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1768 Santa Barbara Drive, Dunedin
$3,300,000
Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
Under contract-accepting backup offers. Virtually Staged. A rare opportunity to create a legacy waterfront estate on one of Dunedin's most prestigious brick-paved streets. Spanning more than one-half acre overlooking the Intracoastal Waterway and Caladesi Island, this exceptional home site offers breathtaking open-water views, spectacular sunsets, and a setting unlike anything else currently available in Dunedin. Framed by iconic Washingtonian Palms and surrounded by luxury waterfront residences, the property combines privacy, scale, and an enviable location just moments from Downtown Dunedin's vibrant dining, shopping, breweries, marinas, and waterfront parks. Enjoy the convenience of golf-cart access to downtown and the Pinellas Trail just a few blocks away. Whether you envision a contemporary coastal masterpiece, a timeless waterfront estate, or a resort-inspired retreat designed for entertaining on a grand scale, this remarkable property provides the canvas to bring that vision to life. The generous home site offers the opportunity to create a truly custom residence tailored to your lifestyle while maximizing panoramic water views and year-round sunset vistas. To help illustrate the extraordinary potential of the property, conceptual renderings are available showcasing a custom waterfront residence specifically designed for this unique homesite by award winning Sarasota-based CMSA Architects. The featured concept includes approximately 8,000 square feet of thoughtfully designed luxury living space with a fitness room, pool cabana, detached golf simulator pavilion, expansive motor court, and resort-style outdoor living areas. For buyers seeking to accelerate the design and planning process, the custom plans created by architect Rick Oswald of CMSA Architects are available separately and may provide a significant head start toward construction of a world-class waterfront residence. Survey and geotechnical reports have both been done. The seawall was upgraded in 2022. Come see an extraordinary setting and an irreplaceable homesite and seize this rare opportunity to create one of Dunedin's finest waterfront residences.

1768 Santa Barbara Drive, Dunedin

558 Roanoke Street, Dunedin
$299,999
Virginia Park SubDv. ⋅ 34698 Zip Code
Brick-paved street. Walking distance to everything that makes Dunedin worth living in. This lot is ready to build on right now — plans are done, stamped, and ready to go. No waiting on architects, no back-and-forth with the city. You pick your builder and break ground. Comparable new construction on similar-sized lots in this corridor is selling at $1M and above. The land alone puts you in position to build significant equity from day one. Opportunities like this in downtown Dunedin don't sit. Infill lots with approved plans in an established walkable neighborhood are genuinely hard to come by — and buyers who've been waiting for the right piece of dirt know it when they see it. Call today. This one won't need a second showing.

558 Roanoke Street, Dunedin

444 Skinner Boulevard, Dunedin
$1,200,000
Caladesi Vista Condo SubDv. ⋅ 34698 Zip Code
Build-to-Suit | Prime Development Opportunity in Downtown Dunedin Prime development opportunity in the core of Downtown Dunedin. This exceptional parcel sits in one of the most walkable, high-demand pockets of the city, surrounded by thriving restaurants, bars, boutique shops, the marina, and direct access to the Pinellas Trail. Golf cart friendly and immersed in the true coastal Florida lifestyle, this location offers unmatched visibility and connectivity in a rapidly growing market. Zoned for mixed-use development, this property presents a rare opportunity for developers, investors, and owner-users to capitalize on strong demand and limited inventory in the downtown district. Located outside of a flood zone, the site offers added flexibility and value for future development. Opportunities like this in Downtown Dunedin are few and far between. Secure your position in one of Tampa Bay's most desirable and fastest-growing communities.

444 Skinner Boulevard, Dunedin

308 President Street, Dunedin
$675,000
Simpson & Wifes Add SubDv. ⋅ 34698 Zip Code
Virtually Staged. A rare opportunity at the heart of Old Town Dunedin. This vacant lot includes 308 & 310 President St. and is one the most strategically positioned parcels in Pinellas County. Zoned MF 7.5, this parcel supports up to two separate dwelling units - single family, duplex, multifamily, townhomes, cottages, condos, live in work units and more.. This property is almost purpose built for a generational family compound. Recently cleared of invasive trees and brush, there are several grand southern oaks no landscaper can manufacture. Drive by and take a look at the great location and call for a more information. Owner is also selling seperatey the adjacent property with a house at 300 President St. MLS#TB8489371.

308 President Street, Dunedin

5 Shore Drive, Dunedin
$1,119,990
Dunedin Shores Sub SubDv. ⋅ 34698 Zip Code
Exceptional near 1/2 acre lot with prime 100 sq ft water frontage on the highly desirable and delightful City of Dunedin's Shore Drive. Build your dream waterfront home on this outstanding 21,432 sq ft lot with stunning oak trees located conveniently to the rear of the property for shade and privacy. You can build a 2 to 3 story residence on this level oversized lot. The sellers have completed a subsurface investigation as well as a survey that are available to buyers. The view of the canal expands to St Joseph Sound and is excellent for boating, kayaking and enjoying sunsets from your own backyard. Fish from the large composite dock that was rebuilt in 2021. The dock has 2 levels, with the lower level featuring a kayak launch. Kayak to Honeymoon Island or beautiful Caladesi. What a wonderful way to spend your spare time or retirement. This beautiful piece of land is just a block from the Pinellas Trail where you can bike or walk downtown. You also have the ability to drive your golf cart to fabulous Downtown Dunedin to the many dining experiences, breweries, shops, festivals and events. This is Waterfront living at it's finest, on a 21,000+ sq ft lot with ample room for a large residence and plenty of space between your friendly neighbors. This location is the epitome of Florida living. Couple this with everything that delightful Dunedin has to offer and you will have the perfect Florida lifestyle home.

5 Shore Drive, Dunedin

1215 Orange Avenue, Dunedin
$389,000
Oakland Sub 2 SubDv. ⋅ 34698 Zip Code
Under contract-accepting backup offers. Back on the market! Incredible development opportunity in the heart of Downtown Dunedin! This property at 1215 Orange Avenue is being sold for land value only—while the existing structure will remain, it holds no value, giving you a true blank canvas for your project. Positioned in a prime golf-cart–friendly location, just minutes from Downtown Dunedin’s restaurants, shops, marina, and waterfront, this oversized lot offers exceptional potential with three development options: • Build up to FOUR townhomes • Divide into TWO separate lots • Create ONE large estate lot The flexibility here is unmatched—ideal for builders, investors, or end users wanting to take advantage of Dunedin’s booming growth. Additional features: • Amazing lot size—verify exact acreage and dimensions via PCPAO • Public records research encouraged to confirm zoning and future land use • Surrounded by a mix of charming residential homes and modern new construction This is one of the most desirable land opportunities currently available in Dunedin. Act fast—rare, versatile development lots like this do not come up often!

1215 Orange Avenue, Dunedin

952/958 Howard Avenue, Dunedin
$995,000
Edenhurst Sub SubDv. ⋅ 34698 Zip Code
Under contract-accepting backup offers. Downtown Dunedin Development Opportunity – Two Adjacent Parcels Palm Life Realty is pleased to present 952 & 958 Howard Avenue, a rare assemblage opportunity in the heart of Downtown Dunedin. This offering consists of two contiguous parcels totaling approximately 0.32 acres (13,739 SF) with 114 feet of frontage, located within the Downtown Core (DC) zoning district, one of Dunedin’s most flexible and desirable urban zoning designations. The seller has conceptually evaluated the site for a boutique townhome development of up to eight (8) units, with individual unit sizes exceeding 2,000 square feet. Preliminary discussions with the City of Dunedin have produced favorable feedback indicating the concept is viable in scale and character, subject to standard site plan review, permitting, and final approvals. This provides a compelling opportunity for a developer or investor seeking infill density in a walkable coastal downtown environment. The property is located just steps from Main Street, the waterfront and marina, restaurants, breweries, shopping, and the Pinellas Trail, offering future residents or guests an exceptional lifestyle centered around walkability and coastal living. Downtown Dunedin continues to experience strong demand with limited new residential supply, supporting premium pricing for well-designed urban housing. All major utilities are available at the site, including public water, sewer, electric, and cable, helping streamline the development process and reduce off-site infrastructure costs. The property is not subject to HOA restrictions and is located within city limits. Flood Zone X. The Downtown Core zoning supports a range of urban residential and mixed-use concepts (buyer to verify specific uses, density, setbacks, parking, and short-term rental allowances with the City). The combination of zoning flexibility, infrastructure availability, and positive early City feedback on density makes this site well-positioned for near-term development. Whether pursued as a luxury townhome project, boutique residential community, or alternative urban residential concept, 952 & 958 Howard Avenue represent a rare opportunity to secure developable land in one of Florida’s most charming and supply-constrained downtown coastal markets. Buyer to verify all development potential, zoning requirements, and use approvals with the City of Dunedin.

952/958 Howard Avenue, Dunedin

1614 Santa Barbara Drive, Dunedin
$1,975,000
Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
Under contract-accepting backup offers. A rare opportunity to own a premier Dunedin homesite has arrived! Seize the chance to build your dream home on this prime 74-foot waterfront lot overlooking the beautiful Intracoastal Waterway. Located on the iconic brick streets of Dunedin, lined with majestic Washingtonian Palms, this homesite offers unparalleled scenic views and tranquil living. Enjoy peace of mind with a recently replaced seawall (2021) and the convenience of being just two blocks from the Pinellas Walk/Bike Trail. Imagine driving your golf cart to the vibrant Downtown Dunedin, where you can indulge in exceptional dining, libations, shopping, and lively festivals. Relish stunning sunsets, abundant seabirds, and marine life right outside your door. Perfect for boating or kayaking, you can easily access Caladesi and Honeymoon Islands, renowned for their miles of pristine white sandy beaches. These lots are rarely available—a fantastic opportunity to build your coastal retreat in a community rich in history, warmth, and seaside charm. Embrace the Dunedin lifestyle and create your own private paradise! -- This home was impacted by Hurricane Helene and is being sold for the land only --

1614 Santa Barbara Drive, Dunedin

380 Hancock Street, Dunedin
$795,000
Dunedin Town Of SubDv. ⋅ 34698 Zip Code
Prime Development Opportunity – Downtown Dunedin, FL Exceptional vacant land ideally located just steps from vibrant Downtown Dunedin and adjacent to the scenic Pinellas Trail. This rare infill parcel is zoned MF-15 (Multi-Unit Residential) and approved for development — perfectly suited for a 4-unit townhome building. Ideal for spacious floorplans, modern amenities, luxury finishes, and potential roof top decks capturing sunset skyline views. High and dry lot located in desirable "X" flood zone (no flood insurance required). Lot size 90 x 145. Only 1/4 mile from Clearwater Harbor. Walk or bike to dining, shopping, and entertainment in downtown Dunedin. Strong demand for quality townhomes in this fast-growing coastal community. Whether you’re an investor or builder, this is an opportunity in one of Pinellas County’s most desirable locations. Don't miss your chance to develop in the heart of Dunedin! Site plan and promotional rendering available.

380 Hancock Street, Dunedin

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