533 N MACEWEN DRIVE, Osprey, FL 34229
OFF MARKET

533 N MACEWEN DRIVE
Osprey, FL 34229

  • 4 Beds
  • 4.5 Baths
  • 3,794 sqft (on 0.68 acres)

$1,728,100

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $10,807/mo*
Refinance Your Home

$1,728,100

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $10,807/mo*
Refinance Your Home
4 Beds
4.5 Baths
3,794 sqft
(on 0.68 acres)

Home Value

Trulia Estimate
$1.73M
Since last month
Decreased$5K (-0.3%)
Since last year
Decreased$48K (-2.7%)
Since last sale
Decreased$130K (-7%)
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 decreased by -7% in the last 10 years
MonthEstimated value
2026
August 2026$1.72M
July 2026$1.73M
June 2026$1.74M
May 2026$1.73M
April 2026$1.72M
March 2026$1.73M
February 2026$1.74M
January 2026$1.72M
2025
2024

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
554 DOVE POINTE, Osprey, FL
0.09
Single-Family Home
$1,495,000
04/14/26
4
3.5
3,501
627 N MACEWEN DRIVE, Osprey, FL
0.27
Single-Family Home
$1,750,000
10/27/25
4
4.5
3,857
889 MACEWEN DRIVE, Osprey, FL
0.28
Single-Family Home
$2,100,000
01/30/26
4
4
3,235
898 MACEWEN DRIVE, Osprey, FL
0.46
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
453 E MACEWEN DRIVE, Osprey, FL
0.49
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
550 DOVE POINTE, Osprey, FL
0.12
Single-Family Home
$2,925,000
09/23/25
4
5.5
7,842
478 ORISKANY COURT, Osprey, FL
0.24
Single-Family Home
$2,625,000
09/16/25
4
6
5,778
896 MACEWEN DRIVE, Osprey, FL
0.43
Single-Family Home
$2,300,000
04/06/26
4
5.5
4,858

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
538 DOVE POINTE DRIVE, Osprey, FL 34229
0.05
$1,950,000
4
5.5
4,346
For Sale
558 DOVE POINTE, Osprey, FL 34229
0.07
$1,615,900
3
3
3,521
Off Market
554 DOVE POINTE, Osprey, FL 34229
0.09
$1,495,000
4
3.5
3,501
Recently Sold
577 N MACEWEN DRIVE, Osprey, FL 34229
0.13
$1,939,600
4
5.5
4,318
Off Market
550 DOVE POINTE, Osprey, FL 34229
0.12
$3,044,400
4
5.5
7,842
Off Market
566 OAK BAY DRIVE, Osprey, FL 34229
0.17
$520,000
3
2
2,559
Recently Sold
562 OAK BAY DRIVE, Osprey, FL 34229
0.17
$511,500
3
2.5
2,414
Recently Sold
580 N MACEWEN DRIVE, Osprey, FL 34229
0.14
$2,113,600
4
4
4,495
Off Market
654 TRENTON WAY, Osprey, FL 34229
0.20
$2,224,900
4
3.5
3,582
Off Market
491 E MACEWEN DRIVE, Osprey, FL 34229
0.22
$1,459,300
4
4
3,526
Off Market
590 OAK BAY DRIVE, Osprey, FL 34229
0.21
$530,300
3
2
1,892
Off Market

Local Information

  • Map ViewExplore the area around 533 N MACEWEN DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1999
Lot Size
0.68 acres
Living Area
3,794 sqft
Price/Sqft
$455
Parking
3 Car Garage
HOA
$133/Monthly

About this House

**IMPRESSIVE ESTATE WITH GOLF COURSE AND WATER VIEW in the Highly Sought-After OAKS COUNTRY CLUB Community** situated on an over 2/3 Acre, Serene Lot with Ideal Southwestern-Exposure and View across the 15TH Fairway of the interior, HERON GOLF COURSE. Recent UPDATES include NEW ROOF (2020), NEW HURRICANE IMPACT WINDOWS & SLIDING DOORS (2020), Etc. With its delightful curb appeal and manicured landscape, this Light and Bright residence offers 4 EN SUITE BEDROOMS + Study/Den, 4 FULL and 1 HALF BATHS, Soaring Ceilings, Crown Moldings, Gas Fireplace, spacious kitchen with Granite Counters and Stainless Steel appliances, 3-Car Garage w/ Large Circular Driveway, and much more! The Spacious Primary Bedroom Suite features multiple walk-in closets, dual vanities, soaking tub and custom-tiled shower. Ultimate enjoyment of the outdoors is made possible with an expansive screened lanai featuring a Pool & Spa, Outdoor Kitchen and ample entertaining space in a private and serene setting. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **ENJOY THE 3D VIRTUAL TOUR**
533 N MACEWEN DRIVE, Osprey, FL 34229 is a 4 bedroom, 5 bathroom, 3,794 sqft single-family home built in 1999. It last sold for $1,855,000 on Feb 26, 2025 (4% below the $1,925,000 asking price). It is currently off market. The Trulia Estimate is $1,728,100, with a rent estimate of $6,552/month.
Last check for updates: about 14 hours ago
Listed by Mark Lyda, (941) 586-2670
GENEROUS PROPERTY, (941) 275-9399
Bought with: Mark Lyda, (941) 586-2670, GENEROUS PROPERTY, (941) 275-9399
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4630982
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 533 N MACEWEN DRIVE

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Den, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3794 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Sprinkler Well, Street Lights, Underground Utilities, Water ConnectedAppliances: Bar Fridge, Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range Hood, Refrigerator, WasherDishwasherDisposalDryerLaundry: Electric Dryer Hookup,Inside,Laundry Room,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas, Living RoomHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window Treatments, Hurricane Shutters/WindowsDoor: Outdoor Grill, Outdoor Kitchen, Sliding DoorsFlooring: Carpet, Porcelain Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Porcelain Tile
View
Has a ViewView: Golf Course, Water, Pond
Security
Security: Gated Community, Smoke Detector(s), Fire Resistant Exterior

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Front Porch, Patio, Rear Porch, ScreenedVegetation: Mature Landscaping, Trees/LandscapedExterior: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Rain GuttersFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Circular Driveway,Driveway,Garage Door Opener,Garage Faces Side,Guest,Oversized,Parking Pad
Pool
Pool: Gunite, In Ground, Lighting, Screen EnclosurePool
Frontage
WaterfrontWaterfront: Pond, Lake PrivilegesRoad Frontage: Private RoadResponsible for Road Maintenance: Private Maintained RoadRoad Surface Type: Paved, Asphalt, OtherOn Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 9

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Custom,Florida
Building
Construction Materials: Block, StuccoNot a New ConstructionNot Attached PropertyNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: CompletedParcel Number: 0140070002

Price & Status

Price
List Price: $1,925,000
Status Change & Dates
Off Market Date: Sat Dec 14 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Location

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

Building

Building Details
Builder Name: TOLL BROTHERS
Building Area
Building Area: 5393 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Playground, Pool, RestaurantNot Senior Community
Other
Playground

HOA

HOA Fee Includes: 24-Hour Guard, Common Area Taxes, Community Pool, Reserve Fund, Private Road, SecurityHOA Name: ACCESS MANAGEMENT / HOPE ROOTHOA Phone: 813-607-2220Association for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $133/Monthly

Lot Information

Lot Area: 0.68 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Energy

Energy Efficiency Features: Appliances, Thermostat

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4630982Pets Max Weight: 999Water ViewWater View: Water, PondShowing Considerations: No SignShowing Requirements: ShowingTimeUniversal Property Id: US-12115-N-0140070002-R-N

Additional Information

HOA Amenities: Clubhouse,Fence Restrictions,Fitness Center,Gated,Golf Course,Pickleball Court(s),Playground,Pool,Recreation Facilities,Security,Tennis Court(s),Vehicle Restrictions

Price and Tax history

DateEventPrice
Feb 26, 2025
Source: Stellar MLS #A4630982
Sold
$1,855,000
Dec 14, 2024
Source: Stellar MLS #A4630982
Pending
$1,925,000
Dec 5, 2024
Source: Stellar MLS #A4630982
Listed For Sale
$1,925,000
Jun 30, 2014
Source: Stellar MLS #A3990294
Sold
$825,000

Market trends in Osprey

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
133
7MoM

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 533 N MACEWEN DRIVE

  • What is 533 N MACEWEN DRIVE estimated to be worth?
    Trulia's estimated value for 533 N MACEWEN DRIVE in Osprey, FL is $1,728,100.
  • What is the price history for 533 N MACEWEN DRIVE?
    533 N MACEWEN DRIVE in Osprey, FL last sold for $1,855,000 in February 2025.
  • Is Osprey a buyer's or seller's market?
    Osprey is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Osprey?
    Residents describe Osprey, FL as dog-friendly, quiet, and easy to park in. Most residents say you need a car. See recently sold homes in Osprey, FL.
  • Does 533 N MACEWEN DRIVE have air conditioning?
    Yes, 533 N MACEWEN DRIVE in Osprey, FL has air conditioning.
  • Does 533 N MACEWEN DRIVE have a pool?
    Yes, 533 N MACEWEN DRIVE in Osprey, FL has a pool.

Explore by feature - Pet Friendly

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Off Market Homes Near 533 N MACEWEN DRIVE

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