Refine Search
Map
Sort by
$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
$995,000
1949931 MLS ⋅ Leland River Lots BLDG.
Charm and convenience of Leland living with this unique property offering 42 feet of private frontage on the Leland River, located directly across the road. Enjoy easy access to the river for kayaking, paddleboarding, fishing, or simply taking in the peaceful waterfront setting. Just a short walk to all that Leland has to offer, including historic Fishtown, local restaurants, shops, galleries, and Lake Michigan beaches. This property provides an ideal opportunity to enjoy the best of Leelanau County—waterfront access, walkability, and the vibrant character of Leland all in one location. Dock is included.

Unit 3 S Chandler 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 ⋅ 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
$895,000
3 Beds ⋅ 2 Baths ⋅ 1946269 MLS ⋅ Village Of Leland BLDG.
You just can't get any closer to the center of Leland. The historic home at 203 South Main St is composed of 3 buildings joined together into one house. The front two rooms on two floors are the oldest, built in the 1850s, making it one of the oldest buildings in Leland. By the mid-1860s, the oldest portion served as offices for the Leland & Lake Superior Iron Company. Sometime after the iron company went bankrupt in 1884, the building was used as a private home and was expanded by joining two existing buildings to it. Before 1900, the home was occupied by Mary Possing Prause (b 1856 - d 1959), who operated it as a rooming house, The Garden Inn, named for Mary’s extensive and renowned gardens. During this time, the first indoor bathroom in Leland was installed, paid for by a wealthy guest who refused to use the outhouse during his lengthy stay while having a grand beach house built nearby. The home remained in the family until it was purchased in 1987 by the current owner, who completely renovated and restored it. Recent Improvements During the past 3 years, the roof, the well, gas furnace, hot water heater, and refrigerator have been replaced.

203 S Main Street, Leland
$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
$525,000
2 Beds ⋅ 2 Baths ⋅ 1941153 MLS ⋅ Capps Woods BLDG.
Discover comfortable, easy living in this inviting 2-bedroom, 2-bathroom home located just north of Leland. Move-in ready, the home features newer kitchen appliances and durable vinyl plank flooring in the kitchen. The primary bedroom offers an updated tile shower, creating a fresh, spa-like retreat. Enjoy peaceful mornings on the covered front porch and relaxed evenings on the deck overlooking the private backyard. Practical features include underground irrigation, a paved driveway, and a whole-house generator for year-round convenience and peace of mind. Perfect as a full-time residence or Up North getaway, this home blends comfort, function, and a great location close to everything Leland has to offer. House is being offered furnished including kitchenware and riding lawn mower.

3900 N Trillium Drive, 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
$1,885,000
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
$1,800,000
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
$805,000
2 Beds ⋅ 2 Baths ⋅ 1935305 MLS ⋅ Waterford Hills BLDG.
Charming Leland Retreat with North Lake Leelanau Access Nestled in a peaceful wooded setting, this dwelling offers the perfect blend of rustic charm and modern comfort. This inviting 2-bedroom, 2-bath cedar shake home sits on a serene half-acre parcel with the Whaleback Natural Area trail loop a short distance away—ideal for nature lovers and outdoor explorers. Inside, you'll find a combination of birch and pine wood floors throughout and rich natural details that enhance the cottage ambiance, including tongue-and-groove pine cabinetry, wood-trimmed doors, handcrafted shutters, and warm wood accents. The spacious living room features cozy wood stove and custom built-ins, while the kitchen offers soapstone countertops and open shelving that complement its functional layout. Enjoy meals in the dining area with its large picture window framing views of the surrounding woods, or step into the screened-in porch for a quiet moment immersed in nature. The main level includes a charming bedroom with a built-in daybed, while upstairs, a loft sitting area leads to a private bedroom and full bathroom offer a peaceful retreat. The basement provides additional storage and space for a workbench or hobby area. A detached two-car garage offers generous room for vehicles, tools, and outdoor gear. As a member of the neighborhood association, you’ll enjoy shared access to North Lake Leelanau, complete with a sun deck, swimming dock, kayak rack, and optional dock/hoist use (subject to availability and fee). Whether you're looking for a peaceful year-round home or a getaway close to Leland’s lakes and trails, this property offers a rare opportunity to live surrounded by nature and community—all just minutes from the heart of Leland, where you can explore historic Fishtown, browse local shops, enjoy waterfront dining, or take in a sunset at Van’s Beach.

4079 E Oxford Drive, Leland
$570,000
3 Beds ⋅ 3 Baths ⋅ 1934893 MLS ⋅ Leland Terrace BLDG.
An Exceptional Investment and Lifestyle Opportunity! With its prime location, private setting, and functional design, this property presents a fantastic opportunity for anyone looking for a primary residence or a smart investment as a rental property. Tucked away on a quiet cul-de-sac at the desirable west end of town, this well built home offers the perfect blend of privacy and convenience. Here, you'll feel miles away from the crowds, yet you're just a short walk from all the amenities Leland has to offer—from its charming shops and restaurants to the beautiful beaches. Aptly named Leland Terrace, this home’s unique hillside position and surrounding evergreens create a peaceful, secluded atmosphere, letting you truly unwind and connect with nature. You'll consistently feel the cool lake breeze and enjoy the fresh scent of the water, reminding you of your proximity to Leland's cherished lakeside essence. Inside, the home’s versatile three-level layout provides ample, light-filled living space, with a bathroom on each floor for ultimate comfort. Designed with distinct zones, this layout offers enhanced privacy and an abundance of natural light. Rich maple floors, a cozy gas stove, and a one-bay heated workshop—perfect for projects or converting to an EV charging station—add to the home's unique character. The property provides plenty of space for outdoor living and entertaining. A large south-side deck and a covered west-facing porch overlook a private, fenced yard, while a mature cedar hedge ensures complete privacy. Significant updates, including a custom Kinetico water filtration system, recently updated HVAC and water heater, and fresh interior and exterior paint, provide peace of mind. Virtual staging has been used in some photos.

110 W Terrace Lane Commons, Leland
$765,000
3 Beds ⋅ 2 Baths ⋅ 1934272 MLS ⋅ Metes & Bounds BLDG.
Charming Post & Beam Retreat Just Moments from Downtown Leland Welcome to 1321 N Manitou Trail—a beautifully designed and impeccably maintained 3-bedroom, 2-bathroom home tucked into a private, wooded setting just minutes from the heart of Leland. Designed by renowned architect Bob Lang and expertly built by Biggs Construction, this custom residence offers timeless craftsmanship and thoughtful details throughout. Enjoy beautiful views of North Lake Leelanau, visible through the trees from multiple vantage points. Inside, the warm and inviting interior features classic post and beam construction, a cozy natural stone fireplace, and a spacious, open-concept living area filled with natural light. Step onto the screened-in porch and take in the peaceful surroundings—perfect for morning coffee or evening gatherings. Every inch of this home has been meticulously cared for, offering a move-in-ready experience in a truly serene setting. Located in the highly regarded Leland School District—an International Baccalaureate (IB) World School—this property combines top-tier education opportunities with the charm and natural beauty of Leelanau County. Whether you’re looking for a year-round residence or a seasonal getaway, this home offers the ideal blend of privacy, quality, and convenience—just a short walk or bike ride to Leland’s shops, restaurants, and beaches.

1321 N Manitou Trail, Leland
$767,000
3 Beds ⋅ 2 Baths ⋅ 1933427 MLS ⋅ River Town Leland Condo BLDG.
Check out this charming summer cottage in downtown Leland, Michigan, built in 2021! With 1,175 square feet and three bedrooms—including a primary suite with a private bath—this cozy spot is perfect for family and friends. Enjoy the bright living space with large windows, vaulted shiplap ceilings, and stylish light fixtures. The open-concept area features a clean white brick fireplace, a gorgeous kitchen with quartz countertops, custom cabinets, and an oversized island. Step outside to a lovely patio surrounded by lush landscaping—ideal for entertaining. Plus, there's a detached one-car garage for extra storage. Best of all, you're just a short walk to everything Leland offers! Explore Riverside, Fishtown, and Lake Michigan, and treat yourself to a scoop at the local ice cream shop, all moments from your door. This year-round cottage even has rental potential, making it a great investment. Don't miss out on this perfect blend of comfort and charm in an unbeatable location! Highest and best offers due June 29th, 2025 at 5pm. Sellers will review all offers and respond within 24 hours.

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
$760,000
2 Beds ⋅ 1 Baths ⋅ 1916389 MLS ⋅ Bartons Addition BLDG.
Welcome to your serene haven in the heart of Leland, MI, where the perfect blend of old-world charm and modern comfort awaits. Nestled on a quiet street, this delightful property offers not just a home, but an opportunity for endless possibilities with an included, spacious vacant lot. With only a little vision, this will be the next GEM in Leland. Only steps from public access to world-class North Lake Leelanau. This well-built, two level residence boasts a cozy and inviting atmosphere. The home features 2 bedrooms and 1 bathroom, with an efficient layout that maximizes every square foot. The vacant lot is flat and ready for a new home build! 3rd bedroom is in lower level and non-conforming (not finished). The adjoining vacant parcel is tax number 45-009-550-210-00. Seller has inherited property and has no first-hand knowledge of property details. Listing data has been obtained from third-party sources and is deemed to be reliable, but not guaranteed. This information is to be verified by buyer and/or its' agent. Home & Property being sold "as-is". Showing availability begins Friday, October 6th at 4 p.m.

408 S Fourth Street, Leland
$1,900,000
2 Beds ⋅ 2 Baths ⋅ 1920909 MLS ⋅ N/A BLDG.
Leelanau delight! Rare opportunity to own a home on an estate-sized parcel (3.45 acres) where you can enjoy world-class sunsets over the Manitou Islands, Pyramid Point, and Good Harbor Bay. The main house features two bedrooms and two bathrooms, and a 2-car detached garage with covered walkway. The living room features a gas fireplace. Sunroom and outdoor deck with expansive views. Detached guest studio provides an additional 540 sq ft and awaits your final touches to finish the bathroom and add a kitchenette. There is a private staircase to access the 200 ft of private Lake Michigan frontage. Being sold furnished. The sq. ft. total includes 1,636 sq. ft. in the main house and 540 sq. ft. finished in the detached studio. House has Generac generator for backup for part of the house.

1451 N Leland Estates Drive, Leland