438 Webbs Cv, Osprey, FL 34229
OFF MARKET

438 Webbs Cv
Osprey, FL 34229

  • 3 Beds
  • 3.5 Baths
  • 3,655 sqft (on 0.43 acres)

$1,490,000

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $9,139/mo*
Refinance Your Home

$1,490,000

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $9,139/mo*
Refinance Your Home
3 Beds
3.5 Baths
3,655 sqft
(on 0.43 acres)

Local Information

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

Description

This custom-designed executive home sits beautifully on a large, lakefront lot at the end of a quiet cul-de-sac. Built by Bamboo Homes, it has the trademark large, arched windows making the home incredibly light and bright. The rooms are very generous, giving it an extremely gracious and elegant feeling, perfect for entertaining, and the flow is perfect. An enormous living room with beautiful French doors allow for long views of the pool and lake. The dining room is most interesting due to its octagonal shape and two built-in butler's pantries. The kitchen is very large and has tremendous work areas and storage and opens into the generous family room with fireplace for more informal living. A huge master suite with sitting/office area and large walk-in closets allow the master couple to be quite pampered. The lot is lovely with its mature landscaping and the pool area is perfect as it is uncovered and yet has lovely fencing to give it privacy and seclusion. The Oaks Bayside is a very special community with incredible amounts of common area for the residents to enjoy. Just across the road is the wonderful Oaks Club with both fine and casual dining, two 18-hole golf courses, world-class tennis and an Olympic-sized pool. Located at the south end of Sarasota, the community is very central to get to the fabulous beaches of Siesta Key, a tremendous amount of shopping and dining options and the vibrant downtown with its many cultural and entertainment offerings.
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, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 438 Webbs Cv

Interior Features

Heating & Cooling
Heating: Forced Air, Heat Pump, ElectricAir ConditioningCooling System: Central, OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: TileGated Entry
Interior Details
AtticNumber of Rooms: 10Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Recreation Room, Solarium AtriumWet BarCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileExterior: Other, StuccoFoundation Type: ConcreteGardenLawnPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1989Year Updated: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.43 acres

Building

Community rooms
Fitness Center
Fitness & Sports
Tennis Court

Additional Information

Sport Court

Price History for 438 Webbs Cv

DatePriceEventSource
11/13/2020$605,000Sold
N/A
10/19/2020$650,000PendingAgent Provided
09/16/2020$650,000Listed For SaleAgent Provided
06/13/2020$630,000ListingRemovedAgent Provided
11/11/2019$630,000PriceChange
Agent Provided
11/02/2019$640,000PriceChange
Agent Provided
10/16/2019$650,000PriceChange
Agent Provided
07/07/2019$700,000PriceChange
Agent Provided
06/13/2019$789,900Listed For SaleAgent Provided
05/19/2015$530,000Sold
N/A
03/19/2015$629,000PendingAgent Provided
11/27/2014$629,000Listed For SaleAgent Provided
10/20/2014$689,000ListingRemovedAgent Provided
03/19/2014$689,000PriceChange
Agent Provided
05/11/2013$729,900Listed For SaleAgent Provided
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$14,961
Assessment$1,249,600
Home facts updated by county records

Comparable Sales for 438 Webbs Cv

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
282 Shell Midden Ct, Osprey, FL
0.15
Single-Family Home
$1,405,000
07/11/25
3
4.5
3,699
325 Osprey Point Dr, Osprey, FL
0.19
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
137 Osprey Point Dr, Osprey, FL
0.18
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
230 Osprey Point Dr, Osprey, FL
0.22
Single-Family Home
$2,400,000
06/02/25
3
3.5
3,586
133 Osprey Point Dr, Osprey, FL
0.14
Single-Family Home
$23,413
02/26/26
4
3
4,099
370 Sugar Mill Dr, Osprey, FL
0.21
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
67 Sugar Mill Dr, Osprey, FL
0.39
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
1828 Mova St, Sarasota, FL
0.83
Single-Family Home
$667,500
11/21/25
3
3
3,157
51 Webb St, Osprey, FL
0.70
Single-Family Home
$570,000
04/03/26
3
2.5
2,130
112 Osprey Point Dr, Osprey, FL
0.16
Single-Family Home
$2,315,000
10/30/25
4
5.5
8,635

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 438 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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 438 Webbs Cv

Skip to last item
Skip to first item

Off Market Homes Near 438 Webbs Cv

Skip to last item
Skip to first item

Homes for rent near 438 Webbs Cv

Skip to last item
Skip to first item
438 Webbs Cv, Osprey, FL 34229 is a 3 bedroom, 4 bathroom, 3,655 sqft single-family home built in 1989. This property is not currently available for sale. 438 Webbs Cv was last sold on Nov 13, 2020 for $605,000. The current Trulia Estimate for 438 Webbs Cv is $1,490,000.