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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

5515 Kaiser Road, Sawyer
$739,000
3 Beds ⋅ 2 Baths ⋅ 26036408 MLS ⋅ ACTIVE Status
Tucked away from the street, surrounded by woods and overlooking a meadow, this well-maintained 3br/2ba turn-key cottage is a nature lover's retreat just minutes from downtown Sawyer and the Warren Dunes State Park. Natural light fills every room, starting in the spacious living area with its cozy fireplace, to the dining area which looks over the woods, ravine, and the huge back deck. A generous primary suite on one end of the home and two bedrooms at the other side, which share a full bath, create privacy for family or guests. The large mud room/laundry room has windows on three sides and could be used for future expansion. Enjoy spectacular views of the meadow from your kitchen, which has a generous pantry. Step out to the screened gazebo and you'll be surrounded by birdsong and treehouse views. This is the place you'll want to be all year, relaxing or entertaining! Discover a peaceful, private getaway close to every amenity in Harbor Country and a true escape from it all!

5515 Kaiser Road, Sawyer

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

12449 California Road, Sawyer
$399,000
3 Beds ⋅ 2 Baths ⋅ 26033509 MLS ⋅ ACTIVE Status
Terrific savings- New Price! Looking for that ideal blend of beautiful & private tranquil setting, awesome wooded views, loaded with updates throughout interior and exterior? Plus a short drive to Warren Dunes, downtown Sawyer & downtown Bridgman? Here it is! Recent renovations & new items in this unique mid-century modern style home include roof (2026), 3 bedrm windows & garage windows (2025), refrigerator & dishwasher (2025), cooktop (2026), washer & dryer (2025), water heater & A/C wall unit (2026), new insulation (2025), renovated both Full Bathrms, refinished hardwood floors main level & new carpeting Basement (2026). Character shines w/ large windows, brick accent walls. Dining Rm opens to spacious deck w/ new flooring overlooking newly fenced-in section of the 2.5 acre lot. Finished basement expands living space w/Family Rm, masonry fireplace & wet bar, Bonus Rm & full bath. Enjoy this retreat-like setting to relax, entertain or establish a micro-farm! See Weesaw Township STR documents in Documents Section, check details with Weesaw Township. Bonus Room in basement can function as a non-conforming bedroom.

12449 California Road, Sawyer

13189 Three Oaks Road, Sawyer
$647,500
2 Beds ⋅ 2 Baths ⋅ 26033128 MLS ⋅ ACTIVE Status
Bike to the beach. Sip coffee on the porch. Wake up to a garden view from every window. Set on nearly an acre of wooded privacy, this charming New England saltbox offers a rare kind of peace, tucked among garden beds and soaring trees in one of Harbor Country's most desirable pockets. Minutes from Cherry Beach, Warren Dunes State Park, local vineyards and breweries, specialty dining and shops, and the I-94 Sawyer exit. Inside, a light, open floor plan features abundant windows, skylights, and a stone wood-burning fireplace. The main level offers a full bedroom and bath, while upstairs, a spacious primary suite with a large walk-in closet and a versatile loft—ideal as a studio or extra sleeping space—complete this quiet 2BR/2BA retreat. Front and back porches invite slow mornings and long evenings overlooking the gardens. A peaceful escape, minutes from everything.

13189 Three Oaks Road, Sawyer

16053 Lakeside Road, Union Pier
$335,000
3 Beds ⋅ 2 Baths ⋅ 26032434 MLS ⋅ ACTIVE BACKUP Status
What a great opportunity to find an affordable home to rehab and make great! Whether you're searching for a weekend retreat, or full-time residence, this hidden wooded escape in the heart of Union Pier is an opportunity you won't want to miss. Ideally located just five minutes from Lake Michigan's beautiful beaches and close to the area's popular restaurants, wineries, and shops, this charming ranch offers the location today's buyers are looking for. Tucked among mature trees for exceptional privacy, the home features an inviting open-concept layout, a spacious kitchen, a cozy wood-burning stove, three bedrooms, two full baths, and an attached two-car garage. A full-length rear deck creates the perfect space to relax, entertain, or enjoy the peaceful natural surroundings. Whether you're looking to create your own Harbor Country getaway, this property offers endless potential in one of Southwest Michigan's most desirable destinations. This is an Estate, Selling AS-IS.

16053 Lakeside Road, Union Pier

6697 Warren Woods Road, Three Oaks
$2,200,000
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

13581 Red Arrow Highway, Sawyer
$630,000
3 Baths ⋅ 26030989 MLS ⋅ ACTIVE Status
Currently operating as a beloved Harbor Country restaurant this 3226 sq. Ft. Building has endless opportunities. From a wine bar or tasting room, retail, lodging, (we are told a second floor is an option), multiple store fronts to the next Harbor Country hot spot. The beautiful gardens feature gorgeous flowering trees and an abundance of herbs and flowers. A brand new roof, two air conditioning units and an huge water heater have just been installed. The restaurant has a large bar and front covered porch seating and a screened porch, perfect for dining al fresco. Class C County liquor license available as well as furnishings and equipment. This listing is for real estate only. Bring your dreams and let's make them your reality.

13581 Red Arrow Highway, Sawyer

Red Arrow Highway, Lakeside
$4,975,000
26029810 MLS ⋅ ACTIVE Status
Rare opportunity to build your own legacy property on 49.9 acres in the heart of Harbor Country! First time on the market since 1959. A tree farm, with public water and electricity this rare parcel offers a beautiful blend of mature trees, open clearings, and natural surroundings for full privacy. Create a private legacy estate, multigenerational compound, equestrian retreat, future development potential. Located minutes from Lake Michigan's sandy beaches, this property offers the ideal Southwest Michigan lifestyle--days spent boating, beach-going, dining at acclaimed restaurants, visiting wineries and breweries, and enjoying the relaxed pace that draws buyers from Chicago and beyond. Close to NW Indiana airports for easy access to private planes. Surrounded by natural beauty yet close to Lakeside, Union Pier, New Buffalo, Three Oaks, and Harbert, this is a unique opportunity to secure one of the largest available land holdings in one of the region's most desirable destinations.

Red Arrow Highway, Lakeside

Carpenter Road, Three Oaks
$200,000
26027394 MLS ⋅ ACTIVE Status
6.7 acres of pure possibility in the heart of Southwest Michigan's most beloved landscape. On the right side of the street -- Weesaw Township, where zoning restrictions are refreshingly relaxed compared to neighboring Chikaming -- this parcel sits at the center of everything that makes this corner of Michigan so special. Ride directly onto the Apple Cider Century trail, walk to Dinges Pumpkin Patch just 0.6 miles away, and settle into the rhythms of Granor Farm 2 miles down the road. Six miles to Lake Michigan's shoreline. Five miles to the charm of downtown Three Oaks, yet completely surrounded by peaceful open land. Enough acreage to breathe, dream, and build -- but not so much that it owns you. This is the escape you've been looking for.

Carpenter Road, Three Oaks

8000 Warren Woods Road Unit Lot #96, Three Oaks
$119,900
2 Beds ⋅ 2 Baths ⋅ 26026005 MLS ⋅ ACTIVE Status
Affordable living in Harbor Country. Set on a wooded lot overlooking the private pond in beautiful Lakewood Estates, this home offers comfort, thoughtful updates, and a peaceful setting. Recent improvements include a newer roof, remodeled primary suite, new carpet, and fresh paint, making it move-in ready. Outdoor features include two decks, perfect for relaxing or entertaining, along with a 2-car carport for added convenience. Located adjacent to Chikaming Township Park, with the Galien River, boat launch, trails, and gardens nearby, this property offers easy access to nature while remaining close to local amenities, dining, and all that Harbor Country has to offer. Call today for your private showing.

8000 Warren Woods Road Unit Lot #96, Three Oaks

5650 Lily Lane, Sawyer
$849,000
5 Beds ⋅ 4 Baths ⋅ 26025844 MLS ⋅ ACTIVE Status
Location is everything! This great home is just minutes away from the Warren Dunes beaches and the crystal clear waters of Lake Michigan. Enjoy your days swimming, hiking the Dunes, taking in the breath taking sunsets or visiting local wineries. Whether you're seeking a primary residence or a weekend retreat, this home offers that perfect blend of comfort and convenience to the most sought after outdoor attractions within easy reach. Step into this home that offers an open floor plan. The living room features a gas log fireplace and French doors that connect to an incredible screened-in Gazebo, complete with its own fireplace and backyard grilling patio. This outdoor retreat is the perfect setting for gathering with family and friends. Other features include a gourmet kitchen with stainless steel appliances and abundant cabinetry with granite countertops.The spacious main-floor Primary Suite offers a private sanctuary. The bedroom features a gas log fireplace, a luxurious en-suite and for added relaxation, its own screened-in porch complete with a soothing hot tub. A home office on the main floor is ideal for that needed work space. The second floor features four spacious bedrooms and a bonus room perfectly suited for a yoga studio, a fitness room or game room. If needing a three car garage, this home offers that too! Come take a look. The perfect home in a perfect location is waiting for you!

5650 Lily Lane, Sawyer

14657 Lakeshore Road, Lakeside
$3,295,000
5 Beds ⋅ 5 Baths ⋅ 26024428 MLS ⋅ ACTIVE Status
Nestled within the deep wooded privacy of Lakeside, Camp Deerborn is a legacy retreat inspired by the great American lodges of the past yet designed for modern gathering and entertaining. Completed in 1999 by sought after builder Dunes Development, the home blends natural stone, heavy timber framing and exposed steel joinery with handcrafted lodge detailing that feels warm, authentic and architectural. Vintage camp inspired beadboard paneling, stone columns, timber beams, branch balusters and log stair detailing create a refined interpretation of classic lodge design. A dramatic two story great room anchored by a bold stone fireplace opens to the kitchen, dining and outdoor entertaining spaces. The main level primary suite includes a private den with fireplace and spacious bath with stone floors. Stone terraces, pool, screened pool house, koi pond, gardens and outdoor fireplace complete this rare private retreat near the beach.

14657 Lakeshore Road, Lakeside

6482 Sweetbriar Court, Sawyer
$1,400,000
3 Beds ⋅ 3 Baths ⋅ 26024364 MLS ⋅ ACTIVE Status ⋅ Spruce Pointe BLDG.
Enjoy summers by the impressive 15' X 40' in ground heated swimming pool or entertain in the spacious cabana with kitchen area, built-in grill, bath, outdoor shower and surround sound. Situated on 1.9 beautifully landscaped acres with wooded surroundings. Features include large hot tub, gas fire pit, landscape lighting & irrigation. This charming 3-bedroom, 2.5-bath, Cape Cod home offers a dramatic 2 story great room with soaring stone fireplace, surround sound & wine cooler. Kitchen is appointed with maple cabinets, granite counter tops and S/S appliances. Relax on one of the three porches, including a screened porch overlooking the swimming pool or unwind in the three-season room. First floor primary suite features a marble walk-in shower. There is ample space for a sports court, pickleball court & guest house. Spruce Pointe is ideally located near the shops & restaurants of downtown Sawyer and Michigan's wine country. Close to the beautiful Lake Michigan beaches. and the Warren Dunes State Park.

6482 Sweetbriar Court, Sawyer

13953 Minnich Road, Sawyer
$520,000
3 Beds ⋅ 2 Baths ⋅ 26024001 MLS ⋅ ACTIVE Status
Rolling countryside, sandy beach towns and grape drenched wineries surround this beautiful Harbor Country home. A perfect forever home, getaway, or investment property on 1.7 acres of nature filled space . Natural light, beautiful floors, brick and beams and so much richness to feel of this house. The shared areas make for cozy nights by the fire or entertaining. Main level living and bedrooms speak to convenience, with an expansive kitchen at the center point and a huge deck with peaceful views. The lower level offers an office/4th bedroom option, ample storage, and a walkout patio. An oversized garage, shed and impressive pole barn invite you to bring all of your favorite toys and hobby gear. Privacy and quiet starry nights blended with the quaint social engagements around every corner. 90 minutes from Chicago, 30 minutes from South Bend and a world away from the everyday static of city life.

13953 Minnich Road, Sawyer

604 Pine Lane, Sawyer
$999,000
3 Beds ⋅ 2 Baths ⋅ 26023177 MLS ⋅ ACTIVE Status
NEW PRICE! Lake Michigan is calling... and your beach house is ready on one of the best beaches in SW Michigan! Tucked into a unique, secluded ravine setting, this rare gem is so close to the lake you can hear the waves. Enjoy seasonal lake views and year around stunning Lake Michigan sunsets. Homes like this desirable lakeside community rarely come to market -- don't miss your chance! Inside, you'll love the spacious open floor plan where the living room with its cozy fireplace flows effortlessly into the dining and kitchen area -- perfect for entertaining and everyday living. Upstairs, the primary suite offers a full bath and closet. The home features almost 2,000 finished square feet, 3 bedrooms, and 2 full baths. Outside, your private oasis awaits with a large deck with hot tub, a balcony off the dining area, and a convenient outdoor shower. You'll also enjoy an oversized 2-car attached garage, additional basement storage, and the peace of mind of a generator. This community delivers it all -- deeded access to wide sandy Lake Michigan beach, tennis/pickleball courts, a new playground currently under construction, and fun year-round social events. Whether you're looking for the perfect weekend escape or a fantastic second home, this property puts you minutes from restaurants, galleries, shops, wineries, and award-winning golf courses -- all while being less than 90 minutes from downtown Chicago. Ready to make this your beach lifestyle reality? Schedule your tour today!

604 Pine Lane, Sawyer

13970 Hollywood Boulevard, Harbert
$699,000
3 Beds ⋅ 3 Baths ⋅ 26022831 MLS ⋅ ACTIVE Status
Less than 1 mile to Lake Michigan's Cherry Beach, this great 3 bedroom home offers the perfect blend of privacy nestled on 5 acres of land. Inside, the living room features a wood-burning fireplace to cozy up to on those chilly evenings. The kitchen is thoughtfully designed with abundant cabinetry, a custom built display cabinet and a center island with built-in wine storage. The sliding glass doors in the dining room opens to a backyard deck with views of a tranquil backyard setting. The finished lower level includes a spacious bedroom, a large family room ideal for movie nights, a full bath, large laundry room, and additional space for a hobby/workshop. The outside offers a custom-built pond with a waterfall feature surrounded by slate walkways. The large screened porch provides an ideal space for entertaining family and friends and the expansive patio is perfect for evening gatherings around a fire pit. All it needs is a swimming pool and a tennis court to create your dream outdoor retreat. This home is the ultimate getaway or a year round retreat as a full time residence.

13970 Hollywood Boulevard, Harbert

15161 Hillside, Lakeside
$295,000
26019089 MLS ⋅ ACTIVE BACKUP Status
Create something meaningful in one of Harbor Country's most sought-after locations. The setting is peaceful and private, with a natural landscape that lends itself to a thoughtful architectural approach--whether that's a modern retreat, a timeless cottage, or a design-forward getaway, just a few blocks to beautiful Lake Michigan beaches. The location places you just moments from the shoreline of Lake Michigan, along with the charm and convenience of nearby favorites in Lakeside, Harbert, Sawyer, Union Pier, Three Oaks, and Grand Beach. Easy access to Chicago makes this an ideal option for those looking to establish a weekend escape or a full-time residence with a quieter pace. With generous space to build and the flexibility to design around the landscape, this is land that invites vision--an opportunity to shape a home and lifestyle that feels distinctly your own.

15161 Hillside, Lakeside

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

Updated . Information deemed reliable but not guaranteed.

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