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Explore Similar Apartments Within 2 Miles of Winston Park, FL

  • /41

    $329,900

    • 838 Sq Ft

    2710 53rd Ave N, Saint Petersburg, FL 33714

    FHA, VA, Conventional Financing or Cash! Great opportunity for a first time home buyer or investor! BEAUTIFUL PROPERTY! Renovated property, great conditions, fresh paint throughout, move in ready, won’t last long on the market!Excellent and convenient location! Nearby bus stop, close to shopping mall, hospital, schools, restaurants, parks, easy interstate access to downtown,

    Leandro Alvarez EZ WAY REALTY

    2710 53rd Ave N, Saint Petersburg, FL 33714
  • /31

    $549,900

    • 7 Beds
    • 3 Baths
    • 1,396 Sq Ft

    510 91st Ave N, St. Petersburg, FL 33702

    Welcome to 510 91st Ave N, a fully renovated duplex offering modern finishes and strong rental potential. The property features two units, a spacious 3 bedroom 1 bathroom and a 2 bedroom 1 bathroom, each with separate parking and shared laundry. Both units were updated in 2025 with new kitchens including quartz countertops, stainless steel appliances, tile backsplash, and modern fixtures, along

    Steven Koleno BEYCOME OF FLORIDA LLC

    510 91st Ave N, St. Petersburg, FL 33702
  • /14

    $450,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    512 88th Ave N, St. Petersburg, FL 33702

    Incredible value-add triplex opportunity! This fully renovated duplex comes with approved city permits and building plans to construct a 2 bed / 1 bath unit over the existing detached 2-car garage, creating a high-performing triplex. Located in a prime area near restaurants, grocery stores, and shopping centers, each 1 bed / 1 bath unit has updated flooring, cabinets, quartz countertops,

    Matt Brye PEOPLE'S CHOICE REALTY SVC LLC

    512 88th Ave N, St. Petersburg, FL 33702
  • /35

    $685,000

    • 8 Beds
    • 8 Baths
    • 2,409 Sq Ft

    4631 40th St N, St. Petersburg, FL 33714

    Rare opportunity to own a building with 8 units. Central location in Lealman that is located in a non evacuation & non flood zone.. Block construction and built in 1982. Roof was replaced in 2013 Electric and some plumbing has been updated. Long time month to month tenants currently occupy the property and the units are currently rented at a price that is well below the local market. The street

    Paul Traxler RE/MAX METRO

    4631 40th St N, St. Petersburg, FL 33714
  • /32

    $462,000

    • 4 Beds
    • 3 Baths
    • 1,902 Sq Ft

    6340 27th St N, St. Petersburg, FL 33702

    Cash-Cow Duplex in Prime Location – Major Upside Potential! This fully rented turn-key duplex is a true cash-cow opportunity located in a high-demand, sought-after area. The property features two separately metered units: a spacious 2-bedroom, 2-bath unit and a well-maintained 2-bedroom, 1-bath unit. Both are currently occupied by reliable tenants, generating immediate income with minimal owner

    Clay Glover RE/MAX METRO

    6340 27th St N, St. Petersburg, FL 33702
  • /13

    $400,000

    • 4 Beds
    • 2 Baths
    • 1,352 Sq Ft

    560 73rd Ave N, St. Petersburg, FL 33702

    NEW PRICE!!! This is a Duplex. 560 & 562 73rd (attached). More Financial data in attachments. Data/info deemed reliable but guaranteed. Buyer to verify.Minimum 24 hour notice to show! Photos are from when work was done on both units. New floors through out 560, both units painted and various appliances in both units replaced. Both units also have their own Washer and Dryer. Link yo

    Paul Hendricks REALTY ONE GROUP SUNSHINE

    560 73rd Ave N, St. Petersburg, FL 33702
  • /7

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,352 Sq Ft

    521 88th Ave N, Saint Petersburg, FL 33702

    This rare investment opportunity offers solid construction, prime location, and strong upside in the heart of St. Petersburg. Centrally located just minutes from downtown, waterfront parks, shopping, and award-winning Gulf beaches, 521 88th Ave N blends durability and location with serious investment potential. Built in 1973 with concrete block construction, this income-producing duplex features

    Stephen Meyer Jr. SERHANT

    521 88th Ave N, Saint Petersburg, FL 33702
  • /62

    $418,000

    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft

    5827 39th St N, Saint Petersburg, FL 33714

    RARE two separate homes on one large double lot! Avoid the hassle of searching for qualified tenants & delayed rental income. This St Petersburg FULLY RENTED TURNKEY PROPERTY offers immediate cash flow from Day 1! The 3/1 and 1/1 homes are both tenant occupied with long-term tenants ensuring steady rental income. Utilities are paid by tenants and tenants maintain yards. Each home has its own

    James Endres FUTURE HOME REALTY

    5827 39th St N, Saint Petersburg, FL 33714
  • /27

    $472,000

    • 5 Beds
    • 2 Baths
    • 1,661 Sq Ft

    6542 Wayne St N, Saint Petersburg, FL 33702

    Income property. House hack. Read carefully. Remodeled income property. Main house is a 2 bedroom 1 bath house with new roof, newelectrical, new plumbing, new HVAC, new floors, new kitchen cabinets/counters, new bathrooms and interior/exterior paint. Package Deal. Rearunit (ADU- accessory dwelling unit) is a 2 story 1 big bedroom with 2 smaller rooms upstairs 1 bath income property. Live

    Robert Vazquez LPT REALTY, LLC

    6542 Wayne St N, Saint Petersburg, FL 33702
  • /83

    $1,200,000

    • 10 Beds
    • 5 Baths
    • 5,016 Sq Ft

    2596 52nd Ave N, Saint Petersburg, FL 33714

    Excellent cash flowing and investment opportunity in unincorporated Pinellas County. This fully renovated multi-family property sits on nearly a half acre lot and consists of a single family home and a duplex. The single family home located at the front of the property has 2 bedrooms and 1 bathroom, with a fenced in yard and inside laundry. Behind the single family home sits the two story duplex

    DJ Bryant REAL BROKER, LLC

    2596 52nd Ave N, Saint Petersburg, FL 33714
  • /99

    $1,300,000

    • 6 Beds
    • 5 Baths
    • 6,123 Sq Ft

    6628 1st St N, Saint Petersburg, FL 33702

    Welcome to an opportunity that doesn't come up very often. This spectacular property is fully occupied with people waiting for a spot to open up. The lakefront home is located in the heart of St Pete and has over 6000 sq ft of living space, 8 car garage, a newer roof, upgraded low-e windows, intricate wood flooring, newer AC systems and an ELEVATOR. There are currently 4 units with potential for

    David Small KELLER WILLIAMS REALTY SMART 1

    6628 1st St N, Saint Petersburg, FL 33702
  • /16

    $438,000

    • 1,255 Sq Ft

    2753 53rd Ave N, Saint Petersburg, FL 33714

    3 UNITS 1/1 1/1 STUDIO 2/2SEPARATE ELECTRICAL METERS. ALL UNITS CURRENTLY RENTED.

    Carrie Crescentini, PA CHARLES RUTENBERG REALTY INC

    2753 53rd Ave N, Saint Petersburg, FL 33714

Why Live in Winston Park

Winston Park in Saint Petersburg, Florida, offers a blend of suburban tranquility and urban convenience. The neighborhood is popular among retirees and features predominantly condominium-style living, with some one-story Florida ranch-style homes, two-story stucco homes, and pool homes. Residents enjoy access to several lakes and Tinney Creek, which provides fishing opportunities. Nearby Sawgrass Lake Park, a 400-acre protected area, offers wildlife viewing and hiking on a mile-long boardwalk. The Weedon Island Preserve, just east of Winston Park, features mangrove forests, archaeological sites, and nearly five miles of nature trails, including the Tower Boardwalk Trail with views of Tampa and St. Petersburg. For beach activities, Gandy Beach is a local favorite for fishing, paddleboarding, and beach lounging. Dining options near the neighborhood include The Grand Hacienda and Harvey’s 4th Street Grill, both known for their fresh, locally-owned offerings. Winston Park fosters a strong sense of community with amenities like a pool area, aerobics, potluck dinners, card games, and a racket club. The neighborhood's location provides easy access to Downtown St. Pete, multiple gyms, pharmacies, and two nearby Publix stores. Additional attractions include the Tampa Bay Automobile Museum and the Mangrove Bay and Cypress Links Golf Courses.

Home Trends in Winston Park, FL

Housing Trends

Median Sale Price
$164,000
Median Single Family Sale Price
$522,500
Median 2 Bedroom Sale Price
$154,500
Median 1 Bedroom Sale Price
$107,500
Average Price Per Sq Ft
$215
Number of Homes for Sale
45
Last 12 months Home Sales
82
Months of Supply
6.60
Median List Price
$175,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-2%
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