533 N Mac Ewen Dr, Osprey, FL 34229
OFF MARKET

533 N Mac Ewen Dr
Osprey, FL 34229

  • 4 Beds
  • 5 Baths
  • 3,794 sqft (on 0.68 acres)

$1,723,100

Trulia Estimate
as of Jun 14, 2026
Est. Refi. Payment $10,396/mo*
Refinance Your Home

$1,723,100

Trulia Estimate
as of Jun 14, 2026
Est. Refi. Payment $10,396/mo*
Refinance Your Home
4 Beds
5 Baths
3,794 sqft
(on 0.68 acres)

Local Information

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

Description

This lovely & impeccably well maintained Toll Brothers custom built home is situated on a unique private lot with long lake views & the 15th fairway of the Heron course beyond. Enjoy twilight gatherings on the expansive lanai & summer kitchen. Constructed on over 1/2 an acre, the 3800 sq. ft. home was seated purposely to allow perfect sunsets. With 4 en suite bedrooms, & 4.5 baths, there is plenty of room for family & guests. Special features include 14' ceilings, solid 8' interior wood doors, extensive cove molding, coffered ceilings, gourmet kitchen with top of the line appliances, granite counters, wood cabinetry, island with additional sink, morning room with expansive aquarium glass, custom wine bar, office, large master suite, family room, & living room with fireplace overlooking the lake & golf course & a 3 car garage with upgraded flooring. The circular driveway with pavers, includes an oversized motor court for additional parking. Lush landscaping surrounds the home, & includes Honeybells, Duncan grapefruit, & Persian Limes. Come make this home your own, & be a member of the finest country club in Sarasota County, The Oaks. Membership is required, & whether you choose to be a social or golf equity member, you will certainly enjoy as many activities as you wish, including fine dining, golf, an active tennis facility, resort style swimming, croquet, men's & women's clubs, all in a gated community designed for a great lifestyle.
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
Less than a day ago

Home Details for 533 N Mac Ewen Dr

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningCooling System: CentralHeating Fuel: Central
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Interior Details
Number of Rooms: 8
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: TileExterior: StuccoFoundation Type: ConcretePatio
Pool
Pool
Parking & Garage
GarageParking: Garage, Open

Property Information

Year Built
Year Built: 1999Year Updated: 2001
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.68 acres

Price History for 533 N Mac Ewen Dr

DatePriceEventSource
02/27/2025$1,855,000Sold
N/A
07/07/2014$825,000Sold
N/A
03/05/2014$895,000ListingRemovedAgent Provided
01/08/2014$895,000Listed For SaleAgent Provided
04/07/2013$849,000ListingRemovedAgent Provided
01/30/2013$849,000Listed For SaleAgent Provided
02/16/2011$895,000ListingRemovedAgent Provided
05/15/2010$895,000Listed For SaleAgent Provided
10/25/1999$666,800Sold
N/A

Market trends in Osprey

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$569K
$30.33KMoM
Sale-to-List Price
—
Price per sq ft
$269
$8MoM
Available listings
156
6MoM
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Property Tax and Assessment

Year2025
Tax$10,860
Assessment$1,392,900
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,038/mo
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Homes for rent near 533 N Mac Ewen Dr

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Comparable Sales for 533 N Mac Ewen Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
530 N Mac Ewen Dr, Osprey, FL
0.06
Single-Family Home
$2,300,000
04/07/26
4
5.5
4,346
554 Dove Pointe, Osprey, FL
0.10
Single-Family Home
$1,495,000
04/14/26
4
3.5
3,501
627 N Macewen Dr, Osprey, FL
0.26
Single-Family Home
$1,750,000
10/27/25
4
4.5
3,857
654 Trenton Way, Osprey, FL
0.19
Single-Family Home
$2,327,000
06/18/25
4
3.5
3,582
889 Mac Ewen Dr, Osprey, FL
0.28
Single-Family Home
$2,100,000
01/30/26
4
4
3,235
898 Mac Ewen Dr, Osprey, FL
0.46
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
550 Dove Pointe, Osprey, FL
0.12
Single-Family Home
$2,925,000
09/23/25
4
5.5
7,842
478 Oriskany Ct, Osprey, FL
0.24
Single-Family Home
$2,625,000
09/16/25
4
6
5,778
453 E Macewen Dr, Osprey, FL
0.49
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
896 Mac Ewen Dr, Osprey, FL
0.43
Single-Family Home
$2,300,000
04/06/26
4
5.5
4,858

Nearby homes

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Assigned Schools

These are the assigned schools for 533 N Mac Ewen Dr.
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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

  • 53 % Say neighbors are friendly

  • 48 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say there are community events

  • 40 % Say it's walkable to grocery stores

  • 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 533 N Mac Ewen Dr

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Off Market Homes Near 533 N Mac Ewen Dr

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533 N Mac Ewen Dr, Osprey, FL 34229 is a 4 bedroom, 5 bathroom, 3,794 sqft single-family home built in 1999. This property is not currently available for sale. 533 N Mac Ewen Dr was last sold on Feb 27, 2025 for $1,855,000. The current Trulia Estimate for 533 N Mac Ewen Dr is $1,723,100.