209 Willow Bend Way, Osprey, FL 34229
OFF MARKET

$569,300

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,150 sqft

209 Willow Bend Way, Osprey, FL 34229

Est. Refi. Payment $3,611/mo*
Refinance Your Home
Currently Off Market - Sold Dec 13, 2002 for $279,900

Home Value

Trulia Estimate
$569K
Since last month
Decreased$500 (-0.1%)
Since last year
Increased$27K (+4.9%)
Since last sale
Increased$289K (+103.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +43% in the last 10 years
MonthEstimated value
2026
August 2026$569K
August 2026$568K
July 2026$570K
June 2026$574K
May 2026$569K
April 2026$567K
March 2026$570K
February 2026$581K
January 2026$571K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
826 OAK BRIAR LANE, Osprey, FL
0.06
Single-Family Home
$700,000
10/08/25
4
3
2,589
178 WILLOW BEND WAY, Osprey, FL
0.07
Single-Family Home
$635,000
01/29/26
3
2
1,889
408 PARK TRACE BOULEVARD, Osprey, FL
0.26
Single-Family Home
$570,000
08/26/26
3
3
1,840
162 WILLOW BEND WAY, Osprey, FL
0.10
Single-Family Home
$689,000
03/06/26
4
3
2,661
146 WILLOW BEND WAY, Osprey, FL
0.13
Single-Family Home
$669,000
04/07/26
4
3
2,540
471 PARK TRACE BOULEVARD, Osprey, FL
0.19
Single-Family Home
$660,000
03/10/26
4
3
2,267
866 OAK BRIAR LANE, Osprey, FL
0.07
Single-Family Home
$685,000
01/30/26
4
2
2,434
127 PARK TRACE BOULEVARD, Osprey, FL
0.13
Single-Family Home
$789,000
07/24/26
3
2
2,463
319 PARK TRACE BOULEVARD, Osprey, FL
0.16
Single-Family Home
$715,000
03/17/26
4
3
2,551
104 PARK TRACE BOULEVARD, Osprey, FL
0.19
Single-Family Home
$545,000
07/10/26
4
3
2,557

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
826 OAK BRIAR LANE, Osprey, FL 34229
0.06
$691,700
4
3
2,589
Off Market
193 WILLOW BEND WAY, Osprey, FL 34229
0.03
$720,000
3
3
2,658
Off Market
866 OAK BRIAR LANE, Osprey, FL 34229
0.07
$685,000
4
2
2,434
Recently Sold
178 WILLOW BEND WAY, Osprey, FL 34229
0.07
$635,000
3
2
1,889
Recently Sold
801 OAK BRIAR LANE, Osprey, FL 34229
0.12
$750,300
4
3
2,330
Off Market
168 PARK TRACE BOULEVARD, Osprey, FL 34229
0.11
$825,500
4
3
2,778
Off Market
144 PARK TRACE BOULEVARD, Osprey, FL 34229
0.12
$850,000
4
3
2,468
For Sale
127 PARK TRACE BOULEVARD, Osprey, FL 34229
0.13
$789,000
3
2
2,463
Recently Sold
184 PARK TRACE BOULEVARD, Osprey, FL 34229
0.12
$956,100
5
4.5
3,420
Off Market
162 WILLOW BEND WAY, Osprey, FL 34229
0.10
$689,000
4
3
2,661
Recently Sold
146 WILLOW BEND WAY, Osprey, FL 34229
0.13
$669,000
4
3
2,540
Recently Sold
201 EAGLENOOK WAY, Osprey, FL 34229
0.17
$1,014,000
4
3
3,379
Recently Sold

Local Information

  • Map ViewExplore the area around 209 Willow Bend Way.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2002
2,150 sqft
$265/sqft
Garage

About this House

This single-family home is located at 209 Willow Bend Way, Osprey, FL. 209 Willow Bend Way is in Osprey, FL and in ZIP code 34229. This property has 3 bedrooms, 3 bathrooms and approximately 2,150 sqft of floor space. This property has a lot size of 10018 sqft and was built in 2002.
209 Willow Bend Way, Osprey, FL 34229 is a 3 bedroom, 3 bathroom, 2,150 sqft single-family home built in 2002. It last sold for $279,900 on Dec 13, 2002. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $569,300, with a rent estimate of $4,096/month.

Home Details for 209 Willow Bend Way

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Other, Carpet
Interior Details
Number of Rooms: 7
Heating & Cooling
Air Conditioning

Exterior Features

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

Property Information

Year Built
Year Built: 2002Year Updated: 2002
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Dec 13, 2002
Source: N/A
Sold
$279,900

Market trends in Osprey

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
133
7MoM

Around this home

What Locals Say about Osprey

At least 46 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 87 % Say it's dog friendly

  • 85 % Say it's quiet

  • 84 % Say parking is easy

  • 75 % Say people would walk alone at night

  • 74 % Say there's wildlife

  • 67 % Say yards are well-kept

  • 67 % Say there's holiday spirit

  • 64 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 48 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say it's walkable to grocery stores

  • 41 % Say there are community events

  • 31 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Lindsey W.
    "It’s a quiet and low key suburb area of Sarasota county. It’s very accessible to I-75 and Nokomis beach and about a 25 minute drive to siesta key beach. "
    4
    Flag
  • Mary V.
    "I am retired now but my commute to Stickney Point was only about 10 min and downtown was about 25 min during rush hour when there is no construction "
    0
    Flag
  • Mary V.
    "Pineview School is very close, nice safe area for children. CVS and Publix are also close, as well as Historic Spanish Pointe. The beach is ten minutes or less."
    3
    Flag
  • Bob T.
    "I don’t commute....retired. There are no sidewalks here and our street has a large amount of speeders making walking dangerous. Some neighbors park on the county right of way destroying our water flow/drainage which has caused flooding here. Many homes are unkept even though there is an active hoa."
    14
    Flag
  • Bob T.
    "Neighborhood is pet friendly. Wide road we walking dogs. Only problem noticed now is daily construction vehicles speeding in neighborhood."
    1
    Flag
  • Larysathor
    "Well, the Mother Nature taking its tall, water level raised over last ten years and a lot of beaches are washed out to nonexistence."
    0
    Flag
  • Brenda F. D.
    "Neighborhood is beautiful love the area close to everything and beaches and shopping . Local restaurant "
    1
    Flag
  • Michelle C.
    "I've lived in this neighborhood for twenty years +. My neighbors are the friendliest. We all look out for each other and lend a hand when needed. Can't think of anywhere else I'd want to live."
    0
    Flag
  • nancybuscher
    "This quiet, beautifully landscaped, pet friendly subdivision is close to beaches, shopping, restaurants, cultural events in Sarasota and Venice, beside Oscar Scherer State Park for hickers & boaters, and has easy access to airports by way of US41 & I-75."
    0
    Flag
  • info
    "Centrally located, minutes to beaches and shopping"
    1
    Flag
  • bookwoman39
    "Wonderful community, close to Sarasota and all restaurants, cultural activities, etc. The condo development is a designated bird sanctuary. Nice pools, exercise room, community room. Good neighbors. What the development lacks is diversity. "
    0
    Flag
  • trishmainey1111
    "Osprey Florida is one of the most beautiful, accessible communities in Florida. Ten minutes to the white sands beach and ten minutes to I-75. "
    1
    Flag
  • Gail L.
    "I work here, belong to the club and have lived in the neighborhood for the last 12 years it is one of 5 golf communities I have belonged to and bar none my favorite due to the people that live here. They are multicultural, down to earth and just fabulous. This is a community that rates above the rest . it is very common for folks to move up and down in house sizes and styles as their lifestyles change. Give me a call as I'd love to show you around. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 209 Willow Bend Way

  • What is 209 Willow Bend Way estimated to be worth?
    Trulia's estimated value for 209 Willow Bend Way in Osprey, FL is $569,300.
  • What is the price history for 209 Willow Bend Way?
    209 Willow Bend Way in Osprey, FL last sold for $279,900 in December 2002.
  • Is Osprey a buyer's or seller's market?
    Osprey is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Osprey?
    Residents describe Osprey, FL as dog-friendly, quiet, and easy to park in. Most residents say you need a car. See recently sold homes in Osprey, FL.
  • Does 209 Willow Bend Way have a pool?
    Yes, 209 Willow Bend Way in Osprey, FL has a pool.
  • How big is the lot at 209 Willow Bend Way?
    The lot at 209 Willow Bend Way in Osprey, FL is about 0.23 acres (10,018 sq ft).

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Off Market Homes Near 209 Willow Bend Way

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