465 E Macewen Dr, Osprey, FL 34229
OFF MARKET

465 E Macewen Dr
Osprey, FL 34229

  • 5 Beds
  • 5 Baths
  • 4,357 sqft (on 0.62 acres)

$2,005,700

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $11,953/mo*
Refinance Your Home

$2,005,700

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $11,953/mo*
Refinance Your Home
5 Beds
5 Baths
4,357 sqft
(on 0.62 acres)

Homes for sale near 465 E Macewen Dr

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Elegance abounds in this spacious 2 story home with new roof in The Oaks Clubside. With 5 bedrooms, plus an office, 4 full and 2 half baths, there is room for everyday living, and for hosting guests. Beautifully landscaped, the curb appeal is a harbinger of all the lovely touches you will find once you step through the pretty double doors with leaded glass. A large transom window above the door, and floor-to-ceilings windows opposite it, flood the formal living room with fireplace, and the adjoining dining room, with natural light. The first floor great room, encompassing a family room, open kitchen and breakfast nook, provides a wonderful space to gather with loved ones and friends. The first floor master suite is a study in luxury. The bedroom has beautiful wood floors, and a walk-through closet with built-ins. From there you enter the huge master bathroom. Sunshine spills into this room this room, highlighting all the features within, dual sinks, mirrors and vanities, built-in makeup table with drawer, soaking tub and a separate walk-in shower. This room will be the envy of those who crave the utmost in relaxation, along with practical functionality. The main floor is completed by a guest bedroom, an office with wood floors and a laundry room. Upstairs you will find another master suite, 2 additional bedrooms and a second family room. With the incredible touches throughout the interior, including coffered ceilings, crown molding, designer ceiling fans and lighting fixtures, to name a few, you would think you couldn’t ask for more. But when you walk outside you will find that there is a lot more to love! The large lot the house is situated on is surrounded by lovely, professional landscaping, and offers gorgeous views. The screened lanai has a huge pool with two spas, an expansive pool deck for soaking in the rays, and a covered area allowing you to dine, or just relax, in the shade. The summer kitchen is in this part of the lanai. This is the perfect place to create outdoor meals on a gorgeous Florida day! This house is so perfect you may never want to leave, but when you do, you can take advantage of all The Oaks Club offers, 2 championship golf courses, 12 HarTru tennis courts (4 lighted), croquet and pickle ball courts, fine dining and an abundance of recreational and social activities; club membership is required with homeownership.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from September 28, 2023

Home Highlights

Parking
3 Car Garage
Outdoor
Porch, Pool
View
Golf Course, Pool, Trees/Woods
HOA
$133/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 465 E Macewen Dr

Interior Features

Interior Details
Number of Rooms: 13Types of Rooms: Master Bedroom, Master Bedroom 2, Bedroom 1, Bedroom 2, Bedroom 3, Balcony Porch Lanai, Bonus Room, Den, Dining Room, Great Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 4357 Square Feet
Appliances & Utilities
Utilities: Cable Available, Public, Sprinkler WellAppliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, WasherDishwasherDisposalDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Blinds, Drapes, Shutters, Window Treatments, Hurricane ShuttersDoor: Outdoor Grill, Outdoor Kitchen, Sliding DoorsFlooring: Carpet, Ceramic Tile, Engineered Hardwood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Engineered Hardwood
View
Has a ViewView: Golf Course, Pool, Trees/Woods
Security
Security: Gated Community, Security System Leased, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Rear Porch, ScreenedVegetation: Mature Landscaping, Oak Trees, Trees/LandscapedExterior: Irrigation System, Outdoor Grill, Outdoor KitchenFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions: 30x22No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Driveway,Garage Door Opener,Off Street
Pool
Pool: In GroundPool
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 372

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNot Attached PropertyNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: CompletedParcel Number: 0141020005

Price & Status

Price
List Price: $1,950,000
Status Change & Dates
Off Market Date: Fri Sep 01 2023

Active Status

MLS Status: Sold

Location

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

Building

Building Area
Building Area: 5498 Square Feet
Community rooms
Fitness Center

Community

Community Features: Deed Restrictions, Fitness Center, Gated, Golf Carts OK, Golf, Pool, RacquetballNot Senior Community

HOA

HOA Fee Includes: 24-Hour Guard, Community Pool, Recreational FacilitiesHOA Name: Light House ManagementAssociation 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, Other

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4570865Showing AttendedShowing Considerations: No SignShowing Requirements: Appointment Only, Contact Call Center, Listing Agent Must Accompany, ShowingTimeUniversal Property Id: US-12115-N-0141020005-R-N

Additional Information

HOA Amenities: Clubhouse,Fitness Center,Gated,Golf Course,Pickleball Court(s),Pool,Racquetball,Recreation Facilities,Spa/Hot Tub,Tennis Court(s)
Last check for updates: about 1 hour ago
Listed by Steve Abbe, (941) 400-3969
COLDWELL BANKER REALTY, (941) 383-6411
Bought with: Drew Russell, (941) 993-3739, MICHAEL SAUNDERS & COMPANY, (941) 951-6660
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4570865
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 465 E Macewen Dr

DatePriceEventSource
09/28/2023$1,735,900Sold
Stellar MLS #A4570865
09/01/2023$1,950,000PendingStellar MLS #A4570865
05/30/2023$1,950,000Listed For SaleStellar MLS #A4570865
05/01/2023ListingRemovedStellar MLS #A4543207
01/24/2023$1,999,000PriceChange
Stellar MLS #A4543207
12/01/2022$2,150,000PriceChange
Stellar MLS #A4543207
08/19/2022$2,300,000PriceChange
Stellar MLS #A4543207
07/26/2022$2,500,000Listed For SaleStellar MLS #A4543207
09/09/1999$730,000Sold
N/A
04/11/1997$176,700Sold
N/A
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Property Tax and Assessment

Year2025
Tax$17,860
Assessment$1,488,500
Home facts updated by county records

Comparable Sales for 465 E Macewen Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
453 E Macewen Dr, Osprey, FL
0.07
Single-Family Home
$1,850,000
01/22/26
4
3.5
4,191
898 Mac Ewen Dr, Osprey, FL
0.25
Single-Family Home
$1,700,000
09/18/25
4
4
4,132
896 Mac Ewen Dr, Osprey, FL
0.24
Single-Family Home
$2,300,000
04/06/26
4
5.5
4,858
889 Mac Ewen Dr, Osprey, FL
0.32
Single-Family Home
$2,100,000
01/30/26
4
4
3,235
530 N Mac Ewen Dr, Osprey, FL
0.42
Single-Family Home
$2,300,000
04/07/26
4
5.5
4,346
627 N Macewen Dr, Osprey, FL
0.53
Single-Family Home
$1,750,000
10/27/25
4
4.5
3,857
654 Trenton Way, Osprey, FL
0.36
Single-Family Home
$2,327,000
06/18/25
4
3.5
3,582
269 Pine Ranch Trl, Osprey, FL
0.28
Single-Family Home
$1,500,000
07/08/25
4
3.5
3,572

Assigned Schools

These are the assigned schools for 465 E Macewen Dr.
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What Locals Say about Osprey

At least 45 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

  • 74 % Say people would walk alone at night

  • 73 % Say there's wildlife

  • 66 % Say yards are well-kept

  • 66 % Say there's holiday spirit

  • 64 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 49 % Say there are sidewalks

  • 42 % Say streets are well-lit

  • 41 % Say it's walkable to restaurants

  • 41 % Say there are community events

  • 40 % Say it's walkable to grocery stores

  • 31 % Say kids play outside

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 rent near 465 E Macewen Dr

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465 E Macewen Dr, Osprey, FL 34229 is a 5 bedroom, 6 bathroom, 4,357 sqft single-family home built in 1998. This property is not currently available for sale. 465 E Macewen Dr was last sold on Sep 28, 2023 for $1,735,900 (11% lower than the asking price of $1,950,000). The current Trulia Estimate for 465 E Macewen Dr is $2,005,700.