249 Bayside Dr, Clearwater, FL 33767
OFF MARKET

249 Bayside Dr
Clearwater, FL 33767

Clearwater Beach
  • Studio
  • 8 Baths
  • 5,350 sqft (on 0.51 acres)

$4,107,200

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $27,363/mo*
Refinance Your Home

$4,107,200

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $27,363/mo*
Refinance Your Home
Studio
8 Baths
5,350 sqft
(on 0.51 acres)

Local Information

  • Map ViewExplore the area around 249 Bayside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1957
Lot Size
0.51 acres
Living Area
5,350 sqft
Price/Sqft
$768
Parking
Garage

About this House

This single-family home is located at 249 Bayside Dr, Clearwater, FL. 249 Bayside Dr is in the Clearwater Beach neighborhood in Clearwater, FL and in ZIP code 33767. This property has 8 bathrooms and approximately 5,350 sqft of floor space. This property has a lot size of 0.51 acres and was built in 1957.
249 Bayside Dr, Clearwater, FL 33767 is a studio, 8 bathroom, 5,350 sqft single-family home in Clearwater Beach, built in 1957. It last sold for $560,000 on Jan 23, 2003. It is currently off market. The Trulia Estimate is $4,107,200, with a rent estimate of $5,281/month.

Home Details for 249 Bayside Dr

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Hardwood, Linoleum Vinyl
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Built UpDeckExterior: Stucco, Cement ConcreteFoundation Type: FootingPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1957Year Updated: 1978
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.51 acres

Price History for 249 Bayside Dr

DatePriceEventSource
01/23/2003$560,000Sold
N/A

Market trends in Clearwater

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$357K
$10KMoM
Sale-to-List Price
96.9%
0.4%MoM
Price per sq ft
$260
$4MoM
Available listings
1453
46MoM
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Property Tax and Assessment

Year2024
Tax$18,575
Assessment$3,975,537
Home facts updated by county records

Comparable Sales for 249 Bayside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
295 BAYSIDE DRIVE, Clearwater Beach, FL
0.15
Single-Family Home
$4,550,000
04/02/26
5
4.5
5,051
212 Bayside Dr, Clearwater, FL
0.10
Single-Family Home
$1,200,000
06/03/26
3
1,772
108 BAYSIDE DRIVE, Clearwater, FL
0.35
Single-Family Home
$2,900,000
07/28/26
4
4
4,022
162 DEVON DRIVE, Clearwater, FL
0.37
Single-Family Home
$3,690,000
08/29/25
5
4
4,622
511 WINDWARD PASSAGE, Clearwater, FL
0.81
Single-Family Home
$2,905,000
06/24/26
5
5.5
5,006
830 S Gulfview Blvd #903, Clearwater, FL
0.18
Single-Family Home
$465,522
08/06/25
2
2
1,260
514 WINDWARD PASSAGE, Clearwater, FL
0.86
Single-Family Home
$1,625,000
06/26/26
5
4
3,022
106 MIDWAY ISLAND, Clearwater, FL
0.81
Single-Family Home
$1,625,000
09/26/25
3
3.5
2,821
333 MIDWAY ISLAND, Clearwater, FL
1.01
Single-Family Home
$1,390,000
04/10/26
4
3.5
4,198
74 WINDWARD ISLAND, Clearwater, FL
0.82
Single-Family Home
$1,300,000
10/10/25
3
2
2,563

Nearby homes

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Assigned Schools

These are the assigned schools for 249 Bayside Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Clearwater Beach
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Clearwater Beach

At least 30 Trulia users voted on each feature.

  • 76 % Say it's quiet

  • 76 % Say people would walk alone at night

  • 74 % Say it's dog friendly

  • 74 % Say it's walkable to restaurants

  • 73 % Say car is needed

  • 69 % Say there's holiday spirit

  • 69 % Say there are sidewalks

  • 69 % Say streets are well-lit

  • 59 % Say they plan to stay for at least 5 years

  • 50 % Say parking is easy

  • 44 % Say yards are well-kept

  • 42 % Say there are community events

  • 40 % Say it's walkable to grocery stores

  • 35 % Say kids play outside

  • 31 % Say there's wildlife

  • 30 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • Rafalskiedward
    "Very doggie friendly and a nice vibe…lots of new construction taking place and will continue to evolve into a really nice place to settle…"
    1
    Flag
  • Ericstillwellevans
    " bar crawls pot lucks and picnics. We also have a yearly beach picnic for the boat races which is well attended by all. The bike parade is one of the best events of the year. "
    1
    Flag
  • Trulia User
    "I'm friendly with pets however I'm gonna love playing with dogs and doing a handshake with them i do have my own pet in my country "
    0
    Flag
  • Trulia User
    "It is a very prominent tourist location we a great sense of community. I feel as thought it’s exactly the correct place to raise children. It is beautiful here through and through. "
    0
    Flag
  • Trulia User
    "Well I have a vehicle but if you didn’t there are plenty bus stops and trolly pickups around………………….😃"
    0
    Flag
  • Wac46
    "Easy commute, good roads, excellent condition for driving around nice seascape very relaxing place to get around "
    1
    Flag
  • Garyevagedes
    "It seems to be a relatively safe area, although it might be a bit boring for children. There is a playground in the central area of the island, but the northern part of the island is very quiet. As an older adult I have to say that I quite like it!"
    3
    Flag
  • Mona G.
    "We have lived in Clearwater Beach area for five plus years. It is expensive to live here, but probably the best place to live in Tampa Bay area! Pier 60 has something going almost everyday. Very safe area, can go for walks anytime of the day. Lots of good restaurants. Clearwater Beach deserves to be considered one of the best beaches in the country and likely in the world. We live on the water on Devon Drive across from the Clearwater Beach main area. Wild life is just wonderful! It is truly living like a dream. Only drawback is traffic, especially on holiday weekends or in spring break and housing is lot more expensive than inland."
    1
    Flag
  • Keith
    "We have not attended any community events other than events and activities in the beach area. They are well done. "
    0
    Flag
  • Shay H.
    "Best beach and area in FL! White sands, quiet, restaurants and the Pier are great. Good distance to amusement parks, aquariums etc. "
    5
    Flag
  • Fitgirllauramcclure
    "Holiday events and any kind of festivals that could come such as arts, music, food for all ages. It feels safe and I truly feel like I belong here"
    1
    Flag
  • Fitgirllauramcclure
    "Feels safe, nice people and very beautiful area. Would love to live here permanently. Neighbors are so friendly."
    0
    Flag
  • Carlos A.
    "Everybody walk the dogs in the daytime and in the night without a problem. The dog's beach is the very nice place to go with them."
    4
    Flag
  • Carlos A.
    "All the place. The beach close to us. The sunsets and the crazy way to reach Mandalay Ave. with the traffic."
    1
    Flag
  • Carlos A.
    "I like the dogs Beach !! Its very nice!! The big problem is the parking!! Sometimes somebody is in my parking space! "
    1
    Flag
  • Alphiesd
    "I live in Orlando Florida and all my life I have seen Tampa as a field because where I had only visited was my family that lives in the tampa fields but I never imagined that the city of tampa and clear water would love me so much and for that reason I want to start looking for a house in tampa"
    0
    Flag
  • Keyairuh
    "I like the safety of the building. You must have a key to swipe. There are restaurants and grocery stores walking distance as well as plenty of parking. "
    0
    Flag
  • JP A.
    "This is the best beach location in the whole of Tampa Bay. 15 minutes walking distance to Caladesi State Park along the beach, and 15 minutes walking to the Clearwater Beach pier walking the other. Zero traffic noise. Dolphins pelicans seagulls terns sandpipers and amazing sunsets every day. Paradise on earth."
    0
    Flag
  • bobbernoodle
    "What a fabulous home, steps to the beach, perfect for families, visitors, and retirees who love to entertain, or just a couple who want their own piece of paradise. Traffic is average getting to the island, spring break, it's heavier, but what a fabulous place to be."
    0
    Flag
  • Denis K.
    "Old Florida Gulf coast at its best. Relax with one of the world's nicest beaches and great restaurants with a welcome from everyone you meet. Watersports abound and the local deserted beaches such as Caldesi National park have no equal."
    0
    Flag

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Off Market Homes Near 249 Bayside Dr

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