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$3,400,000
7 Beds ⋅ 6 Baths ⋅ 26050552 MLS ⋅ ACTIVE Status
Exceptional modern retreat in Lakeside offering approximately 3,500 sq. ft. with 7 bedrooms and 6 baths. Thoughtful architectural details and high-end finishes are found throughout, including wide-plank flooring, custom cabinetry, designer lighting, spa-inspired baths and an impressive chef's kitchen with commercial-style appliances and oversized island. The open-concept layout provides multiple gathering spaces, including a custom bunk room and expansive screened entertaining area. Outside, the property feels like a private resort with an in-ground pool, expansive patio, fire pit, lush landscaping and detached poolside bonus space ideal for entertaining. A dramatic glass overhead door system opens the living spaces to the surrounding wooded setting, creating a seamless indoor/outdoor experience that can be enjoyed open-air on beautiful days or enclosed for comfort in changing weather. Currently utilized as a short-term rental, the home offers exceptional guest capacity and flexibility as a luxury vacation property, investment or private second home. Ideally located less than a mile from Pier Street public beach and Lake Michigan.

15461 Lakeshore Road, Lakeside

$1,475,000
26047257 MLS ⋅ ACTIVE Status
Imagine what you can create. Approximately 1.3 wooded acres in Lakeside offer a compelling opportunity to create a custom retreat near Lake Michigan. Located along Lakeshore Road with Pier Street lake access nearby, the parcel combines an established natural setting with the space and flexibility that can be difficult to find this close to the shoreline. Envision a home designed specifically for the site, surrounded by trees with generous outdoor living, a pool, gardens and inviting gathering spaces. Quiet and private yet close to the restaurants, shops, galleries, wineries and destinations that define Harbor Country, the location offers the best of both worlds. A beautiful piece of Lakeside and an increasingly rare opportunity to build from the ground up.

Lakeshore Road, Lakeside

$750,000
4 Beds ⋅ 3 Baths ⋅ 26043739 MLS ⋅ ACTIVE Status
A Country Retreat With Room to Dream Some properties simply offer a beautiful place to live. Others give you room to imagine what comes next. Set on 6.7 acres in sought-after Lakeside, this beautifully renovated farmhouse offers a rare combination of Harbor Country retreat, usable acreage, and endless possibilities—just minutes from Lake Michigan's sandy beaches. The 2,300+ sq ft home features a first-floor primary suite, inviting kitchen with custom island and walk-in pantry, spacious family room with newer fireplace, and generous porches and decks for relaxing and entertaining. A newer 3-car garage includes a heated workshop and approximately 600 sq ft studio above, while the lean-to provides ample storage for bikes, kayaks, gardening equipment and seasonal toys. The land is the real bonus. Open fields, mature trees and established gardens provide room for an orchard, blueberry patch, cutting garden, flower or lavender farm, expansive garden—or simply space to enjoy your own private country retreat. The sellers have truly loved living here and have thoughtfully cared for the property. Now ready for their next chapter, they're excited to see who will bring the next vision to these special six-plus acres.

7780 W East Road, Lakeside

$624,900
5 Beds ⋅ 2 Baths ⋅ 26042302 MLS ⋅ ACTIVE Status
Rare opportunity to own a beach get-a-way in Harbor Country! This spacious one-of-a-kind house sits on two lots just steps away from the shops, restaurants and slowed-down pace that Lakeside has to offer. Whether it's enjoying the sounds of nature in the oversized backyard or taking the non-motorized path back to the wineries, breweries, shops and restaurants of Union Pier and Sawyer, there's something for everyone. Nestled on a quiet street, this home boasts 4 bedrooms, two baths with a spacious loft area for bonus space and extra visitors. A two car garage provides plenty of space for storage of beach toys on rainy days. After having the same owner for over 40 years, this home is looking for a new buyer who can come in and put their own finishing touches on an amazing house in a quiet neighborhood.

14770 Marquette Road, Lakeside

$4,975,000
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

$3,595,000
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

$295,000
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

Updated . Information deemed reliable but not guaranteed.