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Old Southeast Homes 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 - 2PM

    • 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 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 Open Sun 1PM - 3PM

    • 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 12PM - 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
  • /16

    $2,200,000

    • Land
    • 0.75 Acre
    • $2,933,333 per Acre

    2660 Driftwood Rd S, Saint Petersburg, FL 33705

    Magnificent Oversized Waterfront Double Lot in Historic DriftwoodBuild your dream home and private dock on this rare, oversized double lot with 200 feet of waterfront nestled in the heart of the coveted Driftwood neighborhood. Surrounded by mature oak, palm, and pine trees, this residential waterfront property offers unmatched privacy and natural beauty.Located on scenic Big Bayou with

    Marykay Csenge COASTAL PROPERTIES GROUP INTERNATIONAL

    2660 Driftwood Rd S, Saint Petersburg, FL 33705
  • /35

    $669,999 Open Sun 1PM - 4PM

    • 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
  • /13

    $949,500

    • 5 Beds
    • 4 Baths
    • 2,093 Sq Ft

    330 20th Ave S, Saint Petersburg, FL 33705

    Fully Occupied - Excellent Cash Flow and Investment Opportunity without the worries of upkeep. This well updated property consists of 2 seperate duplex's and is a great opportunity to expand or start your investment portfolio with many opportunities! The front structure consists of a single story building with two 1bed 1bath units on each side. The back structure consists of another duplex with

    Jay Phillips JAY ALAN REAL ESTATE

    330 20th Ave S, Saint Petersburg, FL 33705
  • /21

    $1,395,000

    • Land
    • 0.29 Acre
    • $4,810,345 per Acre

    353 22nd Ave SE, Saint Petersburg, FL 33705

    Welcome to your very own slice of paradise in the delightful Tropical Shores! This rare lot is a canvas just waiting for your dream home masterpiece, boasting breathtaking panoramic views of the ever-evolving downtown St. Petersburg skyline. Imagine sipping your morning coffee while soaking in the magical sights of marine life and vibrant birds that come to visit you daily—it’s like having a

    Randi Morgan COLDWELL BANKER REALTY

    353 22nd Ave SE, Saint Petersburg, FL 33705
  • /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

    $575,000 Open Sat 11AM - 1PM

    • 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
  • /12

    $299,900

    • Land
    • 0.16 Acre
    • $1,874,375 per Acre

    320 20th Ave S, Saint Petersburg, FL 33705

    Rare Opportunity in Historic Old Southeast – Vacant Lot Ready for Your Dream Home! Welcome to one of St. Petersburg’s most charming and sought-after neighborhoods—Old Southeast, where historic character meets modern convenience. This cleared and build-ready 50' x 140' lot offers the perfect canvas to design and build your custom home with the builder of your choice. Situated on a picturesque

    Scott Simon KELLER WILLIAMS ST PETE REALTY

    320 20th Ave S, Saint Petersburg, FL 33705
  • /49

    $425,000

    • 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
  • /12

    $499,999

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

    345 21st Ave S, Saint Petersburg, FL 33705

    EXCELLENT INVESTMENT OPPORTUNITY in the highly sought-after OLD SOUTHEAST neighborhood of St. Petersburg! Just four minutes from vibrant Downtown St. Pete, this fully renovated income-producing duplex is perfectly positioned near the University of South Florida St. Petersburg campus, several major hospitals, and the beautiful, dog-friendly Lassing Park. Both units are currently rented with a

    Scott Turner KELLER WILLIAMS ST PETE REALTY

    345 21st Ave S, 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

    • 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
  • /57

    $1,285,000

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1501 Beach Dr SE, Saint Petersburg, FL 33701

    This charming duplex located on Beach Drive SE offers two 2-bedroom, 1-bath units, each with a 1-car garage, providing a rare opportunity for both homeowners and savvy investors. Positioned directly across the street from Lassing Park, you'll enjoy panoramic views of Tampa Bay from the expansive screened-in front porch—your perfect living room with breathtaking views and gentle bay breezes. Wake

    Olivia Jones PARSLEY BALDWIN REAL ESTATE

    1501 Beach Dr SE, Saint Petersburg, FL 33701
  • /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

    $549,000

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

    1846 3rd St S, Saint Petersburg, FL 33705

    ** PRICE REDUCTION ** "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

    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

    $270,000

    • 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
  • /31

    $799,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 2,280 Sq Ft

    2104 4th St S, St. Petersburg, FL 33705

    Under Construction. Move-In Ready This Summer! Welcome to 4th Street Gardens, an exclusive gated enclave on the urban edge of Downtown St. Petersburg. This rare community of luxury townhomes offers the perfect balance of refined living and prime location, just minutes from the city's vibrant core. Each residence is thoughtfully designed with over 2,280 square feet of high-quality construction and

    Megan Lacomb CORCORAN DWELLINGS

    2104 4th St S, St. 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.

Frequently Asked Questions

Is Old Southeast a good place to live?
Old Southeast is a good place to live. Old Southeast is considered car-dependent and bikeable with some transit options. Old Southeast is a suburban neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Old Southeast has 6 parks for recreational activities. It is fairly sparse in population with 5.7 people per acre and a median age of 48. The average household income is $98,905 which is above the national average. College graduates make up 52.8% of residents. A majority of residents in Old Southeast are home owners, with 39.4% of residents renting and 60.6% of residents owning their home. A local real estate agent serving Old Southeast can help you decide if this neighborhood is the right one for you. Learn more on our Old Southeast neighborhood guide.
Is Old Southeast, FL a safe neighborhood?
Old Southeast, FL is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.
How much do you need to make to afford a house in Old Southeast?
The median home price in Old Southeast is $415,000. If you put a 20% down payment of $83,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $2,150 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $92K a year to afford the median home price in Old Southeast. The average household income in Old Southeast is $99K.
What are the best public schools in Old Southeast?
The best public schools that serve Old Southeast are:
  • Gibbs High School has a B+ Niche grade, a student teacher ratio of 16:1 and an average review score of 3.7.
  • Lakewood High School has a B Niche grade, a student teacher ratio of 19:1 and an average review score of 3.7.
  • Bay Point Middle School has a C+ Niche grade, a student teacher ratio of 20:1 and an average review score of 3.8.
What are the best private schools in Old Southeast?
The best private schools that serve Old Southeast are:
What are the most popular zip codes in Old Southeast, Saint Petersburg, FL?
The most popular zip codes in Old Southeast, Saint Petersburg, FL include 33705, 33701, 33706, 33712 and 33713.
What are the most popular neighborhoods near Old Southeast, Saint Petersburg, FL?
The most popular neighborhoods near Old Southeast, Saint Petersburg, FL are Harbordale, Coquina Key, Bartlett Park, Midtown Saint Petersburg and Lake Maggiore Shores.
Are home prices dropping in Old Southeast?
Yes, home prices in Old Southeast are down 14% in the last 12 months.

Home Trends in Old Southeast, FL

Housing Trends

Median Sale Price
$395,000
Median Single Family Sale Price
$392,990
Median Townhouse Sale Price
$392,500
Median 2 Bedroom Sale Price
$441,500
Average Price Per Sq Ft
$235
Number of Homes for Sale
6
Last 12 months Home Sales
30
Months of Supply
2.40
Median List Price
$415,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-12%
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