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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

$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

$387,500
1947983 MLS Metes & Bounds BLDG.
Exceptional large lot 100' X 100' in a prime location on the Lake Michigan side of Main St. in downtown Leland! House / garage is of no value, but the improvements are there! Well, sewer line, opportunity to rebuild, so bring your builder. Being sold "As Is" in all regards and in an Estate. Walk to Van's Beach, Fishtown, destination shopping & dining, Hancock Field, N Lake Leelanau Access, Verterra Winery with endless recreational opportunities in quaint non-stop fun Leland! Survey with Leelanau Land Surveying in progress, and a drawing showing improvements coming. Stakes are in! https://www.lelandmi.org/ All about Leland! 30' height restriction, 25' front setback, side yard 8', rear yard 10', 40% lot coverage allowed.

408 S Main Street, Leland

$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

$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

$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

$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

$1,450,000
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

$1,000,000
1944502 MLS N/A BLDG.
Nestled in the heart of Leland, this rare offering captures the essence of Leland charm with one of the most iconic views in the area. Overlooking the beloved boathouse visible from the historic bridge in Leland, this property offers a front-row seat to the timeless beauty and activity of the Leland River. With 25 feet of private frontage on the river, enjoy direct access to the sparkling channel connecting Lake Leelanau and Lake Michigan, perfect for boating, kayaking, or simply soaking in the serene waterfront setting. Whether it’s watching the boats pass by, strolling into town for dining and shopping, or taking in sunsets over the water, this location offers an unmatched lifestyle. A truly unique opportunity to own a slice of Leland’s most photographed and cherished landscape. Purchase the vacant lot about a block away to build your dream home with views of the Leland River and have your boathouse steps away, see MLS #1942745.

195 E Cedar Street, 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

$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

$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

$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

$493,000
1936953 MLS Lakeview Highlands BLDG.
Rare In-Town Leland Parcel with Lake Michigan Access. An exceptional opportunity to own a .19 acre buildable lot in the heart of Leland Village. Lot 16 of highly desirable Lakeview Highlands located just a short stroll from historic Fishtown, shops, restaurants, beaches, and the iconic charm of downtown Leland. This parcel offers the perfect setting for your future home or cottage retreat. The lot is mostly level with a gentle slope. Best of all, ownership includes shared access to 521.8 feet of private Lake Michigan frontage — perfect for morning swims, sunset strolls, and lakeside picnics. Enjoy close proximity to the Leland Country Club for golf and tennis, the Leland Yacht Club and its popular youth sailing school, and Nedow’s Bay for calm waters and easy kayak launches. With so much natural beauty and recreation at your doorstep, this is a rare offering in one of Leelanau County’s most coveted communities. Survey on file; ready to build. Seller will pay for sewer hookup upon executed contract.

TBD W Hill Street, 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

$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