366 Mac Ewen Dr, Osprey, FL 34229
OFF MARKET

366 Mac Ewen Dr
Osprey, FL 34229

  • 3 Beds
  • 3.5 Baths
  • 3,517 sqft (on 0.57 acres)

$1,367,600

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $8,409/mo*
Refinance Your Home

$1,367,600

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $8,409/mo*
Refinance Your Home
3 Beds
3.5 Baths
3,517 sqft
(on 0.57 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This single-family home is located at 366 Mac Ewen Dr, Osprey, FL. 366 Mac Ewen Dr is in Osprey, FL and in ZIP code 34229. This property has 3 bedrooms, 4 bathrooms and approximately 3,517 sqft of floor space. This property has a lot size of 0.57 acres and was built in 1992.
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
Garage
Outdoor
Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 366 Mac Ewen Dr

Interior Features

Heating & Cooling
Heating: Other, ElectricAir ConditioningCooling System: CentralHeating Fuel: Other
Interior Details
Number of Rooms: 8Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Tile, CarpetGated Entry

Exterior Features

Exterior Home Features
Roof: TileExterior: StuccoFoundation Type: ConcretePatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1992Year Updated: 2002
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.57 acres

Building

Community rooms
Fitness Center
Fitness & Sports
Tennis Court

Price History for 366 Mac Ewen Dr

DatePriceEventSource
04/19/2020$947,000ListingRemovedAgent Provided
02/13/2020$947,000PriceChange
Agent Provided
10/01/2019$950,000Listed For SaleAgent Provided
04/14/2003$725,000Sold
N/A
12/23/1999$75,000Sold
N/A
10/01/1999$600,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$8,199
Assessment$1,186,400
Home facts updated by county records

Comparable Sales for 366 Mac Ewen Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
421 E Mac Ewen Dr, Osprey, FL
0.39
Single-Family Home
$565,000
05/27/25
4
4
3,784
402 Walls Way, Osprey, FL
0.29
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464
223 Saint James Park, Osprey, FL
0.20
Single-Family Home
$1,197,000
05/30/25
3
4
3,321
264 Saratoga Ct, Osprey, FL
0.22
Single-Family Home
$2,300,000
11/05/25
4
3.5
3,857
228 Saint James Park, Osprey, FL
0.20
Single-Family Home
$1,600,000
05/14/26
3
2.5
2,425
898 Mac Ewen Dr, Osprey, FL
0.47
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
453 E Mac Ewen Dr, Osprey, FL
0.65
Single-Family Home
$1,850,000
01/22/26
4
4
4,191
889 Mac Ewen Dr, Osprey, FL
0.62
Single-Family Home
$2,100,000
01/30/26
4
4
3,235
315 Bayshore Dr, Osprey, FL
0.71
Single-Family Home
$527,500
02/27/26
3
3
2,384
453 E Macewen Dr, Osprey, FL
0.65
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 366 Mac Ewen Dr.
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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 366 Mac Ewen Dr

Skip to last item
Skip to first item

Off Market Homes Near 366 Mac Ewen Dr

Skip to last item
Skip to first item

Homes for rent near 366 Mac Ewen Dr

Skip to last item
Skip to first item
366 Mac Ewen Dr, Osprey, FL 34229 is a 3 bedroom, 4 bathroom, 3,517 sqft single-family home built in 1992. This property is not currently available for sale. 366 Mac Ewen Dr was last sold on Apr 14, 2003 for $725,000. The current Trulia Estimate for 366 Mac Ewen Dr is $1,367,600.