866 Mac Ewen Dr, Osprey, FL 34229
Property image
Property image
OFF MARKET

866 Mac Ewen Dr
Osprey, FL 34229

  • 3 Beds
  • 5 Baths
  • 2,975 sqft (on 0.57 acres)

$1,393,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $8,546/mo*
Refinance Your Home

$1,393,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $8,546/mo*
Refinance Your Home
3 Beds
5 Baths
2,975 sqft
(on 0.57 acres)

Home Value

Trulia Estimate
$1.39M
Since last month
Increased$9K (+0.7%)
Since last year
Increased$17K (+1.2%)
Since last sale
Increased$672K (+93.3%)
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 +63% in the last 10 years
MonthEstimated value
2026
August 2026$1.39M
July 2026$1.38M
June 2026$1.41M
May 2026$1.4M
April 2026$1.44M
March 2026$1.43M
February 2026$1.42M
January 2026$1.38M
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
627 N MACEWEN DRIVE, Osprey, FL
0.10
Single-Family Home
$1,750,000
10/27/25
4
4.5
3,857
889 MACEWEN DRIVE, Osprey, FL
0.19
Single-Family Home
$2,100,000
01/30/26
4
4
3,235
402 WALLS WAY, Osprey, FL
0.38
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464
554 DOVE POINTE, Osprey, FL
0.36
Single-Family Home
$1,495,000
04/14/26
4
3.5
3,501
898 MACEWEN DRIVE, Osprey, FL
0.36
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
401 WALLS WAY, Osprey, FL
0.42
Single-Family Home
$1,700,000
07/17/26
4
3.5
4,387
4223 BALMORAL WAY, Sarasota, FL
0.60
Single-Family Home
$625,000
05/29/26
4
4
2,803
896 MACEWEN DRIVE, Osprey, FL
0.35
Single-Family Home
$2,300,000
04/06/26
4
5.5
4,858
530 N MAC EWEN DRIVE, Osprey, FL
0.38
Single-Family Home
$2,300,000
04/07/26
4
5.5
4,346
895 MACEWEN DRIVE, Osprey, FL
0.23
Single-Family Home
$2,000,000
02/09/26
3
3.5
4,828

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
627 N MACEWEN DRIVE, Osprey, FL 34229
0.10
$1,750,000
4
4.5
3,857
Recently Sold
871 MACEWEN DRIVE, Osprey, FL 34229
0.07
$2,436,900
5
5.5
5,168
Off Market
621 N MACEWEN DRIVE, Osprey, FL 34229
0.12
$2,041,100
4
4.5
3,836
Off Market
861 MACEWEN DRIVE, Osprey, FL 34229
0.09
$1,373,400
3
3
3,336
Off Market
628 MACEWEN DRIVE, Osprey, FL 34229
0.15
$1,809,000
5
4.5
4,486
Off Market
607 N MACEWEN DRIVE, Osprey, FL 34229
0.16
$1,578,900
4
4
3,574
Off Market
842 MACEWEN DRIVE, Osprey, FL 34229
0.11
$2,316,200
4
3.5
4,263
Off Market
703 MACEWEN DRIVE, Osprey, FL 34229
0.14
$1,966,600
4
3.5
4,641
Off Market
852 MACEWEN DRIVE, Osprey, FL 34229
0.15
$2,395,000
3
3.5
4,519
For Sale
654 TRENTON WAY, Osprey, FL 34229
0.17
$2,224,900
4
3.5
3,582
Off Market
855 MACEWEN DRIVE, Osprey, FL 34229
0.16
$1,745,900
5
4
4,361
Off Market
577 N MACEWEN DRIVE, Osprey, FL 34229
0.21
$1,939,600
4
5.5
4,318
Off Market

Local Information

  • Map ViewExplore the area around 866 Mac Ewen Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1990
Lot Size
0.57 acres
Living Area
2,975 sqft
Price/Sqft
$468
Parking
Garage

About this House

Step into a residence in the Oaks that has been completely renovated by a nationally published interior designer, and enjoy Florida living at its best. As you enter the foyer, there is an expansive vista of a lake, and the 16th fairway of the Heron course, and an open floor plan perfect for entertaining, or just relaxing and enjoying the country club lifestyle, in your private residence that needs no updating. There are two interior courtyards, one with a water feature, an oversized lanai and swimming pool, 3 bedrooms, plus a den, 4 1/2 baths, including a full pool bath, and a double sided-fireplace in the living and dining rooms. The gourmet kitchen has marble counters and an extended island perfect for dining and socializing. The entire home has hardwood floors, with marble baths, new lighting, plantation shutters, custom woodwork, and numerous upgrades to view at your private showing. This residence flows beautifully, with mature landscaping and lush views from every room. Don't miss the opportunity, as you won't find a home, completely renovated, at this price.
866 Mac Ewen Dr, Osprey, FL 34229 is a 3 bedroom, 5 bathroom, 2,975 sqft single-family home built in 1990. It last sold for $720,000 on Aug 2, 2013. It is currently off market. The Trulia Estimate is $1,393,600, with a rent estimate of $6,092/month.

Home Details for 866 Mac Ewen Dr

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningCooling System: CentralHeating Fuel: Central
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Interior Details
Number of Rooms: 5
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoFoundation Type: ConcretePatio
Pool
Pool
Parking & Garage
GarageParking: Garage, Open

Property Information

Year Built
Year Built: 1990Year Updated: 2005
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.57 acres

Price and Tax history

DateEventPrice
Aug 2, 2013
Source: N/A
Sold
$720,000
Jun 6, 2013
Source: Agent Provided
Listed For Sale
$825,000
Feb 19, 2013
Source: N/A
Sold
$525,000
Dec 1, 2012
Source: Agent Provided
Pending
$575,000
Oct 25, 2012
Source: Agent Provided
Listed For Sale
$575,000

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 866 Mac Ewen Dr

  • What is 866 Mac Ewen Dr estimated to be worth?
    Trulia's estimated value for 866 Mac Ewen Dr in Osprey, FL is $1,393,600.
  • What is the price history for 866 Mac Ewen Dr?
    866 Mac Ewen Dr in Osprey, FL last sold for $720,000 in August 2013.
  • 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 866 Mac Ewen Dr have air conditioning?
    Yes, 866 Mac Ewen Dr in Osprey, FL has air conditioning.
  • Does 866 Mac Ewen Dr have a pool?
    Yes, 866 Mac Ewen Dr in Osprey, FL has a pool.

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Off Market Homes Near 866 Mac Ewen Dr

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