Explore Homes for Sale in Dunedin Isles, Dunedin, FL

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Dunedin Isles, Dunedin, FL Homes For Sale

Explore the desirable Dunedin Isles neighborhood in Dunedin, Florida, and discover the variety of homes for sale. Joseph Sullivan Real Estate provides insights into this waterfront community, known for its unique character and proximity to the Gulf of Mexico.

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Discover Dunedin Isles Real Estate

Dunedin Isles presents a unique opportunity for those seeking a tranquil waterfront lifestyle within a vibrant community. This established neighborhood boasts a diverse selection of properties, from charming single-family residences to luxurious waterfront estates. As you consider your options, remember Joseph Sullivan Real Estate is here to guide you.

Exploring the Homes for Sale

Waterfront Properties

Many homes for sale in Dunedin Isles offer direct access to the Gulf of Mexico, making them ideal for boating enthusiasts and those who appreciate stunning water views. Imagine waking up to the gentle sound of the waves and enjoying breathtaking sunsets from your own backyard.

Single-Family Homes

Beyond the waterfront, you'll find a variety of well-maintained single-family homes in Dunedin Isles. These properties often feature mature landscaping, spacious interiors, and convenient access to local amenities. Consider the lifestyle you desire when choosing your ideal home.

Condos and Townhomes

For those seeking a low-maintenance lifestyle, Dunedin Isles also offers a selection of condos and townhomes. These properties provide a convenient and affordable way to enjoy the Dunedin Isles community. They may also offer community features, such as pools and clubhouses.

Life in Dunedin Isles

Living in Dunedin Isles offers a relaxed and welcoming atmosphere. Residents enjoy close proximity to Honeymoon Island State Park, Caladesi Island State Park, and downtown Dunedin's shops, restaurants, and cultural attractions. Furthermore, the community spirit is palpable, with regular events and activities bringing neighbors together.

Joseph Sullivan Real Estate: Your Dunedin Isles Partner

Navigating the Dunedin Isles real estate market requires local expertise and a deep understanding of the community. Joseph Sullivan Real Estate is committed to providing you with personalized service and expert guidance throughout your home-buying journey. We're here to help you find the perfect home for sale in Dunedin Isles.

Newest Homes for Sale in Dunedin Isles, Dunedin, FL

$434,900
3 Beds 1 Baths Dunedin Isles 1 SubDv.
Virtually Staged. Imagine stepping out of your backyard directly onto the Pinellas Trail. Welcome home to a beautifully renovated home that meets the laid-back Dunedin lifestyle! Located on a charming brick-lined street in desirable Dunedin Isles, this move-in-ready 3-bedroom home puts you just minutes from Downtown Dunedin(5 minutes), the waterfront, local breweries, restaurants, boutiques, parks, Honeymoon Island State Park(13 minutes), and some of the Gulf Coast’s most beautiful beaches. Inside, the home feels bright, fresh, and completely updated. The renovated kitchen features granite countertops, new appliances, a convection gas oven, new cabinetry, and an additional built-in counter with extra storage—perfect for everyday meals, entertaining, or creating your own coffee or beverage station. New luxury vinyl flooring, modern fixtures, and a beautifully updated bathroom with a tiled tub/shower surround complete the clean, contemporary interior. Beyond the finishes, buyers will appreciate the extensive improvements already completed including a 2022 ROOF, 2024 HVAC, 2025 WATER HEATER, assumable SOLAR PANELS installed in 2022, and HURRICANE-IMPACT WINDOWS throughout most of the home, with shutters for the remaining windows. Outside, the approximately 7,500-square-foot lot offers plenty of room to enjoy Florida living. The fully fenced backyard creates a private outdoor setting beneath the shade of a mature oak tree, along with a storage shed, carport, and utility area ideal for bikes, beach equipment, paddle boards, and more. Whether you’re heading downtown for dinner, spending the day along the Gulf, or simply enjoying a quiet afternoon at home, this beautifully renovated residence puts the best of Dunedin within easy reach. Thoughtfully updated, move-in ready, and ideally located, this property offers the perfect blend of comfort, convenience, and the Florida lifestyle. Schedule your private showing today and experience it for yourself!

1837 Pasadena Drive, Dunedin

$595,000
3 Beds 2 Baths Dunedin Isles Add SubDv.
This exceptional 3-bedroom home offers an opportunity to immerse yourself in Dunedin's vibrant community. Step inside to soaring vaulted ceilings and an open-concept layout that blends style and functionality. The kitchen is a culinary masterpiece, boasting top-of-the-line stainless steel appliances, stunning quartz countertops, and a chic subway tile backsplash. The elegant Shaker cabinets enhance the space, making it a dream come true for any home chef. The luxury flooring throughout adds sophistication to every room. This home is a marvel of modern construction, featuring a cutting-edge Patented Fully Integrated Building System. Its energy efficiency is exceptional, with R30+ insulation that keeps energy bills impressively low compared to typical homes. Built to withstand the elements, the house is termite-, fire-, and hurricane-resistant, meeting Miami-Dade County’s rigorous 150 MPH impact standards. The durable 50-year metal roof and tankless whole-house hot water system further underscore its quality. Additional features include underground electric service, a paver driveway, and a prime location in an “X” flood zone. Situated on a spacious corner lot, this home offers ample room for outdoor activities and personalization. Enjoy the tranquility of a quiet neighborhood while being just moments away from the historic charm of downtown Dunedin and the scenic Dunedin Causeway. A short walk leads you to the Pinellas Trail, and you’ll be perfectly positioned to take advantage of Dunedin’s renowned beaches, community and art centers, tennis courts, golf courses, shopping, and fine dining. Don’t miss your chance to make this remarkable property your own and experience the best of Dunedin living.

1395 Davis Road, Dunedin

$475,000
3 Beds 2 Baths Dunedin Isles 1 SubDv.
**PRICE IMPROVEMENT, BRING OFFERS** This charming and cozy, TURN-KEY FURNISHED, elevated bungalow is set back from the street and nestled in the highly desirable Dunedin Isles neighborhood. Centrally located just minutes away from Downtown Dunedin, Blue Jays Stadium and Fenway Hotel one way and the other direction the Dunedin Causeway, Honeymoon and Caledesi Islands. Right across the street is the Pinellas Trail that takes you 40 miles in either direction to exciting locations, beautiful Hammock Park is down the road, pocket water parks around the corner and just half a mile away is the always entertaining Marker 8 Restaurant and Bar with nightly music. Renovated with modern design while keeping the Florida Bungalow vibe, this home offers ample space for everyday living and entertaining with the expansive FULLY FENCED backyard the possibilities are endless. Hardwood floors throughout the home, with Travertine tile in the Laundry area and second bath - which can easily take an added shower. The kitchen features stainless steel appliances, new dishwasher and garbage disposal, granite counter-tops and bright white cabinets. Roof 2025, newer fencing, remodeled shower 2025, INSIDE LAUNDRY and 1-Car GARAGE are the icing on this Dunedin Bungalow. And a great time to invest in Dunedin property with the planned downtown improvements for The Main Street Exchange, a mixed-use development that will bring restaurants, an events venue, a hotel and shops to Downtown. This home sustained no flooding from 2024 hurricanes. Sold TURN-KEY FURNISHED for great rental property, see inventory list. Listing Agent is owner.

1654 Bayshore Boulevard, Dunedin

$499,000
4 Beds 2 Baths Dunedin Isles 1 SubDv.
LOCATION, LOCATION, LOCATION! This fully renovated Dunedin duplex offers an incredible opportunity in one of the area’s most desirable locations—perfect for an investor looking to add to their portfolio or an owner-occupant who wants to live in one unit and rent out the other! Step out the back door and directly onto the Pinellas Trail! Each unit features its own private gated access to the trail, making it easy to bike, walk, or explore everything Dunedin has to offer. Just beyond the trail is beautiful Hammock Park, providing acres of natural surroundings, walking trails, and outdoor recreation practically in your backyard. And the location gets even better! You’re just minutes from vibrant Downtown Dunedin with its restaurants, breweries, shopping, festivals, and waterfront lifestyle. The property is located in a golf-cart-friendly area, making trips downtown even more convenient, and the Dunedin Golf Course is right down the street. Head just a couple of blocks from your front door and you’re at the Gulf, while Honeymoon Island and some of the area’s most beautiful beaches are only minutes away. The property has been fully renovated, and the A/C systems and ductwork were replaced in 2024, offering important updates along with the charm and lifestyle of this exceptional Dunedin location. Whether you’re searching for an investment property with two rental opportunities or looking for a smart way to make homeownership work for you by living in one side and renting the other, this duplex offers flexibility, location, and opportunity that are hard to find. PINELLAS TRAIL ACCESS • HAMMOCK PARK • GULF • DOWNTOWN DUNEDIN • DUNEDIN GOLF COURSE • GOLF CART LIFESTYLE • HONEYMOON ISLAND — it’s all right here!

1863 Pasadena Drive, Dunedin

$1,800,000
4 Beds 3 Baths Dunedin Isles 1 SubDv.
Virtually Staged. Discover an almost-new modern luxury residence in one of Dunedin’s most desirable settings, just blocks from the water, directly on the Pinellas Trail, and minutes from downtown Dunedin’s restaurants, shops, waterfront parks, and the golf-cart district. This exceptional 4-bedroom, 3-bath home offers 2,743 square feet of refined living space and 3,535 total square feet under roof, blending distinctive modern design, elevated finishes, and an entertainer-focused indoor-outdoor layout. Set along an extra-wide brick-lined street, the home makes an immediate impression with clean architectural lines, expansive windows, and a polished, design-forward interior. The main living area is defined by soaring ceilings, abundant natural light, a striking wood-slat feature wall, and a sleek water-vapor fireplace. Floor-to-ceiling motorized blinds provide privacy and convenience while completing the home’s dramatic modern aesthetic. The open-concept living, dining, and kitchen areas are thoughtfully arranged for both everyday living and hosting. The statement kitchen features a Dacor built-in appliance package, custom cabinetry, premium stone surfaces, and an oversized waterfall island as its centerpiece. Restoration Hardware lighting fixtures and integrated speakers throughout the living room, dining area, and primary suite add another level of sophistication. Large sliding glass doors provide a seamless visual connection to the backyard and outdoor living spaces. The fully fenced backyard is framed by lush landscaping and designed for relaxed outdoor enjoyment. A screened lanai creates a comfortable setting for dining and lounging, while the private spool offers a refreshing place to cool off or unwind. An outdoor TV creates the ideal setting to watch the game from the water, while automated pool controls, a gas grill connection, and a dedicated pool bath make entertaining effortless. Upstairs, the primary suite offers a private retreat with its own balcony, en suite bath, floor-to-ceiling motorized blinds, integrated speakers, and a ceiling-mounted projector for an immersive in-room viewing experience. Two additional upstairs bedrooms share a Jack-and-Jill bath, providing a functional layout for family, guests, or flexible living. Washer and dryer locations on both levels add thoughtful functionality for daily living Additional highlights include an oversized two-car garage, impact-resistant doors and windows, multi-zone HVAC, and tankless gas water heater. Located in a no-flood zone with direct access to the Pinellas Trail and just blocks from the water, this nearly new Dunedin residence delivers a rare combination of modern design, everyday comfort, and exceptional lifestyle convenience.

1551 Pasadena Drive, Dunedin

$6,500,000
4 Beds 5 Baths Dunedin Isles 1 SubDv.
WATERFRONT ESTATE · DUNEDIN, FLORIDA Where Every Sunset Becomes a Private Performance... Estates with this particular alchemy of location, craftsmanship, and unobstructed sunset water views rarely come to market — and rarer still do they come with the amenities to enjoy them properly. This distinguished opportunity is for the discerning buyer who understands what true luxury is. Set directly upon the shimmering waters of St. Joseph Sound, this extraordinary waterfront estate offers a rare convergence of natural beauty and refined living. From the moment the sun begins its slow descent over the Sound, painting the sky in ribbons of amber and rose, it becomes clear that this is not simply a residence — it is a front-row seat to one of Florida’s most coveted views, held in trust for whoever is fortunate enough to call it home. Just minutes from the boutiques, waterfront cafés, and marina life of downtown Dunedin, this address offers the best of both worlds: the serenity of a private waterfront retreat and the vibrant charm of one of the Gulf Coast’s most beloved small towns, all within easy reach. Inside, the residence unfolds across gracious, natural light-filled living spaces where craftsmanship and comfort meet in equal measure. Multiple fireplaces anchor the home’s principal rooms, each one a study in warmth and quiet elegance — a refined stone hearth in the formal living room and another surrounded by brick as the centerpiece of the luxurious yet cozy dining area. Together, they lend the home a sense of timeless comfort. Walls of glass throughout the main living areas draw the eye — and the light — toward the water and beyond, blurring the line between indoors and out and ensuring that the water views are never far from view, whatever the hour or occasion. LIFE ON THE WATER, ELEVATED For the boating enthusiast, this property delivers in kind. A recently upgraded boat lift stands ready at the private dock, offering effortless access to St. Joseph Sound and, beyond it, the open waters of the Gulf of Mexico. Whether the pursuit is sunset cruises, a morning of fishing, or simply keeping a vessel safe, dry, and ready at a moment’s notice, the infrastructure here has been thoughtfully appointed to match the caliber of the home it serves. Downtown Dunedin — with its acclaimed dining, art galleries, live music, and the Pinellas Trail winding along the water’s edge — lies just a short distance away, offering the rare privilege of true waterfront tranquility without sacrificing proximity to culture and community. Honeymoon Island and Caladesi Island State Parks are close athand as well, rounding out a lifestyle defined equally by natural beauty and effortless convenience. PRIVATE SHOWINGS BY APPOINTMENT

1744 Santa Barbara Drive, Dunedin

$587,000
3 Beds 2 Baths Dunedin Isles 1 SubDv.
JUST DROPPED TO APPRAISED VALUE OF $587,000! Priced to match the recently completed appraisal, which is available for buyers to review! BUYERS FINANCING FELL THROUGH LAST MINUTE. LOCATION, LIFESTYLE, AND VERSATILITY — THIS IS DUNEDIN LIVING AT ITS BEST! Home with in-law suite! Welcome to this beautifully updated Dunedin home offering the perfect blend of modern updates, flexible living space, and an unbeatable location. Whether you’re looking for a primary residence with room for extended family, a private guest retreat, or an income-producing opportunity, this property checks every box. The main home features 2 spacious bedrooms and 1 beautifully updated bathroom, showcasing stylish wood-look tile flooring throughout, an updated kitchen with modern cabinetry, gorgeous countertops, designer tile backsplash, and contemporary lighting that creates a bright, inviting atmosphere. A standout feature is the private in-law suite with its own separate entrance, offering endless possibilities. Perfect for multigenerational living, visiting guests, a home office, or a studio apartment to generate additional rental income. The suite features matching wood-look tile flooring, a full bathroom with a walk-in shower, a kitchenette complete with new cabinetry, countertops, sink, and refrigerator—making it completely self-sufficient. This home has been thoughtfully improved with major updates for peace of mind, including a new roof (2021), new HVAC system with air purifier and dehumidifier and ductwork (2022), new appliances (2021), new water heater (2021), upgraded electrical panel and updated electrical in 2024, new gutters, and a beautifully covered patio (2022) enclosed with premium no-see-um screening, creating the perfect outdoor living space to enjoy Florida year-round. The washer, dryer, and kitchen island are also included. Step outside into the large, fully fenced backyard, offering plenty of room for entertaining, pets, gardening, or simply relaxing in your own private oasis. The location is simply exceptional. Hop on your golf cart or bike and be in the heart of Downtown Dunedin in just minutes, where you’ll enjoy award-winning restaurants, breweries, boutique shopping, waterfront parks, year-round festivals, and one of Florida’s most vibrant downtown districts. You’re also within walking distance of the Pinellas Trail and scenic Hammock Park, while the Dunedin Causeway and world-famous Honeymoon Island State Park are only minutes away for kayaking, boating, fishing, and breathtaking Gulf sunsets. Best of all, there’s NO HOA, NO CDD fees, and NO flood insurance required, giving you the freedom to truly enjoy your home without unnecessary expenses. There is also hook ups for an RV & Hot tub! Opportunities like this, offering an updated home, a private in-law suite, incredible flexibility, and one of Dunedin’s most desirable locations—are incredibly rare. Schedule your private showing today and experience everything this exceptional property has to offer.

1663 San Mateo Drive, Dunedin

$399,000
2 Beds 2 Baths Dunedin Isles Country Club Sec A SubDv.
Welcome to this beautifully updated home in one of Dunedin's most sought-after neighborhoods, just steps from the historic 18-hole Dunedin Golf Club. Thoughtfully updated with high-end finishes and modern improvements, this move-in-ready residence offers the perfect blend of style, comfort, and convenience. Step inside to discover elegant new porcelain tile floors, crisp interior paint, and a stunning remodeled kitchen featuring new cabinetry with a timeless subway backsplash. This midcentury home has a bright, modern design that's perfect for both everyday living and entertaining. The beautifully refinished primary bathroom showcases a spacious step-in shower with frameless glass doors.. Enjoy peace of mind with an impressive list of recent upgrades, including hurricane-impact windows and a sliding glass door (2018), an elevated A/C system (2020), new plumbing from the street to the home (2026), and a freshly painted exterior (2026). The location is truly exceptional. Golf Cart Community: Take a short ride to vibrant downtown Dunedin, where you'll enjoy charming boutiques, award-winning restaurants, local breweries and picturesque waterfront parks. Outdoor enthusiasts will appreciate being just two streets from the Pinellas Trail, just a short distance from the Dunedin Golf Club and Sterling Driving Range, and only minutes from Hammock Park, Highlander Park, Honeymoon Island State Park, and some of Florida's most beautiful Gulf Coast beaches. Boat ramps and Kayak launches nearby. Whether you enjoy biking, boating, golfing, beach days, or exploring nature, this prime location places the very best of the Florida lifestyle right at your doorstep.

2048 Jefferson Avenue, Dunedin

$750,000
Dunedin Isles Country Club Sec A SubDv.
Prime Dunedin Redevelopment & Investment Opportunity - Rare opportunity to acquire a highly visible ±0.50-acre (21,714 SF) corner parcel located at the signalized intersection of Bayshore Boulevard and Palm Boulevard in Dunedin, Florida. Positioned directly adjacent to the Pinellas Trail and approximately midway between Downtown Dunedin and the Dunedin Causeway, this exceptional property offers outstanding exposure, accessibility, and redevelopment potential. The site includes a 3,051-square-foot single-story office building with 3-bathrooms that sustained flood damage during Hurricane Helene. While the existing structure may be renovated for immediate occupancy or income-generating use, the property's greatest value lies in its redevelopment potential and flexible development opportunities. The parcel is zoned Neighborhood Business (NB) and designated Retail & Services Limited (R&SL), allowing a variety of uses without requiring zoning or land-use changes. Potential uses include: • Multi-family residential • Assisted living facilities • Bed & breakfast accommodations • Retail establishments • Live-work units • Financial institutions • Professional and medical offices Adding to its appeal, the property sits alongside the Pinellas Trail, which attracts approximately 70,000 users per month, and enjoys exposure to Bayshore Boulevard (Alternate US-19), with traffic counts averaging approximately 20,200 vehicles per day. Nearby amenities include Stirling Park and its golf driving range directly across Palm Boulevard, while the Dunedin Golf & Country Club is located just one-quarter mile away. The property's proximity to Downtown Dunedin, Honeymoon Island, Caladesi Island State Park, recreational amenities, and major transportation corridors makes it an outstanding investment and redevelopment opportunity. Schedule your private showing today and explore the possibilities this premier Dunedin location has to offer.

605 Palm Boulevard, Dunedin

$639,900
2 Beds 2 Baths Dunedin Isles 1 SubDv.
Good things come in small packages! This totally renovated Dunedin pool cottage is ideally located between the Historic Downtown District & the Dunedin Causeway, PLUS it sits right ON the Pinellas Trail. Enjoy relaxing & grilling burgers in the shaded yard which offers a tropical 1500 SqFt patio and pool. The home has an attractive curb appeal with tall mature palms and a 6' privacy hedge. It sits on a quiet street with sparse traffic in a NON-flood zone! It features a bright, efficient plan with lots of windows and 3 sets of French doors. Natural light adorns the main living room. An adjacent office has wall to wall windows. The central kitchen with ample cabinets will inspire the culinary enthusiast. A separate dining area includes double windows & French doors leading to incredible outdoor living spaces. 2 bedrooms, 2 full baths and a laundry room complete the interior. The fenced back yard offers privacy and includes a huge paved patio, LARGE refreshing pool, storage shed, and gate that opens onto the Pinellas Trail. The abundant indoor & outdoor living spaces make this property PERFECT for entertaining. Updates include, KITCHEN: shaker cabinets with hardware and soft close drawers & doors, granite counters with 4" backsplash, stainless double sink, faucet, disposal, and stainless steel appliances, BATHROOMS: vanities, stone counters, faucets, mirrors, toilets, showerheads, custom tiled tub, and custom tiled walk-in shower with glass enclosure, OFFICE: interior French door, vintage dark paneled walls, and double ceiling fan, INTERIOR: hardwood & tile flooring, baseboards, shades with valances, 6-panel interior doors with hardware, closet doors, custom door molding, upright washer/dryer, thermostat, light fixtures, attic insulation, water heater, and whole house re-pipe, EXTERIOR: solid wood front door with beveled glass, double French doors with built-in blinds, 2 single French doors with built-in blinds, double paned windows, paved rear patio, storage shed, Weber grill, newer vinyl fence, gutters with gutter guards, decorative shutters, epoxy carport & front porch, re-finished pool when purchased - skimmer and returns replaced in last 5 years, tropical landscaping, newer sewer line, plus hurricane shutters. Home is walking distance to Hammock Park and the Dunedin Waterfront. Head downtown and enjoy unique shops, top rated restaurants, 7 micro-breweries, roof-top bars, and countless activities. Ride your bike on the Trail, stroll along the Causeway, or watch a waterfront sunset, there's plenty to do in Dunedin. This property has been a vacation rental for the past 10 years with stellar 10/10 reviews from EVERY guest. City requires a 3-month minimum rental. Furniture is negotiable. This is a Must See for buyers seeking a move-in ready Dunedin pool home with an active and vibrant lifestyle.

1658 Douglas Avenue, Dunedin

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