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608 Magnolia, Three Oaks
$350,000
2 Beds ⋅ 2 Baths ⋅ 26054861 MLS ⋅ ACTIVE Status
Huge Price Drop! Includes Adjacent buildable lot. Includes 2 different parcels. A charming 3-bedroom, 2-bath bungalow offers a unique opportunity for homeowners and entrepreneurs alike. . The layout includes one bedroom and two full baths on the main level plus an additional upstairs loift bedroom. The property could offer space for a hairdresser, barber, massage therapist, office, studio, or other home-based professional use. Enjoy a generous fenced yard featuring a patio, porch, deck, flower gardens, and established landscaping. Enjoy the extra room to spread out with a double lot offering plenty of space for all your needs!.Additional features include central air, mini-split cooling, central vacuum, public sewer, public water, and a full basement. Located in the Village of Three Oaks, this property offers the flexibility to create the home, workspace, or combination that fits your lifestyle. Bring your vision and explore the possibilities. BONUS BUILDABLE VACANT LOT next door.

608 Magnolia, Three Oaks
207 Cherry Street, Three Oaks
$359,900
3 Beds ⋅ 1 Baths ⋅ 50224113 MLS ⋅ ACTIVE Status
Welcome to 207 Cherry Street in Three Oaks! This well-maintained 3-bedroom, 1-bath home is located in a quiet neighborhood and offers comfortable living space with thoughtful updates throughout. The newly completed front porch and new stairs create a welcoming entrance, while the spacious kitchen is a standout feature with plenty of prep space, new cabinets, sink, countertops, and a convenient kitchen island. The kitchen flows seamlessly into the dining area, creating a functional layout for everyday living and entertaining. Outside, the property offers plenty of space to enjoy, including a fenced-in backyard and back deck. A detached garage with an enclosed breezeway provides additional parking, storage, and versatility, while the oversized storage shed offers even more room for tools, equipment, and belongings. All major systems are reported to be working well. The home will be professionally cleaned and cleared of all personal belongings prior to closing, allowing the next owner to move in and make the space their own. A great opportunity in a peaceful Three Oaks neighborhood!

207 Cherry Street, Three Oaks
24 W Linden Street W, Three Oaks
$399,000
3 Beds ⋅ 2 Baths ⋅ 26041093 MLS ⋅ ACTIVE Status
Situated in the heart of charming Three Oaks, yet tucked away on a quiet street, this historic gem is filled with character, history, and opportunity. Documented records show the property was once owned by Charles Warren and the Chamberlain family, two names woven into the rich history of Three Oaks. Local history also suggests the home may have been connected to one of the village's most significant historic buildings, and we're continuing to uncover its fascinating past. Inside, soaring vaulted ceilings, original wood floors, exposed wood beams, leaded stained glass windows, and a cozy wood-burning stove create a warm, loft-inspired space full of historic charm. Major improvements have already been completed, including updated 200-amp electrical service, cast iron and copper plumbing replaced during the 2000 renovation, reinforced floor joists, and the installation of a substantial structural support beam. Offering 3 bedrooms, 2 bathrooms, potential for a 4th bedroom, and a sun-filled four-season room, this home is simply waiting for its next owner to add the finishing touches and bring the vision to life. Situated on 0.40 acres, the property also features a massive pole barn with electrical service already in place and a plumbing line run to the building, awaiting final connection. The beautifully landscaped yard is filled with perennial gardens, productive garden spaces, a magnificent fragrant lilac shrub, and stunning sunset views over the neighboring field. Zoned MU-2 (General Mixed Use), the property offers exceptional flexibility, subject to Village approval, with possibilities including a live/work space, boutique business, gallery, office, or even a short-term rental. Historic homes with this level of character, history, extensive updates, flexible zoning, and potential rarely come to market. This is a rare opportunity to own a truly special piece of Three Oaks history.

24 W Linden Street W, Three Oaks
104 Locust Street E, Three Oaks
$389,000
3 Beds ⋅ 2 Baths ⋅ 26013127 MLS ⋅ ACTIVE Status
Tucked on a quiet side street yet walkable to all Three Oaks offers, this reimagined 1900s in-town farmhouse is made for weekends or for everyday living. 3 bedrooms, 2 baths, and flexible spaces inside and out gives room for family, friends, and entertaining. Renovated by Wisecracker Design just a few years ago with a renovated kitchen, baths, HVAC, windows, restored hardwoods and classic partial metal roof. An open living / dining room flows into a bright eat-in kitchen, perfect for morning coffee or full-house weekends. The waterproofed basement offers peace of mind, whether you're closing up for the week or here year-round. Outside, the perfectly sized fenced yard and patio are made for enjoying, not maintaining. Skip the mowing and spend your weekends relaxing or grilling on the patio, at the beach, farmers market, or a local winery. The single-car garage adds parking, storage or bonus/project space. This turnkey weekend getaway or charming year-round home is ready for you. Tucked on a quiet side street yet walkable to everything Three Oaks offers, this reimagined 1900s in-town farmhouse is made for weekends away and works just as well for everyday living. Three bedrooms, two full baths, and flexible spaces inside and out leave room for family, friends, and carefree entertaining. Wisecracker Design carefully renovated the home just a few years ago, with a new kitchen, baths, HVAC, windows, and classic partial metal roof, plus restored hardwoods. The open living and dining room flows into a light, bright, fully renovated eat-in kitchen, perfect for Saturday-morning coffee or a full house for the weekend. The waterproofed basement with added mechanical systems offers peace of mind, whether you're closing up for the week or here year-round. Outside, the perfectly sized fenced yard and patio are made for enjoying, not maintaining. Skip the mowing and spend your weekends relaxing or grilling on the patio, at the beach, the farmers market, or a local winery. The single-car garage (new roof 2026) adds easy parking, storage or bonus project space. Best of all, you're an easy stroll to shops, theaters, restaurants, galleries, a distillery, and parks in the heart of historic Three Oaks Village. A turnkey weekend getaway or a charming year-round home, this one is ready for you.

104 Locust Street E, Three Oaks
19839 Witt Road, Three Oaks
$399,000
25039078 MLS ⋅ ACTIVE BACKUP Status
This exquisite 13 acres has the combination of all the elements that are desired by buyers but are rarely found on one property. The topography is rolling, there is a pond, there are mature trees, there is open land and there is privacy. Added bonuses are the frontage on two roads and the close proximity to New Buffalo beaches and all Harbor Country attractions. Located in the 1000 north corridor, this parcel is surrounded by estate properties on large amounts of acreage, and is a prized building site which also offers the opportunity to accommodate a variety of country sports and activities. Only 80 minutes to downtown Chicago.

19839 Witt Road, Three Oaks

Updated . Information deemed reliable but not guaranteed.

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