395 E Mac Ewen Dr, Osprey, FL 34229
OFF MARKET

395 E Mac Ewen Dr
Osprey, FL 34229

  • 4 Beds
  • 4 Baths
  • 3,022 sqft (on 0.58 acres)

$1,214,000

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $7,524/mo*
Refinance Your Home

$1,214,000

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $7,524/mo*
Refinance Your Home
4 Beds
4 Baths
3,022 sqft
(on 0.58 acres)

Local Information

  • Map ViewExplore the area around 395 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
1989
Lot Size
0.58 acres
Living Area
3,022 sqft
Price/Sqft
$402
Parking
Garage

About this House

Best buy in The Oaks. This home is "vintage 1989" but has been exceptionally well maintained by the original owners. You can move right in if you want, or remodel to make it your own for your Florida lifestyle. The home has an open Great Room floor plan with spacious living areas, volume ceilings and fireplace. The 4th BR has been used as den with built-in desk in closet nook. Home sits on a beautiful treed lot with circular drive and oversized side entry garage. The garage is over 1,000 sq ft w/ workshop area. New A/C in 2007. The lot next door is offered separately-MLS#A3920146. Seller is offering a substantial discount if vacant lot and this home are sold as one. The Oaks Club is a premier Country Club and features 36 holes of golf, 2 pools, tennis courts, beautiful clubhouse and fine dining. Social or Golf membership in the Oaks Club is required. Seller will contribute $20,000 toward Oaks Club membership of buyers choice at closing. Vacant lot next door also for sale-significant discount if sold together.
395 E Mac Ewen Dr, Osprey, FL 34229 is a 4 bedroom, 4 bathroom, 3,022 sqft single-family home built in 1989. It last sold for $353,775 on Jun 28, 2011. It is currently off market. The Trulia Estimate is $1,214,000, with a rent estimate of $5,165/month.

Home Details for 395 E Mac Ewen Dr

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Other
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoFoundation Type: Concrete
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1989Year Updated: 1992
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.58 acres

Price History for 395 E Mac Ewen Dr

DatePriceEventSource
11/17/2011$415,000ListingRemovedAgent Provided
06/28/2011$353,775Sold
Stellar MLS #A3920062
05/29/2011$415,000PriceChange
Agent Provided
03/17/2011$399,000PriceChange
Agent Provided
02/16/2011$415,000PriceChange
Agent Provided
12/03/2010$450,000PriceChange
Agent Provided
10/10/2010$475,000PriceChange
Agent Provided
07/21/2010$499,000PriceChange
Agent Provided
05/08/2010$525,000PriceChange
Agent Provided
04/16/2010$599,000PriceChange
Agent Provided
04/10/2010$365,000PriceChange
Agent Provided
01/29/2010$599,000Listed For SaleAgent Provided

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$10,670
Assessment$915,100
Home facts updated by county records

Comparable Sales for 395 E Mac Ewen Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
264 SARATOGA COURT, Osprey, FL
0.18
Single-Family Home
$2,300,000
11/05/25
4
3.5
3,857
402 WALLS WAY, Osprey, FL
0.30
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464
401 WALLS WAY, Osprey, FL
0.27
Single-Family Home
$1,700,000
07/17/26
4
3.5
4,387
898 MACEWEN DRIVE, Osprey, FL
0.42
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
600 EAGLE WATCH LANE, Osprey, FL
0.30
Single-Family Home
$2,035,000
06/18/26
3
3
3,681
434 MACEWEN DRIVE, Osprey, FL
0.41
Single-Family Home
$1,385,000
06/23/26
3
3
2,414
889 MACEWEN DRIVE, Osprey, FL
0.60
Single-Family Home
$2,100,000
01/30/26
4
4
3,235
453 E MACEWEN DRIVE, Osprey, FL
0.57
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
228 SAINT JAMES PARK, Osprey, FL
0.30
Single-Family Home
$1,600,000
05/14/26
3
2.5
2,425
104 PARK TRACE BOULEVARD, Osprey, FL
0.70
Single-Family Home
$545,000
07/10/26
4
3
2,557

Nearby homes

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Assigned Schools

These are the assigned schools for 395 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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Homes for sale near 395 E Mac Ewen Dr

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Off Market Homes Near 395 E Mac Ewen Dr

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Frequently asked questions about 395 E Mac Ewen Dr

  • What is 395 E Mac Ewen Dr estimated to be worth?
    Trulia's estimated value for 395 E Mac Ewen Dr in Osprey, FL is $1,214,000.
  • What is the price history for 395 E Mac Ewen Dr?
    395 E Mac Ewen Dr in Osprey, FL last sold for $353,775 in June 2011.
  • 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.
  • How big is the lot at 395 E Mac Ewen Dr?
    The lot at 395 E Mac Ewen Dr in Osprey, FL is about 0.58 acres (25,456 sq ft).
  • Does 395 E Mac Ewen Dr have a garage?
    Yes, 395 E Mac Ewen Dr in Osprey, FL has a garage.