18

Old Southeast Houses for Sale

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  • /57

    $1,249,000

    • 3 Beds
    • 4 Baths
    • 2,414 Sq Ft

    2487 W Bay Isle Dr SE, Saint Petersburg, FL 33705

    Welcome to your own slice of paradise in Tropical Shores — a rare mid-century gem where timeless Florida charm meets modern luxury. Nestled among lush, mature landscaping and gracefully positioned on expansive, deep open water with unrestricted sailboat access to Tampa Bay, this beautifully preserved home offers a front-row seat to breathtaking sunsets and the ultimate waterfront lifestyle.This

    Agent Photo

    Brad Bess

    COLDWELL BANKER REALTY

    (877) 309-6654

    2487 W Bay Isle Dr SE, Saint Petersburg, FL 33705
  • /45

    $929,000

    • 4 Beds
    • 3 Baths
    • 2,328 Sq Ft

    2637 Bayside Dr S, St. Petersburg, FL 33705

    DHM built, newer construction (2021), contemporary 3-bedroom, 2-bath open floor plan living space with exceptionally high 10' ceilings. Bright and modern with clean lines and designer touches everywhere. Pre-wired for Smart-Home technology and surround sound and equipped with energy efficient gas appliances, and solar panels, which means your electric bill average's under $50/month (according to

    Ronald Platt KELLER WILLIAMS ST PETE REALTY

    2637 Bayside Dr S, St. Petersburg, FL 33705
  • /81

    $1,495,000

    • 8 Beds
    • 5.5 Baths
    • 4,485 Sq Ft

    106 22nd Ave SE, Saint Petersburg, FL 33705

    106 22nd Ave SE is a truly one-of-a-kind estate. Situated on a nearly triple lot in a NON-FLOOD ZONE, this 8 bed plus a third story loft, 5 and a half bath property includes a studio apartment above the garage—perfect for guests, rental income, or multigenerational living. Renovated by the Lender family (of Lender Bagels fame, with included signed artwork by Jay Lender of SpongeBob and Hey

    Zach Steinberger COMPASS FLORIDA LLC

    106 22nd Ave SE, Saint Petersburg, FL 33705
  • /78

    $839,000

    • 4 Beds
    • 2 Baths
    • 2,384 Sq Ft

    1825 2nd St S, Saint Petersburg, FL 33705

    One or more photo(s) has been virtually staged. Located in Old Southeast (OSE), one of St. Pete's best historical communities, this 2384SF 110-year-old Arts and Crafts-style home blends historic charm with modern updates! OSE is a coastal neighborhood known as an Artist Enclave district with brick roadways, hexagon sidewalks and social events--the epitome of Old Florida architecture and living!

    Amy Camasso CENTURY 21 BEGGINS ENTERPRISES

    1825 2nd St S, Saint Petersburg, FL 33705
  • /48

    $1,025,000

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft

    176 22nd Ave SE, Saint Petersburg, FL 33705

    MAJOR PRICE IMPROVEMENT!!! RARE FIND IN OLD SOUTHEAST!!! You will not want to miss this gorgeous and meticulously maintained historic home nestled in the coveted neighborhood of Old Southeast! This stunning property surrounded by lush landscaping rests on an OVERSIZED CORNER LOT. This 90 x 135 SF lot is a TRUE GEM, offering the ultimate in privacy and potential. The four-bedroom three-bath home

    Clay Glover RE/MAX METRO

    176 22nd Ave SE, Saint Petersburg, FL 33705
  • /34

    $1,445,000

    • 2 Beds
    • 2 Baths
    • 1,575 Sq Ft

    414 22nd Ave SE, Saint Petersburg, FL 33705

    Deep sailboat water and NO bridges to the Gulf of Mexico. Minutes to beautiful and trendy downtown St Petersburg on Tampa Bay by car or boat. This home was completely stripped down to the bare walls and renovated. Even the floor plan was changed to reflect modern layout and functionality. The list of renovations includes: hurricane impact windows, custom heavy duty security front door, complete

    Shawna Kugler EZ CHOICE MLS, INC

    414 22nd Ave SE, Saint Petersburg, FL 33705
  • /25

    $1,795,000 New Construction

    • 6 Beds
    • 4.5 Baths
    • 3,589 Sq Ft

    246 23rd Ave SE, Saint Petersburg, FL 33705

    Under Construction. Est. Completion: December 2025. Don’t miss the chance to make this your dream home with Canopy Builders – St. Petersburg’s most TRUSTED name in luxury home construction. This beautifully crafted new construction home offers 6 bedrooms and 4.5 bathrooms across 3,589 sqft of total living space—including a 3,000 sqft main house and a 589 sqft 1 bed, 1 bath fully equipped

    Alex Plotkin COMPASS FLORIDA LLC

    246 23rd Ave SE, Saint Petersburg, FL 33705
  • /48

    $1,795,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,487 Sq Ft

    116 24th Ave S, Saint Petersburg, FL 33705

    Under Construction. NON FLOOD ZONE! Presenting one of the newest floor plans by CANOPY BUILDERS- THE BELMONT. Slated for completion October 2025, 116 24th AVE S Located in the sought-after Old Southeast neighborhood, a rare opportunity to own a custom-built home with elevated finishes and timeless design. What makes this new plan unique is that it has a mudroom, butler’s pantry, pool bath,

    Julie Jones SMITH & ASSOCIATES REAL ESTATE

    116 24th Ave S, Saint Petersburg, FL 33705
  • /52

    $449,000

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft

    222 17th Ave S, Saint Petersburg, FL 33701

    A little piece of heaven with a front yard view of the Downtown Skyline and Marina! Welcome to the Old Southeast community, a designated Artists Enclave with a unique blend of homes and gorgeous views of Tampa Bay from Lassing Park. This charming bungalow is just 1 mile to Central Ave in downtown St Pete, Dali Museum, Mahaffey Theater, Art Museum, Yacht Club, Sun Dial Shopping, & Downtown Beach

    Nancy Rieg DHM REAL ESTATE GROUP LLC

    222 17th Ave S, Saint Petersburg, FL 33701
  • /66

    $2,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,992 Sq Ft

    234 Driftwood Rd SE, Saint Petersburg, FL 33705

    A Rare Waterfront Estate in Iconic Driftwood — A Tropical Sanctuary on Big Bayou. Welcome to one of the most extraordinary residential offerings in St. Petersburg. Nestled on over half an acre (.57 acres / 24,790 sq ft) in the coveted Driftwood neighborhood, this stately two-story, 4-bedroom, 3.5-bath home offers nearly 4,000 square feet of living space and 115 feet of direct water frontage on

    Sarah Howe COMPASS FLORIDA LLC

    234 Driftwood Rd SE, Saint Petersburg, FL 33705
  • /35

    $649,999

    • 2 Beds
    • 2 Baths
    • 1,241 Sq Ft

    225 16th Ave SE, Saint Petersburg, FL 33701

    Welcome to this beautifully renovated bungalow located in the heart of one of St. Petersburg’s most coveted neighborhoods: Old Southeast. Nestled on a quiet brick lined street just four homes away from the waterfront at Lassing Park, this home offers the perfect blend of charm, convenience, and peace of mind. Enjoy water views of Tampa Bay from your front porch and breathtaking glimpses of the

    Rick Steiermann WILSON REALTY LLC

    225 16th Ave SE, Saint Petersburg, FL 33701
  • /32

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    2334 Tropical Shores Dr SE, Saint Petersburg, FL 33705

    PRICE REDUCED! Welcome to Tropical Shores Drive. This meticulously maintained 3 bedroom, 2 bathroom single-family gem is located in the highly sought-after Tropical Shores neighborhood in Southeast Saint Petersburg. The front yard features a welcoming patio area nestled beneath the cooling canopy of a majestic oak tree. The home offers a split floor plan with an open concept layout that provides

    Julie Maguire DALTON WADE INC

    2334 Tropical Shores Dr SE, Saint Petersburg, FL 33705
  • /13

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    345 21st Ave S, Saint Petersburg, FL 33705

    LIVE IN PARADISE in the heart of OLD SOUTHEAST! Just minutes from vibrant Downtown St. Petersburg, this fully renovated home features an ADU that can either be used for extra income or an in-law suite. Nestled just four blocks from Lassing Park, and close to USF St. Pete, Bayfront & Johns Hopkins Hospitals, this property features two detached units: a 2-bed/1-bath front home and a 1-bed/1-bath

    Scott Turner KELLER WILLIAMS ST PETE REALTY

    345 21st Ave S, Saint Petersburg, FL 33705
  • /33

    $547,000

    • 2 Beds
    • 1 Bath
    • 1,360 Sq Ft

    220 22nd Ave SE, Saint Petersburg, FL 33705

    Charming Old Southeast gem near Lassing Park. Welcome to this delightful two-bedroom, one-bath single-family home in the heart of the sought-after Old Southeast neighborhood. On a generously sized lot with lush, mature landscaping, this home exudes warmth and character. Go inside to discover original parquet floors and a spacious living room that flows seamlessly through pocket sliding glass

    Sidney Newfield PREMIER SOTHEBYS INTL REALTY

    220 22nd Ave SE, Saint Petersburg, FL 33705
  • /56

    $595,000

    • 3 Beds
    • 2 Baths
    • 2,544 Sq Ft

    300 22nd Ave S, Saint Petersburg, FL 33705

    “Built like a fortress” and does not require flood insurance, yet only a 2.5 block walk from the waterfront! Enjoy peace of mind in this solid block home in Old SE which sustained no issues from previous storms! This is such a charming home on a really large lot (13,900 sf) with the ability to add a garage with ADU above, if desired. There is already a large circular driveway with space for

    Becki Westra Hayter BEACH DRIVE REALTY

    300 22nd Ave S, Saint Petersburg, FL 33705
  • /50

    $525,000

    • 3 Beds
    • 3 Baths
    • 1,352 Sq Ft

    220 19th Ave S, Saint Petersburg, FL 33705

    *NEW PRICE* Welcome to 220 19th Avenue South, a charming and versatile home in one of St. Petersburg’s most desirable coastal neighborhoods. Just one block from Lassing Park and under two miles from vibrant Downtown St. Pete, this property blends historic charm, modern function, and exceptional location.The main home features 2 bedrooms and 1 full bath, with stunning original wood floors, a

    Judy Horvath COLDWELL BANKER REALTY

    220 19th Ave S, Saint Petersburg, FL 33705
  • /24

    $2,899,000

    • 4 Beds
    • 3.5 Baths
    • 3,172 Sq Ft

    2041 Beach Dr SE, Saint Petersburg, FL 33705

    ***MOTIVATED SELLER*** LEASE OPTION or SELLER FINANCE around $1.5 million available with negotiable terms. Welcome home to this stunning 4-bedroom home with 3 1/2 baths and a 2-car garage that underwent a complete renovation in 2022 and 2023. The home is positioned on a double lot site, overlooking Lasing Park and Tampa Bay. Beach Drive in Old Southeast is one of the most sought-after bay views

    Jeff Powell ALL FLORIDA PREMIER REALTY GROUP LLC

    2041 Beach Dr SE, Saint Petersburg, FL 33705
  • /2

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft

    341 20th Ave S, Saint Petersburg, FL 33705

    Bring your vision to life with this 3-bedroom, 2-bathroom home featuring a spacious layout in a prime location. This property offers endless potential for investors or buyers looking to customize their dream home. This property is zoned for two structures on one lot so the potential is unlimited.

    Justin Garrett SKYWAY REAL ESTATE, LLC

    341 20th Ave S, Saint Petersburg, FL 33705

Why Live in Old Southeast

Old Southeast in Saint Petersburg is a unique neighborhood known for its artistic community and historic charm. As one of two designated Artist Enclaves in the city, residents can use their homes as galleries, studios, and instructional spaces, fostering a vibrant local art scene. The neighborhood features a mix of Craftsman bungalows and mid-century homes, many built between the late 1920s and mid-1950s, with some waterfront properties offering modern aesthetics and private docks. The area is characterized by its historic hexagonal streets and spacious lots, often with in-ground pools or landscaped gardens. Local attractions include the Old Southeast Market, known for its South Asian and Pacific Island fusion cuisine, and The Chattaway, a beloved spot for burgers and English high tea. The Big Catch at Salt Creek offers seafood in a colorful waterfront setting. Lassing Park, a 14-acre public park, provides beach access and green space, while Bayboro Harbor and Salt Creek Marina cater to boating enthusiasts. The neighborhood is conveniently located two miles from Downtown St. Petersburg, the University of South Florida, and Albert Whitted Airport, with excellent biking and walking infrastructure. Part of the Pinellas County School District, Lakewood High is highly rated. However, the area is prone to flooding and intense storms, with recent hurricanes prompting significant investment in stormwater and flood mitigation projects.

Home Trends in Old Southeast, FL

Housing Trends

Median Sale Price
$695,000
Median Single Family Sale Price
$720,000
Median Townhouse Sale Price
$844,500
Average Price Per Sq Ft
$428
Number of Homes for Sale
19
Last 12 months Home Sales
47
Months of Supply
4.90
Median List Price
$775,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-8%
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