Dunedin Homes With a Guest House For Sale

This page features homes for sale in Dunedin with a guest house. If you are interested in the Dunedin real estate market, specifically properties that include a guest house, you will find all available listings below. These properties are highly sought after, offering flexible living solutions for multi-generational families or potential rental income opportunities. To learn more about a specific property, click on the listing to view detailed information. Our Dunedin real estate team can also provide prospective buyers with disclosures, past sales history, and prices of recently sold homes with guest houses in the area.

Even if you are just beginning your home search, we encourage you to register for a free account. An active account allows you to utilize our advanced search features, share listings with friends and family, and receive email alerts as soon as new Dunedin homes with a guest house become available. This ensures you stay informed and ahead of other potential buyers in the market.

Search Dunedin Homes with a Guest House

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Pending

$1,575,000

↓ $24,900

636 Wilkie Street, DUNEDIN

4 Beds 4 Baths 2,212 SqFt Residential MLS® # TB8525249

$1,495,000

↓ $100,000

231 Lime Circle S, DUNEDIN

6 Beds 3 Baths 3,339 SqFt Residential MLS® # TB8503742

Openhouse

$1,269,000

1956 Cedar Drive, DUNEDIN

3 Beds 3 Baths 2,436 SqFt Residential MLS® # TB8534898

$990,000

↓ $4,500

1212 Weybridge Lane, DUNEDIN

3 Beds 2 Baths 1,914 SqFt Residential MLS® # TB8491733

$949,000

↓ $10,000

2285 Watrous Drive, DUNEDIN

3 Beds 2 Baths 1,752 SqFt Residential MLS® # TB8521790

Openhouse

$800,000

↓ $25,000

2310 Harrison Drive, DUNEDIN

4 Beds 2 Baths 2,385 SqFt Residential MLS® # TB8522990

Openhouse

$749,900

1620 Country Lane, DUNEDIN

4 Beds 3 Baths 2,215 SqFt Residential MLS® # TB8543255

New Listing

$645,000

2529 Indigo Drive, DUNEDIN

4 Beds 2 Baths 1,893 SqFt Residential MLS® # TB8546176

$639,900

↓ $10,000

1658 Douglas Avenue, DUNEDIN

2 Beds 2 Baths 1,052 SqFt Residential MLS® # TB8496991

$595,000

1395 Davis Road, DUNEDIN

3 Beds 2 Baths 1,277 SqFt Residential MLS® # TB8544557

$575,000

1690 Pinehurst Road, DUNEDIN

3 Beds 2 Baths 1,728 SqFt Residential MLS® # TB8542470

Openhouse

$529,000

↓ $20,000

2425 Baywood Drive E, DUNEDIN

2 Beds 2 Baths 1,087 SqFt Residential MLS® # TB8539560

$520,000

↓ $10,000

2221 Colonial Drive, DUNEDIN

3 Beds 2 Baths 1,466 SqFt Residential MLS® # TB8529426

$490,000

↓ $59,000

502 Lexington Street, DUNEDIN

4 Beds 2 Baths 1,395 SqFt Residential MLS® # TB8509916

$469,900

1150 Brook Drive W, DUNEDIN

3 Beds 2 Baths 1,457 SqFt Residential MLS® # TB8534024

Pending

$465,900

1004 Vineyard Court, DUNEDIN

2 Beds 2 Baths 1,037 SqFt Residential MLS® # O6437977

$420,000

↓ $20,000

623 Palm Boulevard, DUNEDIN

3 Beds 2 Baths 1,339 SqFt Residential MLS® # A4699298

$399,000

↓ $21,000

520 Roanoke Street, DUNEDIN

3 Beds 2 Baths 1,112 SqFt Residential MLS® # TB8464687

Pending

$389,000

↓ $10,000

2269 Carolyn Drive, DUNEDIN

2 Beds 2 Baths 1,114 SqFt Residential MLS® # TB8473059

$365,000

↓ $14,000

660 Dexter Drive, DUNEDIN

2 Beds 1 Bath 888 SqFt Residential MLS® # TB8542827

$329,900

446 New York Avenue, DUNEDIN

2 Beds 1 Bath 862 SqFt Residential MLS® # TB8544730

$325,000

↓ $20,000

1327 Georgia Avenue, DUNEDIN

3 Beds 2 Baths 1,312 SqFt Residential MLS® # TB8412762

Buying a Dunedin Home With a Guest House 

Buying a home in Dunedin, FL, with a guest house offers a unique opportunity to enjoy the charm of this coastal town while benefiting from added space and versatility. Dunedin, known for its vibrant downtown, stunning waterfront views, and small-town feel, is a highly desirable location for homebuyers. Its proximity to the Gulf of Mexico, Honeymoon Island State Park, and the Pinellas Trail makes it a haven for outdoor enthusiasts and those seeking a relaxed lifestyle.

Homes with guest houses in Dunedin are particularly in demand due to their flexibility. A guest house can serve as a private retreat for visiting family and friends, a home office, or even a rental property to generate additional income. With Dunedin’s thriving tourism scene and events like the Dunedin Highland Games and Art Festivals, short-term rental opportunities are especially appealing.

The town’s historic charm, with its tree-lined streets and bungalow-style homes, adds to the allure of properties with guest houses. Many of these homes are located near the walkable downtown area, which is filled with boutique shops, local breweries, and waterfront dining options. The sense of community in Dunedin is strong, with frequent events and a welcoming atmosphere that attracts families, retirees, and professionals alike.

For those seeking a blend of coastal living, investment potential, and a vibrant community, buying a home in Dunedin with a guest house is an excellent choice. It’s a lifestyle upgrade that offers both comfort and opportunity in one of Florida’s most charming towns.

Continue Searching Homes with a Guest House in Florida 

Not seeing the right home with a guest house that fits your needs, wants, or budget here? Continue searching homes for sale with a guest house for sale in other Florida cities and towns using our homes with a guest house-by-city directory below.