Historic Kenwood Homes for Sale

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Historic Kenwood, a vibrant neighborhood in St. Petersburg, Florida, offers a unique housing market appealing to diverse buyers. Known for its charming bungalows and historic architecture, the area attracts those seeking character and a strong sense of community. The real estate landscape includes meticulously restored homes alongside opportunities for renovations, catering to a range of tastes and budgets. Proximity to downtown St. Petersburg's cultural attractions, dining, and waterfront adds to the desirability of living in this artistic enclave.

The architectural integrity and artistic spirit of Historic Kenwood contribute significantly to its appeal within the Tampa Bay area housing market. Homebuyers are often drawn to the unique details and craftsmanship found in the early 20th-century homes. With tree-lined streets and a welcoming atmosphere, Historic Kenwood fosters a tight-knit community that appreciates preserving its heritage. The neighborhood's commitment to maintaining its artistic identity, through events and local initiatives, also adds to its long-term value.

Investing in a home in Historic Kenwood is often seen as investing in a lifestyle. The housing market reflects a desire for walkable neighborhoods, community involvement, and access to local arts and culture. Buyers are attracted to the opportunity to own a piece of St. Petersburg's history while enjoying modern amenities and a thriving urban environment. As the demand for unique and well-located properties continues to grow, Historic Kenwood remains a sought-after destination for those seeking a distinctive place to call home.

This website features the best Historic Kenwood real estate search for homes available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®'s database every 15 minutes.

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Historic Kenwood Homes for Sale

5 Beds ⋅ 3 Baths ⋅ Halls Central Ave 3 SubDv. ⋅ 33711 Zip Code

Investor & Multi-Generational Focus (Income Potential) Dual Income Opportunity / In-Law Suite on an Oversized Double Lot! Don't miss out on 4500 3rd Ave S in St. Petersburg! This turn-key investment or multi-generational property sits on an impressive double lot with two distinct living spaces. Main House: Spacious 4 Bedrooms | 2 Bathrooms | Attached 1-Car Garage ADU (Built 2019): Modern 1 Bedroom | 1 Bathroom detached secondary residence Key Features:BRAND-NEW ROOF scheduled for installation on the main house by the end of September! Independent Privacy: Both the main home and the ADU feature their own fully fenced private yards. Prime St. Pete Location: Easy access to downtown, Tampa Bay, and the Gulf beaches. Whether you're looking to house hack and live in one unit while renting the other, generate dual rental income streams, or set up a multi-generational living quarters, this property checks every box!

4500 3rd Avenue S, St Petersburg

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

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

Future Owner Occupant or Investment opportunity available in Historic Kenwood. This fully leased property includes a 2/1 bungalow home, accompanied by 2 separate private studio units in a rear detached building. This property is perfect for the investor looking for immediate cash flow, or for a future owner occupant who would like to let the studio ADUs help with the mortgage. The front house has a private fenced back yard, private in home laundry and street parking. The rear ADU building has a shared laundry room, the bottom ADU has a private fenced yard, and they share a parking pad off the alley. This property is fully updated!

2443 4th Avenue N, St Petersburg

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

Welcome to this historic Craftsman bungalow radiating authentic charm, character, and versatility in Historic Kenwood. This unique compound features a standalone 2-bedroom, 2-bathroom main house alongside a detached garage and a fully independent Accessory Dwelling Unit (ADU). The spacious ADU offers a complete 2-bedroom, 1-bathroom floor plan with its own full living room, kitchen, dedicated address, and electric meter—delivering incredible potential for rental income, multi-generational living, or a private home office setup. Real hardwood floors run throughout both the main house and the ADU, perfectly complementing the home's historic architectural details. Out back, enjoy a private, low-maintenance outdoor oasis featuring a fully turfed backyard completely enclosed with a low-maintenance vinyl fence. Situated on a desirable corner lot, another highlight is the expansive driveway leading to the detached garage, providing rare and abundant off-street parking for multiple vehicles. Major high-ticket system updates: All three structures feature durable metal roofs installed in 2021, all water lines were updated with PVC in 2023, and the ADU boasts a newer A/C system. Enjoy the unbeatable Historic Kenwood lifestyle—just minutes from the Grand Central District, downtown St. Pete, local parks, and top dining. Call me to schedule your private showing today!

2363 4th Avenue N, St Petersburg

4 Beds ⋅ 3 Baths ⋅ Kenwood Sub Add SubDv. ⋅ 33713 Zip Code

Historic Kenwood charm meets 2026 construction. This 4-bedroom, 3-bath home features solid block construction, PGT insulated impact storm windows, and a builder's warranty in one of St. Petersburg's most walkable, character-rich neighborhoods, with no HOA or CDD fees. The open floor plan flows over luxury vinyl plank flooring to a showpiece kitchen, where a generous quartz island is framed by shaker cabinetry and brushed gold hardware. French doors off the gathering room open to a fully fenced backyard made for entertaining. The owner's suite features a tray ceiling and a bath with a frameless glass shower and dual quartz vanities with LED mirrors. Three additional bedrooms provide space for family, guests, or a home office, and all three full baths share the same elevated finishes. A two-car garage, privacy fencing, and fresh landscaping complete the home. Built with Florida weather in mind, the home also includes French drains on all downspouts, diverting water away from the foundation and toward the street for lasting peace of mind. Best of all, you're five minutes from Central Avenue, St. Pete's hub for restaurants, bars, coffee shops, and boutiques, with downtown and the beaches just beyond. Available to show every day at any time, book your showing today!

3336 8th Avenue N, St Petersburg

2 Beds ⋅ 1 Baths ⋅ Halls Central Ave 3 SubDv. ⋅ 33711 Zip Code

Imagine owning a property where multiple homes work together to help build your future. 116 44th St S offers three separate living spaces on one St. Petersburg property, creating an exciting opportunity for an investor seeking immediate income, a first-time investor ready to begin building a rental portfolio, a seasoned investor looking to add a gem to their portfolio, or a future owner exploring a house-hacking strategy after the existing leases expire. The property includes a remodeled 2-bedroom, 1-bathroom main house plus a duplex with two 1-bedroom residences. Two units are already occupied and producing income, and the existing tenants have expressed interest in remaining long-term. The third residence offers additional rental potential, allowing the next owner to step into an established investment. Modern improvements include luxury vinyl plank flooring, white shaker cabinets, quartz countertops, new windows, updated HVAC systems, and a 2023 roof.. Each residence also includes its own in-unit washer and dryer. Whether your goal is to create additional income, expand your investment portfolio, or position yourself for a future live-in investment strategy, this versatile St. Petersburg property offers multiple possibilities in one purchase. Begin building the next chapter of your real estate portfolio with income already in place. Ideally positioned just minutes from downtown St. Petersburg and approximately 15 minutes from the Gulf beaches, offering convenient access to the area’s coastal lifestyle, dining, entertainment, and recreation.

116 44th Street S, St Petersburg

5 Beds ⋅ 3 Baths ⋅ Halls Central Ave 3 SubDv. ⋅ 33711 Zip Code

Investor & Multi-Generational Focus (Income Potential) Dual Income Opportunity / In-Law Suite on an Oversized Double Lot! Don't miss out on 4500 3rd Ave S in St. Petersburg! This turn-key investment or multi-generational property sits on an impressive double lot with two distinct living spaces. Main House: Spacious 4 Bedrooms | 2 Bathrooms | Attached 1-Car Garage ADU (Built 2019): Modern 1 Bedroom | 1 Bathroom detached secondary residence Key Features:BRAND-NEW ROOF scheduled for installation on the main house by the end of September! Independent Privacy: Both the main home and the ADU feature their own fully fenced private yards. Prime St. Pete Location: Easy access to downtown, Tampa Bay, and the Gulf beaches. Whether you're looking to house hack and live in one unit while renting the other, generate dual rental income streams, or set up a multi-generational living quarters, this property checks every box!

4500 3rd Avenue S, St Petersburg

3 Beds ⋅ 2 Baths ⋅ Halls Central Ave 3 SubDv. ⋅ 33711 Zip Code

Turnkey sophistication meets timeless St. Petersburg charm at 4110 3rd Ave S. Set along picturesque brick-lined streets, this beautifully reimagined 3-bedroom, 2-bath residence pairs a fresh, elevated aesthetic with an impressive collection of recent improvements—all in a desirable NON-flood zone area. Inside, a thoughtfully designed split floor plan creates an effortless sense of privacy and flow, anchored by a true primary suite offering a peaceful retreat from the rest of the home. New LVP flooring, fresh interior paint, new windows, recessed LED lighting, and curated window treatments establish a bright, polished atmosphere throughout. Both bathrooms have been beautifully updated with a clean, contemporary design, while the kitchen serves as the heart of the home with soft-close shaker cabinetry, quartz countertops, and an LG and Whirlpool stainless steel appliance package. Beyond the finishes, extensive improvements provide the confidence of a home designed for modern living, including a new 2025 roof, 2026 tankless water heater, newer PVC sewer updates, newer Square D electrical panel, and 2026 BRAND NEW HVAC system. A conveniently positioned laundry closet adds everyday functionality without compromising the home’s streamlined design. 4110 3rd Ave S delivers a rare combination of style, thoughtful renovation, and peace of mind. Refined yet inviting, completely move-in ready, and positioned outside the flood zone, this is effortless St. Petersburg living at its best. Call today for a private showing!

4110 3rd Avenue S, St Petersburg

4 Beds ⋅ 3 Baths ⋅ Halls Central Ave 2 SubDv. ⋅ 33713 Zip Code

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

3 Beds ⋅ 2 Baths ⋅ Halls Central Ave 3 SubDv. ⋅ 33711 Zip Code

Investor Opportunity! Discover the potential of this property located in St. Petersburg. Featuring a desirable location with convenient access to major roadways, shopping, dining, and local amenities, this property provides a great chance to customize, renovate, and create value. Bring your vision and explore the possibilities this property has.

4227 2nd Avenue S, St Petersburg

4 Beds ⋅ 4 Baths ⋅ Chevy Chase SubDv. ⋅ 33713 Zip Code

Welcome to your dream home in the historic Kenwood of St. Petersburg. This stunning 3,000-square-foot custom-built residence, completed in 2017, effortlessly combines modern elegance with the charm of a genuine brick street. Ideally located, this home offers the best of both worlds with easy access to downtown St. Petersburg, walkable distance to Central Avenue's vibrant Grand Central District, premier shopping, dining, and entertainment at Tropicana Field, nearby sandy beaches, and exceptionally easy access to I-275, just 2-3 minutes away, all in a non-flood zone. A charming white picket fence now encloses the front yard, with private fencing enclosing the side and rear yards, adding curb appeal along with a secure space for children and pets to play — and framing a home that took home the Historic Kenwood Neighborhood Association's Best-Decorated House award for Christmas 2025. Ample off-street parking accommodates up to four vehicles, including a large two-car garage, with plentiful additional on-street parking for guests. As you enter, you'll be greeted by an expansive open living space with soaring 12-foot ceilings and a gas fireplace for cozy ambiance. This inviting, open-concept layout makes the home a natural gathering place for holiday parties, family celebrations, and social events of every kind, with plenty of room for guests to spread out both indoors and out. The exterior features durable Hardie Board fiber cement siding and trim throughout, and fresh, modern paint flows through the interior and exterior alike(2025), giving every room — and the home's entire facade — a crisp, move-in-ready feel. The heart of this home is the custom kitchen, a delight for chefs and entertainers alike, featuring solid wood cabinets, quartz countertops, stainless steel appliances, a gas-burning stove, an oversized pantry, and a convenient coffee and wine bar. Upstairs, you'll find four spacious bedrooms and three full baths. The primary suite boasts a private covered balcony, a generous walk-in closet, and a luxurious ensuite bath with a double sink vanity, an oversized shower, and a freestanding soaker tub. Two additional bedrooms are connected by a stylish bath, complete with a double sink quartz vanity and a large shower. A true standout feature of this home is the additional living space — a remarkably versatile suite with its own completely separate private entrance, full kitchen with full-size appliances including a full-size gas range and oven (2025), and en-suite bath. Perfectly suited as a guest suite, in-law or live-in suite, or multigenerational retreat, this self-contained space offers genuine independence and privacy, making it ideal for extended family or visiting guests. This home has been transformed into a fully connected smart residence, integrated through a brand new Alarm system linked smoke/CO detectors with whole-perimeter Ring security cameras(2025-26). Voice-command routines via Siri or Alexa control digital door locks and smart thermostats. LED lighting inside and out has been installed throughout(2025-26), and the home is extremely energy efficient, resulting in extremely low running costs. A newly finished attic offers generous storage with heavy-duty flooring, adding valuable functional space (2025). This immaculate home is available furnished, with high-spec furnishings less than a year old — making it truly move-in ready, or immediately available for renting out to premium tenants. It has it all.

2430 6th Avenue N, St Petersburg

St Petersburg Investment Co Sub SubDv. ⋅ 33712 Zip Code

CORNER LOT IN THE WAREHOUSE ARTS DISTRICT | PALMETTO PARK | IT ZONING! Rare opportunity to own a vacant corner lot in Palmetto Park, at the heart of St. Petersburg's celebrated Warehouse Arts District. This 50' x 127' parcel (±6,350 SF) offers dual street frontage, strong visibility, and the flexibility of Industrial Traditional (IT) zoning, one of the most adaptable zoning categories in the city. IT zoning is designed to support a wide mix of creative and light-industrial uses, think artist studios, fabrication and maker space, live/work buildings, flex warehouse, offices, galleries, and more, subject to the City's current use matrix and development standards. Whether you're envisioning a custom studio, a showroom, or a live/work compound, this corner lot gives you room to build to suit just minutes from downtown. The location is the real story. You're steps from The Urban Stillhouse and 3 Daughters Brewing, surrounded by the murals, galleries, and maker spaces that define the Warehouse Arts District, and connected to downtown via the Pinellas Trail. Grand Central District and Historic Kenwood are just around the corner, and new construction continues to reshape the surrounding blocks. Vacant, industrial-zoned corner lots this close to downtown St. Pete rarely come to market. This is a chance to plant a flag in one of the city's fastest-evolving districts. Buyer and buyer's agent to independently verify all permitted uses, development standards, and setback/FAR requirements with the City of St. Petersburg Planning & Development Services.

2363 5th Avenue S, St Petersburg

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