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$1,999,000
3 Beds ⋅ 3 Baths ⋅ 1948457 MLS ⋅ The Homestead BLDG.
Vantage Pointe is a highly sought after and exclusive area of The Homestead ~ an enclave of condominiums that feel much more akin to private homes, perched along one of the highest bluffs in the resort. The vistas allow for a clear view of Sleeping Bear Point, the blue and turquoise waters of Lake Michigan, as well as the North and South Manitou Islands. Upon pulling in to the property, there is abundant private parking and a two car detached garage. A tastefully adorned pathway lined with blooming flowers leads you to a soothing water feature and a courtyard that is peaceful and private. Extensive, fully irrigated landscaping surrounds the property providing year-round beauty and privacy. Through the front door, a bright, warm, and welcoming entryway and gourmet kitchen beckons one inside, with clear views of sparkling waters in the distance. Pass through the dining room with its charming, oil lit chandelier, and in to the living room, with its beamed ceilings, stone, wood burning fireplace, and expansive views. It's adjacent to a beautiful home office with the same, spectacular views. On the main floor of the property, there is a primary suite with a sliding door to the garden patio, an en-suite bathroom, as well as an additional powder room. One can't miss one of the hallmarks of this remodel - the captivating staircase of reclaimed Michigan barn wood that leads upstairs to the main primary suite with more spectacular views of Sleeping Bear Point, which is highlighted on the third level. A small deck is just off the upper floor primary suite for taking in one of the famous, west facing sunset views. In the lower level, a granite topped bar with custom cabinetry and built in beverage station greets you, as well as the ping pong/pool table area, and customized home theatre with surround sound and six leather recliners. A large laundry room, oversized storage room, and additional bedroom with lake views and en-suite bathroom round out this incredible space.

3 Vantage Pointe, Glen Arbor
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 1948094 MLS ⋅ Woodstone BLDG.
There are places that ask you to slow down the moment you arrive, and Woodstone is one of them. Tucked among mature hardwoods in one of Glen Arbor's most sought-after neighborhoods, this beautifully refreshed home offers the perfect balance of peaceful surroundings and effortless access to everything that makes life in Leelanau County so special. Here, quiet mornings begin with coffee on the deck, afternoons spent on the shores of Lake Michigan or enjoying a round of golf, and evenings end with dinner in downtown Glen Arbor before making the short trip home beneath a canopy of trees. Inside, you'll find warm, comfortable living spaces with updates that allow you to move in with confidence and immediately begin enjoying your Up North lifestyle. Recent improvements include fresh interior paint throughout, new upstairs carpeting, a new furnace installed in 2025, and updated kitchen and laundry appliances including a new refrigerator, dishwasher, washer, and dryer. Beyond your front door, the Woodstone community offers a lifestyle that is difficult to duplicate. Walk to nearby pickleball and tennis courts, browse local art galleries, enjoy Glen Arbor's restaurants and shops, or take a short bike ride to the Lake Michigan shoreline. When adventure calls, Sleeping Bear Dunes National Lakeshore, Big and Little Glen Lakes, championship golf, wineries, and the charming villages of Leland and Empire are all just minutes away. With the convenience of municipal sewer, a peaceful neighborhood setting, and one of Northern Michigan's most desirable locations, this is more than a home. It's an invitation to experience Glen Arbor the way it was meant to be lived.

6 Twisted Oak, Glen Arbor
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 1948038 MLS ⋅ The Homestead Resort BLDG.
Situated along Lake Michigan's shoreline in the southernmost portion of The Homestead, less than one mile from downtown Glen Arbor, is South Beach 23. This full ownership condo is a lower level unit that walks directly out to the beach. It has four bedrooms, three bathrooms, two decks, and two living areas to accommodate almost any family or group! Updates include fresh paint, newer flooring, bathrooms, wet bar in lower level, and a more updated kitchen. Enjoy strolls along the water and breathtaking sunsets. The Crystal River is just a short walk away for tubing and kayaking, as well, and all restaurants, shops, wineries and galleries are at your fingertips. Sold furnished with some exceptions.

23 South Beach Unit 23, Glen Arbor
$3,250,000
3 Beds ⋅ 3 Baths ⋅ 1947982 MLS ⋅ Metes And Bounds BLDG.
This is the long awaited location on Glen Lake so many have been seeking! This estate sized parcel, situated on Sunset Drive, with 217' of Big Glen Lake frontage and 1.27 acres, is located near the crossroads of Sunset Drive and Lake Street in downtown Glen Arbor, making it not only a beautiful location with level water frontage and ample space to build, it's also just over half a mile in to the heart of downtown Glen Arbor. There's an existing cottage on the property with three bedrooms, three bathrooms, a sun room, workshop, and two patios. There is also a dock included with the sale. Home is being sold in as-is condition. Don't pass up this incredible opportunity that seldom becomes available!

6439 S Sunset, Glen Arbor
$2,995,000
6 Beds ⋅ 7 Baths ⋅ 1947576 MLS ⋅ N/A BLDG.
If you've been in search for the perfect Glen Lake property to create a family legacy property, you'll want to consider this spectacular new listing! Glen Lodge, the namesake of a former logging camp dwelling from yesteryear, was built in 1994 to provide modern utility for the current owners who are ready to pass the keys to their successors. Located within Glen Arbor Township's limited Resort Zoning district, the Lodge was constructed with the ability to share this unique setting with others by virtue of three lower level suites that have historically been utilized as short term rental spaces. Large multi-generational families will want to take advantage of what's been referred to as the North View, Middle View, and South View units, all with kitchens and private bathrooms, North & South with a private bedroom space, Middle a studio floor plan. The main level features three generously sized bedrooms, the master/primary enjoys lake facing views, a private deck, & nicely appointed bathroom. The other 2 bedrooms share a full bath with tub/shower & tile floors. 6 panel pine doors & trim, with T&G paneling on many of the sloped ceilings throughout the house, built-in cabinetry, ledge stone gas fireplace pay homage to the timeless architecture cottage motif. You'll love spending time with family & friends in the spacious great room, sharing meals in the lake side dining room, screened porch when Mother Nature doesn't cooperate, or on the massive water side deck when she does. Meals are a joy to prepare in the spacious kitchen, plenty of room for the chefs in the family, with room for the support staff to watch. A loft space that over looks the great room is a perfect spot for a home office/den, with 3/4 bath. Laundry stations on both levels, oversized 2 car garage, a wonderful open & wooded parcel with 131' of frontage, enjoy sun and moon rises, northern lights, & gradual drop off.

7953 S Glen Lake Road, Glen Arbor
$510,000
1 Beds ⋅ 1 Baths ⋅ 1947200 MLS ⋅ The Homestead BLDG.
A fantastic water view location in The Homestead! This one bedroom, one bathroom, mid-level condo in Tall Timbers provides lovely Lake Michigan, Crystal River, and western facing sunset views. The Crystal River is directly in front of the condo for easy access to tubing, kayaking, or fishing, and just over the very near by foot bridge is the stunning Lake Michigan beach for walking, sunbathing, swimming, and general enjoyment! This light and breezy space has white, tongue and groove paneling along the walls, white kitchen cabinets, white bathroom cabinetry, a newer oven/range, and every convenience needed. There is great ease of use with this turn-key property that is sold furnished with some exceptions. Heat, air conditioning, in-building laundry, storage lockers and parking directly in front of the building all make this a comfortable space to make your getaway!

4 Tall Timber Unit D3, Glen Arbor
$204,000
3 Beds ⋅ 3 Baths ⋅ 1947149 MLS ⋅ Pinnacle Place The Homestead BLDG.
Pinnacle Place offers quarter ownership with each share deeded twelve weeks, or one week about every month, including two two-week stays in the summer months. Schedule slightly rotates every year, allowing all shares to have same schedule eventually. Weeks run Friday to Friday. Located high above the Lake Michigan beach with incredible views of the lake, dunes and sunsets. Built with three levels, each unit has updated furnishings, fireplace, private master suite and two decks with stunning lake and sunset views. There are about 60 steps from the parking lot to the front door. Note that this share includes two weeks over Labor Day this year, and 2 weeks over July 4 next year. This is a great way to enjoy the holidays to the fullest! Pets are allowed with approval. Monthly dues cover utilities, upkeep of interior of units and exterior of buildings, insurance, snow plowing and landscaping, and periodic updates of units.

4A Pinnacle Place, Glen Arbor
$1,850,000
4 Beds ⋅ 5 Baths ⋅ 1946245 MLS ⋅ Woodstone BLDG.
Located in Glen Arbor’s sought-after Woodstone neighborhood, this beautifully maintained 3,200 sq. ft. home offers riverfront living with modern luxury. Built in 2006 and thoughtfully updated, the home features four bedrooms, 4.5 bathrooms, and an open-concept layout anchored by a bright Great Room with hardwood floors, large windows, and a stone fireplace. The updated kitchen includes premium appliances and quartz countertops, while the main-floor primary suite provides a spa-like retreat with heated floors and a walk-in shower. Additional living spaces include a sunroom, bonus room, and two upstairs ensuite bedrooms—one with a private deck overlooking the Crystal River. Outdoor amenities are a standout, with multiple levels of decking, a new composite deck, motorized awning, and a private dock for kayaking and swimming. With whole-home smart technology, a heated garage, and close proximity to Glen Arbor, Glen Lake, and Lake Michigan, this home delivers a rare combination of comfort, convenience, and waterfront lifestyle.

3 Crystal Bend, Glen Arbor
$179,000
3 Beds ⋅ 3 Baths ⋅ 1946167 MLS ⋅ Pinnacle Place The Homestead BLDG.
Located high above the Lake Michigan beach with incredible views of the lake, dunes and sunsets. Built with three levels, each unit has updated furnishings, fireplace, private master suite and two decks with stunning lake and sunset views. Pinnacle Place offers quarter ownership with each share deeded twelve weeks, or one week about every month, including two two-week stays in the summer months. Schedule slightly rotates every year, allowing all shares to have same schedule eventually. Weeks run Friday to Friday. Monthly dues cover utilities, upkeep of interior of units and exterior of buildings, insurance, snow plowing and landscaping, and periodic updates of units.

2C Pinnacle Place, Glen Arbor
$695,000
2 Beds ⋅ 2 Baths ⋅ 1946054 MLS ⋅ The Homestead Ridge Top BLDG.
One of the very best views of Sleeping Bear Bay in both The Homestead and Leelanau County! Stunning vistas of turquoise water, the Manitou Islands, and Sleeping Bear Point from this two bedroom, two bathroom, freshly remodeled condo in The Homestead. West facing sunsets bring in even more magic! Two wood-burning fireplaces (in the living room and primary bedroom), private baths for both bedrooms, and an open concept living, kitchen, and dining area complete the space. The primary bedroom also has sweeping views of Lake Michigan, and the secondary bathroom has an in-condo washer and dryer. All spaces are tastefully designed, decorated, and allow for a light, breathable space that highlights the phenomenal scenery! New flooring, paint, kitchen and bathrooms, as well as a new doorwall slider in the primary bedroom, and a new roof on the Ridge Top Association! Excellent rental history. Sold furnished with a few exceptions, making this almost entirely turn-key. Don't miss this gem! *This property currently has rentals in place with The Homestead Resort in the summer of 2026.

9 Ridge Top, Glen Arbor
$319,000
3 Beds ⋅ 3 Baths ⋅ 1945847 MLS ⋅ The Homestead BLDG.
Enjoy easy ownership with one week every other month throughout the year.Fish House sits on the banks of the Crystal River, with a short dune and the Lake Michigan beach on the other side. The unit overlooks a broad grassy lawn with a bridge that takes you to miles of sandy beach. This three bedroom, 2.5 bath townhome sleeps seven and is ideally located near the Beach Club with heated pool, tennis and dining. Here, you will be refreshed with sunsets, and walks along the river and beach, while enjoying all the comforts of home. Parking for two cars included. This is the perfect getaway spot with spacious rooms and pleasing decor.

1H Fish House, Glen Arbor
$339,000
3 Beds ⋅ 3 Baths ⋅ 1945846 MLS ⋅ Fish House At The Homestead BLDG.
Fish House sits on the banks of the Crystal River and overlooks a broad grassy lawn with a bridge that takes you to miles of sandy beach. This three bedroom, 2.5 bath townhome sleeps seven and is ideally located near the Beach Club. Here you will be refreshed with sunsets, and walks along the river and Lake Michigan Beach, while enjoying all the comforts of home. This is the perfect vacation spot with spacious rooms and beautiful décor. Parking for two cars included. Enjoy easy ownership with one week every other month. Fish House 1A is available to close on or after July 31. Each share has six weeks, or one week every other month.

1A Fish House, Glen Arbor
$1,895,000
3 Beds ⋅ 3 Baths ⋅ 1945807 MLS ⋅ N/A BLDG.
The Crystal River Slowly meanders through upland and lowland areas, sourced from the Glen Lake Watershed, the springs in the hills and along the shorelines that surround Little and Big, Glen and Fisher Lakes, on it's way to Lake Michigan. It wraps around two sides of this remarkable new offering, nearly 5 acres, with approximately 1400 feet of frontage, guarded by stately oaks and majestic pines. A circa 1945 farm house/cottage was added on to around 1990 to expand the living and resting areas, and has a cool, cottage vibe, with hard pine floors, barn beam accents, some "wavy glass" window sashes in the vintage wing, cozy wood stove, eclectic bathroom appointments, traditional covered porches, and large deck over looking the Crystal River. A lovely spot to enjoy and contemplate life. This special property is a one of a kind, Renovate the existing cottage or know that there's plenty of room to create a wonderful family compound, fishing lodge, or ultimate Glen Arbor legacy home. A vintage barn/garage/workshop offers great utility, would make a fabulous studio overlooking the river as it meanders along the sunrise side of the land. Protected lands nearby are owned by the The Sleeping Bear Dunes National Lakeshore and Glen Arbor Township, it doesn't get much better than this! The sellers respectfully ask for 4 hour notice for showings, and will need adequate time after closing to remove personal property.

5760 W Crystal View Road, Glen Arbor
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 1945783 MLS ⋅ Woodstone BLDG.
What an incredibly beautiful home in Leelanau County! Located in the desirable neighborhood of Woodstone in downtown Glen Arbor, this four bedroom, three bathroom home is close all that town has to offer, including access to Big Glen Lake, Lake Michigan, and the Heritage Trail. Pine Trace 12 welcomes you with a gracious front porch, and is beautifully maintained and well appointed, sprawling over three finished floors with exquisite attention to detail. The main floor is complete with an open dining room, living room, and kitchen, office, primary suite, guest bedroom and bath, and laundry area. Upstairs there are two more bedrooms, an additional bathroom, and large bunk room/play area and a hallway sitting area with coffee bar. In the lower level, there's another beautifully appointed living room and bathroom. Every comfort of home is available - central heat and air, attached two car garage, and plenty of unfinished storage space. No detail was spared in making this an inviting and comfortable home home.

12 Pine Trace, Glen Arbor
$3,900,000
4 Beds ⋅ 5 Baths ⋅ 1945399 MLS
Set on the coveted south end of Big Glen Lake with 90 feet of private sandy frontage, this stately cedar shake and brick residence offers a rare opportunity to create generations of memories in one of Leelanau County’s most treasured settings. Designed for gathering and relaxed lakefront living, the 4,041 sq ft home features four bedrooms plus additional den and recreation spaces, offering flexibility for hosting family and friends year-round. A welcoming brick courtyard framed with seasonal blooms creates an elegant first impression, while inside, expansive lake views and warm gathering spaces invite connection. The thoughtfully designed kitchen offers extensive cabinetry, abundant counter workspace, a center island, double ovens, and a unique fold-up countertop bridge connecting the island to the counter—perfect for additional prep space, casual dining, or buffet-style entertaining. Oak hardwood flooring flows from the foyer and hall through the kitchen and dining area, complementing the home’s timeless character and comfortable layout. The living room centers around a wood-burning fireplace, creating a cozy gathering place after long days on the lake while expansive windows frame beautiful views of Big Glen Lake. The main-floor primary suite, main-floor laundry, and oversized two-car garage with built-in storage provide convenience for everyday living, while the additional guest bedrooms, den, and rec room offer plenty of space for multi-generational enjoyment. Outside, two spacious lakefront patios provide exceptional outdoor living with ample room for grilling, entertaining, dining, and sunbathing just steps from the shoreline. Spend your days boating, swimming, paddleboarding, or relaxing along the sandy beach while taking in panoramic lake views. Perfectly positioned near renowned local favorites Funistrada and La Becasse, this combines peaceful waterfront living with convenient access to Sleeping Bear Dunes, and Glen Arbor.

4868 W Whispering Pines Lane, Glen Arbor
$399,000
1 Beds ⋅ 2 Baths ⋅ 1944902 MLS ⋅ Hawks Nest @ The Homestead BLDG.
In a quiet ridge top area adjacent to the Bay Mountain ski area and Spa Amira, this cozy one bedroom condominium on two levels has easy access of only six steps to enter, and distant Lake Michigan views. This is the perfect retreat for a couple or small family. Here you will find lots of natural light, and many recent updates including wool carpet, paint, Anderson French doors, and washer/dryer. This condo with spacious screened deck is move-in ready with furnishings included. The fireplace adds warmth in the cold season. Buyers have the option of Club membership to enjoy resort amenities.

13 Hawks Nest, Glen Arbor
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 1944812 MLS ⋅ Le Bear Resort BLDG.
A rare offering for multiple, continuous shares in the Glen Arbor luxury resort, Le Bear, situated along the shores of Lake Michigan with west facing sunset views. The benefit of purchasing together is having three subsequent weeks at a time and 18 weeks of use per year! Le Bear 12 is a desirable upper level unit in Le Bear, located in the central part of the building with abundant natural light, aa modern, comfortable decor, and a more open living room, dining room, and kitchen floor plan. This condo has three true bedrooms (many in Le Bear have 2 bedrooms and a den with a murphy bed instead), and also has two full bathrooms and one half bathroom. This condo specifically boasts a gourmet kitchen, two fireplaces (in this unit - both in the living room and primary bedroom), incredible Lake Michigan and Manitou Island views, heightened living room windows, a large deck with light filtering pergolas, a patio table, lounge chairs and grill, beach access, and is located adjacent to the fabulous fine dining restaurant, Blu. Le Bear is Part of "The Registry Collection." Not a detail was spared in creating this incredible fractional ownership experience. The 1/8th fractional ownership is broken down to each share having 6 weeks of use on a rotating calendar- 1 full week at a time. The calendar rotates forward by one week every year so that every owner experiences different weeks. Owners have the option to rent their weeks, which can be very effective at covering association costs and taxes. This upper level unit in the heart of the building with abundant natural light shouldn't be missed, as well as the opportunity to own multiple shares in a row without the expense of a full unit ownership.

5707 (12FGH) S Lake Street, Glen Arbor
$375,000
3 Beds ⋅ 3 Baths ⋅ 1944684 MLS ⋅ Le Bear Resort BLDG.
Fractional, 1/8 share ownership on Lake Michigan in downtown Glen Arbor at the luxury resort, Le Bear! This beautiful property boasts both an indoor and outdoor pool, full concierge service, daily housekeeping, a shared clubhouse with a bar, billiards table, kitchen and gym, private parking and a one car garage each. Phenomenal views of Sleeping Bear Bay and the Manitou Islands with western facing sunset views. Le Bear is Part of "The Registry Collection." Not a detail was spared in creating this incredible fractional ownership experience. The condos themselves have two bedrooms, a den with a murphy bed, two and one half bathrooms, a gourmet kitchen, two fireplaces (in this unit - both in the living room and family room spaces), incredible Lake Michigan views, decks with patio furniture and a grill, beach access, and are located adjacent to the fabulous fine dining restaurant, Blu. Each condo is decorated in the same, tasteful style, and the fractional ownership unit available, 6A, is a mid level unit (and there is an elevator available!). The 1/8th fractional ownership is broken down to each share having 6 weeks of use on a rotating calendar- 1 full week at a time. The calendar rotates every year so that every owner experiences different weeks. Owners have the option to rent their weeks, which can be very effective at covering association costs and taxes.

5707 (6A) S Lake Street Unit 6A, Glen Arbor
$5,500,000
5 Beds ⋅ 7 Baths ⋅ 1943055 MLS ⋅ Metes And Bounds BLDG.
We've found your dream home. In your dream location. Private estate located on 130 feet of Big Glen Lake frontage on the exclusive "Gold Coast" of Glen Lake. This property is ideally located on Northwood Drive, within walking distance of downtown Glen Arbor. The property has a main home on the waterfront, remodeled in 2000, which is nearly 7,000 square feet, contains five bedrooms, five bathrooms, four fireplaces, three floors of living space, a designated office, and an "Eagle's Nest" hovering above Glen Lake with a towering view of the water. There is also an attached, two car garage. Other notable features include a spacious living room, family room, den, chef's kitchen, two additional kitchenettes, two laundry spaces, a furnace offering heat, air conditioning, and a built-in humidifier, as well as a full-house generator and alarm system. There are two additional garage outbuildings, one being a a large "game room," and the other being a yoga studio. Each outbuilding offers an additional 1,200 square feet of usable space, bringing the square footage of these three buildings to over 9,000 square feet, and the garage space to six stalls. The "game room" has its own two car garage with a sizeable living space above that is equipped with a bar, billiards table, dining/card playing space, small kitchen, and built in bunk beds. It also has its own bathroom. The garage below is also home to a gym area, adjacent to the two vehicle parking spaces. The second outbuilding, the yoga studio, also sits above another attached, two car garage. It is open, light filled, and has its own bathroom with a soaking tub. Most importantly, this property is home to a wide and expansive sandy beach, a treehouse along the water, playset, dock, beautifully manicured gardens, as well as pickleball and basketball courts. The property depth is 500 feet and it is situated on approximately 1.5 acres.

5227 W Northwood Drive, Glen Arbor
$1,200,000
2 Beds ⋅ 1 Baths ⋅ 1940094 MLS ⋅ Forest Haven Subdivision BLDG.
Up North Oasis in the Heart of Glen Arbor — 3.5 Acres of Rare Opportunity - Welcome to your Up North sanctuary, tucked away on nearly 3.5 wooded acres in the heart of Glen Arbor. This rare property offers both tranquility and convenience. A private, wooded setting within walking distance of Lake Michigan and everything downtown Glen Arbor has to offer. The cozy 2-bedroom, 1-bath cottage invites immediate enjoyment as a relaxing retreat or income-producing vacation rental. The expansive 928 sq ft pole building provides flexible space for hobbies, storage, or future conversion into a guest suite or creative studio. The lot’s size, location, and existing infrastructure also make it an excellent canvas for your luxury dream home or multi-structure compound. Imagine sipping your morning coffee under the tall pines, biking to the dunes, or strolling downtown for ice cream on a summer evening. This property combines location, lifestyle, and limitless potential—a true gem in one of Northern Michigan’s most sought-after towns. Property is being sold as is. All measurements are approximate and should be verified by buyer. Agent is a licensed real estate agent and part-owner.

6025 Forest Haven Drive, Glen Arbor
$1,400,000
3 Beds ⋅ 4 Baths ⋅ 1939840 MLS ⋅ The Homestead BLDG.
Some things are just worth the wait... This beautiful property will be available for possession in August of 2026. Stunning views of majestic Lake Michigan, Sleeping Bear Point, and the Manitou Islands from nearly every angle of this home in Vantage Pointe! Whether during the peak of summer, fall colors, or as the snow falls, there is quite possibly no better view in The Homestead (or even in Glen Arbor) for taking in sunset! The spacious, open floor plan of this three bedroom, four bathroom home located at The Homestead offers many possibilities for making this your own, unique space. Being an end unit in the Vantage Point Association, there's a large deck for entertaining and taking advantage of the spectacular views that is directly off the main floor living, dining and kitchen area. There's a main floor primary bedroom with its own lake view/deck access, and a large, en-suite bathroom, as well as a second bedroom and bathroom on the main floor. Upstairs, there's a lofted space used as an additional bedroom with a Jack and Jill bath, and office area with potential for different uses. An oversized, finished basement/family room (which also accommodates an additional bedroom with egress windows and a full bathroom) boasts a wet bar, laundry room, and a large, tiled space perfect for a billiards room, game room, or simply ample storage! Use your creativity! Two fireplaces, heat and air conditioning, cathedral ceilings, newly replaced skylights, and a two car detached garage add to the attractiveness of this terrific opportunity. This property has been well cared for and loved, and it shows! Sold furnished with some exceptions.

10 Vantage Pointe, Glen Arbor