Winston Park Northeast Homes for Sale in St Petersburg - 41 homes

Remarks: Welcome to Winston Park, a well-maintained 55+ community in the heart of St. Petersburg. This nicely updated condo offers modern touches, a spacious layout, and comfortable Florida living. This unit comes with a carport covered parking space #74. Laundry is on the same floor as the unit along with your storage closet. Enjoy resort-style amenities including a community pool and shuffleboard, plus easy access to downtown St. Pete, restaurants, parks, and beaches. 1% lender credit! Preferred lender offering a credit equal to 1% of the loan amount toward the buyer’s closing costs—can be used for rate buy-down or closing expenses.

Listing is courtesy of: EXP REALTY LLC (866-308-7109)

Listing Agent: Keith Flanagan (727-331-5286)

Remarks: Welcome home to this beautifully renovated 2-bedroom, 2-bath Winston Park condominium! This ground-floor unit has never flooded and offers convenience and comfort with covered parking and it's own newly refinished screened-in patio. Inside, you’ll find brand new LVP flooring throughout and a living area that opens seamlessly to the fully updated kitchen. The kitchen features custom soft-close cabinetry, open shelving, granite counter tops, new stainless steel appliances, including a built-in wine cooler, and a walk-in pantry completed with built-ins. The HVAC system and water heater are both brand new, replaced in 2024 for your peace of mind. The master en-suite has plenty of space including a large walk-in closet with custom built in shelving to maximize storage. Both bathrooms have been remodeled with walk-in tiled showers, updated vanities, and fixtures. New PVC sliders open to the screened in patio, which has been upgraded with new framing, screens, and tile flooring; an ideal spot to enjoy views of the lush garden and community pool. This turn-key, move-in ready home truly has it all! The Winston Park community offers wonderful amenities, including shuffleboard courts, a clubhouse for entertaining, BBQ grills, and well-maintained grounds. Perfectly located just minutes from Northeast Shopping Center (featuring Publix, Whole Foods, and CVS), St. Pete Racquet Club, Mangrove Bay and Cypress Links Golf Courses. You’ll also be just a short drive from Downtown St. Petersburg’s endless restaurants, shops, and activities. Don’t miss your chance to own this stunning condo in a prime location, schedule your showing today!

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

Listing Agent: Alison Dipietro (727-855-1621)

Remarks: Welcome to this renovated (2024) 2-bdrm 2-full baths 2nd floor condo in Winston Park, a well-maintained association with reserves in place, passed milestone inspections, new building roof (2023) and new clubhouse roof (2026). This building's first floors did not flood in the recent storms. #219 is a quiet center unit with double-paned windows that overlooks trees on both sides. HOA dues include Spectrum cable and high speed internet, water, sewer and trash—maintenance of the clubhouse, heated pool (with outdoor shower), 3 shuffleboard courts, elevators and laundry rooms (2 of each on every floor). Your personal storage unit is also on the 2nd floor. Our street connects to the bike path and is close to downtown. This unit's renovation included opening and expanding the kitchen layout, new ceilings (NO Popcorn), lighting, electric box, quartz counters, iKea cabinets, appliances, garbage disposal and dish washer, 4 new ceiling fans, 6 new sets of closet doors, new flooring throughout, custom bath vanities also with quartz counters. The AC unit (2017) and water heater (2016) are well maintained. Available furnished or unfurnished. Come see Winston Park at its best.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Welcome to Winston Park—where comfort, convenience, and an active lifestyle come together in one beautifully maintained 55+ community. This spacious 2-bedroom, 2-bath second-floor condo offers peaceful garden views and an open, airy layout designed for easy living. Step inside to find a recently remodeled interior featuring stylish laminate flooring throughout, an inviting open floor plan, and an abundance of natural light. The updated eat-in kitchen overlooks lush greenery, creating the perfect setting for your morning coffee. The primary suite boasts a generous walk-in closet, while thoughtful upgrades like newer double-pane impact windows (installed just five years ago), modern ceiling fans, and updated appliances provide both comfort and peace of mind. Enjoy the added benefit of a covered carport, private storage, and convenient laundry facilities located on every floor. Elevators in each building ensure easy access. Relax or stay active—Winston Park offers a vibrant lifestyle with a heated resort-style pool, shuffleboard courts, and a clubhouse full of social events and activities, all set within a tropical, park-like environment. Ideally located just minutes from downtown St. Petersburg, Tampa, and I-275, you’ll have quick access to shopping, dining, beaches, and two major airports. Everyday essentials like grocery stores, banks, and restaurants are all nearby. Notably, this residence remained high and dry with no damage during the most recent hurricane, offering an added layer of confidence.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Carmen Sutera (727-481-2210)

Remarks: Welcome to Winston Park—where comfort, convenience, and an active lifestyle come together in one beautifully maintained 55+ community. This spacious 2-bedroom, 2-bath second-floor condo offers peaceful garden views and an open, airy layout designed for easy living. Step inside to find a recently remodeled interior featuring stylish laminate flooring throughout, an inviting open floor plan, and an abundance of natural light. The updated eat-in kitchen overlooks lush greenery, creating the perfect setting for your morning coffee. The primary suite boasts a generous walk-in closet. Enjoy the added benefit of a covered carport, private storage, and convenient laundry facilities located on every floor. Elevators in each building ensure easy access. Relax or stay active—Winston Park offers a vibrant lifestyle with a heated resort-style pool, shuffleboard courts, and a clubhouse full of social events and activities, all set within a tropical, park-like environment. Ideally located just minutes from downtown St. Petersburg, Tampa, and I-275, you’ll have quick access to shopping, dining, beaches, and two major airports. Everyday essentials like grocery stores, banks, and restaurants are all nearby. Notably, this residence remained high and dry with no damage during the most recent hurricane, offering an added layer of confidence.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Carmen Sutera (727-481-2210)

Remarks: Under contract-accepting backup offers. Huge Price Improvement!! Motivated seller!! Welcome to Winston Park, a 55+ community located in St. Petersburg just minutes from downtown. This furnished, well-maintained 2-bedroom, 2-bath home is ready for its next owner. The home has been freshly painted, and all floor coverings have been professionally cleaned, making it truly move-in ready. Updates include solid wood kitchen cabinets paired with granite countertops and a beautiful stone backsplash. All kitchen appliances are stainless steel. Just off the kitchen is a bonus kitchenette/den area featuring a large window overlooking the courtyard. Both bathrooms have been tastefully updated. The spacious primary bedroom is large enough to accommodate a sitting area or desk and includes a walk-in closet. All windows have been upgraded to impact-rated windows, and the AC and Water Heather were replaced in 2024. This corner unit is conveniently located just steps from the community laundry room, elevator, and stairs. The unit also includes a separate storage room and a dedicated covered parking space. Building did not have any flooding from Hurricane Helene. This home has everything you need—schedule your showing today!

Listing is courtesy of: REALTY ONE GROUP BEYOND (727-900-7174)

Listing Agent: Amanda Stapleton (727-224-4877)

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: Charming & Well-Maintained 2nd Floor Condo in Popular Winston Park – A 55+ Community. The unit offers both comfort and convenience in a prime St. Petersburg location that is 10 minutes from downtown St. Petersburg. Shopping centers, banks, restaurants, Whole Foods, and Publix are less than one mile away. Tampa is just 15 miles away and so too are the beaches. Step inside to discover a spacious, well-maintained layout designed for easy living. The primary bedroom features a walk-in closet, while the second bedroom offers a private retreat with adjacent guest bath and walk-in shower. The kitchen and dinette area overlook the beautifully landscaped courtyard and clubhouse, creating a bright and inviting space for daily meals or entertaining guests. Enjoy the ease of assigned parking directly in front of the unit, with ample visitor spots available. The laundry room, storage room, and elevator are just steps away. For added peace of mind, this building boasts the best nighttime illumination within the community. Outdoor enthusiasts will appreciate the community’s close proximity to Golfing, the Pinellas Trail, and local parks offering pickle-ball, tennis, and walking trails. The nearby YMCA adds even more recreational options. With quick access to major highways, St. Pete-Clearwater Airport and Tampa International Airport are just a short drive away. Your maintenance fee covers Internet, water, sewer, trash, management, and more, making for stress-free living in a vibrant 55+ community. If you're seeking a 55+ community with excellent location to all services, then Winston Park checks all the boxes. Schedule your private showing today and move in soon.

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

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

Remarks: Very nicely maintained high & dry/third-floor,1-bedroom,1-bath condo in the highly desirable 55+ community of Winston Park. This light-filled condo features, a spacious bedroom with walk-in closet, ample storage throughout, large kitchen with additional space for home office. Updates provide peace of mind and added value, including new impact windows, AC, (2024), kitchen and bathroom faucets, plumbing lines and fresh interior paint throughout. Tucked-away at the back of the community, you’ll enjoy added privacy and tranquil views while having convenience to all you need. Monthly fees include water, sewer, trash, cable, high-speed internet, covered parking space, extra storage near elevator, landscaping, exterior maintenance, heated pool, shuffleboard courts, clubhouse, outdoor grilling area and many community activities. You can’t beat this location. Minutes to vibrant downtown St. Pete, waterfront parks, museums, churches, sports venues, shopping, Publix, Wholefoods, Trader Joes, pharmacies, Pinellas Biking Trail and so much more. Some photos have been virtually staged.

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

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

Remarks: This meticulously maintained & fully updated 2nd floor condo is located in the highly desirable Winston Park (55+) community of Northeast St. Petersburg! This impressive one bedroom, 1.5 bath home offers a warm and inviting atmosphere with relaxing views of the mature tree line overlooking Placido Bayou to the east and the manicured grounds of the community courtyard and clubhouse/pool. Known as the "convertible" unit, this one features a Murphy bed for those extra guests or family members. You’ll also love the generously-sized living area and dining space, perfect for relaxing or entertaining. The galley kitchen with quartz countertops is thoughtfully designed with beautiful dark espresso cabinets; fully marble-tiled backsplash wall; abundant workspace and indirect lighting. It comes fully equipped with a dishwasher, microwave, garbage disposal and range hood. Additional thoughtful design features include a practical barn door leading to the master bedroom. The primary suite provides plenty of walk-in closet space and a beautifully-appointed ensuite bath. This home comes with its own storage unit on the same floor which also features a laundry room. There is a dedicated carport directly below the unit with convenient access via an external staircase. The convenience of a building elevator makes access easy for both residents and guests. Within five miles you can enjoy major downtown attractions and venues like: The Pier, The Pinellas Trail, Mahaffey Theatre, Dali Museum, Chihuly Studios; Contemporary and Fine Arts Museums; Hospitals, Fine Dining, Concerts, Shopping and much more. The nearby YMCA adds even more recreational options. With quick access to major highways, St. Pete-Clearwater Airport and Tampa International Airport are just a short drive away. Your maintenance fee covers Internet, water, sewer, trash, management, and more, making for stress-free living in a vibrant 55+ community. If you're seeking a move-in-ready home in a peaceful yet well-connected location, look no further! Schedule your private showing today. Seller can close quickly.

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

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

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: This well maintained unit offers 1,035 sq. ft. features 2 spacious bedrooms and 2 full bathrooms, split floor plan making it ideal for entertaining family and friends. This 2nd floor unit (with building elevator) offers great views of the central courtyard and peace of mind in northeast St Pete. You're just minutes away from shopping, dining and medical facilities. Great biking trail right in front of the community directly connected to downtown. Shopping is convenient at Northeast Park Center including Publix and Whole Foods. Enjoy fabulous community amenities and activities in the clubhouse, at the heated pool, shuffleboard courts, BBQ grills and well-maintained grounds and courtyard with walking paths. Monthly fee includes exterior maintenance, manager, cable, internet, water and garbage and sewer. Residents must be 55+ / no dogs. A laundry room on every floor. A large living / dining room leads through to the spacious kitchen and bright and sunny breakfast room overlooking the outdoor space. A private master bedroom features a walk in closet and full bath with tub/shower. A hallway separates the second guest bedroom and second full bath with walk-in shower. Lots of closet storage. Covered carport parking space included with lots of guest parking right out in front of the unit. NO STORM DAMAGE! Schedule a showing today to experience the relaxed Florida lifestyle!

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

Listing Agent: Dani Zarzycki (727-385-0169)

Remarks: GOT GROCERIES? NEED PARKING IN FRONT OF YOUR FRONT DOOR? WE GOT YOU!!! 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: Welcome to Winston Park, one of Northeast St. Petersburg’s most established and well-kept 55+ communities. This spacious 1-bedroom, 1.5-bath condo offers 930 sq ft of comfortable living with a bright, open feel and a peaceful third-floor setting. The A/C was replaced last summer, giving you peace of mind from day one. Inside, you’ll find a generously sized living and dining area, a large primary bedroom with an en-suite bath, and an additional half bath for guests. The kitchen and storage spaces are well-designed, making daily living easy and functional. Residents of Winston Park enjoy a large, heated pool, recreation facility, shuffleboard courts, and beautifully maintained grounds with sidewalks ideal for morning walks and socializing. The community is known for its friendly atmosphere and organized activities. Located just off 4th Street North, you’re minutes from grocery stores, restaurants, coffee shops, banks, and everyday conveniences. Downtown St. Pete, the waterfront, and major medical centers are all a short drive away, making this one of the most convenient pockets of Northeast St. Petersburg. Call today to schedule a showing!

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

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

Remarks: Come and see this top floor unit where you will never hear foot steps again. The whole unit has been remodeled and features hurricane shutters to keep you safe from the elements. 1 25lb pet is allowed.

Listing is courtesy of: REAL ESTATE FIRM OF FLORIDA, LLC (727-584-8480)

Listing Agent: Thomas Varga (727-946-8100)

Remarks: 1ST FLOOR WALK-OUT CONDO – BRAND NEW FLOORING – 55+ COMMUNITY – GREAT VALUE IN WINSTON PARK NORTHEAST | 2 Bedrooms | 2 Bathrooms | 1,035 SF. (Select photos are virtually staged for illustrative purposes.) Easy Florida living starts here. This first-floor walk-out unit in desirable Winston Park Northeast offers brand-new flooring, a comfortable layout, and one of the most convenient locations in the community. The condo has been well-maintained over the years and shows normal wear, giving the next owner the option to move right in, enjoy seasonal use, or update to their own taste over time. The floor plan features a spacious living/dining combination, an eat-in kitchen with sliding doors facing the morning sun, and a private primary suite with its own bath. The walk-out location provides quick access to the courtyard and is close to the laundry facility and community amenities. This unit does not include a carport, helping keep the purchase price and monthly costs more affordable. Winston Park Northeast is a popular 55+ community built around large landscaped courtyards with a heated pool, clubhouse, shuffleboard courts, picnic areas, and an active social calendar. The association has completed the state-required structural inspections and maintains funded reserves. The location is one of the best values in St. Petersburg — about a 15-minute bike ride to the downtown waterfront, museums, dining, and entertainment. Two international airports are usually within 30 minutes, and miles of Gulf beaches are a short drive away. Whether you are looking for a full-time home, winter retreat, or affordable place in the Sunshine City, this is a solid opportunity in one of St. Petersburg’s most established 55+ communities. Come see why Winston Park Northeast remains a favorite for easy Florida living.

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

Listing Agent: Jill Smith (727-455-5850)

Remarks: Welcome home to this beautifully maintained, family-owned furnished 1-bedroom, 1.5-bath condo, perfectly situated on the third floor in the sought-after 55+ community of Winston Park. With elevator access, a covered carport, storage locker, and convenient on-site laundry, comfort and ease come standard. Step inside and unwind as you overlook the lush interior courtyard, where breathtaking sunsets create the perfect backdrop to your evenings. Residents enjoy a beautifully landscaped two-acre courtyard and a heated pool, ideal for year-round relaxation. Located in northeast St. Petersburg, you’re just minutes from everything—30 minutes to Tampa and St. Pete–Clearwater International Airport, a scenic 15-minute bike ride to vibrant downtown St. Pete, and only 30 minutes to the stunning Gulf beaches. Call today for a private tour and make this amazing location your new home!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: David Mayhew (352-667-4269)

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: * 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)