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Lakeside Real Estate Search

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Lakeside Homes for Sale

Nestled in the heart of Harbor Country, the small town charm of Lakeside, Michigan has been a vacation destination by nearby Chicagoans since the 1920’s. Primarily offering homes tucked into wooded neighborhoods and lakefront property, Lakeside visitors and residents enjoy hip antique shopping, historic lodging and cozy B+B’s.   

Our website features the best Lakeside real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in the Lakeside real estate market? Sign up for a Lakeside Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your Lakeside home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Lakeside Homes for Sale

14507 Lakeshore Road, Lakeside image
14507 Lakeshore Road, Lakeside $745,000

You'll fall in love with this charming Lakeside cottage nestled on 1 acre located close to beautiful Cherry Beach! This 3br/1ba home has a sunny, spacious living area tha...

  • 3 Beds
  • 1 Baths
  • 22027347 MLS
  • ACTIVE Status
Courtesy of Coldwell Banker Realty

Courtesy of ChooseChad Team with Coldwell Banker Realty.

9172 Pier Street, Lakeside image
9172 Pier Street, Lakeside $699,000

1930's vintage cottage retreat on one of the most charming streets in coveted Lakeside and located just 1 short block to the beach. Nestled among a grove of mature pines,...

  • 2 Beds
  • 2 Baths
  • 22026082 MLS
  • ACTIVE Status
Courtesy of Coldwell Banker Realty

Courtesy of Donna Iwamoto with Coldwell Banker Realty.

14599 Lakeshore Road, Lakeside image
14599 Lakeshore Road, Lakeside $1,750,000

A deeded Lake Michigan beach access and a 6 bedroom historic home on 2 acres provides the tranquility and security of being surrounded by the beauty of nature and the tim...

  • 6 Beds
  • 6 Baths
  • 22025681 MLS
  • ACTIVE Status
Courtesy of Coldwell Banker Realty

Courtesy of Karen Strohl with Coldwell Banker Realty.

14913 Lakeside Road, Lakeside image
14913 Lakeside Road, Lakeside $749,000

Lakeside has a stellar reputation for its celebrity residents and guests, grand homes and charming shops. Find yourself tucked smack dab in the middle of all the fun and...

  • 2 Beds
  • 2 Baths
  • 22024889 MLS
  • ACTIVE Status
Courtesy of Berkshire Hathaway HomeServices Chicago

Courtesy of Sigrid T Nutt with Berkshire Hathaway HomeServices Chicago.

14856 Red Arrow Hwy Highway, Lakeside image
14856 Red Arrow Hwy Highway, Lakeside $649,000

A rare Midcentury gem, perfect for your next business! This stunning 1950s block building has never been listed/sold. Built by owner in 50s for his engraving business, an...

  • 22023983 MLS
  • ACTIVE Status
Courtesy of @properties Christie's International R.E.

Courtesy of Brooke Nyman with @properties Christie's International R.E..

14913 Lakeside Road, Lakeside image
14913 Lakeside Road, Lakeside — Currently Used as Retail Store $749,000

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 cloth...

  • 22021745 MLS
  • Currently Used as Retail Store Bldg.
  • ACTIVE Status
Courtesy of Berkshire Hathaway HomeServices Chicago

Courtesy of Sigrid T Nutt with Berkshire Hathaway HomeServices Chicago.

15386 Red Arrow Highway, Lakeside image
15386 Red Arrow Highway, Lakeside $500,000

Turn down Lakeside Lane to the perfect year round cottage on almost an acre in Lakeside. Walk to Lake Michigan and relax on your private deeded beach access. This cottage...

  • 2 Beds
  • 1 Baths
  • 22018864 MLS
  • ACTIVE Status
Courtesy of RE/MAX Harbor Country

Courtesy of Maureen Culp with RE/MAX Harbor Country.

8881 East Road, Lakeside image
8881 East Road, Lakeside $899,000

Lovely home tucked away in the quaint town of Lakeside, just blocks from Lake Michigan and Pier St Beach access, minutes from everything Harbor Country has to offer. This...

  • 3 Beds
  • 2 Baths
  • 22018710 MLS
  • ACTIVE Status
Courtesy of @properties Christie's International R.E.

Courtesy of Mary Lynn Kormanik with @properties Christie's International R.E..

15123 Hawthorne Lane, Lakeside image
15123 Hawthorne Lane, Lakeside $2,450,000

This ''Must See'' Modern 5 bedroom, 4.5 bathroom custom home in Lakeside offers 4,880 square feet of living space with only a short walk to the beach. It has an attached ...

  • 5 Beds
  • 5 Baths
  • 22018623 MLS
  • ACTIVE Status
Courtesy of Berkshire Hathaway HomeServices Chicago

Courtesy of Tracy Frye with Berkshire Hathaway HomeServices Chicago.

8290 Wilson Road, Lakeside image
8290 Wilson Road, Lakeside $1,850,000 ▼

This home has it all! Location (Lakeside) privacy, and a pool!! Enter this private oasis via the long drive. Prepare to be awed not only by this sun filled home but the a...

  • 3 Beds
  • 2 Baths
  • 22015106 MLS
  • ACTIVE Status
Courtesy of Beacon Sotheby's International Realty

Courtesy of Donna Wilkens with Beacon Sotheby's International Realty.

9399 Shore Acres Lane, Lakeside image
9399 Shore Acres Lane, Lakeside $2,290,000 ▼

A Classic 3 bedroom ''LAKEFRONT'' cottage with 100 feet of LAKE MICHIGAN FRONTAGE to the waters edge! Enjoy front row seats to magnificent sunsets! A private stairway lea...

  • 3 Beds
  • 1 Baths
  • 22011115 MLS
  • ACTIVE Status
Courtesy of Berkshire Hathaway HomeServices Chicago

Courtesy of Betty M Biernacki with Berkshire Hathaway HomeServices Chicago.

6 Meadowood Lane, Lakeside image
6 Meadowood Lane, Lakeside $1,550,000

Welcome home to the most beautiful planned new construction property in Harbor Country. Located next to the Chikaming Country Club in Lakeside, MI, this home will feature...

  • 5 Beds
  • 5 Baths
  • 22007905 MLS
  • ACTIVE Status
Courtesy of @properties Christie's International R.E.

Courtesy of Justin Lucas with @properties Christie's International R.E..

Meadowood Lane Unit Lot #5, Lakeside image
Meadowood Lane Unit Lot #5, Lakeside $235,000

Welcome to the best opportunity in Harbor Country. Bring your ideas, your vision, or leverage ours! Come collaborate and custom building your dream home on this large, wo...

  • 22007904 MLS
  • ACTIVE Status
Courtesy of @properties Christie's International R.E.

Courtesy of Justin Lucas with @properties Christie's International R.E..

Meadowood Lane Unit Lot 2, Lakeside image
Meadowood Lane Unit Lot 2, Lakeside $200,000

Welcome to the best opportunity in Harbor Country. Bring your ideas, your vision, or leverage ours! Come collaborate and custom build your dream home on this large, woode...

  • 22007901 MLS
  • ACTIVE Status
Courtesy of @properties Christie's International R.E.

Courtesy of Justin Lucas with @properties Christie's International R.E..

14866 Red Arrow Highway, Lakeside image
14866 Red Arrow Highway, Lakeside — Antique store, jewelry store, tshirt shop $1,100,000

PRIME LOCATION in the center of Harbor Country - four-building commercial space. A combined 11,000 square footage creates a ton of possibilities. The original main buildi...

  • 22001004 MLS
  • Antique store, jewelry store, tshirt shop Bldg.
  • ACTIVE Status
Courtesy of RE/MAX Harbor Country

Courtesy of Maureen Culp with RE/MAX Harbor Country.

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