404 E Macewen Dr, Osprey, FL 34229
OFF MARKET

404 E Macewen Dr
Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 3,454 sqft (on 0.62 acres)

$1,327,600

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $7,957/mo*
Refinance Your Home

$1,327,600

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $7,957/mo*
Refinance Your Home
3 Beds
3 Baths
3,454 sqft
(on 0.62 acres)

Homes for sale near 404 E Macewen Dr

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This architect-designed, custom-built 3 bedroom, 3 bath home will captivate you from the moment you see it. Situated in The Oaks Clubside, as you enter your eyes will be drawn to the incredible lake and golf course views beyond the lanai, expanded and enhanced by the ten foot pocket sliders in the living room and dining room. The spacious 3,400 + square foot interior offers plenty of room to live the country club lifestyle with comfort and ease. As you explore the home you will be delighted by all the special touches you find; beautiful 12 inch baseboards in the study, crown moldings, diagonally laid tile, a charming kitchen with breakfast bar, and dining nook with large aquarium window affording you with gorgeous open views. The lanai is the spot for those who want to enjoy outdoor living; offering large covered areas to dine under or just sit in the shade with a cool drink, a pool and spa. With a southern exposure, you can spend your days enjoying the sunshine, and the brilliant colors of the green grass and blue skies. In the evening enjoy the ripple of the water in the lake, reflecting the sun, as it sets on another perfect Florida day. The Oaks is Sarasota's premier golf and country club. With two championship golf courses, 12 HAR-TRU tennis courts (4 lighted), state-of-the-art fitness center, three outstanding restaurants and a wealth of social events and cultural and recreational activities. This Distinguished Emerald Club offers something for everyone. Membership is available and required.
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
Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 404 E Macewen Dr

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 9Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Tile, Carpet

Exterior Features

Exterior Home Features
Roof: TileExterior: Other, StuccoFoundation Type: ConcretePatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.62 acres

Price History for 404 E Macewen Dr

DatePriceEventSource
03/26/2021$925,000Sold
N/A
02/10/2021$925,000PendingAgent Provided
02/10/2021$925,000Listed For SaleAgent Provided
01/20/2020$900,000ListingRemovedAgent Provided
12/12/2019$900,000Listed For SaleAgent Provided
03/29/2018$845,000Sold
N/A
02/04/2018$870,000PendingAgent Provided
02/04/2018$870,000Listed For SaleAgent Provided
02/20/2015$690,000Sold
Stellar MLS #A4106675
01/29/2015$749,000PendingAgent Provided
10/20/2014$749,000Listed For SaleAgent Provided
05/02/2011$560,000Sold
N/A
03/05/2011$590,000PendingAgent Provided
02/24/2011$590,000PriceChange
Agent Provided
02/11/2011$685,000PriceChange
Agent Provided
12/03/2010$765,000PriceChange
Agent Provided
03/21/2010$847,000Listed For SaleAgent Provided
06/07/1999$156,000Sold
N/A
12/30/1998$144,000Sold
N/A
12/31/1996$90,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$13,782
Assessment$1,149,500
Home facts updated by county records

Comparable Sales for 404 E Macewen Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
421 E Mac Ewen Dr, Osprey, FL
0.21
Single-Family Home
$565,000
05/27/25
4
4
3,784
402 Walls Way, Osprey, FL
0.34
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464
264 Saratoga Ct, Osprey, FL
0.20
Single-Family Home
$2,300,000
11/05/25
4
3.5
3,857
228 Saint James Park, Osprey, FL
0.38
Single-Family Home
$1,495,000
10/31/25
3
2.5
2,425
898 Mac Ewen Dr, Osprey, FL
0.41
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
223 Saint James Park, Osprey, FL
0.40
Single-Family Home
$1,197,000
05/30/25
3
4
3,321
462 E Macewen Dr, Osprey, FL
0.56
Single-Family Home
$1,500,000
09/19/25
3
2.5
2,611
462 E Mac Ewen Dr, Osprey, FL
0.58
Single-Family Home
$1,500,000
09/22/25
3
2.5
2,611
453 E Mac Ewen Dr, Osprey, FL
0.51
Single-Family Home
$1,850,000
01/22/26
4
4
4,191
453 E Macewen Dr, Osprey, FL
0.51
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191

Assigned Schools

These are the assigned schools for 404 E Macewen 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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Homes for rent near 404 E Macewen Dr

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Off Market Homes Near 404 E Macewen Dr

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Explore by feature

404 E Macewen Dr, Osprey, FL 34229 is a 3 bedroom, 3 bathroom, 3,454 sqft single-family home built in 2000. This property is not currently available for sale. 404 E Macewen Dr was last sold on Mar 26, 2021 for $925,000. The current Trulia Estimate for 404 E Macewen Dr is $1,327,600.