101 Villa Dr, Osprey, FL 34229
Property image
Property image
OFF MARKET

$292,700

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,411 sqft

101 Villa Dr, Osprey, FL 34229

Est. Refi. Payment $1,902/mo*
Refinance Your Home
Currently Off Market - Sold Apr 11, 2022 for $350,000

Home Value

Trulia Estimate
$293K
Since last month
Increased$5K (+1.7%)
Since last year
Increased$6K (+2.2%)
Since last sale
Decreased$57K (-16.4%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$293K
August 2026$293K
July 2026$288K
June 2026$292K
May 2026$296K
April 2026$289K
March 2026$292K
February 2026$298K
January 2026$293K
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
709 SORRENTO INLET #709, Nokomis, FL
0.70
Townhouse
$400,000
10/22/25
2
2.5
1,485
718 SORRENTO INLET DRIVE #718, Nokomis, FL
0.72
Townhouse
$160,000
04/17/26
2
2.5
1,485
720 SORRENTO INLET, Nokomis, FL
0.76
Townhouse
$310,000
08/12/26
3
2.5
1,721
5725 Haven Ter, Nokomis, FL
0.93
Townhouse
$315,000
10/02/25
3
2.5
1,373
5734 ARCHIPELAGO STREET, Nokomis, FL
0.95
Townhouse
$325,000
05/21/26
3
2.5
1,555
5737 HAVEN TERRACE, Nokomis, FL
0.94
Townhouse
$278,400
07/20/26
3
2.5
1,373
14780 Misty Pond Loop, Nokomis, FL
1.33
Townhouse
$370,000
12/03/25
2
2
1,448
5801 BISCOTTI STREET, Nokomis, FL
1.10
Townhouse
$321,600
06/26/26
3
2.5
1,558
15155 GINETTI STREET, Nokomis, FL
1.11
Townhouse
$315,000
06/26/26
3
2.5
1,558
5809 BISCOTTI STREET, Nokomis, FL
1.11
Townhouse
$277,400
06/29/26
3
2.5
1,404

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
106 VILLA DRIVE #106, Osprey, FL 34229
0.00
$130,000
2
2
1,578
Recently Sold
108 VILLA DRIVE #108, Osprey, FL 34229
0.00
$305,950
2
2
1,593
For Sale
115 VILLA DRIVE #115, Osprey, FL 34229
0.00
$305,100
2
2
1,411
Off Market
116 VILLA DRIVE #116, Osprey, FL 34229
0.00
$518,300
2
2
1,221
Off Market
117 VILLA DRIVE #117, Osprey, FL 34229
0.00
$420,500
2
2
1,411
Off Market
128 VILLA DRIVE #128, Osprey, FL 34229
0.00
$610,500
2
2
1,404
Off Market
1202 JESSIE HARBOR DRIVE #1204, Osprey, FL 34229
0.11
$570,000
3
2.5
2,006
Recently Sold
2251 JESSIE HARBOR DRIVE #2101, Osprey, FL 34229
0.11
$310,000
2
2
1,400
Recently Sold
2309 JESSIE HARBOR DRIVE #2402, Osprey, FL 34229
0.11
$497,000
3
2.5
2,006
For Sale
2267 JESSIE HARBOR DRIVE #2103, Osprey, FL 34229
0.11
$382,200
2
2
1,391
Off Market
123 TINA ISLAND DRIVE, Osprey, FL 34229
0.12
$641,200
3
3
1,922
Off Market
124 TINA ISLAND DRIVE, Osprey, FL 34229
0.12
$772,700
3
2
2,112
Off Market

Local Information

  • Map ViewExplore the area around 101 Villa Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Townhouse
Built in 1967
1,411 sqft
$207/sqft
Garage

About this House

Beautiful home, quiet friendly neighborhood. west of trail - docks for fishing, kayaking, or even rent one for $25/ month and bring your boat.

Basic cable included but renter pays all other utilities
101 Villa Dr, Osprey, FL 34229 is a 2 bedroom, 2 bathroom, 1,411 sqft townhouse built in 1967. It last sold for $350,000 on Apr 11, 2022. More recently, it was listed as a rental in February 2013 with an asking price of $1,400 per month. That rental listing was removed on April 8, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $292,700, with a rent estimate of $2,427/month.

Home Details for 101 Villa Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Other, Carpet
Interior Details
Number of Rooms: 4
Appliances & Utilities
DryerWasher

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoFoundation Type: Concrete
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1967Year Updated: 1972
Property Type / Style
Property Type: Townhouse

Community

Units in Building: 1

Price and Tax history

DateEventPrice
Apr 11, 2022
Source: N/A
Sold
$350,000
Feb 24, 2022
Source: Stellar MLS #A4517383
Pending
$350,000
Jan 17, 2022
Source: Stellar MLS #A4517383
PendingToActive
$350,000
Jan 2, 2022
Source: Stellar MLS #A4517383
Pending
$350,000
Nov 9, 2021
Source: Stellar MLS #A4517383
Listed For Sale
$350,000

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 101 Villa Dr

  • What is 101 Villa Dr estimated to be worth?
    Trulia's estimated value for 101 Villa Dr in Osprey, FL is $292,700.
  • What is the price history for 101 Villa Dr?
    101 Villa Dr in Osprey, FL last sold for $350,000 in April 2022.
  • 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 101 Villa Dr have laundry facilities?
    Yes, 101 Villa Dr in Osprey, FL has in-unit laundry.
  • Does 101 Villa Dr have a garage?
    Yes, 101 Villa Dr in Osprey, FL has a garage.

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 101 Villa Dr

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