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

$1,220,800

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

395 E Mac Ewen Dr, Osprey, FL 34229

Est. Refi. Payment $8,056/mo*
Refinance Your Home
Currently Off Market - Sold Jun 28, 2011 for $353,775

Home Value

Trulia Estimate
$1.22M
Since last month
Increased$36K (+3%)
Since last year
Increased$122K (+11%)
Since last sale
Increased$878K (+248.2%)
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 +91% in the last 10 years
MonthEstimated value
2026
October 2026$1.23M
September 2026$1.22M
August 2026$1.2M
July 2026$1.22M
June 2026$1.23M
May 2026$1.21M
April 2026$1.2M
March 2026$1.18M
February 2026$1.17M
January 2026$1.11M
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
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
433 E MACEWEN DRIVE, Osprey, FL
0.42
Single-Family Home
$2,025,000
09/14/26
4
3.5
4,012
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
448 E MACEWEN DRIVE, Osprey, FL
0.58
Single-Family Home
$1,865,160
08/27/26
4
3.5
3,768
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

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
401 E Mac Ewen Dr, Osprey, FL 34229
0.02
$2,352,700
4
5
4,696
Off Market
375 Mac Ewen Dr, Osprey, FL 34229
0.04
$1,374,900
3
2
3,159
Off Market
396 Bunker Hl, Osprey, FL 34229
0.04
$1,240,500
4
3
3,168
Off Market
403 E Mac Ewen Dr, Osprey, FL 34229
0.05
$1,589,400
4
4
4,023
Off Market
398 E Macewen Dr, Osprey, FL 34229
0.05
$1,709,600
4
5.5
4,743
Off Market
454 Macewen Dr, Osprey, FL 34229
0.06
-
-
-
-
Off Market
400 E Mac Ewen Dr, Osprey, FL 34229
0.06
$1,138,400
4
3
3,037
Off Market
371 Mac Ewen Dr, Osprey, FL 34229
0.06
$1,444,300
4
3
3,844
Off Market
380 Bunker Hl, Osprey, FL 34229
0.06
$1,820,400
4
4
5,500
Off Market
392 Bunker Hl, Osprey, FL 34229
0.07
$1,240,900
4
3
3,025
Off Market
392 Bunker Hl #ASSOC, Osprey, FL 34229
0.07
$1,084,100
4
3
3,025
Off Market
378 MACEWEN DRIVE, Osprey, FL 34229
0.07
$1,346,500
3
3
3,094
Off Market
402 MACEWEN DRIVE, Osprey, FL 34229
0.07
$1,590,000
3
3.5
3,565
For Sale
405 E Mac Ewen Dr, Osprey, FL 34229
0.07
$2,112,300
3
6
5,038
Off Market
369 Mac Ewen Dr, Osprey, FL 34229
0.08
$1,373,600
4
3
3,568
Off Market
388 BUNKER HILL, Osprey, FL 34229
0.09
$2,852,000
5
5.5
4,937
Off Market
384 Bunker Hl, Osprey, FL 34229
0.09
$1,593,200
4
3.5
3,794
Off Market
374 Mac Ewen Dr, Osprey, FL 34229
0.09
$2,091,500
5
5
4,686
Off Market
404 E Macewen Dr, Osprey, FL 34229
0.09
$1,331,600
3
3
3,454
Off Market
370 Mac Ewen Dr, Osprey, FL 34229
0.11
$1,268,500
4
3
2,880
Off Market

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

Single-Family Home
Built in 1989
0.58 acre lot
3,022 sqft
$404/sqft
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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,220,800, with a rent estimate of $5,222/month.

Home Details for 395 E Mac Ewen Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Other
Interior Details
Number of Rooms: 6
Heating & Cooling
Air Conditioning
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 and Tax history

DateEventPrice
Nov 17, 2011
Source: Agent Provided
ListingRemoved
$415,000
Jun 28, 2011
Source: Stellar MLS #A3920062
Sold
$353,775
May 29, 2011
Source: Agent Provided
PriceChange
$415,000
Price increased by 4%
Mar 17, 2011
Source: Agent Provided
PriceChange
$399,000
Price decreased by 4%
Feb 16, 2011
Source: Agent Provided
PriceChange
$415,000
Price decreased by 8%

Market trends in Osprey

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$714K
$28.67KMoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
112
22MoM

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 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 $1,220,800.
  • 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's the median sale price in Osprey?
    The median sale price in Osprey is $714K. That is up $28.67K from the prior month.
  • 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.

Explore by feature - Pet Friendly

10 pet-friendly rentals in Osprey, FL

Explore by feature - Garage

17 rentals with a garage in Osprey, FL

Explore by feature - Air Conditioning

27 rentals with air conditioning in Osprey, FL

Explore by feature - Pool

24 rentals with a pool in Osprey, FL

Explore by feature - Washer/dryer

30 rentals with a washer/dryer in Osprey, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 395 E Mac Ewen Dr

Skip to last item
Skip to first item

Homes for sale near 395 E Mac Ewen Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item