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$609,000

Step into 1920’s storybook charm combined with high-end modern living in coveted Historic Kenwood! Dressed in a cheerful shade of powder pink, this historic main bungalow and its detached ADU have both recently undergone considerable renovations including brand-new roofing, fresh paint, and updated electrical systems offering peace of mind for the next lucky owner. Inside the main house, soft blonde flooring and elegant gold accents amplify the abundant natural light flooding every room. The rare open-concept floor plan seamlessly bridges vintage character with a modern layout, anchored by a dramatic stone fireplace. The chef’s kitchen features gas cooking, custom cabinetry, and a charming apron-front sink. The living space and front sun room are bright, airy, and designed for effortless entertaining. The detached ADU with its soaring ceilings, full bathroom, efficiency kitchenette and flexible loft space offers incredible versatility, perfect for private guest quarters or a serene home office. Enjoy historic St. Pete charm, modern convenience, incredible flexibility and an enviable location all in one iconic property. Schedule your tour today!

3 Beds ⋅ 3 Baths ⋅ St Petersburg Investment Co Sub SubDv. ⋅ 33713 Zip Code

Step into 1920’s storybook charm combined with high-end modern living in coveted Historic Kenwood! Dressed in a cheerful shade of powder pink, this historic main bungalow and its detached ADU have both recently undergone considerable renovations including brand-new roofing, fresh paint, and updated electrical systems offering peace of mind for the next lucky owner. Inside the main house, soft blonde flooring and elegant gold accents amplify the abundant natural light flooding every room. The rare open-concept floor plan seamlessly bridges vintage character with a modern layout, anchored by a dramatic stone fireplace. The chef’s kitchen features gas cooking, custom cabinetry, and a charming apron-front sink. The living space and front sun room are bright, airy, and designed for effortless entertaining. The detached ADU with its soaring ceilings, full bathroom, efficiency kitchenette and flexible loft space offers incredible versatility, perfect for private guest quarters or a serene home office. Enjoy historic St. Pete charm, modern convenience, incredible flexibility and an enviable location all in one iconic property. Schedule your tour today!

440 22nd Street N, St Petersburg

$1,050,000

This Historic Kenwood Urban Resort, one of Historic Kenwood's most remarkable lifestyle properties, is ready for it's next chapter. Just one block from vibrant Central Avenue and minutes from downtown St. Petersburg, this fully remodeled and turnkey furnished 1923 bungalow offers a rare combination of historic character, resort-style outdoor living, modern upgrades, and income-producing flexibility. Featured twice on Historic Kenwood's celebrated BungalowFest, this exceptional property blends the architectural charm of Old Florida with the conveniences today's buyers demand. The main residence has been thoughtfully updated with a designer kitchen, luxury flooring, custom window treatments, upgraded appliances, two new commercial-grade gas water heaters, and approximately $40,000 in impact glass windows, providing a significant benefit for coastal Florida living. Structural piers have also been reinforced with a hydraulic stabilization system for added confidence and long-term peace of mind. Beyond the front porch, the property unfolds into a private tropical retreat unlike nearly anything else in Historic Kenwood. The heated saltwater pool with bronze frog fountain serves as the centerpiece of an extraordinary outdoor environment surrounded by lush landscaping, artificial turf, expansive entertaining areas, gazebo seating, outdoor shower, irrigation well, and all-new fencing. Whether hosting friends beneath the pergola, relaxing poolside under the palms, or enjoying a quiet evening on the wraparound porch, every space has been designed to elevate daily living. Adding even more versatility is the licensed detached apartment above the garage. Ideal for rental income, guests, extended stays, a private office, creative studio, or multigenerational living, this valuable addition expands the possibilities far beyond those of a typical bungalow. The location is equally compelling. Enjoy exceptional walkability to Central Avenue's restaurants, cafés, galleries, boutiques, entertainment venues, parks, and public transit while being only minutes from downtown St. Petersburg, waterfront parks, museums, and award-winning cultural attractions. Offered turnkey furnished, this is a rare opportunity to acquire a fully curated property ready for immediate enjoyment as a primary residence, second home, seasonal retreat, or investment property. Seller will provide a one-year home warranty to the buyer for added peace of mind. Properties that combine historic charm, resort-style outdoor living, income potential, extensive upgrades, and a premier Historic Kenwood location rarely become available. More than a home, this is a private urban resort designed for those seeking something truly out of the ordinary.

3 Beds ⋅ 1 Baths ⋅ St Petersburg Investment Co Sub SubDv. ⋅ 33713 Zip Code

This Historic Kenwood Urban Resort, one of Historic Kenwood's most remarkable lifestyle properties, is ready for it's next chapter. Just one block from vibrant Central Avenue and minutes from downtown St. Petersburg, this fully remodeled and turnkey furnished 1923 bungalow offers a rare combination of historic character, resort-style outdoor living, modern upgrades, and income-producing flexibility. Featured twice on Historic Kenwood's celebrated BungalowFest, this exceptional property blends the architectural charm of Old Florida with the conveniences today's buyers demand. The main residence has been thoughtfully updated with a designer kitchen, luxury flooring, custom window treatments, upgraded appliances, two new commercial-grade gas water heaters, and approximately $40,000 in impact glass windows, providing a significant benefit for coastal Florida living. Structural piers have also been reinforced with a hydraulic stabilization system for added confidence and long-term peace of mind. Beyond the front porch, the property unfolds into a private tropical retreat unlike nearly anything else in Historic Kenwood. The heated saltwater pool with bronze frog fountain serves as the centerpiece of an extraordinary outdoor environment surrounded by lush landscaping, artificial turf, expansive entertaining areas, gazebo seating, outdoor shower, irrigation well, and all-new fencing. Whether hosting friends beneath the pergola, relaxing poolside under the palms, or enjoying a quiet evening on the wraparound porch, every space has been designed to elevate daily living. Adding even more versatility is the licensed detached apartment above the garage. Ideal for rental income, guests, extended stays, a private office, creative studio, or multigenerational living, this valuable addition expands the possibilities far beyond those of a typical bungalow. The location is equally compelling. Enjoy exceptional walkability to Central Avenue's restaurants, cafés, galleries, boutiques, entertainment venues, parks, and public transit while being only minutes from downtown St. Petersburg, waterfront parks, museums, and award-winning cultural attractions. Offered turnkey furnished, this is a rare opportunity to acquire a fully curated property ready for immediate enjoyment as a primary residence, second home, seasonal retreat, or investment property. Seller will provide a one-year home warranty to the buyer for added peace of mind. Properties that combine historic charm, resort-style outdoor living, income potential, extensive upgrades, and a premier Historic Kenwood location rarely become available. More than a home, this is a private urban resort designed for those seeking something truly out of the ordinary.

127 23rd Street N, St Petersburg

$589,000

Investment opportunity in the heart of Historic Kenwood! This property features a 2-bedroom/1-bathroom bungalow house, accompanied by two separate private studio units in a rear detached building. Perfect for the investor looking for immediate positive cash flow or a future owner occupant who is looking to let the studio apartments help with the mortgage. All 3 units have been recently remodeled to include updated kitchens, baths, flooring, paint, new AC units and much more. The front house has a private fenced back yard, and the lower studio also has a private fenced yard. Front house has inside private laundry while the rear building shares an enclosed laundry room with a washer and a dryer. There is a parking pad off the alley for the studio apartments, the front house has street parking available. This property is fully rented and in great shape!

2 Beds ⋅ 3 Baths ⋅ St Petersburg Investment Co Sub SubDv. ⋅ 33713 Zip Code

Investment opportunity in the heart of Historic Kenwood! This property features a 2-bedroom/1-bathroom bungalow house, accompanied by two separate private studio units in a rear detached building. Perfect for the investor looking for immediate positive cash flow or a future owner occupant who is looking to let the studio apartments help with the mortgage. All 3 units have been recently remodeled to include updated kitchens, baths, flooring, paint, new AC units and much more. The front house has a private fenced back yard, and the lower studio also has a private fenced yard. Front house has inside private laundry while the rear building shares an enclosed laundry room with a washer and a dryer. There is a parking pad off the alley for the studio apartments, the front house has street parking available. This property is fully rented and in great shape!

2443 4th Avenue N, St Petersburg