Lakeside Real Estate

Lakeside Real Estate

Welcome to Lakeside, Michigan—a hidden gem nestled in the heart of Berrien County. This charming community boasts a unique blend of natural beauty, vibrant culture, and a welcoming atmosphere that makes it an ideal place to call home. With its picturesque landscapes, Lakeside offers residents stunning views of Lake Michigan, sandy beaches, and serene parks, perfect for outdoor enthusiasts and families alike.

Lakeside is renowned for its rich history and tight-knit community spirit. The area is dotted with quaint shops, delightful eateries, and local markets that showcase the best of Michigan’s artisanal offerings. Whether you’re sipping coffee at a cozy café or exploring local boutiques, you’ll find that Lakeside is brimming with warmth and character.

For those who appreciate the arts, Lakeside hosts a variety of cultural events throughout the year, including art fairs, music festivals, and farmers' markets. The vibrant community calendar ensures there’s always something happening, making it easy to connect with neighbors and make lasting memories.

Conveniently located just a short drive from larger cities like St. Joseph and Benton Harbor, Lakeside provides the perfect balance of tranquility and accessibility. Residents enjoy a peaceful lifestyle without sacrificing the amenities of urban living. With excellent schools, recreational opportunities, and a strong sense of community, Lakeside is not just a place to live—it’s a place to thrive.

Come discover the charm of Lakeside, where every day feels like a vacation and the beauty of nature is right at your doorstep. Your dream home awaits in this idyllic lakeside community!

Newest Listings in Lakeside

2 Baths ⋅ 26035727 MLS ⋅ ACTIVE Status

Public Remarks: Be the envy of Southwest Michigan with this prime location. Let your imagination soar as you explore this space as the next bespoke gallery, high-end spa, a trendy clothing store, quaint coffee shop or the most sought after restaurant. All this AND walking distance to Pier Street Beach. This is such a special property as it is zoned residential and commercial. Make certain to take a look!

14913 Lakeside Road, Lakeside

2 Beds ⋅ 2 Baths ⋅ 26035725 MLS ⋅ ACTIVE Status ⋅ Currently Used as Retail Store BLDG.

Be the envy of Southwest Michigan with this prime location. Let your imagination soar as you explore this space as the next bespoke gallery, high-end spa, a trendy clothing store, quaint coffee shop or the most sought after restaurant. All this AND walking distance to Pier Street Beach. This is such a special property as it is zoned residential and commercial. so it could also become a very cool Harbor Country home!! Make certain to take a look!

14913 Lakeside Road, Lakeside

5 Beds ⋅ 2 Baths ⋅ 26033120 MLS ⋅ ACTIVE BACKUP 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 Beds ⋅ 3 Baths ⋅ 26032774 MLS ⋅ ACTIVE Status

Discover your Harbor Country retreat just minutes from Lake Michigan's sandy shore. Country living with public water & sewer. 6 private acres in sought-after Lakeside, this renovated farmhouse offers the perfect blend of charm, comfort, and room to roam. The main home features over 2,300 square feet, including a first-floor primary suite and a bright, open family room addition centered around a newer fireplace. Designed for gathering, the open kitchen showcases a custom-built island and walk-in pantry, flowing effortlessly to the covered front porch and expansive side and rear decks--ideal for entertaining or simply enjoying the peaceful surroundings. A newer 3-car garage provides exceptional flexibility, featuring a heated workshop for hobbyists, craftspeople, or year-round projects. Above the garage, a 600-square-foot studio apartment offers comfortable guest accommodations, a private office, or creative retreat. The attached lean-to affords extra storage space for lawn equipment, kayaks, or recreational gear. Other conveniences include newer HVAC systems, established perennial gardens, and thoughtful updates throughout. Whether you're an avid gardener, hobbyist, outdoor enthusiast, or simply seeking a private weekend escape, this property offers endless possibilities. Priced FAR below recent appraisal, this Harbor Country gem feels a world away from the demands of everyday life.Whether you're searching for a peaceful full-time residence, a weekend getaway, or a place to pursue your passions, this special property offers the privacy, space, and flexibility to make it your own. Priced to sell! 2026 appraisal was $1,150,000. Schedule your private tour today and experience the Harbor Country lifestyle for yourself.

7780 W East Road, Lakeside

26029810 MLS ⋅ ACTIVE Status

Rare opportunity to build your own legacy property on 49.9 acres in the heart of Harbor Country! First time on the market since 1959. A tree farm, with public water and electricity this rare parcel offers a beautiful blend of mature trees, open clearings, and natural surroundings for full privacy. Create a private legacy estate, multigenerational compound, equestrian retreat, future development potential. Located minutes from Lake Michigan's sandy beaches, this property offers the ideal Southwest Michigan lifestyle--days spent boating, beach-going, dining at acclaimed restaurants, visiting wineries and breweries, and enjoying the relaxed pace that draws buyers from Chicago and beyond. Close to NW Indiana airports for easy access to private planes. Surrounded by natural beauty yet close to Lakeside, Union Pier, New Buffalo, Three Oaks, and Harbert, this is a unique opportunity to secure one of the largest available land holdings in one of the region's most desirable destinations.

Red Arrow Highway, Lakeside

5 Beds ⋅ 5 Baths ⋅ 26024428 MLS ⋅ ACTIVE Status

Nestled within the deep wooded privacy of Lakeside, Camp Deerborn is a legacy retreat inspired by the great American lodges of the past yet designed for modern gathering and entertaining. Completed in 1999 by sought after builder Dunes Development, the home blends natural stone, heavy timber framing and exposed steel joinery with handcrafted lodge detailing that feels warm, authentic and architectural. Vintage camp inspired beadboard paneling, stone columns, timber beams, branch balusters and log stair detailing create a refined interpretation of classic lodge design. A dramatic two story great room anchored by a bold stone fireplace opens to the kitchen, dining and outdoor entertaining spaces. The main level primary suite includes a private den with fireplace and spacious bath with stone floors. Stone terraces, pool, screened pool house, koi pond, gardens and outdoor fireplace complete this rare private retreat near the beach.

14657 Lakeshore Road, Lakeside

26022839 MLS ⋅ ACTIVE Status

Build your Harbor Country dream home on this peaceful .80-acre wooded lot on Meadowood Lane in desirable Lakeside. Nestled within the Meadowood community, this spacious parcel offers a serene country atmosphere with natural wooded privacy. While secluded, the property remains perfectly positioned near many wide, sandy beaches, ideal for day trips and evening sunsets. Residents enjoy being just minutes from premier dining, boutique shopping, golf, scenic hiking trails and Chikaming Country Club; all with effortless access to Chicago. Bring your vision to life and ask us about our custom-building partners and we'll help you get started.

12 Meadowood Lane, Lakeside

4 Beds ⋅ 3 Baths ⋅ 26021530 MLS ⋅ ACTIVE Status

Two blocks from a huge private beach! This fully furnished 4br/3ba home with 800sf guest house and short walk to stunning private Shady Lane beach in the heart of Lakeside, MI! The spacious main house has room for everyone to gather, whether in the living room with cathedral ceiling and a fireplace, on the screen porch or in the generous eat-in kitchen/dining area that opens to a patio with a hot tub. The large primary suite has a walk-in shower and opens to a comfortable reading nook. Above the garage you'll find the guest space, with a full bath and kitchenette. A bunk room and laundry room on the garage main floor offer overflow sleeping space. Enjoy a huge yard with a fire pit! Best of all is the huge private beach, right at the end of the street! This is a successful vacation rental, ready for you to step right in and enjoy in all seasons!

9177 Shady Lane, Lakeside

26019089 MLS ⋅ ACTIVE Status

Create something meaningful in one of Harbor Country's most sought-after locations. The setting is peaceful and private, with a natural landscape that lends itself to a thoughtful architectural approach--whether that's a modern retreat, a timeless cottage, or a design-forward getaway, just a few blocks to beautiful Lake Michigan beaches. The location places you just moments from the shoreline of Lake Michigan, along with the charm and convenience of nearby favorites in Lakeside, Harbert, Sawyer, Union Pier, Three Oaks, and Grand Beach. Easy access to Chicago makes this an ideal option for those looking to establish a weekend escape or a full-time residence with a quieter pace. With generous space to build and the flexibility to design around the landscape, this is land that invites vision--an opportunity to shape a home and lifestyle that feels distinctly your own.

15161 Hillside, Lakeside

4 Beds ⋅ 3 Baths ⋅ 26017543 MLS ⋅ ACTIVE Status

Charming Bungalow on almost one acre in Lakeside Mi. Original Fur plank floors, stucco texture walls, traditional staircase and even a fireplace in the living room. Classic design with 1 bedroom on the main level and 3 more upstairs. With an updated Kitchen and 2 full baths, this is truly a ready to enjoy property. An extra-special feature is the trussed 24' x 40' Studio/Barn. Which also has updated electrical, natural gas and 4 pairs of french doors. It's an ideal open-air outdoor entertainment area with views of a gorgeous wide-open backyard with fire pit. There is even a 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 Summer Fun and all things Harbor Country.

8605 East, Lakeside

26012565 MLS ⋅ ACTIVE Status

Build your Michigan dream home on this beautiful vacant parcel with shared private beach access. Oriented in a serene setting, this property provides ample space for custom design, outdoor living, and year-round enjoyment. Whether you're dreaming of a modern retreat or a classic lakeside escape, this land is ready to bring your plans to life. Conveniently located near area amenities while still offering privacy and natural surroundings--an exceptional opportunity to create your ideal Michigan getaway. Adjacent lot #5 also listed.

4 Anita Lane, Lakeside

3 Beds ⋅ 8 Baths ⋅ 26010562 MLS ⋅ ACTIVE Status

Welcome to Ironwood, a historic lakefront estate on 3.44 acres with 127' of private beach on Lake Michigan. This 9300 sf home is set in a park-like setting with mature trees, perennial gardens, and open green space. The expansiveness and variety of the land combined with views of the lake make this gated estate an oasis of breathtaking natural beauty and peacefulness. The custom built home was designed by noted architect, John Hancock, and has an appealing contemporary/traditional style with four distinct connecting structures accommodating all combinations of activities and lifestyle choices. Architectural details include elegant mill work and trim, walls and ceilings done in painted wood throughout and 5 stone fireplaces creating a wonderful sense of warmth and tranquility. The luxury of space is evident in all the generous sized rooms, and the abundance of windows allows for the feel of living very privately in the heart of a park-like preserve. Amenities include an elevator, theater room, attached and detached garages and work shop. Visit, breathe, relax and experience the sense of security and timelessness that is Ironwood. One owner home and first time on the market. Only 75 miles from downtown Chicago

15360 Lakeshore Road, Lakeside

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