $300,000

$215,000

4 Beds ⋅ 1 Baths

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.

1334 Boomer St, Watertown

Listing courtesy of Shorewest Realtors, Inc..

$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.

$285,000

4 Beds ⋅ 1 Baths

MOVE-IN-READY 4 bedroom, 1 1/2 bath home. Here is a meticulously well kept family home for over 70 years of love and memories! Main floor offers 2 bedrooms, a full bath, large living room and an eat-in kitchen. The upstairs offers 2 bedrooms w/closets and built-in storage areas. The basement has a HUGE rec room, laundry area and a 1/2 bath! The home also features oak floors throughout, newer roof, windows, doors, concrete drive and the list goes on! The garage is a nice sized 1 1/2 car attached garage. Outside: Nice sized private Well maintained yard with several apple trees! This is a MUST SEE!

1502 River Dr, Watertown

Listing courtesy of Martin Real Estate.

$249,500

Excellent investment or owner-occupant opportunity in a quiet Watertown location! This well-maintained 2-story duplex offers two spacious units, and is conveniently located close to churches, schools, parks, and downtown businesses. The lower unit features 3 bedrooms and 1 full bath and currently rents for $1,100 per month. The upper unit offers 2 bedrooms and 1 full bath and currently rents for $950 per month. Both leases are month-month. All utilities are separate, tenants pay. Recent improvements include a newer roof, newer furnace, central air conditioning, and newer water heater. The property also features a large off-street parking area, offering convenient parking for residents, along with two storage sheds.

600 E Cady St, Watertown

Listing courtesy of Martin Real Estate.

$299,900

3 Beds ⋅ 1 Baths

This charming 3-bedroom, 1.5-bathroom gem offers the ideal blend of modern interior updates & outdoor living. The spacious eat-in kitchen features sleek, black granite counters, stainless appliances, & a generously sized pantry w/ ample storage. Main level finishes off nicely w/ an office that doubles as a guest bedroom, living room, 1/2 bath & mudroom area. Step outside to a lovely backyard retreat set on over 1/2 acre, complete w/ an expansive deck, an abundantly established garden, & a built-in fire pit. A convenient 2-car detached garage offers plenty of room for parking, outdoor gear, & hobbies. A rare find combining modern comfort, convenience, & a little bit of homesteading! Sellers purchased home as a 3 bed, 1.5 bath - assessor data shows 2 bed, 1 bath. Verify if important!

276 Milwaukee Ave, Waterloo

Listing courtesy of Realty One Group Luminous.

$267,900

3 Beds ⋅ 2 Baths

Perfectly located across from Jones Park! This charming 3-bedroom, 2-bath home offers a fresh, inviting interior with new carpeting, new light fixtures, and additional updates throughout. Enjoy summer evenings on the spacious composite deck, perfect for grilling, relaxing, or entertaining. Located directly across from Jones Park, you'll have convenient access to green space, recreation, baseball games, and community events right outside your front door. A great opportunity for a first-time buyer or anyone looking for a move-in-ready home in a convenient location. Schedule your showing today!

625 Grove St, Fort Atkinson

Listing courtesy of NextHome Success-Ft Atkinson.

$244,500

2 Beds ⋅ 1 Baths

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 St, Johnson Creek

Listing courtesy of eXp Realty.

$289,900

3 Beds ⋅ 1 Baths

A Watertown classic with character, space, and a location that's hard to beat! Built in 1869, this charming home sits near Washington Park, Webster Elementary, and Luther Preparatory School. Inside, the main level offers a formal living room, formal dining room, half bath, and an additional room ideal for an office, den, or additional living space. Upstairs features three bedrooms and a full bathroom. New flooring adds a fresh look, while a newer washer and included Google doorbell/security system offer added convenience. The boiler is in great shape. If you're looking for a home with personality, generous living space, and a convenient location, come take a look!

1108 Western Ave, Watertown

Listing courtesy of RE/MAX Lakeside-West.

$170,000

1 Beds ⋅ 1 Baths

Welcome home to this spacious 1BR w/ den condo offering an open, airy layout with vaulted ceilings and plenty of room to make your own! The kitchen features abundant cabinetry, generous counter space and an expansive breakfast bar that opens to the dining and living areas; perfect for everyday living or entertaining. A separate den offers flexible space for a home office, sitting room or hobbies. The oversized bedroom features a charming window seat, while the full bath conveniently includes in-unit laundry. Step outside to your private covered balcony or take advantage of the nearby water access for kayaking and enjoying the outdoors. Underground parking and additional storage complete the package. Conveniently located in the Oconomowoc School District near DT Oconomowoc, shopping

W1062 Marietta Ave Unit 314, Ixonia

Listing courtesy of Shorewest Realtors, Inc..

$269,900

2 Beds ⋅ 1 Baths

2 Bedroom 1 bath ranch with 1 car attached garage on almost 1/4 acre. Large back yard. Newer roof, furnace, ac. Newer 5 foot shower in bath and updated sink and vanity. Windows were updated a while ago. Exterior is steel siding and brick front. Basement has a drop ceiling and walls are paneled. Put in walls and flooring and have a great family room or put in a egress window for a 3rd bedroom. Great location with easy access to shoping and hwy 26 for commuters. Big kitchen with breakfast bar and large area for dining table.

863 West St, Watertown

Listing courtesy of Century 21 Endeavor.

$290,000

4 Beds ⋅ 2 Baths

MOTIVATED SELLERS!!! This home would be good as a rental. UW-Whitewater is about 10 minutes away or make it your own. This 1850 home has been fully remodeled in 2011, roof, wrapped home in Tyvek, vinyl siding, gutters, vinyl replacement windows, all new wiring, receptacles, light fixtures, smoke/carbon monoxide system, all plumbing, new bathroom upstairs & new 2nd floor laundry, new insulation, new drywall, new doors and trim, carpet, tile flooring and kitchen. Furnace/2023, tankless water heater/2020. Garage was built later, has its own electrical panel, but no known date. Fenced backyard w/playset. Walking distance to schools and park. Visit the Fireside Theatre. But home needs some new TLC. Probably will not pass FHA/VA. Investors, this is worth a look.

614 Whitewater Ave, Fort Atkinson

Listing courtesy of First Weber Inc- Greenfield.

$285,000

3 Beds ⋅ 1 Baths

Welcome home to this charming 3-bedroom, 1.5-bath Cape Cod! There is a natural fireplace, they have an electric insert in it currently. Enjoy a fenced, tree-lined backyard that feels like a private retreat--once you're outside, you'd hardly know Main Street was nearby. The driveway conveniently enters from a quieter side street, so there's no need to pull in or out directly onto the busy road. A 2-car detached garage offers plenty of room for vehicles, storage, or hobbies. Plus, Tivoli Island Natural Park is just one block away, putting trails, nature, and green space close to home. A great combination of classic charm, privacy, convenience, and location!

1425 E Main St, Watertown

Listing courtesy of Realty Executives Platinum.

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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.