Old Southeast Homes

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  $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

  

  Brad Bess

  COLDWELL BANKER REALTY

  (877) 309-6654

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

  Explore Old Southeast

• 

  

  

  /22

  $1,600 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  237 18th Ave S, Saint Petersburg, FL 33705

  Located in beautiful Old Southeast, St. Petersburg!Fully-furnished 1B, 1BR unit in a quaint duplex.Rent: $1,600/monthSecurity Deposit: $1,500Available September 22nd/October 1st, 2025.Welcome to this cozy and charming 1-bedroom, 1-bathroom unit in a quiet, botanical neighborhood. The unit is fully furnished, as seen in the photos, and offers a comfortable and

  237 18th Ave S, Saint Petersburg, FL 33705
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  /2

  $433,500 Sold Aug 28, 2025

  • 1,590 Sq Ft
  • $273/SF
  • 372 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  2400 S Shore Dr SE, Saint Petersburg, FL 33705

  Auction Property. AUCTION. This waterfront, fixer upper will require major renovations. Home has severe water damage and is boarded with NO ACCESS due to unsafe conditions. Home features 3 beds, 2 baths, a living room, family room, an attached patio offers water views, and an attached 2 car garage. As a waterfront residence with a dock, this home provides direct access to the water, making it

  Andrea Butcher Thomas REALHOME SERVICE & SOLUTIONS INC

  2400 S Shore Dr SE, Saint Petersburg, FL 33705
• 

  

  

  /19

  Not Listed For Sale

  • 3 Beds
  • 1,360 Sq Ft

  260 20th Ave S, Saint Petersburg, FL 33705

  260 20th Ave S, Saint Petersburg, FL 33705
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  /45

  $899,000 Open Sat 11AM - 1PM

  • 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
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  /30

  $2,600 per month

  • 3 Beds
  • 1 Bath
  • 1,063 Sq Ft
  • House for Rent

  342 21st Ave S, Saint Petersburg, FL 33705

  One or more photo(s) has been virtually staged. Don’t Miss This Old Southeast Stunner – It Won’t Last! Welcome to Old Southeast, one of St. Pete’s most beloved and historic neighborhoods—high and dry with no flooding or damage during last year’s hurricane season! This beautifully updated 3-bedroom, 1-bath home is move-in ready and full of charm from top to bottom. Step into the

  Jeanne Roney REALTY ONE GROUP SUNSHINE

  342 21st Ave S, Saint Petersburg, FL 33705
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  /2

  $3,450,000 Sold Aug 25, 2025

  • 5,762 Sq Ft
  • $599/SF
  • 187 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1920

  1925 Beach Dr SE, Saint Petersburg, FL 33705

  Timeless Elegance Meets Modern Luxury in Old Southeast St. Pete. Step into sophisticated waterfront living in this meticulously remodeled Great Gatsby-era estate in Old Southeast, St. Petersburg. Overlooking historic Lassing Park and Tampa Bay, this 5,762 SF residence sits on a 100’x156’ double lot in preferred Flood Zone X. With 5 bedrooms, 5 full baths, boasting a complete remodel, this home

  Angela Grieco PREMIER SOTHEBY'S INTL REALTY

  1925 Beach Dr SE, Saint Petersburg, FL 33705
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  /10

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,044 Sq Ft

  335 20th Ave S, Saint Petersburg, FL 33705

  335 20th Ave S, Saint Petersburg, FL 33705
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  /81

  $1,395,000 Open Sat 10AM - 12PM

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

  106 22nd Ave SE, Saint Petersburg, FL 33705

  BIG PRICE DROP! BEST DEAL IN OLD SOUTHEAST! 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

  Zach Steinberger COMPASS FLORIDA LLC

  106 22nd Ave SE, Saint Petersburg, FL 33705
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  /20

  $2,400 per month

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  1505 Beach Dr SE, Saint Petersburg, FL 33701

  2 units available. Phenomenal location across from the park and beach.1505 Beach Dr SE is the back unit @$2500, a very nicely unfurnished 2 bed/1 bath duplex with a 1 car garage which sits across the street from the park and beach! Recently renovated, the unit has a nice refrigerator and stove, ample cabinet space and nice granite counter tops with a breakfast bar. Outside space on the

  1505 Beach Dr SE, Saint Petersburg, FL 33701
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  /2

  $950,000 Sold Aug 21, 2025

  • 2,701 Sq Ft
  • $352/SF
  • 29 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1957

  2650 W Bay Isle Dr SE, Saint Petersburg, FL 33705

  **MULTIPLE OFFERS, HIGHEST AND BEST BY 11AM 07/19**Welcome to an extraordinary waterfront opportunity in the coveted enclave of TropicalShores. This generous 9,583 sqft lot sits directly on Tampa Bay, offering a rare combination ofsweeping open bay views, bridge-free, BOATABLE water access to the Gulf, and proximity todowntown St. Petersburg—just 5-10 minutes by boat or bike to St

  Olympia Hiotis KEYSEEKERS REAL ESTATE

  2650 W Bay Isle Dr SE, Saint Petersburg, FL 33705
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  /2

  Est $1,001,833 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,002 Sq Ft

  2854 Edwards Ave S, St. Petersburg, FL 33705

  2854 Edwards Ave S, St. Petersburg, FL 33705
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  /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
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  /16

  $1,299 per month

  • 1 Bed
  • 1 Bath
  • 580 Sq Ft
  • Apartment for Rent

  2800 4th St S Unit 31, Saint Petersburg, FL 33705

  Affordable living with a touch of charm, right near the heart of downtown St. Pete. This 1-bedroom, 1-bath apartment (580 sq. ft.) offers a simple layout with a few quality touches. The kitchen features granite countertops, solid wood cabinets, and essential appliances to make meal prep easy.The apartment includes on-site laundry and parking, plus access to a grassy courtyard with lounge

  Tom Mastrodonato CAPSTAR REAL ESTATE LLC

  2800 4th St S Unit 31, Saint Petersburg, FL 33705
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  /2

  $885,000 Sold Aug 04, 2025

  • 2,313 Sq Ft
  • $383/SF
  • 295 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  236 20th Ave SE, Saint Petersburg, FL 33705

  ***MOTIVATED SELLER!!*** Will trade for commercial or multi-family. ALSO AVAILABLE FOR RENT 1-12 MONTHS @ $8,000 PER MONTH, LEASE OPTION OR SELLER FINANCE up to $50,000 (terms negotiable). Stunning 2022 Remodel: NEW electric, NEW plumbing, Two NEW ac units, NEW impact windows, NEWLY remodeled kitchen and baths, NEW Hardwood flooring throughout. Old meets new in this fabulous 3 bedroom 2 bath

  Jeff Powell ALL FLORIDA PREMIER REALTY GROUP LLC

  236 20th Ave SE, Saint Petersburg, FL 33705
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  /4

  Not Listed For Sale

  135 18th Ave S, St. Petersburg, FL 33705

  135 18th Ave S, St. Petersburg, FL 33705
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  /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
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  /17

  $1,299 per month

  • 1 Bed
  • 1 Bath
  • 580 Sq Ft
  • Apartment for Rent

  2800 4th St S Unit 23, Saint Petersburg, FL 33705

  Affordable living with a touch of charm, right near the heart of downtown St. Pete. This 1-bedroom, 1-bath apartment (580 sq. ft.) offers a simple layout with a few quality touches. The kitchen features granite countertops, solid wood cabinets, and essential appliances to make meal prep easy.The apartment includes on-site laundry and parking, plus access to a grassy courtyard with lounge

  Tom Mastrodonato CAPSTAR REAL ESTATE LLC

  2800 4th St S Unit 23, Saint Petersburg, FL 33705
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  /2

  $1,187,000 Sold Aug 01, 2025

  • 2,178 Sq Ft
  • $545/SF
  • 262 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1958

  2599 W Bay Isle Dr SE, St. Petersburg, FL 33705

  Completely Remodeled. New Plumbing, New Electric, New Duct Work, everything from brick walls in has been completely remodeled. This striking home is made for entertaining! Large custom Chefs kitchen features all Thermador appliances. Beautiful 8 burner stove with dual oven, large side by side refrigerator and freezer, Wine Refrigerator, Wet bar featuring beer/soda refrigerator, reverse osmosis

  Timothy Parris BHHS FLORIDA PROPERTIES GROUP

  2599 W Bay Isle Dr SE, St. Petersburg, FL 33705
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  /31

  Est $526,071 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,527 Sq Ft

  2671 W Bay Isle Dr SE, St. Petersburg, FL 33705

  2671 W Bay Isle Dr SE, St. 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
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  /13

  $2,995 per month

  • 2 Beds
  • 1.5 Baths
  • 1,345 Sq Ft
  • House for Rent

  2315 Sunrise Dr SE, Saint Petersburg, FL 33705

  Fully Furnished - Beautifully maintained block home. Located in the lovely neighborhood of Tropical shores, an area of great homes with a lush, relaxed feel and wonderful waterfront park with beach! House has never flooded. Beautiful hardwood floors, updated kitchen with stainless steel, granite and travertine. Home has extra room that could be 3rd bedroom or office and half bath in the garage.

  Klaus Breitsameter CHARLES RUTENBERG REALTY INC

  2315 Sunrise Dr SE, Saint Petersburg, FL 33705
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  /2

  $720,000 Sold Jul 31, 2025

  • 1,728 Sq Ft
  • $417/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1925

  1822 1st St SE, Saint Petersburg, FL 33705

  Welcome to this beautifully preserved and thoughtfully updated 3-bedroom, 2-bathroom Key West-style historic bungalow, ideally situated in the highly desirable Old Southeast neighborhood of St. Petersburg. Just blocks from the tranquil shoreline of Lassing Park and sparkling Tampa Bay, this home captures the timeless charm of early Florida living—without the concern of being in a flood

  Judson Kidd, Jr SOUTHERN ROOTS REALTY, LLC

  1822 1st St SE, Saint Petersburg, FL 33705
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  /20

  Est $1,290,090 Not Listed For Sale

  2590 South Shore Dr SE, St. Petersburg, FL 33705

  2590 South Shore Dr SE, St. Petersburg, FL 33705
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  /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
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  /41

  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • House for Rent

  145 18th Ave SE, Saint Petersburg, FL 33705

  Charming 3-Bedroom, 2-Bath Home for Rent in Old Southeast St. Petersburg – Walk to Downtown and Lassing ParkWelcome to "La Hacienda," a beautifully unique 3-bedroom, 2-bath rental home located in the sought-after Old Southeast neighborhood of St. Petersburg. The home sits well above the flood plane just one mile from downtown and only a block and a half from the stunning waterfront of

  Stephen Sexauer SEXAUER REAL ESTATE INTL.

  145 18th Ave SE, Saint Petersburg, FL 33705
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  /2

  $385,000 Sold Jul 30, 2025

  • 1,369 Sq Ft
  • $281/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  2015 3rd St S, Saint Petersburg, FL 33705

  Old Southeast bungalow with separate ADU! Live in one unit while earning income in the other! Both unitsfeature fully separated utilities (water and electric). The bungalow (front home) features recently refinishedoriginal wood floors, wood cabinets, granite counters, brand new bathroom, new A/C.Rear unit (ADU) features updated kitchen, LVP floors, new mini-split A/C with an extra

  Chip Spencer INVESTORS CHOICE REALTY

  2015 3rd St S, Saint Petersburg, FL 33705
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  /41

  Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,044 Sq Ft

  2001 2nd St S, Saint Petersburg, FL 33705

  2001 2nd St S, Saint Petersburg, FL 33705
• 

  

  /78

  $839,000 Pending

  • 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
• 

  

  /22

  $3,600 per month

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft
  • House for Rent

  116 16th Ave SE, Saint Petersburg, FL 33701

  Come check out this fantastic rental in the Old Southeast Artist Enclave Overlay District! Charming home with formal dining room, 3 bedrooms and 2 baths plus two bonus rooms and indoor laundry. Need live/work? Run your business or studio out of the front office & den area, home also has a long driveway for guests and additional parking. Fenced in Backyard with a large entertaining deck and an

  Billy Harvard SOUTHERN ROOTS REALTY, LLC

  116 16th Ave SE, Saint Petersburg, FL 33701
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  /2

  $530,000 Sold Jul 29, 2025

  • 1,460 Sq Ft
  • $363/SF
  • 78 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1951

  2310 Sunrise Dr SE, Saint Petersburg, FL 33705

  PRICE REDUCTION!!! AMAZING VALUE! Don't miss this opportunity to own a beautiful pool home in the highly sought-after Tropical Shores neighborhood! This well maintained 2-bedroom, 2-bathroom home with an oversized 1.5 car garage offers a tropical retreat with all the benefits of a vibrant and growing city. Located just around the corner from the beautiful, waterfront Lassing Park and within easy

  Olympia Hiotis KEYSEEKERS REAL ESTATE

  2310 Sunrise Dr SE, Saint Petersburg, FL 33705
• 

  

  /20

  Est $1,292,068 Not Listed For Sale

  • 3 Beds
  • 7 Baths
  • 1,864 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /17

  $1,675,000 Pending

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

  116 19th Ave SE, Saint Petersburg, FL 33705

  Under contract-accepting backup offers. 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

  Alex Plotkin COMPASS FLORIDA LLC

  116 19th Ave SE, Saint Petersburg, FL 33705
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  /31

  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • House for Rent

  2675 E Bay Isle Dr SE, Saint Petersburg, FL 33705

  This gorgeous 3BR/2BA/1-car garage pool home is ready for you! Step inside to find a bright and airy open floor plan with tile flooring throughout, ceiling fans to keep things breezy, and plenty of natural light. The spacious living and dining areas flow seamlessly into the sunroom, where you’ll enjoy views of your private backyard oasis. Fire up the grill, host a pool party, or just relax—this

  Lisa Connors RENT SOLUTIONS

  2675 E Bay Isle Dr SE, Saint Petersburg, FL 33705
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  /2

  $1,450,000 Sold Jul 28, 2025

  • 2,400 Sq Ft
  • $604/SF
  • 97 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1938

  2521 Driftwood Rd SE, Saint Petersburg, FL 33705

  Exquisitely Renovated Driftwood Home with Lush Tropical Landscaping & Designer Touches!Discover a rare gem in the highly sought-after Driftwood neighborhood—one of the last remaining original homes designed by renowned architect Mark Dixon Dodd. Thoughtfully renovated and elegantly curated by celebrated designer Charles Neal, this enchanting residence blends timeless charm with modern

  Kyle Wheeler DEAN & DEWITT PROPERTIES

  2521 Driftwood Rd SE, Saint Petersburg, FL 33705
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  /45

  Est $1,518,883 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,343 Sq Ft

  2590 Sunrise Dr SE, Saint Petersburg, FL 33705

  2590 Sunrise Dr SE, Saint Petersburg, FL 33705
• 

  /2

  $960,000 Pending

  • 5 Beds
  • 5 Baths
  • 2,848 Sq Ft

  145 17th Ave SE, St. Petersburg, FL 33701

  This quadruplex income property is available and is in the heart of the very popular, sought after neighborhood of the OLD SOUTHEAST! NONFLOOD ZONE!! Minutes from DOWNTOWN ST PETERSBURG and close to marinas, hospitals, Bay Front Hospital and walking distance to the UNIVERSITY OF SOUTH FLORIDA. This two story has units 1 & 2 upstairs, each renovated 1 bedroom/1 bath and face the back of the

  Gina Timmins SMITH & ASSOCIATES REAL ESTATE

  145 17th Ave SE, St. Petersburg, FL 33701
• 

  /2

  $520,000 Sold Jul 23, 2025

  • 1,083 Sq Ft
  • $480/SF
  • 120 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1925

  123 17th Ave SE, Saint Petersburg, FL 33701

  Live the Old Southeast Lifestyle – A Tropical Oasis Near Tampa Bay!Welcome to Charming Old Southeast, one of St. Pete’s most sought-after neighborhoods, known for its brick streets, hexagonal-block sidewalks, and lush tropical landscape. As an Artist Enclave District, this vibrant community is a haven for creatives, nature lovers, and those who appreciate historic charm. Just over a block

  Scott Turner KELLER WILLIAMS ST PETE REALTY

  123 17th Ave SE, Saint Petersburg, FL 33701
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  /46

  Est $921,610 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  216 15th Ave SE, Saint Petersburg, FL 33701

  216 15th Ave SE, Saint Petersburg, FL 33701
• 

  

  /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

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