22 Webb St, Osprey, FL 34229
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Property image
OFF MARKET

22 Webb St
Osprey, FL 34229

  • 2 Beds
  • 1 Bath
  • 798 sqft (on 0.64 acres)

$322,000

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,049/mo*
Refinance Your Home

$322,000

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,049/mo*
Refinance Your Home
2 Beds
1 Bath
798 sqft
(on 0.64 acres)

Home Value

Trulia Estimate
$322K
Since last month
Decreased$15K (-4.4%)
Since last year
Decreased$18K (-5.2%)
Since last sale
Increased$226K (+251.6%)
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 +118% in the last 10 years
MonthEstimated value
2026
August 2026$316K
July 2026$331K
June 2026$329K
May 2026$320K
April 2026$320K
March 2026$333K
February 2026$326K
January 2026$326K
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
326 Palmetto Ave, Osprey, FL
0.19
Single-Family Home
$68,000
03/26/26
2
1
816
116 Ogburn St, Osprey, FL
0.25
Single-Family Home
$85,000
01/30/26
2
1
869
34 Washington Ave, Osprey, FL
0.21
Single-Family Home
$475,000
03/26/26
2
1
940
216 GLENWOOD AVENUE, Osprey, FL
0.29
Single-Family Home
$175,000
02/23/26
2
1
732
328 E BAY STREET, Osprey, FL
0.52
Single-Family Home
$430,000
05/19/26
2
1
884
222 GLENWOOD AVENUE, Osprey, FL
0.29
Single-Family Home
$300,000
06/15/26
2
2
952
444 WASHINGTON AVENUE, Osprey, FL
0.28
Single-Family Home
$200,000
10/06/25
3
2
1,284
212 WASHINGTON AVENUE, Osprey, FL
0.12
Single-Family Home
$416,400
04/24/26
3
2
1,478
115 GREEN STREET, Osprey, FL
0.28
Single-Family Home
$358,000
11/13/25
2
2
1,503
240 PATTERSON AVENUE, Osprey, FL
0.23
Single-Family Home
$350,000
10/16/25
3
2
1,360

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
51 WEBB STREET, Osprey, FL 34229
0.06
$570,000
3
2.5
2,130
Recently Sold
110 PINE AVENUE, Osprey, FL 34229
0.11
$649,000
3
2
2,058
For Sale
162 PUESTA DEL SOL, Osprey, FL 34229
0.11
$2,336,600
4
4.5
4,747
Off Market
212 WASHINGTON AVENUE, Osprey, FL 34229
0.12
$420,000
3
2
1,478
For Sale
242 WASHINGTON AVENUE, Osprey, FL 34229
0.13
$181,800
2
1
630
Off Market
3820 PARROT BAY COURT LOT 9, Osprey, FL 34229
0.18
$825,000
-
-
-
For Sale
208 PENNSYLVANIA AVENUE, Osprey, FL 34229
0.18
$259,000
3
2
900
Off Market
38 W BAY STREET, Osprey, FL 34229
0.21
$865,000
3
2
2,124
Recently Sold
34 WASHINGTON AVENUE LOT 67, Osprey, FL 34229
0.21
$475,000
-
-
-
Recently Sold
214 PATTERSON AVENUE, Osprey, FL 34229
0.23
$297,200
3
2
1,092
Off Market
133 W BAY STREET, Osprey, FL 34229
0.26
$1,936,700
4
4
3,168
Off Market
133 W BAY STREET LOT 1, Osprey, FL 34229
0.26
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 22 Webb St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1940
Lot Size
0.64 acres
Living Area
798 sqft
Price/Sqft
$404
Parking
Garage

About this House

ACREAGE near PINE VIEW. PINE VIEW LAND w/Original Florida Home. Fixer upper or BUILD!!! NO HOA. NO CDD. OSPREY WEST OF TRAIL w/NEW COMMUNITY FISHING PIER. Discover a once-in-a-lifetime opportunity to RESTORE, BUILD, or DEVELOP on .6 acres one block from Sarasota Bay in scenic, historic Osprey just south of The Oaks. Dating back to the late 1800's and known as one of the first areas to be settled, this sweeping corner lot captures a true sense of Old Florida, while offering exciting new possibilities. The options include the creation of a dream principal estate compound to or to build new. Alternatively, a buyer can opt to develop an enclave of tiny homes. Main Street Osprey gives you access to fishing, kayak launch and paddle boarding. Watch the sunset. Positioned between the world-class destinations of Sarasota and Venice, is the best of both worlds with a small town feeling with canopy'd tree-lined streets that end with glimpses of Sarasota Bay, and is minutes from vibrant shops, restaurants, arts and culture of downtown Sarasota. This remarkable waterfront community has no HOA and invites you to become the next chapter of its history. The house has a wood deck in the front and a screened lanai in the back with hot tube. As you walk into the house, there is a dining area that leads into the living room. The master bedroom has slider doors with laminate flooring. Cute kitchen area with breakfast bar. Through the kitchen leads into the bonus room and laundry room. There is a door off the laundry room that opens into a large fenced area. This is the perfect property for a car collector, mechanic or someone that needs a large workshop. The 3 car garage offers plenty of space and/or storage and there is additional parking near the garage and in front of the house. The property is a short walk to the bay and close proximity to Siesta Key, the Jetty's and Historic Spanish Point. Enjoy the best of Venice, Osprey, Nokomis and Sarasota in this perfectly centralize location!
22 Webb St, Osprey, FL 34229 is a 2 bedroom, 1 bathroom, 798 sqft single-family home built in 1940. It last sold for $89,900 on Jun 18, 1999. It is currently off market. The Trulia Estimate is $322,000, with a rent estimate of $1,988/month.

Home Details for 22 Webb St

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 5Ceiling Fan
Appliances & Utilities
Refrigerator
Levels, Entrance, & Accessibility
Floors: Laminate, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: Built UpDeckExterior: OtherFoundation Type: PiersPatioPorch
Parking & Garage
GarageParking Spaces: 3Parking: Garage Detached

Property Information

Year Built
Year Built: 1940Year Updated: 1970
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.64 acres

Price and Tax history

DateEventPrice
Nov 26, 2020
Source: Agent Provided
ListingRemoved
$340,000
Oct 5, 2020
Source: Agent Provided
PriceChange
$340,000
Price decreased by 3%
Aug 20, 2020
Source: N/A
Listed For Sale
$350,000
Sep 23, 2016
Source: Agent Provided
ListingRemoved
$199,000
Sep 13, 2016
Source: Agent Provided
Listed For Sale
$199,000

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
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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

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Homes for sale near 22 Webb St

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Off Market Homes Near 22 Webb St

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Frequently asked questions about 22 Webb St

  • What is 22 Webb St estimated to be worth?
    Trulia's estimated value for 22 Webb St in Osprey, FL is $322,000.
  • What is the price history for 22 Webb St?
    22 Webb St in Osprey, FL last sold for $89,900 in June 1999.
  • 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 22 Webb St have air conditioning?
    Yes, 22 Webb St in Osprey, FL has air conditioning.
  • How big is the lot at 22 Webb St?
    The lot at 22 Webb St in Osprey, FL is about 0.64 acres (27,839 sq ft).