24

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
  • /35

    $799,000

    • 3 Beds
    • 3 Baths
    • 1,890 Sq Ft

    2340 W Bay Isle Dr SE, Saint Petersburg, FL 33705

    This 3-bedroom, 3-bathroom Mid-Century Modern gem is tucked into the heart of Tropical Shores, one of St. Pete’s most beloved waterfront neighborhoods. With timeless design, thoughtful updates, and a strong sense of character, this home offers the best of Florida living — laid-back, vibrant, and just minutes from downtown.Sitting proudly on a spacious corner lot, the home welcomes you

    Agent Photo

    Brad Bess

    COLDWELL BANKER REALTY

    (833) 691-4674

    2340 W Bay Isle Dr SE, Saint Petersburg, FL 33705
  • /45

    $949,999 Open Sat 12PM - 3PM

    • 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

    $1,595,000

    • 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

    $849,999

    • 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
  • /51

    $980,000

    • 3 Beds
    • 3 Baths
    • 2,209 Sq Ft

    2540 S Shore Dr SE, Saint Petersburg, FL 33705

    Waterfront Living at Its Finest!Make your dream a reality with this stunning 2,000+ sq. ft. waterfront home featuring three bedrooms and three full baths. Enjoy breathtaking panoramic views of St. Petersburg’s skyline from the new paver deck and primary suite.This property is a boater’s paradise, offering:-New seawall-Powerboat lift-Sailboat slip-Deep, protected

    Darryl Stevenson YOUNG REAL ESTATE

    2540 S Shore Dr SE, 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

    $1,765,000 Open Sat 11AM - 2PM

    • 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
  • /19

    $1,795,000 Open Sat 11AM - 2PM

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

    116 24th Ave S, Saint Petersburg, FL 33705

    Under Construction. 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, outdoor kitchen and

    Julie Jones SMITH & ASSOCIATES REAL ESTATE

    116 24th Ave S, Saint Petersburg, FL 33705
  • /17

    $1,675,000 Open Sat 11AM - 2PM

    • 6 Beds
    • 4 Baths
    • 3,434 Sq Ft

    116 19th Ave SE, Saint Petersburg, FL 33705

    Under Construction. Estimated completion: August 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. Located in the charming Old Southeast neighborhood and in a NON-FLOOD ZONE, This Modern Farmhouse model features five bedrooms + loft, three bathrooms, a detached two-car garage, and a full one-bedroom,

    Alex Plotkin COMPASS FLORIDA LLC

    116 19th Ave SE, Saint Petersburg, FL 33705
  • /35

    $669,999

    • 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

    $299,000

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    317 19th Ave S, Saint Petersburg, FL 33705

    REDUCED Again! Location! Charming “Old Southeast” bungalow with a porch, situated on BRICK streets, just off 4th Street South - a Diamond in the Rough built in 1921. LARGE LOT measuring 50’ x 140’ with alley access. Less than 1 1/2miles from the center of downtown St. Pete! Mild storm damage in 2024; property has been remediated, and it is now available for you to REMODEL or TEAR DOWN & build a

    Linda Goldfarb LSG CONSULTING SERVICES LLC

    317 19th Ave S, Saint Petersburg, FL 33705
  • /32

    $609,000

    • 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
  • /49

    $425,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 1 Bath
    • 1,083 Sq Ft

    132 21st Ave S, Saint Petersburg, FL 33705

    New Price - bring your buyers! Fantastic opportunity to live in the Old Southeast. Just a block from the water and Lansing Park, 1.5 miles to downtown, and only 1 mile to USF St. Pete. This 1925 bungalow sits on a large lot with alley access. Perfect for adding a garage and ADU or starting from scratch and building your dream home. Located in a NO FLOOD Zone this charming 2 bed 1 bath home

    Sara Scholtes KELLER WILLIAMS ST PETE REALTY

    132 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

    $649,000

    • 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

    $535,000 Open Sun 1PM - 3PM

    • 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
  • /37

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,294 Sq Ft

    145 19th Ave SE, Saint Petersburg, FL 33705

    NEW PRICE- Bring All Offers! This is Florida living at its finest! This gorgeous 1925 bungalow is exuding charm from the moment you pull up. Native plants with no-maintenance turf, rock paved driveway, and path lighting lead you to the cheery exterior and dreamy front porch. Step through the original front french doors into a warm living room, compete with original trim moldings and hardwood

    Natalie Devicente SOUTHERN ROOTS REALTY, LLC

    145 19th Ave SE, Saint Petersburg, FL 33705
  • /66

    $2,640,000

    • 4 Beds
    • 3.5 Baths
    • 3,219 Sq Ft

    2001 Beach Dr SE, Saint Petersburg, FL 33705

    WATERFRONT PROPERTY HIGH AND DRY —NO FLOOD INSURANCE REQUIRED. Discover charm and elegance with breathtaking waterfront views of Tampa Bay in this meticulously renovated home by award-winning builder Don Strobel. Perfectly blending historical character with modern luxury, this 3-bedroom, 2.5-bath main home features heart pine floors, Cuban-tiled wood-burning fireplaces, and a chef’s kitchen with

    Tiffany McAlister REALTY ONE GROUP SUNSHINE

    2001 Beach Dr SE, Saint Petersburg, FL 33705
  • /43

    $574,000

    • 3 Beds
    • 3 Baths
    • 1,554 Sq Ft

    1846 3rd St S, Saint Petersburg, FL 33705

    "Zen Retreat in Old Southeast" - Discover peace and style in this beautifully reimagined 3-bedroom, 3-bathroom home, ideally located in the heart of the highly sought-after Old Southeast District, just minutes from the vibrant energy of Downtown St. Pete. Blending timeless charm with modern updates, this Zen-inspired sanctuary offers over 1,500 square feet of thoughtfully designed living space

    William Thomas COMPASS FLORIDA LLC

    1846 3rd St S, Saint Petersburg, FL 33705
  • /24

    $3,070,000

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

    2041 Beach Dr SE, Saint Petersburg, FL 33705

    ***MOTIVATED SELLER*** Also available for lease at $17,500 per month.*** or 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

    Jeff Powell ALL FLORIDA PREMIER REALTY GROUP LLC

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

    $290,000

    • 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
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