1841 Highland Rd, Osprey, FL 34229
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Property image
OFF MARKET

1841 Highland Rd
Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,066 sqft

$423,800

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $2,696/mo*
Refinance Your Home

$423,800

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $2,696/mo*
Refinance Your Home
2 Beds
2 Baths
1,066 sqft

Local Information

  • Map ViewExplore the area around 1841 Highland Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
2000
Living Area
1,066 sqft
Price/Sqft
$398

About this House

Charming 2 bedroom 2 bathroom villa in GREAT location just across the street from Oscar Sheer Park in Osprey! Bright and clean with open floor plan, ceiling fans ,spacious eat-in kitchen, plenty of cabinet space, and large kitchen island and washer & dryer. Tile flooring in main living space and new carpet in both the bedrooms. Plenty of off street parking, enjoy morning and evenings on the quaint patio just off the living room. Walk just steps to the community pool. Pets welcome, owner approval is required. Just minutes to downtown Sarasota, Venice and Gulf Beaches. Lovely neighborhood, launch your Kayak from Shoreline Park just at the end of the street. Call for a showing today!
1841 Highland Rd, Osprey, FL 34229 is a 2 bedroom, 2 bathroom, 1,066 sqft multi-family built in 2000. It last sold for $1,475,000 on Aug 15, 2002. More recently, it was listed as a rental in December 2018 with an asking price of $1,350 per month. That rental listing was removed on February 1, 2019. It is currently off market. The Trulia Estimate is $423,800, with a rent estimate of $1,791/month.

Home Details for 1841 Highland Rd

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Other, Carpet
Interior Details
Number of Rooms: 5
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: StuccoPatio

Property Information

Year Built
Year Built: 2000Year Updated: 2000
Property Type / Style
Property Type: Multi Family

Community

Units in Building: 2

Lot Information

Lot Area: 6751 sqft

Price History for 1841 Highland Rd

DatePriceEventSource
02/01/2019$1,350ListingRemovedAgent Provided
12/10/2018$1,350Listed For RentAgent Provided
08/15/2002$1,475,000Sold
N/A

Market trends in Osprey

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
139
17MoM
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Property Tax and Assessment

Year2025
Tax$5,796
Assessment$444,800
Home facts updated by county records

Comparable Sales for 1841 Highland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11 1st St E, Nokomis, FL
0.65
Multi-Family Home
$555,000
07/20/26
3
3
1,952
14365 Eagle Branch Dr, Nokomis, FL
2.40
Multi-Family Home
$491,000
04/01/26
2
2
1,584
417 Shore Rd, Nokomis, FL
2.85
Multi-Family Home
$450,000
09/11/25
3
2
1,366
6 Bay Acres Ave, Osprey, FL
1.68
Multi-Family Home
$640,000
09/25/25
-
1,887
915 Lindis Ln, Nokomis, FL
3.28
Multi-Family Home
$825,000
02/24/26
4
4
2,296
217 Casey Key Rd, Nokomis, FL
2.95
Multi-Family Home
$3,650,000
05/15/26
4
4
2,990
305 Pine Rd, Nokomis, FL
3.67
Multi-Family Home
$405,000
08/11/25
3
3
1,988
1844 Marbeth St, Sarasota, FL
4.12
Multi-Family Home
$395,000
07/21/26
4
2
1,679
1970 Debbie St, Sarasota, FL
4.04
Multi-Family Home
$495,000
06/09/26
4
4
1,880
4264 Central Sarasota Pkwy #111, Sarasota, FL
3.73
Multi-Family Home
$240,000
07/29/25
3
2
1,319

Nearby homes

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Assigned Schools

These are the assigned schools for 1841 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

  • 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 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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Explore by feature - Garage

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Homes for sale near 1841 Highland Rd

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Off Market Homes Near 1841 Highland Rd

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