Winston Park Homes for Sale in St Petersburg - 50 homes

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: *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: 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: 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: 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: 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)

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)