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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
$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
$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
$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
$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
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 1923325 MLS ⋅ Metes And Bounds BLDG.
100 feet of Pristine Sandy Frontage on North Lake Leelanau, with a 4 bedroom 2.5 bath artistically designed home set down at the waters edge. Home features expansive lake views and a spacious deck to take full advantage of lakeside living. The spacious living room features a gorgeous natural stone wood burning fireplace and full lake views, kitchen and dining rooms are both graciously sized and ideal for entertaining. Guest bath is conventiently located off living room. Primary bedroom is at the end of the home for privacy, large windows provide amazing natural light. 3 additional bedrooms are upstairs and share a guest bath. 2 bedrooms have loft space - who wouldn't love a bedroom with its own loft! Studio or home office space connects the house to the bonus space over the 2 car garage. Home is ready for its new owners to update with their style but has very compelling design elements.

4040- N Manitou Trail, Leland
$1,973,000
4 Beds ⋅ 5 Baths ⋅ 1914916 MLS ⋅ Village Of Leland BLDG.
Downtown On The Leland River is this Exquisite Craftsman Style home built using the finest materials both antique and new; reclaimed barn wood dating back to the 1700-1800's from Indiana and Ohio is showcased, classic marble bath flooring, granite countertops, and custom stone fireplace. Upon entering, you will be greeted with an open floor plan with primary suite, gourmet kitchen with high end stainless appliances, full glass door wall overlooking the Leland river; stylish and comfortable living room; breakfast/coffee bar; and a convenient mud room entry. The upper level welcomes you with vaulted ceilings into a casual gathering area with wet bar and entertaining space along with 2 additional en-suite bedrooms. The 2 car attached finished garage is heated, with thoughtful cleanup sink area as well as a separate half bathroom. Above the garage is the studio guest suite with private entrance known as the "Nest"; kitchenette; lounge/gathering area and fabulous bathroom. Make your way outside and relax under the covered porch overlooking your lush green yard to your private 50' of Leland River water frontage with boat slips. With it's superior location on the edge of Leland's quaint downtown; making it a casual stroll to historic Fishtown, Lake Michigan's famous South Beach, great shopping and restaurants. Come experience this architectural masterpiece.

309 S Main Street, Leland