Jefferson Real Estate

Jefferson Real Estate

Welcome to Jefferson, Wisconsin – a charming city that beautifully blends small-town warmth with vibrant community spirit. Nestled in the heart of Jefferson County, this picturesque locale offers a serene escape from the hustle and bustle of urban life while still providing easy access to nearby metropolitan areas.

Jefferson is renowned for its rich history and well-preserved architecture, which can be seen throughout its quaint downtown district. Stroll along the scenic streets lined with historic buildings, unique shops, and delightful eateries that cater to every palate. Whether you’re savoring a homemade pastry at a local café or exploring the eclectic boutiques, you’ll find that Jefferson exudes a welcoming atmosphere that invites you to linger.

Nature enthusiasts will fall in love with Jefferson’s stunning parks and recreational opportunities. The city boasts numerous green spaces, including the expansive Korth Park, where families can enjoy picnics, walking trails, and fishing spots. The nearby Rock River provides a perfect backdrop for kayaking, canoeing, and fishing, making it an ideal spot for outdoor adventures.

Education and community are at the forefront of Jefferson’s values, with excellent schools and a variety of community events that foster connections among residents. From seasonal festivals to farmers' markets, there’s always something happening in Jefferson, making it easy to meet new friends and create lasting memories.

With its idyllic setting, rich history, and vibrant community life, Jefferson, Wisconsin, is not just a place to live – it’s a place to call home. Come experience the charm of Jefferson and discover the perfect blend of comfort and opportunity!

Newest Listings in Jefferson

$249,900
3 Beds ⋅ 1 Baths ⋅ 2028684 MLS ⋅ ACTIVE Status
Longing for peace and quiet in a manageable sized home? If so, this is for you. One-owner Ranch home in the rural town of Helenville making for an easy drive to area communities & Milwaukee. Yard offers a wooded backdrop with plenty of shade while enjoying summer days outdoors. Enter into spacious living room with newer carpeting. All 3 bedrooms and hallway have wood floors. The 3rd bedroom is a pass through bedroom that's been converted to a laundry room/office. Laundry can be relocated back downstairs if a 3rd bedroom is needed. Attached 2-car garage; stalls are 15x19 and 17x27. Unfinished basement can be accessed from inside or outside. Plenty of room for storage, workout area or space to finish for added living space. A little slice of heaven every time you hear the church bells chime in this rural community, home of St. Peter's Church & elementary school.

W3335 Gruennert St, Jefferson
$214,900
3 Beds ⋅ 1 Baths ⋅ 2028437 MLS ⋅ ACTIVE Status
Are you looking for a house to make your own? Welcome to this charming home that offers comfort, functionality, and a convenient location close to local schools, parks, shopping, and downtown amenities. This inviting property features a welcoming layout with bright living spaces, comfortable bedrooms, and plenty of potential to make it your own. The home offers a spacious yard that's great for outdoor entertaining, gardening, or simply relaxing, while the property's location provides easy access to everything Jefferson has to offer. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment opportunity, this property combines small-town charm with everyday convenience.

510 S Center Ave, Jefferson
$300,000
2028418 MLS ⋅ ACTIVE Status ⋅ Astell's Best Little Hair BLDG.
Bring your business vision to life. A highly visible property that previously housed a well-known and loved hair salon. Located along a busy road offering incredible exposure, dedicated off-street parking, and fantastic curb appeal. Featuring a bright, welcoming interior ready to be customized for your brand. Perfect for someone looking for a turnkey salon setup. The space is also easily adaptable for a boutique retail storefront, professional office, or...

238 E Racine, Jefferson
$500,000
4 Beds ⋅ 4 Baths ⋅ 2027041 MLS ⋅ ACTIVE UNDER CONTRACT Status
Stylish home in Jefferson’s Meadow Springs neighborhood, backing to green space with a walking trail and just a short walk from Stoppenbach Park playground. Enjoy the charm of downtown Jefferson with its local cafés and shops, plus the nostalgic Highway 18 Drive-In Theatre just minutes away. The bright, open layout features multiple living and dining spaces, creating an inviting flow for entertaining and everyday living. Unwind in your private bedroom with a walk-in closet and full ensuite bath, while the other three bedrooms are conveniently located just down the hall. The finished lower level offers additional living space with a family room and egress window, perfect for movie nights or game days. Relax on the patio overlooking the spacious backyard and green space. Three car attached garage, stainless appliances, and designer finishes throughout complete this beautiful home.

507 S Dewey Ave, Jefferson
$299,000
3 Beds ⋅ 2 Baths ⋅ 2027626 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to 944 Hillside Dr in Jefferson — a fully renovated 3-bedroom, 2-bathroom ranch that checks all the boxes for buyers who want peace of mind and style. In 2022, the home received a complete exterior overhaul: a new roof, new siding, and all-new windows, so the big-ticket items are already taken care of. Step inside to find fresh finishes throughout, including new flooring and updated cabinetry that give the home a clean, modern feel from room to room. The open, single-level layout is easy to live in and easy to maintain. Downstairs, the fully framed basement offers exciting potential for a 4th bedroom, home office, and additional living space — ready for your finishing touches to add even more value. With the major upgrades and exterior updates already complete, this is a rare opportunity to buy a home that's both move-in ready today and full of room to grow tomorrow.

944 Hillside Dr, Jefferson
$379,000
5 Beds ⋅ 3 Baths ⋅ 2027618 MLS ⋅ ACTIVE UNDER CONTRACT Status
Showings to begin 7/11. Offering privacy and ample space, this ranch home is set on over 2 acres. Featuring 5 bedrooms and 3 bathrooms, vaulted ceilings and radiant heat in the basement. The open floor plan connects the living, dining and kitchen spaces, with patio doors open to a deck which overlooks a pool. Appliances are included along with main floor laundry, and the lower level offers a spacious family room and office area. The large detached 2-car garage hosts a bonus room above, suitable for storage, an office, hobby or game room. A 30x80 metal shed adds many opportunities to this unique property. This opportunity is rare – don’t miss your chance to own it.

W2502 Preston Rd, Jefferson
$799,900
4 Beds ⋅ 4 Baths ⋅ 2027349 MLS ⋅ ACTIVE Status
This won't be just a showing it's an experience! The way you dream of living and entertaining is right here on Glenwood Ct in Jefferson. The expansive space is beyond perfect. Imagine pool days and fun nights with every inch of the home saying to your visitors that this is the place to be! The style is French country chic on the main level with the upstairs described as traditional with a pinch of whimsy and fun, and in the lower level you may need a passport to enter but you won't be disappointed! The custom cabinetry in the kitchen is ooh la' la' and the flow to the dining and living areas makes dreaming of holidays a distracting thought! This well cared for home has it all, so much so that it's hard to put into words. Schedule a private showing and see for yourself!

702 Glenwood Ct, Jefferson
$249,900
3 Beds ⋅ 1 Baths ⋅ 2021865 MLS ⋅ ACTIVE Status
Spacious 3-4 bedroom home just steps from the Rock River! This home features a main-level bedroom, durable tile and waterproof luxury vinyl plank flooring, and numerous recent updates including a new concrete driveway, new garage door, and new LVP flooring. The flexible floor plan offers space for a fourth bedroom, home office, or playroom to fit your needs. The detached 1+ car garage provides great storage and parking, while the location offers easy access to the scenic Rock River. A great opportunity to add your personal touches and make this home your own! 2nd garage still standing but may need to be torn down. Don't miss your chance!

208 W Candise St, Jefferson
$315,000
2 Beds ⋅ 3 Baths ⋅ 2026502 MLS ⋅ ACTIVE Status
Well-maintained condo offering comfort, style, and convenience! This inviting home features a beautiful open floor plan with soaring vaulted ceilings and great natural light throughout! The kitchen is truly a dream for cooks, and is complete with beamed ceiling, plenty of prep space and cabinetry for all your needs. The spacious primary suite includes a full bath and a large walk-in closet. Step outside to the spacious deck, ideal for relaxing or entertaining, and overlooking a meticulously cared-for yard. Located in a prime area with easy access to Highway 26, making commuting to Madison or Milwaukee a breeze. This great condo is well-priced, and a fantastic opportunity for investors or for anyone looking to enjoy low-maintenance living in a desirable location!

513 Woodland Dr, Jefferson
$1,000,000
2026004 MLS ⋅ ACTIVE Status
Developers, Bring Your Plans! Exceptional opportunity to acquire 5.3 acres of undeveloped land within town limits, backing up to a golf course. Zoned Single-Family Residential, this property offers outstanding development potential in a desirable location. The seller estimates the potential for 8-11 residential lots (buyer to verify with local zoning and planning authorities). The property features level to gently rolling terrain, providing flexibility for site design and development. Property Highlights: 5.3 acres of undeveloped land Zoned Single-Family Residential Backs up to a golf course In-town location with convenient access to amenities Seller estimates potential for 8-11 residential lots Level to rolling terrain Excellent investment and development opportunity

Lot0 Lot0 S Dewey Ave, Jefferson
$429,000
2 Beds ⋅ 3 Baths ⋅ 2024677 MLS ⋅ ACTIVE UNDER CONTRACT Status
Nestled on 7 scenic acres just outside Monroe, 2-bed, 2.5-bath home offers the perfect blend of comfort, space, and country living. With a beautiful rural setting and plenty of room to enjoy the outdoors, this move-in-ready property is the perfect place to call home. Step outside to relax on the wraparound deck and take in the picturesque views of the surrounding countryside. A fenced yard offers a secure space for pets, play, or gardening, while the concrete circle driveway adds convenience and curb appeal. 36' x 30' shop provides endless possibilities for hobbies, storage, equipment, or a home-based business. Parcel 230160321100 is included and will not separate. Don't miss your chance to experience the best of country living!

N2291 Richland Rd, Jefferson
$499,900
3 Beds ⋅ 2 Baths ⋅ 2025799 MLS ⋅ ACTIVE UNDER CONTRACT Status
Everything is ready for you! Tucked away on a lovely wooded lot, this wonderfully maintained home is filled with thoughtful updates. With its formal dining room, remodeled eat-in kitchen, and spacious deck, it is perfect for entertaining. The main level features a large, inviting bedroom and a beautifully updated full bath. Upstairs, you’ll find two additional spacious bedrooms and a bright loft area overlooking the living room and fireplace. The lower-level recreation room offers even more versatile space. Outside, you can enjoy a large fenced-in yard with mature trees and a two-tiered composite deck, along with a new shed for extra storage. Updates include new windows, siding, gutters, and more!

740 Glenwood Ct, Jefferson
Start Your Search

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.