344 Pine Ranch Trl, Osprey, FL 34229
OFF MARKET

344 Pine Ranch Trl
Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,905 sqft (on 0.98 acres)

$974,700

Trulia Estimate
as of Jun 27, 2026
Est. Refi. Payment $5,934/mo*
Refinance Your Home

$974,700

Trulia Estimate
as of Jun 27, 2026
Est. Refi. Payment $5,934/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,905 sqft
(on 0.98 acres)

Local Information

  • Map ViewExplore the area around 344 Pine Ranch Trl.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Enjoy private surroundings in this beautifully appointed two-story home situated on an exquisite acre of lush tropical Florida landscape. Sophisticated, quality renovation with attention to every detail can be found throughout this nearly 3000 sqft pool home featuring 3 bedrooms, 2 ? baths, office and two bonus rooms. The floor plan is open, light & bright. The chef's kitchen features top of the line appliances, quality fixtures, granite countertops, hard wood floors, tile and moldings with ample room for large gatherings. An extraordinary master suite opens to second floor balcony overlooking nature at work. Master bath features 'room' size double shower, separate vanity area and organized walk-in closet. Second floor office overlooks familiar Pine Ranch pond. Family/guest suite features two bedrooms and a newer bath separated by den perfect for study/playroom. French doors open to extended lanai and newer pool overlooking nature preserve. Sweeping driveway leads to a three car side entry garage with workshop. Property carefully cleared and landscaped for extensive play area, sundeck and "chipping" range. Come enjoy nature. Minutes to Pine View School and south county beaches.
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
Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 344 Pine Ranch Trl

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningCooling System: CentralHeating Fuel: Central
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Number of Rooms: 5
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: OtherFoundation Type: SlabPatio
Pool
Pool
Parking & Garage
GarageParking: Garage, Open

Property Information

Year Built
Year Built: 1991Year Updated: 2001
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.98 acres

Price History for 344 Pine Ranch Trl

DatePriceEventSource
05/17/2017$789,000ListingRemovedAgent Provided
06/04/2016$789,000Listed For SaleAgent Provided
09/05/2013$3,195ListingRemovedAgent Provided
07/27/2013$3,195PriceChange
Agent Provided
06/24/2013$3,500Listed For RentAgent Provided
11/12/2011$3,000ListingRemovedAgent Provided
07/30/2011$3,000Listed For RentAgent Provided
09/01/2009$799,000ListingRemovedAgent Provided
05/03/2009$799,000PriceChange
Agent Provided
03/07/2009$869,000Listed For SaleAgent Provided
10/29/2002$450,000Sold
N/A
11/21/1997$297,000Sold
N/A
09/15/1994$275,000Sold
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$6,540
Assessment$816,700
Home facts updated by county records

Comparable Sales for 344 Pine Ranch Trl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
462 E Mac Ewen Dr, Osprey, FL
0.16
Single-Family Home
$1,500,000
09/22/25
3
2.5
2,611
462 E Macewen Dr, Osprey, FL
0.17
Single-Family Home
$1,500,000
09/19/25
3
2.5
2,611
269 Pine Ranch Trl, Osprey, FL
0.09
Single-Family Home
$1,500,000
07/08/25
4
3.5
3,572
562 Oak Bay Dr, Osprey, FL
0.36
Single-Family Home
$511,500
06/17/26
3
2.5
2,414
566 Oak Bay Dr, Osprey, FL
0.37
Single-Family Home
$520,000
02/26/26
3
2
2,559
813 Oak Pond Dr, Osprey, FL
0.26
Single-Family Home
$540,000
11/24/25
4
2
1,981
5301 Bartolomeo St, Sarasota, FL
0.28
Single-Family Home
$665,000
01/26/26
3
2
1,918
434 E Mac Ewen Dr, Osprey, FL
0.46
Single-Family Home
$1,385,000
06/23/26
3
3
2,414
622 Pine Ranch East Rd, Osprey, FL
0.55
Single-Family Home
$505,000
07/08/25
3
2
2,302
453 E Mac Ewen Dr, Osprey, FL
0.22
Single-Family Home
$1,850,000
01/22/26
4
4
4,191

Nearby homes

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Assigned Schools

These are the assigned schools for 344 Pine Ranch Trl.
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

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Homes for sale near 344 Pine Ranch Trl

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Off Market Homes Near 344 Pine Ranch Trl

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344 Pine Ranch Trl, Osprey, FL 34229 is a 3 bedroom, 3 bathroom, 2,905 sqft single-family home built in 1991. This property is not currently available for sale. 344 Pine Ranch Trl was last sold on Oct 29, 2002 for $450,000. The current Trulia Estimate for 344 Pine Ranch Trl is $974,700.