447 E Mac Ewen Dr, Osprey, FL 34229
Property image
Property image
OFF MARKET

447 E Mac Ewen Dr
Osprey, FL 34229

  • 4 Beds
  • 4.5 Baths
  • 5,323 sqft (on 0.62 acres)

$1,908,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $11,786/mo*
Refinance Your Home

$1,908,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $11,786/mo*
Refinance Your Home
4 Beds
4.5 Baths
5,323 sqft
(on 0.62 acres)

Local Information

  • Map ViewExplore the area around 447 E 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
1996
Lot Size
0.62 acres
Living Area
5,323 sqft
Price/Sqft
$359
Parking
Garage

About this House

THE EXTRAORDINARY OAKS COUNTRY CLUB! Only Platinum and Elite club in the Sarasota Area (Top 10 Nationwide). Minutes from Siesta Key Beach. Expanded Custom Arthur RutenbergKinston III model home. Transitional Coastal Contemporary Styling. Premium lot with 180-degree serene lakefront and golf course views. 15 ceilings and 8 doors in all living areas and main bedroom. Disappearing doors in the living room lead to your outdoor living & salt water pool, Stainless Outdoor Kitchen, Bar Storage, and Kitchenaid Grill. Granite counters, Stainless appliances. Hand scraped wood look porcelain tile throughout. Recent Updates! Travertine, frameless glass shower, garden tub and Levolor motorized window coverings in the Main Bath/Bedroom. 5323 SF living area and oversized 1448 SF garage w/custom floor finish. Great for a car enthusiast! Stone cast fireplace. Guest wing has two en-suite bedrooms plus pool bath. Fourth bedroom/den has a Murphy Bed, Built in Desk/cabinet. Open and spacious design with separate dining and bonus room. Roof new in 2014. 3 zone AC new in 2010. Completely re-plumbed in 2012. Pool heater and filter new in 2016. Irrigation on well. Updated LED lighting throughout. Oversized driveway.Lush Mature landscaping.Several large grand oaks and palm trees. This is the home you have been waiting for in the Oaks! State of the art Golf, Tennis, and Fitness! Oaks Club Membership is Required. Pineview Gifted School Minutes Away.
447 E Mac Ewen Dr, Osprey, FL 34229 is a 4 bedroom, 5 bathroom, 5,323 sqft single-family home built in 1996. It last sold for $955,000 on Mar 26, 2019. It is currently off market. The Trulia Estimate is $1,908,500, with a rent estimate of $6,941/month.

Home Details for 447 E Mac Ewen Dr

Interior Features

Heating & Cooling
Heating: Other, ElectricAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Other
Interior Details
Number of Rooms: 9
Appliances & Utilities
MicrowaveRefrigerator
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

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

Property Information

Year Built
Year Built: 1996Year Updated: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.62 acres

Price History for 447 E Mac Ewen Dr

DatePriceEventSource
03/26/2019$955,000Sold
N/A
02/15/2019$968,500PendingAgent Provided
02/15/2019$968,500PendingToActiveAgent Provided
02/15/2019$968,500PendingAgent Provided
01/19/2019$968,500Listed For SaleAgent Provided
01/08/2016$720,000Sold
N/A
12/29/2015$799,900PriceChange
Agent Provided
10/24/2015$890,000PriceChange
Agent Provided
09/29/2015$799,900PriceChange
Agent Provided
07/31/2015$890,000PriceChange
Agent Provided
07/29/2015$1,060,000PriceChange
Agent Provided
07/27/2015$890,000PriceChange
Agent Provided
04/05/2015$1,060,000PriceChange
Agent Provided
11/05/2014$1,095,000PriceChange
Agent Provided
08/25/2014$1,195,000Listed For SaleAgent Provided
03/21/2002$920,000Sold
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$17,651
Assessment$1,450,200
Home facts updated by county records

Comparable Sales for 447 E Mac Ewen Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
453 E MACEWEN DRIVE, Osprey, FL
0.07
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
453 E Mac Ewen Dr, Osprey, FL
0.07
Single-Family Home
$1,850,000
01/22/26
4
4
4,191
898 MACEWEN DRIVE, Osprey, FL
0.29
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
896 MACEWEN DRIVE, Osprey, FL
0.29
Single-Family Home
$2,300,000
04/06/26
4
5.5
4,858
462 E MACEWEN DRIVE, Osprey, FL
0.09
Single-Family Home
$1,500,000
09/19/25
3
2.5
2,611
402 WALLS WAY, Osprey, FL
0.48
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464
462 E Mac Ewen Dr, Osprey, FL
0.11
Single-Family Home
$1,500,000
09/22/25
3
2.5
2,611
401 WALLS WAY, Osprey, FL
0.50
Single-Family Home
$1,700,000
07/17/26
4
3.5
4,387
434 MACEWEN DRIVE, Osprey, FL
0.21
Single-Family Home
$1,385,000
06/23/26
3
3
2,414
264 SARATOGA COURT, Osprey, FL
0.43
Single-Family Home
$2,300,000
11/05/25
4
3.5
3,857

Nearby homes

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Assigned Schools

These are the assigned schools for 447 E 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

  • 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

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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 447 E Mac Ewen Dr

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Off Market Homes Near 447 E Mac Ewen Dr

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Frequently asked questions about 447 E Mac Ewen Dr

  • What is 447 E Mac Ewen Dr estimated to be worth?
    Trulia's estimated value for 447 E Mac Ewen Dr in Osprey, FL is $1,908,500.
  • What is the price history for 447 E Mac Ewen Dr?
    447 E Mac Ewen Dr in Osprey, FL last sold for $955,000 in March 2019.
  • 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 447 E Mac Ewen Dr have air conditioning?
    Yes, 447 E Mac Ewen Dr in Osprey, FL has air conditioning.
  • Does 447 E Mac Ewen Dr have a pool?
    Yes, 447 E Mac Ewen Dr in Osprey, FL has a pool.