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Explore Similar Apartments Within 2 Miles of Winston Park, FL

  • /32

    $485,000

    • 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
  • /84

    $589,900

    • 4 Beds
    • 5 Baths
    • 2,724 Sq Ft

    6619 Livingston Ave N, Saint Petersburg, FL 33702

    Located in the heart of Pinellas County, this fully renovated two-story home is a rare find for buyers seeking a move-in-ready investment property, multi-family home, or income-producing duplex. With a detached two-story accessory dwelling unit (ADU)—complete with its own kitchen, living room, bedroom, full bath, and private laundry—this property offers exceptional flexibility for short-term or

    Chase Walseth KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

    6619 Livingston Ave N, Saint Petersburg, FL 33702
  • /13

    $424,000

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

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

    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 video of the new

    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
  • /27

    $375,000

    • 1003 Beds
    • 1001 Baths
    • 1,472 Sq Ft

    433 73rd Ave N, St. Petersburg, FL 33702

    A rare find 3 bedroom on one side and 1 bedroom on the other side! Washer and dryer hook ups in both units. Separate water meters and electric meters. Live in one side and rent the other side to help you make the mortgage payment. Great location easy access to Tampa and Downtown St Petersburg. Metal hurricane shutters are included. Alley access at rear. Roof 2008, AC 2017 and 2005 East unit per

    Ted Tomas COLDWELL BANKER REALTY

    433 73rd Ave N, St. Petersburg, FL 33702
  • /15

    $514,777

    • 2,040 Sq Ft

    4438 58th Ave N, Saint Petersburg, FL 33714

    Home was professionally remodeled in 2019 with 4 bedrooms with 3 full baths and 2 car garage. Family/TV room is currently use as a 5th bedroom. Home is currently use for short term or mid term rental $4500/ monthly such as Air BnB or Furnished Finders for traveling nurses and doctors.Nice turf lawn around home for easy maintenance. Centrally located to shops, hospitals, and airports. 15

    Bruce To WIN WIN REAL ESTATE

    4438 58th Ave N, Saint Petersburg, FL 33714
  • /33

    $458,000

    • 4 Beds
    • 3 Baths
    • 1,644 Sq Ft

    2730 50th Ave N, Saint Petersburg, FL 33714

    Nice location! Low maintenance investment property! NO HOA fee. This property is a Triplex (3 units). #1 is a 2BR / 1Bath/ one car garage w/ Central H/A and Washer/Dryer hook-up. #2 & #3 are both 1BR / 1Bath Apartments. new central AC for #1 was installed in 2023, and Exterior was painted in 2023. This is a great investment property, all of the three units are currently occupied by stable

    Yuhong Wang BRIGHT REALTY GROUP LLC

    2730 50th Ave N, Saint Petersburg, FL 33714
  • /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
$161,200
Median Single Family Sale Price
$502,000
Median 2 Bedroom Sale Price
$154,950
Median 1 Bedroom Sale Price
$95,250
Average Price Per Sq Ft
$212
Number of Homes for Sale
39
Last 12 months Home Sales
84
Months of Supply
5.60
Median List Price
$179,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-5%
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