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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
404 Cherry Street, Three Oaks
$300,000
2 Beds ⋅ 1 Baths ⋅ 26055000 MLS ⋅ ACTIVE BACKUP Status
TURNKEY OPPORTUNITY IN DESIRABLE THREE OAKS WITH A TRANSFERABLE SHORT-TERM RENTAL PERMIT! This charming, updated 1940s home is being sold fully furnished and equipped, with an established rental history, repeat guests and excellent reviews. Just a short walk to downtown Three Oaks, home to Journeyman Distillery, unique shops and restaurants, and a quick drive to Lake Michigan beaches. The inviting interior features hardwood floors, two bedrooms, a comfortable living room with sleeper sofa and a well-equipped kitchen. A spacious three-season room with vaulted ceiling adds approximately 200 square feet of additional seasonal living space, overlooking the large, fenced backyard with deck, outdoor shower and fire pit. Recent improvements include HVAC, water heater, washer, dryer, refrigerator, microwave and sidewalk. Ideal as a personal getaway, full-time residence or income-producing property!

404 Cherry Street, Three Oaks
608 Magnolia, Three Oaks
$384,500
2 Beds ⋅ 2 Baths ⋅ 26054861 MLS ⋅ ACTIVE Status
**Live, Work & Invest in Three Oaks!** This 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
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
$420,000
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
7571 US Hwy 12 Highway, Three Oaks
$219,000
4 Beds ⋅ 2 Baths ⋅ 50222500 MLS ⋅ ACTIVE Status
Here's a rare opportunity. Great house on some real acreage in highly-coveted Three Oaks. Property will need some repairs. Cash buyers only please. Do not wait, this will not last.

7571 US Hwy 12 Highway, Three Oaks
16456 Basswood Road, Three Oaks
$799,000
4 Beds ⋅ 2 Baths ⋅ 26049919 MLS ⋅ ACTIVE BACKUP Status
A private retreat awaits beyond the beautiful winding driveway, where comfort meets the tranquility of a resort-inspired setting. Whether envisioned as an elegant weekend escape or a full-time residence, this property offers an abundance of space, privacy, and outdoor living. Thoughtfully expanded to incorporate the original home to create a warm and inviting place, this home features a stunning 4 season room overlooking the manicured grounds and picturesque pond. Step outside to an expansive deck for effortless entertaining. Another feature includes an outdoor bar area, a firepit, and inviting spaces to gather with guests. At the water's edge, a charming pergola provides a peaceful place to relax and take in the soothing views and sounds of the pond and its fountains.This home offers a spacious kitchen with dining area and an inviting living room with a gas-log fireplace. Four bedrooms provide generous accommodations, while two in the north wing are currently used as a private office and fitness room—offering flexibility for today's lifestyle and the opportunity to create spaces tailored to your needs.The maintained grounds are a true highlight with a serene water view and multiple destinations throughout the property for relaxing, and enjoying the outdoors. Additional garages provide exceptional storage for boats, vehicles, recreational equipment, and all of your weekend toys, while a separate garage would make for a great workshop offering space for projects and hobbies. Perfectly positioned just minutes from downtown New Buffalo, enjoy easy access to boutique shops, great restaurants, the marina, and the shores of Lake Michigan. Head east and you'll quickly reach the historic charm of downtown Three Oaks, home to a theater, distinctive shops, restaurants and a local distillery. An extraordinary opportunity to embrace a private, resort-like lifestyle while remaining close to the very best of Southwest Michigan.

16456 Basswood Road, Three Oaks
707 Tulip Drive, Three Oaks
$415,000
4 Beds ⋅ 2 Baths ⋅ 26046299 MLS ⋅ ACTIVE Status
NEW PRICE - Rare find! This house has both the advantages of being in the village of Three Oaks as well as having room to breathe. This .73 acre lot IS the southeast corner of the village, located at the very end of Tulip Drive. Enjoy peaceful views of the fields to the east and south as far as you can see. A friendly, yet quiet neighborhood welcomes you. The primary suite boasts a vaulted ceiling and a generous walk-in closet. The large, DRY walk-out basement is ready for finishing, has 9' ceilings, and plumbed for a full bathroom. New in 2026: Water softener, sump pump. Odorless water from the faucets!

707 Tulip Drive, 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
7841 W East Road, Three Oaks
$539,000
2 Beds ⋅ 1 Baths ⋅ 26045239 MLS ⋅ ACTIVE Status
Discover peace and serenity in this charming home nestled on over 15 beautiful acres. Enjoy a tranquil backyard oasis and scenic walks throughout the expansive wooded property, all while taking in stunning views from the comfort of the home through its large windows. Perfectly situated near an array of restaurant's, shopping, wineries, breweries this property offers ideal blend of privacy and convenience. When you're ready for a day by the water, the sandy beaches of Lake Michigan are just a short drive away. Whether you're looking for peaceful year around residence, a weekend getaway, or a private retreat surrounded by nature, this inviting property offers it all.

7841 W East Road, Three Oaks
105 Locust Street E, 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
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
3334 W Glendora Road, Three Oaks
$255,000
4 Beds ⋅ 1 Baths ⋅ 26042294 MLS ⋅ ACTIVE Status
With 2.36 acres on the East Branch of Gailen River sits this 4 bedroom 1 bathroom ranch home! Inside you have so many updates with a rustic feel. Previous owner had move the laundry upstairs in the 4th bedroom. Full unfinished basement is the perfect area for storage and playing on the pool table that stays with the home. Outside you have a fenced area for animals and a small shed. Across the river you have a 2 car detached garage with a walk up loft. The property includes two lots with over 2.36 acres and creek running through it. Go fishing in your backyard, yes you can even caught Salmon in the spring! Road frontage on both Glendora & Pardee Roads. Call Jeffrey A Penick today to see this house before it's Sold at 269-420-4756

3334 W Glendora 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
7767 Warren Woods Road, Three Oaks
$499,000
2 Beds ⋅ 2 Baths ⋅ 26040448 MLS ⋅ ACTIVE Status
Create your COOL modern container home compound on 4.2 peaceful acres with mature trees, a private pond, and a bridge leading to a charming island . This one-of-a-kind property is ready for your finishing touches, with major infrastructure already completed: water hookup, interior framing, 400-amp electric service and wiring, 4 mini-splits, closed-cell insulation, septic mound installed, and septic tanks on site. The bright-open-concept design includes 2 spacious bedrooms, 2 baths, 9' ceilings, and an upper bonus room with access to a rooftop deck. Designed to bring the outside in! Staging and renderings are included to help showcase the vision. Two additional containers offer storage, studio, or workspace potential. Endless possibilities in an idyllic Harbor Country location. Offered at $499,000

7767 Warren Woods Road, 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
403 Tulip Drive, 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
701 S Elm Street, Three Oaks
$849,000
5 Beds ⋅ 3 Baths ⋅ 26037828 MLS ⋅ ACTIVE Status
Welcome to a classic 1935 home in Three Oaks offering timeless character, generous living space, and a beautifully sized village lot. With approximately 2,820 square feet, five bedrooms, and three bathrooms, this home provides flexibility for everyday living, entertaining, and hosting guests. Spacious gathering rooms, abundant natural light, and original charm create a warm, inviting feel throughout. The expansive yard offers room for outdoor dining, gardening, recreation, or quiet evenings at home. Located just moments from downtown Three Oaks, you'll enjoy easy access to restaurants, shops, galleries, theaters, and year-round community events, with Harbor Country beaches just a short drive away. Whether used as a full-time residence, weekend getaway, or gathering place, this distinctive property offers a wonderful opportunity in one of Southwest Michigan's most beloved villages.

701 S Elm Street, 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
411 N Elm Street N, Three Oaks
$415,000
4 Beds ⋅ 2 Baths ⋅ 26036637 MLS ⋅ ACTIVE BACKUP Status
Charming Harbor Country Vacation Home... just 2 blocks from quaint and vibrant downtown Three Oaks, Michigan. This lovely home with a classic front porch sits on an extra large 52ft x 200+ft city lot. The huge back yard offers great outdoor space for games, (a future pool?) and an expansive open deck to entertain family and friends. The entire house has been beautifully renovated, including gleaming hardwood floors, a bright and open eat-in kitchen with all new appliances and energy efficient new HVAC, HWH, W/D. With 4 bedrooms and 1.5 baths, there remains potential for finishing touches to truly make this place your own. This home feels bright and open...while retaining its cozy vintage charm. The property also offers great potential for rental income(see STR requirements). Just a stroll away from theaters, shops and restaurants and minutes from Lake Michigan beaches...this peaceful year round get-a-way can be yours to enjoy for all four seasons.. 75 minutes from downtown Chicago.

411 N Elm Street N, Three Oaks
211 E Sycamore Street, Three Oaks
$395,000
3 Beds ⋅ 3 Baths ⋅ 26036227 MLS ⋅ ACTIVE BACKUP 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
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
24 W Ash Street, Three Oaks
$420,000
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
6697 Warren Woods Road, Three Oaks
$2,799,000
5 Beds ⋅ 4 Baths ⋅ 26032323 MLS ⋅ ACTIVE Status
Private, peaceful, and picturesque can be used to describe this immaculate estate on 11.98 acres with Galien river frontage and incredible views. With 5-6 Bedrooms, 4 bathrooms, double primary bathrooms and walk in closets, additional areas that could be converted to bedrooms, media room, 2 fireplaces and beautiful built in cabinets by local Craftsman Terry Hanover. Walk out lower level includes additional bedrooms, full bath, recreational room, media room with built in bar and party kitchen, terraced yard, towering trees and lush gardens are just the beginning of what this property has to offer. Two out buildings that holds 14 cars, and additional storage under overhangs. A concrete pad for RV parking, serene pond and gazebo, part of the yard is a wild flower prarie and part is wooded. New Roofs in 2025, HVAC 2016 & 2026. Owned solar panels keep electric bill low, and Generac Whole house generator make it worry free. By Warren Woods & Warren Dunes State Park & all of Harbor Country

6697 Warren Woods Road, Three Oaks
2 E Ash Street E, 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

Updated . Information deemed reliable but not guaranteed.

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