Jackson Homes under $300,000

Welcome to Jackson, Wisconsin—a charming village nestled in the heart of Washington County, where small-town warmth meets modern convenience. With its picturesque landscapes, friendly community, and an array of outdoor activities, Jackson is an ideal place for families, young professionals, and retirees alike.

One of the most appealing aspects of Jackson is its accessibility to nature. The village is surrounded by beautiful parks, including the stunning Kettle Moraine State Forest, which offers hiking, biking, and serene picnic spots. For those who enjoy a more urban lifestyle, downtown Milwaukee is just a short drive away, providing a wealth of dining, shopping, and entertainment options.

If you’re considering making Jackson your home, you’ll be pleased to know that the real estate market offers fantastic opportunities, particularly for homes priced under $300,000. This budget-friendly range makes it easier than ever to find your dream home without breaking the bank. From charming single-family homes to cozy townhouses, there’s something for everyone in this vibrant community.

Many of these homes feature spacious yards, updated interiors, and a welcoming atmosphere that reflects the friendly spirit of Jackson. Whether you’re looking for a starter home or a place to settle down, you’ll discover that Jackson offers not just affordability, but a quality of life that is hard to beat.

Come explore the delightful homes under $300,000 in Jackson, Wisconsin, and find your perfect piece of this enchanting village!

Newest Jackson Homes under $300,000

$269,000

2 Beds ⋅ 2 Baths

Welcome home to this inviting 2-bedroom, 2-bath upper condo offering a bright, open layout and comfortable living. Private entry welcomes you inside to vaulted ceilings and a cozy gas fireplace. The kitchen opens to the living room and features a breakfast bar, stainless steel appliances and pantry. Generously sized bedrooms and full baths, each with a bathtub, provide plenty of space. Enjoy the convenience of a private in-unit washer/dryer, owned water softener and private balcony. Recent updates include newer carpet and a furnace just one year old. A great opportunity for easy, low-maintenance condo living!

W197N17002 Stonewall Dr, Jackson

Listing courtesy of Redefined Realty Advisors LLC.

$275,900

2 Beds ⋅ 2 Baths

Welcome to this beautifully maintained 2-bedroom, 2-bath condo on desirable Stonewall Drive in Jackson! The spacious open-concept kitchen features a breakfast bar, newer appliances, abundant cabinetry, and generous counter space. The dining area opens to a nice-sized patio through a sliding door, while the inviting living room offers a cozy corner gas fireplace and access to additional outdoor space. Enjoy the convenience of a private laundry room, a primary suite with walk-in closet and private bath, and a second bedroom with a large closet. Thoughtful touches include wood blinds, tile kickboard, updated bathrooms, and 2.5-car attached garage.

W197N17128 Stonewall Dr, Jackson

Listing courtesy of Homestead Advisors.

W206N16729 Blackberry Cir Unit 1523, Jackson

$237,400

2 Beds ⋅ 2 Baths

Pets Allowed! Welcome to effortless condo living where comfort, style, and convenience come together beautifully. This impeccably maintained home features an inviting open floor plan, beautiful wood-look laminate flooring, vaulted ceilings, and a warm gas fireplace - perfect for relaxing or entertaining. The spacious primary suite offers a generous walk-in closet, while new bedroom carpeting (2025) adds a fresh, cozy feel. New HVAC (2022) provides added peace of mind. Enjoy in-unit laundry, 2 underground parking spaces, separate storage, and a private balcony. Community amenities include a clubhouse, fitness center, billiards, bar, and outdoor pool. Beautifully cared for and truly ready to welcome you home! ***Seller is offering Buyer incentive. Please contact listing agent for details.

W206N16729 Blackberry Cir Unit 1523, Jackson

Listing courtesy of Keene Realty Group.

$299,900

3 Beds ⋅ 2 Baths

This rare THREE BEDROOM upper condo will provide all the space you need at 1848 sq ft! Inviting open concept living has new LVP, cathedral ceiling, and gas fireplace. Patio doors provide cheery southern exposure and access to spacious deck. The chef will appreciate the stainless appliance package, all the counter space and loads of seating at the wraparound breakfast counter. Primary suite is bright and airy with cathedral ceiling, dual closets, patio door to private balcony, and an updated ensuite with soaking tub, shower stall and tile floor. In unit washer/dryer make laundry day a breeze. 2 car attached and 2 driveway spaces. Bring Fido or Felix as pets are allowed. Located just off Hwy 60 and Hwy 45 with many conveniences in walking distance. Water/Sewer included in condo fees.

W197N16879 Stonewall Dr, Jackson

Listing courtesy of RE/MAX United - West Bend.

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