22 Webb St, Osprey, FL 34229
OFF MARKET

22 Webb St
Osprey, FL 34229

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

$320,600

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $1,700/mo*

$320,600

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $1,700/mo*
2 Beds
1 Bath
798 sqft
(on 0.64 acres)

Local Information

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

Description

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!
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
Porch, Patio, Deck
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 22 Webb St

DatePriceEventSource
11/26/2020$340,000ListingRemovedAgent Provided
10/05/2020$340,000PriceChange
Agent Provided
08/20/2020$350,000Listed For SaleN/A
09/23/2016$199,000ListingRemovedAgent Provided
09/13/2016$199,000Listed For SaleAgent Provided
06/18/1999$89,900Sold
N/A
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Property Tax and Assessment

Year2025
Tax$1,564
Assessment$299,900
Home facts updated by county records

Comparable Sales for 22 Webb St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.19
Single-Family Home
$68,000
03/26/26
2
1
816
0.25
Single-Family Home
$85,000
01/30/26
2
1
869
0.21
Single-Family Home
$475,000
03/26/26
2
1
940
0.29
Single-Family Home
$175,000
02/23/26
2
1
732
0.52
Single-Family Home
$430,000
05/19/26
2
1
884
0.28
Single-Family Home
$200,000
10/06/25
3
2
1,284
0.28
Single-Family Home
$358,000
11/13/25
2
2
1,503
0.73
Single-Family Home
$395,000
06/16/25
2
1.5
714
0.23
Single-Family Home
$350,000
10/16/25
3
2
1,360
0.06
Single-Family Home
$570,000
04/03/26
3
2.5
2,130

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

  • 53 % Say neighbors are friendly

  • 48 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say there are community events

  • 40 % Say it's walkable to grocery stores

  • 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. "
  • 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 "
  • 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."
  • 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."
  • Bob T.
    "Neighborhood is pet friendly. Wide road we walking dogs. Only problem noticed now is daily construction vehicles speeding in neighborhood."
  • 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."
  • Brenda F. D.
    "Neighborhood is beautiful love the area close to everything and beaches and shopping . Local restaurant "
  • 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."
  • 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."
  • info
    "Centrally located, minutes to beaches and shopping"
  • 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. "
  • 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. "
  • 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. "

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22 Webb St, Osprey, FL 34229 is a 2 bedroom, 1 bathroom, 798 sqft single-family home built in 1940. This property is not currently available for sale. 22 Webb St was last sold on Jun 18, 1999 for $89,900. The current Trulia Estimate for 22 Webb St is $320,600.