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$1,100,000
4 Beds ⋅ 3 Baths ⋅ 1947750 MLS ⋅ Village Of Leland BLDG.
Originally built in 1900 as the Lutheran Church parsonage, this distinctive historic home offers timeless character in an exceptional location just three blocks from the heart of Leland and three blocks from Lake Michigan access at North Street. Original hardwood floors, unpainted vintage trim, and retro appliances preserve the home’s authentic vintage charm. Set on 3 platted lots, the property includes one of the largest contiguous parcels in the central village. For the past ten years, the home has operated as a vacation rental, offering added appeal for buyers seeking income potential or a seasonal retreat. Located just a few blocks from the Leland Country Club and North Lake Leelanau public access, this property combines historic character, walkable village convenience, and proximity to the area’s most desirable amenities.

201 N Second Street, 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
$1,595,000
4 Beds ⋅ 3 Baths ⋅ 1945171 MLS ⋅ Village Of Leland BLDG.
Originally built in 1900 as the Lutheran Church parsonage, this distinctive historic home offers timeless character in an exceptional location just three blocks from the heart of Leland and three blocks from Lake Michigan access at North Street. Original hardwood floors, unpainted vintage trim, and retro appliances preserve the home’s authentic vintage charm. Set on 4 1/2 platted lots, the property includes one of the largest contiguous parcels in the central village. For the past ten years, the home has operated as a vacation rental, offering added appeal for buyers seeking income potential or a seasonal retreat. Located just a few blocks from the Leland Country Club and North Lake Leelanau public access, this property combines historic character, walkable village convenience, and proximity to the area’s most desirable amenities.

201 N Second 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
$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
$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