414 E Macewen Dr, Osprey, FL 34229
OFF MARKET

414 E Macewen Dr
Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,609 sqft

$857,900

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $5,348/mo*
Refinance Your Home

$857,900

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $5,348/mo*
Refinance Your Home
3 Beds
3 Baths
2,609 sqft

Local Information

  • Map ViewExplore the area around 414 E Macewen 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
2006
Living Area
2,609 sqft
Price/Sqft
$329

About this House

Southern exposure overlooking #4 of the new Arthur Hill Eagle Course and lakeviews to the east. Rutenberg livable floor plan with neutral palette ready for your own touches. Long pavered driveway lead s to a one of the newest homes in The Oaks built in 20 06. Great pool area with large pavers and spacious split floor plan designed for Florida living. Best buy for age and Sq. Footage. Club membership required.
414 E Macewen Dr, Osprey, FL 34229 is a 3 bedroom, 3 bathroom, 2,609 sqft single-family home built in 2006. It is currently off market. The Trulia Estimate is $857,900, with a rent estimate of $4,550/month.

Home Details for 414 E Macewen Dr

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family Home

Price History for 414 E Macewen Dr

DatePriceEventSource
12/21/2009$750,000ListingRemovedAgent Provided
07/05/2009$750,000Listed 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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Comparable Sales for 414 E Macewen Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
434 MACEWEN DRIVE, Osprey, FL
0.20
Single-Family Home
$1,385,000
06/23/26
3
3
2,414
600 EAGLE WATCH LANE, Osprey, FL
0.21
Single-Family Home
$2,035,000
06/18/26
3
3
3,681
462 E MACEWEN DRIVE, Osprey, FL
0.46
Single-Family Home
$1,500,000
09/19/25
3
2.5
2,611
462 E Mac Ewen Dr, Osprey, FL
0.47
Single-Family Home
$1,500,000
09/22/25
3
2.5
2,611
228 SAINT JAMES PARK, Osprey, FL
0.48
Single-Family Home
$1,600,000
05/14/26
3
2.5
2,425
264 SARATOGA COURT, Osprey, FL
0.25
Single-Family Home
$2,300,000
11/05/25
4
3.5
3,857
104 PARK TRACE BOULEVARD, Osprey, FL
0.48
Single-Family Home
$545,000
07/10/26
4
3
2,557
201 EAGLENOOK WAY, Osprey, FL
0.46
Single-Family Home
$1,014,000
11/12/25
4
3
3,379
402 WALLS WAY, Osprey, FL
0.38
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464
127 PARK TRACE BOULEVARD, Osprey, FL
0.52
Single-Family Home
$789,000
07/24/26
3
2
2,463

Nearby homes

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Assigned Schools

These are the assigned schools for 414 E Macewen 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

14 pet-friendly rentals in Osprey, FL

Explore by feature - Garage

23 rentals with a garage in Osprey, FL

Explore by feature - Air Conditioning

37 rentals with air conditioning in Osprey, FL

Explore by feature - Pool

32 rentals with a pool in Osprey, FL

Explore by feature - Washer/dryer

35 rentals with a washer/dryer in Osprey, FL

Homes for sale near 414 E Macewen Dr

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Off Market Homes Near 414 E Macewen Dr

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Frequently asked questions about 414 E Macewen Dr

  • What is 414 E Macewen Dr estimated to be worth?
    Trulia's estimated value for 414 E Macewen Dr in Osprey, FL is $857,900.
  • 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.
  • What are the closest schools to 414 E Macewen Dr?
    The closest schools to 414 E Macewen Dr in Osprey, FL are Laurel Nokomis School (Pre-K/Elementary/Middle, rated 8/10), Venice Senior High School (rated 7/10).