269 PINE RANCH TRAIL, Osprey, FL 34229
OFF MARKET

269 PINE RANCH TRAIL
Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 3,572 sqft (on 1.01 acres)

$1,440,000

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $8,972/mo*
Refinance Your Home

$1,440,000

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $8,972/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,572 sqft
(on 1.01 acres)

Home Value

Trulia Estimate
$1.44M
Since last month
Increased$21K (+1.4%)
Since last year
Decreased$19K (-1.3%)
Since last sale
Decreased$39K (-2.6%)
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 +93% in the last 10 years
MonthEstimated value
2026
August 2026$1.46M
July 2026$1.44M
June 2026$1.45M
May 2026$1.44M
April 2026$1.43M
March 2026$1.44M
February 2026$1.45M
January 2026$1.43M
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
462 E MACEWEN DRIVE, Osprey, FL
0.23
Single-Family Home
$1,500,000
09/19/25
3
2.5
2,611
453 E MACEWEN DRIVE, Osprey, FL
0.29
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
898 MACEWEN DRIVE, Osprey, FL
0.53
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
554 DOVE POINTE, Osprey, FL
0.64
Single-Family Home
$1,495,000
04/14/26
4
3.5
3,501
201 EAGLENOOK WAY, Osprey, FL
0.50
Single-Family Home
$1,014,000
11/12/25
4
3
3,379
600 EAGLE WATCH LANE, Osprey, FL
0.56
Single-Family Home
$2,035,000
06/18/26
3
3
3,681
889 MACEWEN DRIVE, Osprey, FL
0.57
Single-Family Home
$2,100,000
01/30/26
4
4
3,235
5341 BROOKGROVE DRIVE, Sarasota, FL
0.44
Single-Family Home
$1,780,000
11/20/25
3
3.5
3,639

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
336 PINE RANCH EAST ROAD, Osprey, FL 34229
0.09
$861,700
4
3
2,705
Off Market
402 PINE RANCH EAST ROAD, Osprey, FL 34229
0.13
$566,100
3
3.5
2,887
Off Market
328 PINE RANCH TRAIL, Osprey, FL 34229
0.11
$1,302,000
4
3
3,215
Off Market
5301 BARTOLOMEO STREET, Sarasota, FL 34238
0.21
$665,000
3
2
1,918
Recently Sold
502 OAK BAY DRIVE, Osprey, FL 34229
0.23
$499,200
3
2
2,116
Off Market
506 OAK BAY DRIVE, Osprey, FL 34229
0.24
$610,700
4
2.5
1,944
Off Market
5300 POPOLI WAY, Sarasota, FL 34238
0.27
$594,900
2
2
1,682
Off Market
5400 LAMPIASI STREET, Sarasota, FL 34238
0.25
$680,000
2
2
1,682
Recently Sold
515 OAK BAY DRIVE, Osprey, FL 34229
0.27
$518,100
3
2
1,977
Off Market
846 OAK POND DRIVE, Osprey, FL 34229
0.29
$576,200
3
2
2,126
Off Market
818 OAK POND DRIVE, Osprey, FL 34229
0.29
$564,100
4
2
1,975
Off Market

Local Information

  • Map ViewExplore the area around 269 PINE RANCH TRAIL.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1997
Lot Size
1.01 acres
Living Area
3,572 sqft
Price/Sqft
$403
Parking
2 Car Garage
HOA
None

About this House

One or more photo(s) has been virtually staged. This magnificent modern manse, with 4 bedrooms and 3.5 baths, literally has everything you could dream of to make a home complete, ALL OF IT NEW! Located in Pine Ranch, a community of single family homes with 1-5 acres of land, you will not find a more stately, spacious home, completely updated and ready for you to live out your Florida dreams. Situated on just over an acre, and with 3,800 sq feet, of living space, the interior is light-filled and combines clean lines with a subtle tropical vibe. Enter through the double front doors with leaded glass and you will immediately be taken with what lies ahead of you. High ceilings, custom trim and fixtures are some of the highlights you will first observe. The unique floor-to-ceiling windows at the end of the formal living room, along with sliding doors, provide stunning views of the lanai and flood the room with natural light. The open kitchen features top-of-the-line stainless steel appliances, neutral cabinetry with a huge expanse of granite countertops, a large pantry and a breakfast bar. This area opens to a formal dining room on one side, and a large family room on the other. Here you will find a contrasting tile wall with flame effect electric fire, and sliders to the lanai. The master suite is huge and boasts an elegant en suite bathroom with a luxurious freestanding tub, and walk-in shower. There are sliders to the lanai, and a gorgeous view of the lush vegetation outside the arched window. Upstairs you will find two bedroom with a Jack-and-Jill bath between them. Each has its own sink and vanity allowing for private preparations as well as the use of the shared space. This house is so special even the laundry room is a thing of beauty. The interior of this home is so amazing you would think it could not get any better, but that is before you step out to the lanai. This area is a true tropical oasis, with new cage, a round Pebbletec coated pool with a large new paved deck and an outside shower. There is plenty of space for lounging in the sun, and a good amount of covered area for those who prefer the shade. With lovely views of the lake, and surrounded by native foliage, this area is extremely private and peaceful. Add to all this a 2 CAR GARAGE with mechanic’s pit and a storage closet, a TWO MONTH OLD NEW ROOF, ALL IMPACT DOORS AND WINDOWS, a garden and gardener’s shed, with the ability to connect a sink, and so much more you truly must see this fabulous abode!
269 PINE RANCH TRAIL, Osprey, FL 34229 is a 4 bedroom, 4 bathroom, 3,572 sqft single-family home built in 1997. It last sold for $1,500,000 on Jul 8, 2025 (16% below the $1,795,000 asking price). It is currently off market. The Trulia Estimate is $1,440,000, with a rent estimate of $6,315/month.
Last check for updates: about 2 hours ago
Listed by Steve Abbe, (941) 400-3969
COLDWELL BANKER REALTY, (941) 383-6411
Bought with: Sandra Sexe, (941) 677-2644, PREFERRED SHORE LLC, (941) 999-1179
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4634099
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 269 PINE RANCH TRAIL

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Primary Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3572 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity ConnectedAppliances: Oven, Convection Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, WasherDishwasherDryerLaundry: InsideMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Electric,ZonedHas CoolingAir Conditioning: ZonedHas HeatingHeating Fuel: Electric
Fireplace & Spa
Fireplace: ElectricHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: Sliding DoorsFlooring: Carpet, Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Tile, Hardwood
View
Has a ViewView: Trees/Woods, Water, Pond

Exterior Features

Exterior Home Features
Roof: OtherPatio / Porch: Enclosed, ScreenedVegetation: Mature Landscaping, WoodedOther Structures: Shed(s), Storage, WorkshopExterior: Lighting, Other, StorageFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Circular Driveway,Garage Faces Side,Other
Pool
Pool: In Ground, Screen EnclosurePool
Frontage
WaterfrontWaterfront: PondRoad Frontage: Private RoadRoad Surface Type: PavedOn Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 76

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 0141080002

Price & Status

Price
List Price: $1,795,000
Status Change & Dates
Off Market Date: Wed Mar 26 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: OSPREYCommunity: PINE RANCH EAST
School Information
Elementary School: Laurel Nokomis ElementaryJr High / Middle School: Sarasota MiddleHigh School: Venice Senior High

Building

Building Area
Building Area: 4851 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Sarasota - ManateeNo HOA

Lot Information

Lot Area: 1.0126 Acres

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4634099Water ViewWater View: Water, PondShowing AttendedShowing Considerations: See RemarksShowing Requirements: Appointment Only, Contact Call Center, Listing Agent Must Accompany, ShowingTimeUniversal Property Id: US-12115-N-0141080002-R-N

Price and Tax history

DateEventPrice
Jul 8, 2025
Source: Stellar MLS #A4634099
Sold
$1,500,000
Mar 26, 2025
Source: Stellar MLS #A4634099
Pending
$1,795,000
Jan 9, 2025
Source: Stellar MLS #A4634099
Listed For Sale
$1,795,000
Jul 12, 2024
Source: Stellar MLS #A4495781
ListingRemoved
$849,000
May 14, 2021
Source: Stellar MLS #A4495781
Sold
$805,000

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 269 PINE RANCH TRAIL

  • What is 269 PINE RANCH TRAIL estimated to be worth?
    Trulia's estimated value for 269 PINE RANCH TRAIL in Osprey, FL is $1,440,000.
  • What is the price history for 269 PINE RANCH TRAIL?
    269 PINE RANCH TRAIL in Osprey, FL last sold for $1,500,000 in July 2025.
  • 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 269 PINE RANCH TRAIL have air conditioning?
    Yes, 269 PINE RANCH TRAIL in Osprey, FL has air conditioning.
  • Does 269 PINE RANCH TRAIL have a pool?
    Yes, 269 PINE RANCH TRAIL in Osprey, FL has a pool.

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