398 E Macewen Dr, Osprey, FL 34229
Property image
Property image
OFF MARKET

$1,714,800

Trulia Estimate
  • 4 Beds
  • 5.5 Baths
  • 4,743 sqft (on 0.56 acres)

398 E Macewen Dr, Osprey, FL 34229

Est. Refi. Payment $11,342/mo*
Refinance Your Home
Currently Off Market - Sold Mar 15, 2021 for $1,025,000

Home Value

Trulia Estimate
$1.72M
Since last month
Increased$32K (+1.9%)
Since last year
Increased$170K (+11%)
Since last sale
Increased$690K (+67.3%)
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 +51% in the last 10 years
MonthEstimated value
2026
September 2026$1.71M
August 2026$1.68M
July 2026$1.7M
June 2026$1.73M
May 2026$1.71M
April 2026$1.69M
March 2026$1.69M
February 2026$1.68M
January 2026$1.62M
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
401 WALLS WAY, Osprey, FL
0.32
Single-Family Home
$1,700,000
07/17/26
4
3.5
4,387
264 SARATOGA COURT, Osprey, FL
0.22
Single-Family Home
$2,300,000
11/05/25
4
3.5
3,857
402 WALLS WAY, Osprey, FL
0.35
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464
896 MACEWEN DRIVE, Osprey, FL
0.47
Single-Family Home
$2,300,000
04/06/26
4
5.5
4,858
433 E MACEWEN DRIVE, Osprey, FL
0.41
Single-Family Home
$2,025,000
09/14/26
4
3.5
4,012
453 E MACEWEN DRIVE, Osprey, FL
0.58
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
453 E Mac Ewen Dr, Osprey, FL
0.58
Single-Family Home
$1,850,000
01/22/26
4
4
4,191
448 E MACEWEN DRIVE, Osprey, FL
0.57
Single-Family Home
$1,865,160
08/27/26
4
3.5
3,768
600 EAGLE WATCH LANE, Osprey, FL
0.31
Single-Family Home
$2,035,000
06/18/26
3
3
3,681
434 MACEWEN DRIVE, Osprey, FL
0.40
Single-Family Home
$1,385,000
06/23/26
3
3
2,414

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
402 MACEWEN DRIVE, Osprey, FL 34229
0.05
$1,590,000
3
3.5
3,565
For Sale
388 BUNKER HILL, Osprey, FL 34229
0.06
$2,866,700
5
5.5
4,937
Off Market
378 MACEWEN DRIVE, Osprey, FL 34229
0.10
$1,346,500
3
3
3,094
Off Market
14 OLD VENICE ROAD LOT 100, Osprey, FL 34229
0.20
-
-
-
-
Off Market
362 MACEWEN DRIVE, Osprey, FL 34229
0.19
$2,175,000
4
3.5
4,117
For Sale
264 SARATOGA COURT, Osprey, FL 34229
0.22
$2,282,200
4
3.5
3,857
Off Market
419 E MACEWEN DRIVE, Osprey, FL 34229
0.25
$1,806,200
4
4.5
4,201
Off Market
328 E BAY STREET, Osprey, FL 34229
0.26
$430,000
2
1
884
Recently Sold
935 BLUE HERON OVERLOOK, Osprey, FL 34229
0.25
$1,716,100
4
3
3,665
Off Market
588 EAGLE WATCH LANE, Osprey, FL 34229
0.29
$1,917,200
4
4.5
4,686
Off Market
425 E MACEWEN DRIVE, Osprey, FL 34229
0.31
$2,908,000
5
5.5
5,153
Off Market
76 EXPLORER DRIVE #104, Osprey, FL 34229
0.30
$308,800
3
2
1,430
Off Market

Local Information

  • Map ViewExplore the area around 398 E Macewen Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
0.56 acre lot
4,743 sqft
$362/sqft
Garage

About this House

This single-family home is located at 398 E Macewen Dr, Osprey, FL. 398 E Macewen Dr is in Osprey, FL and in ZIP code 34229. This property has 4 bedrooms, 6 bathrooms and approximately 4,743 sqft of floor space. This property has a lot size of 0.56 acres and was built in 1998.
398 E Macewen Dr, Osprey, FL 34229 is a 4 bedroom, 6 bathroom, 4,743 sqft single-family home built in 1998. It last sold for $1,025,000 on Mar 15, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,714,800, with a rent estimate of $7,303/month.

Home Details for 398 E Macewen Dr

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 10Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDisposalDryer
Fireplace & Spa
FireplaceHot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: TileExterior: StuccoFoundation Type: ConcretePatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 5Parking: Garage Attached

Property Information

Year Built
Year Built: 1998Year Updated: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Spanish

Community

Units in Building: 1

Lot Information

Lot Area: 0.56 acres

Price and Tax history

DateEventPrice
Mar 15, 2021
Source: N/A
Sold
$1,025,000
Jan 22, 2021
Source: Agent Provided
Pending
$1,060,000
Jan 19, 2021
Source: Stellar MLS
ListingRemoved
Oct 25, 2020
Source: Agent Provided
PriceChange
$1,060,000
Price decreased by 4%
May 23, 2020
Source: Agent Provided
PriceChange
$1,100,000
Price decreased by 4%

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 398 E Macewen Dr

  • What is 398 E Macewen Dr estimated to be worth?
    Trulia's estimated value for 398 E Macewen Dr in Osprey, FL is $1,714,800.
  • What is the price history for 398 E Macewen Dr?
    398 E Macewen Dr in Osprey, FL last sold for $1,025,000 in March 2021.
  • 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 398 E Macewen Dr have air conditioning?
    Yes, 398 E Macewen Dr in Osprey, FL has air conditioning.
  • Does 398 E Macewen Dr have a pool?
    Yes, 398 E Macewen Dr in Osprey, FL has a pool.

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