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

$2,536,400

Trulia Estimate
  • 3 Beds
  • 4 Baths
  • 3,902 sqft (on 0.63 acres)

444 E Mac Ewen Dr, Osprey, FL 34229

Est. Refi. Payment $16,656/mo*
Refinance Your Home
Currently Off Market - Sold Jul 30, 2013 for $1,350,000

Home Value

Trulia Estimate
$2.54M
Since last month
Increased$100K (+4.1%)
Since last year
Increased$241K (+10.5%)
Since last sale
Increased$1M (+87.9%)
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 +85% in the last 10 years
MonthEstimated value
2026
September 2026$2.54M
September 2026$2.53M
August 2026$2.44M
July 2026$2.4M
June 2026$2.45M
May 2026$2.39M
April 2026$2.44M
March 2026$2.43M
February 2026$2.43M
January 2026$2.37M
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
448 E MACEWEN DRIVE, Osprey, FL
0.09
Single-Family Home
$1,865,160
08/27/26
4
3.5
3,768
433 E MACEWEN DRIVE, Osprey, FL
0.10
Single-Family Home
$2,025,000
09/14/26
4
3.5
4,012
434 MACEWEN DRIVE, Osprey, FL
0.12
Single-Family Home
$1,385,000
06/23/26
3
3
2,414
453 E MACEWEN DRIVE, Osprey, FL
0.22
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
453 E Mac Ewen Dr, Osprey, FL
0.22
Single-Family Home
$1,850,000
01/22/26
4
4
4,191
600 EAGLE WATCH LANE, Osprey, FL
0.30
Single-Family Home
$2,035,000
06/18/26
3
3
3,681
480 ORISKANY COURT, Osprey, FL
0.51
Single-Family Home
$1,250,000
09/01/26
3
3.5
3,208
402 WALLS WAY, Osprey, FL
0.55
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464
264 SARATOGA COURT, Osprey, FL
0.47
Single-Family Home
$2,300,000
11/05/25
4
3.5
3,857
401 WALLS WAY, Osprey, FL
0.57
Single-Family Home
$1,700,000
07/17/26
4
3.5
4,387

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
58 FAIRWAY OAKS LANE, Osprey, FL 34229
0.02
$1,353,500
3
3
3,048
Off Market
442 E Mac Ewen Dr, Osprey, FL 34229
0.03
$1,687,600
3
4
4,102
Off Market
439 E Mac Ewen Dr, Osprey, FL 34229
0.05
$1,827,100
3
4
3,923
Off Market
54 Fairway Oaks Ln, Osprey, FL 34229
0.05
$1,349,500
3
4
2,866
Off Market
441 E Mac Ewen Dr, Osprey, FL 34229
0.05
$1,856,600
4
4
4,822
Off Market
440 E Mac Ewen Dr, Osprey, FL 34229
0.05
$1,802,900
3
4
3,889
Off Market
61 Fairway Oaks Ln, Osprey, FL 34229
0.06
$1,561,400
3
4
3,320
Off Market
437 E Mac Ewen Dr, Osprey, FL 34229
0.06
$1,553,600
4
3.5
3,709
Off Market
57 Fairway Oaks Ln, Osprey, FL 34229
0.06
$2,190,500
3
4
3,733
Off Market
50 Fairway Oaks Ln, Osprey, FL 34229
0.07
$1,488,900
3
4
3,456
Off Market
443 E Mac Ewen Dr, Osprey, FL 34229
0.07
$1,792,100
5
5
4,396
Off Market
446 E Mac Ewen Dr, Osprey, FL 34229
0.07
$2,501,300
3
4
4,029
Off Market
438 E Mac Ewen Dr, Osprey, FL 34229
0.07
$1,771,100
4
3.5
3,489
Off Market
53 Fairway Oaks Ln, Osprey, FL 34229
0.07
$1,591,500
4
3.5
3,774
Off Market
435 E MACEWEN DRIVE, Osprey, FL 34229
0.08
$1,868,000
4
3.5
4,087
Off Market
448 E MACEWEN DRIVE, Osprey, FL 34229
0.09
$1,865,160
4
3.5
3,768
Recently Sold
445 E Mac Ewen Dr, Osprey, FL 34229
0.09
$2,009,300
4
5
4,275
Off Market
436 E Mac Ewen Dr, Osprey, FL 34229
0.10
$1,244,400
3
3.5
2,652
Off Market
433 E MACEWEN DRIVE, Osprey, FL 34229
0.10
$2,025,000
4
3.5
4,012
Recently Sold
450 E Mac Ewen Dr, Osprey, FL 34229
0.11
$1,763,400
3
3.5
3,088
Off Market

Local Information

  • Map ViewExplore the area around 444 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 1999
0.63 acre lot
3,902 sqft
$650/sqft
Garage

About this House

As you pass fountains & approach the massive glass and iron front entry doors framed by authentic limestone columns, you begin to sense you are being "transported" to a place you have always wanted to be. Upon entering, you suddenly feel you have arrived in old Italy. Your visual senses tell you that you have stepped into an artist's canvas of a rare master's painting entering the timeless world of Classic Italian Renaissance architecture, characterized by harmonious form and mathematical proportion. The enduring quality of European construction goes deep within the structure. All wood finishes, the massive wood doors, cabinetry and wood paneling were all meticulously handcrafted in the rich tradition redolent of another age. Italian stone artisans were flown direct from Italy to finish the floors. An incredible kitchen delighting the most discriminating chef is surrounded by one of a kind hand crafted cabinetry with everything at your fingertips while seemingly "invisible". The beautifully appointed master suite features his and her walk in closets with custom floor to ceiling cedar lined cherry cabinetry leading to the luxurious master bath. Your guests will thrill to the enchanting guest house adjacent to the limestone columned Roman pool & lanai, with travertine decks, steps and walls Make this the turning point of your life! Owning this home, is like owning a museum quality painting, the only difference, you can live in this one.
444 E Mac Ewen Dr, Osprey, FL 34229 is a 3 bedroom, 4 bathroom, 3,902 sqft single-family home built in 1999. It last sold for $1,350,000 on Jul 30, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,536,400, with a rent estimate of $6,977/month.

Home Details for 444 E Mac Ewen Dr

Interior Features

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

Exterior Features

Exterior Home Features
Roof: OtherExterior: 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: 0.63 acres

Price and Tax history

DateEventPrice
Jul 30, 2013
Source: N/A
Sold
$1,350,000
May 14, 2013
Source: Agent Provided
Pending
$1,595,000
Nov 28, 2012
Source: Agent Provided
Listed For Sale
$1,595,000
Aug 1, 2012
Source: Agent Provided
ListingRemoved
$1,695,000
Feb 4, 2012
Source: Agent Provided
Listed For Sale
$1,695,000

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 444 E Mac Ewen Dr

  • What is 444 E Mac Ewen Dr estimated to be worth?
    Trulia's estimated value for 444 E Mac Ewen Dr in Osprey, FL is $2,536,400.
  • What is the price history for 444 E Mac Ewen Dr?
    444 E Mac Ewen Dr in Osprey, FL last sold for $1,350,000 in July 2013.
  • 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 444 E Mac Ewen Dr have air conditioning?
    Yes, 444 E Mac Ewen Dr in Osprey, FL has air conditioning.
  • Does 444 E Mac Ewen Dr have a pool?
    Yes, 444 E Mac Ewen Dr in Osprey, FL has a pool.

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Off Market Homes Near 444 E Mac Ewen Dr

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