5047 Windward Ave, Sarasota, FL 34242
OFF MARKET

5047 Windward Ave
Sarasota, FL 34242

  • 4 Beds
  • 3 Baths
  • 2,295 sqft (on 0.32 acres)

$1,536,100

Trulia Estimate
as of May 5, 2026
Est. Refi. Payment $9,428/mo*

$1,536,100

Trulia Estimate
as of May 5, 2026
Est. Refi. Payment $9,428/mo*
4 Beds
3 Baths
2,295 sqft
(on 0.32 acres)

Homes for sale near 5047 Windward Ave

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Siesta Key canal front home.Top of the line cabinets, granite in the kitchen, bathrooms, even the laundry room! Fourth bedroom has private entrance for mother-in-law/guest suite. Huge canal front screened in pool, plus boat house. Fabulous house. Perfect location on Siesta, near Village, Out-of-Door Academy, and quick trip to downtown Sarasota. Step through the new leaded glass front doors and be blown away with the beautiful finishes in this home. Four bedrooms and three full bathrooms.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 5047 Windward Ave

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Other
Interior Details
Number of Rooms: 7

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoFoundation Type: ConcretePatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1972Year Updated: 1992
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Price History for 5047 Windward Ave

DatePriceEventSource
10/16/2020$935,000Sold
N/A
07/24/2011$3,900ListingRemovedAgent Provided
06/23/2011$3,900PriceChange
Agent Provided
03/12/2011$4,500Listed For RentAgent Provided
03/12/2011$599,000ListingRemovedAgent Provided
07/12/2010$540,000Sold
N/A
05/12/2010$599,000Listed For SaleAgent Provided
09/21/2000$409,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$12,157
Assessment$1,289,900
Home facts updated by county records

Comparable Sales for 5047 Windward Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.05
Single-Family Home
$1,000,000
01/30/26
3
2.5
1,898
0.06
Single-Family Home
$1,000,000
10/17/25
4
3.5
2,753
0.13
Single-Family Home
$1,200,000
06/24/25
3
2.5
2,308
0.16
Single-Family Home
$1,000,000
01/29/26
3
3
2,072
0.13
Single-Family Home
$950,000
07/01/25
3
3
2,198
0.22
Single-Family Home
$1,100,000
06/27/25
3
3
2,519
0.09
Single-Family Home
$1,075,000
11/24/25
3
3.5
2,920
0.16
Single-Family Home
$925,000
12/08/25
3
3
1,964
0.36
Single-Family Home
$725,000
07/03/25
4
3
2,390
0.32
Single-Family Home
$985,000
02/27/26
3
3
2,522

Assigned Schools

These are the assigned schools for 5047 Windward Ave.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Siesta Key

At least 50 Trulia users voted on each feature.
  • 83 % Say people would walk alone at night

  • 80 % Say it's dog friendly

  • 78 % Say it's quiet

  • 74 % Say it's walkable to restaurants

  • 71 % Say car is needed

  • 66 % Say it's walkable to grocery stores

  • 65 % Say yards are well-kept

  • 62 % Say there's holiday spirit

  • 60 % Say streets are well-lit

  • 57 % Say parking is easy

  • 53 % Say there are sidewalks

  • 51 % Say there's wildlife

  • 40 % Say neighbors are friendly

  • 39 % Say they plan to stay for at least 5 years

  • 39 % Say kids play outside

  • 28 % Say there are community events

Learn more about our methodology.
  • Kurt Kravchuk
    "Safe and enjoyable vacation spot if you enjoy long walks on the beach. The sand is powdery and cool!"
  • Diane G.
    "There are no sidewalks in the neighborhood and people speed through without regard to those walking "
  • Jack G.
    "Wonderful beach community with easy access to the village. Sarasota is very close and has terrific restaurants, entertainment, arts and boating access. "
  • Louise E.
    "I’m visiting and what I’ve seen is amazing. Beaches are awesome, feel safe at night and can walk to local amenities. "
  • Louise E.
    "Dog owners Wont like - can’t walk on all beaches, but plenty of pathways and other areas to walk dogs. "
  • MonikaJandera
    "It’s gated, safe and private. Close to everything. People are very nice here. It’s very beautiful and peaceful!"
  • Brittany O.
    "Dog owners are friendly and clean up after. great gated areas as well and speed limits low so chances of anything happening to your pooch are low in my opinion."
  • Ryreilly89 g. c.
    "best beach in America and great bars and restaurants. great way out of the city. great family vacation. "
  • Dtrubish
    "Great vacation location but too difficult to get around during prime weeks. Trolley service has helped a bit but inconsistent schedule."
  • dave
    "Best neighborhood on Siesta Key This end of Tropical Circle provides complete privacy and you are surrounded by natural beauty."
  • Pam C.
    "The north end of Siesta Key is highly desirable and sough after due to being just over the north bridge with easy access on and off the island anytime of year as well as the close proximity to excellent restaurants, shopping and beaches. Truly a coveted spot for all lifestyles."
  • Randy S.
    "I work closeby on Siesta Key and enjoy being 'on the Key' once you learn how to avoid traffic jams. W/in a few blocks you have the popular Siesta Key Village with lots of restaurants and bars."
  • Tweetandmore
    "Stayed here. Pool in lovely landscaped backyard on 1/2 acre. Super quiet. Exclusive private beach. Walking distance to shops and restaurants. No need to drive! Upscale resort-like, laid back setting. Just heaven. "

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Homes for rent near 5047 Windward Ave

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Off Market Homes Near 5047 Windward Ave

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Explore by feature

5047 Windward Ave, Sarasota, FL 34242 is a 4 bedroom, 3 bathroom, 2,295 sqft single-family home built in 1972. This property is not currently available for sale. 5047 Windward Ave was last sold on Oct 16, 2020 for $935,000. The current Trulia Estimate for 5047 Windward Ave is $1,536,100.