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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
$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
$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
$1,450,000
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
$1,885,000
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
$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
$2,788,000
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
$932,500
5 Beds ⋅ 3 Baths ⋅ 1906569 MLS ⋅ Brookwood Sub BLDG.
Welcome to Deer Run Farms, a meticulously restored historic property seamlessly blending modern comforts with timeless charm. Discover the allure of the kitchen with its luxurious granite countertops, a stunning cut-stone fireplace, and gleaming stainless steel appliances. Immerse yourself in the enchanting ambiance created by three magnificent cut-stone fireplaces and spacious living areas adorned with period decor. The partially finished basement offers a delightful family room and custom live edge bar, perfect for unforgettable gatherings. Conveniently located near downtown Leland, known as "fish town," this residence provides easy access to boating, dining, shopping, and golf. Nestled on nearly 3 acres of majestic hardwoods, Deer Run Farms offers both privacy and a front-row seat to observe wildlife. This exceptional home can be acquired fully furnished, ensuring immediate enjoyment. Highlights include a whole-house Generac generator, screened/open covered porches, and an oversized two-car garage. The tranquil potting shed awaits plant enthusiasts or provides extra storage. Explore nearby Traverse City, Suttons Bay, Sleeping Bear Dunes, Pyramid Point, wineries, orchards, hiking trails, and recreational activities. Welcome to Deer Run Farms—a blend of history, charm, and modern living, offering an exceptional lifestyle.

3257 N Manitou Trail W, Leland