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

5361 N Manitou Trail, Leland
$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
$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
$1,608,000
5 Beds ⋅ 4 Baths ⋅ 1931529 MLS ⋅ Brookwood Subdivision BLDG.
Imagine owning these sunsets while relaxing in your very own Leland waterfront home. This contemporary Glen Arai designed home has been completely renovated within the last two years to incorporate the Arai architectural lines, world-class Lake Michigan views, and natural light to create a shoreside, coastal retreat. The home, located on 2.4-acres is nestled atop a bluff with unobstructed views of the Manitou Passage and private frontage below. The home incorporates four distinct levels in addition to a guest house to accommodate a haven for you and your extended family or friends. An open and welcoming living area includes a well-appointed kitchen and dining area with a sitting room, beautiful wood fireplace clad in river rock while enjoying the stunning Lake Michigan vista. The primary suite is located on the one level up with terrace balconies and an abundance of light to enjoy the views of the Manitou Islands from the bedroom and bathroom. The top floor is a bunk room/loft that provides expansive panorama and additional sleeping for guests and extended family. The lowest floor provides access from the ground level and includes a large family room, two additional bedrooms (one non-conforming) and a shared bathroom. A bonus guest house is set atop a drive-through, detached garage that provides perfect storage for boats and additional recreation vehicles, while the guest house includes a kitchenette, sitting & sleeping area. Located just one mile from the Village of Leland and historic Fishtown where you can enjoy shopping, restaurants, galleries and beaches. A detailed list of improvements can be found in the associated documents. Nearby full-service marina could provide convenient storage and drop-in service to enjoy boating on Lake Leelanau within one mile from your home. Furnishings are negotiable.

4781 E Golfview Drive, Leland
$1,755,000
5 Beds ⋅ 3 Baths ⋅ 1926282 MLS ⋅ Metes & Bounds BLDG.
Do you love the idea of breathtaking views of eagles, freighters, the Chicago to Mackinac race, and rock hunting on your private Great Lake beach but also want the fun of boating on an inland lake? Here you can do both as this spectacular home is complete with 240 feet of private sandy Lake Michigan frontage and 180 feet of privately shared frontage on North Lake Leelanau. Stroll the sandy beach along the “big” lake or take advantage of the private association’s dock on Lake Leelanau with boat slip availability where you can swim, sun, sail, kayak, motor or paddle to your heart’s content! Also shared through association membership is acreage in which to enjoy walks, croquet, or baseball and a tennis/pickleball court with a basketball net, too! A group of notable Detroiters chose this area with its sap-filled Maple trees as a respite from city life and named it Sugar Bush Association in 1936. This tranquil spacious home was one of the earliest built on the association owned tree lined lane. It has over 3600 sq. ft. of living space and gorgeous water views seen from almost every room. While retaining the charm of the original house, nearly the entire exterior and interior of this home, including the chimney, was custom designed and remodeled in 1994 by architect Larry Graves and Easling Construction. Main floor offers gracious living spaces, 2 bedrooms, 2 baths, and main floor laundry. Upper level includes a large primary suite with private entrance, bath, walk-in closet and private balcony as well as family room/library, 2 bedrooms, and cedar closet. Outdoor features views of Manitou and Fox islands plus stunning sunsets, star gazing, professionally engineered staircase to Lake MI, automatic generator, and secondary garage for your toys! Located near Clay Cliffs and Houdek Natural Areas and only a 2.5 mile walk/bike/drive to Leland, known for scenic “Fishtown”. This well-built Northern Michigan home is ready for you!

5161 E Sugarbush Lane, 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
$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