Old Southeast Homes

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  /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

  

  Brad Bess

  COLDWELL BANKER REALTY

  (833) 691-4674

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

  

  

  /18

  $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
• 

  

  /2

  $1,300,000 Sold Jun 17, 2025

  • 3,053 Sq Ft
  • $426/SF
  • 31 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1957

  442 22nd Ave SE, Saint Petersburg, FL 33705

  Price Reduction to $1,349,000!!!! Huge Value here!!!!! Nestled within the coveted enclave of Tropical Shores, this exquisite waterfront residence offers an unparalleled Key West-inspired lifestyle. Elevated to provide both breathtaking vistas and remarkably low flood insurance at approximately $1700 annually, this home is a haven for the discerning boater, granting effortless access to the deep

  Olympia Hiotis KEYSEEKERS REAL ESTATE

  442 22nd Ave SE, Saint Petersburg, FL 33705
• 

  

  /2

  Est $1,148,525 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,800 Sq Ft

  318 Ling A Mor Terrace S, Saint Petersburg, FL 33705

  318 Ling A Mor Terrace S, Saint Petersburg, FL 33705
• 

  

  

  /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

  

  Brad Bess

  COLDWELL BANKER REALTY

  (877) 309-6654

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

  

  /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
• 

  /2

  $1,000,050 Sold Jun 09, 2025

  • 1,771 Sq Ft
  • $565/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  377 22nd Ave SE, Saint Petersburg, FL 33705

  Welcome to your slice of paradise in the coveted Tropical Shores neighborhood! This 3-bedroom, 2-bath waterfront gem features a brand-new roof (2025) and offers unobstructed, panoramic views of the downtown St. Petersburg skyline—perfect for watching fireworks, city lights, and unforgettable sunsets right from your backyard.With plenty of opportunity to update or expand, envision adding a private

  Amy Bien EXP REALTY LLC

  377 22nd Ave 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
• 

  

  /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
• 

  

  /28

  $1,275 per month

  • 1 Bed
  • 1 Bath
  • 504 Sq Ft
  • Condo for Rent

  2501 Oakdale St S Unit 2, Saint Petersburg, FL 33705

  Adorable 1 bed 1 full bath apartment on the first floor of a duplex! There is a fenced in yard for your fur babies! There are also washer dryer connections in the storage area of the apartment. Private parking in the driveway for 1 car or a plethora of guest parking on the street. Walk to the gorgeous waterfront park - Lassing Park in the Old SE, The Chattaway, the NEW Pete's Bagels on 4th St S,

  2501 Oakdale St S Unit 2, Saint Petersburg, FL 33705
• 

  /2

  $350,000 Sold Jun 09, 2025

  • 1,736 Sq Ft
  • $202/SF
  • 56 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1959

  319 20th Ave S, Saint Petersburg, FL 33705

  Prime Old Southeast Investment Opportunity – Duplex Near Waterfront & Downtown St. Pete. Bring this Midcentury Modern duplex back to life or build new in a sought-after Old Southeast location! Just four blocks from Lassing Park and a short bike ride to Downtown St. Pete, this property offers a unique investment or redevelopment opportunity. Property Features: • Two 2BR/2BA units (approx. 900

  Maria Mercado Herbert COLDWELL BANKER REALTY

  319 20th Ave S, Saint Petersburg, FL 33705
• 

  

  /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
• 

  

  /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
• 

  

  /31

  $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

  $925,000 Sold Jun 05, 2025

  • 1,920 Sq Ft
  • $482/SF
  • 154 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  1519 Beach Dr SE, Saint Petersburg, FL 33701

  Wake up to stunning water views of Tampa Bay in this charming home located in the highly desirable OLD SOUTHEAST neighborhood, just steps from Lassing Park and minutes from DOWNTOWN ST. PETERSBURG! This beautifully maintained property provides a serene setting in a calm neighborhood with no interior flooding. The fully upgraded kitchen, completed in 2020, features concrete gray and white quartz

  Elizabeth 'Liz' Heinkel SMITH & ASSOCIATES REAL ESTATE

  1519 Beach Dr SE, Saint Petersburg, FL 33701
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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
• 

  

  /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
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  /15

  $2,450 per month

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

  263 21st Ave S, Saint Petersburg, FL 33705

  Step inside your fully furnished, move-in-ready apartment—just bring your suitcase! Flexible leasing terms. Furnishings are optional for a long term lease. Enjoy a private entrance, a wide, easy staircase, and your own dedicated off-street parking space. An onsite washer and dryer are available for your convenience. The rental rate includes all utilities—electricity, WIFI, water,—making

  Fonda Sabin DOUGLAS ELLIMAN

  263 21st Ave S, Saint Petersburg, FL 33705
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  /2

  $890,000 Sold Jun 03, 2025

  • 2,192 Sq Ft
  • $406/SF
  • 32 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2016

  2756 Bayside Dr S, Saint Petersburg, FL 33705

  Welcome to 2756 Bayside Dr S, St. Petersburg, FL 33705—your modern coastal retreat just minutes from the bay and vibrant downtown. Built in 2016, this stunning four bedroom three bathroom elevated house blends style, comfort, and resilience.Step inside to this gorgeous two-story home and discover an open-concept design filled with natural light, and elegant finishes. The gourmet kitchen is a

  Celine Parbelle LUXURY & BEACH REALTY INC

  2756 Bayside Dr S, Saint Petersburg, FL 33705
• 

  

  /31

  Est $539,672 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
• 

  

  /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
• 

  

  /15

  $1,700 per month

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

  2517 Oakdale St S Unit B, Saint Petersburg, FL 33705

  Welcome to your newly constructed abode with a spacious fenced in yard, the backyard is totally fenced in with a remote controlled automatic gate! A studio loft complete with vaulted ceilings, an abundance of natural light, and NEW energy efficient windows, AC, electric, appliances, you will be the first to inhabit this pristine new home in Old Southeast St Pete. Enjoy short walks to the

  Mo Williams JAY ALAN REAL ESTATE

  2517 Oakdale St S Unit B, Saint Petersburg, FL 33705
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  /2

  $545,000 Sold May 30, 2025

  • 1,508 Sq Ft
  • $361/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1925

  226 16th Ave SE, Saint Petersburg, FL 33701

  Welcome to your serene tropical hideaway just one block from the sparkling waters of Tampa Bay. This funky, beachy retreat is a rare blend of bohemian soul and Japanese-inspired architecture, wrapped in lush greenery and coastal charm. A true escape that feels worlds away, yet it’s only minutes from the vibrant energy of downtown St. Pete.Tucked behind mature palms and lush tropical vegetation,

  Mike Jansen COASTAL PROPERTIES GROUP INTERNATIONAL

  226 16th Ave SE, Saint Petersburg, FL 33701
• 

  

  /20

  Est $1,251,455 Not Listed For Sale

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

  2590 South Shore Dr SE, St. 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
• 

  

  /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
• 

  /2

  $575,000 Sold May 23, 2025

  • 1,475 Sq Ft
  • $390/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1940

  211 21st Ave S, Saint Petersburg, FL 33705

  PRICE IMPROVEMENT! Old Southeast Stunner with Income Potential! Welcome to this fabulous Old Florida-style bungalow, complete with a charming guest cottage and a BRAND NEW ROOF (2024)—all in a no flood zone! Whether you're looking for a primary residence, a vacation home, or a serious investment opportunity, this property delivers. Step inside the main house, a beautifully maintained 1940s

  Dawn Bournand RE/MAX ALLIANCE GROUP

  211 21st Ave S, Saint Petersburg, FL 33705
• 

  

  /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
• 

  

  /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
• 

  

  /24

  $2,295 per month

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Townhouse for Rent

  127 17th Ave S Unit 3, Saint Petersburg, FL 33701

  Perfectly renovated 3br/2ba in the heart of Old Southeast! This first-floor apartment in a beautiful 1920s classic offers a seamless blend of historic charm and modern convenience. The kitchen features ample cabinet space and all the amenities needed for effortless cooking and storage. You’re going to love it!Both bathrooms showcase stunning walk-in showers designed to maintain the authentic

  Kym Ottaviani REX RENTALS & REALTY INC

  127 17th Ave S Unit 3, Saint Petersburg, FL 33701
• 

  /2

  $555,000 Sold May 16, 2025

  • 1,178 Sq Ft
  • $471/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  225 18th Ave S, Saint Petersburg, FL 33705

  This is Florida living at its finest! Welcome to this Old SE (2008) bungalow with tons of charm and an absolutely fantastic location, just a minute south of our beloved and ever soo popular Downtown St.Petersburg. Entering through the front vinyl gate to a key west vibe exterior and a front porch suitable for sipping margaritas. The Open floorplan offers a good amount of natural light through the

  Bryan Belcher CHARLES RUTENBERG REALTY INC

  225 18th Ave S, Saint Petersburg, FL 33705
• 

  

  /20

  Est $1,289,285 Not Listed For Sale

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

  Unlisted Address

  Unlisted Address
• 

  

  /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 Dutch Colonial-style new construction 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

  Alex Plotkin COMPASS FLORIDA LLC

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

  /2

  $836,000 Sold May 12, 2025

  • 2,140 Sq Ft
  • $391/SF
  • 56 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  538 25th Ave SE, Saint Petersburg, FL 33705

  PRICE IMPROVEMENT! **Take a VIRTUAL VIDEO TOUR of this home now at ** This beautifully remodeled home is located in the fantastic waterfront community of Tropical Shores. Situated just south of downtown St. Petersburg, Tropical Shores provides island living while also providing easy access to downtown St. Pete and amazing Gulf beaches. Built in 2000 and with higher elevation, this home features

  Jeff Berg COLDWELL BANKER REALTY

  538 25th Ave SE, Saint Petersburg, FL 33705
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  /45

  Est $1,718,963 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
• 

  

  /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
• 

  /2

  $680,000 Sold May 07, 2025

  • 2,890 Sq Ft
  • $235/SF
  • 4 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1925

  148 19th Ave SE, Saint Petersburg, FL 33705

  Old SE**Amazing Craftsman style house awaits your renovation***Detached 2 story duplex***View of Tampa Bay from the street in front of the house***Ask about a renovation loan***Flood insurance not required - X zone***This neighborhood is filled with charming homes with great variety***many of the homes are being renovated and there is a new 2 story home being built 2 doors down***brick

  Robbyn Quandt FUTURE HOME REALTY INC

  148 19th Ave SE, Saint Petersburg, FL 33705
• 

  

  /46

  Est $928,725 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
• 

  

  /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
• 

  /2

  $760,000 Sold May 02, 2025

  • 1,650 Sq Ft
  • $461/SF
  • 46 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1973

  2260 Bay St SE, Saint Petersburg, FL 33705

  Mid-Century Modern meets contemporary luxury in this 3 bedroom, 3 bathroom gem in the highly desired historic Old Southeast neighborhood. This immaculately maintained residence sits proudly on a generously elevated, double corner lot OUTSIDE THE FLOOD ZONE yet just a block from the Tampa Bay. Being a solid concrete block home with new impact windows and doors (2023), this home is untouched by any

  Savannah Wyker KELLER WILLIAMS ADVANTAGE III

  2260 Bay St SE, Saint Petersburg, FL 33705

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