158 Pine Ave, Osprey, FL 34229
OFF MARKET

$458,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,347 sqft (on 0.32 acres)

158 Pine Ave, Osprey, FL 34229

Est. Refi. Payment $2,886/mo*
Refinance Your Home
Currently Off Market - Sold Dec 1, 1986 for $45,000

Home Value

Trulia Estimate
$459K
Since last month
Increased$2K (+0.5%)
Since last year
Increased$15K (+3.5%)
Since last sale
Increased$415K (+922%)
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 +65% in the last 10 years
MonthEstimated value
2026
August 2026$460K
July 2026$458K
June 2026$461K
May 2026$450K
April 2026$456K
March 2026$457K
February 2026$461K
January 2026$457K
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
51 WEBB STREET, Osprey, FL
0.05
Single-Family Home
$570,000
04/03/26
3
2.5
2,130
212 WASHINGTON AVENUE, Osprey, FL
0.14
Single-Family Home
$416,400
04/24/26
3
2
1,478
38 W BAY STREET, Osprey, FL
0.18
Single-Family Home
$865,000
02/10/26
3
2
2,124
444 WASHINGTON AVENUE, Osprey, FL
0.31
Single-Family Home
$200,000
10/06/25
3
2
1,284
326 Palmetto Ave, Osprey, FL
0.21
Single-Family Home
$68,000
03/26/26
2
1
816
26 BAY ACRES AVENUE, Osprey, FL
0.49
Single-Family Home
$479,000
09/10/25
3
2
1,904
240 PATTERSON AVENUE, Osprey, FL
0.25
Single-Family Home
$350,000
10/16/25
3
2
1,360
315 BAYSHORE DRIVE, Osprey, FL
0.48
Single-Family Home
$527,500
02/27/26
3
3
2,384
115 GREEN STREET, Osprey, FL
0.31
Single-Family Home
$358,000
11/13/25
2
2
1,503
228 SAINT JAMES PARK, Osprey, FL
0.55
Single-Family Home
$1,600,000
05/14/26
3
2.5
2,425

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
51 WEBB STREET, Osprey, FL 34229
0.05
$570,000
3
2.5
2,130
Recently Sold
110 PINE AVENUE, Osprey, FL 34229
0.08
$649,000
3
2
2,058
For Sale
162 PUESTA DEL SOL, Osprey, FL 34229
0.09
$2,336,600
4
4.5
4,747
Off Market
212 WASHINGTON AVENUE, Osprey, FL 34229
0.14
$420,000
3
2
1,478
For Sale
242 WASHINGTON AVENUE, Osprey, FL 34229
0.16
$182,500
2
1
630
Off Market
3820 PARROT BAY COURT LOT 9, Osprey, FL 34229
0.15
$825,000
-
-
-
For Sale
208 PENNSYLVANIA AVENUE, Osprey, FL 34229
0.19
$262,500
3
2
900
Off Market
38 W BAY STREET, Osprey, FL 34229
0.18
$865,000
3
2
2,124
Recently Sold
34 WASHINGTON AVENUE LOT 67, Osprey, FL 34229
0.20
$475,000
-
-
-
Recently Sold
214 PATTERSON AVENUE, Osprey, FL 34229
0.25
$301,700
3
2
1,092
Off Market
133 W BAY STREET, Osprey, FL 34229
0.23
$1,948,400
4
4
3,168
Off Market
133 W BAY STREET LOT 1, Osprey, FL 34229
0.23
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 158 Pine Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Lot Size
0.32 acres
Living Area
2,347 sqft
Price/Sqft
$195
Parking
Garage

About this House

This single-family home is located at 158 Pine Ave, Osprey, FL. 158 Pine Ave is in Osprey, FL and in ZIP code 34229. This property has 3 bedrooms, 2 bathrooms and approximately 2,347 sqft of floor space. This property has a lot size of 0.32 acres and was built in 2005.
158 Pine Ave, Osprey, FL 34229 is a 3 bedroom, 2 bathroom, 2,347 sqft single-family home built in 2005. It last sold for $45,000 on Dec 1, 1986. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $458,600, with a rent estimate of $3,243/month.

Home Details for 158 Pine Ave

Interior Features

Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Interior Details
Number of Rooms: 5
Heating & Cooling
Air Conditioning
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: StuccoFoundation Type: Concrete
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2005Year Updated: 2005
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Price and Tax history

DateEventPrice
Dec 1, 1986
Source: N/A
Sold
$45,000

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 158 Pine Ave

  • What is 158 Pine Ave estimated to be worth?
    Trulia's estimated value for 158 Pine Ave in Osprey, FL is $458,600.
  • What is the price history for 158 Pine Ave?
    158 Pine Ave in Osprey, FL last sold for $45,000 in December 1986.
  • 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.
  • How big is the lot at 158 Pine Ave?
    The lot at 158 Pine Ave in Osprey, FL is about 0.32 acres (13,764 sq ft).
  • Does 158 Pine Ave have a garage?
    Yes, 158 Pine Ave in Osprey, FL has a garage.

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