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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

$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

$4,500,000
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

$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

$435,555
1 Beds 2 Baths 1942800 MLS Metes And Bounds BLDG.
Presenting a unique, elevated farmhouse on 3 acres, just north of Leland! This simple, 1 bedroom / 1.5 bathroom residence is perched at the edge of a beautiful dune-like clearing, and is accessed via shared driveway easement off of scenic M22. The kitchen, living room with fireplace, dining area, and half bathroom are located on the main floor, which opens to a private deck - a delightful location to enjoy views of the yard and take in the sounds of nearby Lake Michigan. Upstairs, the primary bedroom has a vaulted ceiling, clad in wood tongue and groove paneling. This space is bright and cheerful, featuring numerous windows with views of the surrounding dune and woods. A full bathroom and walk-in closet with washer and dryer complete this upper floor. On the lowest level, a workshop and storage area walkout to grade through wooden barn doors. This home is being sold as-is: it is a cosmetic fixer-upper with excellent bones and endless potential, just waiting for your personal touch and updates. Don’t miss your chance to live near beautiful Leland! Full associated documents include an inspection report from Fall of 2025. FOR CLARITY: this property includes the house and lean-to structure. Any other structures shown in the background of any photographs are on the neighboring parcel and are not included in this sale. Adjacent vacant parcel of 6 acres are available for purchase from a different seller - MLS 1939965.

5361 N Manitou Trail, 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

$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

$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

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