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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
$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
$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
$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
$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
$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
$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
$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
$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
$500,000
2 Beds ⋅ 2 Baths ⋅ 1927865 MLS ⋅ Waterford Hills BLDG.
This house is set amongst mature trees that create a sense of privacy on .70-acre lot (Lot 26) and shared access on North Lake Leelanau. A very large, open great room includes a large brick, wood-burning fireplace in the sitting area, and dining area with access to an elevated deck. The galley kitchen includes pass-through window to the living area. The primary bedroom is oversized and on the main level with two entrances that could provide an opportunity to create two bedrooms. Full bathroom includes laundry room. The downstairs walkout includes a large gathering room, a second bedroom and full bathroom. Two car attached garage. Buyers will enjoy 500 ft of shared waterfront on North Lake Leelanau. The HOA fee for beach access is currently $75.00 annually, there is a waiting list to put a boat hoist on one of the docks. New owners could add their name to waiting list if they would like to have a boat at the beach access. Per the HOA restrictions, there are no rentals allowed.

4005 E Oxford Drive, Leland
$1,240,000
5 Beds ⋅ 3 Baths ⋅ 1927298 MLS ⋅ Metes & Bounds BLDG.
****Charming Cottage with Stunning Lake Michigan Views, 160 FT of Private frontage on Lake Michigan and 195 feet of shared frontage on Lake Leelanau*** This rare find is a classic property built in 1954, offering a perfect blend of timeless charm and modern potential. Nestled between Lake Michigan and Lake Leelanau situated on a 1.09-acre lot with breathtaking views from a bluff, this 5-bedroom, 3-bathroom residence and includes 160 feet of private frontage on Lake Michigan and Shared frontage on North Lake Leelanau with the opportunity for boating, fishing, water sports and to dock a boat. The property’s prime location offers a peaceful, rural setting with easy access to urban amenities. Just a short drive away, the charming Village of Leland offers dining, shopping, and recreational options. Enjoy the vibrant local culture, waterfront living with easy access to Northern Michigan's best.

5273 E Sugarbush Lane, 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
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 1926193 MLS
Remarkable opportunity to build a classic cottage home in the heart of Leland with J. Peterson Homes, Northern Michigan’s finest custom homebuilder. Located just steps from the beach, shops and restaurants, the home features an open main floor with large front porch, spacious kitchen, dining and living area. Upstairs offers a primary suite with a slider leading to an upper deck for morning coffee. Two additional bedrooms, a hall bath and laundry closet complete the second story. Lower level offers daylight windows in the bedroom and family room plus a game area and full bath. Amenity includes Pella windows, quartz countertops, Kohler plumbing fixtures, engineered wood floors, LP smartsiding and all the quality you expect from J. Peterson Homes. Pricing includes landscaping and one stall detached garage. LLC Member is a Broker in the State of MI.

211 N Main Street, Leland
$625,000
3 Beds ⋅ 2 Baths ⋅ 1925653 MLS ⋅ N/A BLDG.
Located 1.50 miles south of Leland and historic Fishtown! This 2,088 sq. ft. home has 3 bedroom, 1.75 bath which features hardwood floors, tile kitchen and bath, deck overlooking the backyard and seasonal views of North Lake Leelanau, and a 590 sq. ft. guest house with 1 bedroom, 3/4 bath and efficiency kitchen. Point sale is complete, waiting on report.

1381 N Manitou Trail, Leland
$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