Leland MI Real Estate, Homes, Condos for Sale

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

$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 ⋅ 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

$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

$259,000

1945919 MLS

Rare in town lot offering at this price. Located just two blocks from the beach, three blocks to downtown and directly across M22 from Leelanau Conservancy Leland River property, this building site offers the ultimate in location and convenience. Buildable area to accomodate a 1500 square foot two story plus a basement level for up to 2100 square feet of living space. Sewer fees paid.

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

$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

$2,000,000

1945618 MLS ⋅ Chandler's Park Addition BLDG.

Rare opportunity in downtown Leland - one of the last buildable riverfront properties on the Leland River. 0.32 ± acres with approximately 129' of river frontage. 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 adjacent lot with existing home is for sale separately or buy both properties together. Use the lot for your custom dream home 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.

TBD S Chandler Street, Leland

$799,000

3 Beds ⋅ 3 Baths ⋅ 1945512 MLS ⋅ Waterford Hills BLDG.

Enjoy shared access to beautiful North Lake Leelanau! Located near the base of Whaleback and just one mile from Leland, Waterford Hills on Oxford Drive is a quiet neighborhood where residents enjoy a special perk - deeded access to the lake! Well-known for its sandy bottom and clear water, Lake Leelanau is an all-sports waterway and is a sought-after amenity. This offering is a single-story residence tucked into the woods near the end of the neighborhood cul-de-sac. The home sits on one of the largest lots in this community and is offered with the adjacent vacant parcel. Built in 1980, this home features knotty-pine finishes, lofted ceilings, and numerous floor to ceiling windows which frame views to the yard and hardwoods beyond. The floor plan was thoughtfully designed with two separate living spaces on opposite sides of a central dining room and adjacent kitchen. Cozy, yet comfortable, there is an efficiency in this layout which allows these spaces to feel connected yet separate all at once. Two primary bedrooms - each with bathrooms ensuite - flank the main living room, while a third room could be used as bedroom or office. Functionally, this home checks all the boxes: the attached two-car garage is enhanced by a storage room and wall-to-wall shelves, and is connected to the home by a mud-room with laundry. At the front door, a entryway provides storage and is a helpful transition between the covered front deck to the interior. In the backyard, you’ll find a quiet oasis which benefits from mid-day sun while remaining cool and breezy in the heat of the summer. Take in the sights and sounds of the woods from the back deck, which beautifully connects the interior to exterior and is perfect for daytime siestas, alfresco dinners, and evening cocktail parties - an entertainer’s dream! In all, this is an absolutely charming home ready for your vision. Take advantage of this opportunity to live in the woods, near town, and with priceless access to the lakeshore!

4021 E Oxford Drive, Leland

$535,000

1944407 MLS ⋅ Barton Addition BLDG.

A beautiful corner premium parcel located in one of the most desirable locations in the village of Leland. Located at the intersection of Juniper Trail and Fifth Streets, this 74.99' by 120" parcel is an easy, level build-site shaded by a stand of mature trees. Alleyway adjacent to the north ideal for driveway entry. blocks from Leland Country Club, Leland Yacht Club, and easy access to Leland Township maintained lake access and dock on North Lake Leelanau across the street at end of Fourth st. Nedows Bay beach and dock are close by with quick bike, walk, or drive to 4 in town Lake Michigan beaches. location is extremely private, peaceful, quiet with both year around and seasonal residences. Neighbors are kind and welcoming well established. wooded parcel is tucked far away from the summer seasonal hustle and bustle of the central village. This parcel is ready for build to suit permanent residence or seasonal retreat.

Lot 12 E Juniper Trail, Leland

$1,395,000

1944015 MLS ⋅ N/A BLDG.

Perched along the shores of Lake Michigan in highly sought-after Leland, this exceptional bluff-top property offers 250 feet of private waterfront and breathtaking, unobstructed sunset views. Tucked away at the end of High Bluffs Drive, the setting provides unmatched privacy and tranquility, surrounded by the natural beauty of Northern Michigan. Enjoy elevated panoramic vistas of the lake, with sweeping views of the Manitou Islands and ever-changing colors painting the horizon each evening. The generous frontage and bluff-top elevation create a rare opportunity for a legacy property with incredible building potential. Whether you envision a peaceful retreat or a luxury waterfront estate, this remarkable parcel delivers an ideal combination of seclusion, scenery, and coveted Lake Michigan frontage.

N Manitou Trail, Leland

$745,000

1943790 MLS ⋅ Country Club Estates BLDG.

Located in beautiful Leland, this vacant parcel is one of a few remaining opportunities to build and live along the private golf course of the Leland Country Club. Just a few blocks from the intersection of River and Main in downtown Leland, this ~0.6-acre parcel enjoys 110' of direct frontage along hole 15, with views continuing toward two other fairways beyond. The topography here is a gentle, even slope, which falls away from highway M22 towards the course. Fully wooded and untouched for decades, this parcel features towering white pines (some more than 24" in diameter), mature oaks and maples, and the occasional wild cherry. Fabulous neighboring residences have set beautiful example of "what could be" on this property. This parcel will appeal to the golf enthusiast, but will also be well appreciated by those who love the northern Michigan woods and easy, pedestrian access to town. ** This parcel is zoned R-3 (High Density Residential) - see associated documents to review the benefits of this district. Hookup to Leland sewer is available here. ** Note that parcel lines in photographs are approximate.

Lot 11 N Country Club Commons, Leland

$679,000

3 Beds ⋅ 2 Baths ⋅ 1943348 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

$495,000

1942745 MLS ⋅ N/A BLDG.

Tucked away on a quiet street in the heart of Leland, this charming property offers a rare combination of privacy and walkable village living. Enjoy beautiful views of the Leland River while being just a short stroll to two pristine Lake Michigan beaches, historic Fishtown, and all of Leland’s beloved shops, restaurants, and harbor amenities. The peaceful setting provides the perfect retreat, yet everything that makes Leland so special is right outside your door. Whether you're enjoying the river views, spending the day at the beach, or walking into town for dinner and ice cream, this location captures the best of Northern Michigan living.

S First Street, Leland

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