Winston Park Homes for Sale in St Petersburg - 38 homes

Remarks: Peaceful charming first floor, two-bedroom and two-bath in Northeast St Petersburg. This unit is gutted as a result of hurricane Helene and Milton. The Condo Association is managing the restoration at no cost to the seller and work has already begun. Luxury paint is replaced on all inside walls Luxury counters and upgraded counter tops installed in the kitchen and both bathrooms ALL DRYWALL throughout the unit has been replaced above the four foot mark, and new tile, flooring is upgraded and about to be installed. This community is established in Northeast St Petersburg and boasts of park-like grounds, clubhouse (also being refurbished), sparkling pool, BBQ grills, and shuffleboard. Located near great restaurants, shopping, golf courses, and near award winning beaches. Elevator, mailboxes, and laundry room conveniently at the corner of each building. Parking steps away. THIS UNIT HAS BEEN REMEDIATED AND IS UNDER CONTRUCTION BY THE HOA INSURANCE COMPANY THE REPAIR AND RECONSTRUCTION WILL INCLUDE BOTTOM CABINENTS IN THE KITCHEN, BASEBOARDS, FLOORING, ELECTRICAL, AND PLUMBING. Any top cabinets in the kitchen, upgrades to the flooring, upgrades what so ever is the responsibility of the new owner. The contractors schedule is not set and there is no date for completing the unit and make it a turn-key unit. Great opportunity to get in on the first floor and grab this great location, location, location. Today is the day to step into this two bedroom two bath and make it your own. Hurry and you can choose the NEW floor covering. Choose the NEW tile. Choose the colors of your own choice. When done this unit will shine in a wonderful community. When completed this condo will be listed for a higher price. There are very few condos in Northwest St Petersburg that can compare with this price and low HOA. The owner has moved on and is very motived.

Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555)

Listing Agent: Teresa Kelley-Brownell (727-692-5931)

Remarks: Welcome home to your third floor condo with a most-exclusive private balcony!!! This light and bright two-bedroom/two-bath unit has all the amenities... solid paneled wood doors with updated lever handles, recessed lighting, additional power outlets in kitchen and bath, A/C 2025, crown molding, and an induction range! newer vinyl flooring throughout, with carpet in the primary, makes it an easy clean. This super-active 55+ community has social events regularly, as well as a geothermal-heated pool for year-round enjoyment, shuffleboard, a clubhouse, and a location not to be missed. Each floor has its own laundry room, and a bonus storage closet. You will be close to shopping, restaurants, downtown, and golfing nearby, or pop over to Tampa for a night at the Performing Arts Center... it's a quick trip! Come see all that Winston Park has to offer and make this your new home!!

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Catherine Bostian (727-415-6646)

Remarks: Beautifully renovated second-floor condo offering true move-in ready living in a desirable St. Petersburg location. Meticulously maintained and cared for by only two owners, this residence reflects pride of ownership throughout. The interior has been thoughtfully updated, featuring a modern kitchen with quartz countertops, updated cabinetry, and a clean, functional layout that flows seamlessly into the main living space. Natural light fills the home, creating a bright and inviting atmosphere, while the second-floor position provides added privacy and a peaceful setting. The spacious bedroom offers ample closet storage, and the bathroom has been well maintained with a timeless, clean finish. Every detail of this unit has been kept in excellent condition, making it an ideal option for buyers seeking a low-maintenance, turnkey property. Located in a well-established community with convenient access to shopping, dining, downtown St. Petersburg, and the Gulf beaches, this condo offers both comfort and location. With recent activity in the community and competitive positioning, this is a standout opportunity to own one of the more updated units available.

Listing is courtesy of: NORTHSTAR REALTY (727-528-7653)

Listing Agent: Genesis Martinez (407-637-4660)

Remarks: Welcome to a rare opportunity to own an end-unit condominium located in the desirable Winston Park Northeast. This spacious 2-bedroom, 2-bath second-floor condo offers one of the largest floor plans in the community with split bedrooms and bathrooms, ideal for privacy and hosting guests. Enjoy a large screened-in lanai overlooking lush greenspace and the community pool, perfect for relaxed Florida living. Inside, laminate flooring runs throughout, complemented by large closets and two separate living areas that allow flexibility for a second family room, dining area, or home office. The kitchen features stainless steel appliances, an island, pantry cabinetry, and ample storage, with sliding doors that open directly to the screened lanai for seamless indoor-outdoor living. Located in one of the few two-story buildings in the community, this unit has no neighbors above, with convenient stair access near the assigned carport and guest parking, as well as elevator access and on-site laundry at the end of the building. The HOA fee for this 55+ community includes a heated pool, shuffleboard courts, exterior maintenance, building insurance, water, sewer, and trash, providing low-maintenance condo living. Ideally situated near Publix, Whole Foods, shopping and dining along 4th Street, this condo also offers easy access to Coffee Pot Bayou, downtown St. Petersburg, and nearby bike and walking paths, making it a great option for an active adult lifestyle. Schedule your showing today!

Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)

Listing Agent: Jeremy Grant (727-273-4080)

Remarks: Welcome to maintenance-free Florida living at its finest! This rarely available ground-floor 1-bedroom, 1-bath condo is perfectly situated in the highly desirable 55+ community of Winston Park Northeast. With no stairs or elevators required for entry, this unit offers the ultimate in convenience and accessibility. Step inside to discover a bright and open floor plan that feels much larger than a typical one-bedroom. The spacious living area flows seamlessly into a dedicated dining space, perfect for entertaining. Extending your living space is a lovely Florida room/screened lanai, offering a peaceful spot to enjoy your morning coffee or an evening read while overlooking the meticulously landscaped courtyard and garden areas. The generously sized primary bedroom features ample closet space (often a walk-in), and the bathroom is conveniently located for easy access. You will love having your assigned covered parking space just steps from your front door—no long walks with groceries! Community & Lifestyle: Winston Park is a socially active, meticulously maintained community that feels like a private retreat. Prime Location: Location is everything! You are just minutes away from the vibrant Northeast Park Shopping Center. Golfers will appreciate being next door to Mangrove Bay and Cypress Links Golf Courses. Plus, you are only a short drive from the museums, pier, and history of Downtown St. Petersburg and the sparkling waterfront parks. Don't miss this opportunity to own an affordable slice of paradise in one of St. Pete’s favorite neighborhoods. Schedule your showing today!

Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)

Listing Agent: Tony Baroni (866-863-9005)

Remarks: Under contract-accepting backup offers. COME CHECK OUT THIS 1 BED 1.5 BATH SPACIOUS CONDO READY FOR YOUR UPGRADES. FEATURES INCLUDE HIGH AND DRY 2ND FLOOR LOCATION, NORTH/SOUTH EXPOSURE, COVERED PARKING AND STORAGE. PRICED TO SELL! NO STORM DAMAGE, VERY WELL MAINTAINED 55+ COMMUNITY, CABLE AND WIFI ALSO INCLUDED IN MONTHLY FEES. WINSTON PARK IS CONVENIENTLY LOCATED CLOSELY TO I-275, ITS ALSO SITUATED ALONG THE PINELLAS TRIAL FOR WALKING AND BIKE RIDING ADVENTURES. PUBLIX, CVS, CRUNCH GYM AND WHOLEFOODS ARE JUST AROUND THE CORNER! . BEAUTIFUL DOWNTOWN ST. PETE IS ONLY 5-7 MINUTE DRIVE FOR DINING, THE PIER, BASEBALL AND CULTURAL EXPERIENCES GALORE!

Listing is courtesy of: REALTY EXPERTS (727-888-1000)

Listing Agent: Heather Breckenridge (727-543-0596)

Remarks: Certainly one of the best values in the St Petersburg, FL real estate market, Winston Park offers the quiet convenience of location and amenities at a very affordable price. Winston Park is centrally located with convenient access to shopping, restaurants, museums, downtown, airports, and many parks. The nearby YMCA offers great amenities including a full gym, many classes and programs and a fantastic pool. Whether a full time or part time resident, this 55+ community is very active yet quiet and peaceful in a park like setting. Onsite amenities at Winston Park include a heated swimming pool and shuffleboard courts, as well as many other various activities and entertainment venues throughout the year. This unit had no damage during the 2004 hurricane season, and no damage the entire time that this owner has owned the condo unit. This 2 bedroom, 2 bath condo is conveniently located on the 2nd floor with easy access from the elevator or stairs. Major improvements include a remodeled kitchen with granite countertops and stainless appliances, with a microwave and dishwasher, and hurricane windows front and back.

Listing is courtesy of: PLAICE PROPERTIES (727-215-4015)

Listing Agent: Dennis Shoemaker (303-261-5707)

Remarks: PRICE IMPROVEMENT!!! Welcome to Winston Park, a highly desirable 55+ community in Northeast St. Petersburg. This beautifully updated first-floor 2-bedroom, 2-bath condo offers a light, bright, and inviting atmosphere with an excellent floor plan filled with natural sunlight. Truly move-in ready, this residence showcases luxury vinyl flooring throughout, a stunning remodeled kitchen with gray and white cabinetry, quartz countertops, new LED lighting, and additional storage—perfect for everyday living and entertaining. Both bathrooms have been tastefully updated with elegant marble countertops and feature walk-in showers with safety handrails, offering comfort, style, and peace of mind. The spacious primary suite is a true retreat, complete with a large walk-in closet with custom organizer and additional built-in storage. Recent major upgrades include a new HVAC system (2023), water heater (2019), and newer windows and sliding doors (2018). Enjoy the convenience of one covered parking space located just steps from the unit, along with easy first-floor access. Ideally situated just off 4th Street North, this condo is minutes from downtown St. Petersburg, the Northeast Shopping Center, Publix, and a wide variety of popular restaurants—many within walking distance. Winston Park offers a vibrant, resort-style lifestyle with a large community pool, recreation facility, shuffleboard courts, and beautifully maintained sidewalks perfect for walking and socializing. This prime location places you approximately 20 minutes from St. Pete Beach and 20 minutes from Tampa International Airport, providing effortless access to beaches, travel, shopping, dining, and everything St. Petersburg has to offer. Comfort, safety, style, and an unbeatable location—this exceptional condo truly has it all. Schedule your private tour today!

Listing is courtesy of: BROPHY REAL ESTATE (727-463-9522)

Listing Agent: Tammy Brophy Wenzel (727-463-9522)

Remarks: *LAKE FRONT HOME WITH NO FLOODING IN HOUSE OR GARAGE * Enjoy relaxing by the pool with a beautiful view of the lake. This house is just 14 miles from Tampa International Airport, 6 miles from ST Peter Clearwater Airport , 6 miles from Downtown St Petersburg ,and 14 miles from the Gulf beaches. It’s move in ready and make it your own. NEW Roof 2/13/2025 and painted inside and out end of February time to add your personal touch.

Listing is courtesy of: BURNS REALTY & ASSOCIATES LLC (727-647-3885)

Listing Agent: Beverly Burns (727-647-3885)

Remarks: WINSTON PARK CONDOMINIUM OFFERS ELEVATOR-SERVICED, HIGH-AND-DRY 3RD-FLOOR CONDO IN AN ACTIVE, SOCIAL COMMUNITY—IDEAL FOR SEASONAL OR FULL-TIME FLORIDA LIVING. This 2-bedroom, 2-bath residence at Winston Park Condominium offers 1,035 square feet of comfortable, low-maintenance living with hurricane-impact vinyl windows throughout and covered parking. The elevated third-floor location provides peace of mind along with easy access via elevator—no stairs required. The updated kitchen features stainless Whirlpool appliances, white shaker cabinetry, granite countertops, glass subway tile backsplash, and recessed lighting, opening to a bright breakfast area with relaxing views of the pool, clubhouse, and landscaped grounds. Winston Park is known for its welcoming, resort-style lifestyle, offering a large swimming pool with exercise classes, shuffleboard courts, planned clubs and social activities, and shaded walking paths beneath mature oak trees—perfect for enjoying Florida’s winter months. An excellent opportunity for snowbirds or investors seeking an affordable, well-maintained condo with strong community appeal in NE St. Petersburg.

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)

Listing Agent: J. David Vann (727-510-0265)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE IMPROVEMENT, PRICED TO SELL. HOME IS MOVE IN READY!!!!! Welcome to 1570 83rd Ave N in St. Petersburg — a beautifully updated home nestled on a corner lot in the desirable Winston Park neighborhood. This 4-bedroom, 2-bath gem offers the perfect blend of modern upgrades and classic Florida charm. A brand-new roof was installed in November 2024, and the home stood strong with zero damage during the 2024 hurricane season, offering peace of mind for years to come. All windows in the home were replaced with hurricane impact windows in 2020, and HVAC replaced in 2020. Seller’s existing flood insurance policy is transferable to the buyer, offering potential savings on premiums. The seller is currently paying an annual flood insurance premium of $1,887. Step inside and you’re immediately greeted by a spacious living room anchored by a gorgeous textured stone accent wall, creating a bold and stylish focal point that sets the tone for the rest of the home. The kitchen is a true standout with tons of cabinet space, a pull-out spice rack, and sleek finishes that make cooking and entertaining a joy. The master bathroom has just been completely remodeled, featuring a brand-new shower, modern vanity, updated light fixture, faucet, and fresh flooring — all thoughtfully designed for comfort and style. The back sunroom has been professionally converted into an additional 144 square feet of insulated living space, perfect for a home office, playroom, or bonus lounge. The spacious 2-car garage includes a built-in tool bench and plenty of storage, and the oversized driveway easily fits up to 6 additional vehicles, offering parking for 8 total. Step outside to your private backyard oasis, enclosed with white vinyl fencing and featuring double-wide access gates on the west side — perfect for securely storing a boat, trailer, or RV. Best of all, the backyard offers direct access to a tranquil 2.5-acre pond, providing a peaceful backdrop and the perfect spot to relax, unwind, or enjoy a bit of nature right at home. This move-in-ready property combines thoughtful upgrades, functionality, and curb appeal- all just minutes from parks, shopping, dining, and downtown St. Pete. Nature lovers and anglers will delight in this location’s proximity to some of the region’s most cherished outdoor destinations. Cast a line at popular spots like Skyway Fishing Pier State Park, the St. Pete Pier, or Fort De Soto Park. For peaceful inshore or wade fishing, head to Fred Howard Park, Honeymoon Island, Pass-a-Grille Beach, or the fishing-ready shores of Weedon Island Preserve. Immerse yourself in spectacular natural escapes—explore mangrove tunnels and breathtaking bay views at Weedon Island, hike the diverse trails of Boyd Hill, or stroll among wildlife at Sawgrass Lake Park. Families will love the playgrounds and disc golf at Maximo Park, while the tranquil Clam Bayou Nature Park and historic Sunken Gardens offer serene spots for relaxation. Plus, the scenic Pinellas Trail invites leisurely biking or jogging through the heart of Pinellas County. Don’t miss your chance to own this truly exceptional home!

Listing is courtesy of: SERENE HOMES REALTY (727-309-9997)

Listing Agent: Daniel Koutsoumbaris (727-309-9997)

Remarks: Under contract-accepting backup offers. Welcome to this spacious, light-filled one bedroom condo in sought after Winston Park Northeast! This beautiful residence features a northern exposure, keeping it cooler in the summer months. The main living area and dining room flows effortlessly into a remodeled galley kitchen boasting abundant cabinetry, a pantry, QUARTZ countertops, striking back backsplash, and stainless-steel appliances—perfect for both everyday living and entertaining. There's also a comfortable family room creating an ideal secondary living space perfect for a home office, den, or quiet relaxation. The generously sized primary bedroom includes a REMODELED en-suite bathroom, while a convenient half bath adds functionality for guests. Elegant plantation shutters frame the windows and a NEW slider lead out to a private patio overlooking the lush garden setting with a RARE courtyard green space and a community pool, creating a serene indoor-outdoor connection. Located just minutes from downtown St. Petersburg, you’ll enjoy world-class museums, award-winning restaurants, vibrant breweries, and a 10/10 walkable downtown lifestyle. Everyday conveniences are equally close, with the 4th Street corridor, Publix, Trader Joe’s, Whole Foods, and a variety of restaurants all just moments away. Make this condo your own and start living the lifestyle you’ve always dreamed of—complete with a pool, shuffleboard, and walking trails—all in one of St. Pete’s most convenient and charming 55+ communities. NO FLOODING or DAMAGE during hurricane in 2024 for PEACE OF MIND. Roof (2023), HVAC (2016), Tankless water heater

Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)

Listing Agent: Julie Nastasiak (727-542-2560)

Remarks: Under contract-accepting backup offers. Exceptional value! This fully updated and meticulously maintained condo is located in the highly desirable Winston Park (55+) community of Northeast St. Petersburg! This charming two bedroom, one and a half bath home offers a warm and inviting atmosphere with wood floors, spacious rooms and peaceful views from the third floor. You’ll love the generously sized living area and dining space, perfect for relaxing or entertaining friends. The galley kitchen with granite countertops is thoughtfully designed with workspace lighting, opens to the dining area for easy flow, and includes a bonus small wine refrigerator, newer garbage disposal and newer single handle pull-down faucet. Additional thoughtful features throughout the home include keyless entry, new window screens, a Smart Ecobee thermostat, and three generously sized securely fastened IKEA storage cabinets with sliding doors—one in the primary bedroom (to function as a dresser) and two in the dining room (to function as a pantry and extra organizational space). The primary suite provides plenty of walk-in closet space (with digital floor-mounted safe) and a private bath with marble flooring, while the guest room and second bath also with marble flooring are ideal for visitors or a cozy home office. Enjoy peace of mind with valuable updates such as a new HVAC system (2024) and new community roof (2024). The home also comes with a small locked storage unit for added convenience (to store beach chairs and coolers) and a covered, dedicated parking space which is a highly sought-after benefit in this community. The convenience of a building elevator makes access easy for both residents and guests. Winston Park is known for its beautifully kept grounds, friendly neighbors, and peaceful living with amenities. Residents enjoy a sparkling heated pool, clubhouse, shuffleboard, and plenty of opportunities to connect with the community and social activities. Plus, you’re just steps from a stunning walking and bike trail and minutes from downtown St. Pete, shopping, restaurants, and the beautiful waterfront parks. Enjoy maintenance-free living in one of the best locations in St. Petersburg. Come see why so many love calling Winston Park home!

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Genoa Fedyszyn (727-301-8889)

Remarks: * This building did not sustain any flooding due to its elevation * The price has been reduced and the seller is motivated. Winston Park Northeast is a popular 55-Plus community due to its close proximity to all shopping, fine dining, downtown St. Pete, Tampa airport and beyond. Shopping is convenient at Northeast Park Center including Publix and Whole Foods. This 2 bed/2 bath ground-floor unit features light and bright ceramic tile throughout. The primary bedroom is very spacious with a large walk-in closet and it overlooks the courtyard/pool area. Enjoy the community amenities and activities at the clubhouse with its heated pool, shuffleboard courts, BBQ grills and well-maintained grounds and courtyard with walking paths nestled amongst mature oaks. The owner states that the windows were replaced about 6 years ago and the A/C unit in 2022. The water heater is new as of October, 2025. The carport is just steps from the entrance and was erected new 3 years ago. A community laundry room and individual storage unit is conveniently located on each floor at the corner of the building. The maintenance fee includes Internet, management, water, sewer, trash and more.

Listing is courtesy of: MELANGE REAL ESTATE INC (813-400-0077)

Listing Agent: Adrian Dasilva (813-400-0077)

Remarks: One or more photo(s) has been virtually staged. Cash buyers only. Second-floor end unit in Winston Park Northeast (55+), located near the elevator and laundry with covered Carport #103 just steps away. One-bedroom, one-bath floor plan with the large walk-in closet. Fresh brand new wall-to-wall carpeting and a ceiling fan in the bedroom and living room. Kitchen features extended countertops for additional workspace, LED lighting, and LG refrigerator (Oct 2025). Bathroom includes walk-in shower and granite vanity. Thermal windows in front living room and double-pane windows in rear of unit. 2021 HVAC (handler and compressor) and new electric panel (2026). Community includes landscaped courtyard, pool, shuffleboard, and organized activities. Milestone Inspection and reserve study completed. Leasing permitted after one year of ownership. Northeast St. Petersburg location: 10 minutes to downtown, walk to Whole Foods and Publix. Trader Joe’s, Fresh Kitchen, and Rollin’ Oats are a short drive away. Five minutes to YMCA and two golf courses. Twenty-five minutes to Tampa International Airport. Affordable living at it's finest!

Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)

Listing Agent: Carol Hasbrouck (727-424-6627)

Remarks: NEW IMPROVED PRICE!! GREAT VALUE! NOW 165K Welcome to wonderful Winston Park. This unit DID NOT FLOOD during the recent storms. There are hurricane shutters for all the windows and slider. When you enter the unit you walk into a large living/dining room combo. The kitchen is outfitted with Kraft Made wood cabinets. Many of the cabinets are equipped with convenient slid out shelves. There is a breakfast bar. The sliders at the rear of the kitchen lead out to a screened in porch that provides a view of the serene courtyard. The primary bedroom is located off the kitchen and features an en suite bathroom and walk in closet. Both bathrooms have showers, no tub. The A/C was replaced in 2019. There is covered assigned parking provided. There is a community pool and clubhouse. The laundry room is located on the ground floor and convenient to the unit. There is an additional secure storage area that comes with the unit.

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Paul Grandits (727-698-1347)

Remarks: Looking for an updated condo that has a vibrant and active 55+ community? You've found it! This recently remodeled unit has the extra flex space you are looking for, too! With new LVP flooring throughout, modern panel-glass interior doors, new appliances (fridge is about 4 years old), A/C 2021, an updated electrical panel, and plantation shutters on each window, all you need to do is move in and relax!! The unit has a covered parking spot just below your unit. The elevator, laundry and storage are just around the corner from your front door. At 925 sf, it's a larger unit than most one bedroom units, and there's a bonus space beyond the kitchen, perfect for a sitting area, office space, or even room for a daybed for guests! Recent SIRS and Milestone reports for this building have been conducted and the fees are still a very affordable at less than $450/month. Location is key, close to shopping, parks, restaurants, and I275. Come see this beauty!!

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Catherine Bostian (727-415-6646)

Remarks: Short Sale. Welcome to Winston Park Northeast, a sought-after 55+ community just minutes from vibrant Downtown St. Petersburg! Nestled next to the prestigious Placido Bayou neighborhood, this spacious one-bedroom condo offers the perfect opportunity to make it your own. Located on the top (third) floor, this unit offers the ultimate privacy with no neighbors above and peace of mind knowing it's high and dry. Step inside to discover a generously sized living and dining area, a large primary bedroom with a walk-in closet, and a bright Florida room where you can unwind while overlooking the serene courtyard. The kitchen provides ample space for an eat-in dining setup or even a cozy home office. With endless possibilities to personalize the space, this condo is ready for your vision. Plus, enjoy the peace of mind of recent updates, including a new A/C system (2022) and water heater (2015). Additional perks include a covered parking spot nearby, a same-floor storage unit, and easy access to the elevator and laundry room. The Winston Park Northeast community is known for its friendly atmosphere and fantastic amenities, including a sparkling pool, clubhouse, and shuffleboard courts. With shopping, dining, fitness centers, medical facilities, parks, and trails all within close reach, this is an incredible opportunity to embrace the best of St. Petersburg living. Don’t miss out—schedule your showing today!

Listing is courtesy of: RE/MAX REALTY UNLIMITED (727-280-9996)

Listing Agent: Jenny Roche (813-767-9772)