49 Windward Is, Clearwater, FL 33767
Property image
Property image
OFF MARKET

49 Windward Is
Clearwater, FL 33767

Island Estate
  • 3 Beds
  • 2 Baths
  • 2,826 sqft

$1,956,400

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $12,795/mo*
Refinance Your Home

$1,956,400

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $12,795/mo*
Refinance Your Home
3 Beds
2 Baths
2,826 sqft

Local Information

  • Map ViewExplore the area around 49 Windward Is.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Wide open waterfront on Island Estates! This beautifully maintained 3 bedroom 2 bath 2 story home features wood flooring, insulated windows, newer HVAC, fireplace, and much more! Enjoy the expansive views of the Intracoastal Waterway and the night lights of downtown Clearwater from your covered balconyupstairs. Dock with lift, electric & water.
49 Windward Is, Clearwater, FL 33767 is a 3 bedroom, 2 bathroom, 2,826 sqft single-family home in Island Estate, built in 1964. It last sold for $1,050,000 on Nov 28, 2017. It is currently off market. The Trulia Estimate is $1,956,400, with a rent estimate of $6,014/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 49 Windward Is

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
FireplaceHot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: StuccoFoundation Type: FootingPatioPorch
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1964Year Updated: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price History for 49 Windward Is

DatePriceEventSource
11/28/2017$1,050,000Sold
N/A
10/18/2017$1,224,900PendingAgent Provided
07/29/2017$1,224,900PriceChange
Agent Provided
11/18/2016$1,349,900PriceChange
Agent Provided
09/06/2016$1,600,000Listed For SaleN/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$26,230
Assessment$1,657,102
Home facts updated by county records

Comparable Sales for 49 Windward Is

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
74 Windward Is, Clearwater, FL
0.05
Single-Family Home
$1,300,000
10/10/25
3
2
2,563
13 Windward Is, Clearwater, FL
0.11
Single-Family Home
$1,500,000
01/02/26
3
2
1,667
431 Windward Psge, Clearwater, FL
0.16
Single-Family Home
$705,000
07/24/25
3
2
1,607
106 Midway Is, Clearwater, FL
0.20
Single-Family Home
$1,625,000
09/26/25
3
3.5
2,821
230 Midway Is, Clearwater, FL
0.35
Single-Family Home
$1,275,000
11/17/25
3
2
1,740
514 Windward Psge, Clearwater, FL
0.14
Single-Family Home
$1,625,000
06/26/26
5
4
3,022
301 Midway Is, Clearwater, FL
0.35
Single-Family Home
$2,199,000
04/10/26
4
3
4,176
333 Midway Is, Clearwater, FL
0.43
Single-Family Home
$1,390,000
04/10/26
4
3.5
4,198
511 Windward Psge, Clearwater, FL
0.12
Single-Family Home
$2,905,000
06/24/26
5
5.5
5,006
119 Bayside Dr, Clearwater, FL
1.06
Single-Family Home
$950,000
07/17/25
3
3
2,569

Nearby homes

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Assigned Schools

These are the assigned schools for 49 Windward Is.
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

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Apartments for Rent

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Homes for sale near 49 Windward Is

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Off Market Homes Near 49 Windward Is

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