Three Oaks Real Estate

Three Oaks Real Estate

**Discover the Charm of Three Oaks, Michigan**

Nestled in the heart of Berrien County, Three Oaks is a picturesque village that beautifully blends small-town charm with a vibrant arts scene and rich history. With its roots dating back to the late 1800s, this quaint community has retained its unique character while evolving into a delightful destination for residents and visitors alike.

One of the standout features of Three Oaks is its commitment to the arts. The village is home to several galleries, theaters, and cultural events that showcase local talent and creativity. The renowned Vickers Theatre, a restored historic cinema, invites movie lovers to enjoy independent films and special screenings in a charming setting. Additionally, the annual Three Oaks Art Attack festival attracts artists and art enthusiasts from all over, transforming the streets into a vibrant canvas of creativity.

Nature lovers will find plenty to adore in and around Three Oaks. The surrounding countryside offers scenic views, hiking trails, and opportunities for outdoor recreation. Just a short drive away, the stunning shores of Lake Michigan beckon with sandy beaches and breathtaking sunsets, perfect for a day of relaxation or adventure.

The village's welcoming atmosphere is complemented by a strong sense of community. Local shops, cafes, and restaurants line the streets, offering a delightful array of dining and shopping experiences. Whether you’re savoring a cup of coffee at a local café or exploring the unique boutiques, you’ll feel the warmth of Three Oaks’ tight-knit community.

With its captivating blend of history, culture, and natural beauty, Three Oaks, Michigan, is more than just a place to live—it's a place to thrive. Come and experience the charm of this hidden gem for yourself!

Newest Listings in Three Oaks

$225,000
4 Beds ⋅ 1 Baths ⋅ 26038148 MLS ⋅ ACTIVE Status
Bring your vision to this unique 2.84-acre property with space, privacy, and potential. Once part of the original Avery settlement, the 3-bed/1-bath home is accompanied by several outbuildings, including a 3,200+ sq. ft. century-old barn waiting to be restored to its original glory. The seller has recently invested in demolishing three deteriorated structures, reducing cleanup and removal work for the next owner. An additional 1,700+ sq. ft. pole barn with high ceilings offers room for RVs, boats, equipment, or a future workshop. The charming grain bin could be repurposed into a covered outdoor entertaining area. Mature trees and a peaceful rural setting surround the property, while its location just off US-12 provides convenient access to Chicago in under 1.5 hours. This rehabilitation project is ideal for an experienced buyer ready to restore and reimagine a one-of-a-kind property. CASH ONLY—REHAB REQUIRED. Proof of funds required before showing will be approved.

4985 W Gilpin Road, 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
$1,350,000
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
$225,000
4 Beds ⋅ 1 Baths ⋅ 26037030 MLS ⋅ ACTIVE BACKUP Status
Charming 1940s home on a corner lot in the heart of the historic Village of Three Oaks! This 4-bedroom, 1-bathroom home offers 1,540 sq. ft. of living space filled with timeless character, featuring original hardwood floors and classic arched doorways. The main level boasts a spacious kitchen with an eat-in area, a primary bedroom, and an open-concept living and dining room layout perfect for modern living. Upstairs, you will find three additional bedrooms. Priced perfectly to allow for your custom updates, this is an incredible opportunity to join the highly sought-after Three Oaks community. Move right in and embrace the vintage 1940s charm, or take advantage of the competitive price to renovate and create your dream home! Call to schedule your tour today! Roof new in 2023. Enjoy life in beautiful Harbor Country, moments from the picturesque village center known for boutique shopping, artisan dining, and friendly Michiganders. Experience southwest Michigan living with local farm stands, orchards, festive seasonal parades and nearby Lake Michigan beaches!

316 Magnolia Street, Three Oaks
$449,000
4 Beds ⋅ 2 Baths ⋅ 26036637 MLS ⋅ ACTIVE Status
Fantastic Harbor Country Vacation Home... just steps from quaint and vibrant downtown Three Oaks, Michigan. This charming home with a classic front porch sits on an extra large 50 x 200+ 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 property also offers potential rental income...The entire house has been renovated and the eat-in kitchen and 4 bedrooms, 1.5 baths have been beautifully updated. The entire home feels bright and open...while retaining the charm of vintage wood floors and millwork. Just 75 minutes from downtown Chicago, and a bike ride away from sandy Lake Michigan beaches...this peaceful year round get-a-way can be yours to enjoy this Summer and throughout the coming seasons...

411 N Elm Street N, Three Oaks
$567,000
3 Beds ⋅ 3 Baths ⋅ 26036540 MLS ⋅ ACTIVE Status
Nestled at the end of a quiet private drive, this beautifully maintained Chikaming Township retreat offers a rare blend of privacy, natural beauty, and everyday comfort. Set on a picturesque wooded homesite that backs directly to the protected forest of Warren Woods State Park, the property enjoys an ever-changing backdrop of towering hardwoods, abundant wildlife, and the peace of knowing your backyard views will remain untouched for generations. Thoughtfully designed with a warm, lodge-inspired character, the home embraces its natural surroundings while offering an open, welcoming floor plan ideal for both year-round living and weekend escapes. The main level is filled with natural light, highlighted by soaring vaulted ceilings, rich hardwood floors, and inviting gathering spaces that create an effortless connection between indoors and out. Comfortable bedrooms, generous living areas, and timeless finishes provide a home that feels both relaxing and refined. Step outside onto the spacious rear deck and enjoy morning coffee beneath the trees, evenings surrounded by birdsong, or simply the quiet beauty that defines this remarkable setting. The finished walkout lower level expands the home's versatility with a large recreation area, full bath, laundry room, and oversized windows that bring the surrounding forest inside while providing direct access to the backyard. An attached garage and additional side parking add convenience without sacrificing the property's secluded feel. Although the setting feels worlds away, you're only minutes from the boutiques, restaurants, and charm of downtown Three Oaks, with Lake Michigan beaches and public access just a seven-minute drive away. Whether you're searching for a peaceful primary residence, a weekend getaway, or a home immersed in nature, this exceptional property offers an increasingly rare opportunity to enjoy the best of Southwest Michigan.

15283 Prairie Road, Three Oaks
$424,000
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, windows, 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.

211 E Sycamore Street, Three Oaks
$425,000
3 Beds ⋅ 2 Baths ⋅ 26035620 MLS ⋅ ACTIVE BACKUP Status
This house is nestled in the quiet, southeast quadrant of Three Oaks. It has 2 bedrooms on the main level and the entire second floor makes up the 3rd bedroom. The living room boasts a gas log fireplace, as does the partially finished basement family room. The basement also contains a full bathroom that needs some TLC perfect for guests. Outside the back three-season room (with large sliding windows) is a large deck with an integrated gazebo. Next to the deck is a spacious outbuilding, formally used as a pool house. There is also a small storage shed located behind the attached one+ car garage. Two additional buildable lots are included in the sale.

206 Michigan Street E, Three Oaks
$279,000
3 Beds ⋅ 2 Baths ⋅ 26035162 MLS ⋅ ACTIVE Status
Unique investment opportunity in Three Oaks Village. The property features 2 separately addressed residences on one lot, each with is own utilities and offers excellent rental or multi-generational living potential. Main home features 3 bedrooms/2 full baths, vaulted ceilings and open floorpan. The separate guest cottage has 1 bedroom/1 full bath providing immediate living space or rental income. Bring your vision and creativity to update this one-of-a-kind property that's walkable to downtown Three Oaks dining, shopping, entertainment and more. A quick easy drive to area beaches and other recreational activities.

210 E Ash Street, Three Oaks
$299,000
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
$3,125,000
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
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