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$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

$2,300,000
4 Beds 6 Baths 1932884 MLS N/A BLDG.
Perched 120 feet atop the Manitou Passage is this beautiful craftsman-style home set on 2.14-acres with 225 feet of Lake Michigan frontage, you can watch the eagles soar. The main house features 3 bedrooms and 4.5 bathrooms. The primary bedroom is on the main level with a walk-in closet and heated floors in the bathroom. A large open granite island kitchen, dining area, a spacious living area with gas fireplace, and ash flooring throughout. The second floor has two bedrooms with fantastic lake views and each have tiled ensuites with granite countertops. A spacious finished lower level with gas fireplace, a dry bar and non-conforming bedroom/office space for additional living. More features include a dog shower in the laundry room with cabinets, Generac generator (partial house), heat pump, on demand hot water heaters heater, smart house technology and security system, dry sauna, hardy board siding, 10x10 garden shed, detached 2-car heated garage. Across the private road is an additional 1.55 acres with a guest quarters set above a 3-car heated garage for storing your boat and other toys. It has a full kitchen, living/dining area with LP gas fireplace, one bedroom with a walk-in closet and a large bathroom for a total of 1,070 sq. ft. This provides a great private dwelling and storage for guests or extended family to enjoy amidst the treetops. Hardy board siding & new hot water heater in 2021. Stunning landscaping includes 4 apple trees, strawberry garden, two raised garden beds, rhubarb, and lots of perennials for cut flowers, all with irrigation. Adjacent, on the north side of the property is the shared (with 3 others) 70' wide access to Lake Michigan. This beautiful walk through cedar trees leads to a deck and the stairs down to your private 225’ of Lake Michigan. The sale includes three properties 45-009-134-021-10, 45-009-134-021-00, & 45-009-134-016-01 and the house is being sold mostly furnished, see included list in additional docs "D".

4201 N High Bluffs Drive, Leland

$710,000
2 Beds 2 Baths 1932658 MLS Waterford Hills Subdivision BLDG.
Fantastic cottage on Oxford Drive, just south of Leland! Small but mighty, this ~1,000 sf home is a delightful single-story ranch that has been enjoyed as an up-north retreat for decades. This home is located in Waterford Hills Subdivision, well-known for its proximity to Leland and over 400' of community water-frontage on North Lake Leelanau. Residents on Oxford Drive enjoy shared use of the sandy beach and swimming dock - boat docking privileges are also a feature of this frontage, availability will need to be confirmed with the association at time of transaction. This home is located on one of the few lots in this subdivision that have direct water views across highway M22. This unique feature gives this property beautiful easterly lake views and the ease of direct, across-the-road access to the lakeshore. A charming cottage or year-round residence, this home has many desirable amenities. A small sitting room off the back of the house has the feel of a three-season porch with direct access to the back deck and back yard. The kitchen, dining room, and living room flow around a central wood-stove hearth, all under a lofted ceiling. Located to one side of the living room is a modest guest bedroom with a private half bath (which might easily be converted into a powder room). To the other side, towards the lake, there is a primary bedroom with bathroom, closet, and laundry en-suite. A lovely covered porch off the living room features privacy and glimpses of the water through mature trees in the fabulous (and huge!) front yard. There's plenty of room for summer toys and storage in the garage, basement, and detached shed. In all, an excellent Leland residence with the feel of private water-frontage on desirable North Lake Leelanau!

4200 E Oxford Drive, Leland

$2,788,000
4 Beds 5 Baths 1932428 MLS Leland Woods BLDG.
Inspired, retreat tucked away on a private 0.47-acre setting with 125 feet of pristine Lake Michigan frontage, this exceptional 4-bedroom, 5-bathroom home offers 3,761 square feet of artfully designed living space. A private drive welcomes you to this peaceful oasis, where nature and architecture harmonize beautifully. Designed by Glenn Arai, the home reflects his Japanese heritage through a thoughtful use of space—featuring intimate areas on split levels, connected by a few gentle steps. This layered design creates a dynamic living experience, with multiple vantage points that seamlessly connect the interior to the stunning natural surroundings. The result is an inviting, interesting environment filled with warmth and light. Inside, the island kitchen serves as a central gathering spot, flowing into a formal dining room perfect for entertaining. Enjoy the comfort of in-floor in kitchen, dining and family room. Generous windows frame views and invite the outdoors in. The spacious layout includes four well-appointed bedrooms, each offering comfort and privacy, and five bathrooms designed with elegance and functionality in mind. Additional features include a 2-car garage and a beautifully landscaped outdoor area ideal for relaxation or hosting guests. Whether you're enjoying the lake breeze from your private shoreline or relaxing in one of the many cozy nooks throughout the home, this property offers a rare blend of serenity, sophistication, and architectural artistry. Fourth bedroom in lower level does not have a privacy door. A portion of the path to the water is on the neighbors property.

5593 N Leland Woods Drive, Leland

$1,608,000
5 Beds 4 Baths 1931529 MLS Brookwood Subdivision BLDG.
Imagine owning these sunsets while relaxing in your very own Leland waterfront home. This contemporary Glen Arai designed home has been completely renovated within the last two years to incorporate the Arai architectural lines, world-class Lake Michigan views, and natural light to create a shoreside, coastal retreat. The home, located on 2.4-acres is nestled atop a bluff with unobstructed views of the Manitou Passage and private frontage below. The home incorporates four distinct levels in addition to a guest house to accommodate a haven for you and your extended family or friends. An open and welcoming living area includes a well-appointed kitchen and dining area with a sitting room, beautiful wood fireplace clad in river rock while enjoying the stunning Lake Michigan vista. The primary suite is located on the one level up with terrace balconies and an abundance of light to enjoy the views of the Manitou Islands from the bedroom and bathroom. The top floor is a bunk room/loft that provides expansive panorama and additional sleeping for guests and extended family. The lowest floor provides access from the ground level and includes a large family room, two additional bedrooms (one non-conforming) and a shared bathroom. A bonus guest house is set atop a drive-through, detached garage that provides perfect storage for boats and additional recreation vehicles, while the guest house includes a kitchenette, sitting & sleeping area. Located just one mile from the Village of Leland and historic Fishtown where you can enjoy shopping, restaurants, galleries and beaches. A detailed list of improvements can be found in the associated documents. Nearby full-service marina could provide convenient storage and drop-in service to enjoy boating on Lake Leelanau within one mile from your home. Furnishings are negotiable.

4781 E Golfview 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

$1,150,000
3 Beds 2 Baths 1922046 MLS N/A BLDG.
Sitting on nearly two acres, this classic cottage is high and dry and boasts 100 ft of private (across the road) frontage on North Lake Leelanau, just one mile south of Leland! The lakefront is easily deep enough for a 24ft boat and offers wonderful recreation opportunities on the one of the most beautiful and coveted lakes in all of Northern Michigan. Property on North Lake Leelanau is becoming harder and harder to come by, and this unique parcel offers a chance to wade in at a more reasonable price point than most you will find. The cottage has a main level primary bedroom, 2 baths, a kitchen with attached laundry room and 2 upstairs bedrooms. There is a main level sunroom that is the perfect spot to enjoy the sunrise over the lake. A two car detached garage with a separate workshop room, as well as a shed, sit behind the home. Three decks, two of them with water views, offer a great place to grill out or sit back and relax with your favorite beverage. With 1.8 acres behind the home & garage, there is plenty of room to roam in the woods, collect firewood, hunt for morels, or enjoy the proximity to the Leelanau Conservancy's "Whaleback Natural Area" which is just a short jaunt away and offers a fantastic hiking trail complete with a viewing platform overlooking Lake Michigan. Frequent visits from area wildlife including deer, owl, fox, and hawks complete the up north experience. Ride your bike into Fishtown, motor your boat up the Leland River for lunch or a cocktail, or launch your kayak or paddle board for a day of sun filled adventure in this vacation oasis. Home is in need of a new well and septic. Point of Sale Inspection report is available. Permits and contractor quotes are in process. Home is in a trust and being sold As Is.

1691 N Manitou Trail, Leland

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