42 Pine Ave, Osprey, FL 34229
Property image
Property image
OFF MARKET

42 Pine Ave
Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,044 sqft

$349,600

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $2,222/mo*
Refinance Your Home

$349,600

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $2,222/mo*
Refinance Your Home
2 Beds
2 Baths
1,044 sqft

Home Value

Trulia Estimate
$350K
Since last month
Decreased$6K (-1.6%)
Since last year
Decreased$4K (-1%)
Since last sale
Increased$141K (+68.2%)
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 +66% in the last 10 years
MonthEstimated value
2026
August 2026$348K
July 2026$349K
June 2026$354K
May 2026$353K
April 2026$353K
March 2026$355K
February 2026$356K
January 2026$346K
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
222 GLENWOOD AVENUE, Osprey, FL
0.35
Single-Family Home
$300,000
06/15/26
2
2
952
115 GREEN STREET, Osprey, FL
0.42
Single-Family Home
$358,000
11/13/25
2
2
1,503
216 GLENWOOD AVENUE, Osprey, FL
0.34
Single-Family Home
$175,000
02/23/26
2
1
732
240 PATTERSON AVENUE, Osprey, FL
0.32
Single-Family Home
$350,000
10/16/25
3
2
1,360
444 WASHINGTON AVENUE, Osprey, FL
0.44
Single-Family Home
$200,000
10/06/25
3
2
1,284
212 WASHINGTON AVENUE, Osprey, FL
0.21
Single-Family Home
$416,400
04/24/26
3
2
1,478
38 W BAY STREET, Osprey, FL
0.04
Single-Family Home
$865,000
02/10/26
3
2
2,124
116 Ogburn St, Osprey, FL
0.22
Single-Family Home
$85,000
01/30/26
2
1
869
51 WEBB STREET, Osprey, FL
0.17
Single-Family Home
$570,000
04/03/26
3
2.5
2,130
34 Washington Ave, Osprey, FL
0.14
Single-Family Home
$475,000
03/26/26
2
1
940

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
3820 PARROT BAY COURT LOT 9, Osprey, FL 34229
0.03
$825,000
-
-
-
For Sale
38 W BAY STREET, Osprey, FL 34229
0.04
$865,000
3
2
2,124
Recently Sold
110 PINE AVENUE, Osprey, FL 34229
0.06
$649,000
3
2
2,058
For Sale
133 W BAY STREET, Osprey, FL 34229
0.12
$1,973,600
4
4
3,168
Off Market
133 W BAY STREET LOT 1, Osprey, FL 34229
0.12
-
-
-
-
Off Market
34 WASHINGTON AVENUE LOT 67, Osprey, FL 34229
0.14
$475,000
-
-
-
Recently Sold
162 PUESTA DEL SOL, Osprey, FL 34229
0.16
$2,348,300
4
4.5
4,747
Off Market
51 WEBB STREET, Osprey, FL 34229
0.17
$570,000
3
2.5
2,130
Recently Sold
212 WASHINGTON AVENUE, Osprey, FL 34229
0.21
$420,000
3
2
1,478
For Sale
236 HIDDEN BAY DRIVE #301, Osprey, FL 34229
0.24
$623,400
3
3
2,100
Off Market
236 HIDDEN BAY DRIVE #504, Osprey, FL 34229
0.24
$831,500
3
3
2,100
Off Market
242 HIDDEN BAY DRIVE #304, Osprey, FL 34229
0.24
$778,900
3
3
2,100
Off Market

Local Information

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Home Highlights

Property Type
Single-Family Home
Year Built
1913
Living Area
1,044 sqft
Price/Sqft
$335

About this House

This charming, almost turn of the century, cottage has been modernized for today's living. Just blocks from Little Sarasota Bay with its own community dock and pier is this delightful, canopy streets with towering 100 year old oaks and tropical foliage. The picket fenced yard leads you up to an over-sized front porch which is perfect for shading you from the hot Florida sun. From the moment you step inside, you know you have found your beach place...wood floors, high ceilings, and all the modern conveniences of home. An updated kitchen with granite counters, new fridge (2016), newer washer and dryer (2013), newer PGT windows on all the windows, new low-flow toilets (2017), a claw foot tub, new air conditioning (7/2015), updated plumbing and underground electric. As you step outside on the wooden deck, you find yourself under a lush canopy of oaks and tropical foliage. A shed in back has electric. There is a gardener's shade house for potting. The backyard is fully fenced with a fire pit in back. The 50-year metal roof was put on in around 2000. This home takes you back to Old Florida in a new way. One look and you'll say "I'm Home!"
42 Pine Ave, Osprey, FL 34229 is a 2 bedroom, 2 bathroom, 1,044 sqft single-family home built in 1913. It last sold for $207,000 on Jun 13, 2017. It is currently off market. The Trulia Estimate is $349,600, with a rent estimate of $2,801/month.

Home Details for 42 Pine Ave

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Interior Details
Number of Rooms: 5Ceiling Fan
Appliances & Utilities
Cable ReadyDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: WoodFoundation Type: PiersPatioPorch

Property Information

Year Built
Year Built: 1913Year Updated: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow

Community

Units in Building: 1

Lot Information

Lot Area: 7562 sqft

Additional Information

Greenhouse

Price and Tax history

DateEventPrice
Jun 13, 2017
Source: N/A
Sold
$207,000
Mar 22, 2017
Source: Agent Provided
Listed For Sale
$197,000
Nov 20, 2013
Source: N/A
Sold
$166,900
Jul 15, 1994
Source: N/A
Sold
$58,900

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
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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

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Homes for sale near 42 Pine Ave

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Off Market Homes Near 42 Pine Ave

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Frequently asked questions about 42 Pine Ave

  • What is 42 Pine Ave estimated to be worth?
    Trulia's estimated value for 42 Pine Ave in Osprey, FL is $349,600.
  • What is the price history for 42 Pine Ave?
    42 Pine Ave in Osprey, FL last sold for $207,000 in June 2017.
  • 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 42 Pine Ave have air conditioning?
    Yes, 42 Pine Ave in Osprey, FL has air conditioning.
  • Does 42 Pine Ave have laundry facilities?
    Yes, 42 Pine Ave in Osprey, FL has in-unit laundry.