Pinewood Real Estate, Homes, Condos for Sale in St Petersburg, FL

2 Beds ⋅ 1 Baths ⋅ Pinewood SubDv. ⋅ 33704 Zip Code

Located on a quiet, wide brick street in St. Petersburg’s desirable Woodlawn neighborhood, 1024 23rd Ave N is a thoughtfully renovated 1920 Craftsman bungalow offering two bedrooms, one bathroom, distinctive architectural character, and an impressive outdoor setting. The home’s colorful exterior and inviting curb appeal provide a fitting introduction to an interior that blends the charm of its original era with substantial modern updates. Improvements include a new electrical service, high-efficiency HVAC system with new ductwork, a new standing-seam metal roof, and a large new rear deck. Inside, the updated kitchen is equipped with brand-new appliances and offers a fresh, functional space for everyday living. The renovated bathroom adds personality with a custom walk-in shower featuring vibrant blue ceramic tile and a distinctive brass swan faucet, creating a memorable focal point while complementing the home’s eclectic character. The outdoor spaces are equally impressive. The expansive lot has been thoughtfully landscaped with a diverse collection of palms, flowering plants, and fruiting trees designed to provide color and interest throughout the year. Mature live oak trees create a beautiful natural canopy over the property, while the private hot tub offers a peaceful place to relax beneath the Spanish moss. The newly added rear deck provides additional space for outdoor dining, entertaining, or simply enjoying the surrounding landscape. Woodlawn’s central St. Petersburg location puts many of the city’s favorite destinations within easy reach. Crescent Lake Park is just blocks away, offering walking paths, dog parks, pickleball courts, and abundant green space. Neighborhood favorites including Trips Diner, Rolling Oats Market, and Golden Isles Brewing Company are nearby, while Downtown St. Petersburg’s restaurants, museums, galleries, waterfront, and entertainment are only a short drive from home. With meaningful system updates, a renovated interior, exceptional landscaping, and a location that provides convenient access to both neighborhood amenities and Downtown St. Petersburg, this one-of-a-kind Woodlawn bungalow offers historic character with the improvements and functionality suited to modern living.

1024 23rd Avenue N, St Petersburg

$475,000

2 Beds ⋅ 1 Baths ⋅ Pinewood SubDv. ⋅ 33704 Zip Code

Nestled in the heart of the greater Woodlawn area, this lovely and well maintained 1940's Bungalow is filled original features, yet updated throughout to add comfort and convenience. Located just a short walk from Crescent Lake and minutes to Downtown St Pete and the 4th street corridor, this two bedroom, one bath home exudes historical charm with many features like original hard wood flooring, a brick fireplace, built in shelving and gorgeous crown molding to give it that added elegance. There is plenty of storage, including a classic entryway closet in the front of the home as you walk through the updated, impact rated front door and an additional large hall closet for pantry or linen storage. The kitchen has been updated by the previous owners with 42" cabinets and has plenty of counter space to cook and entertain family and friends. There is a separate dining room just off the kitchen with room for a large dining table and right off the dining room is a bonus room/office with newer impact windows and plenty of sunlight. Both bedrooms are spacious and sunny and there is a large, detached garage with a half bath and laundry facilities, which could possibly be converted to an ADU in the future for additional living space or income opportunities. The roof on the main house was replaced in 2025, A/C and all duct work was replaced in 2022, Water heater 2024, Impact windows in office and front door 2021 and 2022. Additional parking is located behind the garage with easy alley access and the home is in a NO FLOOD zone. The back yard is spacious and fully fenced for pets and privacy and there is a large courtyard for entertaining and low maintenance upkeep. Just a few blocks away, Crescent Lake Park has a beautiful scenic multi-use path, tennis/pickleball courts, and an off leash dog park for your convenience and pleasure and there are dozens of restaurants & shops you can walk or ride your bike to and many grocery stores within a few minutes down the road. Schedule your appointment today!

1127 22nd Avenue N, St Petersburg

$387,000

3 Beds ⋅ 2 Baths ⋅ Pinewood SubDv. ⋅ 33704 Zip Code

(BEST Price Updated 3B/2Ba in the area. Needs to sell ASAP) Fully Rebuilt 1919 St. Pete Bungalow - Beautifully customized by a local designer. With short distance to every component brand new, this home promises low maintenance for years of stress-free living. ZERO DAMAGE OR FLOODING FROM HELENE/MILTON. Accepting all offers. Step into soaring 9ft ceilings throughout. The custom open layout flows into the chef’s kitchen, complete with custom solid wood cabinetry, striking tile backsplash, sleek quartz countertops, and new black stainless steel appliances. Both bathrooms have been fully remodeled, with the primary bathroom being completely new. The primary bath boasts a spacious shower with floor to ceiling tile, along with a sleek new vanity, storage cabinet, and modern mirror. The hall bath offers similar upgrades but instead has a convenient tub shower, Every major system has been upgraded, including a new roof with all-new decking, a full electrical rewire with a new 200AMP service panel, new plumbing throughout, high efficiency tankless water heater, and a brand-new HVAC system (all backed by warranty). Brand new storm/hurricane impact windows and exterior doors provide enhanced security and energy efficiency. These had zero damage from recent storms. Other features include luxury vinyl plank flooring, new drywall, and carefully curated finishes, including new interior doors and trim that complement the home’s original character. The original archway leading into the bedrooms area was preserved. The expansive yard features newly laid sod in the front, side, and rear yards, providing lush green spaces for outdoor activities. This includes a large gate to the rear for vehicle access and a smaller gate in the front for access. The rebuilt 200sf garage, now a versatile storage shed with new drywall, electrical, and LVP flooring, offers an abundance of storage space rarely found in homes of this size. This did not flood or leak during recent storms. Nestled in one of St. Petersburg’s most vibrant neighborhoods, this home places you within minutes of downtown’s lively arts scene, serene parks, and schools, making it an ideal choice for seeking both convenience and culture. Don't miss out!

1045 22nd Avenue N, St Petersburg

$735,000

2 Beds ⋅ 3 Baths ⋅ Pinewood SubDv. ⋅ 33704 Zip Code

MOVE-IN READY FOR SUMMER & HURRICANE SEASON! This charming 1925 Bungalow-style home is located in NONEVAC NO FLOOD ZONE with a whole-house natural gas Generac generator and qualified Hurricane Mitigation Discount! Solar system, foam insulation and tinted windows keep your utility bills low while the summer heat rises! The custom salt-water pool with waterfall grotto & chilling system, cedar gazebo, and Sunsetter retractable awning keep you cool & refreshed all summer long! This bungalow has a detached garage with a pool bath & outdoor shower, brick alley access and there are 2 off-street parking spaces. It is located on a quiet street in the sought-after Greater Woodlawn neighborhood minutes from vibrant Downtown St. Petersburg, I-275, Tampa International Airport, world class museums, restaurants, shops, parks and the Bay. This home is a beautifully updated 2-bedroom, 2-1/2 bath gem that combines historic charm with modern amenities in a layout that flows seamlessly from the front porch to a custom 1700 sf backyard “outdoor living room” oasis. There is abundant storage throughout, including a pristine foam insulated stand-up attic. The home’s interior features stunning original heart of pine floors, a gas fireplace with marble hearth, a primary bedroom en-suite with a walk-in closet and large master bathroom featuring an oversized glass shower, dual sinks, period appropriate tile floors and a large linen closet. The kitchen is open to the dining room or if you prefer, a family room, that features a gas range, island with bar seating as well as breakfast bar counter seating. Kitchen storage features galore were added including cabinet pull-outs, pot rack and kitchen gadget wall organizer. The home’s original double-hung hand-blown glass windows were professionally restored in the last 5 years. This home’s outdoor show-stopper is a one-of-a-kind custom saltwater pool constructed in 2019 by Tampa Bay’s Master Pool Builder, Curtis Pools, featuring a waterfall grotto, bar seating area, baja shelf, automatic self-cleaning pop-up filters, pebble tech & tile finish, top of the line filtration and a pool heating & chilling system. Dine al fresco under the retractable awning, lounge poolside in the sun or enjoy the shade under the gazebo, nap in the hammocks under the palm trees, sip a refreshing beverage inside the waterfall grotto enjoying the mist on a hot day. This private fully fenced backyard oasis is Florida outdoor living at its best! This home also features low yard maintenance with mature landscaping that offers privacy, climate mitigation, Florida-friendly landscaping in a cottage-style rock garden design in the front yard complete with a white picket fence, astro turf in the East side yard and ocean travertine pavers and astro turf in the rear yard. The west side yard has mature fruiting Haas and Florida avocado trees, as well as honey mango, lemon and key lime trees and with 2 rain barrels is ready for your urban gardening skills to bring farm fresh to your kitchen table. Live with less stress and worry knowing all electrical, plumbing, including the main sewer line, and gas lines have been added or replaced. The 26 solar panels will save you approximately $2500+ annually on your electric bills. The Sentricon subterranean termite system and wildlife exclusion warranty bonds are transferable. All you need is your personal items moved in and you are ready to relax and beat the heat knowing you are prepared for hurricane season.

1036 23rd Avenue N, St Petersburg

$354,000

3 Beds ⋅ 2 Baths ⋅ Pinewood SubDv. ⋅ 33704 Zip Code

3 Bedroom, 1.5 bath home, sitting deep on the lot, alley access, home features hardwood floors that could be refinished, will need TLC with flooring and paint.

927 22nd Avenue N, St Petersburg

$725,000

4 Beds ⋅ 3 Baths ⋅ Pinewood SubDv. ⋅ 33704 Zip Code

Appraised 06/11/25 for $860,000.00. Charming 1930 Spanish-Style Home in Pinewood Subdivision Welcome to this beautifully updated four-bedroom, three-bathroom block home, nestled on a spacious corner lot in the sought-after Pinewood subdivision. This rare gem combines classic charm with modern amenities, ensuring a comfortable and stylish living experience. Step inside to discover a freshly painted interior showcasing refinished original hardwood floors throughout. The heart of the home is the stunning kitchen, featuring custom cabinets, luxurious stone countertops, and brand-new stainless steel appliances. Both bathrooms have been tastefully remodeled with custom tile work, modern vanities, and sleek fixtures. Enjoy outdoor living in your private courtyard, perfect for entertaining or relaxing. This home boasts significant upgrades, including a new roof, impact windows and doors, updated electrical and plumbing systems, and new AC systems. The property is beautifully landscaped with new sod, pavers, and an efficient irrigation system that runs off a new well pump, ensuring a lush yard all year round. Located conveniently near I-275 and the vibrant downtown area, you’ll find easy access to the St. Pete Pier and other local attractions. Best of all, this home is not in a flood zone and remained high and dry during recent hurricanes, ensuring peace of mind. The seller has a new four-point inspection and wind mitigation report for your peace of mind attached to the listing. Don’t miss your chance to own this exquisite piece of history with all the modern comforts. Schedule a showing today!

1101 22nd Avenue N, St Petersburg

$517,000

3 Beds ⋅ 2 Baths ⋅ Pinewood SubDv. ⋅ 33704 Zip Code

*****PRICE IMPROVEMENT*****. This is a FULLY RENOVATED 3 bedrooms, 2 bath bungalow style home located in the highly sought after Greater Woodlawn neighborhood. With its desirable features and prime location, this property offers an exceptional living experience. From the moment you walk in you will immediately notice the shiny brand-new wood floors that flow throughout the spacious home, along with the stunning wood-burning fireplace which provides a warm and inviting dining space, which also adds to the original charm of the home. As you look straight into the home you will be drawn to the spacious and well-appointed kitchen that is boasting with stunning quartz counter tops, subway backsplash, stainless steel appliances and a pot filler as an extra touch. This kitchen also includes a thoughtfully designed laundry cabinet with storage for your convenience. This stylish kitchen is a true highlight of the home. Following the kitchen, you will find the primary bedroom featuring a breath taking en-suite bathroom. It offers space for relaxation and lots of natural lighting. The bathroom features luxurious finishes, walk in shower and oversized tiles. It is completed with double sink vanity with lots of storage, quartz counter tops and a walk-in closet. On the other side of the house, you will find two additional bedrooms divided by a full-size bathroom. Each bedroom features the same wood flooring that flows from the living and dining room. The rooms have ample space and great natural lighting. The bathroom has oversized ceramic tile flooring, single vanity and storage closet. Another stand out feature of this home is the newly installed patio deck located on the kitchen side of the home. It can be used as an extension of the kitchen or for outside dinning when you are entertaining guests. Additional upgrades to this home include all new plumbing 2023, new HVAC 2023, new roof October 2022, new Tankless Water heater 2023, new siding 2023, all new electrical 2023 and video doorbells. Woodlawn is home to a variety of restaurants, coffee shops and conveniently close to downtown St. Pete. You won't want to miss gem. Visit Matterport link for a virtual tour: https://my.matterport.com/show/?m=5q4JvAUgRNy

1035 22nd Avenue N, St Petersburg

$625,000

2 Beds ⋅ 2 Baths ⋅ Pinewood SubDv. ⋅ 33704 Zip Code

Here is your picket fenced American Dream Home in Sunny St. Petersburg, FL! This stunning 2 bedroom, 2 bathroom corner lot single-family home offers a perfect blend of modern comfort and classic charm. As you step inside, you're greeted by an open-concept living area with abundant natural light, perfect for entertaining guests or relaxing with family. The kitchen features sleek granite countertops, ample cabinet space, and modern appliances, making meal preparation a breeze. The master bedroom is a private retreat with an en-suite bathroom, providing a serene space to unwind. The split plan allows plenty of space for the second bedroom and privacy. Notice the Florida room / office space with abundant natural light. Step outside to your beautifully landscaped fenced backyard, an ideal space for outdoor dining, gardening, or enjoying the Florida sunshine. The home also includes a detached 2 car garage with alley access. Located in a quiet, neighborhood, this home is just minutes away from vibrant downtown St. Petersburg, beautiful beaches, parks, and excellent dining and shopping options. Don't miss the opportunity to make this your new home! - Roof 2020 - HVAC 2019

1000 23rd Avenue N, St Petersburg

$351,000

2 Beds ⋅ 1 Baths ⋅ Pinewood SubDv. ⋅ 33704 Zip Code

Enchanting, yet “Hip and Artsy” historic bungalow with fantastic, fun and funky spacious fenced and landscaped back yard with large deck for entertaining, roomy storage shed and “Rock Garden”! This cozy and adorable home offers a NEW ROOF (March 2024), welcoming front porch, both front and side main entry doors, updated electric (2021) and plumbing, and has recently passed a 4 Point Inspection (both great assets for new homeowners and getting the best rates on home insurance premiums). Most of the windows have been replaced with impact resistant/hurricane windows, and the water heater is less than 3 years old. The main living areas offer Gleaming hardwood flooring in a Concentric Rectangular Pattern… a craft rarely seen in modern-day homes! Come and see and let your artistic inspirations take over! Great opportunity to live within only a short bike ride from downtown St. Pete and all the great “vibes” that Old Northeast, Crescent Lake, Vinoy Park and all the activities along Beach Drive have to offer. Why not OWN A HOME (WITH GREAT OUTDOOR YARD SPACE) FOR THE SAME PRICE AS AN URBAN CONDO? The location adds tremendous value, as this sweet home is only ½ mile to Crescent Lake Park; a two minute walk to Trip’s Diner and Neighborhood Joe on 9th St N for breakfast/coffee; less than 2 miles to Mazzaro’s for delectable delights; 1.2 miles to Coffee Pot Bayou for bike riding, strolling, kayaking and relaxing at Flora Wiley Park along North Shore Drive! Don’t like to drive or require public transportation? Bus Route is close by, too!!

1001 22nd Avenue N, St Petersburg

$515,000

2 Beds ⋅ 1 Baths ⋅ Pinewood SubDv. ⋅ 33704 Zip Code

Discover the allure of this 1920s bungalow retreat, where vintage charm meets the modern comforts you know and love. Situated on a quiet suburban street, the front yard is well landscaped with newly installed pavers, sprinkler system and sod (2022). As you step into this charming craftsman home through the spacious covered front porch, you’ll find original hardwood floors and wood trimmed windows throughout. A brick fireplace in the living room provides a cozy ambiance. Two bedrooms just off the living room on the east side of the home bring in beautiful morning light, with the main bedroom featuring a custom built-in closet system. Just past the living room, the dining area shares space with a custom-built solid maple floor-to-ceiling library and floating work desk (2023). Thoughtful design touches extend into the bathroom, where cabinetry and fixtures maintain the bungalow's modern minimalist aesthetic. The kitchen boasts updated gas appliances, butcher block kitchen countertops, and a farmhouse sink. This home features a tankless hot water heater, a new roof with additional truss straps that help save on insurance premiums (2020), as well as a new A/C unit and complete whole home duct system replacement (2023). As you exit through the back door, you are greeted by a stained wood deck and pergola overlooking a brick paved seating area and fire pit. The sizable backyard is beautifully shaded by two 100-year-old Live Oak trees and features a concrete slab with existing water and electric lines, presenting the opportunity for a garage, ADU or in-law suite build. When venturing beyond the home, the quaint Greater Woodlawn neighborhood provides a warm welcome with year-round activities and holiday celebrations. Just two blocks down are local coffee shops and restaurants. Situated just minutes from downtown, Tropicana Field, the beaches, and so much more. If you’re looking for a modest, well-maintained home with curb appeal in the heart of Saint Petersburg, this one’s for you.

1024 23rd Avenue N, St Petersburg

$899,000

6 Beds ⋅ 5 Baths ⋅ Pinewood SubDv. ⋅ 33704 Zip Code

100% Occupied - Excellent Cash Flow and Investment Opportunity without the worries of upkeep. This well updated, Quadplex is a great opportunity to expand or start your investment portfolio with many opportunities such as short, mid, and long term rentals! The profit possibilities are only limited by the creativity of the owner. The ideal locations in the Greater Woodlawn area closely located to Allendale, Crescent Lake, Snell Isle, Old Northeast and the radiant downtown St. Petersburg is a commuters paradise! The posh and serene environment that allows for quick access to entertainment, restaurants, tourist attractions, such as the Pier, Beach Drive and much more! While the city continues to grow with the future additions of the Tampa Bay Rays new stadium and ever expanding downtown this opportunity to be apart of St. Pete's rich expansion is a much coveted opportunity for all types of investors.

2231 10th Street N, St Petersburg

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