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$1,750,000
4 Beds ⋅ 4 Baths ⋅ 1950372 MLS ⋅ Browns Addition To Leland BLDG.
Presenting an immaculate Craftsman-style bungalow in downtown Leland! Originally built in 1935, this exceptional residence was meticulously remodeled in 2011--every detail carefully considered to create an architectural masterpiece with historic charm, while delivering on expectations of modern luxury. Perched on a beautifully landscaped corner lot, this 4 bedroom / 3.5 bathroom residence enjoys elevated, westerly views through town, with glimpses of Fishtown and the lake beyond. Take in stunning sunset skies and watch the world go by from the protection of the covered front porch and roof-top deck; or retreat to the private dining terrace that descends through the perennial gardens to the lower-level patio with outdoor fireplace. Inside, this residence is as brilliantly functional as it is exceptionally beautiful. The heart of the home includes a generous kitchen featuring standout elements such as handcrafted tiles, a textured copper sink and hood, built-in breakfast nook, and floor to ceiling custom cabinetry. Flow through the kitchen to the dedicated dining area and living room with numerous built-in amenities, abundant windows, and a spectacular tiled fireplace. Two main-floor bedrooms bask in southern sunlight, and share a spacious full bathroom with a free-standing tub. Upstairs, two additional bedrooms bookend the stair landing--complete with bookshelves and window bench. The incredible primary suite occupies most of this floor and is equipped with a walk-in closet and laundry area; while other highlights include: built-in bedframe, Juliette balcony, endless custom cabinetry (hand-made in Leelanau), luxurious soaking tub, and yet another incredible fireplace. The lower level walk-out basement adds versatility and storage, a finished studio space (formerly a home theater), and a single-car garage. Brimming with bespoke details, this architectural gem is an unmatched offering in the heart of Leland! Most furnishings included; details provided upon request.

101 S Grand Avenue, Leland
$2,350,000
6 Beds ⋅ 5 Baths ⋅ 1950209 MLS ⋅ Island View Heights Subd BLDG.
Welcome to this quintessential Leland estate. This beloved 6-bed, 3.5-bath home sits on a sprawling 1.44-acre parcel comprised of 7 village lots (splits by right), offering an extraordinary amount of land in one of Northern Michigan's most sought-after locations. The lush yard is irrigated and framed by an iconic picket fence and 100+ year-old white pines, oak, and maple trees. A gorgeous bluestone patio is perfect for entertaining. Just a 4-minute walk down the charming Cherry Street alley puts you at beautiful N Beach on Lake Michigan, the Leland Marina, grocery, boutique shops, and wonderful local eateries, with Harbor House for ice cream just around the corner, offering safe walkability to everything that makes Leland special, without ever getting in the car. Loved and impeccably maintained by the same family for almost three decades, this home has been thoughtfully updated over the years while retaining its historic charm. The remodeled custom kitchen features a breakfast nook, soapstone & butcher block countertops, stainless steel appliances, a formal dining room, and a stunning ship's bar, perfect for entertaining. Gather in the spacious living room with its wood-burning fireplace and fir hardwood floors, or unwind in the office, enclosed sunroom, or sleeping porch. Two main-level bedrooms (currently a den with a wood-burning stove) and main-floor laundry add everyday ease. All bathrooms have been renovated, and major systems are newer, including the roof, HVAC, decks, pressure tank, and water heater for peace of mind. A separate studio adds incredible flexibility, complete with its own kitchen, half bath, new refrigerator, and dishwasher, ideal for guests, extended family, or rental potential. A dedicated storage room keeps patio furniture, bikes, and lake gear neatly tucked away. With its unmatched in-town acreage, seven-lot flexibility, and unbeatable walk-to-everything location, this is an incredible opportunity to own a true Leland treasure!

505 N Main Street, Leland
$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
$4,200,000
20 Baths ⋅ 1948995 MLS ⋅ Whaleback Inn BLDG.
Iconic investment property in Leland, Michigan, now offered at recently appraised value. Boasting five buildings totaling 9,244 square ft, 18 short term rental units, 4-plus beautiful acres, world class lake views and 200 ft of across-the-road private frontage on North Lake Leelanau, this is a stunning property currently run as a profitable hotel with an average of 4.8 star reviews. The historic 1906 main lodge functions as an innkeeper's quarters and main office/gift shop. Kayak and paddle board rentals are offered at the lakefront. The current operating schedule is mid April to late October but in the past the hotel has operated all 12 months. Detailed list of property and building improvements as well as financials are available upon request. Owner is a licensed real estate agent in the state of Michigan.

1757 N Manitou Trail, Leland
$4,200,000
20 Baths ⋅ 1948996 MLS ⋅ Whaleback Inn BLDG.
Iconic investment property in Leland, Michigan, now offered at recently appraised value. Boasting five buildings totaling 9,244 square ft, 18 short term rental units, 4-plus beautiful acres, world class lake views and 200 ft of across-the-road private frontage on North Lake Leelanau, this is a stunning property currently run as a profitable hotel with an average of 4.8 star reviews. The historic 1906 main lodge functions as an innkeeper's quarters and main office/gift shop. Kayak and paddle board rentals are offered at the lakefront. The current operating schedule is mid April to late October but in the past the hotel has operated all 12 months. Detailed list of property and building improvements as well as financials are available upon request. Owner is a licensed real estate agent in the state of Michigan.

1757 N Manitou Trail, Leland
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 1947750 MLS ⋅ Village Of Leland BLDG.
Originally built in 1900 as the Lutheran Church parsonage, this distinctive historic home offers timeless character in an exceptional location just three blocks from the heart of Leland and three blocks from Lake Michigan access at North Street. Original hardwood floors, unpainted vintage trim, and retro appliances preserve the home’s authentic vintage charm. Set on 3 platted lots, the property includes one of the largest contiguous parcels in the central village. For the past ten years, the home has operated as a vacation rental, offering added appeal for buyers seeking income potential or a seasonal retreat. Located just a few blocks from the Leland Country Club and North Lake Leelanau public access, this property combines historic character, walkable village convenience, and proximity to the area’s most desirable amenities.

201 N Second Street, 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
$1,665,000
3 Beds ⋅ 3 Baths ⋅ 1946843 MLS ⋅ Lakeview Highlands BLDG.
Welcome to Sans Souci - an impeccably maintained 3-bedroom, 2.5-bathroom home with approximately 500' of shared Lake Michigan frontage located on a quiet street in the heart of Leland Village. The house sits on three lots offering exceptional space and privacy. Inside, the home features warm hardwood floors, an open-concept layout, and a striking natural stone fireplace that anchors the main living space. A bright sunroom offers the perfect place to unwind, with peaceful views of the beautifully landscaped, low-maintenance yard. The kitchen and dining areas flow seamlessly together, ideal for entertaining or everyday comfort. Enjoy main floor living with three generously sized bedrooms including a tranquil primary suite with en suite bath. Downstairs the partially finished lower level offers bonus living space and a temperature-controlled wine cellar — a rare and refined touch.

116 W Hill Street, Leland
$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
$995,000
3 Beds ⋅ 3 Baths ⋅ 1945977 MLS
Build this storybook in-town Leland cottage with J. Peterson Homes, Northern Michigan's finest custom homebuilder. Perfectly located just two blocks from the beach and three blocks into town. Thoughtfully designed by J. Visser, this modern village residence features an open main floor concept with a large kitchen and island, dining space, living room and game area. The upper level offers three bedrooms including a large private primary suite with vaulted ceilings. The future lower level brings an additonal bedroom, bath, family room and laundry/mechanical. All the quality you have come to expect from J. Peterson Homes including Pella windows, quartz countertops, LP Smartsiding, Kohler fixtures and more. Celebrate next summer in your new Leland Village cottage!

2481 N Manitou Trail, 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
$799,000
3 Beds ⋅ 3 Baths ⋅ 1945512 MLS ⋅ Waterford Hills BLDG.
Enjoy shared access to beautiful North Lake Leelanau! Located near the base of Whaleback and just one mile from Leland, Waterford Hills on Oxford Drive is a quiet neighborhood where residents enjoy a special perk - deeded access to the lake! Well-known for its sandy bottom and clear water, Lake Leelanau is an all-sports waterway and is a sought-after amenity. This offering is a single-story residence tucked into the woods near the end of the neighborhood cul-de-sac. The home sits on one of the largest lots in this community and is offered with the adjacent vacant parcel. Built in 1980, this home features knotty-pine finishes, lofted ceilings, and numerous floor to ceiling windows which frame views to the yard and hardwoods beyond. The floor plan was thoughtfully designed with two separate living spaces on opposite sides of a central dining room and adjacent kitchen. Cozy, yet comfortable, there is an efficiency in this layout which allows these spaces to feel connected yet separate all at once. Two primary bedrooms - each with bathrooms ensuite - flank the main living room, while a third room could be used as bedroom or office. Functionally, this home checks all the boxes: the attached two-car garage is enhanced by a storage room and wall-to-wall shelves, and is connected to the home by a mud-room with laundry. At the front door, a entryway provides storage and is a helpful transition between the covered front deck to the interior. In the backyard, you’ll find a quiet oasis which benefits from mid-day sun while remaining cool and breezy in the heat of the summer. Take in the sights and sounds of the woods from the back deck, which beautifully connects the interior to exterior and is perfect for daytime siestas, alfresco dinners, and evening cocktail parties - an entertainer’s dream! In all, this is an absolutely charming home ready for your vision. Take advantage of this opportunity to live in the woods, near town, and with priceless access to the lakeshore!

4021 E Oxford Drive, Leland
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 1945171 MLS ⋅ Village Of Leland BLDG.
Originally built in 1900 as the Lutheran Church parsonage, this distinctive historic home offers timeless character in an exceptional location just three blocks from the heart of Leland and three blocks from Lake Michigan access at North Street. Original hardwood floors, unpainted vintage trim, and retro appliances preserve the home’s authentic vintage charm. Set on 4 1/2 platted lots, the property includes one of the largest contiguous parcels in the central village. For the past ten years, the home has operated as a vacation rental, offering added appeal for buyers seeking income potential or a seasonal retreat. Located just a few blocks from the Leland Country Club and North Lake Leelanau public access, this property combines historic character, walkable village convenience, and proximity to the area’s most desirable amenities.

201 N Second Street, 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
$765,000
4 Beds ⋅ 3 Baths ⋅ 1938839 MLS ⋅ Na BLDG.
Enjoy living in downtown Leland! This inviting bi-level home offers a fantastic low-maintenance option for a seasonal lifestyle, while delivering full functionality and the comfort needed for year-round residency in Northern Michigan. Tucked away off the main road and accessed via a quiet alley, this home is nestled within a shady, wooded setting. Entirely above grade, this home has the feel of an elevated treehouse with beautiful greenery visible through every window and door. Cherry kitchen cabinets, painted wood flooring, pine tongue and groove finishes, and an earthy color palette add warmth and rustic charm to the interior. Upstairs, the main living area features an open-concept layout under vaulted ceilings with an arched, clerestory window. The kitchen, dining area, and living room flow seamlessly together, opening onto a sunny, south-facing deck with a retractable awning—perfect for outdoor entertaining, evening cocktails, or morning coffee. Also on the upper level is the spacious primary bedroom, complete with a walk-in closet and access to a shared full bathroom. This primary bedroom enjoys soft northern light and overlooks the private backyard. The lower level offers three additional bedrooms, two bathrooms, and a laundry room, all connected by a central hallway with ample storage. Two of the three bedrooms on this level open onto outdoor patios, and the laundry room includes an exterior entrance with a pet door - use this as your mudroom! - an ideal entry after sandy beach days or snowy adventures. Other features include a freestanding natural gas stove in the living room, radiant heat on the main floor, plus forced air and AC throughout. Whether you're looking for a full-time residence or a short-term rental, this home has broad appeal. Just a few blocks from access to North Lake Leelanau and the heart of Leland’s shops, restaurants, and attractions, this is a chance to establish your foothold in town, finally!

525 E Oak, 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
$1,885,000
4 Beds ⋅ 4 Baths ⋅ 1936344 MLS ⋅ Leland River Lots Site Condo BLDG.
Welcome to this beautifully designed three-level home with 40 feet of private waterfront on the Leland River and a perfect blend of comfort, elegance, and functionality. With 4 bedrooms and 3.5 beautifully appointed bathrooms, this home is designed for both relaxation and entertaining. Step inside to discover luxury vinyl plank flooring throughout the primary living areas, the living room features a cozy gas fireplace, creating a warm and inviting atmosphere, while a separate den offers flexible space for work or leisure. An elevator provides easy access to all three levels, making every part of the home convenient and accessible. Outdoor living is elevated with three covered porches, a backyard patio, and a riverfront patio—perfect for enjoying tranquil views and riverfront sunsets. The professionally landscaped yard enhances the natural beauty of the surroundings. Additional highlights include a 2-car garage and unfinished room ideal for adding a 5th bedroom or additional bathroom, offering room to grow and customize. This exceptional Leland Riverfront property combines luxury, practicality, and the peaceful charm of Leland living. Seller may considering selling some furnishings separately from the house.

145 S Chandler Street, 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
$400,000
3 Beds ⋅ 3 Baths ⋅ 1935972 MLS ⋅ Nont BLDG.
Opportunity knocks just five minutes from charming Leland and historic Fishtown! Nestled on over an acre of peaceful, wooded land, this diamond-in-the-rough offers endless potential. With solid bones and a functional layout, this fixer-upper is ready for your vision and personal touch. Whether you're an investor seeking your next project or a do-it-yourselfer ready to build equity, this property is your blank canvas. Enjoy the privacy and natural beauty of the setting while being just a short drive from beaches, wineries, shops, and restaurants. Bring your ideas and make this your Northern Michigan retreat!

5457 N Manitou Trail, Leland
$1,800,000
3 Beds ⋅ 3 Baths ⋅ 1935919 MLS
Lake Michigan Bluff Retreat - Perched high above Lake Michigan on a dramatic bluff, this striking A-frame home offers panoramic, west-facing views that stretch for miles. Set on 6 private acres, the setting is as timeless as it is breathtaking—with shared access to North Lake Leelanau just a short drive away. From the moment you arrive, a beautiful brick driveway sets the tone, leading to a custom home wrapped in warm stone siding and defined by bold rooflines. Step inside to a showstopping great room featuring vaulted tongue-and-groove ceilings with exposed beams, a floor-to-ceiling stone fireplace, and walls of glass that flood the space with natural light and frame the endless lake views. The main level includes two well-appointed bedrooms and a shared full bath. Upstairs, the spacious primary suite offers a lofted sitting area, en-suite bath, and a spiral staircase leading to an additional sleeping loft—ideal for kids. The lower level adds a large game and rec room with a second wood-burning fireplace, half bath, and plenty of space to entertain. Outside, enjoy a spacious lakeside deck, manicured lawn, and a firepit area for gathering under the stars. A three-car attached garage provides ample storage for vehicles and gear, while the wooded acreage ensures privacy. As a bonus, enjoy deeded access to a separate, shared waterfront parcel on North Lake Leelanau with a dock—perfect for boating, paddleboarding, kayaking, or swimming. This one-of-a-kind property blends design, setting, and lifestyle in one of Leelanau County’s most spectacular blufftop locations. Home is being sold fully furnished.

4171 N High Bluffs Drive, Leland
$570,000
3 Beds ⋅ 3 Baths ⋅ 1934893 MLS ⋅ Leland Terrace BLDG.
An Exceptional Investment and Lifestyle Opportunity! With its prime location, private setting, and functional design, this property presents a fantastic opportunity for anyone looking for a primary residence or a smart investment as a rental property. Tucked away on a quiet cul-de-sac at the desirable west end of town, this well built home offers the perfect blend of privacy and convenience. Here, you'll feel miles away from the crowds, yet you're just a short walk from all the amenities Leland has to offer—from its charming shops and restaurants to the beautiful beaches. Aptly named Leland Terrace, this home’s unique hillside position and surrounding evergreens create a peaceful, secluded atmosphere, letting you truly unwind and connect with nature. You'll consistently feel the cool lake breeze and enjoy the fresh scent of the water, reminding you of your proximity to Leland's cherished lakeside essence. Inside, the home’s versatile three-level layout provides ample, light-filled living space, with a bathroom on each floor for ultimate comfort. Designed with distinct zones, this layout offers enhanced privacy and an abundance of natural light. Rich maple floors, a cozy gas stove, and a one-bay heated workshop—perfect for projects or converting to an EV charging station—add to the home's unique character. The property provides plenty of space for outdoor living and entertaining. A large south-side deck and a covered west-facing porch overlook a private, fenced yard, while a mature cedar hedge ensures complete privacy. Significant updates, including a custom Kinetico water filtration system, recently updated HVAC and water heater, and fresh interior and exterior paint, provide peace of mind. Virtual staging has been used in some photos.

110 W Terrace Lane Commons, 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
$1,600,000
9 Beds ⋅ 10 Baths ⋅ 1933103 MLS ⋅ Village Of Leland BLDG.
Charming home within the Village of Leland. Walkable to N Lake Leelanau access, Fishtown's amazing harbor/shops, & all the amenities that Leland has to offer. Constructed by Biggs Construction as an Assisted Living residence, this home offers many opportunities for conversion to an incredible family/friendly home. Many barrier-free features, no step side entry & car port, expansive covered porch, backyard gardens/decks, beautiful kitchen w/multi pantry storage & private office/study with 1/2 bath. Spacious dining room, living room with gas fireplace, & 2 library-sitting rooms. 8 bedrooms on main level w/private baths, one large bedroom/bath on second level. Incredible fire suppression system & multiple storage areas in basement. View this property & let your imagination soar.

300 S Grand Avenue, 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
$2,788,000
4 Beds ⋅ 5 Baths ⋅ 1932428 MLS ⋅ Leland Woods BLDG.
Inspired, retreat tucked away on a private 0.47-acre setting with 125 feet of pristine Lake Michigan frontage, this exceptional 4-bedroom, 5-bathroom home offers 3,761 square feet of artfully designed living space. A private drive welcomes you to this peaceful oasis, where nature and architecture harmonize beautifully. Designed by Glenn Arai, the home reflects his Japanese heritage through a thoughtful use of space—featuring intimate areas on split levels, connected by a few gentle steps. This layered design creates a dynamic living experience, with multiple vantage points that seamlessly connect the interior to the stunning natural surroundings. The result is an inviting, interesting environment filled with warmth and light. Inside, the island kitchen serves as a central gathering spot, flowing into a formal dining room perfect for entertaining. Enjoy the comfort of in-floor in kitchen, dining and family room. Generous windows frame views and invite the outdoors in. The spacious layout includes four well-appointed bedrooms, each offering comfort and privacy, and five bathrooms designed with elegance and functionality in mind. Additional features include a 2-car garage and a beautifully landscaped outdoor area ideal for relaxation or hosting guests. Whether you're enjoying the lake breeze from your private shoreline or relaxing in one of the many cozy nooks throughout the home, this property offers a rare blend of serenity, sophistication, and architectural artistry. Fourth bedroom in lower level does not have a privacy door. A portion of the path to the water is on the neighbors property.

5593 N Leland Woods Drive, 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