577 N MACEWEN DRIVE, Osprey, FL 34229
OFF MARKET

$1,947,000

Trulia Estimate
  • 4 Beds
  • 5.5 Baths
  • 4,318 sqft (on 0.62 acres)

577 N MACEWEN DRIVE, Osprey, FL 34229

Est. Refi. Payment $11,981/mo*
Refinance Your Home
Currently Off Market - Sold Apr 24, 2024 for $1,800,000

Home Value

Trulia Estimate
$1.95M
Since last month
Decreased$12K (-0.6%)
Since last year
Increased$328K (+20.3%)
Since last sale
Increased$142K (+7.9%)
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 +68% in the last 10 years
MonthEstimated value
2026
August 2026$1.94M
July 2026$1.95M
June 2026$1.97M
May 2026$1.99M
April 2026$1.98M
March 2026$1.97M
February 2026$1.96M
January 2026$1.95M
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
627 N MACEWEN DRIVE, Osprey, FL
0.14
Single-Family Home
$1,750,000
10/27/25
4
4.5
3,857
554 DOVE POINTE, Osprey, FL
0.14
Single-Family Home
$1,495,000
04/14/26
4
3.5
3,501
889 MACEWEN DRIVE, Osprey, FL
0.25
Single-Family Home
$2,100,000
01/30/26
4
4
3,235
478 ORISKANY COURT, Osprey, FL
0.25
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
898 MACEWEN DRIVE, Osprey, FL
0.45
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
550 DOVE POINTE, Osprey, FL
0.17
Single-Family Home
$2,925,000
09/23/25
4
5.5
7,842
453 E MACEWEN DRIVE, Osprey, FL
0.55
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
401 WALLS WAY, Osprey, FL
0.59
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
580 N MACEWEN DRIVE, Osprey, FL 34229
0.05
$2,113,300
4
4
4,495
Off Market
607 N MACEWEN DRIVE, Osprey, FL 34229
0.07
$1,576,000
4
4
3,574
Off Market
558 DOVE POINTE, Osprey, FL 34229
0.11
$1,615,900
3
3
3,521
Off Market
621 N MACEWEN DRIVE, Osprey, FL 34229
0.12
$2,038,400
4
4.5
3,836
Off Market
533 N MACEWEN DRIVE, Osprey, FL 34229
0.13
$1,743,800
4
4.5
3,794
Off Market
554 DOVE POINTE, Osprey, FL 34229
0.14
$1,495,000
4
3.5
3,501
Recently Sold
628 MACEWEN DRIVE, Osprey, FL 34229
0.14
$1,805,900
5
4.5
4,486
Off Market
538 DOVE POINTE DRIVE, Osprey, FL 34229
0.15
$1,950,000
4
5.5
4,346
For Sale
627 N MACEWEN DRIVE, Osprey, FL 34229
0.14
-
4
4.5
3,857
Off Market
654 TRENTON WAY, Osprey, FL 34229
0.16
-
4
3.5
3,582
Off Market
550 DOVE POINTE, Osprey, FL 34229
0.17
$3,069,800
4
5.5
7,842
Off Market

Local Information

  • Map ViewExplore the area around 577 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
2002
Lot Size
0.62 acres
Living Area
4,318 sqft
Price/Sqft
$451
Parking
3 Car Garage
HOA
$133/Monthly

About this House

**STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** situated on a nearly 2/3 Acre Lot with Ideal Southern-Exposure and View across the 15TH Fairway of the interior, HERON GOLF COURSE. Recent UPDATES include NEW ROOF (2023), NEW GENERATOR (with 1000 Gallon Propane Tank), HURRICANE IMPACT SLIDING DOORS, Etc. With its delightful curb appeal and gorgeously manicured landscape, this residence offers 4 EN SUITE BEDROOMS + Study/Den, 5 FULL and 1 HALF BATHS, High Ceilings, Crown Moldings, Gas Fireplace, spacious kitchen with Granite Counters and Stainless Steel appliances, 3-Car Garage w/ Large Circular Driveway, and much more! An Expansive Primary Bedroom Suite features a Bonus Room (possible Gym or 2nd Office/Den), 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 Heated Pool & Spa, Outdoor Kitchen and ample entertaining space in a private and serene setting. THE OAKS is a distinguished country club community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS program with 12 Har-Tru Hydro-Grid tennis courts, 4 Pickleball Courts, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL. 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. Equity OR Social Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR**
577 N MACEWEN DRIVE, Osprey, FL 34229 is a 4 bedroom, 6 bathroom, 4,318 sqft single-family home built in 2002. It last sold for $1,800,000 on Apr 24, 2024 (8% below the $1,950,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,947,000, with a rent estimate of $7,416/month.
Last check for updates: about 2 hours ago
Listed by Mark Lyda, (941) 586-2670
GENEROUS PROPERTY, (941) 275-9399
Bought with: Jackie Griese, (941) 718-0045, MICHAEL SAUNDERS & COMPANY, (941) 951-6660
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4597332
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 577 N MACEWEN DRIVE

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Den, Dinette, Dining Room, Family Room, Kitchen, Living RoomWet Bar
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4318 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Fire Hydrant, Phone Available, Propane, 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, Range Hood, Refrigerator, Washer, Water Filtration SystemDishwasherDisposalDryerLaundry: Electric Dryer Hookup,Inside,Laundry Room,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,Heat Pump,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Gas, Master BedroomSpa: Heated, In GroundHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Window Treatments, Hurricane Shutters, Hurricane Shutters/WindowsDoor: Outdoor Grill, Outdoor Kitchen, Sliding DoorsFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Carpet, Tile
View
Has a ViewView: Golf Course
Security
Security: Closed Circuit Camera(s), Gated Community, Security Gate, Security Lights, Security System, Security System Owned, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Front Porch, Rear Porch, ScreenedFencing: ElectricVegetation: Mature Landscaping, Oak Trees, Trees/LandscapedOther Structures: Outdoor KitchenExterior: 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,Garage Door Opener,Garage Faces Side,Guest,Oversized,Workshop in Garage
Pool
Pool: Gunite, Heated, In Ground, Lighting, Pool Alarm, Screen Enclosure, Self CleaningPool
Frontage
Road Frontage: Private RoadResponsible for Road Maintenance: Private Maintained RoadRoad Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 45

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Custom,Florida
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: CompletedParcel Number: 0140070007

Price & Status

Price
List Price: $1,950,000
Status Change & Dates
Off Market Date: Mon Mar 25 2024Possession Timing: Negotiable

Active Status

MLS Status: Sold

Location

Direction & Address
City: OSPREYCommunity: OAKS 2 PH 4-C PT 3
School Information
Elementary School: Laurel Nokomis ElementaryJr High / Middle School: Laurel Nokomis MiddleHigh School: Venice Senior High

Building

Building Area
Building Area: 5806 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, No Truck/RV/Motorcycle Parking, Pool, Restaurant, Special Community RestrictionsNot Senior Community

HOA

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

Lot Information

Lot Area: 0.62 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Energy

Energy Efficiency Features: Appliances, HVAC, Thermostat

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4597332Showing AttendedShowing Considerations: No SignShowing Requirements: Listing Agent Must Accompany, ShowingTimeUniversal Property Id: US-12115-N-0140070007-R-N

Additional Information

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

Price and Tax history

DateEventPrice
Apr 24, 2024
Source: Stellar MLS #A4597332
Sold
$1,800,000
Mar 25, 2024
Source: Stellar MLS #A4597332
Pending
$1,950,000
Feb 9, 2024
Source: Stellar MLS #A4597332
Listed For Sale
$1,950,000
May 29, 2002
Source: N/A
Sold
$996,800

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 577 N MACEWEN DRIVE

  • What is 577 N MACEWEN DRIVE estimated to be worth?
    Trulia's estimated value for 577 N MACEWEN DRIVE in Osprey, FL is $1,947,000.
  • What is the price history for 577 N MACEWEN DRIVE?
    577 N MACEWEN DRIVE in Osprey, FL last sold for $1,800,000 in April 2024.
  • 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 577 N MACEWEN DRIVE have air conditioning?
    Yes, 577 N MACEWEN DRIVE in Osprey, FL has air conditioning.
  • Does 577 N MACEWEN DRIVE have a pool?
    Yes, 577 N MACEWEN DRIVE in Osprey, FL has a pool.

Explore by feature - Pet Friendly

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