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$767,500
4 Beds ⋅ 3 Baths ⋅ 26017543 MLS ⋅ SOLD Status
Owner said to make a Big splash, offer some equity, make it the "Endless Summer" Sale. Lakeside Beach Bungalow 4/2.5 Original Fur floors, stucco texture walls and a fireplace in the living room. Traditional layout with 1 bedroom on the main level and 3 more upstairs. Updated Kitchen, Baths, Electrical, Plumbing, Heating and On Demand. Ready to enjoy. Trussed 24' x 40' Studio/Barn makes an ideal open-air outdoor entertainment area. Also with updated electrical and natural gas. French doors offer views of a deep and wide-open backyard with fire pit. Winding wilderness trail through the woods in back and plenty of room for a pool. Walk/Bike to Pier St Beach in Lakeside or a short drive to Cherry Beach in Harbert. Welcome to Endless Summer Fun and all things Harbor Country.

8605 East, Lakeside
$1,725,000
3 Beds ⋅ 2 Baths ⋅ 26043088 MLS ⋅ SOLD Status
LAKESIDE POOL HOUSE RETREAT! This thoughtfully designed, newly completed renovation is tucked away on nearly 2 private acres in the heart of Harbor Country. A magical 300' drive winds through mature trees, creating a peaceful sense of arrival. Designed to bring the outdoors in, a dramatic wall of glass frames the expansive, resort-style pool area. Massive decks and patios create seamless indoor-outdoor living and the ultimate setting for entertaining, relaxing and summer fun. Less than a mile from one of Lake Michigan's best beaches and just minutes from acclaimed restaurants, shops, farmers markets and the linear bike trail. This rare property combines privacy, style and an unbeatable location—your own one-of-a-kind Harbor Country escape! $1,375,000

14634 Red Arrow Highway Unit 3, Lakeside
$1,179,000
5 Beds ⋅ 2 Baths ⋅ 26033120 MLS ⋅ SOLD Status
Tucked within one of Harbor Country's most coveted communities, celebrated for its serene atmosphere, architectural charm, and beautiful beaches, this recently updated 5-bedroom retreat is thoughtfully designed for relaxation, entertaining, and year-round enjoyment. Nestled on a wooded one-acre setting with a fenced half-acre, this spacious home offers the perfect blend of comfort, privacy, and convenience, just a short walk to the shores of Lake Michigan. Major renovations completed in 2023/2024 throughout the home including a fully finished lower level featuring additional sleeping accommodations, a full bath, laundry room, and an inviting recreation room with wet bar--ideal for hosting family and friends. The open, welcoming floor plan plan offers generous spaces for gathering and everyday living, while the expansive deck and private hot tub and outdoor shower provide the perfect place to unwind after a sun-kissed day enjoying the Lake Michigan beaches. An illuminated walking path meanders through the wooded backyard, leading to a second fire pit that provides an enchanting setting for entertaining and relaxing under the stars. Surrounded by mature trees and natural beauty, the property offers exceptional privacy with plenty of room to add a future swimming pool or create the outdoor oasis of your dreams. Whether you're searching for a weekend getaway, or a full-time residence, this exceptional Harbor Country home offers the ideal combination of modern updates, serene surroundings, and easy access to some of the area's most sought-after beaches, restaurants, wineries, and outdoor recreation.

14507 Lakeshore Road, Lakeside
$4,100,000
4 Beds ⋅ 4 Baths ⋅ 26016050 MLS ⋅ SOLD Status
A quarter-mile driveway winds through the trees before Beechtree Farm comes into view: 32 acres along the Galien River with picturesque walking trails, native grasses, and wildflower fields set under a wooded canopy. Secluded yet welcoming, it's the kind of place that invites stillness and togetherness in equal measure. The main residence has the feel of a Scottish hunting lodge: stone floors, timber-beamed ceilings, two fireplaces, and rooms filled with natural light from windows on every side, keeping the landscape close. The kitchen runs on Sub-Zero, Viking, and Miele and opens into a dining room suited for everyday living and full-house weekends alike. The primary suite is on the main level with a walk-in closet and steam shower. Three more bedrooms upstairs, including two en-suite, offer privacy and comfort. Screened porches on both levels stretch the house outdoors, and an upper-level office is there when you need it. Beyond the main house, the property offers comfortable spaces and amenities for all to enjoy. A separate farmhouse with an idyllic porch, primary bedroom, and bunk room is perfect for guests who want to be close but on their own schedule. The Commons, a dedicated gathering and amenity space, adds a home gym, sauna, full bath, large walk-in, two spacious rooms and a relaxed living room for rainy afternoons or holiday overflow. The grounds are just as considered, featuring an expansive yard, pool, hot tub, and pool house with outdoor shower, water closet, and changing rooms. Riverside trails wind past firepits and shaded campsites in the woods. Memorable wildlife sightings include owls, deer, wild turkeys, turtles and butterflies. A restored 1913 barn stands at the heart of the property, lending scale and the opportunity to host celebrations big and small. Beechtree Farm is designed to offer something increasingly rare: a private retreat shaped by its natural surrounds and the perfect setting for generations to gather, create lasting traditions, and return for years to come.

6852 W East Road, Lakeside
$1,695,000
5 Beds ⋅ 5 Baths ⋅ 26022395 MLS ⋅ SOLD Status
Location, location, location--and a whole lot of personality! This one-of-a-kind Lakeside gem brings together classic architectural charm with fresh, modern updates in all the right ways. Originally designed by architect Hubert Bebb circa 1935, this home is full of character, style, and story. Set high on a gorgeous, wooded ¾-acre corner lot overlooking the picturesque Wilkinson Ravine, you'll feel like you're tucked away in your own private retreat--yet just moments from Pier St beach. The 2024 renovation adds the perfect modern touch to this 5 bedroom, 4.5 bath home with a sleek new kitchen and beautifully updated baths. Newer windows flood the home with natural light and frame those incredible views. Inside, you'll find bright, airy spaces made for both relaxing and entertaining. En suite bedrooms offer comfort and privacy, including a dreamy primary suite with its own den or office--ideal for working remotely or unwinding with a good book. A formal dining room sets the the stage for memorable dinners, while the cozy wood-burning fireplace invites you to kick back and stay awhile. Love being outside? You're in luck. With multiple outdoor entertaining areas and a huge yard for outdoor fun and games and plenty of space for summer parties, morning coffee, or evening cocktails under the trees. This home also features an attached two-car garage, a work room and plenty of lawn space for a future pool. The location, steps from Pier Street Beach, provides you with the perfect blend of charm, convenience, and fun, making the possibility of your beautiful lasting memories endless. Furnishings are negotiable.

14847 Lakeshore Road, Lakeside
$2,800,000
5 Beds ⋅ 4 Baths ⋅ 26015443 MLS ⋅ SOLD Status
Rare Lakeside coastally inspired 5br/4ba home on 2.4 acres bordered by a ravine in back and with private beach access shared by only 5 homes! This timeless and inviting home welcomes you with a wraparound porch, sunny screen porch and multiple gathering areas. The light-filled, gourmet kitchen makes entertaining a joy with a SubZero fridge, custom butcher block, cooling drawers, custom cabinets and a butler's pantry. The dining area/sunroom has views of the yard and woods, and leads to the generous living area anchored by a cozy fireplace. French doors bring you to the large screen porch to relax and listen to the lake. The main floor den is ideal for movie night. Upstairs, the primary suite has windows on 3 sides and a beautiful en suite bath. Four more large bedrooms (two that open to private decks) and three full baths ensure everyone can gather comfortably. Large lot perfect for a pool! This property is ready for you to enjoy and experience the epitome of the Lakeside lifestyle!

14895 Lakeshore Road, Lakeside
$450,000
2 Baths ⋅ 25019734 MLS ⋅ SOLD Status
LAKESIDE -Prime location, with amazing visibility in the heart of Harbor Country. Close to one of the best LAKE MICHIGAN beaches and connected to the new linear bike path. The double barn has two sections, each with a second floor- easily separated. Possible retail below and residential on the second floor. At this square foot pricing, the options are endless. The small building out front was built as a diner and still has the cool retro charm. Bring your talents and dreams to this one-of-a-kind property.

14866 Red Arrow Highway, Lakeside
$430,000
5 Beds ⋅ 3 Baths ⋅ 26003649 MLS ⋅ SOLD Status
A rare canvas and exceptional investment opportunity in the heart of Harbor Country in Lakeside, where quiet roads wind past fairways and forest, an uncommon opportunity awaits directly across from the storied Chikaming Country Club. Positioned on one of the area's most desirable and supply-constrained corridors, this nearly 3,000-square-foot residence sits on nearly three-quarters of an acre and is embraced by 15 acres of protected preserve - a setting that offers both enduring privacy and strong long-term value. Fully taken to the studs, the home stands ready for reinvention. The existing tri-level footprint supports a four-bedroom, three-bath layout with an attached two-car garage, offering a versatile framework for a bespoke retreat, luxury spec build, or thoughtfully curated resale project. The property presents a true redevelopment opportunity, with improvements typical of a comprehensive renovation or new-build caliber project anticipated, including utilities, waterproofing, windows, roof, electrical, plumbing, insulation, and complete kitchen and bath installations. For the right buyer, this creates the freedom to design and execute a home to today's standards and aesthetic expectations. Outside, the landscape unfolds as a private sanctuary. Mature trees frame an open lawn with ample room for a future pool, guest house concept, garden terraces, or expansive outdoor living  amenities increasingly sought by Harbor Country buyers. With protected land beyond, the natural backdrop remains serene and preserved. The lifestyle offering is equally compelling. Days begin with a ride along the new bike path, afternoons drift toward the sugar-sand shores of Pier Street's township beach, and evenings are spent enjoying the area's beloved dining, farm stands, and boutiques. Just over an hour from Chicago, yet a world away in pace, the location continues to see steady demand from both weekend and year-round buyers seeking refined escapes. For those who value place, privacy, and potential, this is more than a renovation or redevelopment  it is an opportunity to create a legacy home or a high-upside investment in one of Harbor Country's most coveted settings.

15344 Lakeside Road, Lakeside
$400,000
2 Beds ⋅ 1 Baths ⋅ 20261000145 MLS ⋅ SOLD Status
A true piece of paradise just minutes from the shores of Lake Michigan. This beautifully renovated 2-bedroom, 1-bath ranch sits on a large, private wooded lot, offering the perfect blend of relaxation and convenience. The home has been fully updated with new laminate flooring, fresh interior and exterior paint, energy-efficient windows, and a newer furnace and water heater.The spacious kitchen features LG stainless steel appliances and ample room for entertaining after a day at the beach. An almost-new pole barn provides exceptional storage for boats, golf carts, and all your recreational toys. Best of all, the home is being sold fully furnished, making it truly move-in ready for immediate enjoyment or short-term rental potential.Located in the charming lakeside community of Lakeside, within sought-after Harbor Country, you are surrounded by quaint antique shops, excellent restaurants, and small-town charm. Just minutes from New Buffalo and Union Pier, and less than 90 minutes from Chicago, this is an ideal getaway, investment property, or year-round retreat near Lake Michigan.

14600 Red Arrow Highway, Lakeside
$1,146,000
6 Beds ⋅ 6 Baths ⋅ 25052377 MLS ⋅ SOLD Status
Spacious, fully furnished 6br/5.5ba Lakeside home on a large lot just a few blocks from Berrien St township beach. This great property, with contemporary flair, welcomes you with an open plan living space that includes two main floor bedrooms with en suite baths. Get cozy by the fireplace in the 2-story great room or head out to the garage game room for some friendly fun! Four bedrooms upstairs, all with balconies, and a generous rec room on the lower level mean you'll have plenty of space for friends and family. Large deck out back includes a hot tub! The huge yard gives you plenty of space to add a pool/pickleball/tennis court! Close to township beaches in a central Harbor Country location, this home offers a strong rental history, over $100k in 2024, and is an investment you can enjoy!

15445 Lakeshore Road, Lakeside
$4,100,000
6 Beds ⋅ 5 Baths ⋅ 25030469 MLS ⋅ SOLD Status
ARCHITECT DESIGNED LAKESIDE RETREAT STEPS FROM PIER ST BEACH! A rare offering—this architect's personal residence is a masterful blend of modern elegance, timeless craftsmanship, and thoughtful design. Just three years new and located steps from Pier Street Beach, this exceptional home is the result of a visionary collaboration between the best in the industry. With clean, classic lines, a striking brick façade and a 15' x 40' pool, the home was designed from the inside out to harness natural light and blur the boundaries between indoor and outdoor living. Wide white oak floors, soaring 18-foot vaulted ceilings, clerestory windows, and walls of glass create a luminous, welcoming interior that feels grand yet intimate. Ideal for both luxurious entertaining and quiet retreat, the main living space features a dramatic two-story brick fireplace, which elegantly divides the great room from a sophisticated bar/den complete with custom cabinetry, an ice maker, bar fridge, and wine fridge. The chef's kitchen is a true showpiece, outfitted with a full-size refrigerator and freezer, dual dishwashers, an expansive island, and a dedicated coffee bar sure to delight culinary enthusiasts. The dreamy three-season porch, anchored by another stunning two-sided brick fireplace, seamlessly opens to the pool, generous deck, and alfresco dining area creating a resort-style experience right at home. With three en suite bedrooms, two additional flex rooms for guests or home offices, a children's playroom, and a dedicated Peloton room, this home offers space and versatility for every lifestyle. Additional highlights include a spacious 2.5-car garage, geothermal heating and cooling, a whole-house generator, and a large auto court. Modern yet warm, sophisticated yet livable this is one of the area's most distinctive and exceptional offerings. Pristine in every single detail!

9125 Pier Street, Lakeside
$564,000
5 Beds ⋅ 2 Baths ⋅ 25057423 MLS ⋅ SOLD Status
A DOZEN SHOWINGS AND TWO OFFERS SO WE ARE GOING FOR BEST AND FINAL BY 5:00 pm EST FRIDAY 11/14/2025, Working on getting interior photos that bombed the first round by end of today. Putting up Matterport, but not sure the portals will publish it. A six minute walk for me, a senior citizen (guestimated .2 mile) from your front door to the edge of an Association owned beach that is 180' deep measured from the edge of the water to the bottom of the steps this year. Charming traditional cottage with , some new windows. Rooms and more rooms as it was duplex at one time. Parking for 2 cars outside the yard, 3 cars if you are careful to use all the space. Last house in the neighborhood sold for 650. Matterport and Aerial Walk to the beach available upon request.

9134 Leo Lane, Lakeside
$1,299,000
3 Beds ⋅ 4 Baths ⋅ 25010426 MLS ⋅ SOLD Status
Introducing a new construction in Lakeside, MI! This inviting ranch-style home offers 3 bedrooms & 3.5 bathrooms, nestled on a peaceful, wooded lot in the heart of Harbor Country. Thoughtfully designed for modern living, the open-concept layout includes a spacious kitchen with a large island, a cozy breakfast nook, & a seamless flow into the living & dining areas. Additional features include a screened-in porch, a flexible game or bunk room, a generous pantry, a laundry/mudroom, an attached 2 car garage, & a charming covered front porch. Enjoy the outdoors on the expansive back deck, or explore the nearby beaches, shops & dining—just 90 minutes from Chicago! Pool option is also available. Buyer has the ability to add bedrooms/baths to basement

15062 Meadowood Lane, Lakeside
$360,000
4 Beds ⋅ 3 Baths ⋅ 25035372 MLS ⋅ SOLD Status
Discover your dream home just 1/2 mile from Pier Rd. Beach in beautiful Lakeside, Michigan. This stunning four bedroom, three bath residence is nestled on 2.4 acres behind the prestigious Chikaming Country Club, offering ample privacy. The primary bedroom with ensuite is conveniently located on the first floor, along with an additional main floor bedroom and bath. Upstairs, you'll find two large guest bedrooms, one featuring a walk-in closet. Relax year-round in the large three-season room or entertain on the expansive deck. With plenty of acreage for expansion or a pool, this property offers limitless potential. Three out-buildings provide ample storage for car collectors or tradespeople. Lakeside, Michigan offers a variety of attractions and amenities that make it a fantastic place to.. ....live. The Red Arrow Roadhouse is a local favorite for delicious meals and a cozy atmosphere. For a quick bite or a coffee, Whistle Stop Grocery offers a range of sandwiches and beverages. Lake Michigan is just a short distance away, perfect for boating, fishing, and enjoying the beautiful beaches. Additionally, Lakeside is only 90 minutes from Chicago. The area also offers plenty of opportunities for outdoor activities, such as hiking and fishing. This property is also ideal for investors, with its ample acreage and potential for expansion or the addition of a pool. The three out-buildings provide versatile storage options. Experience the perfect blend of comfort and convenience with a great floor plan that ensures even sunlight and exposure throughout the home. Don't miss this opportunity to own a piece of paradise in Lakeside, Michigan!

8770 W East Road, Lakeside
$260,000
3 Beds ⋅ 2 Baths ⋅ 25035387 MLS ⋅ SOLD Status
1/2 MILE FROM PIER RD BEACH this Manufactured home offers approximately 1,104 square feet of living space and sits on a 1.4-acre lot. It features three bedrooms and two bathrooms. The lot includes a detached garage/barn and is situated 1/2 mile to the shores of Lake Michigan. Recent updates include new floors throughout and a recently updated kitchen.The spacious lot provides ample room for outdoor activities and enjoyment of the natural surroundings and is adjacent to the Chikaming country club. The property's acreage allows for a sense of privacy and seclusion, while still offering convenient access to the nearby lake. This home presents an ideal living situation for those seeking a peaceful, nature-oriented lifestyle,with the added benefit of modern amenities and recent improvements.

8760 W East Road, Lakeside

Updated . Information deemed reliable but not guaranteed.