Jackson Homes under $300,000

Welcome to Jackson, Wisconsin – a charming village that perfectly blends small-town charm with modern conveniences! Nestled in Washington County, Jackson is a hidden gem known for its beautiful landscapes, friendly community, and a plethora of outdoor activities. With its proximity to Milwaukee, residents enjoy a peaceful retreat while having easy access to urban amenities.

Jackson boasts a vibrant community spirit, hosting numerous events throughout the year, such as the annual Jackson Community Festival. Nature enthusiasts will adore the nearby parks and trails, including the scenic Kettle Moraine State Forest, perfect for hiking, biking, and enjoying the great outdoors. Families will appreciate the highly-rated schools and safe neighborhoods, making it an ideal place to raise children.

For those looking to plant roots in this delightful village, Jackson offers a variety of homes under $300,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, there’s something for everyone. From charming single-family homes with spacious yards to cozy townhouses close to local amenities, the real estate market here is diverse and affordable.

Imagine sipping your morning coffee on a sunlit porch or hosting weekend barbecues in your backyard oasis. With competitive pricing and a welcoming atmosphere, your dream home in Jackson is within reach. Explore the possibilities today and discover why so many are choosing to call this lovely village home. Embrace a lifestyle that harmonizes tranquility with community, all while staying budget-friendly!

Newest Jackson Homes under $300,000

$295,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Welcome home to this light-filled 2nd floor condo with vaulted ceilings and an open concept layout. The kitchen offers stainless steel appliances, generous counter space, a pantry & breakfast bar. Relax in the sunny living room by the gas fireplace, then step out to the spacious balcony. A cozy den/office opens to a 2nd balcony, perfect for morning coffee. The primary suite features double closets, its own balcony access & a spacious bath w/double sinks, soaking tub & shower. Two more bedrooms each have walk-in closets. A dining room, full bath, laundry & attached 2-car garage complete the home. Near Hickory Lane Park, featuring a free splash pad, new inclusive playground, ballfields, basketball & sand volleyball courts, a paved walking path & rentable pavilion!

W197N16873 Stonewall Drive, Jackson

Listing courtesy of RE/MAX Forward.

$269,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

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 Drive, Jackson

Listing courtesy of Redefined Realty Advisors LLC.

$296,999

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Freshly remodeled and nestled in the woods, this property offers a warm, comfortable setting with room to gather, relax, and enjoy the outdoors. The window-to-window porch brings in the surrounding scenery and creates an inviting spot for friendly games and entertaining. Inside, the spacious open-flowing floor plan centers on a generous kitchen layout and wood stove, with main-floor bedrooms and laundry for everyday convenience. A full basement adds flexible family areas, another bathroom, brand new furnace and updated mechanicals. Outdoor stone fire pit area sits at the properties edge for enjoying all the common land and wildlife around. The recreational storage is well covered with dual garage doors, while the land offers room to expand. Take the path or road that provides UTV/ATV, or golf cart access to the clubhouse for additional recreation fun. Located in Voyager Village, close to East Cadotte & Loon lakes and several walking and utility trails. Do not miss this newly updated property!

3568 Deer Lodge Lane, Jackson

Listing courtesy of Lakeside Realty Group.

$225,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Discover year-round living in Voyager Village, a 5,000-plus-acre recreational community in northwest Wisconsin known for its lakes, woodlands, and four-season lifestyle. Property owners may enjoy access to an extensive selection of association amenities including 11 lakes with private beaches and boat access points, an indoor pool and fitness center, an 18-hole championship golf course and Par 3 course, hiking, biking and cross-country ski trails, tennis, pickleball, basketball and bocce courts, playgrounds, a restaurant and pub, and a paved airstrip. This 3-bedroom, 2-full-bath home is nestled on three adjoining half-acre wooded lots. A full walkout basement provides added flexibility, while the enclosed three-season porch offers a relaxing place to enjoy the peaceful natural setting. A private trail leads toward nearby Shoal Lake. Complete with a two-car garage, this property combines privacy, space, and convenient access to the many outdoor and community amenities that make Voyager Village appealing for full-time living or a weekend getaway.

28755 Spotted Fawn Drive, Jackson

Listing courtesy of Dane Arthur Real Estate Agency/Siren.

W206N16729 Blackberry Circle Unit 1523, Jackson

$237,400

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

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 Circle Unit 1523, Jackson

Listing courtesy of Keene Realty Group.

$289,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

OCTOBER OCCUPANCY! New maintenance-free, high efficiency home with in-floor heat! 2BR, 1BA home has spacious living area with vaulted knotty pine ceiling and is open to the galley kitchen with quality cabinets and fixtures. Main floor full bath and laundry provide easy one level living and laminate flooring throughout the main level is a durable choice that is easy to clean. Loft area offers a great home office space as well as a quiet reading nook. Built and insulated to residential code, ?Barndo? has 4? slab, 200 amp electric service, new conventional septic, new drilled well and handy RV hookup. Great curb appeal with attractive all maintenance-free steel siding and clean looking concrete sidewalk. Spend the summer outdoors on your concrete patio knowing you have worry-free quality steel roof with 2? overhang, aluminum soffits and fascia, all-clad windows and quality insulated exterior doors. Great location for peace and quiet, yet close to the trails and many lakes!

3595 Bent Tree Court, Jackson

Listing courtesy of CENTURY 21 Property Professionals.

$75,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Well-maintained 3-bedroom, 2-bath manufactured home with plenty of recent updates! Enjoy newly remodeled bathrooms and refreshed bedrooms, plus the peace of mind of a new roof. Furnace and A/C were replaced in 2019. Comfortable, move-in-ready living with furniture negotiable for added convenience. Outside offers 2 parking spaces, and the guest parking lot is conveniently located just behind the property, providing easy access for guests and deliveries. Monthly lot rent $795/monthly plus $15 for garbage. Water is billed separately every 3 months. Come take a look and make it your own!

N168W21700 Main Street Unit 40, Jackson

Listing courtesy of Berkshire Hathaway HomeServices Water City Realty.

$299,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

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 Drive, Jackson

Listing courtesy of RE/MAX United - West Bend.

$239,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Discover the perfect blend of modern updates and Northwoods charm in this beautifully updated 3-bedroom, 2-bath manufactured home located in the highly sought-after Voyager Village community. Thoughtfully updated with today's buyer in mind, recent improvements include a new furnace, roof, gutters, siding, fascia, garage door, flooring, and stunning butcher block countertops, offering both style and peace of mind. Enjoy the outdoors from either the front or back deck, perfect for morning coffee, entertaining, or simply taking in the peaceful surroundings. The spacious yard provides plenty of room for recreation, gardening, or relaxing, while the insulated garage with attic storage offers excellent space for vehicles, tools, and seasonal gear. Beyond the property, you'll experience the unmatched lifestyle of Voyager Village; an active recreational community spanning more than 5,000 acres of woodlands, lakes, streams, and wetlands in beautiful Northwest Wisconsin. Enjoy year-round amenities including an 18-hole championship golf course, indoor swimming pool, fitness center and sauna, Bar & Grill, hiking and biking trails, cross-country skiing, ATV and snowmobile trails, pickleball, tennis, basketball, mini golf, sledding, ice skating, multiple lakes and beaches, fishing piers, picnic areas, and children's playgrounds. Whether you're searching for a year-round residence, a weekend getaway, or a vacation home, this move-in-ready property offers the perfect opportunity to enjoy the Northwoods lifestyle with exceptional amenities just minutes from your front door.

4136 Overland Road, Jackson

Listing courtesy of CB Brenizer/Rice Lake.

$294,500

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Welcome to your brand-new Voyager Village Cottage! This beautifully crafted 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and year-round recreation in one of the area?s most sought-after communities. Enjoy thoughtfully designed main-level living with an open-concept layout, sun-drenched spaces, and sleek modern finishes throughout. This project is currently under construction and will be ready to move in in summer 2026. As a Voyager Village member, you?ll have access to resort-style amenities including a clubhouse, on-site restaurant, and private beaches. Outdoor enthusiasts will love the private docks, sandy shores, and miles of scenic trails, while sports lovers can enjoy the fitness center, championship golf course, and tennis & pickleball courts. Whether you?re after a weekend retreat or a full-time sanctuary, this cottage offers the space, setting, and lifestyle you deserve. Act now, your Voyager Village adventure begins here!

4355 Eagle's Nest Road, Jackson

Listing courtesy of eXp Realty LLC.

$294,500

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

4355 Eagles Nest Road, Jackson

Listing courtesy of EXP Realty, LLC.

29110 Treasure Island Trail Way, Jackson

$215,999

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Welcome to your unique stylish cabin where you can live the high life on one glorious, wildlife-wooing acre! This charming residence offers two bedrooms and a bathroom, all conveniently laid out on a single level. The trendy halo and recessed lighting will have you thinking you're living amongst the stars, while oversized windows let in more natural light than a paparazzi flashbulb. This fully updated four-season home features brand-new appliances, a breakfast bar, and multiple reading nook areas; you'll want for nothing. Enjoy the warm embrace of radiant electric heat, perfect for cozying up after a day on your deck or sitting near the snap, crackle, pop of the outside firepit. With privacy that invites Mother Nature herself, expect frequent visits from your newfound furry "deer" friends. For all your adventurous pursuits, an attached insulated garage with a storage shed awaits. Whether you're a fern enthusiast or a wildlife whisperer, this dreamy oasis has it all! All located on a dead-end road, but near access to Cadotte Beach for canoe, kayak and swimming fun, several walking & ATV/UTV Trails, or head to the Voyager clubhouse for golf, tennis, indoor pool, dog park and more!

29110 Treasure Island Trail Way, Jackson

Listing courtesy of Lakeside Realty Group.

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