Highland Rd, Osprey, FL 34229
OFF MARKET

Highland Rd
Osprey, FL 34229

  • Studio

$457,500

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $2,817/mo*
Refinance Your Home

$457,500

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $2,817/mo*
Refinance Your Home
Studio

Local Information

Map showing home location
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Description

This multi-family home is located at Highland Rd, Osprey, FL. Highland Rd is in Osprey, FL and in ZIP code 34229. This property has a lot size of 5357 sqft.
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
No Info
Outdoor
No Info
View
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HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for Highland Rd

Property Information

Property Type / Style
Property Type: Multi Family

Lot Information

Lot Area: 5357 sqft
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Property Tax and Assessment

Year2025
Tax$1,320
Assessment$113,000
Home facts updated by county records

Comparable Sales for Highland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Bay Acres Ave, Osprey, FL
1.57
Multi-Family Home
$640,000
09/25/25
-
1,887
14365 Eagle Branch Dr, Nokomis, FL
2.41
Multi-Family Home
$491,000
04/01/26
2
2
1,584
9464 Forest Hills Cir, Sarasota, FL
3.00
Multi-Family Home
$220,000
07/11/25
2
2
1,796
417 Shore Rd, Nokomis, FL
2.96
Multi-Family Home
$450,000
09/11/25
3
2
1,366
217 Casey Key Rd, Nokomis, FL
3.06
Multi-Family Home
$3,650,000
05/15/26
4
4
2,990
915 Lindis Ln, Nokomis, FL
3.39
Multi-Family Home
$825,000
02/24/26
4
4
2,296
210 Albee Rd W, Nokomis, FL
3.49
Multi-Family Home
$665,000
03/23/26
8
4,608
305 Pine Rd, Nokomis, FL
3.78
Multi-Family Home
$405,000
08/11/25
3
3
1,988
4264 Central Sarasota Pkwy #111, Sarasota, FL
3.63
Multi-Family Home
$240,000
07/29/25
3
2
1,319
5507 Modena Pl, Sarasota, FL
4.90
Multi-Family Home
$300,000
08/01/25
2
2
1,693

Nearby homes

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Assigned Schools

These are the assigned schools for Highland Rd.
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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Highland Rd, Osprey, FL 34229 is a studio multi-family. This property is not currently available for sale. The current Trulia Estimate for Highland Rd is $457,500.