500 Webbs Cv, Osprey, FL 34229
OFF MARKET

500 Webbs Cv
Osprey, FL 34229

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

$1,316,500

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $8,070/mo*
Refinance Your Home

$1,316,500

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $8,070/mo*
Refinance Your Home
3 Beds
3.5 Baths
3,400 sqft
(on 0.34 acres)

Local Information

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

Description

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.
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, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 500 Webbs Cv

Interior Features

Heating & Cooling
Heating: Heat Pump, Other, 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 History for 500 Webbs Cv

DatePriceEventSource
04/17/2015$683,000Sold
Stellar MLS #A3998174
12/17/2014$799,000PriceChange
Agent Provided
09/16/2014$815,000PriceChange
Agent Provided
05/16/2014$875,000PriceChange
Agent Provided
11/01/2013$1,075,000Listed For SaleAgent Provided
07/18/2013$1,290,000ListingRemovedAgent Provided
02/16/2013$1,290,000Listed For SaleAgent Provided
12/21/2009$940,000Sold
N/A
12/21/2006$1,185,000Sold
Stellar MLS #A303166
06/01/2005$725,000Sold
Stellar MLS #A273801
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Property Tax and Assessment

Year2025
Tax$7,469
Assessment$1,094,900
Home facts updated by county records

Comparable Sales for 500 Webbs Cv

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
137 Osprey Point Dr, Osprey, FL
0.10
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
282 Shell Midden Ct, Osprey, FL
0.12
Single-Family Home
$1,405,000
07/11/25
3
4.5
3,699
325 Osprey Point Dr, Osprey, FL
0.29
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
230 Osprey Point Dr, Osprey, FL
0.19
Single-Family Home
$2,400,000
06/02/25
3
3.5
3,586
133 Osprey Point Dr, Osprey, FL
0.06
Single-Family Home
$23,413
02/26/26
3
3
3,679
1828 Mova St, Sarasota, FL
0.80
Single-Family Home
$667,500
11/21/25
3
3
3,157
67 Sugar Mill Dr, Osprey, FL
0.48
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
105 Turquoise Ln, Osprey, FL
0.64
Single-Family Home
$995,000
03/05/26
3
2
2,606
370 Sugar Mill Dr, Osprey, FL
0.26
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
51 Webb St, Osprey, FL
0.77
Single-Family Home
$570,000
04/03/26
3
2.5
2,130

Nearby homes

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Assigned Schools

These are the assigned schools for 500 Webbs Cv.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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. "
    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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500 Webbs Cv, Osprey, FL 34229 is a 3 bedroom, 4 bathroom, 3,400 sqft single-family home built in 1983. This property is not currently available for sale. 500 Webbs Cv was last sold on Apr 17, 2015 for $683,000. The current Trulia Estimate for 500 Webbs Cv is $1,316,500.