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$535,000
5 Beds 2 Baths TB8540497 MLS
TURNKEY ST. PETERSBURG DUPLEX WITH TENANTS IN PLACE! Excellent opportunity to add an income-producing property to your investment portfolio without starting from scratch. Situated on a desirable corner lot, this updated duplex features two separately occupied units with year-long tenants currently in place, providing rental income from day one for the new owner. The property offers a highly desirable unit mix with a spacious 3-bedroom, 1-bath unit on one side and a 2-bedroom, 1-bath unit on the other. The interior has been completely remodeled, while the 2020 roof provides another important capital improvement already completed—helping reduce the immediate renovation and lease-up costs often associated with acquiring an investment property. Located in St. Petersburg, the property offers convenient access to Downtown St. Pete, I-275, Tropicana Field and the surrounding redevelopment area, local restaurants and entertainment, the waterfront, area employers, and Gulf beaches. St. Petersburg's combination of employment, recreation, transportation access, and continued growth makes this a compelling location for long-term rental ownership.

2343 8th Street S, St Petersburg

Listing courtesy of COLDWELL BANKER REALTY. 813-685-7755

$550,000
TB8539742 MLS
Prime redevelopment opportunity with exceptional upside potential. The property experienced flooding during Hurricane Helene in September 2025; however, remediation was completed immediately following the storm, preserving the site’s viability for future use. Situated within a designated flood zone, buyers are encouraged to conduct due diligence with the City of Redington Shores to fully understand redevelopment options and allowable improvements. This parcel presents a compelling value-add scenario—ideal for investors or developers seeking to capitalize on its premium location. The true highlight: the ability to construct a side-by-side 36-foot duplex with water views, unlocking significant income-producing potential. With strong rental demand in the area and limited waterfront inventory, this is a rare chance to build a high-performing asset in a highly desirable coastal market.

111 174th Avenue E, Redington Shores

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 727-342-3800

$410,000
4 Beds 2 Baths TB8539655 MLS
Virtually Staged. Opportunity awaits at this versatile St. Petersburg duplex situated on an oversized 90-by-150-foot lot. The property features two separate units, off-street parking, public water and sewer, updated electrical systems, and separate water and electric meters. Maintain the property in its current configuration or explore its future development potential. The generous lot size may allow an opportunity for new construction or a possible lot split, subject to City of St. Petersburg zoning, permitting, and final approval. Conveniently located near downtown St. Petersburg, this unique property offers multiple possibilities for an owner-occupant, investor, builder, or developer. Buyers should independently verify all zoning, land-use, redevelopment, and lot-split options with the City.

1615 14th Street S, St Petersburg

Listing courtesy of FRANKLIN & ASSOCIATES REALTY. 727-420-8110

$414,000
4 Beds 2 Baths TB8538354 MLS
Clearwater duplex offering approximately 1,820 square feet of living space on a 6,251-square-foot lot with two separate units and no HOA. Built in 1982, the property features open floor plans and separately metered units. The roof was replaced in 2016, and one kitchen and both bathrooms were updated in 2016. Unit B features a newer bathtub with subway tile surround. Both units have central HVAC, ceramic tile flooring, and individual laundry closets. Unit A has washer and dryer hookups only; no washer or dryer is included with Unit A. Unit B has an existing washer and dryer that will remain with the property and convey AS IS. Each unit has a small patio area off the kitchen with a metal awning and separate outdoor space. The front yard is fully fenced and is currently used by Unit A. Unit B has driveway parking, while Unit A utilizes street parking. The property is located near major roadways, shopping, dining, services, St. Pete-Clearwater International Airport, Tampa International Airport, and Gulf beaches, with access to US 19 and I-275. Photos of Unit A were taken prior to the current tenant's occupancy and include both staged and non staged images. Photos of Unit B were taken in 2025 with staging. Staging shown in the photographs was physical staging and was not digitally or virtually added.

15588 59th Street N, Clearwater

Listing courtesy of CAPSTONE REALTY & ASSOCIATES. 727-301-7855

$399,900
3 Beds 3 Baths TB8539085 MLS
**Great Duplex Opportunity in Belleair!** This well-maintained duplex offers an excellent opportunity for an investor or owner-occupant looking for rental income and flexibility. Located on a desirable corner lot with **two separate driveways**, the property offers ample parking and easy access to both units. The larger unit features **2 bedrooms and 2 full baths**, including an extra-large primary bedroom, an eat-in kitchen, and a spacious screened-in porch. The porch also includes a closet with **washer and dryer hookups**. The second unit offers **1 bedroom, 1 full bath, and an eat-in kitchen**, making it an ideal rental, guest suite, or additional living space. **Both units are currently rented. The tenant in the larger 2-bedroom unit is scheduled to vacate on October 31, 2026**, providing an excellent opportunity for a new owner to occupy the larger unit while continuing to receive rental income from the second unit, subject to the existing lease. Property improvements include a **2020 roof** and a **2013 A/C system serving the larger unit**. The smaller unit is equipped with a window A/C. Whether you're looking to live in one side and rent the other, add an income-producing property to your portfolio, or simply own a versatile duplex in a desirable location, this property offers plenty of possibilities. **Don't miss this opportunity in Belleair!**

1000 8th Avenue Nw, Belleair Bluffs

Listing courtesy of LISA HALL REALTY, INC. 727-742-5830

$899,000
6 Beds 4 Baths TB8537796 MLS
Welcome to one of Central Oak Park's Historic Multifamily property on a double lot. Ideally located in the heart of Central St. Petersburg, The property consists of 3 rentable units. The primary unit is a 4 bedroom 2 and 1/2 bath historic home with refinished original hardwood floors, original woodwork throughout the home, soaring ceilings, and the character only a historic home provides. The spacious primary suite is a true retreat, featuring a luxurious en-suite bathroom with double vanities, a walk-in shower, a relaxing Jacuzzi tub, and a dedicated vanity area. The 2nd Unit is a 2 bedroom, 1 bath garage apartment that is above a detached garage from the main home. There is also a guest living space with a kitchen and full bathroom next to the garage. The multiple living spaces on 2 lots create an excellent opportunity for rental income, multigenerational living, guest accommodations, or a private home office. Located just minutes from downtown St. Petersburg, award-winning Gulf beaches, restaurants, shopping, parks, and entertainment, this is a rare opportunity to own one of Central Oak Park's signature historic homes while enjoying income-producing potential

4227 2nd Avenue N, St Petersburg

Listing courtesy of VON TIKI REALTY. 727-902-5063

$338,800
4 Beds 2 Baths TB8536909 MLS
Rare high-appreciation investment opportunity in downtown Clearwater! This property is located in a prime downtown location, with no HOA, and is in Flood Zone X. The property is a two-story duplex. Each unit is 1,080 sq ft and includes 2 bedrooms and 1 bathroom. There is also a detached garage of approximately 300 sq ft next to the main building. The seller has already completed the pre-construction site preparation and cleanup work and has obtained a complete set of architect-prepared, signed and sealed plans for permit application. The plans include the renovation design for the two existing residential units and the conversion of the detached garage into a third residential unit, including cabinetry, a bathroom with a shower, and living space. The buyer does not need to start from scratch. The key component—the architect-prepared, signed and sealed plans—has already been completed by the seller. The buyer only needs to prepare any additional supporting documents required by the City and submit them together with the plans for permit approval. The estimated permit review timeframe is approximately 3–4 weeks. Once the permit is approved, construction can begin according to the existing plans. Except for the roof, which was replaced in 2014, all other parts of the property require a full renovation. Upon completion of the planned renovation and conversion, the property is expected to become a fully renovated triplex with approximately 2,450 sq ft of total living space. Its resale value is expected to be significantly higher than comparable properties, and its long-term rental income potential is also very attractive. The seller accepts both cash and financed purchases. The property is suitable for contractors, investment-minded buyers, and buyers who may choose to occupy one of the units. Don't miss this rare investment opportunity.

1216 Franklin Circle, Clearwater

Listing courtesy of HOMECOIN.COM. 888-400-2513

$269,900
3 Beds 1 Baths TB8535169 MLS
WELCOME TO INCOME-PRODUCING REAL ESTATE IN SOUTH ST. PETERSBURG! Fantastic opportunity to acquire a turnkey, income-producing single-family rental with an established Section 8 tenant already in place. The property is currently leased on an annual basis, providing immediate rental income from day one, with the tenant responsible for all utilities. Even better for investors looking to scale: this home is one of seven income-producing single-family properties being offered for sale by the same owner. Purchase this property individually or explore the opportunity to acquire all seven as a portfolio, creating a substantial existing annual income stream across multiple properties in South St. Petersburg. The properties have been professionally managed, and property management is available if desired, making this an attractive opportunity for both local and out-of-area investors seeking an established rental portfolio. This three-bedroom, one-bathroom home offers a functional floor plan designed for long-term rental appeal. With durable construction, comfortable living spaces, and a layout that continues to attract tenant demand, the property is well suited for investors looking to expand their portfolio with a stable, income-producing asset. Ideally located in South St. Petersburg, the home is just minutes from downtown St. Petersburg, I-275, the Warehouse Arts District, the Pinellas Trail, and close proximity to many of the city's most sought-after Fundamental and District Application Program(DAP) schools. Its proximity to major shopping, dining, parks, and entertainment enhances its long-term rental desirability while offering convenient access throughout Pinellas County. Please do not disturb the tenant. Showings are by appointment only and subject to tenant occupancy. Also available individually as part of this 7-property St. Petersburg investment portfolio: TB8535987 – 791 35th Ave S; TB8534657 – 2621 6th St S; TB8535980 – 1120 11th Ave S; TB8535101 – 1430 14th Ave S; TB8534682 – 1440 Prescott St S; TB8535169 – 1944 12th Ave S; TB8535157 – 4419 18th Ave S.

1944 12th Avenue S, St Petersburg

Listing courtesy of COLDWELL BANKER REALTY. 727-360-6927

$339,900
TB8535157 MLS
WELCOME TO INCOME-PRODUCING REAL ESTATE IN SOUTH ST. PETERSBURG! Fantastic opportunity to acquire a turnkey, income-producing single-family rental with an established Section 8 tenant already in place. The property is currently leased on an annual basis, providing immediate rental income from day one, with the tenant responsible for all utilities. Even better for investors looking to scale: this home is one of seven income-producing single-family properties being offered for sale by the same owner. Purchase this property individually or explore the opportunity to acquire all seven as a portfolio, creating a substantial existing annual income stream across multiple properties in South St. Petersburg. The properties have been professionally managed, and property management is available if desired, making this an attractive opportunity for both local and out-of-area investors seeking an established rental portfolio. Built in 2005, this well-maintained three-bedroom, two-bathroom home presents an excellent investment opportunity in South St. Petersburg. Constructed with durable concrete block construction, the property offers approximately 1,200 square feet of living space with a functional, tenant-friendly floor plan designed for long-term rental appeal. Interior features include a spacious living area, an updated kitchen with upgraded cabinetry, tile flooring in the kitchen and bathrooms, laminate flooring throughout the main living areas and bedrooms, and a dedicated inside laundry room with washer and dryer hookups. A newer 2015 HVAC system adds additional value and peace of mind for investors. Outside, the home features a long driveway with ample off-street parking, a shaded front yard, and a generous backyard with plenty of space for outdoor enjoyment. Ideally located just minutes from downtown St. Petersburg, I-275, major employment centers, shopping, dining, hospitals, and the Tropicana Field redevelopment district, the location continues to attract strong tenant demand. Please do not disturb the tenant. Showings are by appointment only and subject to tenant occupancy. Also available individually as part of this 7-property St. Petersburg investment portfolio: TB8535987 – 791 35th Ave S; TB8534657 – 2621 6th St S; TB8535980 – 1120 11th Ave S; TB8535101 – 1430 14th Ave S; TB8534682 – 1440 Prescott St S; TB8535169 – 1944 12th Ave S; TB8535157 – 4419 18th Ave S.

4419 18th Avenue S, Gulfport

Listing courtesy of COLDWELL BANKER REALTY. 727-360-6927

$324,900
4 Beds 2 Baths TB8535987 MLS
WELCOME TO INCOME-PRODUCING REAL ESTATE IN SOUTH ST. PETERSBURG! Fantastic opportunity to acquire a turnkey, income-producing single-family rental with an established Section 8 tenant already in place. The property is currently leased on an annual basis, providing immediate rental income from day one, with the tenant responsible for all utilities. Even better for investors looking to scale: this home is one of seven income-producing single-family properties being offered for sale by the same owner. Purchase this property individually or explore the opportunity to acquire all seven as a portfolio, creating a substantial existing annual income stream across multiple properties in South St. Petersburg. The properties have been professionally managed, and property management is available if desired, making this an attractive opportunity for both local and out-of-area investors seeking an established rental portfolio. Built in 2007, this 4-bedroom, 2-bath single-family home offers a desirable four-bedroom configuration for the rental market, with approximately 1,178 square feet, a functional split-bedroom layout and inside utility. The property also features a fenced yard and storage shed, while a 2024 roof provides an important recent capital improvement for an investment property. Located in South St. Petersburg, the home offers convenient access to I-275, downtown St. Petersburg, schools, employment centers and surrounding retail areas, making it attractive to both local and out-of-area investors seeking an established rental property. Please do not disturb the tenant. Showings are by appointment only and subject to tenant occupancy. Also available individually as part of this 7-property St. Petersburg investment portfolio: TB8535987 – 791 35th Ave S; TB8534657 – 2621 6th St S; TB8535980 – 1120 11th Ave S; TB8535101 – 1430 14th Ave S; TB8534682 – 1440 Prescott St S; TB8535169 – 1944 12th Ave S; TB8535157 – 4419 18th Ave S.

791 35th Avenue S, St Petersburg

Listing courtesy of COLDWELL BANKER REALTY. 727-360-6927

$299,900
3 Beds 2 Baths TB8536774 MLS
WELCOME TO INCOME-PRODUCING REAL ESTATE IN SOUTH ST. PETERSBURG! Fantastic opportunity to acquire a turnkey, income-producing single-family rental with an established Section 8 tenant already in place. The property is currently leased on an annual basis, providing immediate rental income from day one, with the tenant responsible for all utilities. Even better for investors looking to scale: this home is one of seven income-producing single-family properties being offered for sale by the same owner. Purchase this property individually or explore the opportunity to acquire all seven as a portfolio, creating a substantial existing annual income stream across multiple properties in South St. Petersburg. The properties have been professionally managed, and property management is available if desired, making this an attractive opportunity for both local and out-of-area investors seeking an established rental portfolio. Built in 2005, this 3-bedroom, 2-bath single-family home offers approximately 1,237 square feet of living space on a roughly 7,000-square-foot lot. Features include block construction, tile flooring throughout, arched doorways, a great-room layout, eat-in kitchen and inside laundry, plus a new HVAC system installed in 2025. Its central South St. Petersburg location provides convenient access to downtown, I-275, parks, schools, and the city’s waterfront, dining, cultural and entertainment districts Please do not disturb the tenant. Showings are by appointment only and subject to tenant occupancy. Also available individually as part of this 7-property St. Petersburg investment portfolio: TB8535987 – 791 35th Ave S; TB8534657 – 2621 6th St S; TB8535980 – 1120 11th Ave S; TB8535101 – 1430 14th Ave S; TB8534682 – 1440 Prescott St S; TB8535169 – 1944 12th Ave S; TB8535157 – 4419 18th Ave S.

1120 11th Avenue S, St Petersburg

Listing courtesy of COLDWELL BANKER REALTY. 727-360-6927

$349,000
4 Beds 2 Baths TB8534682 MLS
WELCOME TO INCOME-PRODUCING REAL ESTATE IN SOUTH ST. PETERSBURG! Fantastic opportunity to acquire a turnkey, income-producing single-family rental with an established Section 8 tenant already in place. The property is currently leased on an annual basis, providing immediate rental income from day one, with the tenant responsible for all utilities. This property is one of seven income-producing single-family homes being offered by the same owner, creating a unique opportunity for investors to purchase an individual asset or acquire the entire portfolio. Together, the portfolio offers an established income stream, professionally managed operations, and the ability to seamlessly continue management services after closing if desired—making it an attractive opportunity for both local and out-of-area investors. Built in 2008, this spacious four-bedroom, two-bathroom home features durable concrete block construction, a newer 2023 HVAC system, fresh interior paint, an inside laundry room, a one-car garage, and a fenced backyard. The highly desirable four-bedroom floor plan appeals to a broad tenant base and supports strong long-term rental demand, making it an excellent addition to an existing portfolio or a solid standalone investment. Ideally situated just minutes from downtown St. Petersburg, the property offers convenient access to I-275, major employment centers, the Tropicana Field redevelopment district, area hospitals and medical facilities, shopping, dining, and the downtown waterfront. St. Pete's award-winning Gulf beaches are also just a short drive away, enhancing the property's long-term desirability for tenants. Please do not disturb the tenant. Showings are by appointment only and subject to tenant occupancy. Also available individually as part of this seven-property St. Petersburg investment portfolio: TB8535987 – 791 35th Ave S; TB8534657 – 2621 6th St S; TB8535980 – 1120 11th Ave S; TB8535101 – 1430 14th Ave S; TB8534682 – 1440 Prescott St S; TB8535169 – 1944 12th Ave S; and TB8535157 – 4419 18th Ave S.

1440 Prescott Street S, St Petersburg

Listing courtesy of COLDWELL BANKER REALTY. 727-360-6927

$339,900
3 Beds 2 Baths TB8534657 MLS
WELCOME TO INCOME-PRODUCING REAL ESTATE IN SOUTH ST. PETERSBURG! Fantastic opportunity to acquire a turnkey, income-producing single-family rental with an established Section 8 tenant already in place. The property is currently leased on an annual basis, providing immediate rental income from day one, with the tenant responsible for all utilities. Even better for investors looking to scale: this home is one of seven income-producing single-family properties being offered for sale by the same owner. Purchase this property individually or explore the opportunity to acquire all seven as a portfolio, creating a substantial existing annual income stream across multiple properties in South St. Petersburg. The properties have been professionally managed, and property management is available if desired, making this an attractive opportunity for both local and out-of-area investors seeking an established rental portfolio. Built in 2006, this 3-bedroom, 2-bath home offers approximately 1,200 square feet of living space with concrete block construction and a newer 2023 roof. Renovated in 2020 with numerous improvements and upgrades, including interior and exterior paint, laminate wood flooring, ceramic tile in the kitchen and bathrooms, ceiling fans throughout, 2-inch window blinds, and more. The spacious kitchen features ample cabinetry and convenient bar seating, while a dedicated laundry closet adds everyday functionality. Neutral finishes throughout make the home easy to maintain and appealing to a wide range of occupants. A private parking pad provides convenient off-street parking. The property is conveniently located in St. Petersburg just minutes from downtown, with easy access to I-275, employment centers, shopping, dining and the downtown waterfront. Conveniently located in South St. Petersburg, with easy access to Downtown St. Pete, the Tropicana Field redevelopment area, area hospitals and medical centers, shopping, dining and I-275, making travel throughout the area convenient. And when it's time to enjoy the Florida lifestyle, St. Pete's Gulf beaches are just a short drive away. Please do not disturb the tenant. Showings are by appointment only and subject to tenant occupancy. Also available individually as part of this 7-property St. Petersburg investment portfolio: TB8535987 – 791 35th Ave S; TB8534657 – 2621 6th St S; TB8535980 – 1120 11th Ave S; TB8535101 – 1430 14th Ave S; TB8534682 – 1440 Prescott St S; TB8535169 – 1944 12th Ave S; TB8535157 – 4419 18th Ave S.

2621 6th Street S, St Petersburg

Listing courtesy of COLDWELL BANKER REALTY. 727-360-6927

$674,900
4 Beds 3 Baths TB8535273 MLS
Nestled beneath majestic oak canopies along Historic Kenwood's picturesque brick streets and distinctive hexagon-paver sidewalks, this exceptional property is located in one of St. Petersburg's designated National Historic Districts and celebrated artist enclaves. Offering two separate residences on one lot with a combined 2,088 square feet of interior living space and approximately 2,324 total square feet including outdoor living areas, this rare property is ideal for multi-generational living, guests, a home office, private artist studio, or rental income. The main home features 2 bedrooms, 2 bathrooms, and 1,428 square feet, highlighted by a spacious Florida Room that provides flexible living space for entertaining, relaxing, or working from home. A charming front porch provides the perfect place to enjoy a morning cup of coffee. The professionally landscaped enhances the curb appeal, while a private driveway offers the convenience of highly desirable off-street parking. Inside, thoughtful updates blend historic charm with modern convenience. Hurricane-rated windows by A-1 Windows & Doors fill the home with natural light, while the beautifully remodeled kitchen (2025) features smart LG appliances with a comprehensive 3-year warranty, new cabinetry, flooring, tile, and designer lighting. Fresh interior paint and refinished wood floors complete the move-in-ready interior. Outside the Florida Room, the private courtyard has been transformed into a relaxing outdoor oasis with a recently installed fence and hot tub spa—perfect for unwinding after a long day. The 2-bedroom, 1-bath guest house/ADU offers 660 square feet of interior living space plus a 236-square-foot private deck, totaling 896 square feet of indoor and outdoor living. With its own private entrance, separate driveway, and off-street parking, it lives like a true private residence rather than a typical garage apartment. Whether used for guests, extended family, a home office, artist studio, or income-producing opportunity, the possibilities are endless. The guest house also features newer appliances, durable wood-look tile flooring, and a spacious deck ideal for relaxing or entertaining. While currently functioning independently, the original connecting doorway between the Florida Room and guest house was intentionally closed—but not removed—allowing a future owner the option to reconnect the spaces into one expansive residence. Located just steps from Seminole Park, Historic Kenwood is renowned for its beautifully restored bungalows, BungalowFest, monthly porch parties, and active Historic Kenwood Neighborhood Association (voluntary membership is just $50 annually per household). Just minutes away, the Grand Central District offers locally owned restaurants, breweries, galleries, boutiques, and entertainment, creating one of St. Petersburg's most vibrant and walkable lifestyles. This is more than a home—it's a rare opportunity to own two beautifully updated residences in one of St. Petersburg's most sought-after historic neighborhoods, offering exceptional flexibility, income potential, and timeless charm.

3027 Burlington Avenue N, St Petersburg

Listing courtesy of KELLER WILLIAMS ST PETE REALTY. murraycoleman@kw.com

$299,000
3 Beds 2 Baths TB8535007 MLS
Discover the flexibility and potential of this legally recognized duplex, conveniently located just minutes from vibrant Downtown St. Petersburg and within easy reach of the Gulf beaches, waterfront parks, restaurants, shopping, arts, entertainment, and everything that makes St. Pete such a desirable place to live and invest. Whether you envision living upstairs while completing the lower unit, creating a multigenerational setup, or renovating both spaces for rental income, this property offers several paths forward. The property will convey vacant, allowing the next owner to renovate, occupy, or lease on their own schedule. The upper residence features a functional 2-bedroom, 1-bath layout with approximately 706 square feet. It is livable in its current condition, although dated, and may be available partially furnished by separate agreement. The upstairs unit is served by central air conditioning. The legally recognized downstairs residence offers a 1-bedroom, 1-bath layout with approximately 681 square feet. It experienced storm-related flooding during the 2024 hurricanes and was professionally remediated and gutted in preparation for reconstruction. Post-remediation air-quality testing was completed in May 2025, and the available report will be provided for buyer review. The lower unit requires new drywall, flooring, kitchen, bathroom, paint, texture, and interior finishes before it may be occupied or rented, giving the next owner the opportunity to select the finishes and complete the space to their own vision. An approved City of St. Petersburg Post Disaster Emergency Permit remains open, and the buyer will be responsible for completing the required work, inspections, and final permit closeout. New windows and hurricane shutters were installed in 2025. The property also features separate electric meters, one shared water meter, and a spacious backyard with ample room for off-street parking. Projected rents are approximately $1,650 per month upstairs and $1,300 per month downstairs once renovated, for potential combined gross rent of approximately $2,950 per month. Rental figures are estimates only and are not guaranteed. With vacant possession, two legal units, strong projected income, and the opportunity to complete the downstairs to your own vision, this property offers a compelling path for an owner-occupant, investor, or renovator. Bring your ideas, schedule your showing, and make this St. Petersburg opportunity yours.

2371 7th Street S, St Petersburg

Listing courtesy of EASY HOME SALES. 727-201-8964

$3,250,000
5 Beds 3 Baths W7888215 MLS
Own one of Treasure Island's rarest beachfront compounds. Featuring The Pink Flamingo and The Blue Dolphin—two fully renovated Gulf-front homes generating nearly $300,000 in annual gross rental income—this turnkey legacy property offers the perfect blend of luxury living, proven cash flow, and irreplaceable direct beach frontage. Celebrated for their distinctive 1950s retro coastal theme, The Pink Flamingo and The Blue Dolphin have become iconic beachfront destinations, where vintage Old Florida charm meets modern comfort. Every detail has been thoughtfully designed to capture the nostalgia of a bygone era while providing today's guests with the quality and amenities they expect. The result is a truly memorable experience that has earned nothing but 5-star reviews and a loyal base of repeat visitors who return year after year. Behind the timeless aesthetic lies a property that has been meticulously updated for peace of mind and long-term value. Both homes feature impact-rated windows and doors, combining enhanced storm protection with energy efficiency, quiet interiors, and abundant natural light—all while preserving their unique character and curb appeal. With an established rental business, proven financial performance, and nearly $300,000 in annual gross revenue, you'll step into immediate cash flow while enjoying the flexibility to use the property however you choose. Live in one home and rent the other, continue operating both as premier vacation rentals, or create the ultimate multi-generational beachfront retreat for family and friends. The Pink Flamingo offers spacious accommodations, vibrant retro-inspired décor, and breathtaking Gulf views that make every stay unforgettable. Just steps away, The Blue Dolphin complements the experience with its own distinctive personality and inviting atmosphere, creating the perfect pairing for larger groups, extended families, or dual rental opportunities. Together, they form a one-of-a-kind beachfront compound that simply cannot be replicated. Step outside and the Gulf of Mexico becomes your backyard. Spend your mornings with coffee overlooking the water, your afternoons with your toes in the sugar-white sand, and your evenings watching spectacular sunsets from your private beachfront oasis. It's the quintessential Florida lifestyle that guests rave about and one that few properties can truly offer. For investors, the value extends well beyond the real estate itself. You're acquiring an established hospitality business with a proven operating history, exceptional guest satisfaction, and a recognizable identity that sets it apart in a competitive market. The combination of all 5-star ratings, repeat clientele, and turnkey operations provides a solid foundation for continued success from day one. Perfectly situated in the heart of Treasure Island, you're just minutes from waterfront dining, shopping, boating, entertainment, and John's Pass while still enjoying the privacy and tranquility of direct beachfront living. Properties offering two separate Gulf-front homes, a proven six-figure income stream, distinctive branding, modern upgrades, and an irreplaceable location are extraordinarily rare. The Pink Flamingo and The Blue Dolphin are more than vacation rentals—they are beloved destinations that blend nostalgia, luxury, and investment potential into one unforgettable opportunity. Note - There is also a second lot included that is in front of the lot with the houses.

12609 Sunshine Lane, Treasure Island

Listing courtesy of DALTON WADE INC. 888-668-8283

$645,000
3 Beds 2 Baths TB8531729 MLS
HIGH AND DRY! NOT IN A FLOOD ZONE! Welcome to the brick-lined streets of St. Petersburg, where neighborhood charm, waterfront recreation, and easy access to downtown come together. This unique property features a 2-bedroom, 1-bathroom main home plus a detached 1-bedroom, 1-bathroom ADU, offering incredible flexibility and potential rental income. A spacious front deck provides a welcoming place to relax beneath the shade of mature trees. Stepping inside the main home, abundant natural light and wood-look flooring flow throughout the living and dining spaces. The kitchen offers ample cabinetry and countertop space, stainless steel appliances, and recessed lighting. Both bedrooms are a comfortable size and share a full bathroom. Outside, the vinyl-fenced property creates a private retreat with an expansive pavered courtyard connecting the main residence to the detached ADU. A large rear gate provides private alley access for conveniently parking a vehicle or storing a boat, while still leaving ample yard space to enjoy. The property also includes a storage shed for tools, recreational equipment, and additional belongings. The separate dwelling features its own living space, kitchen, bedroom, and full bathroom with a walk-in shower. Additional highlights include newer roofs on both the main home and ADU, along with newer pavers, windows, front deck, and more. Just blocks from the Tampa Bay waterfront, residents can enjoy morning walks, kayaking, or sunset picnics across the 14-acre green space at beloved Lassing Park. Downtown St. Pete is only minutes away, placing waterfront dining, local coffee shops, museums, Tropicana Field, the St. Pete Pier, USF St. Petersburg, and the vibrant Central Avenue corridor within easy reach. With convenient access to I-275, area hospitals, and Gulf beaches, this is a rare opportunity to enjoy one of St. Pete’s most character-filled neighborhoods with the versatility of two separate residences.

109 20th Avenue S, St Petersburg

Listing courtesy of MAVREALTY. nina@Mavrealty.com

$739,900
4 Beds 2 Baths TB8531733 MLS
Historic Kenwood Duplex | Fully Updated | Two 2BR/1BA Units | New Roof 2025 Exceptional investment opportunity or owner-occupant residence in the heart of Historic Kenwood! This beautifully maintained two-story duplex offers the perfect blend of timeless character and thoughtful modern updates, featuring two spacious 2-bedroom, 1-bath units—one upstairs and one downstairs—each filled with charm, abundant natural light, and classic architectural details. From the moment you arrive, the home's inviting curb appeal, mature tropical landscaping, and welcoming front entry reflect the unique character that makes Historic Kenwood one of St. Petersburg's most sought-after neighborhoods. Inside, both residences showcase original hardwood floors, graceful arched doorways, high ceilings, oversized windows, built-in shelving, and the craftsmanship that defines this historic community. Each unit offers a spacious open living and dining room combination that creates an inviting atmosphere for everyday living or entertaining. The beautifully preserved hardwood flooring extends throughout the living areas and bedrooms, while large windows flood each home with natural light. The updated kitchens each offer their own unique style while sharing exceptional functionality. Features include abundant cabinetry, pull-out shelving, lazy Susan corner storage, spice organizers, tray storage, and generous workspace designed to maximize efficiency without sacrificing character. All spacious bedrooms feature original hardwood flooring, generous closet space, and large windows, while the tastefully renovated bathrooms combine vintage appeal with modern finishes including vessel sinks, decorative mirrors, and oversized walk-in showers. Major updates provide peace of mind, including a new roof (2025), one new A/C system (2025), and the second A/C replaced in 2018, offering improved energy efficiency and long-term value. Step outside to enjoy the large privacy-fenced backyard—perfect for relaxing, entertaining, gardening, or pets. A rear alley provides access to the detached two-car garage, offering excellent storage and convenient off-street parking. Whether you're looking to live in one unit while generating rental income from the other, expand your investment portfolio, or own a beautifully preserved piece of St. Petersburg history, this exceptional property offers endless possibilities. Ideally located just minutes from vibrant downtown St. Petersburg, award-winning restaurants, breweries, museums, waterfront parks, shopping, and easy access to I-275, this rare Historic Kenwood duplex combines classic architecture, modern updates, and an unbeatable location. This is a rare opportunity to own a beautifully updated income-producing property in one of St. Petersburg's most beloved historic neighborhoods. Schedule your private showing today!

400 20th Street N, St Petersburg

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402

$395,000
4 Beds 2 Baths TB8531138 MLS
HOUSE-HACKING OPPORTUNITY NEAR DOWNTOWN ST. PETERSBURG! Located in historic Roser Park, this income-producing duplex offers flexibility for an owner-occupant or investor. Both units are currently rented on month-to-month leases and generate a combined gross rental income of $3,400 per month. Property features include newer HVAC systems and roof, separate electric meters, and driveway parking for multiple vehicles. The landlord currently pays for water and hot water. Live in one unit while renting the other, or continue operating the property as a fully occupied investment. With new construction and continued redevelopment nearby, this growing area offers convenient access to downtown St. Petersburg and surrounding amenities. Priced near its recent appraised value, this property presents an attractive opportunity for buyers seeking rental income, owner-occupancy flexibility, and long-term investment potential. The owner may also consider a trade involving another property or an alternative transaction structure. Schedule your private showing today!

526 12th Avenue S, St Petersburg

Listing courtesy of DIGI REALTY GROUP, INC.. 610-348-9717

$525,000
6 Beds 4 Baths TB8529958 MLS
Exceptional up-dated Clearwater Duplex Investment Opportunity! Each unit is a 3 bedroom, 2 bathroom. Each has their own laundry and a fenced in backyard. Don't miss this outstanding income-producing duplex located in the heart of Clearwater. This well-maintained property features two spacious 3-bedroom, 2-bathroom units, making it an ideal opportunity for investors seeking strong rental income or owner-occupants looking to offset their mortgage with rental revenue. Each unit is metered separately for power, owner pays the water (one meter). Both units were extensively updated in 2017, offering modern finishes and comfortable living spaces that appeal to today's tenants. Major improvements include a new roof installed in 2020, providing added value and peace of mind for years to come. Newer drain field 5-ish years ago and was Septic was serviced and emptied in January 2026 Each residence offers generous living areas, functional floor plans, and private entrances, creating an attractive rental property with broad market appeal. Conveniently located near US-19, shopping, dining, schools, parks, and Gulf Coast beaches, this property is well-positioned for long-term rental demand. Whether you're expanding your investment portfolio or looking for a turnkey duplex with excellent income potential, this Clearwater property is one you won't want to miss!

1863 Audrey Drive, Clearwater

Listing courtesy of PROFESSIONAL REAL ESTATE MGMT. 727-447-5100

$630,000
3 Beds 2 Baths TB8529158 MLS
Fully Permitted and Closed - Newly renovated Madeira Beach duplex with excellent income potential and added flexibility! This updated property features two existing units plus a detached rear room/building that may offer additional possibilities for storage or office. Recent improvements include new HVAC, new electrical, new electrical panels, new kitchens, and new appliances, making this a strong turnkey-style opportunity in one of the area’s most desirable beach communities. Located just minutes from the Gulf beaches, John’s Pass, restaurants, shopping, boating, and entertainment, this property is ideal for investors, owner-occupants, or buyers seeking rental income near the coast. Whether held as a long-term rental, used as an owner-occupied property with income potential, or explored for expanded future use, 14036 Margueritte Dr offers a rare opportunity in Madeira Beach.

14036 Marguerite Drive, Madeira Beach

Listing courtesy of KELLER WILLIAMS ST PETE REALTY. murraycoleman@kw.com

$359,000
4 Beds 2 Baths TB8527748 MLS
Everybody says they want to own a duplex...until the right one comes along. **Here's your opportunity.** This solid duplex features **two 2-bedroom, 1-bath units**, each with **inside laundry** and a functional layout that's perfect for owner-occupants or investors. Live in one side while the other helps pay your mortgage, rent out both for strong income potential, or add a great asset to your investment portfolio. Situated on a **large lot** just minutes from **downtown Largo**, this property is **directly across the street from a beautiful lakefront park**, giving you easy access to walking paths, open green space, and a peaceful setting right outside your front door. You'll also enjoy being close to Largo's vibrant downtown, additional parks, the skate park, restaurants, shopping, and year-round community events. It's the kind of location that continues to attract both residents and renters. Whether you're looking for your first investment property, a home with built-in rental income, or the perfect addition to your portfolio, opportunities like this don't come along often. **Live in one side, rent the other, or lease both—the choice is yours.** **If owning a duplex has been on your wish list, don't let this opportunity pass you by.**

397 Sw 2nd Street, Belleair Bluffs

Listing courtesy of COLDWELL BANKER REALTY. 727-822-9111

$1,575,000
4 Beds 6 Baths TB8528242 MLS
Pre-Construction. To be built. *Prime Gulf Coast Investment Location* The Siesta Duplex Model by SeaSafe Homes gives you the opportunity to rent both units, live in one side and rent the other or utilize for multigenerational living. From the front door it's a short walk to the soft, white sands of Treasure Island Beach or enjoy a short stroll to the famed John's Pass Village, a premier destination attracting millions annually, featuring over 120 shops, restaurants, live entertainment & waterfront attractions - dolphin tours, tiki boat cruises, parasailing, jet ski rentals and more. The Siesta is thoughtfully designed to deliver exceptional strength, energy efficiency, & comfortable coastal living in a more compact footprint. Offering 1,040 square feet for each unit, each unit could be designed as either 2 or 3 bedrooms & 2.5 bathrooms, combining functionality with the coastal living. Built with a robust 2x10 floor system and 2x6 exterior walls, the Siesta is engineered to withstand wind speeds up to 180 MPH exceeding the typical 150 MPH standard and providing added confidence in hurricane-prone regions. Using SeaSafe's Two-Site build process, build times can be reduced by up to 75% compared to traditional site builds, allowing homeowners to enjoy their new home sooner and protecting your home from the elements during construction. Inside, the open-concept design creates a bright and inviting atmosphere, seamlessly connecting the kitchen, dining, and living areas for everyday living while the convenient half bath adds flexibility for entertaining. The kitchen features ample storage, modern finishes, and a functional layout that makes the most of the home's efficient design. The primary suite offers a private retreat with a spacious bedroom, well-appointed bathroom, and private balcony. One or two additional bedrooms provide comfortable accommodations for family, guests, or a home office. Faster. Stronger. Elevated. The Siesta by SeaSafe Homes is built to help you enjoy more of what matters most. This incredible location is just a short drive from downtown St. Petersburg, where you'll find the St. Pete Pier, world-renowned museums like the Dali and Chihuly collections, as well as a vibrant arts scene, sport & concert venues, and an array of fine dining, including Michelin-starred restaurants. Intracoastal public lot to fish a couple lots away or walk across Gulf Blvd to Treasure Island Beach for fun in the sun. Renderings are for illustrative purposes only and may include optional or upgraded features.

108 125th Avenue, Treasure Island

Listing courtesy of CENTURY 21 BEGGINS. 813-658-2121

$649,000
6 Beds 3 Baths TB8527596 MLS
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

Listing courtesy of PALM LIFE REALTY. 888-877-4040

$445,000
4 Beds 3 Baths TB8528017 MLS
Completely Remodeled | Income-Producing Opportunity | Priced Below Appraised Value! Discover the perfect blend of modern living and investment potential at 427 40th Ave S, St. Petersburg. This beautifully renovated property offers exceptional flexibility for homeowners, investors, or multi-generational living, all in a prime location just minutes from Downtown St. Petersburg. The front unit features 2 bedrooms and 1 bathroom, plus a private efficiency/studio complete with its own bedroom, bathroom, and living area—ideal for guests, extended family, or rental income. Adding even more value, the property includes a detached one-bedroom, one-bath unit, with laundry providing another excellent opportunity for additional rental income, a private guest house, or a home office. Major upgrades have already been completed for peace of mind, including a new roof, HVAC system, water heater, and plumbing—all completed in 2025. Every space has been thoughtfully remodeled with modern finishes, making this property truly move-in ready. Conveniently located just minutes from Downtown St. Petersburg, local restaurants, shopping, waterfront parks, hospitals, and the award-winning Gulf beaches, you'll enjoy easy access to everything this vibrant city has to offer. Whether you're looking to offset your mortgage with rental income, accommodate extended family, or expand your investment portfolio, this one-of-a-kind property delivers outstanding versatility and value. Best of all, it is priced below its appraised value, making it an incredible opportunity you won't want to miss.

427 40th Avenue S, St Petersburg

Listing courtesy of MIRANDA LANDA REALTY GROUP LLC. 727-554-8198

$399,000
4 Beds 2 Baths TB8527594 MLS
Here's a rare setup: one unit of this two unit duplex will be vacant as of 7/31, giving buyers real flexibility from day one. Investors can bring in a new tenant at current market rent, while an owner occupant can move into the vacant unit and let the other one generate rental income to help cover the mortgage. Either way, you're stepping into built in cash flow. Set in one of St. Petersburg's most sought after up and coming pockets, this duplex is only a short stroll from the Warehouse Arts District and puts you within easy reach of all the energy along Grand Central. As the surrounding neighborhood continues to develop, this property offers a smart way to plant roots in an area primed for growth. Recent upgrades throughout make this one move in ready. Unit one has been completely refreshed with brand new flooring, new paint, stainless steel appliances, updated cabinetry, new windows and doors, a new vanity in the bathroom, and new carpet. Unit two isn't far behind, with new flooring and paint, new windows and doors, stainless steel appliances, and an updated bathroom of its own. Both units sit under a roof that was replaced in 2023, so buyers can move forward with confidence. Each unit comes with its own private driveway parking, and the fenced side and rear yards give both residences a rare sense of privacy and usable outdoor space for a location this close to the city's art and entertainment scene. Whether you're planning to rent both units, house family across generations, or live in one while renting the other, the layout keeps your options open. Between the recent renovations, private outdoor space, and a location minutes from galleries, restaurants, and nightlife, this duplex is well positioned to ride the wave of St. Pete's ongoing growth. Reach out to schedule a showing and see it for yourself.

2834 & 2836 Freemont Terrace S, St Petersburg

Listing courtesy of AGILE GROUP REALTY. 813-569-6294

$650,000
4 Beds 2 Baths O6423590 MLS
An exceptional turnkey investment opportunity in the heart of Gulfport! This fully renovated duplex features two spacious 2-bedroom, 1-bathroom units, making it an ideal addition to any investor's portfolio or a perfect opportunity for an owner-occupant looking to offset their mortgage with rental income. Completely renovated with permitted improvements including plumbing, electrical and HVAC, both units offer modern finishes designed to attract quality tenants, including beautifully updated kitchens with contemporary cabinetry, stone countertops, stainless steel appliances, and stylish fixtures. Luxury waterproof LVP flooring flows throughout each residence, providing durability, low maintenance, and an upscale look. Situated on a quiet residential street just minutes from Gulfport's vibrant waterfront district, residents will enjoy easy access to local restaurants, boutique shops, art galleries, parks, marinas, beaches, and downtown St. Petersburg. The area's strong rental demand, walkable lifestyle, and proximity to major employers make this an outstanding long-term investment. Whether you're looking to expand your rental portfolio or secure a cash-flowing property in one of Pinellas County's most desirable locations, this move-in-ready duplex offers the perfect combination of quality renovations, strong income potential, and an unbeatable location.

2832 Miriam Street S, Gulfport

Listing courtesy of BLUE LIGHTHOUSE REALTY INC. 786-268-9772

$529,000
4 Beds 2 Baths TB8525531 MLS
Excellent opportunity to own a well-maintained duplex in the highly desirable Allendale neighborhood of St. Petersburg. With one unit currently occupied and the second unit already leased with occupancy beginning August 6, this property offers a seamless transition to full rental income, making it an ideal turnkey investment. Each unit features its own private laundry facilities, adding convenience and appeal for tenants, while rear alley access and off-street parking provide added functionality. Situated in one of St. Petersburg's most sought-after neighborhoods, the property is just minutes from vibrant downtown St. Petersburg, waterfront parks, restaurants, shopping, entertainment, and major roadways, ensuring continued tenant demand and long-term investment potential. Whether you're looking to expand an existing real estate portfolio or purchase your first income-producing property, this duplex offers immediate cash flow, stable rental income, and the opportunity to own an investment in a prime location with strong appreciation potential.

3651 Haines Road N, St Petersburg

Listing courtesy of AVALON GROUP REALTY. 727-262-7920

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