497 Webbs Cv, Osprey, FL 34229
OFF MARKET

497 Webbs Cv
Osprey, FL 34229

  • 5 Beds
  • 6.5 Baths
  • 6,863 sqft

$2,033,400

Trulia Estimate
as of Jun 27, 2026
Est. Refi. Payment $12,296/mo*
Refinance Your Home

$2,033,400

Trulia Estimate
as of Jun 27, 2026
Est. Refi. Payment $12,296/mo*
Refinance Your Home
5 Beds
6.5 Baths
6,863 sqft

Local Information

  • Map ViewExplore the area around 497 Webbs Cv.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

MAGNIFICENT UPDATED ESTATE! Located in the highly sought after Oaks Country Club! As you enter the Double Doors you will be Amazed at this Master-Piece that words alone can not describe This 5-Bedroom 6.5 Bath with 6-car Garage residence. Also includes a 1-bedroom,1-bath,living-room,and kitchen Guest Quarters with a separate entrance. This 6,863 sqt.ft. Home was completely Renovated ! This Home speaks Elegance with its Unique Design! 1st.Floor Exquisite Gourmet Eat in Kitchen with Large Double Island ,Solid wood cabinets and Monogram stainless steel appliances (2-Refrigerators + Gas stove) Large walk-in Double door Pantry. Formal Dining-room /Living-room. 2- Wood burning Fireplaces. Family-room has pocket sliding doors that opens up to the Large covered screened outdoor Living-area ,features Large Seated dining area, Summer Kitchen ,Paved deck surrounding Heated Spa and Pool (propane gas)....Great for outdoor Entertaining! 2-Wine rooms;One is Temperature and Humidity controlled and the other Wine room is Dry Storage. Bonus Room /Gentlemen,s Quarters ,Speak Easy Cigar & Bourbon Room. Beautiful stairway leads you to the 2nd. Floor 4 Bedroom split floor plan....Expansive Primary Bedroom Suite features 2-Bonus rooms (Gym and Office/Den) with Ex-large walk-in-closet with built -ins , Dual vanity ,Custom tiled Shower with large Soaking Tub. 2-Laundry Rooms. 1st and 2nd. floor for your convenience. The Theater-room has Dolby Surround System with built-in concession center. The Theater-Room is sound proof! ...6-Car garage + Electric Hook-up , Truly a Car Collectors Dream! There you will also find a Spiral stair case that leads you to Speak Easy Game Room that features Wet Bar Area with Fridge, Gaming Table and full bathroom (non-conforming). The outside of this home has a circle driveway with plenty of parking for your Guest. All new Landscaping and Lighting! This Home is Move-in Ready! The Oaks Bay-side ....Experience the ultimate Lifestyle in a highly desired 24 hr. Guarded Country Club Community ; Platinum Club of America. Amenities include 2-18 Hole Championship Golf Courses. 12-Hydro-Grid tennis courts, pickle-ball courts, Fitness center, Junior Olympic heated community swimming pool . Bay-side residents also enjoy direct Bay access to the community Dock.
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.
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Property Website

Home Highlights

Parking
Attached Garage
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 497 Webbs Cv

Interior Features

Heating & Cooling
Heating: Natural GasAir ConditioningCooling System: Central AirHeating Fuel: Natural Gas
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigerator

Property Information

Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
GarageParking: Garage Attached, Garage Attached

Price History for 497 Webbs Cv

DatePriceEventSource
11/07/2024$3,350,000ListingRemovedStellar MLS #A4611882
06/19/2024$3,350,000PriceChange
Stellar MLS #A4611882
05/25/2024$3,500,000Listed For SaleStellar MLS #A4611882
05/15/2024$3,490,000ListingRemovedBHHS broker feed #A4603537
05/02/2024$3,490,000PriceChange
Stellar MLS #A4603537
03/23/2024$3,600,000Listed For SaleStellar MLS #A4603537
06/15/2021$1,300,000Sold
Stellar MLS #A4457045
08/31/2020$1,300,000PendingAgent Provided
01/19/2020$1,300,000Listed For SaleAgent Provided
12/10/2019$1,340,000ListingRemovedAgent Provided
04/03/2019$1,340,000PriceChange
Agent Provided
01/07/2019$1,390,000Listed For SaleAgent Provided
10/29/2018$1,390,000ListingRemovedAgent Provided
10/02/2018$1,390,000PriceChange
Agent Provided
08/03/2018$1,395,000PriceChange
Agent Provided
12/07/2017$1,500,000Listed For SaleAgent Provided
10/25/2017$1,500,000ListingRemovedAgent Provided
07/05/2017$1,500,000PriceChange
Agent Provided
03/20/2017$1,549,000PriceChange
Agent Provided
09/19/2016$1,649,000PriceChange
Agent Provided
05/31/2016$1,699,000PriceChange
Agent Provided
04/25/2016$1,749,000Listed For SaleAgent Provided
07/02/2015$687,800Sold
N/A
06/15/2015$759,600PendingAgent Provided
06/10/2015$759,600Listed For SaleAgent Provided
04/28/2015$568,201Sold
N/A

Market trends in Osprey

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$569K
$30.33KMoM
Sale-to-List Price
—
Price per sq ft
$269
$8MoM
Available listings
156
6MoM
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Property Tax and Assessment

Year2025
Tax$17,408
Assessment$1,898,100
Home facts updated by county records

Comparable Sales for 497 Webbs Cv

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
112 Osprey Point Dr, Osprey, FL
0.14
Single-Family Home
$2,315,000
10/30/25
4
5.5
8,635
340 Osprey Point Dr, Osprey, FL
0.35
Single-Family Home
$1,900,000
02/10/26
5
6
6,001
282 Shell Midden Ct, Osprey, FL
0.09
Single-Family Home
$1,405,000
07/11/25
3
4.5
3,699
137 Osprey Point Dr, Osprey, FL
0.06
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
370 Sugar Mill Dr, Osprey, FL
0.30
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
76 Osprey Point Dr, Osprey, FL
0.22
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
325 Osprey Point Dr, Osprey, FL
0.30
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
67 Sugar Mill Dr, Osprey, FL
0.52
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
140 Sugar Mill Dr, Osprey, FL
0.55
Single-Family Home
$1,325,000
06/16/26
4
4
3,286
133 Osprey Point Dr, Osprey, FL
0.02
Single-Family Home
$23,413
02/26/26
4
3
4,099

Nearby homes

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Assigned Schools

These are the assigned schools for 497 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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Apartments for Rent

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Explore by feature - Pet Friendly

9 pet-friendly rentals in Osprey, FL

Explore by feature - Garage

17 rentals with a garage in Osprey, FL

Explore by feature - Air Conditioning

33 rentals with air conditioning in Osprey, FL

Explore by feature - Pool

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Explore by feature - Outdoor Space

Homes for sale near 497 Webbs Cv

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Off Market Homes Near 497 Webbs Cv

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497 Webbs Cv, Osprey, FL 34229 is a 5 bedroom, 7 bathroom, 6,863 sqft single-family home. This property is not currently available for sale. 497 Webbs Cv was last sold on Jun 15, 2021 for $1,300,000 (63% lower than the asking price of $3,490,000). The current Trulia Estimate for 497 Webbs Cv is $2,033,400.