249 Windward Psge, Clearwater, FL 33767
OFF MARKET

249 Windward Psge
Clearwater, FL 33767

Island Estate
  • 1 Bed
  • 1 Bath

$320,900

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $2,202/mo*
Refinance Your Home

$320,900

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $2,202/mo*
Refinance Your Home
1 Bed
1 Bath

Local Information

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

Home Highlights

Property Type
Single-Family Home

About this House

Perfect beach vacation getaway or live all year round. Ideal opportunity for an investor. This quaint waterfront community is just what the doctor ordered. Come see what this amazing place has to offer.
249 Windward Psge, Clearwater, FL 33767 is a 1 bedroom, 1 bathroom single-family home in Island Estate. It is currently off market. The Trulia Estimate is $320,900, with a rent estimate of $1,775/month.

Home Details for 249 Windward Psge

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 348 sqft

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
Skip to last item
  • Results are loading
Skip to first item

Comparable Sales for 249 Windward Psge

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
230 Midway Is, Clearwater, FL
0.44
Single-Family Home
$1,275,000
11/17/25
3
2
1,740
74 Windward Is, Clearwater, FL
0.50
Single-Family Home
$1,300,000
10/10/25
3
2
2,563
13 Windward Is, Clearwater, FL
0.56
Single-Family Home
$1,500,000
01/02/26
3
2
1,667
106 Midway Is, Clearwater, FL
0.40
Single-Family Home
$1,625,000
09/26/25
3
3.5
2,821
223 Palm Is SW, Clearwater, FL
0.44
Single-Family Home
$2,395,000
03/19/26
4
3
3,297
411 Palm Is NE, Clearwater, FL
0.62
Single-Family Home
$1,100,000
07/27/26
3
2
1,512
301 Midway Is, Clearwater, FL
0.47
Single-Family Home
$2,199,000
04/10/26
4
3
4,176
162 Devon Dr, Clearwater, FL
0.38
Single-Family Home
$3,690,000
08/29/25
5
4
4,622
830 S Gulfview Blvd #903, Clearwater, FL
0.72
Single-Family Home
$465,522
08/06/25
2
2
1,260
200 Windward Psge, Clearwater, FL
0.25
Single-Family Home
$135,000
06/29/26
3
361

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 249 Windward Psge.
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

Island Estate
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Island Estate

At least 35 Trulia users voted on each feature.

  • 95 % Say there are sidewalks

  • 95 % Say it's dog friendly

  • 95 % Say it's walkable to grocery stores

  • 89 % Say streets are well-lit

  • 81 % Say parking is easy

  • 81 % Say it's quiet

  • 79 % Say people would walk alone at night

  • 76 % Say it's walkable to restaurants

  • 66 % Say they plan to stay for at least 5 years

  • 63 % Say there's holiday spirit

  • 58 % Say neighbors are friendly

  • 51 % Say there are community events

  • 43 % Say yards are well-kept

  • 43 % Say car is needed

  • 39 % Say kids play outside

  • 18 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "I love the area but slightly expensive. looking for affordable housing near or in Clearwater. I love the beach and restaurants"
    0
    Flag
  • Ajsimpso
    "This is mostly an area for retirees. But it would be a nice place to raise kids. Very safe and there is a park and the aquarium of course."
    3
    Flag
  • Mariaeberta
    "Nice neighborhood but sometimes it takes many hours to get home because of the traffic. Our grocery store is super nice and everyone that works their are nice. "
    3
    Flag
  • Katherine A.
    "Very proactive dog neighborhood. Pet events are held as well. There are many dog walking families. "
    16
    Flag
  • paula d. w.
    "We've been here almost 2 years. We love it. So convenient to everything. Everyone is so Friendly. Also Free Ride and the Trolleys are Wonderful."
    1
    Flag
  • Mariaeberta
    "Is like a town of its own, clothing store, grocery store, gas station, restaurant, salon, wine bar, ups store, almost everyone is friendly. safe to walk around and the views are speculators. "
    0
    Flag
  • Amber D.
    "Florida is a warm friendly place to vacation or live year round. Those big bugs are a fact of life in a tropical climate so don't let a bug bug you or make you think it is not clean. As we move forward into the next year old and worn down is being replaced by new and innovative places to play and stay. Beautiful beaches and friendly residents await. Try us again. You'll be glad you did! Amber"
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

326 pet-friendly rentals in Clearwater, FL

Explore by feature - Garage

136 rentals with a garage in Clearwater, FL

Explore by feature - Air Conditioning

479 rentals with air conditioning in Clearwater, FL

Explore by feature - Pool

493 rentals with a pool in Clearwater, FL

Explore by feature - Washer/dryer

361 rentals with a washer/dryer in Clearwater, FL

Explore by feature - Outdoor Space

85 rentals with an outdoor space in Clearwater, FL

Homes for sale near 249 Windward Psge

Skip to last item
Skip to first item

Off Market Homes Near 249 Windward Psge

Skip to last item
Skip to first item