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8 Poplar Street, Three Oaks
$350,000
3 Beds ⋅ 1 Baths ⋅ 25057350 MLS ⋅ SOLD Status
Move-in ready and income-producing from day one! This charming 3-bedroom, 1-bath ranch blends classic character with modern peace of mind. Tile and hardwood floors flow throughout an easy, single-level layout anchored by a bright living room and an efficiently designed kitchen. Step outside to the patio, complete with a private hot tub—perfect for unwinding after a day on the nearby trails or welcoming your short-term rental guests. Major mechanicals are already taken care of: the roof and HVAC were both replaced in 2018. Even better, the property holds a current short-term rental permit and boasts a solid rental history, delivering instant cash-flow potential. Offered fully furnished and stocked, it's a true turn-key package—just bring your suitcase or start accepting bookings immediately. Whether you're looking for a hassle-free investment, a weekend retreat, or a cozy full-time residence, this well-kept ranch delivers comfort, convenience, and opportunity in equal measure.

8 Poplar Street, Three Oaks

409 Oak Street, Three Oaks
$385,000
4 Beds ⋅ 2 Baths ⋅ 25038521 MLS ⋅ SOLD Status
This Classic vintage 4 bedroom 2 bath Three Oaks property has many modern day updates that include an all new kitchen & bath, interior lighting to enjoy current day connivences along with new 1st floor flooring & paint through out. Including worry free new appliances, washer & dryer as well updated plumbing & electrical. You'll enjoy sipping lemonade & relaxing on the front porch or entertaining on the rear deck and bonus shed in this care free home. All the updates have been completed so you can back up the truck and move right in. Just a short 3 blocks to the historic village of Three Oaks and its charm. Close to all SW Michigan amenities, beaches, wineries, restaurants and outdoors for you to enjoy.

409 Oak Street, Three Oaks

5665 W Phillips Road, Three Oaks
$499,900
3 Beds ⋅ 2 Baths ⋅ 25054685 MLS ⋅ SOLD Status
Escape the bustle of daily life to this serene 10-acre retreat. This 3-bedroom, 2-bath colonial farmhouse features a partial finished basement (with potential 4th bedroom), four-season sunroom, screened porch, and attached two-car garage. Enjoy a stocked pond, fruit trees, and a mix of woods and farmland—all set privately back from the road. Built in 2004 with 2x6 studs, R-19 insulation, HardiPlank siding, and newer windows, this home was crafted for quality and comfort. Inside, the handcrafted kitchen cabinets, woodstove, and pleasant layout create warmth and charm. The property also includes a chicken coop, fenced garden, and a 16x24 pole barn. Lovingly maintained and thoughtfully designed, this home is ready to host your next chapter in peaceful country living. Less than 5 minutes from all the attractions in downtown Three Oaks, such as Journeyman and Vickers Theater yet with all the peace of the wildlife in nature. Just over an hour from Chicago, schedule a showing, fall in love and make it yours just in time for Thanksgiving and Christmas!

5665 W Phillips Road, Three Oaks

8460 Warren Woods Road, Three Oaks
$420,000
5 Beds ⋅ 3 Baths ⋅ 25044152 MLS ⋅ SOLD Status
Big backyard with lots of trees surrounding your perfect getaway!This beautifully updated 5-bedroom ,3-bathroom ranch home is ideal as a second home or lucrative short -term rental a perfect full time residence.It also be offered as a turnkey option.The open-concept design features brand-new floors ,windows and doors plus a modern kitchen with a cozy gas fireplace.The primary suite boasts an en-suite bath and a private deck for peaceful relaxation.Step outside to a spacious deck-perfect for gatherings or enjoying quiet morning coffee.Set on 2 acres ,the property offers endless possibilities ,including a large POLE BARN ready to be transformed into a boat store space ,hobby workshop ,playroom or party retreat.Listing agent is the owner of the house.

8460 Warren Woods Road, Three Oaks

6690 Kruger Road, Three Oaks
$288,000
2 Beds ⋅ 1 Baths ⋅ 25047925 MLS ⋅ SOLD Status
Discover this beautifully updated home set on 1 acre, offering both space and modern style. The main floor features 2 comfortable bedrooms and 1 bathroom, while the finished basement adds extra living space with a cozy family room and a versatile office or craft room. Recent upgrades include a newer furnace and AC for peace of mind. Outside, you'll find a heated 2-car detached garage, perfect for vehicles or hobbies, along with 2 storage sheds for all your extras. The gorgeous patio creates an inviting space to relax or entertain while enjoying the privacy and charm of the spacious yard. With a blend of modern updates and functional spaces, this home is move-in ready and waiting for you to make it your own.

6690 Kruger Road, Three Oaks

112 Butternut Street, Three Oaks
$325,000
2 Beds ⋅ 2 Baths ⋅ 25054791 MLS ⋅ SOLD Status
Come see this charming and move-in ready 2-bedroom, 2-bath brick ranch in the heart of Three Oaks Village. Thoughtfully updated, this home blends classic character with modern comfort, featuring warm wood floors, abundant natural light, and an updated kitchen with plenty of space for cooking, dining, and entertaining. The spacious primary suite includes two closets and a private en-suite bath, while the second bedroom and full bath offer flexibility for guests, a home office, or creative space. Outside, the large double lot is a rare find—featuring a patio, fenced-in area, and lush gardens that create a peaceful retreat with room to add a pool, barn, or ADU. The attached oversized one-car garage and full basement provide ample storage and everyday convenience. Just blocks from downtown, enjoy easy access to local favorites like Journeyman Distillery, TomCat Tavern, Froehlich's, Alan Ray's, and Longstory. A perfect blend of village charm, comfort, and location. Don't miss this one!

112 Butternut Street, Three Oaks

114 Sycamore Street, Three Oaks
$362,500
2 Beds ⋅ 1 Baths ⋅ 25054438 MLS ⋅ SOLD Status
Charming corner-lot 2 Bed 1 bath Village of Three Oaks home with 9' ceilings & hardwood floors throughout. From the front porch, enter the spacious living room's convenience to the deck on the right & ahead of the new in 2022 fully stocked kitchen with quartz counters and abundant cabinetry leading to the separate dining room. The primary and 2nd bedroom offers closets and natural light. New in 2022, the bathroom features a quartz vanity, storage cabinets, and a new shower. Interior and Exterior access to the laundry room, with work workbench, grants seasonal use. Additional updates include new appliances in 2022. Freshly painted liv room and one bedroom. The detached 1-car garage features a build-out (approx 400 sq ft added in 2010) filled with 3 studio rooms. The front porch, back patio, & new side deck provide three outdoor spaces. Located just blocks from restaurants, shops, parks, and the theater, this home offers walkable in-town living near Harbor Country's renowned beaches.

114 Sycamore Street, Three Oaks

17567 Lakeside Road, Three Oaks
$289,000
3 Beds ⋅ 3 Baths ⋅ 25048751 MLS ⋅ SOLD Status
Charming country home with a mid-century vibe in the heart of HARBOR COUNTRY—on the edge of Union Pier and Three Oaks, just minutes from marinas, shops, dining, and the LAKE MICHIGAN shores. Bring your vision to this 3-bedroom, 3-bath residence with a 2-car garage, peacefully tucked among farmland yet close to everything the area offers. The generous primary suite opens onto a private patio with sweeping farm vistas & quiet yard—ideal for morning coffee, entertaining, and a future pool. The lower level could add flexible living space with a wood-burning fireplace, perfect as a family hangout, studio, or guest quarters. A standout opportunity as a family compound, vacation retreat, or VACATION RENTAL. $299,000.

17567 Lakeside Road, Three Oaks

7530 Warren Woods Road, Three Oaks
$265,000
3 Beds ⋅ 1 Baths ⋅ 25025564 MLS ⋅ SOLD Status
***PRICE IMPROVEMENT *** MOTIVATED SELLER*** NEW PICS COMING SOON*** Nestled between Warren Woods State Park & Chris Thompson Nature Preserve with Chikaming Preserve just a short walk away, you'll find a quaint 3 BD/1 BA ''cabinesque'' farmhouse on a beautiful private 2.29 ACRE lot just waiting for your creative vision! This well loved well lived property is surrounded by AND bursting with nature! Landlocked by a beautiful prairie and a ravine, this home sets back almost 180' and includes a 40 X 60 Pole Barn for all the toys! Spend your days along the shores of Lake Michigan, hike miles of preserves by day, then relax by the fire under a blanket of stars at night, all while surrounded by more than 311 Acres of Nature! SOLD AS IS, this property welcomes you to bring your vision and take the chance! Make your offer before its to late!!!

7530 Warren Woods Road, Three Oaks

207 E Beech Street, Three Oaks
$95,000
2 Beds ⋅ 2 Baths ⋅ 25046607 MLS ⋅ SOLD Status
Investor/Contractor Special! Rare opportunity to bring new life to a downtown Three Oaks home with a transferable rental license already in place. The property offers 2 bedrooms, 2 baths, a formal dining room, welcoming front porch, back porch, and a spacious fenced yard—ready for transformation. While fire damage impacted the roof structure, eaves, and attic, the main level was spared from fire (water damage present). Outbuildings, including the one-car garage, storage shed, and fencing, remain intact. With its prime location and solid footprint, this property is an excellent rehab candidate for resale or income-producing rental. Photos include pre- and post-fire condition. Sold as-is—bring your vision and make it profitable! Seller is a licensed Realtor in Michigan and Illinois.

207 E Beech Street, Three Oaks

108 E Beech Street, Three Oaks
$489,000
3 Beds ⋅ 2 Baths ⋅ 25046755 MLS ⋅ SOLD Status
Built in 2021, this sun-filled 3BR/2BA ranch in Three Oaks delivers easy one-level living and all-season entertaining. Comes with a short-term rental permit. An eat-in kitchen with tall cabinetry, stainless appliances, quartz counters, updated sink/faucet, recessed lighting, and a custom pantry. The laundry room adds front loading W/D, quartz, storage, and driveway access. Down the hall: guest bath with tub/shower; a primary suite with a large closet (custom system) and ensuite with quartz and upgraded fixtures. Two additional bedrooms offer ample storage. 2021-2023 improvements include hardware, lighting, ceiling fans, closet outlets, Ecobee thermostat, Ring security, water filter, and window treatments. Outdoors enjoy a large patio with fire pit, a detached garage, refreshed landscaping.

108 E Beech Street, Three Oaks

6513 Kruger Road, Three Oaks
$289,000
4 Beds ⋅ 2 Baths ⋅ 24042503 MLS ⋅ SOLD Status
Now offering a LAND CONTRACT option! This Charming Farm House is located in sought after Three Oaks Township, where Short-Term Rentals are allowed. Just outside the village, this gorgeous corner lot is a generous .83 acres, plus includes city sewer. It's a two story home well suited to 4-6 bedrooms, or lends itself to offer sitting rooms on either floor. Spacious home with an 8.5 ft ceiling, built-ins, mudroom, etc., with room to grow. Buy now and spend time relaxing on the 10x16 deck, the front porch, or enjoy a bonfire with the gang. Next year a pool? Short Term Rental? Need room for toys? Check out this extra deep 3 car garage. Everything at your fingertips and right where you want to be, in Harbor Country. Agent is related to Seller. A lot of house in Three Oaks for only $289,000!

6513 Kruger Road, Three Oaks

7306 Harbert Road, Three Oaks
$800,000
4 Beds ⋅ 2 Baths ⋅ 25045018 MLS ⋅ SOLD Status
Welcome to Your Luxurious Secluded Haven Near Lake Michigan! This exquisitely updated 4-bedroom, 2-bath home is currently a thriving vacation rental and is being sold fully furnished and turnkey—ready for immediate enjoyment or continued income potential. The pool house has been transformed into a guest suite with a new roof, a beautifully appointed bathroom, a kitchenette, and a private bedroom, offering comfort and privacy for your guests. Located less than a mile from Harbert Road Beach and just over a mile from Cherry Beach, this elegant retreat offers the perfect blend of luxury, privacy, and convenience, with Sawyer just 5 minutes away and Chicago only 80 minutes by car. Every detail of this home has been meticulously designed with high-end finishes and impeccable decor. The gourmet kitchen has been completely redone and features an eat-in bar, sleek countertops, and premium appliances. The open-concept dining area and service entry hall add to the home's sophisticated flow. Vaulted cathedral ceilings with exposed beams create a dramatic and inviting living space, complemented by a stunning fireplaceperfect for cozy winter evenings. The pool house has been transformed into a luxurious guest suite with a new roof, a beautifully appointed bathroom, a kitchenette, and a private bedroom, offering comfort and privacy for your guests. The outdoor spaces are equally impressive, designed for relaxation and entertaining. Enjoy a fully landscaped yard, a newly fenced front yard, a playground for kids, and a sparkling pool with a hot tub for year-round indulgence. The basement has been professionally waterproofed to ensure lasting comfort and peace of mind. From the carefully curated decor to the luxurious finishes, the owners have spared no expense in making this property shine. The fenced-in backyard features a serene garden space, creating a tranquil outdoor retreat. Whether you're looking for an upscale personal getaway or a turnkey investment property, this Lake Michigan gem offers the ultimate in luxury living! The home is booked for short term rentals for most of the summer season so we have a small window for showings on Saturdays.

7306 Harbert Road, Three Oaks

7 E Beech Street, Three Oaks
$646,000
3 Beds ⋅ 2 Baths ⋅ 25044843 MLS ⋅ SOLD Status
Beautifully refurbished 1880's cottage. This exquisite 3-bedroom, 2-bathroom home is right in the heart of Downtown Three Oaks close to charming shops and restaurants. Revive Home Restoration has transformed this historic cottage with a refined rustic aesthetic, featuring high-end finishes and appliances that complement its original architectural details. The gourmet kitchen, with granite countertops, a farmhouse sink, and vaulted beamed ceilings, is perfect for cooking and relaxing. The living room is a relaxation haven, with a wood-burning fireplace. The primary bedroom offers a private retreat with an ensuite bath with a walk-in rainfall shower. Outside, boasts 750 square feet of wrap-around decks, a vintage covered front porch, and a large fire pit, ideal for gatherings. This turnkey short term rental blends history, luxury, and location for lasting memories. MULTIPLE OFFERS- offers in by 9/5 @ 4:00 PM EST.

7 E Beech Street, Three Oaks

7738 W US 12 Highway, Three Oaks
$400,000
3 Beds ⋅ 2 Baths ⋅ 25042947 MLS ⋅ SOLD Status
Charming cedar shake farmhouse brimming with character, set on a spacious one-acre lot. A versatile detached pole barn provides space for a three-car garage or workshop. The 3-bedroom, 2-bath layout features a main-floor bedroom, laundry, sunroom, and classic pine wood floors. Upstairs, a cozy loft leads to two generously sized bedrooms and a full bath, along with flexible spaces ideal for an office, den, or reading nook. Central air and propane gas heat ensure year-round comfort. Outdoors, relax on the covered porch while watching deer in the fields, or harvest fruit from the peach, apple, and pear trees. Garden enthusiasts will love the greenhouse and chicken coop area, making this property a true homestead retreat. Book your showing today!

7738 W US 12 Highway, Three Oaks

405 Three Oaks Woods Way, Three Oaks
$407,710
2 Beds ⋅ 2 Baths ⋅ 25038146 MLS ⋅ SOLD Status ⋅ Three Oaks Woods Way BLDG.
Escape to this beautifully modern cottage nestled in the woods, just a short walk from downtown Three Oaks. Built in 2006, this 2-bedroom, 2-bath home offers 1458 square feet of cozy, stylish living. Enjoy cathedral ceilings, a gas fireplace, and a serene, wooded setting that provides the perfect retreat. This home also features a 20 x 8 screened porch with an attached deck and a covered front porch. Property has an oversized garage, is on a .6-acre lot with space for a large garden or more outdoor living. Additional items include washer, dryer, range, refrigerator, and a on demand water heater. Home is located in Three Oaks Home Owners Association with only 4 homes. Don't miss the chance to own this peaceful haven!

405 Three Oaks Woods Way, Three Oaks

8454 Stickles Road, Three Oaks
$507,500
3 Beds ⋅ 1 Baths ⋅ 25030164 MLS ⋅ SOLD Status
ARTFULLY ENCHANTNG FARMHOUSE CHALET ON 14+ ACRES -- This private sanctuary blends vintage-inspired design and modern comforts on secluded, picturesque grounds! The well-maintained home offers a warm, cozy ambiance, complemented by the wood-burning fireplace and spiral staircase. The main floor primary bedroom is generously sized, and the two upper bedrooms boast private balconies each. There is a covered brick patio, backyard deck, 30x36 Barn/GARAGE, small Greenhouse, raised gardens, plus woods and ravines with walking paths to enjoy. The scenic outdoor views and Zen-like atmosphere create a truly enchanting living experience. Potential to divide/split/develop. YES! Vacation Rentals are allowed here!!

8454 Stickles Road, Three Oaks

16486 Three Oaks Road, Three Oaks
$490,000
4 Beds ⋅ 2 Baths ⋅ 25027490 MLS ⋅ SOLD Status
The possibilities are endless in this meticulously maintained & cared for 4 bedroom farmhouse, on 3 lush acres, minutes from the historic village of Three Oaks & all SW Michigan amenities. Sweeping views surround the grainery & silo, creating a picturesque backdrop or unique living spaces. Step inside to a sun filled living room featuring a charming bay window & exposed beam ceiling, a large kitchen with generous counter & dining space, a convenient walk in pantry, & a cozy wood burning stove perfect for intimate gatherings. A full walk out basement offers added living space—think workshop, rec room, or an at home fitness studio—with direct access to your private hot tub oasis. Key upgrades include a new roof, water heater, main level flooring, & energy efficient Andersen windows, ensuring comfort & peace of mind for years to come. Car enthusiasts, hobbyists, artists, or business owners will be delighted with the spacious 40/×/60 heated & insulated out building, complete with an office, full bath, & large 10 & 12 overhead doors. Whether you're dreaming of a weekend retreat, a thriving short term rental opportunity, or simply a serene farmstead residence with endless possibilities, this property checks every box. Your country living adventure begins here!

16486 Three Oaks Road, Three Oaks

616 S Elm Street, Three Oaks
$660,000
4 Beds ⋅ 3 Baths ⋅ 25024038 MLS ⋅ SOLD Status
Historic charm meets modern sophistication in this exceptional English Tudor, on a beautiful wooded corner lot just a stone's throw from downtown Three Oaks, where you'll find restaurants, shops, galleries, the Vickers Theatre, & Journeyman's. The current owners have invested in extensive upgrades, including a beautifully remodeled kitchen in 2023, new landscaping, updated windows, a whole-house water filtration system, & water softener—ensuring peace of mind & elevated comfort. Blending EK Warren's 1920s craftsmanship with today's luxury, the home features 4 bedrooms, 2.5 baths, & timeless details like original hardwood floors, handcrafted moldings, & a showpiece staircase. Entertain effortlessly in the formal living & dining rooms, or unwind in the cozy sunporch that opens toa private patio & built-in pool. The gourmet kitchen offers granite countertops, stainless appliances, & a spacious pantry. The main-level primary suite is a serene escape, while the second-floor hosts three additional bedrooms & a full bath. A 2-car attached garage, lush lawns, & beautiful curb appeal complete this rare find near the best of Harbor Country. Schedule your private tour today.

616 S Elm Street, Three Oaks

3420 W Wagner Road, Three Oaks
$1,300,000
2 Beds ⋅ 2 Baths ⋅ 25038251 MLS ⋅ SOLD Status
This spectacular 10-acre country retreat is nestled among mature woods with a two bedroom, two bath main house, two bedroom, one bath guest house and the meticulously renovated circa1876 Weesaw school house. Enjoy relaxing afternoons by the large in-ground heated pool, canoeing on your own private pond, walking the well-groomed scenic trails or viewing the beautiful grounds from the large front porch and deck. Main house Great Room has vaulted ceilings and stone wood burning fireplace. The vintage school house boosts original wood floors, wood burning fireplace, kitchenette and full bath. Other amenities include a play house, vintage barn, workshop and generator. This property would also make a great event venue or vacation rental. A great one-of-a-kind year-round home.

3420 W Wagner Road, Three Oaks

Updated . Information deemed reliable but not guaranteed.

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