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$985,000
2 Beds 2 Baths Fenway-On-The-Bay SubDv. 34698 Zip Code
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.

501 Broadway, Dunedin

$450,000
2 Beds 2 Baths Virginia Park SubDv. 34698 Zip Code
Delightful Dunedin at its finest. It is now your opportunity to own this elegantly transformed home just a short golf cart ride to the gulf of America and/or delightful downtown Dunedin. Owned by an international artist, this home displays the style and tastefulness that typifies coastal Florida lifestyle. Enjoy our iconic winter months or live here all year round. The home is up to date in every regard with a brand new roof in 2026, the a/c unit replaced in 2025, updated electrical panel and wiring, on-demand electric water heater, hurricane impact windows all around and impressive brick paver driveway and oversized rear deck, not to mention new interior and exterior paint. Aside from the trouble free infrastructure of the home, the real artistry is in the finishes. The updated functional kitchen boasts high quality shaker cabinets, quartz counters and stainless steel appliances. Both bathrooms are updated as well. The home has stylish and easily maintained luxury vinyl flooring throughout until you get to the heart of the home. Beyond the kitchen, overlooking the private and shady backyard, is an inviting Florida room currently used as an art studio. Anyone can find their muse in this open functional space. The second bathroom brilliantly shares flex space as a laundry and utility room. Speaking of the backyard, you will spend endless evenings lounging and entertaining on your spacious brick deck enjoying the outdoor dining opportunities, fire pit and hot tub . This home is a sparking Dunedin gem that you simply must see. MOST of the elegant furnishing are available separately. NO FLOOD ZONE. NO DEED RESTRICTIONS. NO HOA. NO REASON NOT TO SEE THIS GREAT HOME TODAY. Showing appointments are easily scheduled.

546 Norfolk Street, Dunedin

$600,000
3 Beds 2 Baths Fenway-On-The-Bay SubDv. 34698 Zip Code
THIS PROPERTY IS BEING OFFERED 2 WAYS: 1) This property offers coastal living at its finest: Water views and downtown convenience.Discover your next home or project in the heart of Dunedin. Nestled on desirable Lyndhurst Street, this property at 224 Lyndhurst Street offers a rare chance to restore and customize the existing 1359 sq ft 3 BR 2 BA layout to your exact specifications and standards. The spacious 0.24 acre lot is in the sought after “Fenway-on-the-Bay” area, boasting views of St. Joseph Sound, beautiful sunsets and refreshing Gulf breezes. NO HOA. This residence sustained flood damage during Hurricane Helene. The property is being sold “As-Is” which presents a rare opportunity beyond the property’s potential. You are buying into one of Florida’s most vibrant and value proposition communities. You are steps away from: Downtown Dunedin, Toronto Blue Jays Spring Training ballpark, Pinellas Trail, and the Dunedin Public Library, You are walking distance to Jolly Trolley and City Bus. Don’t miss the chance to turn a rehab project into a coastal gem. 2) If you choose to demolish the existing structure and start with a clean slate. The existing home sustained flood damage from Hurricane Helene and the seller will provide demolition of the existing structure, offering a vacant lot ready for your custom coastal home. This oversized lot is approximately 0.24 acres. With roughly 75 feet of frontage and 139 feet of depth, there is ample room for a custom home, pool, outdoor kitchen or an expansive garden, Situated in the “Fenway-on-the-Bay” area, the property has a view of St. Joseph Sound and is famous for its sunset views. Just visit the property and you will be able to imagine the breathtaking water view from an upper deck on a 3 story home built on the property. No HOA. This property is a rare gem just waiting for you to make your dream home a reality.

224 Lyndhurst Street, Dunedin

$389,000
2 Beds 2 Baths Harbor View Villas 1st Add SubDv. 34698 Zip Code
Under contract-accepting backup offers. Welcome to this completely renovated move in ready 2 bedroom 1.5 bath 1 car garage home in charming Dunedin!! Stepping inside, you are greeted by a freshly renovated interior, featuring a sleek kitchen with custom cabinets, quartz countertops and high end stainless steel appliances. Recent updates, completed (2025) with meticulous attention to detail, include glistening terrazzo flooring throughout, tasteful interior and exterior paint, updated baths and newer whole house electrical re-wiring/main panel. The updates continue with an elevated AC unit 2025, new ductwork, and a 2024 hot water heater, offering peace of mind for years to come. The large backyard features a cozy fire pit and plenty of room for a pool. It’s also just a short golf cart ride away to downtown Dunedin, where a variety of restaurants, shops, TD ball park, breweries, and entertainment venues await. The scenic Pinellas Trail is also just steps away, perfect for jogging, biking, or leisurely strolls. Honeymoon Island is just a short bike or walk away and Clearwater Beach is just a 10-15 min ride away also. Do not miss out on this rare opportunity to own in a prime location so please schedule your appointment today!

2269 Carolyn Drive, Dunedin

$1,225,000
3 Beds 4 Baths Fenway-On-The-Bay SubDv. 34698 Zip Code
Price Improvement! Seller motivated! Below appraised value! Welcome to a truly enchanting Dunedin retreat, where timeless character meets an unbeatable coastal lifestyle. Perfectly positioned on a sprawling corner lot at Broadway and Beltrees, just steps from the Pinellas Trail, one block from the Toronto Blue Jays Stadium, and around the corner from the historic Fenway Hotel and vibrant downtown Dunedin, this exceptional residence offers the very best of location, charm, and luxury. This completely updated home features 3 bedrooms, 3.5 baths, over 3,200 square feet of heated living space and nearly 4,000 square feet total, with thoughtful design and custom finishes throughout. From the moment you arrive, majestic oak trees and inviting curb appeal set the tone for what awaits inside. At the heart of the home, the stunning designer kitchen is both functional and beautiful, featuring a gas range, built-in refrigerator, custom two-tone cabinetry, a large center island with quartz countertops, and striking designer tile accents on the island that add warmth and character. A cleverly tucked-away laundry closet disguised as a pantry blends seamlessly into the cabinetry, keeping everyday living effortless and elegant. The expansive primary suite is a true sanctuary, offering two oversized walk-in closets and a spa-inspired bath with a large vanity and a beautifully designed walk-in shower. The secondary bath is full of charm and personality, showcasing a Victorian-style soaking tub, custom built-in vanity with Cambria quartz countertops, and exquisite designer tile. A stylish half bath is conveniently located just off the family room for guests. The living spaces are warm and inviting, with formal living and dining rooms, a spacious family room, and abundant custom built-ins that create the perfect setting for entertaining and everyday living. One of the most unique features of this property is the oversized three-car garage, which includes a full bath and ample space for all your toys, a workshop, or future expansion. This area offers the rare opportunity to easily connect it to the main home and create an additional living suite, guest quarters, or private retreat. Step outside into your private backyard oasis, where winding pathways, lush tropical landscaping, and a large paver patio create an ideal space for outdoor dining and entertaining. With plenty of room for a pool, this backyard is designed for both relaxation and hosting unforgettable gatherings. Meticulously maintained and full of character, this home offers a rare blend of historic charm, modern luxury, and an unbeatable Dunedin lifestyle — golf cart to downtown, stroll to the waterfront, trails, stadium, and restaurants, all from your front door. No past storm damage or flooding from any past hurricanes! This is more than a home — it’s a truly special opportunity to own a piece of magical Dunedin. Homes like this rarely come available.

400 Broadway, Dunedin

$736,000
2 Beds 2 Baths Whitmires W S SubDv. 34698 Zip Code
Downtown core classification. Location location. Use as a primary residence or vacation home within a short distance to everything Dunedin has to share, or use as a small downtown office, shop, gift store, or use for other future commercial development. The site could be developed as one elevated multistory single family home. Architectural drawings on the table for 4 different possibilities, single family (4000 sq ft), single family (4000 sq ft) with shop (1000 sq ft), duplex or add on to existing structure. Development requirements to be verified with the City of Dunedin, depending on design. New construction height limit 36 ft., with City approval. This existing 1925 historic house is a charming one story stucco craftsman bungalow with 2B2B1car updated kitchen, and bathrooms, a newer roof, and original antique heart-of-pine floors, a wood burning fireplace, many original large windows, and with a large open front porch with beautiful water views of St Joseph’s Sound across Edgewater Park & the City of Dunedin Marina. The rear yard is a fenced landscaped private courtyard garden patio area with table, chairs & umbrella. Open parking for 4 cars. Tropical plantings such as yellow frangipani, and red, pink & yellow hibiscus, and pink azaleas are in front & back yards. All of downtown Dunedin is at your disposal, with shops, restaurants, breweries, ice cream shops, gift stores, Edgewater Park, the marina, historic waterfront neighborhoods, and the Pinellas Trail. Enjoy the baseball games at T D Park as Dunedin houses the Toronto Blue Jays for spring training. Also nearby for spring training are the Phillies in Clearwater, the Yankees in Tampa. Also there are the Tampa Bay Rays in Tampa, Tampa Bay Bucs, and Tampa Bay Lighting Hockey Team. Tampa International Airport and Clearwater/ St Petersburg Airport are close by. Conveniently located and just steps to everything Dunedin has to showcase! Don't forget this community is golf cart friendly! Leave your car keys at home and enjoy cruising downtown!

214 Scotland St, Dunedin

$716,000
2 Beds 1 Baths Grove Terrace SubDv. 34698 Zip Code
Charming 1927 Bungalow in the Heart of Dunedin! Discover this historic gem in a highly sought-after, golf cart-friendly neighborhood, nestled on the iconic red brick roads of Dunedin. This beautifully maintained 1927 bungalow is perfectly situated within walking distance to downtown, the Blue Jays Stadium, and the stunning waterfront, where you can enjoy breathtaking sunsets. Timeless Charm and Modern Comfort! Step inside and be greeted by the classic charm of yesteryear, featuring craftsman columns on the front porch, original "four over one" window panes, and a stunning original front door. The newly painted interior and exterior boast a modern color scheme, creating a light and bright atmosphere. Enjoy the elegance of plantation shutters, built-in entertainment shelving, and original hardwood floors. Stylish and Functional Upgrades! The bathroom is a true retreat with its clawfoot tub and separate shower adorned with beveled subway tile. The kitchen is both stylish and functional, featuring a new stainless steel refrigerator with ice-maker, dishwasher, natural gas stove, granite countertops, and a convenient laundry room with stacked washer and dryer. Expansive Outdoor Living! The spacious, fully fenced backyard offers a deck patio seating area and plenty of room for a pool, providing the perfect space for outdoor entertaining and for your pets to roam freely. A new roof was installed in September 2019, new a/c in 2021, ensuring peace of mind for years to come. Versatile and Convenient Garage! The oversized two-car garage, accessible via an alleyway, is large enough to accommodate a boat and a car. With plumbing access and additional rear parking, this space offers endless possibilities, including the potential for a guest quarter, seasonal rental (3-month minimum), or a mother-in-law suite. Endless Possibilities in a Prime Location The redevelopment potential of this property is enormous, offering both enhanced living and income opportunities. Enjoy world-renowned beaches, such as Honeymoon and Caladesi Islands, and take advantage of the Pinellas Trail and our Best of Bay restaurants. Engage in vibrant street events, explore the farmers market, and visit the fine art center. Don't miss out on this unique opportunity to own a piece of Dunedin's history, combined with modern amenities and an unbeatable location. Make this charming bungalow your new home today!

708 Wilkie Street, Dunedin

$375,000
2 Beds 1 Baths Dunedin Isles 1 SubDv. 34698 Zip Code
Location!! Directly on the Pinellas Trail, walk to Downtown Dunedin!!! This charming and delightful 2-bedroom, 1-bathroom picturesque property is ready to be your forever home. Step inside and immediately feel the warm and inviting atmosphere. This home features a cozy layout, perfect for creating lasting memories with loved ones. This home features solid block construction and there is ample space to personalize and make it your own. Numerous upgrades have been made to ensure your comfort and peace of mind. From the newer hurricane windows, roof, AC, electrical system, to the water heater – everything has been taken care of. No need to worry about the essentials; they are all in excellent condition. Conveniently situated less than a mile from downtown Dunedin, you'll find yourself just a short walk away from all the excitement this vibrant town has to offer. For nature enthusiasts, the property backs up to the Pinellas Trail, providing a serene backdrop and endless possibilities for outdoor adventures. Take a quick bike ride and explore Hammock Park, Honeymoon Island or discover the charm of quaint downtown Palm Harbor. If you're longing for sandy beaches, you're in luck! A mere 10-minute drive will take you to stunning top rated Clearwater Beach. But don't fret about floods; this gem is not located in a flood zone. Additionally, just a few blocks away lies Kiwanis Waterfront Park, where you can relax and witness breathtaking sunsets. Take advantage of the covered screened-in patio that overlooks the trail - an ideal spot to unwind after a long day or entertain guests in style. Don't miss out on this incredible opportunity to own your very own piece of paradise. Schedule a viewing today and start envisioning your life in this enchanting bungalow.

1570 Douglas Avenue, Dunedin