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

$1,753,700

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

533 N Mac Ewen Dr, Osprey, FL 34229

Est. Refi. Payment $11,021/mo*
Refinance Your Home
Currently Off Market - Sold Feb 27, 2025 for $1,855,000

Home Value

Trulia Estimate
$1.75M
Since last month
Increased$29K (+1.7%)
Since last year
Decreased$14K (-0.8%)
Since last sale
Decreased$96K (-5.2%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$1.76M
August 2026$1.76M
July 2026$1.73M
June 2026$1.74M
May 2026$1.73M
April 2026$1.72M
March 2026$1.73M
February 2026$1.74M
January 2026$1.72M
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
530 N Mac Ewen Dr, Osprey, FL
0.06
Single-Family Home
$2,300,000
04/08/26
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 DRIVE, Osprey, FL
0.26
Single-Family Home
$1,750,000
10/27/25
4
4.5
3,857
889 MACEWEN DRIVE, Osprey, FL
0.28
Single-Family Home
$2,100,000
01/30/26
4
4
3,235
898 MACEWEN DRIVE, 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 COURT, Osprey, FL
0.24
Single-Family Home
$2,625,000
09/16/25
4
6
5,778
453 E MACEWEN DRIVE, Osprey, FL
0.49
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
896 MACEWEN DRIVE, Osprey, FL
0.43
Single-Family Home
$2,300,000
04/06/26
4
5.5
4,858
453 E Mac Ewen Dr, Osprey, FL
0.49
Single-Family Home
$1,850,000
01/22/26
4
4
4,191

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
533 N MACEWEN DRIVE, Osprey, FL 34229
0.00
$1,763,800
4
4.5
3,794
Off Market
538 DOVE POINTE DRIVE, Osprey, FL 34229
0.05
$1,950,000
4
5.5
4,346
For Sale
558 DOVE POINTE, Osprey, FL 34229
0.07
$1,607,500
3
3
3,521
Off Market
554 DOVE POINTE, Osprey, FL 34229
0.10
$1,495,000
4
3.5
3,501
Recently Sold
577 N MACEWEN DRIVE, Osprey, FL 34229
0.13
$1,939,400
4
5.5
4,318
Off Market
550 DOVE POINTE, Osprey, FL 34229
0.12
$3,046,000
4
5.5
7,842
Off Market
566 OAK BAY DRIVE, Osprey, FL 34229
0.17
$520,000
3
2
2,559
Recently Sold
562 OAK BAY DRIVE, Osprey, FL 34229
0.18
$511,500
3
2.5
2,414
Recently Sold
580 N MACEWEN DRIVE, Osprey, FL 34229
0.14
$2,106,600
4
4
4,495
Off Market
654 TRENTON WAY, Osprey, FL 34229
0.19
$2,256,200
4
3.5
3,582
Off Market
491 E MACEWEN DRIVE, Osprey, FL 34229
0.22
$1,453,800
4
4
3,526
Off Market
586 OAK BAY DRIVE, Osprey, FL 34229
0.21
$649,000
3
2
2,084
For Sale

Local Information

  • Map ViewExplore the area around 533 N Mac Ewen 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
1999
Lot Size
0.68 acres
Living Area
3,794 sqft
Price/Sqft
$462
Parking
Garage

About this House

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.
533 N Mac Ewen Dr, Osprey, FL 34229 is a 4 bedroom, 5 bathroom, 3,794 sqft single-family home built in 1999. It last sold for $1,855,000 on Feb 27, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,753,700, with a rent estimate of $6,232/month.

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 and Tax history

DateEventPrice
Feb 27, 2025
Source: N/A
Sold
$1,855,000
Jul 7, 2014
Source: N/A
Sold
$825,000
Mar 5, 2014
Source: Agent Provided
ListingRemoved
$895,000
Jan 8, 2014
Source: Agent Provided
Listed For Sale
$895,000
Apr 7, 2013
Source: Agent Provided
ListingRemoved
$849,000

Market trends in Osprey

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
133
7MoM

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 533 N Mac Ewen Dr

  • What is 533 N Mac Ewen Dr estimated to be worth?
    Trulia's estimated value for 533 N Mac Ewen Dr in Osprey, FL is $1,753,700.
  • What is the price history for 533 N Mac Ewen Dr?
    533 N Mac Ewen Dr in Osprey, FL last sold for $1,855,000 in February 2025.
  • 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.
  • Does 533 N Mac Ewen Dr have air conditioning?
    Yes, 533 N Mac Ewen Dr in Osprey, FL has air conditioning.
  • Does 533 N Mac Ewen Dr have a pool?
    Yes, 533 N Mac Ewen Dr in Osprey, FL has a pool.

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