Leland Real Estate

Leland Real Estate

Welcome to Leland, Michigan—a charming village nestled in the heart of Leelanau County, where stunning natural beauty meets rich cultural heritage. Known for its picturesque scenery and vibrant community, Leland offers a unique blend of small-town charm and outdoor adventure that captivates residents and visitors alike.

One of the highlights of Leland is its stunning waterfront along Lake Michigan and the crystal-clear waters of Lake Leelanau. The historic Fishtown district, with its iconic fish shanties and bustling marina, is a must-visit. Here, you can explore quaint shops, indulge in local delicacies, and immerse yourself in the town's rich fishing history. The annual festivals and farmers' markets bring the community together, showcasing the best of local produce and artisanal crafts.

Outdoor enthusiasts will find plenty to love in Leland. The surrounding Leelanau Peninsula is renowned for its breathtaking landscapes, including rolling hills, vineyards, and miles of hiking and biking trails. Whether you’re kayaking on the tranquil waters, fishing for trout, or simply enjoying a leisurely stroll along the scenic shoreline, Leland is a haven for nature lovers.

With its friendly atmosphere, excellent schools, and a strong sense of community, Leland is not just a place to visit—it's a place to call home. Whether you're looking for a cozy cottage by the lake or a charming family home, Leland offers a variety of real estate options to suit your lifestyle. Discover the magic of Leland, where every day feels like a vacation!

Newest Listings in Leland

112 N Main Street, Leland
$850,000
1 Baths ⋅ 1951941 MLS ⋅ Village Of Leland BLDG.
Prime Commercial Opportunity in the Heart of Leland! 112 N Main Street, in the heart of charming downtown Leland, this distinctive commercial property offers an exceptional opportunity to establish or expand a business in one of Northern Michigan’s most desirable shopping destinations. Currently home to Edgewater Boutique, the main building features approximately 1,200 square feet of predominantly retail space, along with a small private office and half bath. The inviting storefront and flexible interior layout provide an ideal setting for a boutique, specialty retail shop, or other commercial venture. Beyond the main building, a newly improved courtyard creates an attractive outdoor space connecting the storefront with a covered breezeway to a former garage that was thoughtfully converted into a two-story gallery space in 2026. Offering approximately 1,600 additional square feet, the gallery provides tremendous potential for art displays, retail expansion, showroom space, or a complementary business use. With its central village location, versatile configuration, and unique combination of indoor and outdoor spaces, this property presents a rare opportunity to own a piece of Leland’s vibrant commercial district. Whether you're looking to bring a new business concept to life or invest in one of Leelanau County’s most sought-after communities, 112 N Main Street offers possibilities worth exploring.

112 N Main Street, Leland
3862 N Trillium Drive, Leland
$659,000
3 Beds ⋅ 2 Baths ⋅ 1951783 MLS ⋅ Capps Woods BLDG.
Located just a mile from Leland an easy e-bike ride to everything in Leland. This stunning one-level home offers the perfect blend of elegance and modern upgrades. This home features a spacious and inviting primary suite complete with a private bath, abundant closet space, and a convenient adjoining laundry room. Enjoy direct access to a covered, screened porch—a perfect spot for relaxation. Additionally, a versatile flex room offers endless possibilities, easily serving as a cozy bedroom, a home office, or a creative workspace. Beautifully landscaped grounds and a fenced yard create a private oasis, while inside, hardwood floors and updated baths elevate the living experience. The brand-new planked ceilings add a touch of sophistication, and the newly installed heating and cooling mini-splits ensure year-round comfort. Enjoy peace of mind with a new generator and relax in style on the covered, screened porch. This inviting home combines charm, convenience, and tranquility in one exceptional package.

3862 N Trillium Drive, Leland
5150 Eagles Nest Lane, Leland
$995,000
2 Beds ⋅ 3 Baths ⋅ 1951539 MLS ⋅ N/A BLDG.
Discover a unique Northern Michigan retreat just 2 miles north of Leland, set on 5 peaceful acres surrounded by nature. This home offers distinctive features, including solar panels, a wood-burning stove in the living room, tile flooring throughout the main living areas, and an indoor sauna for added relaxation. A detached 2-car garage with a studio apartment above provides additional space for guests, a private retreat, or a creative workspace. Step outside to enjoy the spacious deck, or take the spiral staircase from the balcony to an outdoor shower for a refreshing, one-of-a-kind experience. Enjoy the privacy of acreage while remaining just minutes from the charm of downtown Leland, Fishtown, Lake Michigan beaches, and all that Leelanau County has to offer. House is 1,584 sq. ft. above ground and studio apartment is 904 sq. ft.

5150 Eagles Nest Lane, Leland
4005 E Oxford Drive, Leland
$899,000
4 Beds ⋅ 2 Baths ⋅ 1950619 MLS ⋅ Waterford Hills BLDG.
500 feet of shared frontage on North Lake Leelanau. Discover the best of Leland living at 4005 Oxford! This beautifully remodeled, move-in-ready home offers four bedrooms, two full bathrooms, and 500 feet of shared frontage on North Lake Leelanau, conveniently located just down the road perfect for swimming, kayaking, relaxing by the water, and enjoying unforgettable Northern Michigan summers. Inside, an open-concept layout filled with natural light creates a warm and welcoming atmosphere. New flooring flows throughout the home, while the designer island kitchen features premium Café appliances and plenty of space for entertaining. Thoughtful updates include beautifully remodeled bathrooms, new interior doors, energy-efficient windows, sliding glass doors, new plumbing, and a high-efficiency HVAC system for year-round comfort. The exterior is equally impressive, with professional landscaping, underground irrigation, a new front entry door, new garage door, and a freshly paved driveway. Located near the charming village of Leland, you’ll enjoy convenient access to local shops, restaurants, beaches, and everything this beloved lakeside community has to offer. Whether you are searching for a year-round residence, vacation retreat, or Up North getaway, this meticulously updated home offers modern comfort, quality craftsmanship, and the North Lake Leelanau lifestyle you have been waiting for.

4005 E Oxford Drive, Leland
505 N Main Street, Leland
$2,150,000
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 1.67-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
104 N Second Street, Leland
$1,645,000
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 offers additional flexibility for visitors, extended family, or a private home office. While the space would benefit from some updates and improvements, it presents a great opportunity for buyers to make it their own and further enhance the property's potential. Main house 2,973 sq. ft. (4 bedroom, 2.75 bath). Guest house is 510 sq. ft. (1 bed, 1 bath). Home is being sold mostly turn-key (furnishings, kitchenware, linens, etc.) minus a few personal items.

104 N Second Street, Leland
1757 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
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
113 N Main Street Unit 4, Leland
$775
1948108 MLS ⋅ Leland Office Space BLDG.
OFFICE FOR LEASE IN LELAND! Located above Momentum in the middle of the Village of Leland. Nice Upper Floor Office #4 Offers Excellent Natural Light from Large Windows! Great Views of the Leland Harbor - Lake Michigan - Manitou Island from the Unit! Also from the Upper Deck for Tenants Use Overlooking the Peaceful Courtyard! Minimum One Year Lease Required. Tenant is responsible for Paying Electric (Heat & A/C) and Phone/Internet. Modified Gross Lease. Shared Reception, Restroom, Kitchenette. Easy to Show

113 N Main Street Unit 4, Leland
5254 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
204 S Chandler Street, 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
204 S Chandler Street, Leland
$5,000,000
1945619 MLS ⋅ Chandler's Park Addition BLDG.
A rare opportunity in downtown Leland - one of the last buildable riverfront properties on the Leland River! Two adjoining parcels (0.99 ± acres and 0.32 ± acres) offered together with approximately 343' of combined river frontage or you can elect to buy parcels individually. An 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
Start Your Search

How much is your home worth?

Get instant property value now!