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Explore Similar Homes Within 2 Miles of On Top of the World, FL

  • /43

    $259,900

    • 3 Beds
    • 2.5 Baths
    • 1,450 Sq Ft

    1303 N McMullen Booth Rd, Clearwater, FL 33759

    Kapok Manor Townhouse Condo waiting for you! This 3 bedroom 2 1/2 bath townhouse condo features luxury vinyl tile throughout the first floor with the kitchen open to the dining and living areas both with sliders allowing lots of natural light to flood in and open to your large rear patio to enjoy the weather! The stairs off the entry foyer lead to the 2nd floor with the master bedroom and

    Agent Photo

    Andy Burwell

    BURWELL REAL ESTATE

    (727) 624-1310

    1303 N McMullen Booth Rd, Clearwater, FL 33759
  • /85

    $229,000

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    3062 Eastland Blvd Unit 105, Clearwater, FL 33761

    Welcome to Imperial Pines — Resort-Style 55+ Living in Clearwater!Discover this beautifully renovated 2BR/2BA condo offering 1,250 sq. ft. of open, light-filled living space in a secure, gated community. The stylish floor plan features a redesigned layout, Portuguese tile throughout, and a fully renovated hall bath with walk in shower (2024). The chef’s kitchen boasts taller solid wood

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    Amanda Dyer

    SELECT PROPERTIES INC

    (727) 607-6635

    3062 Eastland Blvd Unit 105, Clearwater, FL 33761
  • /57

    $205,000

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    3062 Eastland Blvd Unit 402, Clearwater, FL 33761

    One or more photo(s) has been virtually staged. Motivated Seller! Discover your dream lifestyle in this exquisite 2-bedroom, 2-bath condo, perfectly situated within Imperial Pines, a highly sought-after 55+ community conveniently located in the heart of countryside/McMullen booth area of Pinellas County. This Spanning 1250 sq ft, this retreat offers unparalleled comfort and sophistication, where

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    Lynda Leida-Goldsmith, PA

    COLDWELL BANKER REALTY

    (727) 245-0009

    3062 Eastland Blvd Unit 402, Clearwater, FL 33761
  • /41

    $629,000

    • 4 Beds
    • 3 Baths
    • 1,849 Sq Ft

    1152 Jackmar Rd, Dunedin, FL 34698

    One or more photo(s) has been virtually staged. Huge Price Reduction! Must-See 4 Bedroom Pool Home – Won’t Last! Move right into this beautifully maintained and completely renovated 4-bedroom, 3-bathroom pool home with ~2000 sq ft of spacious, open-concept living. Fantastic entertaining home with spacious light-filled open floor plan, combining high-end updates with an unbeatable location. This

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    Nika Figueroa

    PALM LIFE REALTY

    (727) 604-7401

    1152 Jackmar Rd, Dunedin, FL 34698
  • /38

    $369,000

    • 2 Beds
    • 1.5 Baths
    • 1,270 Sq Ft

    1756 Ashton Abbey Rd, Clearwater, FL 33755

    Welcome to Windsor Park. There was NO FLOODING at this home during Hurricane Helene OR Milton!The home is located in a non-flood area (X zone) and is in a NON-EVACUATION zone. This lovely, quiet bucolic community is located in Clearwater and is the perfect location to call home! Located on a spacious corner lot that affords peace and quiet with your own slice of privacy in your fully enclosed

    Jim Stanton SUN SAND & SEA HOMES REALTY

    1756 Ashton Abbey Rd, Clearwater, FL 33755
  • /44

    $309,900

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    3021 Countryside Blvd Unit 26A, Clearwater, FL 33761

    Priced to make it your own! Quiet & rare 3 bedroom, 2 bathroom oversized condo with view of Countryside Golf & Country Club's Tennis Courts. Located in a non flood/non evacuation zone, this 55+ community is a gem! Westfield Mall, with movies, restaurants, shopping -everything just around the corner, two major airports, beaches, hospitals and Drs are just a few minutes away. This well cared for

    Lori Balkin COLDWELL BANKER REALTY

    3021 Countryside Blvd Unit 26A, Clearwater, FL 33761
  • /32

    $239,900

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    3165 Landmark Dr Unit 714, Clearwater, FL 33761

    Looking for an updated Clearwater condo with peaceful pond views and a private garage? Welcome to Eagles Glen, Countryside’s premier condo community—where low-maintenance living meets everyday convenience. This beautifully remodeled first-floor unit offers a bright open layout with crown molding, soft neutral tones, and an inviting great room that opens to a glass-enclosed Florida room

    Chuck Bachteler, Jr BHHS FLORIDA PROPERTIES GROUP

    3165 Landmark Dr Unit 714, Clearwater, FL 33761
  • /24

    $242,000

    • 2 Beds
    • 1.5 Baths
    • 875 Sq Ft

    1701 Pinehurst Rd Unit 17G, Dunedin, FL 34698

    Welcome to your remodeled 2-bedroom, 1.5-bath villa in the sought-after 55+ community of Pinehurst Village, ideally located just 1.5 miles from vibrant downtown Dunedin and 4 miles from the sugar sands of Honeymoon Island State Park. This residence has been stylishly updated with crown molding, 5" baseboards, and luxury vinyl plank flooring throughout. The kitchen dazzles with quartz countertops,

    Erin Gwillim PIECE OF PARADISE REALTY

    1701 Pinehurst Rd Unit 17G, Dunedin, FL 34698
  • /38

    $221,900

    • 2 Beds
    • 2 Baths
    • 1,145 Sq Ft

    3078 Eastland Blvd Unit 205, Clearwater, FL 33761

    Location! Location! This 55+ 2 Bedroom, 2 Bath condo, in the gated community of Imperial Pines, has a lot to offer. Located in a park like setting but close to every convenience you can think of: A Publix grocery store, numerous varied restaurants, banks, hair salons, drug stores, shops and more! Features include under building parking, 2 secure lobby entrances, 2 elevators, a walking path

    Linda Green SELECT PROPERTIES INC

    3078 Eastland Blvd Unit 205, Clearwater, FL 33761
  • /65

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,565 Sq Ft

    3076 Eastland Blvd Unit 106, Clearwater, FL 33761

    WE have been waiting for you. It's time to take a look. So much Included! CABLE, INTERNET, POOL, EXTERIOR MAINTENANCE, GROUNDS MAINTENANCE, PROPERTY MGMT, INSURANCE,WATER, SEWER, PEST, A Must See...NOT IN FLOOD ZONE! HURRICANE STRONG! LARGE -Immaculate- UPDATED-ready to move in unit available in Imperial Pines .GREAT PRICE for best location and size!...PRESENT your TERMS...... Don't miss this

    Jennifer Whitaker CENTURY 21 COAST TO COAST

    3076 Eastland Blvd Unit 106, Clearwater, FL 33761
  • /36

    $189,000

    • 2 Beds
    • 1 Bath
    • 875 Sq Ft

    1701 Pinehurst Rd Unit 22B, Dunedin, FL 34698

    One or more photo(s) has been virtually staged. Welcome to Dunedin’s most welcoming 55+ communities! This charming villa-style condo in Pinehurst Village offers the perfect blend of comfort, convenience, and care-free living — all in a beautifully maintained setting just minutes from everything. Inside, this 2-bedroom, 1-bath home feels bright and inviting with fresh interior paint, tile flooring

    Enya Overholser NEXTHOME BEACH TO BAY

    1701 Pinehurst Rd Unit 22B, Dunedin, FL 34698
  • /54

    $475,990

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    2216 Sequoia Dr, Clearwater, FL 33763

    RARE OPPORTUNITY IN CLEARWATER! 55+ community. Welcome to 2216 Sequoia Drive — a beautifully updated and meticulously maintained home that stands out from the rest. Situated on TWO lots, this property offers extra space for all your needs. Of the 148 homes in this village, only two feature a double extra-large garage — and this home is one of them! Completely renovated in 2022, this residence

    Tanner Tillung EXP REALTY LLC

    2216 Sequoia Dr, Clearwater, FL 33763
  • /92

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    304 Los Prados Dr Unit 512, Safety Harbor, FL 34695

    You have found your next home with this Safety Harbor gem! Fully furnished, so just unpack your bags and make yourself at home. Experience tranquil pond views from the front patio of this beautifully updated end-unit condo in the desirable Los Prados community. This RARE 3-bedroom, 2-bathroom home has been thoughtfully refreshed with new luxury vinyl flooring, fresh neutral paint, modern ceiling

    Jacques Marion CHARLES RUTENBERG REALTY INC

    304 Los Prados Dr Unit 512, Safety Harbor, FL 34695
  • /55

    $899,900

    • 4 Beds
    • 3.5 Baths
    • 3,648 Sq Ft

    642 Weathersfield Dr, Dunedin, FL 34698

    HERE IS A 4-Bed, 3.5-Bath Dunedin Home in Weathersfield – Spacious, Elegant, and Close to Everything!Looking for privacy in Dunedin, Florida, near downtown and the beach—but still want space for everyone? This 4-bedroom, 3.5-bath Weathersfield home gives you room to live, work, and entertain with a large, open floor plan where every bedroom has its own private bath and walk-in closet. Step

    Chuck Bachteler, Jr BHHS FLORIDA PROPERTIES GROUP

    642 Weathersfield Dr, Dunedin, FL 34698
  • /43

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft

    1531 Picardy Cir, Clearwater, FL 33755

    Welcome to 1531 Picardy Circle in Clearwater! This beautifully updated solid block home combines timeless Florida charm with modern upgrades, offering over 1,400 square feet of comfortable living space designed for everyday enjoyment. Featuring 3 spacious bedrooms, 2 full bathrooms, and a desirable split floor plan, this home provides privacy and functionality for families, guests, or a home

    Cindy Hoover HOOVER REAL ESTATE SERVICES

    1531 Picardy Cir, Clearwater, FL 33755
  • /50

    $879,999

    • 4 Beds
    • 2 Baths
    • 2,359 Sq Ft

    3064 Homestead Oaks Dr, Clearwater, FL 33759

    One or more photo(s) has been virtually staged. Tucked away in one of Clearwater's most desirable, well-maintained neighborhoods with mature trees and a quiet, residential feel, 3064 Homestead Oaks is a generous 2359SF Single-Story 4-bedroom, 2-bath POOL home. Offering the perfect blend of space, location, and potential and a rare double lot your home shopping is over! Step inside and imagine the

    Alex Antonakos QUICKSILVER REAL ESTATE GROUP

    3064 Homestead Oaks Dr, Clearwater, FL 33759
  • /30

    $118,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    960 Virginia St Unit 107, Dunedin, FL 34698

    Looking for an affordable Dunedin condo with peaceful water views and resort-style amenities? Welcome to Heather Lake Condos, where this charming 1-bed, 1-bath ground-floor corner unit offers easy living in one of the most walkable parts of town. Inside, you’ll find an open great room layout with a kitchen at the front, a centrally located bath, and a spacious bedroom with two large closets

    Chuck Bachteler, Jr BHHS FLORIDA PROPERTIES GROUP

    960 Virginia St Unit 107, Dunedin, FL 34698
  • /17

    $2,300,000

    • 18 Beds
    • 10 Baths
    • 8,638 Sq Ft

    539 New York Ave, Dunedin, FL 34698

    This 10-unit multifamily property is ideally situated just minutes from the heart of Downtown Dunedin, offering an attractive unit mix with spacious one- and two-bedroom layouts averaging 870 square feet. All two-bedroom units feature a versatile den, perfect for a home office or guest space, while every unit is equipped with its own Washer/Dryer and a ONE-CAR GARAGE. The property presents a

    Brad Goldfinger COMPASS FLORIDA LLC

    539 New York Ave, Dunedin, FL 34698
  • /53

    $879,900

    • 3 Beds
    • 3 Baths
    • 2,390 Sq Ft

    835 Oak Bend Ln, Dunedin, FL 34698

    Don't miss your chance at this rare opportunity for like new construction, right in the heart of walkable, golf cart friendly, downtown Dunedin. The home is well equipped with all of the modern conveniences and stylish finishes one could want! Starting downstairs, you will find a four car, tandem garage that can hold all of the goodies that will come in use in this highly sought after town,

    Judy Quinn CENTURY 21 CIRCLE

    835 Oak Bend Ln, Dunedin, FL 34698
  • /28

    $119,900

    • 1 Bed
    • 1 Bath
    • 681 Sq Ft

    864 Lake Haven Rd, Dunedin, FL 34698

    Fantastic Dunedin Location – Ideal for Seasonal or Year-Round Living! Welcome to Heather Hill, a vibrant 55+ condo community with a MAINTENANCE FREE LIFESTYLE. This is a NON-FLOOD ZONE and Non-Evacuation Zone and this unit had no damage from last years storms. This 1 bedroom/ 1 bathroom Villa is AFFORDABLE & Priced to SELL. This unit has a long shared driveway and a carport right to your door

    Maria Buote-Mitchell LPT REALTY, LLC.

    864 Lake Haven Rd, Dunedin, FL 34698
  • /23

    $189,900

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    3076 Eastland Blvd Unit 111, Clearwater, FL 33761

    * * ESTATE SALE * * FANTASTIC PRICE * * DO NOT MISS OUT ON THIS OPPORTUNITY * * GREAT CONDITION AND WONDERFUL VIEW OF THE POOL/COURTYARD * * This beautiful 2-bedroom, 2-bathroom condo is located in the desirable 55+ community of Imperial Pines. Featuring a spacious layout with large closet space, Luxury vinyl plank flooring, and elegantly paneled sliding doors, this home has the perfect blend of

    Matthew Brashear RE/MAX ELITE REALTY

    3076 Eastland Blvd Unit 111, Clearwater, FL 33761
  • /52

    $439,900

    • 2 Beds
    • 4 Baths
    • 1,595 Sq Ft

    3107 Oyster Bayou Way, Clearwater, FL 33759

    One or more photo(s) has been virtually staged. Welcome to this lovely multi-level townhouse nestled in a highly desirable Clearwater location—just 5 minutes from vibrant downtown Safety Harbor. Set in a well-maintained community with underground utilities and backing up to a serene conservation area, this home offers both privacy and convenience. Best of all, it's high and dry in a non-flood

    Debbie Descheemaeker SMITH & ASSOCIATES REAL ESTATE

    3107 Oyster Bayou Way, Clearwater, FL 33759
  • /73

    $829,000

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

    2842 Quail Hollow Rd W, Clearwater, FL 33761

    The holidays are coming—and so are your guests!This is the perfect time to settle into a home that’s ready to welcome everyone you love. Whether you're hosting festive dinners, cozy movie nights, or out-of-town visitors for weeks at a time, this beautifully maintained home offers the space, comfort, and warmth you need to make the season truly special.2842 Quail Hollow is a

    Catherine Kelly BHHS FLORIDA PROPERTIES GROUP

    2842 Quail Hollow Rd W, Clearwater, FL 33761
  • /25

    $19,500

    • 1 Bed
    • 1 Bath

    28488 US Highway 19 N Unit 60, Clearwater, FL 33761

    Make an offer on this move-in ready well-maintained home, which is full of thoughtful upgrades and smart storage solutions, perfect for comfortable living. The kitchen offers an abundance of storage with built-in shelving and a gas stovetop ideal for home cooking. The subfloor has been upgraded with sturdy 1/2" plywood and topped with stylish luxury vinyl flooring throughout. An updated

    Michele De Vahle Florida Mobile Homes Sell LLC

    28488 US Highway 19 N Unit 60, Clearwater, FL 33761
  • /46

    $775,000

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    827 Virginia St, Dunedin, FL 34698

    Just blocks from Main Street and in Dunedin’s Golf Cart Zone, this fully renovated solid-block home offers timeless design, exceptional outdoor living and walkable access to the city’s most beloved attractions. Positioned in a non-flood, non-evacuation zone, the residence includes four bedrooms, two baths, 1,872 square feet of heated living space and 2,196 total square feet under roof, which

    Sean Waterman PREMIER SOTHEBYS INTL REALTY

    827 Virginia St, Dunedin, FL 34698

Home Trends in On Top of the World, FL

Housing Trends

Median Sale Price
$160,000
Median Single Family Sale Price
$105,000
Median 2 Bedroom Sale Price
$171,000
Median 1 Bedroom Sale Price
$107,000
Average Price Per Sq Ft
$145
Number of Homes for Sale
104
Last 12 months Home Sales
252
Months of Supply
5.00
Median List Price
$185,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-13%
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