Experience refined living in this extraordinary, elegant home. With 3 bedrooms and 4.5 baths it offers expansive lake and golf course views from its premier position along the Heron Course. Designed for both grand entertaining and everyday comfort, the home features generous living spaces, a bright open kitchen overlooking the family room with wood burning fireplace, and a luxurious primary suite with two walk-in closets and a spa style bath. Each guest suite includes its own private bath, ensuring comfort and privacy. Outdoor living shines with a dramatic pool, and spacious covered areas ideal for sunset dining, and beautiful views. Residents enjoy access to The Oaks Club’s renowned amenities, including two championship golf courses, tennis, pickleball, and a vibrant social calendar. Membership is required with homeownership. There is currently no wait list for either Golf or Sports/Social Membership.
Property Details
Price:
$2,750,000
MLS #:
A4703990
Status:
Pending
Beds:
4
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKS 2 PH 4
Neighborhood:
34229osprey
Listed Date:
Aug 25, 2026
Finished Sq Ft:
5,323
Total Sq Ft:
7,372
Lot Size:
27,016 sqft / 0.62 acres (approx)
Year Built:
1996
See this Listing
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Interior
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Porcelain Tile, Travertine
Heating
Central, Electric
Interior Features
Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Open Floorplan, Skylight(s), Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
Laundry Features
Inside
Levels
One
Exterior
Architectural Style
Contemporary
Association Amenities
Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Other, Playground, Pool, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions
Attached Garage YN
1
Community Features
Association Recreation – Owned, Buyer Approval Required, Deed Restrictions, Fitness Center, Golf, Irrigation-Reclaimed Water, No Truck/RV/Motorcycle Parking, Playground, Pool, Special Community Restrictions, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
East
Exterior Features
Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sliding Doors, Storage
Garage Spaces
3
Lot Features
In County, On Golf Course, Oversized Lot
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Other, Oversized, Workshop in Garage
Patio And Porch Features
Covered, Porch, Screened
Roof
Tile
Security Features
Gated Community, Security Gate, Security Lights, Security System Owned, Smoke Detector(s)
Spa Features
Heated, In Ground
View
Golf Course, Pool, Water
Waterfront Features
Lake Front
Window Features
Blinds, Shutters, Window Treatments
Financial
HOA Fee
$425
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Community Pool, Maintenance Grounds, Recreational Facilities
HOA Name
Access
Tax Year
2025
Taxes
$17,651
Map
Community
- Address447 E MACEWEN DRIVE OSPREY FL
- SubdivisionOAKS 2 PH 4
- CityOSPREY
- CountySarasota
- Zip Code34229
Subdivisions in OSPREY
- ARBORS
- BAY ACRES – RESUB
- BAY OAKS ESTATES
- BAY OAKS ESTS UNIT 1
- BAY STREET VILLAGE
- BAYPOINTE VISTA 1
- BAYSIDE
- BISHOPSCOURT AT THE OAKS PRESERVE
- BLACKBURN HARBOR RESIDENCES
- BLACKBURN HARBOR WATERFRONT VI
- BLACKBURN HARBOR WATERFRONT VILLAS
- BLACKBURN POINT WOODS
- CASEY KEY
- CORDES COVE
- DRY SLIPS AT BELLAGIO VILLAGE
- EDGEWATER/HIDDEN BAY BLDG B PH
- EDGEWATER/HIDDEN BAY PH 3
- EMERALD WOODS AT OAKS 03 PH 02
- HARMS SUB
- HERON BAY CLUB SEC I
- HERON HOUSE
- HIDDEN BAY
- MERIDIAN AT THE OAKS PRESERVE
- NORTH CREEK ESTATES
- OAKS
- OAKS 2 PH 1
- OAKS 2 PH 2
- OAKS 2 PH 4-C PT 3
- OAKS 2 PHASE 2
- OGBURNS T B ADD
- OSPREY EXECUTIVE PARK
- OSPREY PARK 2
- PALMS/CASEY KEY
- PARK TRACE ESTATES
- PARROT BAY
- PHASE 2 OF BAY STREET
- PINE RANCH
- PINE RUN I
- PINE RUN II
- RIVENDELL
- RIVENDELL THE WOODLANDS
- RIVENDELL WOODLANDS
- SARABAY ACRES
- SAUNDERS V A RESUB
- SORRENTO EAST
- SORRENTO SHORES
- SORRENTO VILLAS 1
- SOUTHBAY YACHT & RACQUET CLUB
- SPRINGHILL PARK
- THE OAKS CLUB
- TOWNS-END SHORES
- TRINITY ACRES
- VILLAS AT BELLAGIO HARBOR VILLAGE
- VILLAS/HARBOR VILLAGE
- WET SLIPS AT BELLAGIO HARBOR VILLAGE
- WILLOWBEND PH 1
- WILLOWBEND PH 3
- WINDSOR LODGE AT THE OAKS
Market Summary
Current real estate data for Single Family in OSPREY as of Sep 28, 2026
72
Single Family Listed
157
Avg DOM
486
Avg $ / SqFt
$1,612,522
Avg List Price
Property Summary
- Located in the OAKS 2 PH 4 subdivision, 447 E MACEWEN DRIVE OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $2,750,000 and features 4 beds, 5 baths, and has approximately 5,323 square feet of living space, and was originally constructed in 1996. The current price per square foot is $517. The average price per square foot for Single Family listings in OSPREY is $486. The average listing price for Single Family in OSPREY is $1,612,522. To schedule a showing of MLS#a4703990 at 447 E MACEWEN DRIVE in OSPREY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of COLDWELL BANKER REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 447 E MACEWEN DRIVE
OSPREY, FL