1815 Highland Rd, Osprey, FL 34229
OFF MARKET

$309,500

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,167 sqft

1815 Highland Rd, Osprey, FL 34229

Est. Refi. Payment $2,040/mo*
Refinance Your Home
Currently Off Market - Sold Feb 4, 2016 for $218,500

Home Value

Trulia Estimate
$310K
Since last month
Increased$3K (+0.9%)
Since last year
Increased$8K (+2.7%)
Since last sale
Increased$99K (+45.2%)
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 +38% in the last 10 years
MonthEstimated value
2026
September 2026$317K
August 2026$315K
July 2026$314K
June 2026$316K
May 2026$311K
April 2026$312K
March 2026$314K
February 2026$312K
January 2026$310K
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
1795 HIGHLAND ROAD, Osprey, FL
0.01
Single-Family Home
$375,000
06/18/26
3
3
1,879
116 1ST AVENUE, Nokomis, FL
0.40
Single-Family Home
$230,000
05/28/26
2
2
1,341
106 RAPHAEL PLACE, Nokomis, FL
0.25
Single-Family Home
$255,000
01/12/26
3
2
1,839
107 VAN DYCK DRIVE, Nokomis, FL
0.44
Single-Family Home
$335,000
12/23/25
2
2
1,333
570 CRANE PRAIRIE WAY, Osprey, FL
0.20
Single-Family Home
$505,025
03/26/26
3
2
2,298
557 CRANE PRAIRIE WAY, Osprey, FL
0.28
Single-Family Home
$560,000
07/27/26
3
2
2,172
1337 COPPERWOOD DRIVE, Osprey, FL
0.38
Single-Family Home
$520,000
06/17/26
3
2
2,172
157 LOOKOUT POINT DRIVE, Osprey, FL
0.28
Single-Family Home
$850,000
08/07/26
3
2
1,859
216 CHARDIN DRIVE, Nokomis, FL
0.88
Single-Family Home
$236,500
07/14/26
2
1.5
1,084
124 DA VINCI DRIVE, Nokomis, FL
0.51
Single-Family Home
$349,900
04/27/26
3
2
1,890

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
1821 HIGHLAND ROAD, Osprey, FL 34229
0.01
$361,800
3
2
1,184
Off Market
1811 HIGHLAND ROAD, Osprey, FL 34229
0.01
$409,900
2
2
1,725
For Sale
0 WESTVIEW DRIVE LOT 1, Osprey, FL 34229
0.02
$123,500
-
-
-
Recently Sold
1795 HIGHLAND ROAD, Osprey, FL 34229
0.01
$375,000
3
3
1,879
Recently Sold
1819 HIGHLAND ROAD, Osprey, FL 34229
0.02
$319,000
2
2.5
1,240
For Sale
0 / 19 WESTVIEW DRIVE LOT 2, Osprey, FL 34229
0.07
-
-
-
-
Off Market
108 PARK DRIVE, Osprey, FL 34229
0.09
$633,800
4
3
2,768
Off Market
216 SHORELAND DRIVE, Osprey, FL 34229
0.09
$508,500
3
2
1,482
Off Market
1851 ISLAND WAY, Osprey, FL 34229
0.20
$3,348,400
5
5
5,233
Off Market
570 CRANE PRAIRIE WAY, Osprey, FL 34229
0.20
$505,025
3
2
2,298
Recently Sold
1527 BUOY LANE, Osprey, FL 34229
0.21
$1,165,000
3
2.5
2,830
For Sale
593 CRANE PRAIRIE WAY, Osprey, FL 34229
0.20
$583,000
4
3
2,340
Off Market

Local Information

  • Map ViewExplore the area around 1815 Highland Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1997
1,167 sqft
$265/sqft
Garage

About this House

Whether its a long term home or a vacation property you are looking for this home has it all. West of the Trail Community, 'Towns-End Shores 'is a hidden gem made up of twelve unique properties with a tropical beach feel. As soon as you step through the doorway you feel the pride of ownership in the home. It has been lovingly maintained and has only been used 6 weeks a year, for the last 15 years. This light and airy, open plan home has two separate areas to dine, a large living area and a good sized kitchen. There are two spacious bedrooms to include a master bedroom with a walk in closet and a large en-suite with dual vanities. Enjoy relaxing on the south facing balcony or use the downstairs space, with the breeze blowing through for an outside seating area for barbequing and evening entertaining. With low HOA fees and investment opportunities, this great location allows easy access to Downtown Sarasota, shopping, restaurants and State Parks, not to mention the new County boat ramp at Blackburn Point Rd and only 7 minutes to Nokomis beach! This beach style home without the beach price is offered turnkey furnished.
1815 Highland Rd, Osprey, FL 34229 is a 2 bedroom, 2 bathroom, 1,167 sqft single-family home built in 1997. It last sold for $218,500 on Feb 4, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $309,500, with a rent estimate of $2,228/month.

Home Details for 1815 Highland Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Other, Carpet
Interior Details
Number of Rooms: 4
Heating & Cooling
Air Conditioning
Security
Security System

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: VinylFoundation Type: PiersPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Space: 1Parking: Carport, Garage Attached

Property Information

Year Built
Year Built: 1997Year Updated: 1997
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 3484 sqft

Price and Tax history

DateEventPrice
Feb 4, 2016
Source: N/A
Sold
$218,500
Jan 12, 2016
Source: Agent Provided
Pending
$227,500
Jan 12, 2016
Source: Agent Provided
Listed For Sale
$227,500
Nov 4, 2015
Source: Agent Provided
ListingRemoved
$227,500
May 28, 2015
Source: Agent Provided
Listed For Sale
$227,500

Market trends in Osprey

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$714K
$28.67KMoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
112
22MoM

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 1815 Highland Rd

  • What is 1815 Highland Rd estimated to be worth?
    Trulia's estimated value for 1815 Highland Rd in Osprey, FL is $309,500.
  • What is the price history for 1815 Highland Rd?
    1815 Highland Rd in Osprey, FL last sold for $218,500 in February 2016.
  • Is Osprey a buyer's or seller's market?
    Osprey is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Osprey?
    The median sale price in Osprey is $714K. That is up $28.67K from the prior month.
  • Does 1815 Highland Rd have a pool?
    Yes, 1815 Highland Rd in Osprey, FL has a pool.
  • How big is the lot at 1815 Highland Rd?
    The lot at 1815 Highland Rd in Osprey, FL is about 0.08 acres (3,484 sq ft).

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