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

111 Webb St
Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,530 sqft (on 0.27 acres)

$465,500

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,929/mo*
Refinance Your Home

$465,500

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,929/mo*
Refinance Your Home
3 Beds
2 Baths
1,530 sqft
(on 0.27 acres)

Home Value

Trulia Estimate
$466K
Since last month
Decreased$1K (-0.3%)
Since last year
Increased$6K (+1.3%)
Since last sale
Increased$150K (+47.7%)
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 +154% in the last 10 years
MonthEstimated value
2026
August 2026$465K
July 2026$467K
June 2026$475K
May 2026$472K
April 2026$471K
March 2026$473K
February 2026$472K
January 2026$462K
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
212 WASHINGTON AVENUE, Osprey, FL
0.20
Single-Family Home
$416,400
04/24/26
3
2
1,478
51 WEBB STREET, Osprey, FL
0.03
Single-Family Home
$570,000
04/03/26
3
2.5
2,130
444 WASHINGTON AVENUE, Osprey, FL
0.34
Single-Family Home
$200,000
10/06/25
3
2
1,284
240 PATTERSON AVENUE, Osprey, FL
0.31
Single-Family Home
$350,000
10/16/25
3
2
1,360
115 GREEN STREET, Osprey, FL
0.35
Single-Family Home
$358,000
11/13/25
2
2
1,503
38 W BAY STREET, Osprey, FL
0.19
Single-Family Home
$865,000
02/10/26
3
2
2,124
222 GLENWOOD AVENUE, Osprey, FL
0.36
Single-Family Home
$300,000
06/15/26
2
2
952
26 BAY ACRES AVENUE, Osprey, FL
0.50
Single-Family Home
$479,000
09/10/25
3
2
1,904
315 BAYSHORE DRIVE, Osprey, FL
0.49
Single-Family Home
$527,500
02/27/26
3
3
2,384
32 BAY AVENUE, Osprey, FL
0.64
Single-Family Home
$400,000
06/05/26
2
2
2,148

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
0.03
$570,000
3
2.5
2,130
Recently Sold
162 PUESTA DEL SOL, Osprey, FL 34229
0.03
$2,336,600
4
4.5
4,747
Off Market
110 PINE AVENUE, Osprey, FL 34229
0.10
$649,000
3
2
2,058
For Sale
3820 PARROT BAY COURT LOT 9, Osprey, FL 34229
0.16
$825,000
-
-
-
For Sale
212 WASHINGTON AVENUE, Osprey, FL 34229
0.20
$420,000
3
2
1,478
For Sale
38 W BAY STREET, Osprey, FL 34229
0.19
$865,000
3
2
2,124
Recently Sold
242 WASHINGTON AVENUE, Osprey, FL 34229
0.21
$182,500
2
1
630
Off Market
133 W BAY STREET, Osprey, FL 34229
0.21
$1,955,000
4
4
3,168
Off Market
133 W BAY STREET LOT 1, Osprey, FL 34229
0.21
-
-
-
-
Off Market
34 WASHINGTON AVENUE LOT 67, Osprey, FL 34229
0.25
$475,000
-
-
-
Recently Sold
208 PENNSYLVANIA AVENUE, Osprey, FL 34229
0.25
$259,000
3
2
900
Off Market
214 PATTERSON AVENUE, Osprey, FL 34229
0.31
$297,200
3
2
1,092
Off Market

Local Information

  • Map ViewExplore the area around 111 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
1954
Lot Size
0.27 acres
Living Area
1,530 sqft
Price/Sqft
$304
Parking
Garage

About this House

Owner will entertain all reasonable offers. ATTENTION OUTDOOR LOVERS, BRING YOUR KAYAKS & PADDLEBOARDS TO THIS BEAUTIFULLY UPDATED 3/4 BR HOME. ONLY TWO HOUSES DOWN FROM THE BAY ON THIS DEAD END STREET. NO HOA & PLENTY OF ROOM FOR YOUR BOAT OR RV. THIS HOME IS DECEIVING AS MUCH BIGGER THAN IT APPEARS FROM OUTSIDE VERY DEEP HOME. LARGE EAT IN KITCHEN 29 X 20 WITH STAINLESS APPLIANCES, GRANITE, LARGE PANTRY AND DESK AREA. LAMINATE FLOORS IN LIVING ROOM AND GUEST BR. NEW CARPET IN MASTER SUITE LEAD TO DECK OFF PRIVATE BACKYARD. LARGE CARRIAGE SHED OUT BACK TO STORE YOUR WATER TOYS & BIKES ALONG WITH PLENTY OF BUILT IN SHELVING IN GARAGE . GUEST BR COULD BE NICE IN LAW SET UP WITH SEPARATE DOOR ENTRY. HARDIPLANK SIDING FOR EASY MAINTENANCE ON EXTERIOR. ENJOY THE BEAUTIFUL SUNSETS OVERLOOKING THE BAY ONTO CASEY KEY JUST 2 DOORS DOWN AND WATCH THE CREW TEAMS TRAIN OR LAUNCH YOUR OWN KAYAK. GREAT LOCATION CLOSE TO SHOPPING, RESTAURANTS, POST OFFICE & THE HIGHLY SOUGHT AFTER PINE VIEW SCHOOL SYSTEM. DON'T MISS THIS GREAT OPPORTUNITY! MILLION DOLLAR HOMES ABUTT THIS GEM. SELLER WILL CONTRIBUTE TOWARDS BUYERS CLOSING COSTS. COMES WITH 13 MOS WARRANTY THROUGH HOME WARRANTY OF AMERICA Platinum Coverage. Some rooms may be virtually staged.
111 Webb St, Osprey, FL 34229 is a 3 bedroom, 2 bathroom, 1,530 sqft single-family home built in 1954. It last sold for $315,000 on Nov 1, 2017. It is currently off market. The Trulia Estimate is $465,500, with a rent estimate of $2,838/month.

Home Details for 111 Webb St

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Laminate
Interior Details
Number of Rooms: 5
Appliances & Utilities
DryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherFoundation Type: Concrete
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1954Year Updated: 1970
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.27 acres

Price and Tax history

DateEventPrice
Dec 21, 2024
Source: Stellar MLS #A4629594
ListingRemoved
$625,000
Dec 11, 2024
Source: Stellar MLS #A4629594
Pending
$625,000
Nov 27, 2024
Source: Stellar MLS #A4629594
Listed For Sale
$625,000
Nov 1, 2017
Source: N/A
Sold
$315,000
Oct 20, 2017
Source: Agent Provided
Pending
$324,900

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 111 Webb St

  • What is 111 Webb St estimated to be worth?
    Trulia's estimated value for 111 Webb St in Osprey, FL is $465,500.
  • What is the price history for 111 Webb St?
    111 Webb St in Osprey, FL last sold for $315,000 in November 2017.
  • 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 111 Webb St have air conditioning?
    Yes, 111 Webb St in Osprey, FL has air conditioning.
  • Does 111 Webb St have laundry facilities?
    Yes, 111 Webb St in Osprey, FL has in-unit laundry.

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Off Market Homes Near 111 Webb St

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