500 Webbs Cv, Osprey, FL 34229
OFF MARKET

$1,305,200

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 3,400 sqft (on 0.34 acres)

500 Webbs Cv, Osprey, FL 34229

Est. Refi. Payment $8,056/mo*
Refinance Your Home
Currently Off Market - Sold Apr 17, 2015 for $683,000

Home Value

Trulia Estimate
$1.3M
Since last month
Increased$7K (+0.5%)
Since last year
Increased$25K (+2%)
Since last sale
Increased$617K (+90.4%)
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 +68% in the last 10 years
MonthEstimated value
2026
August 2026$1.3M
July 2026$1.29M
June 2026$1.33M
May 2026$1.32M
April 2026$1.33M
March 2026$1.35M
February 2026$1.34M
January 2026$1.31M
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
137 OSPREY POINT DRIVE, Osprey, FL
0.10
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
133 Osprey Point Dr, Osprey, FL
0.06
Single-Family Home
$1,054,284
06/29/26
4
3
4,099
76 OSPREY POINT DRIVE, Osprey, FL
0.18
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
325 OSPREY POINT DRIVE, Osprey, FL
0.29
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
25 SUGAR MILL DRIVE, Osprey, FL
0.42
Single-Family Home
$1,300,000
07/22/26
3
3.5
3,066
919 TRANQUILITY CIRCLE, Osprey, FL
0.59
Single-Family Home
$750,000
08/14/26
4
3.5
2,854
903 TRANQUILITY CIRCLE, Osprey, FL
0.60
Single-Family Home
$780,000
08/25/26
3
3
2,622
140 SUGAR MILL DRIVE, Osprey, FL
0.52
Single-Family Home
$1,325,000
06/16/26
4
4
3,286
1828 MOVA STREET, Sarasota, FL
0.80
Single-Family Home
$667,500
11/21/25
3
3
3,157
67 SUGAR MILL DRIVE, Osprey, FL
0.48
Single-Family Home
$1,850,000
11/07/25
4
4
4,020

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
101 OSPREY POINT DRIVE, Osprey, FL 34229
0.08
$4,790,000
4
5.5
5,087
For Sale
460 WEBBS COVE, Osprey, FL 34229
0.05
$2,631,800
3
4
5,479
Off Market
442 WEBBS COVE, Osprey, FL 34229
0.08
$2,347,300
3
3.5
3,768
Off Market
112 OSPREY POINT DRIVE, Osprey, FL 34229
0.11
$2,315,000
4
5.5
8,635
Recently Sold
453 WEBBS COVE, Osprey, FL 34229
0.08
$1,666,200
3
3.5
3,953
Off Market
137 OSPREY POINT DRIVE, Osprey, FL 34229
0.10
$1,285,000
4
3
3,303
Recently Sold
143 OSPREY POINT DRIVE, Osprey, FL 34229
0.11
$575,000
-
-
-
For Sale
282 SHELL MIDDEN COURT, Osprey, FL 34229
0.12
-
3
4.5
3,699
Off Market
75 OSPREY POINT DRIVE, Osprey, FL 34229
0.16
$1,595,000
4
4
4,001
For Sale
148 OSPREY POINT DRIVE LOT 35, Osprey, FL 34229
0.14
-
-
-
-
Off Market
76 OSPREY POINT DRIVE, Osprey, FL 34229
0.18
$1,450,000
3
4.5
4,364
Recently Sold
252 OSPREY POINT DRIVE, Osprey, FL 34229
0.18
$1,856,900
4
3.5
3,780
Off Market

Local Information

  • Map ViewExplore the area around 500 Webbs Cv.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1983
Lot Size
0.34 acres
Living Area
3,400 sqft
Price/Sqft
$384
Parking
Garage

About this House

A Destination...In the exclusive Oaks Club/Bayside community on an elevated lot on one of the most desirable streets near the reflecting pond and community dock area with beautiful landscaping and a wonderful view of A serene Lake. The home is a renovated Bo MacEwen house featuring three separate bedroom suites including a Master suite with his/her dressing rooms, den w/wet bar, gourmet galley kitchen, sunny breakfast room, heated pool/screened lanai, oversized garage and exquisite appointments (crown molding, custom cabinetry, travertine marble floors, high quality appliances, French doors, etc.). Exceptional value ...Almost $700k invested since 2005 for new kitchen, paver driveway, pool cage deck, custom cabinetry, enlargement of garage, plantation shutters, custom garage doors, landscaping, pool heater, water heater, three HVAC units. The community has an active club featuring, golf, tennis and social activities.
500 Webbs Cv, Osprey, FL 34229 is a 3 bedroom, 4 bathroom, 3,400 sqft single-family home built in 1983. It last sold for $683,000 on Apr 17, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,305,200, with a rent estimate of $6,168/month.

Home Details for 500 Webbs Cv

Interior Features

Heating & Cooling
Heating: Heat Pump, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Other, Carpet, HardwoodGated Entry
Interior Details
Additional StorageAtticNumber of Rooms: 9Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Solarium Atrium, Sun RoomStorageWet BarCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Jetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Other, TileDeckExterior: StuccoFoundation Type: ConcreteLawnPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1983Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.34 acres

Price and Tax history

DateEventPrice
Apr 17, 2015
Source: Stellar MLS #A3998174
Sold
$683,000
Dec 17, 2014
Source: Agent Provided
PriceChange
$799,000
Price decreased by 2%
Sep 16, 2014
Source: Agent Provided
PriceChange
$815,000
Price decreased by 7%
May 16, 2014
Source: Agent Provided
PriceChange
$875,000
Price decreased by 19%
Nov 1, 2013
Source: Agent Provided
Listed For Sale
$1,075,000

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

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 500 Webbs Cv

  • What is 500 Webbs Cv estimated to be worth?
    Trulia's estimated value for 500 Webbs Cv in Osprey, FL is $1,305,200.
  • What is the price history for 500 Webbs Cv?
    500 Webbs Cv in Osprey, FL last sold for $683,000 in April 2015.
  • 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 500 Webbs Cv have air conditioning?
    Yes, 500 Webbs Cv in Osprey, FL has air conditioning.
  • Does 500 Webbs Cv have a pool?
    Yes, 500 Webbs Cv in Osprey, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Pool

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