434 MACEWEN DRIVE, Osprey, FL 34229
SOLD
JUN 23, 2026

$1,379,700

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,414 sqft (on 0.55 acres)

434 MACEWEN DRIVE, Osprey, FL 34229

Est. Refi. Payment $8,871/mo*
Refinance Your Home
Currently Off Market - Sold Jun 23, 2026 for $1,385,000 (5% below list price)

Home Value

Trulia Estimate
$1.38M
Since last month
Decreased$7K (-0.5%)
Since last year
Increased$335K (+32.2%)
Since last sale
Decreased$7K (-0.5%)
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 +124% in the last 10 years
MonthEstimated value
2026
September 2026$1.38M
August 2026$1.39M
July 2026$1.38M
June 2026$1.38M
May 2026$1.42M
April 2026$1.42M
March 2026$1.13M
February 2026$1.13M
January 2026$1.11M
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
0.04
Single-Family Home
$2,025,000
09/14/26
4
3.5
4,012
600 EAGLE WATCH LANE, Osprey, FL
0.23
Single-Family Home
$2,035,000
06/18/26
3
3
3,681
448 E MACEWEN DRIVE, Osprey, FL
0.19
Single-Family Home
$1,865,160
08/27/26
4
3.5
3,768
453 E MACEWEN DRIVE, Osprey, FL
0.28
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
480 ORISKANY COURT, Osprey, FL
0.53
Single-Family Home
$1,250,000
09/01/26
3
3.5
3,208
104 PARK TRACE BOULEVARD, Osprey, FL
0.29
Single-Family Home
$545,000
07/10/26
4
3
2,557
402 WALLS WAY, Osprey, FL
0.48
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464
228 SAINT JAMES PARK, Osprey, FL
0.63
Single-Family Home
$1,600,000
05/14/26
3
2.5
2,425

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
433 E MACEWEN DRIVE, Osprey, FL 34229
0.04
$2,025,000
4
3.5
4,012
Recently Sold
435 E MACEWEN DRIVE, Osprey, FL 34229
0.06
$1,855,100
4
3.5
4,087
Off Market
425 E MACEWEN DRIVE, Osprey, FL 34229
0.10
$2,968,500
5
5.5
5,153
Off Market
58 FAIRWAY OAKS LANE, Osprey, FL 34229
0.14
$1,343,100
3
3
3,048
Off Market
419 E MACEWEN DRIVE, Osprey, FL 34229
0.18
$1,812,200
4
4.5
4,201
Off Market
627 EAGLE WATCH LANE, Osprey, FL 34229
0.21
$2,056,400
4
4.5
3,896
Off Market
639 EAGLE WATCH LANE, Osprey, FL 34229
0.21
$1,558,300
4
5.5
3,906
Off Market
448 E MACEWEN DRIVE, Osprey, FL 34229
0.19
$1,865,160
4
3.5
3,768
Recently Sold
600 EAGLE WATCH LANE, Osprey, FL 34229
0.23
$2,035,000
3
3
3,681
Recently Sold
588 EAGLE WATCH LANE, Osprey, FL 34229
0.25
$1,917,500
4
4.5
4,686
Off Market
451 MAC EWEN DR, Osprey, FL 34229
0.26
$2,006,500
4
3.5
4,368
Off Market

Local Information

  • Map ViewExplore the area around 434 MACEWEN DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1997
0.55 acre lot
2,414 sqft
$574/sqft
2 Car Garage
HOA $142/mo

About this House

Meticulously maintained and updated with care, this 3 bedroom, 3 bath + den/study home in The Oaks Clubside offers beautiful views. A mixture between clean modern lines and cottage chic this house feels cozy. Yet it has an open floor plan, soaring ceilings and every room in the house is light and bright. The formal living room opens to the large lanai and pool with Southern exposure. The view over the lake to the Eagle #6 is simply gorgeous! It is one of the most stunning views in the neighborhood. There is plenty of room to host friends and loved ones. Serve a meal in the formal dining room, have a causal lunch in the kitchen nook or at the breakfast bar, or dine al fresco under the large, covered area overlooking the pool. From the luxurious master suite to the guest bedrooms, this home is beautifully appointed and showcases the finest of details and improvements, including a new roof, impact windows and doors and pretty, updated landscaping. The Oaks, Sarasota’s premier golf and country club, offers two championship golf courses, HAR-TRU tennis courts, pickleball, croquet, and a state-of-the-art WellFit Center.
434 MACEWEN DRIVE, Osprey, FL 34229 is a 3 bedroom, 3 bathroom, 2,414 sqft single-family home built in 1997. It last sold for $1,385,000 on Jun 23, 2026 (5% below the $1,465,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,379,700, with a rent estimate of $5,312/month.
Last check for updates: about 23 hours ago
Listed by Steve Abbe, (941) 400-3969
COLDWELL BANKER REALTY, (941) 383-6411
Bought with: Steve Abbe, (941) 400-3969, COLDWELL BANKER REALTY, (941) 383-6411
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4687368
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 434 MACEWEN DRIVE

Interior Features

Interior Details
Number of Rooms: 10Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Balcony Porch Lanai, Dinette, Dining Room, Great Room, Kitchen, Office
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2414 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Connected, Fiber Optics, Sprinkler Well, Street LightsAppliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, WasherDishwasherDisposalDryerLaundry: InsideMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Heat PumpHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: BlindsDoor: Sliding DoorsFlooring: Ceramic Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Ceramic Tile, Hardwood
View
Has a ViewView: Golf Course, Water, Lake
Security
Security: Gated Community, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Deck, Patio, Porch, ScreenedFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 21x22No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Pool
Pool: Gunite, Heated, Salt WaterPool
Frontage
Road Frontage: Private RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 6

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Block, StuccoNot a New ConstructionNot Attached PropertyNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Parcel Number: 0141150002

Price & Status

Price
List Price: $1,465,000Price Per Sqft: $574/sqft
Status Change & Dates
Off Market Date: Sun Apr 05 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Location

Direction & Address
City: OSPREYCommunity: OAKS 2 PH 3
School Information
Elementary School: Laurel Nokomis ElementaryJr High / Middle School: Sarasota MiddleHigh School: Venice Senior High

Building

Building Area
Building Area: 3180 Square Feet
Community rooms
Fitness Center

Community

Community Features: Deed Restrictions, Fitness Center, Golf, PoolNot Senior Community

HOA

HOA Fee Includes: Fidelity Bond, Manager, Private RoadHOA Name: Access Management-Sarasota/Hope RootHOA Phone: 813-607-2220Association for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $142/Monthly

Lot Information

Lot Area: 0.55 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4687368Pets Max Weight: 101Water ViewWater View: Water, LakeShowing AttendedShowing Requirements: Appointment Only, Contact Call Center, Listing Agent Must Accompany, ShowingTimeUniversal Property Id: US-12115-N-0141150002-R-N

Additional Information

HOA Amenities: Fitness Center,Gated,Security,Vehicle Restrictions

Price and Tax history

DateEventPrice
Jun 23, 2026
Source: Stellar MLS #A4687368
Sold
$1,385,000
Apr 5, 2026
Source: Stellar MLS #A4687368
Pending
$1,465,000
Mar 30, 2026
Source: Stellar MLS #A4687368
Listed For Sale
$1,465,000
Jun 8, 2018
Source: N/A
Sold
$545,000
Mar 7, 2018
Source: Agent Provided
Pending
$565,000

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 434 MACEWEN DRIVE

  • What is 434 MACEWEN DRIVE estimated to be worth?
    Trulia's estimated value for 434 MACEWEN DRIVE in Osprey, FL is $1,379,700.
  • What is the price history for 434 MACEWEN DRIVE?
    434 MACEWEN DRIVE in Osprey, FL last sold for $1,385,000 in June 2026.
  • 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 434 MACEWEN DRIVE have air conditioning?
    Yes, 434 MACEWEN DRIVE in Osprey, FL has air conditioning.
  • Does 434 MACEWEN DRIVE have a pool?
    Yes, 434 MACEWEN DRIVE in Osprey, FL has a pool.

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