435 E MACEWEN DRIVE, Osprey, FL 34229
OFF MARKET

435 E MACEWEN DRIVE
Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 4,087 sqft (on 0.60 acres)

$1,803,400

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $9,217/mo*
Refinance Your Home

$1,803,400

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $9,217/mo*
Refinance Your Home
4 Beds
3.5 Baths
4,087 sqft
(on 0.60 acres)

Local Information

  • Map ViewExplore the area around 435 E 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
1998
Lot Size
0.6 acres
Living Area
4,087 sqft
Price/Sqft
$441
Parking
3 Car Garage
HOA
$133/Monthly

About this House

**<b>Two new A/C units & New Roof being installed</b>**GATED COUNTRY CLUB HOME WITH GOLF COURSE VIEWS! This stately residence with 4-5 bedrooms and 3.5 baths offers a 4,000+ square foot San Marino II design built by Arthur Rutenberg Homes. The custom interior exudes opulence with many architectural features, fine finishes, and superior craftsmanship; 12-foot high and detailed ceilings, faux glazing, built-ins, handcrafted millwork, crown moldings, arched windows and entryways, furniture quality cabinetry, solid surfaces, central vacuum and intercom systems, wood floors, together with patterned and diagonal tiled flooring. Double leaded glass doors present the foyer and the formal area. Setting the stage are a coffered ceiling, a gas fireplace surrounded with built-ins, and a triple sliding glass door overlooking golf course views. A granite wet bar connects the formal area to the matching island kitchen for entertaining. Showcasing wood cabinetry, task lighting, stone tiled backsplash, solid surface prep space and a raised serving bar. A tray ceiling anchors the wonderful pot rack created for the space. Adjacent aquarium glass looks out over the pool, spa, golf course and lake views from the breakfast nook. Pleasingly combined with the family room with a built-in media center and a distinct paned window displaying exceptional views. Nearby is the media room with a vaulted ceiling, dry bar with refrigeration, pocket door for privacy, hardwood floors, bar seating, and its own picture window and views. Sliding glass doors in here, from the summer kitchen and pool, conveniently access a bathroom next to the guest bedroom with built-in desk. A study hall enters each of the two secondary bedrooms with a shared bathroom. The laundry/craft room and a walk-in pantry are also in this wing. The office at the front of the home has a closet. The rich tones, hardwood, and built-in desk give it a sense of grandeur. It is next to the powder room for accessibility. A magnificent Owner’s suite is intended for privacy with a sitting area that looks out over the golf course. It has a California style dressing closet and a bonus walk-in. Twin columns frame the jetted, raised platform oval tub. There is a glass blocked, oversized shower. Split vanities, double sinks, gold fixtures, a makeup table, and a water closet can be found in the primary bath. Several sets of sliding glass doors open to the outdoor living space with a screened enclosure, covered entertainment areas, a summer kitchen with a gas grill, a heated pool and a spa. On over a half an acre golf front parcel with meticulously maintained landscaping. A tremendous amount of pavers amble from the walkways, to the circular drive, and edge the side entry 3-car garage. Please note that the furnishings are being offered for your consideration but are not included. Located in The Oaks club side, a lavish gated community located just south of Sarasota in Osprey. It is less than 4-miles to Pineview School for the gifted. Members of the Oaks Club enjoy championship golf, Har-Tru tennis courts, a lap pool, a gracious clubhouse, and a bustling wellness/fitness center. Creating a vibrant social life and the serenity to set the stage for the finest moments in your life.
435 E MACEWEN DRIVE, Osprey, FL 34229 is a 4 bedroom, 4 bathroom, 4,087 sqft single-family home built in 1998. It last sold for $1,500,000 on Dec 29, 2023 (3% below the $1,550,000 asking price). It is currently off market. The Trulia Estimate is $1,803,400, with a rent estimate of $6,570/month.

Home Details for 435 E MACEWEN DRIVE

Interior Features

Interior Details
Number of Rooms: 15Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Balcony Porch Lanai, Den, Dinette, Dining Room, Family Room, Foyer, Kitchen, Laundry, Living Room, Media RoomWet Bar
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4087 Square Feet
Appliances & Utilities
Utilities: PublicAppliances: Bar Fridge, Oven, Cooktop, Dishwasher, Dryer, Refrigerator, WasherDishwasherDryerLaundry: Inside,Laundry RoomRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas, Living RoomSpa: Heated, In GroundHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Blinds, Shades, Window TreatmentsDoor: Outdoor Grill, Outdoor Kitchen, Sliding DoorsFlooring: Carpet, Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Carpet, Tile, Hardwood
View
Has a ViewView: Golf Course, Water, Lake
Security
Security: Gated Community

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Front Porch, Rear Porch, ScreenedVegetation: Mature Landscaping, Oak Trees, Trees/LandscapedOther Structures: Outdoor KitchenExterior: Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Rain GuttersFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions: 33x23No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Circular Driveway,Driveway,Garage Door Opener,Garage Faces Side,Oversized
Pool
Pool: Heated, In Ground, Outside Bath Access, Screen EnclosurePool
Frontage
Responsible for Road Maintenance: Private Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 245

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Custom
Building
Construction Materials: Block, Concrete, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Condition: CompletedParcel Number: 0141150003

Price & Status

Price
List Price: $1,550,000
Status Change & Dates
Off Market Date: Sun Nov 26 2023

Active Status

MLS Status: Sold

Location

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

Building

Building Details
Builder Model: San Marino IIBuilder Name: Arthur Rutenberg Home
Building Area
Building Area: 5486 Square Feet
Community rooms
Fitness Center

Community

Community Features: Association Recreation - Owned, Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, Golf, No Truck/RV/Motorcycle Parking, Pool, Racquetball, Restaurant, Sidewalks, Wheelchair AccessNot Senior Community

HOA

HOA Fee Includes: 24-Hour Guard, Common Area Taxes, Community Pool, Reserve Fund, Fidelity Bond, Maintenance Grounds, Manager, Pool Maintenance, Private Road, Recreational Facilities, SecurityHOA Name: Venessa Diaz, Lighthouse Mgmt x506HOA Phone: 941-460-5560Association for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $133/Monthly

Lot Information

Lot Area: 0.60 acres

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4561723Water ViewWater View: Water, LakeShowing AttendedShowing Requirements: Contact Call Center, Listing Agent Must Accompany, See RemarksUniversal Property Id: US-12115-N-0141150003-R-N

Additional Information

HOA Amenities: Clubhouse,Fence Restrictions,Fitness Center,Gated,Golf Course,Pool,Racquetball,Recreation Facilities,Security,Tennis Court(s),Vehicle Restrictions
Last check for updates: about 7 hours ago
Listed by Candy Swick, (941) 376-9000
CANDY SWICK & COMPANY, (941) 954-9000
Bought with: Amy Donato, (941) 807-4867, NCC PROPERTIES LLC, (941) 924-1868
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4561723
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

Price History for 435 E MACEWEN DRIVE

DatePriceEventSource
12/29/2023$1,500,000Sold
Stellar MLS #A4561723
11/27/2023$1,550,000PendingStellar MLS #A4561723
09/15/2023$1,550,000PendingToActiveStellar MLS #A4561723
09/12/2023$1,550,000PendingStellar MLS #A4561723
06/01/2023$1,550,000PriceChange
Stellar MLS #A4561723
03/25/2023$1,650,000PendingToActiveStellar MLS #A4561723
03/06/2023$1,650,000PendingStellar MLS #A4561723
03/02/2023$1,650,000Listed For SaleStellar MLS #A4561723
10/26/2018$86,600Sold
N/A
06/03/2014$915,000Sold
Stellar MLS #A3996284
05/22/2014$980,000PendingAgent Provided
04/12/2014$980,000Listed For SaleAgent Provided
04/19/1999$755,000Sold
N/A
12/23/1997$150,000Sold
N/A

Market trends in Osprey

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
139
17MoM
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Property Tax and Assessment

Year2025
Tax$15,344
Assessment$1,240,300
Home facts updated by county records

Comparable Sales for 435 E MACEWEN DRIVE

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
453 E MACEWEN DRIVE, Osprey, FL
0.22
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
434 MACEWEN DRIVE, Osprey, FL
0.06
Single-Family Home
$1,385,000
06/23/26
3
3
2,414
898 MACEWEN DRIVE, Osprey, FL
0.34
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
600 EAGLE WATCH LANE, Osprey, FL
0.23
Single-Family Home
$2,035,000
06/18/26
3
3
3,681
264 SARATOGA COURT, Osprey, FL
0.39
Single-Family Home
$2,300,000
11/05/25
4
3.5
3,857
401 WALLS WAY, Osprey, FL
0.49
Single-Family Home
$1,700,000
07/17/26
4
3.5
4,387
462 E MACEWEN DRIVE, Osprey, FL
0.25
Single-Family Home
$1,500,000
09/19/25
3
2.5
2,611
402 WALLS WAY, Osprey, FL
0.48
Single-Family Home
$1,325,000
11/07/25
4
3.5
3,464

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Assigned Schools

These are the assigned schools for 435 E MACEWEN DRIVE.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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 there are community events

  • 40 % Say it's walkable to grocery stores

  • 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

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Homes for sale near 435 E MACEWEN DRIVE

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Off Market Homes Near 435 E MACEWEN DRIVE

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