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6244 Indian Trail, Three Oaks
$319,900
3 Beds ⋅ 2 Baths ⋅ 26057886 MLS ⋅ ACTIVE Status
Located on a spacious corner parcel along a picturesque country road, this recently updated 3-bedroom ranch offers endless possibilities. This hidden gem in Harbor Country can serve as a cozy year-round residence or a peaceful weekend retreat. Step inside to find an open floor plan that connects spacious rooms, all featuring new windows, doors, and fresh paint, making this home move-in ready. With city water, natural gas, two storage sheds, and a large yard, this property combines modern amenities with the charm of country living. Additionally, the beaches of Chikaming Township and the restaurants, shopping, and events of Harbor Country are just a short drive away. Don't miss the opportunity to make this property your own!

6244 Indian Trail, Three Oaks
616 Magnolia Street, Three Oaks
$286,000
3 Beds ⋅ 1 Baths ⋅ 26055985 MLS ⋅ ACTIVE Status
This farmhouse style updated three-bedroom, one-bath updated home is ready for you! New carpet and vinyl flooring thru out. Beautiful neutral finishes throughout the home make it a beautiful canvas for you to make your home. This homes is located on a generous corner lot, nestled at the south end of town with fields across the street.

616 Magnolia Street, Three Oaks
16922 Schwark Road, Three Oaks
$460,000
3 Beds ⋅ 3 Baths ⋅ 26055353 MLS ⋅ ACTIVE Status
Country charm meets modern comfort in this beautifully renovated brick ranch on a full acre just outside of Three Oaks. Offering 1,346 of finished square feet, 3 bedrooms, 3 full baths, a one car garage, and gleaming hardwood floors throughout, this home combines updated finishes with the peaceful setting of rural Michigan. Surrounded by scenic farmland, this property offers privacy, open space, and plenty of room to relax and enjoy the outdoors while remaining just a short drive from downtown Three Oaks. Home is vacant and completely empty. Pictures are from when home was staged.

16922 Schwark Road, Three Oaks
6698 Kruger Road, Three Oaks
$319,000
3 Beds ⋅ 1 Baths ⋅ 26053939 MLS ⋅ ACTIVE BACKUP Status
Enjoy peaceful country views and a tranquil setting from this well-built 3 BR ranch style home on an extra deep 1.5 acre parcel. The home is in impeccable condition and is move-in ready with fresh interior paint. Features include wood floors, an open kitchen, attached 2 car garage, and a full, dry basement — ideal for additional living area. Step outside to a 9 x 14 deck off the kitchen/dining area, perfect for outdoor entertaining. An 18 x 24 outbuilding provides added storage. The list of upgrades includes furnace/AC, water heater, 200 AMP service, roofs on both the home and outbuilding, gutters with leaf guard, and a new garage door with opener. The basement was professionally waterproofed by Everdry in 2017. Located just a short drive, bike ride, or walk from downtown Three Oaks for restaurants, shopping, theaters, and more!

6698 Kruger Road, 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
22 W Ash Street, Three Oaks
$405,000
3 Beds ⋅ 2 Baths ⋅ 26052288 MLS ⋅ ACTIVE Status
RARE TURNKEY RENTAL OPPORTUNITY IN THE HEART OF THREE OAKS! This fully furnished, established licensed ST rental is being sold furnished and ready for its next chapter. Its existing rental status in the Village of Three Oaks is especially notable, as the number of licenses is limited and new licenses are currently capped. This spacious 3-bed, 2-bath home has approximately 1800 square feet and combines the charm of a traditional Three Oaks home with the features many occupants are looking for. Inside, you'll find three generously sized bedrooms, two full bathrooms, spacious living and dining areas, a full kitchen, main-floor laundry, and a huge family room. Hardwood flooring and the home's character create a warm, inviting atmosphere, while the included furnishings make this a true turnkey property. Outside, enjoy a fenced backyard, rear deck, fire pit, and welcoming front porch-great spaces for relaxing outdoors. The property is conveniently located near New Buffalo, with access throughout Southwest Michigan and Northwest Indiana. It is also close to downtown Three Oaks with convenient access to restaurants, shopping, and entertainment. Buyer should independently verify current Village of Three Oaks rental regulations, license status and whether the property's existing license/registration may transfer or continue following a change in ownership. Owner is an Illinois real estate agent. Some photos have been virtually rendered.

22 W Ash Street, Three Oaks
17172 S Basswood Road, Three Oaks
$800,000
3 Beds ⋅ 3 Baths ⋅ 26051503 MLS ⋅ ACTIVE Status
A rare opportunity to own nearly 17 acres in Southwest Michigans Harbor Country. Tucked into the landscape, the 3 bed 2 1/2 bath ranch home offers comfortable country living with peaceful views in every direction. Expansive prairie from the main road, open lands for gardening, gathering or hobby, backed up by forested acres with walking trails. Create a private compound to enjoy the changing seasons and wildlife. This expansive ranch home has vaulted ceilings with skylights for natural light, a full unfinished basement with egress window and plumbing for another bathroom and more living space. The home flows nicely with kitchen, living, dining and 4 season room in the center, flanked by 2 beds and one bath on one side and the primary bed ensuite on the other side. The large pole barn provides valuable space for a workshop, hobbies or storage. Whether envisioned as a full time home or weekend escape this kind of acreage is difficult to find so close to all Harbor Country's offerings

17172 S Basswood Road, Three Oaks
110 Sycamore Street E, Three Oaks
$524,900
3 Beds ⋅ 3 Baths ⋅ 26050408 MLS ⋅ ACTIVE Status
Welcome to the heart of Three Oaks, where small-town charm meets relaxed Harbor Country living. This beautifully renovated and expanded 3-bedroom, 2.5-bath home is bright, inviting, and truly move-in ready. The open layout, hardwood floors, and updated kitchen make the home perfect for both everyday living and entertaining. Start your mornings with coffee on the front porch, spend summer evenings on the back deck beneath the pergola, and unwind in your private sauna after a day at the beach. Best of all, you're just a short stroll from downtown Three Oaks, with its restaurants, shops, galleries, and local events. Whether you're looking for a full-time residence, weekend escape, or a place to gather with family and friends, this home offers an easy Southwest Michigan lifestyle that is ready to be enjoyed. Agent is owner.

110 Sycamore Street E, Three Oaks
8000 Warren Woods Road Unit 62, Three Oaks
$89,900
3 Beds ⋅ 2 Baths ⋅ 26046102 MLS ⋅ ACTIVE Status
Lake Michigan Retirement without the Lake Michigan price tag! Less than 10 minutes from Harbert Beach and Gordon Beach, this fully furnished 3-bedroom, 2-bath home offers a spacious primary suite, bonus sitting room, open-concept living, two large decks, and access to a community pool, clubhouse, and gym—all in a truly move-in-ready package. Enjoy retirement living in Lakewood Estates 55+ community! This spacious 1997 Palm Harbor home offers 3 bedrooms, 2 full bathrooms, flexible living spaces, and comes fully furnished with furniture and appliances included—making it truly move-in ready. Seller's personal artwork and many wall hangings are excluded. The primary suite features an ensuite bath with dual sinks, soaking tub, separate shower, and walk-in closet, plus a private sitting room perfect for an office, reading nook, or hobby space. The open-concept living, dining, and kitchen areas create a welcoming space for everyday living and entertaining, with a breakfast bar and additional dining area. Outside, enjoy two decks, one large and small, a storage shed, and two-car parking patio. Lot rent is $650/month and includes water, sewer, trash, shed, main-road snow plowing, plus access to the clubhouse, pool, and gym. Buyer is responsible for lawn care and snow removal from their parking area. With generous living space, community amenities, furnishings included, and Lake Michigan beaches less than 10 minutes away, this home offers comfort, convenience, and a relaxed lakeshore lifestyle!

8000 Warren Woods Road Unit 62, Three Oaks
105 Locust Street E, Three Oaks
$179,000
3 Beds ⋅ 2 Baths ⋅ 26044995 MLS ⋅ ACTIVE Status
A CHARACTER RICH RESTORATION PROJECT AWAITS..... **A THREE OAKS ORIGINAL—RESTORE, REIMAGINE & MAKE IT YOURS!** Located on E. Locust Street, surrounded by some of Three Oaks' beautiful historic homes, this vintage 1920s brick residence offers the rare opportunity to restore a home with genuine character and create something truly special. The 3-bedroom, 2-bath layout includes a main-floor bedroom and an abundance of original architectural details waiting to be brought back to life. Much of the original woodwork remains beneath layers of paint, along with original trim and painted hardwood floors—details that can become the foundation for an exceptional renovation. The home's setting is particularly compelling. Three Oaks grew into a prosperous village in large part because of the remarkable success of local industrialist and inventor E.K. Warren. In 1883, Warren patented "Featherbone," an innovative and more durable alternative to whalebone used in corsetry, and opened his first factory right here in Three Oaks. The Warren Featherbone Company would go on to become an international enterprise, manufacturing featherbone, corset materials, whips and other products while employing generations of local residents. The historic E.K. Warren office building, constructed in 1905 and now home to the Three Oaks Township Public Library, served as the company's headquarters from 1905 to 1928. Today, East Locust Street is a desirable part of Three Oaks, surrounded by well-kept homes and the character that makes the village so appealing. Nearby homes that have been thoughtfully renovated have done very well, making this a great opportunity for someone willing to put in the work and bring this home back to life. Outside, the generous yard provides plenty of room for gardening, entertaining, play and your four-legged family members, with a portion already fenced. For the buyer with vision, craftsmanship and a willingness to put in the work, the sweat equity here could be substantial. Bring your ideas, your tools and your appreciation for old-house character—and give this Three Oaks original the restoration it deserves.

105 Locust Street E, Three Oaks
6859 Kruger Road, Three Oaks
$450,000
3 Beds ⋅ 2 Baths ⋅ 26044486 MLS ⋅ ACTIVE Status
Welcome to your Southwest Michigan retreat! This charming 3-bedroom, 2-bath home sits on 5 spacious acres in the heart of Harbor Country, offering the perfect blend of privacy, natural beauty, and convenient access to area attractions. Enjoy phenomenal sunset views overlooking nearly 4 acres of tillable property, plus a large pole barn offering excellent space for storage, hobbies, equipment, or a workshop. Located just a short distance from the vibrant downtown of Three Oaks, you'll be close to boutique shops, renowned distilleries, restaurants, theaters, and the stunning shoreline and beaches of Lake Michigan, while still enjoying the peace and serenity of your own private acreage. Located in Three Oaks township STR is allowable. Don't miss the opportunity to own a piece of Harbor Country. Book your showing today!

6859 Kruger Road, 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
8000 Warren Woods Road Unit 100, Three Oaks
$116,000
3 Beds ⋅ 2 Baths ⋅ 26039625 MLS ⋅ ACTIVE Status
Escape to Harbor Country in this beautifully maintained, fully furnished 2002 manufactured home in Lakewood Estates. Thoughtfully decorated with tasteful furnishings and décor, this move-in-ready retreat features a spacious living room with a fireplace, eat-in kitchen with sliding doors to a massive deck, main-floor laundry, three bedrooms, and a private primary suite with walk-in closet and ensuite bath. The peaceful backyard offers a quiet setting for relaxing or entertaining. Ideally located just minutes from Three Oaks, New Buffalo, Lake Michigan beaches, Bridgman, local wineries, breweries, charming shops and restaurants. Only 25 minutes to Notre Dame and approximately 1 hour 25 minutes to Chicago. Whether you're looking for a weekend escape, seasonal retreat, or year-round home, this is an affordable opportunity to own your own piece of Southwest Michigan.

8000 Warren Woods Road Unit 100, Three Oaks
407 Sherwood Avenue, Three Oaks
$589,900
3 Beds ⋅ 2 Baths ⋅ 26039220 MLS ⋅ ACTIVE Status
NEW CONSTRUCTION nearly 2,000 square feet, generous rooms, high ceilings and easy one-level living—tucked just moments from the charming village of Three Oaks, this home offers the perfect blend of modern craftsmanship and Harbor Country charm. Set on a rare double lot, this 3-bedroom, 2-bath residence is designed for both easy living and effortless entertaining. Step inside to an open-concept layout anchored by a chef-inspired kitchen features a spacious island, sleek stainless-steel appliances, and a butler's pantry for extra storage and prep space — ideal for hosting guests or holiday gatherings. The adjoining living room centers around a beautiful fireplace, creating a warm, inviting space for cool Michigan evenings. The generous double lot offers room to garden, entertain, or simply enjoy the quiet privacy of your surroundings, while the detached two-car garage adds both convenience and extra storage. Just a short distance from Three Oaks' beloved shops, restaurants, and theater.

407 Sherwood Avenue, Three Oaks
4980 Spring Creek Road, Three Oaks
$1,225,000
3 Beds ⋅ 3 Baths ⋅ 26037418 MLS ⋅ ACTIVE Status
Experience exceptional country living on more than 14 picturesque acres in Three Oaks, Michigan. This beautifully maintained equestrian estate offers over 2,500 square feet of thoughtfully designed living space, featuring three spacious bedrooms and two and a half bathrooms. At the heart of the home is a beautifully remodeled kitchen, designed for both everyday living and entertaining. A stylish wet bar adds the perfect touch for hosting family and friends, while the inviting three-season room showcases breathtaking views of the rolling pastures and surrounding countryside, creating a peaceful space to relax in every season. The home's stunning wraparound covered porch offers another perfect place to enjoy the beauty and tranquility of the property. A functional mudroom with a built-in dog wash makes country living effortless after a day outdoors. Designed with horse enthusiasts in mind, the property is fully fenced with classic Kentucky four-board horse fencing and includes a 40 x 60' four-stall horse barn with a spacious tack room complete with laundry facilities, a kitchenette, and a bathroom—providing outstanding convenience for daily barn operations or guests. Additional highlights include a detached three-car garage, beautifully landscaped grounds, and ample acreage for riding, recreation, or simply enjoying the privacy of this remarkable setting. Combining modern updates, exceptional equestrian amenities, and spectacular views, this turnkey Three Oaks estate offers a rare opportunity to enjoy refined country living just minutes from the charm of Harbor Country, Lake Michigan beaches, wineries, and local dining.

4980 Spring Creek Road, Three Oaks
314 Magnolia Street, Three Oaks
$275,000
3 Beds ⋅ 2 Baths ⋅ 26034640 MLS ⋅ ACTIVE Status
Welcome home, a charming house in the heart of Three Oaks offering timeless character, comfortable living spaces, and an incredible location just moments from downtown. Filled with natural light and original charm, this inviting residence provides a wonderful opportunity to enjoy everything that makes Southwest Michigan living so special. The thoughtful layout offers comfortable gathering spaces, a functional kitchen, and bedrooms designed for relaxation. Whether enjoying quiet mornings at home, hosting friends, or spending time outdoors, the property provides a wonderful setting to create lasting memories. Located near downtown Three Oaks, you're close to local restaurants, coffee shops, boutiques, galleries, breweries, and year-round community events. Harbor Country beaches, wineries, parks, and Lake Michigan sunsets are just a short drive away. Full of possibility, this home is a great opportunity to experience the charm and lifestyle that make Three Oaks such a special place.

314 Magnolia Street, Three Oaks
500 Sherwood Street, Three Oaks
$229,500
3 Beds ⋅ 1 Baths ⋅ 26018605 MLS ⋅ ACTIVE BACKUP Status
Welcome to this delightful 3-bedroom Cape Cod-style home, where comfort meets character. Features spacious Bedrooms and generous closets, complemented by updated flooring and original wood floors in some rooms. The inviting eat-in kitchen features newer cabinets, perfect for family gatherings or entertaining guests. Enjoy the convenience of a newer 1.5-car garage and a picturesque backyard that offers privacy, room for outdoor activities, and scenic views. Situated in a peaceful, convenient neighborhood, this home is just moments from the vibrant village of Three Oaks, known for its unique shops, restaurants, theaters, and lively community events. This home offers a blend of comfort, style, and an unbeatable Harbor Country location--ready for you to move in and enjoy.

500 Sherwood Street, 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
710 S Elm Street, Three Oaks
$319,900
3 Beds ⋅ 3 Baths ⋅ 26012996 MLS ⋅ ACTIVE Status
This beautiful two-story home at the Southern end of the Village of Three Oaks is the perfect blend of move-in ready and opportunity to make it your own. Property is over half an acre with multiple buildings ready for whatever you are. An oversized 2-car detached garage is perfect for a shop in addition to plenty of space for cars, snowmobiles, etc. A detached one-car garage has been converted into a home theater and exercise room. Perfect as is, or turn into a studio or detached Work from Home space. Second floor has two bedrooms, two full bathrooms and bonus space for an office, or chance to combine into more sleeping space. Roof was replaced in 2021. Downstairs has open floor plan with sun room, mud room with laundry and an office (or sleeping space) right next to the main living area. Plenty of pantry and storage space off the mud room make this home perfect for the on-the-go life.

710 S Elm Street, Three Oaks
7260 W East Road, Three Oaks
$425,000
3 Beds ⋅ 2 Baths ⋅ 25055567 MLS ⋅ ACTIVE Status
A peaceful 10-acre corner lot with a pond tucked away in the trees gives you a lot of room to make your own paradise. The current house needs some TLC, but it has 3 bedrooms, 2 bathrooms, and a wood burning fireplace in the living room. Imagine waking up to the peaceful sounds of nature with a view of a serene pond. From this beautiful spot, you could watch the seasons change. This peaceful corner lot offers a lot of options for making your own private haven, whether you want to fix up the old house, build a new one, or just enjoy the land as it is.

7260 W East Road, Three Oaks
7462 W Martin Road, Three Oaks
$419,000
3 Beds ⋅ 1 Baths ⋅ 25039910 MLS ⋅ ACTIVE BACKUP Status
Discover unlimited possibilities on this spectacular 14-acre property of rolling countryside. Build your dream home or remodel the existing residence. The site features a well and septic system, plus two spacious outbuildings (one was previously used as a woodshop). Enjoy peace and tranquility, a large pond ideal for wildlife viewing and fishing, and beautiful woodlands. The southern border lies along the Indiana state line.

7462 W Martin Road, Three Oaks

Updated . Information deemed reliable but not guaranteed.

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