Remarks: Under contract-accepting backup offers. Welcome to this highly sought after, gated community of Highland Woods in the charming town of Dunedin! Amazing location with downtown Dunedin being 5 minutes away for some of the best restaurants, shopping, and breweries that Pinellas County has to offer, while also being only 5 minutes from Countryside mall and 15 minutes to Honeymoon Island. With a BRAND NEW Roof, NEW A/C system, NEWER pool equipment, NEW luxury vinyl flooring, and NEWLY renovated bathrooms. This home offers 4 bedrooms, 3 baths, an office, bonus room and a one of a kind fully fenced backyard with pool and hot tub as well as a rubberized sports court, this home was built for fun and entertaining! The outdoor space really offers a multitude of possibilities as it is larger than most and the sports court will be a great addition for many but also can be removed for a ton of extra yard space if one desires. Pool can also be caged if needed as it was in the past but owners enjoyed the more open feel for all of the entertaining they did. Homes go quickly in this area so schedule your private viewing today! **Master Shower Class door will be installed by Friday.

Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)

Listing Agent: Dilan Scargle (727-252-6775)

Remarks: One or more photo(s) has been virtually staged. Virtually Staged. This stunning single-story executive pool home in the highly desirable Weybridge Woods Located in majestic, tree-lined Weybridge Woods—one of Dunedin’s premiere neighborhoods of unique and upscale homes. Entering through the front door, you are greeted by a SOARING WALL OF WINDOWS offering a light, bright wall of green. Views of the great room and the expansive pool, deck and Curlew Creek (alive with water birds, mullet and snook) beyond, dramatically extend your living space into YOUR OWN PRIVATE GARDEN. Come and tour this home in one of Dunedin's premiere neighborhoods of unique, on Curlew Creek. The creek is a natural tidal creek which rises and falls with the ocean tides. Never any water intrusion from storms. Home is highly elevated. Fish for Mullet and Snook or enjoy launching your Kayak, Canoe, Stand Up Paddle Board and travel out to the inter-coastal. The house is located in the golf cart zone to easily access downtown and other points around the city. Enjoy playing golf right in the neighborhood at the Dunedin Golf Club, a Donald Ross Course and former home of the PGA, just completing a multi-million dollar renovation and now Open for play with a new restaurant in the main Clubhouse. Honeymoon and Caladesi Islands are just a few minutes away, along with the 39 mile long Pinellas Bicycle Trail at the exit of the neighborhood. Ride to Historic downtown Dunedin and enjoy over 39 restaurants, 9 breweries, the Dunedin History Museum, shops, ice cream venues, the marina, the TD Baseball Stadium (home to the Toronto Blue Jays), waterfront Edgewater Drive promenade overlooking St Joseph Sound along with the Fenway Hotel with roof top bar, the Farmer's market, many events throughout the year including sailing & boat racing on the Sound & in the Gulf. Dunedin boosts some of the best schools in Pinellas County, both public and private. Dunedin has it all! Hop over to Caladesi Island State Park and Honeymoon Island for a day at the beach and great shelling.

Listing is courtesy of: BISHA REAL ESTATE & CONSULTING, LLC (727-290-2000)

Listing Agent: Greta Oliva (727-510-9883)

Remarks: Welcome to the heart of Downtown Dunedin at Fenway On The Bay — one of the most coveted addresses on the coast. This cottage-style two-bedroom, one-and-a-half-bath retreat sits on an oversized 85x150 corner lot with a detached side-loader two-car garage. Four thousand square feet of premium pavers (2023) wrap the entire property, with room for an RV, a large boat, and up to six vehicles. The private courtyard is the showpiece: a koi pond, soaking tub, built-in bar, and outdoor TV make it an entertainer's dream under the Florida sky. A second patio out front extends the living space into a lush garden setting. Inside, enjoy wood floors and tile throughout, plantation shutters, and a generous kitchen with solid wood cabinets and newer stainless appliances. A new roof (2023), fresh exterior paint (2024), and epoxy garage floors (2024) mean the big-ticket items are already handled. Step outside and the town is yours. The Fenway Hotel, downtown shops and restaurants, the Marina, the VFW, Blue Jays spring training, and waterfront parks are all a short stroll away. The Pinellas Trail runs directly behind the property, draped in mature trees and tropical plantings. Catch the Jolly Trolley to Clearwater Beach or Tarpon Springs, or hop the Water Taxi across the bay. And the upside is real: build up, add on, or use the included architectural plans for an accessory dwelling unit next to the garage — flexible space for a studio, guest quarters, or income potential.

Listing is courtesy of: SHINE COMMERCIAL REAL ESTATE (727-365-6112)

Listing Agent: John Shine (727-365-6112)

Remarks: Under contract-accepting backup offers. Price IMPROVEMENT! Live the Ultimate Dunedin Lifestyle! Experience the true essence of Dunedin living at 2012 Culberson Ave—where modern design, smart technology, and tropical tranquility meet. Perfectly positioned with views of the Dunedin Golf Club and Highlander Park, this 4-bedroom, 2-bath, 1-car garage home offers 2,432 heated square feet of high-end craftsmanship and effortless Florida charm. Just a short golf cart ride to Downtown Dunedin’s waterfront, restaurants, and boutiques, this location delivers the ultimate blend of serenity and convenience. This property combines the best of new construction that has an addition made with block construction and designer renovations, featuring all-new electrical and plumbing, a high-efficiency Daikin A/C system with all-new ducts and registers, impact windows and doors, and a Level 5 drywall finish throughout. Inside, the open-concept layout showcases solid cherry cabinetry, custom white cement countertops, smart appliances, and an oversized kitchen island that seats six, creating a warm and stylish heart of the home. The interior also boasts original hardwood and hypoallergenic concrete flooring, a smart LED fireplace, Lutron lighting and dimmers, and European-inspired bathrooms with curbless showers and wall-hung toilets. Convenient indoor laundry adds everyday functionality, while thoughtful design details make every space feel elevated and intentional. The addition features over 9 foot ceilings, which includes the primary suite, primary bath and additional bedroom or office. From the primary suite, guest quarters, and kitchen, pocket sliders open directly to your private backyard oasis—a resort-style retreat where it feels like vacation 365 days a year. The smart pool and spa feature color-changing lights, deck jets, and high-end pavers, surrounded by lush zero-scape tropical landscaping in both the front and back yards. The cabana off the addition serves as the ultimate recreation lounge, perfect for a poolside game room, home office, or guest retreat. A unique flex space by the pool adds incredible versatility—it can serve as a recreation room, additional bedroom, home office, den, or cabana suite. Other premium features include a new high-level metal roof with rafter tie-downs, foam-insulated attic, custom stained wood soffits, smart garage door opener, and freshly sealed driveway, sidewalk, and porch. With all possible insurance credits, no flood zone, and every modern upgrade imaginable, this home truly defines luxury coastal living in Dunedin—where every day feels like a getaway.

Listing is courtesy of: KATIE DUCHARME REALTY, LLC (727-492-8490)

Listing Agent: Katie Ducharme Procissi (727-492-8490)

Remarks: Under contract-accepting backup offers. Spacious and full of potential, this four-bedroom, three-and-a-half-bathroom pool home in Dunedin offers over 4,000 square feet of living space on an expansive .92-acre cul-de-sac lot. With solid bones and major updates already completed - including a 2024 roof, 2023 water heater, and two A/C units (2015 & 2022) - this property is the perfect opportunity to create your dream home while adding your own personal touch. The first floor welcomes you with a grand foyer entry leading to a formal living room, a dining room with hardwood flooring, and a light-filled kitchen featuring granite countertops, abundant cabinetry, a breakfast nook, and views of the pool. The adjacent family room has been recently updated with new tile flooring and offers a cozy fireplace, built-in cabinetry, ceiling fan, and beautiful backyard views - ideal for relaxing or entertaining. A convenient first-floor flex room, possible 5th bedroom, and one and a half bathrooms, including one with direct pool access, provide flexibility for guests or multi-generational living. Upstairs, you’ll find three generously sized bedrooms along with an oversized primary suite designed for comfort and functionality. The primary retreat includes two walk-in closets and a spacious 14x17 office with extensive built-in shelving and a charming bay window. The updated en-suite bathroom features a dual-sink vanity with ample storage, new lighting, a jetted soaking tub, a glass-enclosed tiled shower with dual shower heads and bench, and a private water closet with its own vanity. Step outside to enjoy the Florida lifestyle with a large screened porch perfect for outdoor dining, overlooking the pool and spa area. The surrounding deck and expansive backyard provide a peaceful, private setting with plenty of room for entertaining, recreation, or simply enjoying nature. Located less than 10 minutes from the Dunedin Causeway, and just a short drive to downtown, shopping, dining, and the TD Ballpark, this home offers both space and location. With a three-car garage and proximity to zoned schools, this is a rare opportunity to own a large property in one of Dunedin’s most desirable areas. Schedule your showing today!

Listing is courtesy of: EXP REALTY LLC (866-308-7109)

Listing Agent: Jeffrey Borham, Pa (866-308-7109)

Remarks: One or more photo(s) has been virtually staged. Tucked away on one of Dunedin’s most sought-after and rarely traveled lanes, 2279 Ranchette Lane offers a truly uncommon opportunity to own a one-acre, wooded retreat in the heart of Dunedin, Florida. Designed to live in harmony with its natural surroundings, this Mid-Century Florida Contemporary residence blends timeless architecture with privacy, tranquility, and everyday convenience—just minutes from downtown Dunedin, Honeymoon Island, and Caladesi Island. Surrounded by mature oaks, palms, and native Florida landscaping, the home sits gracefully within a certified wildlife habitat, creating a peaceful, forested setting seldom found this close to the coast. With over 3,100 square feet, the four-bedroom, three-bath main residence is thoughtfully designed to embrace natural light, outdoor views, and a seamless flow between living spaces. The interior features expansive living and dining areas, a welcoming family room anchored by a fireplace, and a well-appointed chef’s kitchen with shaker-style cabinetry, granite countertops, an oversized island, and abundant storage—ideal for both daily living and entertaining. Upstairs, the private primary suite opens to a balcony overlooking the serene grounds, while additional bedrooms provide flexible space for guests, work-from-home needs, or creative pursuits. A detached, air-conditioned studio further enhances the property’s versatility, offering the perfect setting for a home office, artist’s studio, gym, or future guest quarters. Practical updates include a 2021 roof, impact-rated windows and doors, a pavered driveway, and an oversized two-car garage, all reflecting careful stewardship of the home. Outdoors, the property truly shines. Meandering paths lead through shaded gardens and mature trees, while an outdoor kitchen, grill area, and gazebo create inviting spaces for gathering beneath the canopy. This is a home designed not just to be lived in—but experienced. Rarely does a property offer this combination of acreage, architectural character, privacy, and proximity. Located just a short bike ride or drive from Dunedin’s marina, vibrant downtown shops, local restaurants, and some of Florida’s most celebrated beaches, 2279 Ranchette Lane represents a distinctive Dunedin lifestyle—where nature, thoughtful design, and coastal living converge.

Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)

Listing Agent: Mark Middleton (727-871-7653)

Remarks: Waterfront home in Dunedin! This home features 3 bedrooms, 2 full bathrooms, a 2-car garage, a composite wood deck/dock, and a boat lift. For boaters, the home sits on a deep water canal with direct Gulf access. The home is light & bright, has an open floorplan, vaulted ceiligs, split bedrooms, and water views! The kitchen is newly renovated and features wood cabinets, granite countertops and stainless-steel appliances. There is eat-in space in the kitchen as well as a separate dining room. The master suite features a large walk-in closet, a fireplace, private bath & sliders overlooking the water. The master bathroom has dual vanities, a Jacuzzi tub, walk-in shower & private toilet. The guest bedroom also has a walk-in closet & sliders with a canal view. The open indoor plan & outdoor deck areas make this home great for entertaining! This property is a boater's dream. Take a short boat ride to Caladesi State Park for lunch or go fishing in the Gulf of Mexico. On land, stroll along the causeway, ride your bike on the Pinellas Trail, play golf at the local club, or enjoy the unique shops, top rated restaurants & countless downtown activities... there's plenty to do in Dunedin! Centrally located to major thoroughfares, downtown Dunedin, the Dunedin Causeway and more! This is a MUST SEE for boating enthusiasts or buyers seeking a waterfront home!

Listing is courtesy of: WIKLE INCORPORATED (727-781-7974)

Listing Agent: Tina Shank (727-644-9565)