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

$1,508,600

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

423 E Mac Ewen Dr, Osprey, FL 34229

Est. Refi. Payment $9,905/mo*
Refinance Your Home
Currently Off Market - Sold Nov 25, 2020 for $815,000

Home Value

Trulia Estimate
$1.51M
Since last month
Increased$17K (+1.1%)
Since last year
Increased$143K (+10.4%)
Since last sale
Increased$694K (+85.1%)
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 +86% in the last 10 years
MonthEstimated value
2026
September 2026$1.51M
September 2026$1.51M
August 2026$1.49M
July 2026$1.5M
June 2026$1.53M
May 2026$1.5M
April 2026$1.49M
March 2026$1.48M
February 2026$1.47M
January 2026$1.43M
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
433 E MACEWEN DRIVE, Osprey, FL
0.13
Single-Family Home
$2,025,000
09/14/26
4
3.5
4,012
600 EAGLE WATCH LANE, Osprey, FL
0.13
Single-Family Home
$2,035,000
06/18/26
3
3
3,681
402 WALLS WAY, Osprey, FL
0.36
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464
448 E MACEWEN DRIVE, Osprey, FL
0.28
Single-Family Home
$1,865,160
08/27/26
4
3.5
3,768
434 MACEWEN DRIVE, Osprey, FL
0.13
Single-Family Home
$1,385,000
06/23/26
3
3
2,414
264 SARATOGA COURT, 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 DRIVE, Osprey, FL
0.31
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
401 WALLS WAY, Osprey, FL
0.37
Single-Family Home
$1,700,000
07/17/26
4
3.5
4,387
201 EAGLENOOK WAY, Osprey, FL
0.42
Single-Family Home
$1,014,000
11/12/25
4
3
3,379

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
423 E Macewen Dr, Osprey, FL 34229
0.00
-
-
-
-
Off Market
421 E Mac Ewen Dr, Osprey, FL 34229
0.03
$546,000
4
4
3,784
Off Market
425 E Mac Ewen Dr, Osprey, FL 34229
0.03
$2,535,300
5
5.5
5,153
Off Market
425 E MACEWEN DRIVE, Osprey, FL 34229
0.03
$2,908,000
5
5.5
5,153
Off Market
422 E Mac Ewen Dr, Osprey, FL 34229
0.05
$1,730,300
3
3
4,042
Off Market
427 E Mac Ewen Dr, Osprey, FL 34229
0.05
$1,790,900
3
3
3,500
Off Market
419 E Mac Ewen Dr, Osprey, FL 34229
0.05
$1,796,800
4
4.5
4,240
Off Market
420 E Mac Ewen Dr, Osprey, FL 34229
0.06
$1,924,900
3
4
3,925
Off Market
417 E Mac Ewen Dr, Osprey, FL 34229
0.07
$1,620,200
4
3
3,768
Off Market
426 E Macewen Dr, Osprey, FL 34229
0.07
$2,632,200
7
6.5
7,253
Off Market
415 E Mac Ewen Dr, Osprey, FL 34229
0.07
$1,509,500
4
3.5
3,682
Off Market
429 E Mac Ewen Dr, Osprey, FL 34229
0.08
$1,649,500
4
3
3,091
Off Market
418 E Mac Ewen Dr, Osprey, FL 34229
0.09
$1,137,500
3
3
3,184
Off Market
413 E Mac Ewen Dr, Osprey, FL 34229
0.09
$1,595,100
3
3.5
4,152
Off Market
428 E Mac Ewen Dr, Osprey, FL 34229
0.10
$1,448,600
3
4
3,232
Off Market
430 E Mac Ewen Dr, Osprey, FL 34229
0.10
$1,422,500
4
5.5
3,222
Off Market
431 E Mac Ewen Dr, Osprey, FL 34229
0.10
$1,777,900
3
4
4,184
Off Market
416 E Macewen Dr, Osprey, FL 34229
0.10
$1,760,300
3
4
4,262
Off Market
612 Eagle Watch Ln, Osprey, FL 34229
0.11
$1,859,800
3
5.5
4,459
Off Market
432 E Mac Ewen Dr, Osprey, FL 34229
0.11
$1,581,600
3
4
4,181
Off Market

Local Information

  • Map ViewExplore the area around 423 E Mac Ewen Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2000
0.7 acre lot
3,832 sqft
$394/sqft
Garage

About this House

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.
423 E Mac Ewen Dr, Osprey, FL 34229 is a 4 bedroom, 4 bathroom, 3,832 sqft single-family home built in 2000. It last sold for $815,000 on Nov 25, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,508,600, with a rent estimate of $5,513/month.

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 and Tax history

DateEventPrice
Nov 25, 2020
Source: N/A
Sold
$815,000
Sep 24, 2020
Source: Agent Provided
Pending
$850,000
Aug 30, 2020
Source: Agent Provided
PriceChange
$850,000
Price decreased by 6%
Sep 16, 2019
Source: Agent Provided
PriceChange
$900,000
Price increased by 0%
Mar 18, 2019
Source: Agent Provided
Listed For Sale
$899,000

Market trends in Osprey

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$714K
$28.67KMoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
112
22MoM

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 423 E Mac Ewen Dr

  • What is 423 E Mac Ewen Dr estimated to be worth?
    Trulia's estimated value for 423 E Mac Ewen Dr in Osprey, FL is $1,508,600.
  • What is the price history for 423 E Mac Ewen Dr?
    423 E Mac Ewen Dr in Osprey, FL last sold for $815,000 in November 2020.
  • Is Osprey a buyer's or seller's market?
    Osprey is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Osprey?
    The median sale price in Osprey is $714K. That is up $28.67K from the prior month.
  • Does 423 E Mac Ewen Dr have air conditioning?
    Yes, 423 E Mac Ewen Dr in Osprey, FL has air conditioning.
  • Does 423 E Mac Ewen Dr have a pool?
    Yes, 423 E Mac Ewen Dr in Osprey, FL has a pool.

Explore by feature - Pet Friendly

9 pet-friendly rentals in Osprey, FL

Explore by feature - Garage

16 rentals with a garage in Osprey, FL

Explore by feature - Air Conditioning

27 rentals with air conditioning in Osprey, FL

Explore by feature - Pool

23 rentals with a pool in Osprey, FL

Explore by feature - Washer/dryer

30 rentals with a washer/dryer in Osprey, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 423 E Mac Ewen Dr

Skip to last item
Skip to first item

Homes for sale near 423 E Mac Ewen Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item