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$895,000
3 Beds ⋅ 2 Baths ⋅ 1946269 MLS ⋅ Village Of Leland BLDG.
You just can't get any closer to the center of Leland. The historic home at 203 South Main St is composed of 3 buildings joined together into one house. The front two rooms on two floors are the oldest, built in the 1850s, making it one of the oldest buildings in Leland. By the mid-1860s, the oldest portion served as offices for the Leland & Lake Superior Iron Company. Sometime after the iron company went bankrupt in 1884, the building was used as a private home and was expanded by joining two existing buildings to it. Before 1900, the home was occupied by Mary Possing Prause (b 1856 - d 1959), who operated it as a rooming house, The Garden Inn, named for Mary’s extensive and renowned gardens. During this time, the first indoor bathroom in Leland was installed, paid for by a wealthy guest who refused to use the outhouse during his lengthy stay while having a grand beach house built nearby. The home remained in the family until it was purchased in 1987 by the current owner, who completely renovated and restored it. Recent Improvements During the past 3 years, the roof, the well, gas furnace, hot water heater, and refrigerator have been replaced.

203 S Main Street, Leland
$3,000,000
3 Beds ⋅ 2 Baths ⋅ 1945617 MLS ⋅ Chandler's Park Addition BLDG.
A rare opportunity in downtown Leland - one of the last buildable riverfront properties on the Leland River! 0.99 acres with 214 feet of private river frontage. The existing home and garage can be remodeled to restore its history and charm or removed to make way for your custom estate on this significant, estate-sized lot along one of Northern Michigan’s premier waterways. Boat directly to North Lake Leelanau and enjoy immediate access to all the shops, dining and summer life of Main Street, plus a short walk to the beach. The home has an existing well and municipal sewer. Continue the current use as residential lots or utilize the commercial zoning for your future business endeavors. This is a once in a lifetime opportunity to build your Leland dream estate or to develop it.

204 S Chandler Street, Leland
$1,100,000
4 Beds ⋅ 2 Baths ⋅ 1945155 MLS ⋅ Waterford Hills BLDG.
This beautifully remodeled home offers modern comfort and timeless style in every detail and includes 500 ft of shared frontage on North Lake Leelanau. Step inside to discover an open-concept layout featuring new flooring throughout and a designer island kitchen equipped with premium Café appliances, perfect for entertaining or everyday living. Every inch of this home has been thoughtfully upgraded, including all-new bathroom fixtures, interior doors, energy-efficient windows, and sliding glass doors that flood the living spaces with natural light. The brand-new front entry door, garage door, and the exterior has been professionally landscaped and includes underground irrigation. Major system upgrades include brand-new plumbing and a high-efficiency HVAC system, ensuring peace of mind and year-round comfort. A freshly paved driveway adds the finishing touch to this turnkey property. Don’t miss your chance to own this meticulously updated home that blends quality craftsmanship with modern amenities in a move-in-ready package.

4005 E Oxford Drive, Leland
$1,350,000
4 Beds ⋅ 2 Baths ⋅ 1944762 MLS ⋅ N/A BLDG.
Charming village living in the heart of Leland! This well-maintained 4-bedroom, 1.75-bath home is ideally situated on two spacious village lots, offering both privacy and room to enjoy the outdoors. Inside, you’ll find warm hardwood floors throughout much of the home and a cozy gas fireplace that anchors the inviting living space. The bright four-season porch provides the perfect spot to relax and take in the peaceful surroundings. Additional features include underground irrigation to keep the expansive yard looking its best, and a convenient 1-car attached garage. With its prime location close to Leland’s shops, dining, and waterfront, this property offers the perfect blend of comfort, space, and village charm. This property includes two platted village lots, the house sits on the east lot.

205 N Second Street, Leland
$679,000
3 Beds ⋅ 2 Baths ⋅ 1943348 MLS ⋅ Capps Woods BLDG.
Located just a mile from Leland an easy e-bike ride to everything in Leland. This stunning one-level home offers the perfect blend of elegance and modern upgrades. This home features a spacious and inviting primary suite complete with a private bath, abundant closet space, and a convenient adjoining laundry room. Enjoy direct access to a covered, screened porch—a perfect spot for relaxation. Additionally, a versatile flex room offers endless possibilities, easily serving as a cozy bedroom, a home office, or a creative workspace. Beautifully landscaped grounds and a fenced yard create a private oasis, while inside, hardwood floors and updated baths elevate the living experience. The brand-new planked ceilings add a touch of sophistication, and the newly installed heating and cooling mini-splits ensure year-round comfort. Enjoy peace of mind with a new generator and relax in style on the covered, screened porch. This inviting home combines charm, convenience, and tranquility in one exceptional package.

3862 N Trillium Drive, Leland
$435,555
1 Beds ⋅ 2 Baths ⋅ 1942800 MLS ⋅ Metes And Bounds BLDG.
Presenting a unique, elevated farmhouse on 3 acres, just north of Leland! This simple, 1 bedroom / 1.5 bathroom residence is perched at the edge of a beautiful dune-like clearing, and is accessed via shared driveway easement off of scenic M22. The kitchen, living room with fireplace, dining area, and half bathroom are located on the main floor, which opens to a private deck - a delightful location to enjoy views of the yard and take in the sounds of nearby Lake Michigan. Upstairs, the primary bedroom has a vaulted ceiling, clad in wood tongue and groove paneling. This space is bright and cheerful, featuring numerous windows with views of the surrounding dune and woods. A full bathroom and walk-in closet with washer and dryer complete this upper floor. On the lowest level, a workshop and storage area walkout to grade through wooden barn doors. This home is being sold as-is: it is a cosmetic fixer-upper with excellent bones and endless potential, just waiting for your personal touch and updates. Don’t miss your chance to live near beautiful Leland! Full associated documents include an inspection report from Fall of 2025. FOR CLARITY: this property includes the house and lean-to structure. Any other structures shown in the background of any photographs are on the neighboring parcel and are not included in this sale. Adjacent vacant parcel of 6 acres are available for purchase from a different seller - MLS 1939965.

5361 N Manitou Trail, Leland
$525,000
2 Beds ⋅ 2 Baths ⋅ 1941153 MLS ⋅ Capps Woods BLDG.
Discover comfortable, easy living in this inviting 2-bedroom, 2-bathroom home located just north of Leland. Move-in ready, the home features newer kitchen appliances and durable vinyl plank flooring in the kitchen. The primary bedroom offers an updated tile shower, creating a fresh, spa-like retreat. Enjoy peaceful mornings on the covered front porch and relaxed evenings on the deck overlooking the private backyard. Practical features include underground irrigation, a paved driveway, and a whole-house generator for year-round convenience and peace of mind. Perfect as a full-time residence or Up North getaway, this home blends comfort, function, and a great location close to everything Leland has to offer. House is being offered furnished including kitchenware and riding lawn mower.

3900 N Trillium Drive, Leland
$685,000
3 Beds ⋅ 2 Baths ⋅ 1939346 MLS ⋅ Waterford Hills Subdivision BLDG.
Welcome to Waterford Hills of Leland. A fantastic waterfront community with approximately 480' of N Lake Leelanau "across the road" shared frontage. Coveted sandy bottom, fantastic swimming, very close to the Leland river. This home has a beautiful, large, manicured lawn with a fantastic lake-view as well! A 1980's ranch home with a very functional floor plan as your canvas. Some updates to kitchen & baths were made since the original build. Well & septic inspections are satisfactory to health department and included in this listing. This is an opportunity to renovate/expand and have your "Leland Legacy" property. Listing data, supplemental documents have all been obtained from third-party sources and/or the seller. Information is deemed reliable but cannot be guaranteed for its accuracy. Buyer and/or its agent should verify before closing.

4213 E Oxford Drive, Leland
$1,893,000
3 Beds ⋅ 2 Baths ⋅ 1937545 MLS ⋅ N/A BLDG.
Nestled on an incredibly rare, private 2.47 wooded acres in Leland, this 3-bedroom, 2-bath home offers the perfect blend of comfort and convenience. Located along the 8th fairway of the prestigious Leland Country Club, you’ll enjoy golf course views and easy access to all that Leland has to offer. Walk to Lake Michigan beaches, historic Fishtown, shops, and restaurants, this is the ideal Up North retreat or year-round residence. The home features solid surface countertops, gas fireplace, a main-floor primary suite, and a spacious deck for outdoor entertaining. Beautiful, mature landscaping enhances the natural surroundings, creating a peaceful oasis just minutes from downtown Leland.

420 N Grand Avenue, Leland
$1,105,000
3 Beds ⋅ 2 Baths ⋅ 1936210 MLS ⋅ Na BLDG.
Fabulous, vintage, and in the heart of walkable Leland! Affectionately named Pearl Haven, this delightful village residence has the charm of an early Leland homestead, plus many contemporary updates. Tucked into the hillside and hidden beneath the branches of mature maple trees, this home is a private oasis near to Leland School and the excitement of downtown. Step through the front gate and into the shade! Here you’ll find a beautiful screened-in porch with mahogany decking, bead-board ceiling, and a front porch swing – a lovely place to escape the summer heat. Inside, the main living area is a generous open plan. The living room and dining room flow together through French doors to a secluded patio and a low-maintenance backyard. A private den with beautiful built-in shelves is located off the main living space and is a quiet hideaway for reading or working (when you must). No need for a den? Transform this room into an easy, main floor guestroom. The kitchen is cozy, yet luxurious enough to include a mini butler’s pantry and space for quick meals. The main floor primary bedroom is a beautiful place to unwind – lofted ceilings elevate this room, while a custom stained-glass window, built in desk area, and walk-in closet with laundry add both character and functionality to the space. When guests and family come to visit, send the kids upstairs! The second level is made for sleepovers, euchre tournaments, and movie nights! Here, two bedrooms anchor opposite ends of the floorplan and are connected by a large, carpeted family room. Dormers add light and air to this space, while built-in bookshelves make for a pleasant reading area on rainy days. A second laundry room and full bathroom with claw-foot tub round out this fabulous upstairs. In all, this vintage gem is pure Leland inside and out. Spend your summers here, welcome short term rental guests, or bring your family and live in Leland full-time. Enjoy the best of village life, whatever you choose!

220 E Pearl Street, Leland
$605,000
3 Beds ⋅ 2 Baths ⋅ 1936121 MLS ⋅ N/A BLDG.
Nestled in the sought-after Leland Village, this inviting 3-bedroom, 1.5-bath home offers the perfect blend of comfort and convenience. Enjoy easy walks to historic Fishtown, Leland Country Club, North Lake Leelanau access, and the stunning Lake Michigan beaches. Seller just installed new driveway/parking area from the alley. Just steps from local shops, dining, and all the charm that downtown Leland has to offer, this home is ideal as a year-round residence, vacation getaway, or investment opportunity. Don’t miss your chance to live in one of Northern Michigan’s most iconic communities!

408 S Fourth Street, Leland
$805,000
2 Beds ⋅ 2 Baths ⋅ 1935305 MLS ⋅ Waterford Hills BLDG.
Charming Leland Retreat with North Lake Leelanau Access Nestled in a peaceful wooded setting, this dwelling offers the perfect blend of rustic charm and modern comfort. This inviting 2-bedroom, 2-bath cedar shake home sits on a serene half-acre parcel with the Whaleback Natural Area trail loop a short distance away—ideal for nature lovers and outdoor explorers. Inside, you'll find a combination of birch and pine wood floors throughout and rich natural details that enhance the cottage ambiance, including tongue-and-groove pine cabinetry, wood-trimmed doors, handcrafted shutters, and warm wood accents. The spacious living room features cozy wood stove and custom built-ins, while the kitchen offers soapstone countertops and open shelving that complement its functional layout. Enjoy meals in the dining area with its large picture window framing views of the surrounding woods, or step into the screened-in porch for a quiet moment immersed in nature. The main level includes a charming bedroom with a built-in daybed, while upstairs, a loft sitting area leads to a private bedroom and full bathroom offer a peaceful retreat. The basement provides additional storage and space for a workbench or hobby area. A detached two-car garage offers generous room for vehicles, tools, and outdoor gear. As a member of the neighborhood association, you’ll enjoy shared access to North Lake Leelanau, complete with a sun deck, swimming dock, kayak rack, and optional dock/hoist use (subject to availability and fee). Whether you're looking for a peaceful year-round home or a getaway close to Leland’s lakes and trails, this property offers a rare opportunity to live surrounded by nature and community—all just minutes from the heart of Leland, where you can explore historic Fishtown, browse local shops, enjoy waterfront dining, or take in a sunset at Van’s Beach.

4079 E Oxford Drive, Leland
$765,000
3 Beds ⋅ 2 Baths ⋅ 1934272 MLS ⋅ Metes & Bounds BLDG.
Charming Post & Beam Retreat Just Moments from Downtown Leland Welcome to 1321 N Manitou Trail—a beautifully designed and impeccably maintained 3-bedroom, 2-bathroom home tucked into a private, wooded setting just minutes from the heart of Leland. Designed by renowned architect Bob Lang and expertly built by Biggs Construction, this custom residence offers timeless craftsmanship and thoughtful details throughout. Enjoy beautiful views of North Lake Leelanau, visible through the trees from multiple vantage points. Inside, the warm and inviting interior features classic post and beam construction, a cozy natural stone fireplace, and a spacious, open-concept living area filled with natural light. Step onto the screened-in porch and take in the peaceful surroundings—perfect for morning coffee or evening gatherings. Every inch of this home has been meticulously cared for, offering a move-in-ready experience in a truly serene setting. Located in the highly regarded Leland School District—an International Baccalaureate (IB) World School—this property combines top-tier education opportunities with the charm and natural beauty of Leelanau County. Whether you’re looking for a year-round residence or a seasonal getaway, this home offers the ideal blend of privacy, quality, and convenience—just a short walk or bike ride to Leland’s shops, restaurants, and beaches.

1321 N Manitou Trail, Leland
$767,000
3 Beds ⋅ 2 Baths ⋅ 1933427 MLS ⋅ River Town Leland Condo BLDG.
Check out this charming summer cottage in downtown Leland, Michigan, built in 2021! With 1,175 square feet and three bedrooms—including a primary suite with a private bath—this cozy spot is perfect for family and friends. Enjoy the bright living space with large windows, vaulted shiplap ceilings, and stylish light fixtures. The open-concept area features a clean white brick fireplace, a gorgeous kitchen with quartz countertops, custom cabinets, and an oversized island. Step outside to a lovely patio surrounded by lush landscaping—ideal for entertaining. Plus, there's a detached one-car garage for extra storage. Best of all, you're just a short walk to everything Leland offers! Explore Riverside, Fishtown, and Lake Michigan, and treat yourself to a scoop at the local ice cream shop, all moments from your door. This year-round cottage even has rental potential, making it a great investment. Don't miss out on this perfect blend of comfort and charm in an unbeatable location! Highest and best offers due June 29th, 2025 at 5pm. Sellers will review all offers and respond within 24 hours.

Leland
$710,000
2 Beds ⋅ 2 Baths ⋅ 1932658 MLS ⋅ Waterford Hills Subdivision BLDG.
Fantastic cottage on Oxford Drive, just south of Leland! Small but mighty, this ~1,000 sf home is a delightful single-story ranch that has been enjoyed as an up-north retreat for decades. This home is located in Waterford Hills Subdivision, well-known for its proximity to Leland and over 400' of community water-frontage on North Lake Leelanau. Residents on Oxford Drive enjoy shared use of the sandy beach and swimming dock - boat docking privileges are also a feature of this frontage, availability will need to be confirmed with the association at time of transaction. This home is located on one of the few lots in this subdivision that have direct water views across highway M22. This unique feature gives this property beautiful easterly lake views and the ease of direct, across-the-road access to the lakeshore. A charming cottage or year-round residence, this home has many desirable amenities. A small sitting room off the back of the house has the feel of a three-season porch with direct access to the back deck and back yard. The kitchen, dining room, and living room flow around a central wood-stove hearth, all under a lofted ceiling. Located to one side of the living room is a modest guest bedroom with a private half bath (which might easily be converted into a powder room). To the other side, towards the lake, there is a primary bedroom with bathroom, closet, and laundry en-suite. A lovely covered porch off the living room features privacy and glimpses of the water through mature trees in the fabulous (and huge!) front yard. There's plenty of room for summer toys and storage in the garage, basement, and detached shed. In all, an excellent Leland residence with the feel of private water-frontage on desirable North Lake Leelanau!

4200 E Oxford Drive, Leland
$500,000
2 Beds ⋅ 2 Baths ⋅ 1927865 MLS ⋅ Waterford Hills BLDG.
This house is set amongst mature trees that create a sense of privacy on .70-acre lot (Lot 26) and shared access on North Lake Leelanau. A very large, open great room includes a large brick, wood-burning fireplace in the sitting area, and dining area with access to an elevated deck. The galley kitchen includes pass-through window to the living area. The primary bedroom is oversized and on the main level with two entrances that could provide an opportunity to create two bedrooms. Full bathroom includes laundry room. The downstairs walkout includes a large gathering room, a second bedroom and full bathroom. Two car attached garage. Buyers will enjoy 500 ft of shared waterfront on North Lake Leelanau. The HOA fee for beach access is currently $75.00 annually, there is a waiting list to put a boat hoist on one of the docks. New owners could add their name to waiting list if they would like to have a boat at the beach access. Per the HOA restrictions, there are no rentals allowed.

4005 E Oxford Drive, Leland
$670,000
2 Beds ⋅ 2 Baths ⋅ 1927628 MLS ⋅ Chandlers Park Add BLDG.
Adorable charmer on a private, double lot in the heart of Leland just 450 feet to access the waters of North Lake Leelanau! This well maintained home features 2 large bedrooms, a huge bathroom with large shower, soaking tub, and new granite countertops, a lovely private back yard, multi-purpose sun-room and so much more!

504 S Grand Avenue, Leland
$625,000
3 Beds ⋅ 2 Baths ⋅ 1925653 MLS ⋅ N/A BLDG.
Located 1.50 miles south of Leland and historic Fishtown! This 2,088 sq. ft. home has 3 bedroom, 1.75 bath which features hardwood floors, tile kitchen and bath, deck overlooking the backyard and seasonal views of North Lake Leelanau, and a 590 sq. ft. guest house with 1 bedroom, 3/4 bath and efficiency kitchen. Point sale is complete, waiting on report.

1381 N Manitou Trail, Leland
$599,000
2 Baths ⋅ 1925139 MLS ⋅ N/A BLDG.
Rare opportunity to purchase this historic property in Downtown Leland just two blocks from iconic Fishtown and right next to Village Green. Featuring approximately 1,242 SF on 0.23 acres, this property has a ton of character and is in an unbeatable location. The building has been used as a real estate brokerage office for many years, but the tenant is relocating to another office in Leland, and it is time for this property to move on to it’s next chapter. The property is zoned commercial, but the Leelanau Conservancy has a historic conservation easement that restricts allowed uses and future redevelopment. This would make a great mixed-use property with commercial on the first floor and residential (or short-term rental) on the second floor. Don’t miss this once-in-a-lifetime opportunity to own a piece of Downtown Leland!

208 N Main Street, Leland
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 1922046 MLS ⋅ N/A BLDG.
Sitting on nearly two acres, this classic cottage is high and dry and boasts 100 ft of private (across the road) frontage on North Lake Leelanau, just one mile south of Leland! The lakefront is easily deep enough for a 24ft boat and offers wonderful recreation opportunities on the one of the most beautiful and coveted lakes in all of Northern Michigan. Property on North Lake Leelanau is becoming harder and harder to come by, and this unique parcel offers a chance to wade in at a more reasonable price point than most you will find. The cottage has a main level primary bedroom, 2 baths, a kitchen with attached laundry room and 2 upstairs bedrooms. There is a main level sunroom that is the perfect spot to enjoy the sunrise over the lake. A two car detached garage with a separate workshop room, as well as a shed, sit behind the home. Three decks, two of them with water views, offer a great place to grill out or sit back and relax with your favorite beverage. With 1.8 acres behind the home & garage, there is plenty of room to roam in the woods, collect firewood, hunt for morels, or enjoy the proximity to the Leelanau Conservancy's "Whaleback Natural Area" which is just a short jaunt away and offers a fantastic hiking trail complete with a viewing platform overlooking Lake Michigan. Frequent visits from area wildlife including deer, owl, fox, and hawks complete the up north experience. Ride your bike into Fishtown, motor your boat up the Leland River for lunch or a cocktail, or launch your kayak or paddle board for a day of sun filled adventure in this vacation oasis. Home is in need of a new well and septic. Point of Sale Inspection report is available. Permits and contractor quotes are in process. Home is in a trust and being sold As Is.

1691 N Manitou Trail, Leland
$410,000
1 Beds ⋅ 2 Baths ⋅ 1918963 MLS ⋅ N/A BLDG.
Rare opportunity to obtain your own little slice of Leland. This one bedroom, 1 bathroom home along a shared, privately maintained road. There is outdoor access to a lower-level workshop, and laundry with an additional half bathroom. Create your own northern Michigan retreat by updating this little oasis with great potential. Convenient access to all Leland amenities including restaurants, beaches, park, and Country Club. Included in the sale is a backup woodstove, window AC unit, dehumidifier, and gas grill.

308 E Fifth Street, Leland
$780,000
3 Beds ⋅ 2 Baths ⋅ 1916687 MLS ⋅ N/A BLDG.
A tastefully updated, classic three-bedroom, two-bathroom ranch home is situated on a private, double corner lot in the heart of Leland. Enjoy the spacious living room accentuated by large picture windows that provide an abundance of natural light. Hardwood floors are throughout the main living areas and bedrooms, with tile bathrooms. A combined yet private kitchen and dining room provide an inclusive prep and meal experience. Delightful master suite includes walk-in closet, his & her sinks and walk-in shower. During the warm seasons, you’ll enjoy al fresco dining on an outdoor patio and evening bonfires and lawn games in the backyard which is surrounded by a new privacy fence. Additional improvements include a new water softener, natural gas, new furnace and a/c, roof, and windows throughout. Located two blocks from Hancock Field park and recreation area that includes ball diamonds, soccer fields, tennis courts, skateboard ramps and picnic pavilions. Conveniently located to public beaches, Fishtown, shopping, dining, and recreation.

308 S Grand Avenue, Leland
$805,000
3 Beds ⋅ 2 Baths ⋅ 1909900 MLS ⋅ N/A BLDG.
Quintessential Georgian, colonial-style home located in the heart of Leland on an oversized, corner lot. Enjoy your morning coffee from the beautiful, and charming covered porch. The interior is equally delightful with formal living and dining rooms adorn natural wood flooring. Bright kitchen with tile flooring. A private room off the kitchen could be used as an office, studio, TV room, or additional bedroom. To the back of the house is an appealing addition that could be turned into a quaint three-seasons room. Upstairs is a spacious master bedroom set off to one side providing privacy from a common seating alcove that leads to two additional bedrooms and a full bathroom. Outdoors is an expansive outdoor deck, great for entertaining, and beautifully landscaped fenced lawn area for the maximum privacy. Kinetico water softener and Kinetico water filter on kitchen sink. Walking distance to restaurants, shopping, beach and all that historic Fishtown has to offer. Home is being sold furnished, except for the list under associated documents.

402 S Main Street, Leland
$1,900,000
2 Beds ⋅ 2 Baths ⋅ 1920909 MLS ⋅ N/A BLDG.
Leelanau delight! Rare opportunity to own a home on an estate-sized parcel (3.45 acres) where you can enjoy world-class sunsets over the Manitou Islands, Pyramid Point, and Good Harbor Bay. The main house features two bedrooms and two bathrooms, and a 2-car detached garage with covered walkway. The living room features a gas fireplace. Sunroom and outdoor deck with expansive views. Detached guest studio provides an additional 540 sq ft and awaits your final touches to finish the bathroom and add a kitchenette. There is a private staircase to access the 200 ft of private Lake Michigan frontage. Being sold furnished. The sq. ft. total includes 1,636 sq. ft. in the main house and 540 sq. ft. finished in the detached studio. House has Generac generator for backup for part of the house.

1451 N Leland Estates Drive, Leland