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$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

$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

$190,000
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

$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

$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

$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

$649,000
3 Beds ⋅ 2 Baths ⋅ 26039220 MLS ⋅ ACTIVE Status
New Construction on a Coveted Double Lot. Tucked just moments from the charming village of Three Oaks, this brand-new 1,920 sq ft 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 featuring a spacious island, sleek stainless-steel appliances, and a butler's pantry for extra storage and prep space — ideal for hosting weekend 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 theaters.

407 Sherwood Avenue, Three Oaks

$699,000
3 Beds ⋅ 4 Baths ⋅ 26039192 MLS ⋅ ACTIVE Status
This home was thoughtfully curated and showcases great design, an open floor plan, and meticulous attention to detail. With 3-bedrooms, 3.5-baths offering over 3,100 square feet of finished living space in one of Three Oaks' most desirable neighborhoods. Built in 2015, the open floor plan features a spacious kitchen with a large center island, stainless steel appliances, abundant cabinetry, and a pantry. The main-level primary suite provides a private retreat, while two additional bedrooms and a full bath are located upstairs. The finished lower level includes a large recreation room, full bath, and generous storage, offering flexible space for entertaining, a home office, hobbies, or fitness. Enjoy the low-maintenance Trex deck overlooking the backyard and open countryside. An attached two-car garage and mudroom add convenience. Just minutes from downtown Three Oaks, local shops, restaurants, galleries, and Lake Michigan beaches.

403 Tulip Drive, 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

$395,000
3 Beds ⋅ 3 Baths ⋅ 26036227 MLS ⋅ ACTIVE Status
Welcome to this beautifully renovated 3-bedroom, 2.5-bath home with a 2-car attached garage in the heart of Three Oaks. This move-in-ready home blends timeless character with modern updates, including the roof, HVAC, hot water heater, electrical, plumbing, kitchen, bathrooms, flooring, lighting, and appliances. Inside, you'll find decorative ceilings, built-in cabinetry, and a cozy living room fireplace that add warmth and charm. The spacious three-season room offers a great place to relax, while the backyard patio is perfect for entertaining. A large detached shed provides excellent space for a workshop, studio, or extra storage. Ideally located just minutes from downtown Three Oaks, you'll enjoy easy access to restaurants, boutiques, galleries, breweries, and all that Harbor Country has to offer. (Property can be sold furnished)

211 E Sycamore 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

$429,000
3 Beds ⋅ 2 Baths ⋅ 26033767 MLS ⋅ ACTIVE Status
Beautifully preserved, this turn-of-the-century Folk Victorian farmhouse blends timeless architectural character with the comfort of modern, move-in-ready living. Rich in history and thoughtfully maintained, it offers the warmth and craftsmanship that make historic homes so enduringly desirable. Inside, soaring 10-foot ceilings, original hardwood floors, graceful arched passageways, leaded glass windows, and an inviting foyer immediately showcase the home's remarkable artisan charm. A timeless floor plan offers three generously sized bedrooms with oversized closets, two full baths, and the convenience of laundry on both the upper level and basement. Classic details continue throughout with a built-in butler's pantry, sunroom, and welcoming covered front porch that honor the home's historic roots, while thoughtful updates, including a professionally waterproofed basement, newer furnace, and reverse osmosis water system are sure to provide confidence for years to come... Outside, the private fenced backyard creates a peaceful retreat beneath mature shade trees, complete with a spacious deck and screened porch designed for morning coffee, summer dinners, and evenings gathered with family and friends. Beyond the front door, discover one of Harbor Country's most vibrant communities. Three Oaks has become a destination celebrated for its thriving arts scene, independent boutiques, acclaimed restaurants, live music, galleries, artisan markets, and year-round festivals. Spend an afternoon exploring designer home décor shops, enjoy a concert at the historic Acorn Theater, meet friends at Journeyman Distillery, or stroll the charming downtown before ending the evening beneath the lights of one of Southwest Michigan's most beloved small towns just beyond the beach. Whether you're searching for a full-time residence or the perfect Harbor Country retreat, this timeless Folk Victorian farmhouse places you right at the heart of it all.

24 W Ash Street, Three Oaks

$549,000
3 Beds ⋅ 2 Baths ⋅ 26029134 MLS ⋅ ACTIVE BACKUP Status
**Versatile Mixed-Use Opportunity with Short Term Rental Eligibility** You'll enjoy exceptional flexibility and strong investment potential with this MU2-zoned commercial property, which is not restricted by the residential short-term rental ordinance--making it ideal for Airbnb VRBO or Bed & Breakfast. It is currently configured as a 3-bedroom, 1.5-bath live/work space with a workspace, but you can easily convert the layout into a 5-bedroom, 1.5-bath income-producing rental for short- or long-term tenants. You'll appreciate how this meticulously maintained brick bungalow blends timeless character with modern updates. Original natural woodwork and turn-of-the-century charm complement a beautifully remodeled custom kitchen, featuring a spacious island that connects seamlessly to the dining area. The current studio space with dressing rooms can be converted back into a traditional living area... ...while an existing addition gives you endless possibilities for a bedroom, sunroom, or expanded living space. An enclosed front porch serves as a welcoming entry vestibule or a comfortable three-season room. The versatile basement adds even more functionality, offering newer mechanicals, a dedicated workout area, a small office, a spacious production or shipping area, and ample storage. This property is perfect if you're an entrepreneur or professional, supporting a wide range of uses, including retail, office space for attorneys, doctors, or CPAs, or a creative studio environment. Outdoor living shines for you as well, with a new Trex deck, paver patio, gazebo, and fire pit—ideal for relaxing or entertaining. A detached garage provides parking for one vehicle plus workshop space, while the parking area accommodates up to six vehicles. Whether you're seeking a high-performing rental, flexible commercial space, or a live/work investment, this unique property delivers the location, versatility, and opportunity you're looking for.

2 E Ash Street E, Three Oaks

$399,900
3 Beds ⋅ 2 Baths ⋅ 26026597 MLS ⋅ ACTIVE Status
Welcome to this charming Three Oaks home offering the perfect blend of small-town living and Harbor Country convenience. This beautifully renovated 3-bedroom, 2-bath home has been updated from top to bottom and sits on a spacious village lot with plenty of room to relax, garden, entertain, or simply enjoy the outdoors. Inside, you'll find a functional floor plan filled with natural light, comfortable living spaces, updated finishes, and a full basement providing valuable storage and flexibility. Located just blocks from downtown Three Oaks, you'll enjoy convenient access to local restaurants, breweries, coffee shops, galleries, boutiques, and community events throughout the year. Michigan beaches, wineries, parks, and many of Harbor Country's most popular attractions are only minutes away. Whether you're looking for a full-time residence or weekend retreat, this move-in-ready property offers an exceptional opportunity to enjoy one of Southwest Michigan's most desirable destinations.

408 N Elm Street, Three Oaks

$229,500
3 Beds ⋅ 1 Baths ⋅ 26018605 MLS ⋅ ACTIVE 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

$399,900
3 Beds ⋅ 2 Baths ⋅ 26013127 MLS ⋅ ACTIVE Status
Located on a quiet side street yet walkable to all Three Oaks offers, you'll find this reimagined modern interpretation of a classic 1900's in-town farmhouse. There are three bedrooms, two full baths and flexible spaces for carefree entertaining and daily living both inside and out. The careful renovation was done by Wisecracker Design just a few years ago complementing the new kitchen, baths, HVAC, classic partial metal roof, windows and restored hardwoods. The open combo living/dining room makes daily living a breeze and is adjacent to the light & bright fully renovated modern eat-in kitchen. A single-car garage (new roof 2026) and a perfectly-sized fenced yard with patio completes the package. Additionally, the basement has been waterproofed and has added mechanical systems. An easy walk to the many shops, theaters, restaurants, galleries, distillery, winery, parks, and so much more within the historic Three Oaks Village downtown. The perfect in-town residence or 2nd home!

104 Locust Street E, 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

Updated . Information deemed reliable but not guaranteed.