356

Oak Forest of Countryside Homes

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  • /73

    $829,000

    • 4 Beds
    • 3 Baths
    • 2,691 Sq Ft

    2842 Quail Hollow Rd W, Clearwater, FL 33761

    BRAND NEW $20,000 Price Reduction! Do not miss this chance to own this One-of-a-Kind Golf Course Home!Has Golf Course living been calling your name? Maybe you're dreaming of a home unlike all the others—or one that offers an ADA-compliant In-law Suite? If you're tired of homes that lack charm or personality, 2842 Quail Hollow is waiting for you to say “I do”!Now with a $20,000 price

    Catherine Kelly BHHS FLORIDA PROPERTIES GROUP

    2842 Quail Hollow Rd W, Clearwater, FL 33761
  • /33

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,635 Sq Ft
    • House for Rent

    2830 Wildwood Dr, Clearwater, FL 33761

    Incredible Countryside home ready for immediate occupancy. Welcome to 2830 Wildwood Drive, located in the heart of Countryside, Clearwater. The location is unbeatable with its close proximity to Countryside High School, Countryside Country Club and Golf Course, Countryside Mall, and more! Found in the quiet Oak Forest neighborhood, the curb appeal draws you in with its beautiful landscaping

    Linda Caruso KELLER WILLIAMS REALTY- PALM H

    2830 Wildwood Dr, Clearwater, FL 33761
  • /2

    $735,000 Sold Sep 12, 2025

    • 2,605 Sq Ft
    • $282/SF
    • 39 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1975

    2860 Cedar Run Ct, Clearwater, FL 33761

    Absolutely stunning is the only way to describe this renovated 4 bed, 3 bath, 2 car garage pool home on an Oak Tree lined cul-de-sac in the desirable of Countryside neighborhood. This high and dry chic home is NOT in a flood zone and sits on a 9600 sq ft manicured lot. This delightful home boasts a large living room, formal dining room, 4 generous sized bedrooms, 3 bathrooms, a large inside

    Marina Kloppel COASTAL PROPERTIES GROUP INTERNATIONAL

    2860 Cedar Run Ct, Clearwater, FL 33761
    • /38

      Est $251,499 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,100 Sq Ft

      2717 Countryside Blvd Unit 101, Clearwater, FL 33761

      2717 Countryside Blvd Unit 101, Clearwater, FL 33761
  • /33

    $595,000

    • 3 Beds
    • 2 Baths
    • 1,642 Sq Ft

    2700 Woodmere Ct, Clearwater, FL 33761

    Welcome to your dream home in the heart of Countryside. This beautifully updated pool home is nestled on a cul-de-sac and features a spacious, oversized lot with lush, mature landscaping including your very own avocado tree. There's plenty of room for your boat, RV ,and toys in the enclosed yard. ADU permitted on property with city approval required. This lovely smart home is high and dry with no

    Terri Titko IMPACT REALTY TAMPA BAY

    2700 Woodmere Ct, Clearwater, FL 33761
  • /2

    $630,000 Sold Aug 01, 2025

    • 1,642 Sq Ft
    • $384/SF
    • 62 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    2720 Pinewood Ct, Clearwater, FL 33761

    Beautifully renovated, this 3 bed, 2 bath home has over 1,600 sqft of living space and a sparkling pool out back. The kitchen is the star of the show with million dollar finishes without the million dollar price tag. The custom slim shaker cabinets are 100% plywood construction and are topped with a stunning quartz countertop. The quartz continues up the backsplash and wraps around the range hood

    DJ Bryant REAL BROKER, LLC

    2720 Pinewood Ct, Clearwater, FL 33761
    • /38

      Est $224,497 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,150 Sq Ft

      2709 Countryside Blvd Unit 102, Clearwater, FL 33761

      2709 Countryside Blvd Unit 102, Clearwater, FL 33761
  • /42

    $264,900

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    2757 Countryside Blvd Unit M103, Clearwater, FL 33761

    What are you waiting for? Beautifully updated and ready to move in to!! This 2/2 villa type condo is in the desirable Bryn Mawr complex, an all-age community which is located very conveniently near shopping, dining, movies, beaches, an easy commute or medical....all your needs are nearby! This condo home is a ONE LEVEL VILLA style condo has many updates to make this the perfect place to call

    Cathy McCarthy RE/MAX REALTEC GROUP INC

    2757 Countryside Blvd Unit M103, Clearwater, FL 33761
  • /2

    $185,000 Sold Jul 30, 2025

    • 930 Sq Ft
    • $199/SF
    • 27 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    2749 Countryside Blvd Unit 20, Clearwater, FL 33761

    Imagine coming home to this bright and spotless end-unit villa, perfectly situated on a single level in the heart of Clearwater’s sought-after Countryside community. This charming 2-bedroom, 2-bathroom residence welcomes you with natural light pouring through every room, creating an inviting and peaceful atmosphere.Step outside your door and find yourself just moments away from the lively

    Taylor Topolski BHHS FLORIDA PROPERTIES GROUP

    2749 Countryside Blvd Unit 20, Clearwater, FL 33761
    • /45

      Est $251,607 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 930 Sq Ft

      2749 Countryside Blvd Unit 23, Clearwater, FL 33761

      2749 Countryside Blvd Unit 23, Clearwater, FL 33761
  • /25

    $254,900

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    2765 Countryside Blvd Unit 106, Clearwater, FL 33761

    Gorgeous condo and the LOCATION is the best! According to Pinellas.gov, "the highest point in Pinellas County is 110 ft above sea level, and located north and east of State Road 580 and Countryside Blvd. in the Countryside area of Clearwater". That's right here at Bryn Mawr. No damage or flooding during the storms of 2024. This location is walking distance to our wonderful Countryside Mall with

    Mary Rogero MARY ROGERO & ASSOCIATES INC

    2765 Countryside Blvd Unit 106, Clearwater, FL 33761
  • /2

    $220,000 Sold Jul 22, 2025

    • 930 Sq Ft
    • $237/SF
    • 54 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1991

    2749 Countryside Blvd Unit 4, Clearwater, FL 33761

    TURNKEY. LOCATION. SINGLE-LEVEL LIVING. Welcome to this stunning fully furnished 2-bedroom, 2-bathroom villa, perfectly nestled in the heart of Countryside—one of Clearwater’s most sought-after locations! Just steps from Countryside Mall, you’ll enjoy easy access to top-rated restaurants, boutique shopping, a movie theater, and the library, all within walking distance. Whether you're jetting off

    Taylor Topolski BHHS FLORIDA PROPERTIES GROUP

    2749 Countryside Blvd Unit 4, Clearwater, FL 33761
    • /19

      Est $237,403 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,110 Sq Ft

      2765 Countryside Blvd Unit 101, Clearwater, FL 33761

      2765 Countryside Blvd Unit 101, Clearwater, FL 33761
  • /2

    $150,000 Sold Jun 27, 2025

    • 830 Sq Ft
    • $181/SF
    • 4 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1980

    2753 Countryside Blvd Unit 107, Clearwater, FL 33761

    Beautiful newly renovated 1 bedroom 1 bath condo in the heart of Countryside, right across from community clubhouse!Has 1 assigned covered spot, a beautiful sun room, pool and gym at community clubhouse. 5 minutes to countryside mall, 10 min to us 19No dogs, you are allowed 1 cat, a bird or fish. No renting until unit has been owned for 1 year. Must be approved by HOA. Association

    Jack Keller JACK KELLER INC

    2753 Countryside Blvd Unit 107, Clearwater, FL 33761
    • /37

      Est $238,399 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 930 Sq Ft

      2749 Countryside Blvd Unit 24, Clearwater, FL 33761

      2749 Countryside Blvd Unit 24, Clearwater, FL 33761
  • /2

    $580,000 Sold Jun 18, 2025

    • 1,642 Sq Ft
    • $353/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    2724 Ashwood Ct, Clearwater, FL 33761

    Welcome to your dream home in the heart of Countryside. Nestled on a spacious, oversized corner lot with lush, mature landscaping, this beautifully updated home is located in a high and dry location with no flood insurance required. This charming home features a brand new roof, newer windows, new well pump for irrigation and a SELLER-PROVIDED ULTIMATE 13 MONTH HOME WARRANTY for added peace of

    Terri Titko IMPACT REALTY TAMPA BAY

    2724 Ashwood Ct, Clearwater, FL 33761
    • /27

      Est $247,895 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 930 Sq Ft

      2749 Countryside Blvd Unit 8, Clearwater, FL 33761

      2749 Countryside Blvd Unit 8, Clearwater, FL 33761
  • /2

    $743,000 Sold Jun 12, 2025

    • 2,553 Sq Ft
    • $291/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1975

    2831 Quail Hollow Rd W, Clearwater, FL 33761

    Welcome to 2831 Quail Hollow, located in the heart of Countryside, where everyday conveniences are just minutes away. This spacious 4-bedroom home perfectly blends location, functionality, and charm—with a dedicated home office as a bonus!Step through the elegant cut-glass double doors into the formal living and dining rooms, bathed in natural light from a Solatube skylight and updated windows.

    Catherine Kelly BHHS FLORIDA PROPERTIES GROUP

    2831 Quail Hollow Rd W, Clearwater, FL 33761
    • /49

      Est $221,653 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,005 Sq Ft

      2701 Countryside Blvd Unit 102, Clearwater, FL 33761

      2701 Countryside Blvd Unit 102, Clearwater, FL 33761
  • /2

    $265,000 Sold Jun 11, 2025

    • 1,100 Sq Ft
    • $241/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    2725 Countryside Blvd Unit 103, Clearwater, FL 33761

    MAINTENANCE FREE. LOCATION. SINGLE LEVEL VILLA. Step into this gorgeous, completely remodeled, 2-bedroom, 2-bathroom single-level villa, nestled in the heart of Countryside—a prime Clearwater location! Just a stone's throw from the vibrant Countryside Mall, you'll find yourself within walking distance of top-rated restaurants, boutique shopping, movie theater, and the Countryside Library. Whether

    Taylor Topolski BHHS FLORIDA PROPERTIES GROUP

    2725 Countryside Blvd Unit 103, Clearwater, FL 33761
    • /34

      Est $237,091 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,160 Sq Ft

      2701 Countryside Blvd Unit 101, Clearwater, FL 33761

      2701 Countryside Blvd Unit 101, Clearwater, FL 33761
  • /2

    $475,000 Sold May 28, 2025

    • 1,642 Sq Ft
    • $289/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    2722 Woodview Ct, Clearwater, FL 33761

    Welcome home to endless possibilities—to a place that has been loved for 40 years by its original owners and is ready to be cherished for 40 more. Shaded by beautiful oaks and surrounded by manicured landscaping, this gem sits on an oversized corner lot in a Non-Evacuation Zone (X Flood Zone)—so no flood insurance is required!Step inside to discover a well-maintained interior with thoughtful

    Catherine Kelly BHHS FLORIDA PROPERTIES GROUP

    2722 Woodview Ct, Clearwater, FL 33761
    • /22

      Est $225,121 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,005 Sq Ft

      2709 Countryside Blvd Unit 107, Clearwater, FL 33761

      2709 Countryside Blvd Unit 107, Clearwater, FL 33761
  • /2

    $605,000 Sold Mar 21, 2025

    • 2,014 Sq Ft
    • $300/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    2842 Long View Dr, Clearwater, FL 33761

    One or more photo(s) has been virtually staged. Beautifully Updated 3-Bedroom Home in Prime Clearwater Location! Welcome to 2428 Long View Dr, a stunning corner-lot home nestled in a private cul-de-sac in one of Clearwater's most sought-after neighborhoods! With NO FLOOD ZONE, NO HOA, and a 2022 ROOF, this home offers peace of mind and low-maintenance living. From the moment you arrive, you'll be

    Ryan Nowlin RE/MAX ACTION FIRST OF FLORIDA

    2842 Long View Dr, Clearwater, FL 33761
    • /52

      Est $240,466 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,160 Sq Ft

      2713 Countryside Blvd Unit 101, Clearwater, FL 33761

      2713 Countryside Blvd Unit 101, Clearwater, FL 33761
  • /2

    $289,000 Sold Feb 28, 2025

    • 930 Sq Ft
    • $311/SF
    • 9 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    2749 Countryside Blvd Unit 18, Clearwater, FL 33761

    Looking for a turn key Florida home? Look no further! This beautiful ground floor, end unit villain the heart of Countryside is one of a kind. Totally renovated in 2020, it has been used by theowners only in the winter months. As you enter the home, there is a beautiful foyer that isopen to the kitchen, living room and dining room, all with vaulted ceilings allowing for so

    Heather Viviano RE/MAX REALTEC GROUP INC

    2749 Countryside Blvd Unit 18, Clearwater, FL 33761
    • /24

      Est $177,423 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 830 Sq Ft

      2721 Countryside Blvd Unit 104, Clearwater, FL 33761

      2721 Countryside Blvd Unit 104, Clearwater, FL 33761
  • /2

    $142,500 Sold Feb 28, 2025

    • 830 Sq Ft
    • $172/SF
    • 49 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1980

    2765 Countryside Blvd Unit 105, Clearwater, FL 33761

    Charming move in ready 1-Bedroom, 1-Bath Condo Near Countryside Mall and various area sandy beaches. This stunning property is perfect for anyone seeking a low-maintenance lifestyle in a well-kept community with convenient access to shopping, dining, recreation, and the best of Florida living. This property is situated in a non-flood zone, offering peace of mind and additional savings on

    Mike Koursiotis FIRST FLORIDA REALTY LLC

    2765 Countryside Blvd Unit 105, Clearwater, FL 33761
    • /28

      Est $223,852 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,020 Sq Ft

      2753 Countryside Blvd Unit N106, Clearwater, FL 33761

      2753 Countryside Blvd Unit N106, Clearwater, FL 33761
  • /2

    $220,000 Sold Dec 23, 2024

    • 1,005 Sq Ft
    • $219/SF
    • 17 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    2725 Countryside Blvd Unit D102, Clearwater, FL 33761

    TURNKEY. LOCATION. SINGLE LEVEL. Step into this gorgeous, fully furnished, 2-bedroom, 2-bathroom single-level villa, nestled in the heart of Countryside—a prime Clearwater location! Just a stone's throw from the vibrant Countryside Mall, you'll find yourself within walking distance of top-rated restaurants, boutique shopping, movie theater, and the Countryside Library. Whether you’re headed to

    Lance Willard CHARLES RUTENBERG REALTY INC

    2725 Countryside Blvd Unit D102, Clearwater, FL 33761
    • /46

      Est $171,955 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,135 Sq Ft

      2753 Countryside Blvd Unit 105, Clearwater, FL 33761

      2753 Countryside Blvd Unit 105, Clearwater, FL 33761
  • /2

    $215,000 Sold Nov 22, 2024

    • 930 Sq Ft
    • $231/SF
    • 26 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1991

    2749 Countryside Blvd Unit 2, Clearwater, FL 33761

    Prime Countryside Location! Discover the ultimate in convenience and comfort at the sought-after Carmel at Bryn Mawr community, perfectly nestled in the heart of Countryside. This hidden gem offers lush, beautifully manicured landscaping and multiple entrances/exits for easy access in all directions. Step into this charming villa, featuring an open great room with soaring vaulted ceilings, two

    Katie Ducharme Procissi KATIE DUCHARME REALTY, LLC

    2749 Countryside Blvd Unit 2, Clearwater, FL 33761
    • /35

      Est $198,795 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 915 Sq Ft

      2757 Countryside Blvd Unit 105, Clearwater, FL 33761

      2757 Countryside Blvd Unit 105, Clearwater, FL 33761
  • /2

    $600,000 Sold Nov 08, 2024

    • 2,002 Sq Ft
    • $300/SF
    • 163 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    2778 Capwood Ln, Clearwater, FL 33761

    MOTIVATED SELLER PRICE REDUCTION.....ENJOY LIFE IN BEAUTIFUL COUNTRYSIDE IN THIS THREE BED TWO BATH POOL HOME. LOCATED ON A CUL DE SAC THIS 2002 SQFT HOME IS READY FOR YOUR PERSONAL TOUCH. IT HAS AN UPDATED PRIMARY BATH AND KITCHEN ALONG WITH A METAL ROOF, NEW CENTRAL VAC SYTEM AND SCREENED LANAI WITH A POOL. ALSO INCLUDES A TWO CAR GARAGE, SEPARATE LAUNDRY ROOM, HURRICANE SHUTTERS AND LOTS OF

    Robert Moore INTERNATIONAL TOP AGENTS REALTY

    2778 Capwood Ln, Clearwater, FL 33761
    • /48

      Est $237,804 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 930 Sq Ft

      2749 Countryside Blvd Unit 30, Clearwater, FL 33761

      2749 Countryside Blvd Unit 30, Clearwater, FL 33761
  • /2

    $709,900 Sold Oct 17, 2024

    • 2,527 Sq Ft
    • $281/SF
    • 44 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1977

    2725 Ashwood Ct, Clearwater, FL 33761

    Introducing your fully remodeled home in the heart of the highly sought after Countryside Community in Clearwater. This entire home has been tastefully updated from top to bottom! As you walk in you’re greeted with a spacious open layout where you’ll immediately notice new flooring, baseboards, trim, paint, recessed lighting, the list goes on! As you pan to the right, you can’t help but notice

    Brian McBride MCBRIDE KELLY & ASSOCIATES

    2725 Ashwood Ct, Clearwater, FL 33761
    • /46

      Est $614,059 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,967 Sq Ft

      2724 Timberline Ct, Clearwater, FL 33761

      2724 Timberline Ct, Clearwater, FL 33761
  • /2

    $235,000 Sold Sep 25, 2024

    • 1,005 Sq Ft
    • $234/SF
    • 19 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    2713 Countryside Blvd Unit 107, Clearwater, FL 33761

    MOTIVATED out-of-state SELLER! NO FLOOD ZONE! ALL AGES Community. You will love this well-maintained, villa-style condo at Bryn Mawr, in the heart of Countryside. This 2-bedroom, 2-bathroom condo offers plenty of closet and storage space and a large screened-in lanai. The layout features a spacious kitchen overlooking your open living room and dining room area, plus an extra eating space in the

    Mark Ganier RE/MAX REALTEC GROUP INC

    2713 Countryside Blvd Unit 107, Clearwater, FL 33761
    • /46

      Est $732,118 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,587 Sq Ft

      2761 Long View Dr, Clearwater, FL 33761

      2761 Long View Dr, Clearwater, FL 33761
  • /2

    $220,000 Sold Jul 15, 2025

    • 1,190 Sq Ft
    • $185/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    2757 Countryside Blvd Unit 108, Clearwater, FL 33761

    Great end unit in the beautiful Bryn Mawr.

    Taylor Topolski BHHS FLORIDA PROPERTIES GROUP

    2757 Countryside Blvd Unit 108, Clearwater, FL 33761

Showing Results 1 - 40, Page 1 of 9

Home Trends in Oak Forest of Countryside, FL

Housing Trends

Median Sale Price
$344,500
Median Single Family Sale Price
$597,500
Median Townhouse Sale Price
$215,000
Median 2 Bedroom Sale Price
$242,450
Median 1 Bedroom Sale Price
$146,250
Average Price Per Sq Ft
$262
Number of Homes for Sale
4
Last 12 months Home Sales
20
Months of Supply
2.40
Median List Price
$349,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-21%
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