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$4,100,000
4 Beds ⋅ 4 Baths ⋅ 1950151 MLS ⋅ N/A BLDG.
A truly rare opportunity to own a generational estate on the coveted west shore of North Lake Leelanau, just north of Leland. Encompassing two tax parcels, this exceptional offering represents the deepest property extending from the lake all the way to M-22, creating a unique combination of expansive waterfront and acreage that is seldom available. The home offers comfortable lakeside living with hardwood floors throughout the living room, dining room, and three bedrooms, a spacious multi-level deck overlooking spacious lawn & lakefront, a 2-car attached garage, and an additional 1-car detached garage. Additional amenities include a whole-house generator, underground irrigation system, private dock, and beautifully maintained grounds. Whether you envision enjoying the property for generations to come or creating your own North Lake Leelanau legacy, opportunities to acquire a property of this size, depth, and location are exceptionally rare. The waterfront parcel features 150 feet of private frontage, there will be deed restricted to prohibit a walking easement benefiting the western parcel (Tax ID 009-003-019-50), preserving the privacy and exclusivity of the shoreline. Also see MLS#1949023 for the house offered with 175 ft of waterfront.

3706 N Manitou Trail, Leland
$2,075,000
4 Beds ⋅ 3 Baths ⋅ 1949751 MLS ⋅ N/A BLDG.
Conveniently located just 3 miles north of Leland on a quiet private drive, this beautifully renovated waterfront home offers 157 feet of private Lake Michigan frontage along with shared access to North Lake Leelanau. Recently transformed inside and out, this move-in-ready property combines timeless design with modern finishes in one of Northern Michigan's most desirable locations. The thoughtfully redesigned interior features new engineered wood flooring throughout, a stunning custom kitchen with GE Café appliances and quartzite countertops, and three completely renovated bathrooms. Major mechanical updates include a new high-efficiency furnace and central air conditioning, while the exterior has been refreshed with new LP SmartSide siding, new windows, new roofing, and premium Deckorators Voyage decking. Offered mostly turnkey, with only a few personal exclusions, this is an exceptional opportunity to enjoy carefree waterfront living just minutes from the shops, restaurants, and harbor in the Village of Leland.

5273 E Sugarbush Lane, Leland
$1,695,000
5 Beds ⋅ 4 Baths ⋅ 1949735 MLS ⋅ N/A BLDG.
Discover the perfect blend of comfort, character, and versatility in this charming 4-bedroom, 2.75-bath home in Leland, complete with a separate 1-bedroom, 1-bath guest house. Hardwood floors flow throughout the primary living spaces, adding warmth and timeless appeal. The inviting living room features a wood stove and wet bar, creating a cozy gathering space for relaxing or entertaining. The spacious primary suite offers a private retreat with a jetted tub and its own balcony. Outside, enjoy the backyard patio and firepit, ideal for summer gatherings, evening cocktails, or relaxing around the fire. The detached guest house provides an excellent space for visitors, extended family, or a private home office. A wonderful opportunity to enjoy the Leland lifestyle with the added flexibility of a separate guest residence. Main house 2,973 sq. ft. (4 bedroom, 2.75 bath). Guest house is 510 sq. ft. (1 bed, 1 bath). Home could be sold turn-key - furnishings, kitchenware, linens are available to purchase separately.

104 N Second Street, Leland
$4,500,000
4 Beds ⋅ 4 Baths ⋅ 1949023 MLS ⋅ N/A BLDG.
A truly rare opportunity to own a generational estate on the coveted west shore of North Lake Leelanau, just north of Leland. Encompassing two tax parcels, this exceptional offering represents the deepest property extending from the lake all the way to M-22, creating a unique combination of expansive waterfront and acreage that is seldom available. The home offers comfortable lakeside living with hardwood floors throughout the living room, dining room, and three bedrooms, a spacious multi-level deck overlooking spacious lawn & lakefront, a 2-car attached garage, and an additional 1-car detached garage. Additional amenities include a whole-house generator, underground irrigation system, private dock, and beautifully maintained grounds. Whether you envision enjoying the property for generations to come or creating your own North Lake Leelanau legacy, opportunities to acquire a property of this size, depth, and location are exceptionally rare. The waterfront parcel currently features 150 feet of private frontage, with an additional 25 feet of frontage being added from the neighboring property to the south, resulting in approximately 175 feet of pristine North Lake Leelanau frontage. The 175-foot waterfront parcel (Tax ID 009-003-019-00), where the home is situated, will be deed restricted to prohibit a walking easement benefiting the western parcel (Tax ID 009-003-019-50), preserving the privacy and exclusivity of the shoreline. Also see MLS#1950151 for the house offered with 150 ft of waterfront.

3706a N Manitou Trail, Leland
$4,950,000
6 Beds ⋅ 4 Baths ⋅ 1947196 MLS ⋅ N/A BLDG.
Enjoy the best of North Lake Leelanau living with 200 feet of private frontage and breathtaking lake views from this spacious 6-bedroom, 3.5-bath home. Designed for gathering family and friends, the home features warm pine kitchen cabinetry, charming tongue-and-groove pine walls and ceilings, a cozy gas fireplace, and custom built-in cabinetry that adds character and functionality throughout. The expansive lakeside deck provides the perfect setting for outdoor entertaining, relaxing, and taking in the beauty of the lake. With six bedrooms, there's plenty of space for hosting guests or creating a year-round retreat. Property improvements include two detached garages offering exceptional storage for vehicles, boats, and recreational equipment, one measuring 1,264 sq ft and the second 576 sq ft. An added bonus is the included 4.2-acre parcel located across the road, providing additional privacy. Point of Sale inspection has been ordered.

5254 N Manitou Trail, 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
$1,000,000
1944502 MLS ⋅ N/A BLDG.
Nestled in the heart of Leland, this rare offering captures the essence of Leland charm with one of the most iconic views in the area. Overlooking the beloved boathouse visible from the historic bridge in Leland, this property offers a front-row seat to the timeless beauty and activity of the Leland River. With 25 feet of private frontage on the river, enjoy direct access to the sparkling channel connecting Lake Leelanau and Lake Michigan, perfect for boating, kayaking, or simply soaking in the serene waterfront setting. Whether it’s watching the boats pass by, strolling into town for dining and shopping, or taking in sunsets over the water, this location offers an unmatched lifestyle. A truly unique opportunity to own a slice of Leland’s most photographed and cherished landscape. Purchase the vacant lot about a block away to build your dream home with views of the Leland River and have your boathouse steps away, see MLS #1942745.

195 E Cedar Street, Leland
$1,395,000
1944015 MLS ⋅ N/A BLDG.
Perched along the shores of Lake Michigan in highly sought-after Leland, this exceptional bluff-top property offers 250 feet of private waterfront and breathtaking, unobstructed sunset views. Tucked away at the end of High Bluffs Drive, the setting provides unmatched privacy and tranquility, surrounded by the natural beauty of Northern Michigan. Enjoy elevated panoramic vistas of the lake, with sweeping views of the Manitou Islands and ever-changing colors painting the horizon each evening. The generous frontage and bluff-top elevation create a rare opportunity for a legacy property with incredible building potential. Whether you envision a peaceful retreat or a luxury waterfront estate, this remarkable parcel delivers an ideal combination of seclusion, scenery, and coveted Lake Michigan frontage.

N Manitou Trail, Leland
$495,000
1942745 MLS ⋅ N/A BLDG.
Tucked away on a quiet street in the heart of Leland, this charming property offers a rare combination of privacy and walkable village living. Enjoy beautiful views of the Leland River while being just a short stroll to two pristine Lake Michigan beaches, historic Fishtown, and all of Leland’s beloved shops, restaurants, and harbor amenities. The peaceful setting provides the perfect retreat, yet everything that makes Leland so special is right outside your door. Whether you're enjoying the river views, spending the day at the beach, or walking into town for dinner and ice cream, this location captures the best of Northern Michigan living.

S First Street, 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
$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
$2,300,000
4 Beds ⋅ 6 Baths ⋅ 1932884 MLS ⋅ N/A BLDG.
Perched 120 feet atop the Manitou Passage is this beautiful craftsman-style home set on 2.14-acres with 225 feet of Lake Michigan frontage, you can watch the eagles soar. The main house features 3 bedrooms and 4.5 bathrooms. The primary bedroom is on the main level with a walk-in closet and heated floors in the bathroom. A large open granite island kitchen, dining area, a spacious living area with gas fireplace, and ash flooring throughout. The second floor has two bedrooms with fantastic lake views and each have tiled ensuites with granite countertops. A spacious finished lower level with gas fireplace, a dry bar and non-conforming bedroom/office space for additional living. More features include a dog shower in the laundry room with cabinets, Generac generator (partial house), heat pump, on demand hot water heaters heater, smart house technology and security system, dry sauna, hardy board siding, 10x10 garden shed, detached 2-car heated garage. Across the private road is an additional 1.55 acres with a guest quarters set above a 3-car heated garage for storing your boat and other toys. It has a full kitchen, living/dining area with LP gas fireplace, one bedroom with a walk-in closet and a large bathroom for a total of 1,070 sq. ft. This provides a great private dwelling and storage for guests or extended family to enjoy amidst the treetops. Hardy board siding & new hot water heater in 2021. Stunning landscaping includes 4 apple trees, strawberry garden, two raised garden beds, rhubarb, and lots of perennials for cut flowers, all with irrigation. Adjacent, on the north side of the property is the shared (with 3 others) 70' wide access to Lake Michigan. This beautiful walk through cedar trees leads to a deck and the stairs down to your private 225’ of Lake Michigan. The sale includes three properties 45-009-134-021-10, 45-009-134-021-00, & 45-009-134-016-01 and the house is being sold mostly furnished, see included list in additional docs "D".

4201 N High Bluffs Drive, Leland
$935,000
5 Beds ⋅ 3 Baths ⋅ 1932882 MLS ⋅ N/A BLDG.
Welcome to this beautifully remodeled 5-bedroom, 2.75-bath home nestled on a 0.25-acre lot in desirable Leland Village. Every inch of this home has been thoughtfully updated, featuring luxury vinyl plank flooring throughout the main living spaces, stunning soapstone countertops, and a cozy gas fireplace that anchors the open-concept living and dining area. This home offers both comfort and versatility with two dedicated bunk rooms (which are 2 of the bedrooms)—perfect for guests or growing families. The modern design blends effortlessly with the laid-back charm of the area, creating the perfect up-north escape or year-round residence. Enjoy a prime location within walking distance to the Leland Country Club, and just minutes from the shops and restaurants and historic Fishtown. With public access nearby to both Lake Michigan and North Lake Leelanau, outdoor adventures are always within reach. Don’t miss your chance to own a piece of Leelanau County! Great layout for a short term rental too.

305 S Fifth Street, Leland
$800,000
2 Beds ⋅ 1 Baths ⋅ 1932451 MLS ⋅ N/A BLDG.
This 2-bedroom, 1-bathroom home is ideally situated just a short walk from the pristine shores of Lake Michigan, offering the perfect blend of in-town living and potential for personalization. While the home is in need of some updates, it presents an excellent opportunity to create your dream retreat in a highly sought-after location. The property includes 3.5 platted village lots, a detached garage, and another building that once was additional living space.

603 S Main Street, Leland
$1,525,000
1931931 MLS ⋅ N/A BLDG.
Unique opportunity to own on the river! Prime 0.33 acre redevelopment property with almost 50' of river frontage in Downtown Leland. The L-shaped lot is well suited for residential redevelopment, and includes approximately 178' of frontage on S Main St/M-22. The existing building features approximately 6,875 SF of mixed-use space, including a restaurant/cafe up-front, office space in the middle, and a residential townhome on the river, which is currently being used as a short-term rental unit. With commercial zoning and existing income from leases, this property provides plenty of flexibility to a new owner. Don't miss this rare opportunity to own in Downtown Leland!

407 S Main Street, Leland
$295,000
1927220 MLS ⋅ N/A BLDG.
Rare opportunity to own a vacant lot, centrally located in Leland Village. This property is currently going through land division and is approximately 50x110, it is zoned C-2 General Commercial but allows for residential homes as well. Enjoy exquisite beaches and one of the greatest coastal villages, historic Fishtown with shops, restaurants, and wine tasting. The property to the north is also available and could be purchased together as one larger parcel.

B S Chandler Street, Leland
$295,000
1927219 MLS ⋅ N/A BLDG.
Rare opportunity to own a vacant lot, centrally located in Leland Village. This property is currently going through land division and is approximately 50x110, it is zoned C-2 General Commercial but allows for residential homes as well. Enjoy exquisite beaches and one of the greatest coastal villages, historic Fishtown with shops, restaurants, and wine tasting. The property to the south is also available and could be purchased together as one larger parcel.

A S Chandler Street, 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
$1,500,000
1 Baths ⋅ 1914936 MLS ⋅ N/A BLDG.
Rare Opportunity To Purchase and Own a Commercial Property with Direct Leland River Frontage in Downtown Leland! The current building is primarily a large, light and bright, open space that currently is operated as an art gallery, "Main Street Gallery", and also lends itself to a variety of uses or an easy space to build out to meet your vision. With direct, private Leland River frontage and boat slips, use your imagination and cater to boaters! Seldom does an opportunity as this present itself in downtown Leland with so many options.

307 S Main 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
$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