Winston Park Homes for Sale in St Petersburg - 53 homes

Remarks: Storm-tested with no damage or flooding, this move-in ready ground-floor condominium offers comfortable living in a well-kept 55-plus community. The two-bedroom, two-bath layout feels bright from the moment you walk in, thanks to generous natural light and recent updates throughout. The kitchen features stainless steel appliances from 2019, a newer dishwasher from 2021 and quartz countertops that carry into the Florida room for a clean, polished look. It’s an easy place to start your morning with coffee as you take in peaceful courtyard views through the upgraded double-pane, wind-resistant sliding door. Both bedrooms offer plenty of space, and the new carpet keeps everything feeling fresh. The community clubhouse and heated resort-style pool give you plenty of ways to relax or stay social. Practical updates like the 2021 two-ton air conditioner add comfort and efficiency. You’re close to the Pinellas Trail, downtown, restaurants, parks, museums and shopping, so everything you need is within reach. If you’re looking for a welcoming place to call home, this condominium is ready when you are. Schedule your showing today.

Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (727-898-6800)

Listing Agent: Anja Prusac Llc (727-481-4347)

Remarks: Fully renovated SECOND-FLOOR condo in Winston Park Northeast that remained HIGH & DRY through recent storms — offering rare peace of mind in today’s market. This move-in ready 1-bedroom residence combines updated interiors, spacious living areas, and low-maintenance 55+ living just minutes from vibrant downtown St. Petersburg. Meticulously maintained and cared for by only two owners, the home reflects pride of ownership throughout. The thoughtfully updated interior features a modern kitchen with quartz countertops, updated cabinetry, and a clean, functional layout that flows seamlessly into the main living space. Large windows fill the home with natural light, creating a bright and inviting atmosphere, while the second-floor location provides added privacy and security. The spacious bedroom offers generous closet storage, and the bathroom has been tastefully maintained with timeless finishes. Every detail of this residence has been exceptionally cared for, making it an ideal option for buyers seeking a truly turnkey, low-maintenance property. Winston Park Northeast offers a convenient St. Pete lifestyle with easy access to shopping, dining, downtown St. Petersburg, and the Gulf beaches. With limited renovated second-floor inventory available in the community, this is a standout opportunity to own one of the area’s most well-maintained and move-in ready residences.

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

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

Remarks: Under contract-accepting backup offers. Short Sale. BACK ON THE MARKET! This St. Petersburg home offers a welcoming chance for someone with vision to bring it back to life. The big-ticket items are handled, Roof 2017, HVAC 2016, Windows 2021 making it an appealing opportunity for a full update. The layout provides comfortable space to reimagine, and the corner of Winston Park places you close to parks, shopping, restaurants, and everyday conveniences. CASH only and ideal for those looking for a renovation project with room for future equity. Come see the potential and schedule a showing today. New back enclosed porch 2021, new windows 2021, new water heater 2020 and new HVAC 2016.

Listing is courtesy of: NEXTHOME GULF TO BAY (727-510-1356)

Listing Agent: Chuck Vosburgh (727-743-1740)

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 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: 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: 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: * 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: 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)