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

$1,787,700

Trulia Estimate
  • 3 Beds
  • 4 Baths
  • 3,889 sqft (on 0.55 acres)

440 E Mac Ewen Dr, Osprey, FL 34229

Est. Refi. Payment $11,723/mo*
Refinance Your Home
Currently Off Market - Sold May 6, 2013 for $625,000

Home Value

Trulia Estimate
$1.79M
Since last month
Increased$44K (+2.5%)
Since last year
Increased$160K (+9.7%)
Since last sale
Increased$1M (+188.5%)
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 +102% in the last 10 years
MonthEstimated value
2026
September 2026$1.8M
August 2026$1.76M
July 2026$1.75M
June 2026$1.79M
May 2026$1.73M
April 2026$1.76M
March 2026$1.75M
February 2026$1.77M
January 2026$1.73M
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
0.07
Single-Family Home
$2,025,000
09/14/26
4
3.5
4,012
434 MACEWEN DRIVE, Osprey, FL
0.07
Single-Family Home
$1,385,000
06/23/26
3
3
2,414
448 E MACEWEN DRIVE, Osprey, FL
0.14
Single-Family Home
$1,865,160
08/27/26
4
3.5
3,768
453 E MACEWEN DRIVE, Osprey, FL
0.25
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
453 E Mac Ewen Dr, Osprey, FL
0.25
Single-Family Home
$1,850,000
01/22/26
4
4
4,191
104 PARK TRACE BOULEVARD, Osprey, FL
0.23
Single-Family Home
$545,000
07/10/26
4
3
2,557
600 EAGLE WATCH LANE, Osprey, FL
0.28
Single-Family Home
$2,035,000
06/18/26
3
3
3,681
480 ORISKANY COURT, Osprey, FL
0.53
Single-Family Home
$1,250,000
09/01/26
3
3.5
3,208
264 SARATOGA COURT, Osprey, FL
0.44
Single-Family Home
$2,300,000
11/05/25
4
3.5
3,857
402 WALLS WAY, Osprey, FL
0.53
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464

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
438 E Mac Ewen Dr, Osprey, FL 34229
0.02
$1,753,300
4
3.5
3,489
Off Market
442 E Mac Ewen Dr, Osprey, FL 34229
0.03
$1,676,600
3
4
4,102
Off Market
436 E Mac Ewen Dr, Osprey, FL 34229
0.05
$1,228,600
3
3.5
2,652
Off Market
437 E Mac Ewen Dr, Osprey, FL 34229
0.05
$1,537,500
4
3.5
3,709
Off Market
444 E Mac Ewen Dr, Osprey, FL 34229
0.05
$2,501,500
3
4
3,902
Off Market
435 E MACEWEN DRIVE, Osprey, FL 34229
0.06
$1,857,200
4
3.5
4,087
Off Market
439 E Mac Ewen Dr, Osprey, FL 34229
0.06
$1,799,000
3
4
3,923
Off Market
58 FAIRWAY OAKS LANE, Osprey, FL 34229
0.07
$1,343,100
3
3
3,048
Off Market
434 MACEWEN DRIVE, Osprey, FL 34229
0.07
$1,385,000
3
3
2,414
Recently Sold
433 E MACEWEN DRIVE, Osprey, FL 34229
0.07
$2,025,000
4
3.5
4,012
Recently Sold
54 Fairway Oaks Ln, Osprey, FL 34229
0.08
$1,344,900
3
4
2,866
Off Market
441 E Mac Ewen Dr, Osprey, FL 34229
0.08
$1,827,300
4
4
4,822
Off Market
432 E Mac Ewen Dr, Osprey, FL 34229
0.09
$1,581,600
3
4
4,181
Off Market
431 E Mac Ewen Dr, Osprey, FL 34229
0.09
$1,770,300
3
4
4,184
Off Market
50 Fairway Oaks Ln, Osprey, FL 34229
0.10
$1,463,100
3
4
3,456
Off Market
443 E Mac Ewen Dr, Osprey, FL 34229
0.11
$1,783,300
5
5
4,396
Off Market
61 Fairway Oaks Ln, Osprey, FL 34229
0.11
$1,561,400
3
4
3,320
Off Market
430 E Mac Ewen Dr, Osprey, FL 34229
0.11
$1,411,900
4
5.5
3,222
Off Market
57 Fairway Oaks Ln, Osprey, FL 34229
0.11
$2,176,700
3
4
3,733
Off Market
53 Fairway Oaks Ln, Osprey, FL 34229
0.12
$1,583,500
4
3.5
3,774
Off Market

Local Information

  • Map ViewExplore the area around 440 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 1996
0.55 acre lot
3,889 sqft
$460/sqft
Garage

About this House

Enjoy elegant Florida living in one of the finest private golf course communities in Southwest Florida. This well maintained and updated custom home sits on the 5th fairway of the "Eagle" course at the Oaks Clubside. The property features lake and golf course views, a new barrel tile roof in 2011, new A/C system in 2009, volume ceilings, and a wonderful outdoor screened in pool area to enjoy a cool dip after a round of golf. Southern exposure provides great sun light both poolside and inside the home. An oversized 3 car garage provides plenty of space for a workshop and plenty of storage space as well. Property is priced competitively as the seller is highly motivated to negotiate a quick sale. Property ownership in The Oaks Club requires a membership to the club. With one of the finest clubhouse facilities of any private club in Southwest Florida, the Oaks Club is a private member owned club and offers 2 18 hole championship golf courses, 12 har-tru tennis courts, croquet lawn, fine dining in 3 different dining areas and a full social calendar for getting together with fellow club members for interesting events.
440 E Mac Ewen Dr, Osprey, FL 34229 is a 3 bedroom, 4 bathroom, 3,889 sqft single-family home built in 1996. It last sold for $625,000 on May 6, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,787,700, with a rent estimate of $7,411/month.

Home Details for 440 E 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
Hot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: StuccoFoundation Type: ConcretePatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Garage, Open

Property Information

Year Built
Year Built: 1996Year Updated: 2001
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.55 acres

Price and Tax history

DateEventPrice
May 6, 2013
Source: N/A
Sold
$625,000
Feb 26, 2013
Source: Agent Provided
PriceChange
$669,000
Price decreased by 4%
Jun 14, 2012
Source: Agent Provided
Listed For Sale
$699,000
Apr 12, 2011
Source: Agent Provided
ListingRemoved
$859,000
Mar 12, 2011
Source: Agent Provided
PriceChange
$859,000
Price increased by 8%

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 440 E Mac Ewen Dr

  • What is 440 E Mac Ewen Dr estimated to be worth?
    Trulia's estimated value for 440 E Mac Ewen Dr in Osprey, FL is $1,787,700.
  • What is the price history for 440 E Mac Ewen Dr?
    440 E Mac Ewen Dr in Osprey, FL last sold for $625,000 in May 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 440 E Mac Ewen Dr have air conditioning?
    Yes, 440 E Mac Ewen Dr in Osprey, FL has air conditioning.
  • Does 440 E Mac Ewen Dr have a pool?
    Yes, 440 E Mac Ewen Dr in Osprey, FL has a pool.

Explore by feature - Pet Friendly

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Off Market Homes Near 440 E Mac Ewen Dr

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