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

423 E Mac Ewen Dr
Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 3,832 sqft (on 0.70 acres)

$1,488,400

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $8,981/mo*
Refinance Your Home

$1,488,400

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $8,981/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,832 sqft
(on 0.70 acres)

Homes for sale near 423 E Mac Ewen Dr

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Apartments for Rent

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Local Information

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

Description

Don't wait to take advantage of this incredible opportunity to live the luxury country club lifestyle on the gorgeous Gulf Coast! Set back on a beautiful corner cul-de-sac lot in The Oaks Clubside, this custom built 4 bedroom. 3.5 bath Rutenberg home offers you everything you would want for your Florida golf lifestyle. The circular drive, and house itself, are framed by large oak trees creating a peaceful park-like setting. Upon entering, you are instantly aware of the abundant quality and the care given to this warm, inviting home. Custom built-ins, crown molding, granite kitchen, and real wood plantation shutters are just the beginning of the features you will find. Add to these a young roof (2013), whole house audio system, a 6 zone A/C system, custom lighting and top-of-the-line appliances and you might think you would never go outside...until you look out over the incredible pool area with golf course views of the 3rd green of The Oaks Heron course. With neutral custom paint colors in the majority of the rooms, and wood and tile floors, this home is literally ready for you to move in, and begin living the life you've always imagined! Minutes to area beaches and just 12 miles south of vibrant downtown Sarasota, The Oaks Club has 2 championship golf courses, 12 HarTru tennis courts (4 lighted) maintained to tournament standards, manicured croquet lawn and Bocce courts, WellFit, a state-of-the-art fitness center, three onsite restaurants offering a variety of year-round fine dining options, and a celebrated social calendar. Club 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 423 E Mac Ewen Dr

Interior Features

Heating & Cooling
Heating: Forced Air, Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, CarpetGated Entry
Interior Details
AtticNumber of Rooms: 9Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Office, PantryWet Bar
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: TileExterior: StuccoFoundation Type: ConcretePatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.70 acres

Building

Community rooms
Fitness Center
Fitness & Sports
Tennis Court

Price History for 423 E Mac Ewen Dr

DatePriceEventSource
11/25/2020$815,000Sold
N/A
09/24/2020$850,000PendingAgent Provided
08/30/2020$850,000PriceChange
Agent Provided
09/16/2019$900,000PriceChange
Agent Provided
03/18/2019$899,000Listed For SaleAgent Provided
04/18/2017$795,000Sold
N/A
02/28/2017$850,000PendingAgent Provided
01/24/2017$850,000Listed For SaleAgent Provided
12/01/2016$849,900ListingRemovedAgent Provided
05/09/2015$849,900Listed For SaleAgent Provided
03/30/2010$997,000ListingRemovedAgent Provided
04/06/2009$997,000PriceChange
Agent Provided
02/15/2009$1,092,000Listed For SaleAgent Provided
03/02/1999$165,000Sold
N/A
06/16/1998$162,900Sold
N/A
06/08/1995$625,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$9,681
Assessment$1,236,500
Home facts updated by county records

Comparable Sales for 423 E Mac Ewen Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
421 E Mac Ewen Dr, Osprey, FL
0.03
Single-Family Home
$565,000
05/27/25
4
4
3,784
898 Mac Ewen Dr, Osprey, FL
0.30
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
402 Walls Way, Osprey, FL
0.36
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464
264 Saratoga Ct, Osprey, FL
0.25
Single-Family Home
$2,300,000
11/05/25
4
3.5
3,857
453 E Mac Ewen Dr, Osprey, FL
0.30
Single-Family Home
$1,850,000
01/22/26
4
4
4,191
453 E Macewen Dr, Osprey, FL
0.31
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
624 Eagle Watch Ln, Osprey, FL
0.12
Single-Family Home
$2,500,000
06/23/25
4
5
5,922
462 E Macewen Dr, Osprey, FL
0.35
Single-Family Home
$1,500,000
09/19/25
3
2.5
2,611
462 E Mac Ewen Dr, Osprey, FL
0.36
Single-Family Home
$1,500,000
09/22/25
3
2.5
2,611
201 Eaglenook Way, Osprey, FL
0.42
Single-Family Home
$1,014,000
11/12/25
4
3
3,379

Assigned Schools

These are the assigned schools for 423 E Mac Ewen 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 423 E Mac Ewen Dr

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Off Market Homes Near 423 E Mac Ewen Dr

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Explore by feature

423 E Mac Ewen Dr, Osprey, FL 34229 is a 4 bedroom, 4 bathroom, 3,832 sqft single-family home built in 2000. This property is not currently available for sale. 423 E Mac Ewen Dr was last sold on Nov 25, 2020 for $815,000. The current Trulia Estimate for 423 E Mac Ewen Dr is $1,488,400.