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Welcome to 1559 Bayshore Boulevard, where an incredible location, an oversized double lot, and endless possibilities come together in one of Dunedin’s most desirable areas! Situated on approximately 1/3 of an acre, this unique property offers an exceptional amount of outdoor space while placing you just steps from some of the best that Dunedin has to offer. Enjoy the ultimate Florida lifestyle with Sunset Park and the Pinellas Trail just moments away, while vibrant Downtown Dunedin and beautiful Honeymoon Island are both just a short distance from home. Whether you love biking the trail, catching a waterfront sunset, spending the day at the beach, or heading downtown for restaurants, breweries, shopping, festivals, and entertainment, this location puts it all within easy reach. The home features 2 bedrooms and 2 bathrooms with spacious living areas and a comfortable, functional layout. Outside is where this property really stands apart. The expansive double lot provides an incredible amount of room to enjoy today while offering exciting possibilities for the future. The fully fenced yard creates a private outdoor setting with plenty of space for entertaining, pets, gardening, or creating your own backyard oasis. Sports enthusiasts will love the half-court basketball court, which can also function as a full-size pickleball court, making the backyard perfect for recreation and entertaining. A one-car garage provides additional parking and storage. Properties offering this much land in such a sought-after Dunedin location are increasingly hard to find. Whether you’re looking for a charming home with an oversized yard, space to personalize and expand, or simply an incredible piece of property close to the water, trail, parks, beaches, and Downtown Dunedin, 1559 Bayshore Boulevard is packed with potential and ready for its next chapter!

2 Beds ⋅ 2 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code

Welcome to 1559 Bayshore Boulevard, where an incredible location, an oversized double lot, and endless possibilities come together in one of Dunedin’s most desirable areas! Situated on approximately 1/3 of an acre, this unique property offers an exceptional amount of outdoor space while placing you just steps from some of the best that Dunedin has to offer. Enjoy the ultimate Florida lifestyle with Sunset Park and the Pinellas Trail just moments away, while vibrant Downtown Dunedin and beautiful Honeymoon Island are both just a short distance from home. Whether you love biking the trail, catching a waterfront sunset, spending the day at the beach, or heading downtown for restaurants, breweries, shopping, festivals, and entertainment, this location puts it all within easy reach. The home features 2 bedrooms and 2 bathrooms with spacious living areas and a comfortable, functional layout. Outside is where this property really stands apart. The expansive double lot provides an incredible amount of room to enjoy today while offering exciting possibilities for the future. The fully fenced yard creates a private outdoor setting with plenty of space for entertaining, pets, gardening, or creating your own backyard oasis. Sports enthusiasts will love the half-court basketball court, which can also function as a full-size pickleball court, making the backyard perfect for recreation and entertaining. A one-car garage provides additional parking and storage. Properties offering this much land in such a sought-after Dunedin location are increasingly hard to find. Whether you’re looking for a charming home with an oversized yard, space to personalize and expand, or simply an incredible piece of property close to the water, trail, parks, beaches, and Downtown Dunedin, 1559 Bayshore Boulevard is packed with potential and ready for its next chapter!

1559 Bayshore Boulevard, Dunedin

$420,000

Virtually Staged. Some images shown have been virtually staged to illustrate the property’s potential. Furnishings and décor are not included. Welcome to 1632 San Mateo Drive, Dunedin, FL 34698, a charming vintage-style single-story home nestled along a quiet, tree-lined street less than one mile from the water, pinellas county trail and downtown Dunedin. This inviting 2-bedroom, 2-bath residence blends classic Florida character with thoughtful updates and features a versatile bonus room that provides additional space for a home office, den, guest area, or hobby room. Relax and enjoy Florida living from the screened lanai overlooking a private fenced backyard enhanced by stone walkways, a pergola, mature plantings, and plenty of space to unwind or entertain. Important improvements include an A/C system installed in 2020, updated double-pane windows, a tankless hot water heater, and the added convenience and peace of mind of a whole-house generator. The location truly sets this home apart, placing you close to Dunedin's waterfront lifestyle, local beaches, the Dunedin Causeway, Dunedin Golf Club, marinas, popular restaurants, shopping, and the many attractions that make Dunedin such a sought-after Gulf Coast destination. Whether enjoying a day near the water, exploring the surrounding community, or relaxing in your own backyard retreat, this home provides an appealing combination of character, convenience, and location. Schedule a tour today and experience everything 1632 San Mateo Drive has waiting for YOU!

2 Beds ⋅ 2 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code

Virtually Staged. Some images shown have been virtually staged to illustrate the property’s potential. Furnishings and décor are not included. Welcome to 1632 San Mateo Drive, Dunedin, FL 34698, a charming vintage-style single-story home nestled along a quiet, tree-lined street less than one mile from the water, pinellas county trail and downtown Dunedin. This inviting 2-bedroom, 2-bath residence blends classic Florida character with thoughtful updates and features a versatile bonus room that provides additional space for a home office, den, guest area, or hobby room. Relax and enjoy Florida living from the screened lanai overlooking a private fenced backyard enhanced by stone walkways, a pergola, mature plantings, and plenty of space to unwind or entertain. Important improvements include an A/C system installed in 2020, updated double-pane windows, a tankless hot water heater, and the added convenience and peace of mind of a whole-house generator. The location truly sets this home apart, placing you close to Dunedin's waterfront lifestyle, local beaches, the Dunedin Causeway, Dunedin Golf Club, marinas, popular restaurants, shopping, and the many attractions that make Dunedin such a sought-after Gulf Coast destination. Whether enjoying a day near the water, exploring the surrounding community, or relaxing in your own backyard retreat, this home provides an appealing combination of character, convenience, and location. Schedule a tour today and experience everything 1632 San Mateo Drive has waiting for YOU!

1632 San Mateo Drive, Dunedin

$499,000

Welcome to 1725 San Mateo Drive, where timeless character, extensive updates, incredible outdoor living, and one of Dunedin’s most desirable locations come together! This charming 2-bedroom, 3-full-bath home with a one car garage is filled with personality and is perfectly positioned near Hammock Park, the Pinellas Trail, waterfront parks, Downtown Dunedin, and Honeymoon Island. From the moment you arrive, you’ll fall in love with the beautiful landscaping, adorable covered front porch, and inviting curb appeal. Step inside to discover original hardwood floors, charming arched openings, and a beautiful bay window that fills the home with natural light. These special architectural details give the home a warmth and character that simply can’t be recreated. Even better, this home combines its original charm with significant improvements throughout. Major updates include a 2022 roof, 2022 electrical updates, 2024 plumbing updates, 2021 HVAC system, 2017 water heater, 2026 insulation, and air ducts and vents updated in 2025—giving you the character of an established Dunedin home with many important improvements already completed. The kitchen opens directly to the large screened-in lanai, creating a seamless connection between the indoor and outdoor living spaces. Whether you’re enjoying morning coffee, hosting friends and family, or relaxing after a day at the beach, this expansive covered space is perfect for enjoying Florida living year-round. The primary bedroom features its own private bathroom as well as sliding glass doors leading directly to the beautiful deck and backyard. And what a backyard it is! Spacious, lush, and surrounded by mature landscaping, this outdoor retreat offers an incredible amount of room for entertaining, gardening, pets, outdoor dining, or simply relaxing beneath the Florida sunshine. Between the screened lanai, deck, front porch, and expansive yard, there are so many places to enjoy the outdoors. There is also an irrigation system! With two bedrooms and three full bathrooms, the floor plan offers flexibility and convenience rarely found in a home of this size. The location is truly exceptional. Hammock Park is just steps away, offering beautiful trails and natural surroundings, while the Pinellas Trail and waterfront parks are also nearby. Grab your bike or golf cart and head to Downtown Dunedin for locally owned restaurants, breweries, boutiques, festivals, farmers markets, and waterfront sunsets. When it’s time for the beach, Honeymoon Island is only about five minutes away! Adding even more peace of mind, the home experienced no water intrusion or storm damage during the recent hurricanes. With original hardwood floors, architectural charm, extensive updates, gorgeous outdoor living spaces, a spectacular backyard, and an unbeatable Dunedin location, 1725 San Mateo Drive offers the perfect combination of Old Florida character and the Dunedin lifestyle everyone loves.

2 Beds ⋅ 3 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code

Welcome to 1725 San Mateo Drive, where timeless character, extensive updates, incredible outdoor living, and one of Dunedin’s most desirable locations come together! This charming 2-bedroom, 3-full-bath home with a one car garage is filled with personality and is perfectly positioned near Hammock Park, the Pinellas Trail, waterfront parks, Downtown Dunedin, and Honeymoon Island. From the moment you arrive, you’ll fall in love with the beautiful landscaping, adorable covered front porch, and inviting curb appeal. Step inside to discover original hardwood floors, charming arched openings, and a beautiful bay window that fills the home with natural light. These special architectural details give the home a warmth and character that simply can’t be recreated. Even better, this home combines its original charm with significant improvements throughout. Major updates include a 2022 roof, 2022 electrical updates, 2024 plumbing updates, 2021 HVAC system, 2017 water heater, 2026 insulation, and air ducts and vents updated in 2025—giving you the character of an established Dunedin home with many important improvements already completed. The kitchen opens directly to the large screened-in lanai, creating a seamless connection between the indoor and outdoor living spaces. Whether you’re enjoying morning coffee, hosting friends and family, or relaxing after a day at the beach, this expansive covered space is perfect for enjoying Florida living year-round. The primary bedroom features its own private bathroom as well as sliding glass doors leading directly to the beautiful deck and backyard. And what a backyard it is! Spacious, lush, and surrounded by mature landscaping, this outdoor retreat offers an incredible amount of room for entertaining, gardening, pets, outdoor dining, or simply relaxing beneath the Florida sunshine. Between the screened lanai, deck, front porch, and expansive yard, there are so many places to enjoy the outdoors. There is also an irrigation system! With two bedrooms and three full bathrooms, the floor plan offers flexibility and convenience rarely found in a home of this size. The location is truly exceptional. Hammock Park is just steps away, offering beautiful trails and natural surroundings, while the Pinellas Trail and waterfront parks are also nearby. Grab your bike or golf cart and head to Downtown Dunedin for locally owned restaurants, breweries, boutiques, festivals, farmers markets, and waterfront sunsets. When it’s time for the beach, Honeymoon Island is only about five minutes away! Adding even more peace of mind, the home experienced no water intrusion or storm damage during the recent hurricanes. With original hardwood floors, architectural charm, extensive updates, gorgeous outdoor living spaces, a spectacular backyard, and an unbeatable Dunedin location, 1725 San Mateo Drive offers the perfect combination of Old Florida character and the Dunedin lifestyle everyone loves.

1725 San Mateo Drive, Dunedin

$424,900

Virtually Staged. $5,000 SELLER CREDIT! NO HOA! BACKYARD ACCESS TO THE PINELLAS TRAIL! Discover the best of Dunedin living in this beautifully updated 3-bedroom home, perfectly situated along a charming brick-paved street just minutes from Downtown Dunedin, waterfront parks, restaurants, breweries, shopping, and local beaches! Offering 1,129 square feet of refreshed living space, this move-in-ready home features luxury vinyl plank flooring, modern fixtures, remote-controlled blinds, and a beautifully renovated kitchen with granite countertops, stainless steel appliances, a convection oven, updated cabinetry, and a built-in dry bar with additional storage. The updated bathroom features a modern vanity and tub/shower combination. MAJOR UPDATES ALREADY COMPLETED! Enjoy the peace of mind of a 2022 ROOF, 2024 HVAC, and 2025 WATER HEATER, along with hurricane-impact windows throughout much of the home and shutters for the remaining windows. Step outside to your fully fenced backyard featuring a beautiful mature oak tree, paved patio, storage shed, and charming garden arbor with built-in seating. Even better, enjoy backyard access to the Pinellas Trail, perfect for biking, jogging, or enjoying Florida’s beautiful outdoors! A covered carport and additional utility storage add everyday convenience. Solar panels are financed, with buyer assumption requested subject to lender approval and transfer requirements. SELLER OFFERING $5,000 TOWARD BUYER CLOSING COSTS OR AN INTEREST RATE BUYDOWN! Conveniently located near Downtown Dunedin, Honeymoon Island State Park, the waterfront, and everything that makes this coastal community so desirable. Don’t miss your opportunity to enjoy updated living in one of Pinellas County’s most charming communities!

3 Beds ⋅ 1 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code

Virtually Staged. $5,000 SELLER CREDIT! NO HOA! BACKYARD ACCESS TO THE PINELLAS TRAIL! Discover the best of Dunedin living in this beautifully updated 3-bedroom home, perfectly situated along a charming brick-paved street just minutes from Downtown Dunedin, waterfront parks, restaurants, breweries, shopping, and local beaches! Offering 1,129 square feet of refreshed living space, this move-in-ready home features luxury vinyl plank flooring, modern fixtures, remote-controlled blinds, and a beautifully renovated kitchen with granite countertops, stainless steel appliances, a convection oven, updated cabinetry, and a built-in dry bar with additional storage. The updated bathroom features a modern vanity and tub/shower combination. MAJOR UPDATES ALREADY COMPLETED! Enjoy the peace of mind of a 2022 ROOF, 2024 HVAC, and 2025 WATER HEATER, along with hurricane-impact windows throughout much of the home and shutters for the remaining windows. Step outside to your fully fenced backyard featuring a beautiful mature oak tree, paved patio, storage shed, and charming garden arbor with built-in seating. Even better, enjoy backyard access to the Pinellas Trail, perfect for biking, jogging, or enjoying Florida’s beautiful outdoors! A covered carport and additional utility storage add everyday convenience. Solar panels are financed, with buyer assumption requested subject to lender approval and transfer requirements. SELLER OFFERING $5,000 TOWARD BUYER CLOSING COSTS OR AN INTEREST RATE BUYDOWN! Conveniently located near Downtown Dunedin, Honeymoon Island State Park, the waterfront, and everything that makes this coastal community so desirable. Don’t miss your opportunity to enjoy updated living in one of Pinellas County’s most charming communities!

1837 Pasadena Drive, Dunedin

$460,000

Charming 3BR/2BA bungalow in a fantastic Dunedin location; no HOA and no flood insurance required! This nicely updated, move-in-ready home is located in Dunedin's highly desirable golf cart zone, just minutes from TD Ballpark, the farmers market, festivals, and the many breweries and restaurants that make the area so special. Peaceful Hammock Park is just down the street for morning walks, or jump on the Pinellas Trail for a bike ride to Honeymoon Island. Inside, you'll find a newly renovated kitchen with stainless steel appliances and quartz countertops, remodeled bathrooms, and new LVP flooring throughout, no carpet. The home offers three split comfortable bedrooms plus a sunny bonus room with expansive windows overlooking the fenced backyard—ideal for a home office, gym, playroom, or reading nook. The spacious backyard includes a storage shed and offers plenty of room for a future addition or pool, or simply a great place to enjoy your morning coffee while the dogs have room to roam. Roof is 2021. Central AC 2022 + newly serviced mini splits, water heater 2021. Come take a look at this cute, clean, move-in-ready home and start enjoying everything Dunedin has to offer!

3 Beds ⋅ 2 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code

Charming 3BR/2BA bungalow in a fantastic Dunedin location; no HOA and no flood insurance required! This nicely updated, move-in-ready home is located in Dunedin's highly desirable golf cart zone, just minutes from TD Ballpark, the farmers market, festivals, and the many breweries and restaurants that make the area so special. Peaceful Hammock Park is just down the street for morning walks, or jump on the Pinellas Trail for a bike ride to Honeymoon Island. Inside, you'll find a newly renovated kitchen with stainless steel appliances and quartz countertops, remodeled bathrooms, and new LVP flooring throughout, no carpet. The home offers three split comfortable bedrooms plus a sunny bonus room with expansive windows overlooking the fenced backyard—ideal for a home office, gym, playroom, or reading nook. The spacious backyard includes a storage shed and offers plenty of room for a future addition or pool, or simply a great place to enjoy your morning coffee while the dogs have room to roam. Roof is 2021. Central AC 2022 + newly serviced mini splits, water heater 2021. Come take a look at this cute, clean, move-in-ready home and start enjoying everything Dunedin has to offer!

1623 San Mateo Drive, Dunedin