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)

$1,215,600

Trulia Estimate
as of May 14, 2026
Est. Refi. Payment $7,293/mo*
Refinance Your Home

$1,215,600

Trulia Estimate
as of May 14, 2026
Est. Refi. Payment $7,293/mo*
Refinance Your Home
4 Beds
4 Baths
3,022 sqft
(on 0.58 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

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.
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
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HOA
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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
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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
421 E Mac Ewen Dr, Osprey, FL
0.28
Single-Family Home
$565,000
05/27/25
4
4
3,784
264 Saratoga Ct, 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
898 Mac Ewen Dr, Osprey, FL
0.42
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
223 Saint James Park, Osprey, FL
0.31
Single-Family Home
$1,197,000
05/30/25
3
4
3,321
889 Mac Ewen Dr, Osprey, FL
0.60
Single-Family Home
$2,100,000
01/30/26
4
4
3,235
228 Saint James Park, Osprey, FL
0.30
Single-Family Home
$1,495,000
10/31/25
3
2.5
2,425
453 E Macewen Dr, Osprey, FL
0.57
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
453 E Mac Ewen Dr, Osprey, FL
0.57
Single-Family Home
$1,850,000
01/22/26
4
4
4,191
896 Mac Ewen Dr, Osprey, FL
0.44
Single-Family Home
$2,300,000
04/06/26
4
5.5
4,858

Assigned Schools

These are the assigned schools for 395 E Mac Ewen Dr.
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What Locals Say about Osprey

At least 45 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

  • 74 % Say people would walk alone at night

  • 73 % Say there's wildlife

  • 66 % Say yards are well-kept

  • 66 % Say there's holiday spirit

  • 64 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 49 % Say there are sidewalks

  • 42 % Say streets are well-lit

  • 41 % Say it's walkable to restaurants

  • 41 % Say there are community events

  • 40 % Say it's walkable to grocery stores

  • 31 % Say kids play outside

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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395 E Mac Ewen Dr, Osprey, FL 34229 is a 4 bedroom, 4 bathroom, 3,022 sqft single-family home built in 1989. This property is not currently available for sale. 395 E Mac Ewen Dr was last sold on Jun 28, 2011 for $353,775. The current Trulia Estimate for 395 E Mac Ewen Dr is $1,215,600.