433 E MACEWEN DRIVE, Osprey, FL 34229
SOLD
SEP 14, 2026

$2,047,700

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 4,012 sqft (on 0.61 acres)

433 E MACEWEN DRIVE, Osprey, FL 34229

Est. Refi. Payment $13,240/mo*
Refinance Your Home
Currently Off Market - Sold Sep 14, 2026 for $2,025,000 (7% below list price)

Home Value

Trulia Estimate
$2.05M
Since last month
$300 (0%)
Since last year
Decreased$91K (-4.3%)
Since last sale
$700 (0%)
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 +139% in the last 10 years
MonthEstimated value
2026
September 2026$2.02M
August 2026$2.02M
July 2026$2.03M
June 2026$2.02M
May 2026$2.07M
April 2026$2.09M
March 2026$2.09M
February 2026$2.09M
January 2026$2.1M
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
448 E MACEWEN DRIVE, Osprey, FL
0.16
Single-Family Home
$1,865,160
08/27/26
4
3.5
3,768
453 E MACEWEN DRIVE, Osprey, FL
0.23
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
600 EAGLE WATCH LANE, Osprey, FL
0.21
Single-Family Home
$2,035,000
06/18/26
3
3
3,681
264 SARATOGA COURT, Osprey, FL
0.37
Single-Family Home
$2,300,000
11/05/25
4
3.5
3,857
434 MACEWEN DRIVE, Osprey, FL
0.04
Single-Family Home
$1,385,000
06/23/26
3
3
2,414
401 WALLS WAY, Osprey, FL
0.47
Single-Family Home
$1,700,000
07/17/26
4
3.5
4,387
896 MACEWEN DRIVE, Osprey, FL
0.35
Single-Family Home
$2,300,000
04/06/26
4
5.5
4,858
889 MACEWEN DRIVE, Osprey, FL
0.52
Single-Family Home
$2,100,000
01/30/26
4
4
3,235

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
434 MACEWEN DRIVE, Osprey, FL 34229
0.04
$1,385,000
3
3
2,414
Recently Sold
435 E MACEWEN DRIVE, Osprey, FL 34229
0.02
$1,865,200
4
3.5
4,087
Off Market
425 E MACEWEN DRIVE, Osprey, FL 34229
0.10
$2,953,100
5
5.5
5,153
Off Market
58 FAIRWAY OAKS LANE, Osprey, FL 34229
0.13
$1,343,100
3
3
3,048
Off Market
419 E MACEWEN DRIVE, Osprey, FL 34229
0.17
$1,824,300
4
4.5
4,201
Off Market
627 EAGLE WATCH LANE, Osprey, FL 34229
0.17
$2,077,500
4
4.5
3,896
Off Market
639 EAGLE WATCH LANE, Osprey, FL 34229
0.17
$1,574,300
4
5.5
3,906
Off Market
448 E MACEWEN DRIVE, Osprey, FL 34229
0.16
$1,865,160
4
3.5
3,768
Recently Sold
600 EAGLE WATCH LANE, Osprey, FL 34229
0.21
$2,035,000
3
3
3,681
Recently Sold
588 EAGLE WATCH LANE, Osprey, FL 34229
0.22
$1,926,900
4
4.5
4,686
Off Market
451 MAC EWEN DR, Osprey, FL 34229
0.21
$2,006,500
4
3.5
4,368
Off Market

Local Information

  • Map ViewExplore the area around 433 E MACEWEN DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
0.61 acre lot
4,012 sqft
$505/sqft
3 Car Garage
HOA $142/mo

About this House

What's unique:Gas fireplaceMagnificent coffered ceilingsDistinctive crown moldingLighted entrance postsDramatic circular driveway
**EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private 0.61-acre homesite overlooking the Heron Golf Course with tranquil water views in the prestigious, 24-hour gated Oaks Club community. Nestled beneath a gorgeous oak canopy and enhanced by professional exterior landscape lighting, this remarkable 4,012-square-foot home offers the utmost in Florida living. Designed to maximize natural light, soaring 12-foot ceilings, expansive windows, and seamless indoor-outdoor living, the home was affectionately known by its previous owners as "The House of Light." From the dramatic circular driveway and lighted entrance columns to the elegant coffered ceilings, crown molding, and inviting gas fireplace, every detail reflects the quality and sophistication synonymous with Arthur Rutenberg. The thoughtfully designed floor plan features 4 Bedrooms plus Private Study/Den, 3 Full and 1 Falf Baths, centered around a spacious gourmet kitchen with new granite countertops, premium Sub-Zero and Wolf stainless steel appliances, and an open flow into the comfortable family room—ideal for both everyday living and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, a custom tiled walk-in shower, and a relaxing soaking tub. An oversized three-car garage provides abundant storage, a workbench, and an additional refrigerator. The expansive screened lanai is the true centerpiece of the home, offering the ultimate Florida lifestyle with generous covered entertaining space, multiple dining areas, and a stunning pool highlighted by a dramatic four-foot tiled waterfall feature. A fully equipped outdoor kitchen includes granite countertops, an Alfresco grill, refrigerator, and bar seating, creating the perfect setting for year-round entertaining. Meticulously updated throughout the years, significant improvements include hurricane-impact windows and doors (2020), roof (2019), pool cage/aluminum structure (2018), and numerous additional enhancements that preserve the home's exceptional quality and value. The Oaks Club is a member-owned private golf community with more than 40 years of excellence and is the only private residential golf club in the Sarasota, Bradenton, and Fort Myers region recognized by both Platinum Clubs of America and Distinguished Emerald Clubs of the World. Residents enjoy a magnificent 30,000-square-foot clubhouse, three exceptional dining venues, two championship 18-hole golf courses, outstanding golf instruction, a premier racquet program with 12 Har-Tru HydroGrid tennis courts and pickleball courts, croquet, bocce, basketball, a Junior Olympic swimming pool, and a newly expanded state-of-the-art wellness, fitness, and spa facility. Recognized as "The Healthiest Club" and an Audubon Society-certified community, The Oaks also welcomes families and offers an unmatched lifestyle. Ideally located in one of Sarasota County's most sought-after communities, this exceptional home is just minutes from world-renowned beaches, top-rated schools, fine dining, shopping, and Sarasota's vibrant arts and cultural attractions, making it a rare opportunity to enjoy luxury living in a truly prime location. **Enjoy Viewing the 3D Virtual Tour and Aerial Video*
433 E MACEWEN DRIVE, Osprey, FL 34229 is a 4 bedroom, 4 bathroom, 4,012 sqft single-family home built in 1998. It last sold for $2,025,000 on Sep 14, 2026 (7% below the $2,189,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,047,700, with a rent estimate of $6,938/month.
Last check for updates: about 7 hours ago
Listed by Mark Lyda, (941) 586-2670
GENEROUS PROPERTY, (941) 275-9399
Bought with: Kristina Rain, (941) 320-2639, MICHAEL SAUNDERS & COMPANY, (941) 349-3444
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4676505
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 433 E MACEWEN DRIVE

Interior Features

Interior Details
Number of Rooms: 12Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Balcony Porch Lanai, Dinette, Dining Room, Family Room, Kitchen, Living Room, Studio
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4012 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Public, Sprinkler Well, Street Lights, Underground UtilitiesAppliances: Bar Fridge, Oven, Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range Hood, Refrigerator, Washer, Wine RefrigeratorDishwasherDisposalDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Heat Pump,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas, Living RoomSpa: Heated, In GroundHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window Treatments, Hurricane ShuttersDoor: Outdoor Grill, Outdoor Kitchen, Sliding DoorsFlooring: Carpet, Ceramic Tile, Marble, Slate, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Ceramic Tile, Marble, Slate, Hardwood
View
Has a ViewView: Golf Course, Pool, Pond
Security
Security: Gated Community, Security System Owned, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: ScreenedVegetation: Mature Landscaping, Trees/LandscapedOther Structures: Outdoor KitchenExterior: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, 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 Rear,Garage Faces Side
Pool
Pool: Auto Cleaner, Gunite, Heated, In Ground, Other, Screen EnclosurePool
Frontage
Road Frontage: Private RoadResponsible for Road Maintenance: Private Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 212

Property Information

Year Built
Year Built: 1998
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: 0141150001

Price & Status

Price
List Price: $2,189,000Price Per Sqft: $505/sqft
Status Change & Dates
Off Market Date: Mon Aug 03 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Location

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

Building

Building Area
Building Area: 5670 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Playground, Pool, Restaurant, Tennis Court(s)Not Senior Community
Other
Playground

HOA

HOA Fee Includes: 24-Hour Guard, Common Area Taxes, Reserve Fund, Recreational FacilitiesHOA Name: ACCESS MANAGEMENTHOA Phone: 813-607-2220Association for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $142/Monthly

Lot Information

Lot Area: 0.61 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4676505Water ViewWater View: PondBack On Market Date: Thu Jul 23 2026Showing AttendedShowing Considerations: No SignShowing Requirements: Listing Agent Must Accompany, ShowingTimeUniversal Property Id: US-12115-N-0141150001-R-N

Additional Information

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

Price and Tax history

DateEventPrice
Sep 14, 2026
Source: Stellar MLS #A4676505
Sold
$2,025,000
Aug 11, 2026
Source: Stellar MLS #A4676505
PendingToActive
$2,189,000
Aug 4, 2026
Source: Stellar MLS #A4676505
Contingent
$2,189,000
Jun 23, 2026
Source: Stellar MLS #A4676505
PriceChange
$2,189,000
Price decreased by 3%
Jan 2, 2026
Source: Stellar MLS #A4676505
PendingToActive
$2,250,000

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 433 E MACEWEN DRIVE

  • What is 433 E MACEWEN DRIVE estimated to be worth?
    Trulia's estimated value for 433 E MACEWEN DRIVE in Osprey, FL is $2,047,700.
  • What is the price history for 433 E MACEWEN DRIVE?
    433 E MACEWEN DRIVE in Osprey, FL last sold for $2,025,000 in September 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 433 E MACEWEN DRIVE have air conditioning?
    Yes, 433 E MACEWEN DRIVE in Osprey, FL has air conditioning.
  • Does 433 E MACEWEN DRIVE have a pool?
    Yes, 433 E MACEWEN DRIVE in Osprey, FL has a pool.

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