38 OSPREY POINT DRIVE, Osprey, FL 34229
OFF MARKET

38 OSPREY POINT DRIVE
Osprey, FL 34229

  • 4 Beds
  • 5.5 Baths
  • 3,974 sqft (on 0.41 acres)

$2,853,700

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $17,585/mo*
Refinance Your Home

$2,853,700

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $17,585/mo*
Refinance Your Home
4 Beds
5.5 Baths
3,974 sqft
(on 0.41 acres)

Local Information

  • Map ViewExplore the area around 38 OSPREY POINT 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
2022
Lot Size
0.41 acres
Living Area
3,974 sqft
Price/Sqft
$718
Parking
3 Car Garage
HOA
$417/Monthly

About this House

**DON’T WAIT TO BUILD!! EXQUISITE, NEWLY-CONSTRUCTED, FRENCH WEST INDIES STYLE ESTATE** located in the COVETED, OAKS BAYSIDE Country Club Neighborhood on Sarasota Bay waters offers superb attention to detail. This Custom-Built residence boasts 4 En Suite Bedrooms PLUS Large Den/Office, 5 Full and 1 Half Baths and features impressive Upgrades throughout its Open Floorplan concept. A well-equipped Chef’s Kitchen with large island sitting area, adjacent great room and dining room are all ideal for entertaining and showcase High Ceilings that range from 13ft to nearly 15ft. The Owner’s Bedroom Suite features Multiple Walk-in Closets, Custom Tiled Shower, Woodbridge Soaker Tub, Dual Vanities, etc. The stunning, expansive and screened outdoor living space is the epitome of Florida living and features an impressive kitchen and eating area, additional covered and cozy sitting area complete with attractive gas fireplace and a Picturesque, Heated, Saltwater Pool & Spa. With its highly sought-after, Southern Exposure and Preserve View, the setting achieves desired Privacy. Technology abounds with the latest Pentair control system for Pool/Spa, efficient tankless gas hot water heater, over $50k in automated window treatments, whole house water filtration, and countless other features. Premium, Engineered Hardwood and Porcelain Tile floors throughout. 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. Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR**
38 OSPREY POINT DRIVE, Osprey, FL 34229 is a 4 bedroom, 6 bathroom, 3,974 sqft single-family home built in 2022. It last sold for $2,900,000 on Jun 14, 2024 (5% below the $3,050,000 asking price). It is currently off market. The Trulia Estimate is $2,853,700, with a rent estimate of $7,633/month.

Home Details for 38 OSPREY POINT DRIVE

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Den, Dining Room, Great Room, Kitchen
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3974 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Propane, Sewer Connected, Sprinkler Well, Street Lights, Underground Utilities, Water ConnectedAppliances: Bar Fridge, Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Freezer, Gas Water Heater, Ice Maker, Kitchen Reverse Osmosis System, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Filtration System, Water Softener, Wine RefrigeratorDishwasherDisposalDryerLaundry: Inside,Laundry RoomRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Electric, Family Room, Gas, OutsideSpa: Heated, In GroundHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Aluminum Frames, Storm Window(s), Shutters, Tinted Windows, Window Treatments, Hurricane Shutters/WindowsDoor: Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sliding DoorsFlooring: Engineered Hardwood, Porcelain Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Engineered Hardwood, Porcelain Tile
View
Has a ViewView: Garden, Park/Greenbelt
Security
Security: Gated Community, Security System, Security System Owned, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Front Porch, Porch, Rear PorchVegetation: Trees/LandscapedOther Structures: Outdoor KitchenExterior: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain GuttersFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions: 23X36No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Driveway,Garage Door Opener,Garage Faces Side,Guest,Oversized
Pool
Pool: Gunite, Heated, In Ground, Lighting, Salt Water, Screen EnclosurePool
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: 63

Property Information

Year Built
Year Built: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Custom,Other
Building
Construction Materials: Block, StuccoNot a New ConstructionNot Attached PropertyNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: CompletedParcel Number: 0142060002

Price & Status

Price
List Price: $3,050,000
Status Change & Dates
Off Market Date: Fri Mar 15 2024Possession Timing: Negotiable

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: 5978 Square Feet
Community rooms
Fitness Center

Community

Community Features: Dock, Intracoastal Waterway, Water Access, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, No Truck/RV/Motorcycle Parking, Pool, RestaurantNot Senior Community

HOA

HOA Fee Includes: 24-Hour Guard, Common Area Taxes, Manager, Private Road, SecurityHOA Name: ACCESS MGT/ VANESSA DIAZ-HEMMERICKHOA Phone: 813-607-2220Association for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $417/Monthly

Lot Information

Lot Area: 0.41 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Energy

Energy Efficiency Features: Appliances, Thermostat

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4594870Showing AttendedShowing Considerations: No SignShowing Requirements: Listing Agent Must Accompany, ShowingTimeUniversal Property Id: US-12115-N-0142060002-R-N

Additional Information

HOA Amenities: Basketball Court,Clubhouse,Fence Restrictions,Fitness Center,Gated,Golf Course,Pickleball Court(s),Pool,Recreation Facilities,Tennis Court(s),Vehicle Restrictions
Last check for updates: about 7 hours ago
Listed by Mark Lyda, (941) 586-2670
GENEROUS PROPERTY, (941) 275-9399
Bought with: Rosalie Phillips, (941) 544-4430, COLDWELL BANKER SARASOTA CENT., (941) 487-5600
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4594870
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 38 OSPREY POINT DRIVE

DatePriceEventSource
06/14/2024$2,900,000Sold
Stellar MLS #A4594870
03/15/2024$3,050,000PendingStellar MLS #A4594870
01/12/2024$3,050,000Listed For SaleStellar MLS #A4594870
09/06/2022$1,650,000Sold
N/A
02/08/2021$200,000Sold
N/A
06/06/2019$110,000Sold
N/A
02/18/2019$140,000ListingRemovedAgent Provided
12/26/2018$140,000PriceChange
Agent Provided
01/25/2018$200,000Listed For SaleAgent Provided
07/01/2015$159,900ListingRemovedAgent Provided
04/02/2015$159,900Listed For SaleAgent Provided
02/26/2015$149,900ListingRemovedAgent Provided
01/10/2015$149,900Listed For SaleAgent Provided
11/24/2014$975,000ListingRemovedAgent Provided
10/21/2014$975,000PriceChange
Agent Provided
09/24/2014$154,475PriceChange
Agent Provided
08/20/2014$168,725PriceChange
Agent Provided
07/06/2014$199,000Listed For SaleAgent Provided
01/17/2014$120,000Sold
N/A
11/13/2013$164,900Listed For SaleAgent Provided
06/15/2013$164,900ListingRemovedAgent Provided
03/25/2013$164,900Listed For SaleAgent Provided
10/22/2012$229,000Sold
N/A
05/18/2012$999,000PriceChange
Agent Provided
05/21/2011$1,574,200Listed For SaleAgent Provided
11/29/2001$229,000Sold
N/A
12/01/2000$195,000Sold
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$26,081
Assessment$2,212,700
Home facts updated by county records

Comparable Sales for 38 OSPREY POINT DRIVE

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
67 SUGAR MILL DRIVE, Osprey, FL
0.20
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
325 OSPREY POINT DRIVE, Osprey, FL
0.13
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
370 SUGAR MILL DRIVE, Osprey, FL
0.24
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
76 OSPREY POINT DRIVE, Osprey, FL
0.19
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
25 SUGAR MILL DRIVE, Osprey, FL
0.09
Single-Family Home
$1,300,000
07/22/26
3
3.5
3,066
340 OSPREY POINT DR, Osprey, FL
0.14
Single-Family Home
$1,900,000
02/10/26
5
6
6,001
140 SUGAR MILL DRIVE, Osprey, FL
0.29
Single-Family Home
$1,325,000
06/16/26
4
4
3,286
112 OSPREY POINT DRIVE, Osprey, FL
0.37
Single-Family Home
$2,315,000
10/30/25
4
5.5
8,635
137 OSPREY POINT DRIVE, Osprey, FL
0.41
Single-Family Home
$1,285,000
04/08/26
4
3
3,303

Nearby homes

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Assigned Schools

These are the assigned schools for 38 OSPREY POINT DRIVE.
View nearby schools on GreatSchools
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 38 OSPREY POINT DRIVE

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Off Market Homes Near 38 OSPREY POINT DRIVE

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