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$499,000
4 Beds 2 Baths Dunedin Isles 1 SubDv. 34698 Zip Code
Under contract-accepting backup offers. 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

$775,000
4 Beds 2 Baths Broadway Add Resub SubDv. 34698 Zip Code
Investor’s Dream with Stunning Waterfront Park Views in the Heart of Dunedin! Welcome to 328 Pershing Street, a rare opportunity to own a beautifully renovated, fully furnished, turnkey duplex in one of Dunedin’s most sought-after locations. Perfectly positioned directly along the Pinellas Trail and overlooking Weaver Park with picturesque Intracoastal Waterway views, this exceptional property offers the ideal combination of lifestyle, flexibility, and outstanding investment potential. Short-term rentals are allowed, and this high-performing property generated an impressive $101,000 in gross rental income in 2024, making it an outstanding addition to any investment portfolio. From Jan 1st 2026 to June 30th 2026 the seller’s gross rental income was $56,032.39. Each side of the duplex features a stylish 2-bedroom, 1-bath open-concept floor plan with modern updates, tasteful furnishings, and move-in-ready finishes throughout. Whether you’re looking for a proven income-producing property, a vacation home, or a primary residence, you’ll appreciate the flexibility to live in one unit while renting the other to offset expenses or create passive income. The home has been thoughtfully upgraded with a brand-new dual-zone air conditioning system, providing independent climate control for each unit while maximizing comfort and efficiency. Outside, enjoy generous parking, inviting outdoor living spaces, and beautiful park and Intracoastal views just outside your door. Walk, bike, or jog the Pinellas Trail, stroll through Weaver Park, launch a kayak nearby, or take a quick golf cart ride to vibrant Downtown Dunedin with its award-winning restaurants, breweries, boutiques, marina, and year-round festivals. For additional peace of mind, this property sustained no damage from the recent hurricanes, making it an even more attractive investment. Whether you’re expanding your investment portfolio or searching for a unique coastal property with built-in income potential, 328 Pershing Street delivers the best of Dunedin living with exceptional returns, an unbeatable location, and endless possibilities.

328 Pershing Street, Dunedin

$1,325,000
10 Beds 8 Baths Acreage SubDv. 34698 Zip Code
Exceptional opportunity to own a fully occupied six-unit multifamily property in the heart of one of Pinellas County's most desirable communities. Located at 149–155 New York Avenue in Dunedin, this rare investment opportunity consists of three separate duplexes situated on a generously sized parcel just minutes from downtown Dunedin, the Pinellas Trail, Honeymoon Island, Clearwater Beach, TD Ballpark, marinas, restaurants, breweries, shopping, and entertainment. The property features approximately 4,440 square feet of living space and offers a highly desirable unit mix consisting of two two-bedroom, two-bath units, two two-bedroom, one-bath units, and two one-bedroom, one-bath units. The property is 100% occupied and has a proven history of strong rental demand, making it an excellent opportunity for investors seeking immediate cash flow, long-term appreciation, or both. Extensive renovations have been completed throughout the property within the past six months. Improvements include new glue-down luxury vinyl plank flooring throughout all units, new kitchen cabinetry, updated countertops and fixtures, newer appliances installed between 2025 and 2026, updated bathrooms, and fresh interior paint throughout. Four of the units feature granite countertops. The exterior was professionally painted in 2025, recent tree trimming and site improvements have been completed, and the property has been proactively maintained with no known deferred maintenance. Additional features include on-site coin-operated laundry, favorable wind mitigation characteristics, multiple HVAC systems replaced between 2021 and 2022, updated water heaters throughout the property, including a new installation in 2024, separately metered electric and water services, and minimal anticipated near-term capital expenditures. Situated within Flood Zone X, the property offers investors additional peace of mind while benefiting from a highly desirable location and strong demand fundamentals. Positioned within the city's MF-15 multifamily zoning district, this turnkey investment provides a unique opportunity to acquire a stabilized income-producing asset in a location that continues to experience strong demand and limited inventory. Residents enjoy convenient access to waterfront parks, golf courses, medical facilities, major employment centers, downtown Clearwater, Palm Harbor, Tampa, and St. Petersburg, while also benefiting from Dunedin's vibrant coastal atmosphere and walkable lifestyle. This is a rare opportunity to acquire a well-maintained multifamily asset in one of Tampa Bay's most sought-after markets. Financial information, lease information, and additional property details are available upon request. All measurements, zoning information, rental information, and future land-use possibilities should be independently verified by the buyer. Showings are by appointment only. Please do not disturb tenants.

153 New York Avenue, Dunedin

$649,000
6 Beds 3 Baths Dunedin Lakewood Estates 1st Add SubDv. 34698 Zip Code
Turnkey duplex in the heart of Dunedin offering exceptional flexibility for investors, owner-occupants, and multi-generational living. Whether you’re building your portfolio, generating immediate cash flow, or living in one residence while renting the other, this property checks every box. Offering approximately 2,400± square feet, the property features two spacious residences, each providing nearly 1,200 square feet with private entrances and comfortable, well-designed layouts. The front residence offers 3 bedrooms and 1 bath, while the rear residence features 3 bedrooms and 1.5 baths, providing added flexibility for tenants and extended family alike. Inside, bright open living spaces are complemented by soaring vaulted ceilings that create an airy feel rarely found in duplexes. One residence has been beautifully updated with a modern kitchen featuring shaker cabinetry, stainless steel appliances, updated countertops, a contemporary tile backsplash, and a designer-inspired bathroom. The second residence is equally inviting, offering durable flooring, generous living spaces, and a well-maintained interior ready for immediate occupancy or continued rental income. Outside, mature shade trees, private outdoor spaces, separate laundry facilities, ample off-street parking, and attractive exterior updates make ownership easy while creating comfortable spaces for residents to enjoy. Best of all, the property is located in a No Flood Zone, offering added peace of mind and potential savings on insurance. Currently generating approximately $57,600 in annual gross rental income, this property delivers immediate cash flow with long-term upside in one of Pinellas County’s strongest rental markets The location is just as compelling as the investment. Walk to neighborhood restaurants, cafés, grocery stores, fresh markets, bowling, pizza, and everyday conveniences. When it’s time to unwind, hop on your golf cart or take a leisurely stroll into vibrant Downtown Dunedin, where waterfront sunsets, live entertainment, boutique shopping, craft breweries, and year-round festivals create an unmatched coastal lifestyle. Just minutes away are the Dunedin Marina, the Pinellas Trail, TD Ballpark—home of Toronto Blue Jays Spring Training—Honeymoon Island State Park, Caladesi Island, and the world-famous white sand beaches of Clearwater. Whether you’re expanding your investment portfolio or searching for a property that combines income potential with one of Florida’s most desirable lifestyles, this rare Dunedin duplex is an opportunity you won’t want to miss.

536 Patricia Avenue, Dunedin

$475,000
4 Beds 2 Baths Colonial Village 3rd Add SubDv. 34698 Zip Code
Rare opportunity to own a duplex in one of Tampa Bay’s most sought-after coastal communities! This solid block construction property offers the perfect opportunity for buyers seeking to live in one side while generating rental income from the other, reducing monthly expenses while building long-term wealth. Investors will also appreciate the strong rental demand and exceptional location that continues to attract both residents and visitors to Dunedin. Located in a desirable non-flood zone area of Dunedin, this property offers two separate units, each featuring 2 bedrooms, 1 bathroom, comfortable living spaces, private entrances, separate laundry rooms, and backyards. Whether you are looking for an owner-occupied investment, multi-generational living, or an addition to your rental portfolio, this versatile property provides flexibility rarely found in this price range. The location is truly exceptional. Situated less than half a mile from the waterfront and vibrant Main Street Dunedin, residents can easily enjoy the city’s renowned restaurants, breweries, cafés, boutiques, galleries, festivals, and year-round community events. The property is also approximately a third of a mile from the TD Ballpark, that is the spring training home of the Toronto Blue Jays and Dunedin Blue Jays, and just moments from the Pinellas Trail, offering convenient access to miles of scenic paths connecting parks, recreation, dining, and entertainment throughout the county. Dunedin’s unique coastal lifestyle continues to make it one of the most desirable communities on the Gulf Coast. Golf carts are permitted throughout much of the city, adding to the convenience of enjoying nearby attractions, waterfront parks, the marina, and downtown amenities without always needing to get in the car. Outdoor enthusiasts will appreciate the short drive to Honeymoon Island State Park, featuring Gulf beaches, nature trails, kayaking, fishing, and access to Caladesi Island. Clearwater Beach and the historic Sponge Docks of Tarpon Springs are also nearby, providing even more options for recreation and entertainment. Dunedin properties in this prime location often command significantly higher prices, making this duplex an outstanding opportunity to own in a premier coastal community while creating immediate income potential. Whether you’re searching for an affordable path into Dunedin, a smart investment, or a property that combines lifestyle and financial benefits, this rare duplex delivers location, flexibility, and opportunity.

638 Dogwood Court, Dunedin

$3,750,000
Dunedin Causeway Center SubDv. 34698 Zip Code
WATERFRONT INCOME. DEVELOPMENT POTENTIAL. ICONIC DUNEDIN LOCATION. Investor and developer opportunity positioned along the highly sought-after Dunedin Causeway. This rare, income-producing waterfront assemblage includes 2 parcels being sold together, currently configured as a waterfront main residence plus an adjacent income-producing multi-unit property with exceptional upside and long-term redevelopment potential. DEVELOPMENT & ZONING POTENTIAL: Zoned FX-M with short-term rentals approved, the property offers multifamily development potential for up to 10 units, making this a strategic acquisition for investors, developers, boutique hospitality operators, or buyers seeking scale in one of Tampa Bay’s most supply-constrained coastal corridors. PROPERTY CONFIGURATION: The income-producing building currently consists of 3 separate units, including 2 renovated 2-bedroom, 2-bath units that each accommodate up to 6 guests. *One unit features a modernized kitchen (2020), in-unit washer and dryer, new baseboards, and updated tile flooring. *The second includes a 2023 kitchen remodel, epoxy flooring, and in-unit laundry, making it ideal for short- or long-term leasing. *The third flexible unit functions as a versatile 1-bedroom, 1-bath space ideal for office, gym, or ancillary rental use, with plumbing already in place for washer/dryer installation. *The adjacent waterfront residence currently offers 3 bedrooms with the potential to add 3 additional bedrooms and can accommodate up to 10 guests, creating additional flexibility for expanded living, luxury rental use, or boutique hospitality potential. PROPERTY IMPROVEMENTS & FEATURES: Constructed with durable concrete block construction on slab, the property has been extensively improved with refreshed stucco and exterior paint (2022), impact-rated windows and doors (2015), 3 HVAC systems (2015), and separate electric meters for operational flexibility. Additional features include 6 dedicated parking spaces and a fully equipped RV hookup with 50-amp service, sewer, and water connections, expanding rental versatility. WATERFRONT LIFESTYLE: A heated saltwater pool and spa overlook the Intracoastal Waterway, while direct water access, a private dock, deep-water slips, boat lift, and jet ski lifts create exceptional boating appeal, recreational value, and strong lifestyle-driven rental demand. LOCATION & CONVENIENCE: Located just minutes from Downtown Dunedin, the property is within walking distance to waterfront dining, retail, marinas, entertainment, and the Pinellas Trail. Positioned adjacent to the Toronto Blue Jays Spring Training facilities and within a golf-cart-friendly community, the location continues to drive strong seasonal demand and premium rental rates. With flexible zoning, strong in-place income, irreplaceable waterfront positioning, and future redevelopment opportunity, this is a truly rare coastal investment opportunity along the iconic Dunedin Causeway. Property consists of 2 parcels being sold together, including 1 income-producing triplex property and 1 adjacent waterfront residence. The triplex includes 3 units: 2 renovated 2-bedroom, 2-bath units that each sleep up to 6 guests, plus 1 flexible unit with future 1-bedroom potential. The waterfront residence currently offers 3 bedrooms with the potential to add 3 additional bedrooms and can accommodate up to 10 guests.

439 Causeway Boulevard, Dunedin

$675,000
6 Beds 3 Baths Oakland Sub 2 SubDv. 34698 Zip Code
Investment Opportunity in the Heart of Dunedin – Prime Duplex with Strong Returns LOCATION! LOCATION! LOCATION! Positioned in one of Pinellas County’s most desirable coastal communities, this exceptional duplex offers a rare blend of immediate income, future upside, and an unbeatable lifestyle setting. Just a short stroll, bike ride, or golf cart cruise to the vibrant downtown, you’ll enjoy effortless access to boutique shops, top-rated restaurants, local breweries, and the scenic Intracoastal Waterway. This income-producing property is ideal for investors seeking stability and growth: Strong ROI when fully rented with potentially a 8% Cap Rate Two separate electric meters for ease of management One unit fully remodeled and ready to command top market rent Second unit occupied by a long-term, established tenant providing immediate cash flow Spacious backyard with potential for enhanced outdoor living or added value Ample parking for tenants and guests Zoning presents an exciting opportunity, with potential for expansion up to 4 units (buyer to verify), making this not just a purchase—but a strategic investment in future development. Located in a non-flood zone (no flood insurance required), this property offers both peace of mind and reduced operating costs—an increasingly rare advantage in a coastal market. Dunedin continues to rank among the top destinations per the Pinellas County Visitors Bureau, known for its charming coastal vibe, community events, waterfront parks, and access to the Pinellas Trail. Please note: Showings are by appointment only. Do not disturb current tenant. This is your chance to secure a high-performing asset in a location that consistently attracts renters, tourists, and long-term growth.

1193 & 1195 Bass Boulevard, Dunedin

$645,000
5 Beds 5 Baths Sunny Ridge SubDv. 34698 Zip Code
This exceptional 4-Plex investment opportunity is located in the heart of Dunedin. It offers immediate income, strong location appeal, and multiple avenues for income growth. The property delivers stable cash flow (7% Cap Rate) with clear potential to enhance returns by optimizing rents to market levels, capitalizing on short-term rental zoning (Airbnb/VRBO), or leveraging an owner-occupant income strategy. Positioned just minutes from downtown, this asset is not located in a flood zone, helping reduce insurance costs and risk. The property offers 2,550 SF (3,280 SF under roof) with a balanced unit mix of (3) 1BR/1BA and (1) 2BR/2BA, each with private entrances, outdoor patio space, and two dedicated parking spaces, features that drive strong tenant demand and short-term rental appeal. The recently renovated 2BR/2BA unit offers flexibility as a flagship short-term rental unit or an ideal owner-occupant residence. Low operating expenses and tenant-reimbursed utilities create an efficient ownership profile, while below-market rents provide a clear path to increased income over time. 4-Point and Wind Mitigation inspections were completed in March, with clean reports available reinforcing the property’s insurability, finance ability, and turnkey investment profile. Located near downtown Dunedin, the Pinellas Trail, waterfront parks, marina, beaches, and a vibrant mix of dining, breweries, and year-round events, the property benefits from consistent demand drivers supporting both long-term and short-term rental performance. This is a rare opportunity to acquire a well-maintained, income-producing asset with built-in upside in one of Tampa Bay’s most desirable coastal submarkets. Opportunities combining in-place income, Short Term Rental flexibility, and non-flood zone positioning in Dunedin are increasingly limited.

1301 N Lotus Drive, Dunedin

$542,800
4 Beds 2 Baths SubDv. 34698 Zip Code
Exceptional investment opportunity! This purpose-built duplex is a rare find, located in a quiet residential area of Dunedin nestled by luxury new build single-family homes—an uncommon and desirable setting for a duplex property. You can add and drive value without the impact of other less professional landlords in your vicinity. Both units are identical 2-bedroom, 1-bath layouts featuring private entrances, fenced backyards divided by a vinyl privacy fence, and outdoor concrete decks that tenants love. Each unit includes its own stackable washer and dryer, making the property fully self-contained and low-maintenance. The duplex has a strong rental history with high-quality tenants due to its superior condition and unbeatable location. Unit A- is currently vacant, offering immediate flexibility for the new owner to occupy or lease at market rate. Unit-B Is Occupied- Local Professional on MTM Lease. Can Be Vacant or Occupied at Sale. Highlights: Non Flood Zone- High and Dry. (X) Roof 2011 Electric Modern 4 Point compliant. A/C - Unit A- 2018 / Unit B - Recently refurbished. Interiors - Recently rehabbed and Modern. Two 2 Bed / 1 Bath units — mirror layout Private entrances & separate fenced yards with privacy divider Each unit includes stackable washer/dryer Consistent rental history with quality professional tenants. Selling point is the quiet residential environment and ample off street parking. One unit vacant for new lease or owner-occupant Surrounded by single-family homes & luxury new builds. Minutes to Downtown Dunedin, beaches & Pinellas Trail Turnkey, updated, and perfectly located — this property offers immediate income potential and long-term appreciation in one of Pinellas County’s most desirable markets.

650 Athens Street, Dunedin

$1,200,000
8 Beds 4 Baths Dunedin Cswy Center 2nd Rep SubDv. 34698 Zip Code
Discover a rare investment opportunity in the heart of Dunedin, Florida. Captain’s Quarters offers four fully furnished waterfront vacation rental units, each designed for comfort and a truly one-of-a-kind guest experience. Just 30 minutes from Tampa International Airport and minutes from downtown Dunedin’s shops, restaurants, and breweries, this property delivers both lifestyle and income potential. What sets Captain’s Quarters apart is the feature no other vacation rental in the area provides: every unit includes its own free personal boat for guests to use year-round. Guests can fish, explore nearby islands, or cruise the intercoastal waters at their leisure, creating an unforgettable stay that drives strong occupancy and repeat bookings. Each of the four condo-style units includes two bedrooms and one bath, fully equipped kitchens, queen beds, linens, towels, Cable, Wi-Fi, and on-site laundry. The first-floor units have been recently renovated, adding modern appeal, while a brand-new dock enhances the waterfront amenities. Outdoor features also include private decks or balconies, BBQ grills, and fishing gear, ensuring guests have everything they need for a seamless stay. With a proven rental history and consistently high occupancy rates, this property represents more than just a real estate purchase. It is a turnkey, income-generating asset in one of Florida’s most desirable Gulf Coast destinations. Dunedin’s slower pace, bright sandy beaches, and strong year-round visitor demand make Captain’s Quarters a standout opportunity to own a high-performing vacation rental package with a built-in competitive advantage. Call for your in-person or live virtual tour today!

2685 St Josephs Drive E, Dunedin

$961,000
2 Beds 3 Baths Grove Terrace SubDv. 34698 Zip Code
Major Price Improvement! Rarely does a property like this come available on one of the finest streets in the historic district of Dunedin. Completely rebuilt from the outside walls in, this looks and feels like a new home. This spectacular residence even has a separate brand new guest cottage. No expense was spared to create this stylish and sophisticated setting. The home sits squarely in the middle of downtown on one of Dunedin’s brick streets in a non-flood, non-evacuation zone. With solid block walls, new impact windows, impact doors, and a new roof with hurricane straps, you’re free to relax and enjoy everything this property has to offer. The covered front porch, screened lanai, and newly landscaped deep lot with alley access creates a serene setting, with plenty of room to entertain. The new guest cottage features a complete kitchen with stainless steel appliances, quartz countertops, washer/dryer unit, and modern bath with large walk-in shower. In the main house, there is a large living room with custom picture window bringing the outside foliage in. Glass French doors lead to a bright and airy home office. A guest bedroom and hall bath complete this area of the home. The kitchen has custom shaker cabinets, quartz countertops with backsplashes, stainless steel appliances & range hood, and a deep workplace sink. There’s even a walk-in pantry and laundry closet. The primary suite overlooking the backyard has a walk-in closet with double racks and a full bath with a beautiful oversized walk-in shower. In the relaxing screened porch, enjoy your morning coffee and evening drinks with your guests, who are comfortably staying in the rear cottage. The possibilities are endless. This totally rebuilt house includes all new plumbing throughout the home and to the street. It also has on demand hot water, completely new wiring, new irrigation with reclaimed water, and new front & rear paved parking. Ride your bike on the Trail, stroll along St Joseph's Sound, or watch a waterfront sunset from the Marina, there's plenty to do in Dunedin. Other amenities include: beaches, parks, casual & fine dining, roof top bars, micro-breweries, cafes, bike riding, boating, fishing, downtown festivals, concerts, art shows, spring training baseball, championship golf, sunsets, and events at the Community & Fine Art Centers. Don’t miss the opportunity to tour this property and feel for yourself the eclectic lifestyle it conveys.

617 Scotland Street, Dunedin

$285,000
4 Beds 4 Baths Highland Estates SubDv. 34698 Zip Code
Investor Special – Opportunity in Dunedin, Florida! CASH ONLY. Priced attractively to reflect the necessary updates needed, this property represents an exceptional value for the right investor. Don't miss the chance to acquire a promising multi-family property in highly desirable Dunedin. This property offers an exciting opportunity for the seasoned investor or the visionary buyer ready to create a dream rental or multifamily home from the ground up. Each unit features its own kitchen, full bathroom, and separate entrance, ensuring privacy and ease for future tenants or residents. The spacious front unit boasts 2 bedrooms, 1.5 bathrooms, and a convenient laundry room. The efficiency studio apartment includes a kitchen and full bathroom. The side unit is a comfortable 2-room, 1-bathroom layout with its own kitchen, offering excellent flexibility. Demo work has already been initiated, clearing the way for your renovation vision. No current tenants means immediate, unobstructed access to begin transformations right away. Fully fenced yard, enclosed rear porch, and additional storage area add even more value. Recent upgrades include a roof replacement in 2016, HVAC in 2020, and water heater from 2016, providing a solid start to your improvements. This property is in Flood Zone X (NOT IN A FLOOD ZONE), experiencing no damage from recent hurricanes. Situated close to schools, vibrant downtown Dunedin, shopping, the Toronto Blue Jays Stadium, and just minutes from beautiful Gulf beaches, this location is prime for attracting tenants or creating a dynamic multi-family home. Act fast to secure this unique property and bring your investment vision to life! Property is being sold AS-IS with right to inspect. Buyer/buyer's agent to verify all information including measurements, county and city rental restrictions, any pet restrictions, zoning or other questions about the property. Non-assignable contracts only.

79 Patricia Avenue, Dunedin

$805,000
5 Beds 4 Baths Dunedin Isles 1 SubDv. 34698 Zip Code
Turnkey Dunedin Triplex - Located in the beloved Dunedin Golf Cart Zone, steps from the waterfront and perched on the Pinellas Trail this is an Exclusive 5-star rated investment or lifestyle opportunity! Live in the 3-bedroom, 2-bathroom main house and rent the two wonderful studio apartments. If you qualify for a $500,000 mortgage, you may qualify for this home with the expected rental income offset from the two studios. A mortgage fact sheet is available from our preferred lender. This rare triplex is situated a block from the scenic 36-mile Pinellas Trail and just steps from stunning sunset views across St. Joseph's Sound. Built of solid cement block in a ranch-style layout, it offers three fully separate private units with no shared living space—ideal for full-time rental income, a hybrid live-and-rent setup, or a multigenerational lifestyle home. Zoned for short-term 90-day rentals and located outside the flood zone, this property has NO history of storm-surge or water damage. Assumable 5.25% mortgage available to qualified buyers—a rare financing opportunity in today’s market. Live in one unit while renting the others or lease all three for maximum income. The MAIN HOME features 3 bedrooms, private entry, full kitchen, spacious living areas, modern coastal décor, and its own fenced yard. Cement block construction ensures quiet, durable, low-maintenance living. STUDIO A is a newly built Tiny-House–style loft unit with modern finishes, private entrance, and a large yard shared with Studio B. STUDIO B is a single-level, fully furnished studio apartment with a 94% occupancy rate, private entrance, and access to the shared backyard. No units share interior space—each is completely self-contained. Both studios boast new kitchens and HVAC systems. Proven Performance & Guest Appeal Consistently 5-star reviewed on Airbnb and VRBO. High-season bookings are secured a year in advance for the main house and Studio B and returning-guest waitlists keep vacancy low. Walk, bike or golfcart to downtown Dunedin’s award-winning breweries, restaurants, boutiques, art galleries, and community events. Minutes from Honeymoon Island, Clearwater Beach, and the Marina. Close to the American Legion, parks, and seasonal festivals. The published expected rent is based on current annual rates. The property has a history of much higher rental rates on shorter stays. Whether you’re an investor seeking reliable cash flow, a snowbird wanting built-in rental income, or a local looking for a smart live-and-rent arrangement, this Dunedin triplex delivers location, lifestyle, flexibility, and financial performance.

1600 Pasadena Dr, Dunedin

$550,000
Sunny Ridge SubDv. 34698 Zip Code
Nestled in the heart of Dunedin, FL, This exceptional duplex presents a rare and lucrative opportunity with its highly coveted SHORT-TERM RENTAL ZONING, making it perfect for Airbnb or vacation rentals—something few properties in the area can offer. Each unit features two spacious bedrooms- with a bonus space/office off the primary bedroom, one stylish bathroom, and an attached garage, making it the perfect setup for full-time residents or vacation guests. The kitchens have been tastefully updated with sleek stone countertops, providing a stylish and functional space for cooking and entertaining. Both units also include FULLY FENCED BACKYARDS, creating private outdoor retreats ideal for relaxing, grilling, or enjoying the Florida sunshine. Situated just ONE MILE FROM DOWNTOWN Dunedin, guests and residents alike can enjoy boutique shopping, fantastic dining, and the picturesque waterfront with ease. The GOLF CART-FRIENDLY COMMUNITY allows residents and guests to effortlessly cruise downtown or catch a Toronto Blue Jays spring training game without ever needing a car. Located in a NON-EVACUATION and NON-FLOOD ZONE, this duplex provides peace of mind with year-round safety and worry-free ownership, a significant advantage in Florida’s coastal communities. Whether you're looking to invest in a high-performing short-term rental property or secure a long-term income stream, this duplex is a rare find in an unbeatable location. With few areas in Dunedin zoned for SHORT-TERM RENTALS, this property stands out as a true investment gem with incredible income potential. The vibrant local culture, proximity to the Gulf, and strong rental demand make this an opportunity you don’t want to miss. Whether you're an investor or someone looking for the perfect blend of personal use and rental income, this property delivers on all fronts. Don’t miss out on securing a piece of paradise in one of Florida’s most charming and vibrant communities. Please be respectful of the current tenants’ privacy and schedule a showing in advance. Come see why this duplex is a standout choice for anyone looking to experience the very best of Dunedin living!

1159 Pinehurst Road, Dunedin

$925,000
8 Beds 4 Baths Rillings Sub G F SubDv. 34698 Zip Code
Opportunity Found!  Prime investment property in sought-after Dunedin. This beautiful 4-unit building offers exceptional appeal and is just blocks from the charming and eventful Downtown Dunedin. The units are all nicely sized with 2 bedrooms and 1 bath each. The kitchens feature white cabinetry, natural light, and an eating space. There are front-loading washers and dryers in each home, central AC units, ceiling fans, and flooring is either tile, LVP or carpet. Both upper and lower levels have desirable covered patio space at each door. The building is block construction and features a new roof installed in 2022 and an updated exterior paint.   The structure is on a large corner lot with numerous oak trees, flowering bushes, and a grassy fenced yard.  The grounds also provide plenty of off-street parking for tenants and guests, both cars and golf carts.     This building had no damages from the recent storms and is not in a flood zone where lenders require flood insurance.  The building has been professionally managed and is fully occupied by long-term tenants who pay for electric service, water, sewer, and internet bills.  The landlord pays for trash dumpster,  exterior lighting, and grounds care.  The building is turn-key ready for the next investor to collect income from day 1. yet, it also could be a value-add opportunity for a savvy investor to modernize the units to maximize income. Location, location!  Golf cart zoned for a quick ride to Main Street for dinner, the frequent festivals, or to one of the many breweries in Dunedin.   Residents are next to the action for The Toronto Blue Jays' Spring Training games.   Residents have nearby access to one of the best areas of the Pinellas Trail for biking or walking, and it's a quick walk to the water and the Dunedin Marina. This property is just down the street from Curtis Fundamental School and the Dunedin Library.  This income-producing property has produced a consistent income with a very low vacancy rate for many years.  Additional financial info is available.  Please do not approach the building without an appointment in consideration of the residents.   Hurry and contact us today to act on this one! Desirable, income-producing investments like this building are rarely available in Dunedin.

460 Beltrees Street, Dunedin

$1,150,000
6 Beds 4 Baths Oakland Sub SubDv. 34698 Zip Code
Prime Downtown Dunedin Investment Opportunity 4 UNITS! – No Rental Restrictions and zoned Downtown Core and commercial as well! $167,899 in net income total for the last 2 years(total of 2023 & 2024)! Amazing & a rare opportunity to own a turnkey, income-producing property in the heart of Downtown Dunedin! This fully renovated and beautifully furnished multi-unit property offers four short-term rental units currently listed on Airbnb and other vacation rental platforms, making it an exceptional investment with endless possibilities. The front building features two separate units each 2 bed 2 bath with primary suites in each, which can be rented individually or combined to create a spacious 4-bedroom, 4-bath home for larger groups. The rear building offers two additional 1-bedroom, 1-bath units, one on each floor, providing flexibility for rental income or personal use. Convenient alleyway access allows for ample rear parking, with additional parking available along the sides. A shared community lounge area and grill station create a welcoming outdoor space for guests to relax and enjoy the Florida lifestyle. Zoned Downtown CORE with NO rental restrictions, this property is more than just an investment—it’s an opportunity! Whether you continue operating it as a thriving short-term rental business, live in one building and rent out the other, or explore options like a coffee shop, bar, office, or boutique storefront, the potential is limitless. Don’t miss this rare chance to own a highly desirable property just steps from Downtown Dunedin’s top restaurants, shops, breweries, and the Pinellas Trail. Schedule your private tour today! Seller is open to seller financing with right terms. Call today for more information!

742 Main Street, Dunedin

$850,000
4 Beds 4 Baths Simpson & Wifes Add SubDv. 34698 Zip Code
A rare opportunity to own a 4-unit property in the most desirable area of Dunedin. Unbeatable location, just 1.5 walkable blocks to Main St downtown Dunedin, 0.5 miles to the Blue Jays stadium, 5 miles to Honeymoon Island State Park beaches and only 5 miles to the world renowned Clearwater Beaches. Golf cart friendly! Property consists of two duplexes, and is a truly turnkey opportunity with each unit being a 1 bed / 1 bath layout that come completely updated and fully furnished. Each unit is completely rehabbed with stylish furnishings, updated tile floors, quartz countertops, updated cabinets, ductless mini-split HVAC systems, stainless steel appliances, updated bathrooms, modern fixtures, etc. Units share a common area for laundry appliances, include private on-site parking, as well as a shared outdoor area with synthetic grass. This versatile property offers a prime opportunity for both homeowners and investors alike with its uniform layout and furnishings. Use for long term rentals, house hack by living on one side and renting out the other or use as short or mid-term rental! Zoned MF-15, so short term airbnb rentals are allowed, but only via conditional use permit approval from the city (must be owner-occupied), or, this can also immediately be used for mid-term rentals at a 90-night minimum based on zoning. Perfect setup for corporate stay rentals for traveling professionals as well. Experienced management team currently in place can transition with the property, making this a truly turnkey opportunity.

620 Broadway, Dunedin

$760,000
8 Beds 4 Baths Oakland Sub 2 SubDv. 34698 Zip Code
Location, Location, Location!!! This Dunedin 4-Plex sits on an oversized and shaded 1/3 acre corner lot. The property is on a quiet corner with sparse traffic in a NON Flood zone... It is a short walk from the Historic Downtown District, the Pinellas Trail, and the Dunedin Waterfront. The building offers "4" similar 2BR/1BA units each having their own electric and water meters. Their floor plan includes: covered front porch, family area, kitchen with dinette, 2 bedrooms, a full bathroom, PLUS an upright washer & dryer. The property includes a large paved lot with 8 parking spaces and 4 separate mailboxes. Property is zoned MF-15 with room for an additional dwelling! Current owners are in the process of emptying the units so new owners can start fresh. Some units are in better shape than others. The roof and 3 of the 4 A/C systems are older and the apartments will require some updating. However, the property has tremendous potential. It is in a golf cart friendly neighborhood with an "A" rated elementary school. This real estate opportunity is great for investors or owner-occupants who can self-manage. Property is ideally located just off the beaten path, yet near everything! The location affords residents the option to enjoy countless amenities the area offers: beaches, parks, casual & fine dining, roof top bars, micro-breweries, cafes, bike riding, boating, fishing, downtown festivals, concerts, art shows, spring training baseball, championship golf, sunsets, and events at the Community & Fine Art Centers. Ride your bike on the Pinellas Trail, take a stroll along the Causeway, or watch a waterfront sunset from the Marina, there's lots to do in Dunedin! This is a definite Must See for buyers seeking a RARE income property in an unparalleled location.

1156 Orange Avenue, Dunedin

$1,069,000
Dunedin SubDv. 34698 Zip Code
Location, Location, Location: Situated in the heart of downtown Dunedin, this property allows you to immerse yourself in the lively ambiance of the area. Enjoy easy access to restaurants, trendy breweries, eclectic shopping, and the ever-popular Pinellas Trail. With its prime location, one block from the Dunedin Marina and picturesque waters of the Gulf of Mexico, this home provides the perfect blend of convenience and serenity. Although this home is in a flood zone it did NOT flood during any of the hurricanes, Irma, Ian or Idalia This versatile home offers the potential for generating rental income, making it an attractive option for investors and those looking to maximize their investment. Site zoned MF-15 which may allow for an additional unit to be built out back. Originally a single-family home, it is now configured as a duplex comprised of a large 3BR-2BA unit ( 1380 sq ft unit), with huge master BR that could be used as in-law suite as it has its own separate entrance, and a 1BR-1BA unit ( 660 sq ft unit) address at 219 Scotland St. Remodeled in 2019 with ceramic tile throughout, granite countertops, new appliances, ceiling fans, stylish kitchen cabinets, new AC in unit 221 in 2021, new roof in 2023, exterior and interior paint and much more. The property has 3 patios (2 screened), a large paved courtyard, with plenty of room for a pool, and ample parking for vehicles, boat, jet skis and golfcart. Just a stone's throw away from the Dunedin Blue Jays Stadium ballpark, this property is a haven for sports enthusiasts. And when it's time for water adventures, you'll be mere minutes from the stunning Dunedin Causeway and the captivating beauty of Honeymoon and Caladesi Islands. Dunedin, known for its festivals, arts and crafts fairs, vibrant Farmer's Markets, concerts, Mardi Gras celebrations, boat parades, and a myriad of other engaging events awaits you.

221 Scotland Street, Dunedin

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