Historic Kenwood Homes with On Street Parking Features

Historic Kenwood Homes with On Street Parking Features

Welcome to Historic Kenwood, a charming neighborhood nestled in the heart of St. Petersburg, Florida, in picturesque Pinellas County. Known for its vibrant arts scene and rich history, Historic Kenwood is a true gem that perfectly blends the old with the new. The area is characterized by its stunning bungalows, many of which date back to the early 20th century, showcasing unique architectural styles and lush landscaping that create a warm, inviting atmosphere.

One of the standout features of homes in Historic Kenwood is the availability of on-street parking, making it incredibly convenient for residents and their guests. The tree-lined streets are not only picturesque but also foster a sense of community, where neighbors often greet each other while strolling past their beautifully maintained homes. This feature is especially appealing for those who appreciate the ease of access and the charm of a neighborhood that feels like a close-knit family.

Living in Historic Kenwood means being just moments away from the vibrant downtown St. Petersburg, where you can enjoy an array of dining, shopping, and entertainment options. The nearby waterfront offers stunning views and recreational opportunities, while local parks provide green spaces for relaxation and outdoor activities.

Whether you're a first-time homebuyer or looking to settle down in a community rich with character, Historic Kenwood offers a delightful blend of history, convenience, and charm. Explore this enchanting neighborhood today and discover your dream home in one of Florida’s most beloved communities!

Newest Historic Kenwood Homes with On Street Parking Features

$609,000
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
$1,393,500
4 Beds ⋅ 6 Baths ⋅ Clemmons Court SubDv. ⋅ 33713 Zip Code
Under Construction. Non-Flood Zone, Non-Evacuation Zone. Discover a newly developed city retreat at Clemmons Court, FOUR Single Family Homes surrounding a RESIDENT’S ONLY European Style courtyard; located in the vibrant heart of the Grand Central District. In total, this house spans 2,965 square feet. This Three Bedroom 3.5 bathroom house offers the unique opportunity to generate TWO PASSIVE INCOME STREAMS, if desired. The ground floor seamlessly integrates a 538 square foot COMMERCIAL RETAIL SPACE, accessible via a separate entrance on First Avenue N. This versatile office space, complete with its own half bathroom, is perfect for leasing or personal home office (in total the house and retail space are 2,588ft²) . The SECOND INCOME OPPORTUNITY is the 377 square foot Accessory Dwelling Unit (ADU) sitting atop your DETACHED TWO-CAR garage. This self-contained suite boasts a full kitchen, bathroom, and walk-in closet, ideal for guests or rental income. All rooms are complete with Engineered Hardwood (except the ADU) or marble flooring, wood cabinetry, stone countertops, wallpapered powder bath, washer dryer in home and hookup in the ADU. There is no development like Clemmons Court in the Tampa Bay Area and once you walk the property, you can't help but fall in love with this small COMMUNITY. Clemmons Court ffers an unparalleled blend of vibrant city life and tranquil retreat, with effortless access to the Grand Central District's diverse offerings. Great for a group of friends who want to live in a community together or a savvy investor! Enjoy dining at local favorites like Wild Child, Pistil House, and Smallbar, explore art at the Imagine Museum, or relax at cozy coffee spots like Bandit and Pour and Decor. Non-Flood Zone (X) and Non-Evacuation Zone. Expected Move-In Date for All Four Houses is September 2026.

2540 1st Avenue N, St Petersburg
$875,000
2 Beds ⋅ 4 Baths ⋅ Driftwood On Central SubDv. ⋅ 33713 Zip Code
Exceptional fully leased mixed-use fee simple townhome located in the heart of Historic Kenwood and the vibrant Grand Central District. Positioned directly on Central Avenue with valuable commercial frontage, this unique three-story asset offers both commercial and residential income streams in one of St. Petersburg’s most sought-after urban corridors. Situated in desirable Flood Zone X, the property benefits from elevated construction with no lender-required flood insurance. Offering approximately 2,400+ square feet, the property features impact-rated windows, luxury finishes throughout, and an attached one-car garage. The commercial storefront enjoys excellent visibility and strong pedestrian exposure along Central Avenue, while the residential component offers 2 bedrooms and 4.5 bathrooms and is currently leased, providing immediate income potential. Surrounded by award-winning restaurants, breweries, galleries, boutiques, and local businesses, this rare investment opportunity combines stable cash flow, exceptional location, and long-term upside in one of Tampa Bay’s most dynamic neighborhoods. A truly one-of-a-kind opportunity to own an income-producing mixed-use asset in the center of St. Petersburg’s continued growth and renaissance.

17 29th Street N Unit Lot 8, St Petersburg
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