112 Osprey Point Dr, Osprey, FL 34229
SOLD
OCT 30, 2025

112 Osprey Point Dr
Osprey, FL 34229

  • 4 Beds
  • 5.5 Baths
  • 8,635 sqft (on 0.60 acres)

$2,315,000

Last Sold: Oct 30, 2025
30% below list $3.33M
$268/sqft
Est. Refi. Payment $14,146/mo*
Refinance Your Home

$2,315,000

Last Sold: Oct 30, 2025
30% below list $3.33M
$268/sqft
Est. Refi. Payment $14,146/mo*
Refinance Your Home
4 Beds
5.5 Baths
8,635 sqft
(on 0.60 acres)

Local Information

  • Map ViewExplore the area around 112 Osprey Point Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Premier Waterfront Opportunity in The Oaks Bayside This grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers sweeping views of Little Sarasota Bay and exceptional potential. With its expansive floor plan across three levels, soaring ceilings, and dramatic architectural features, this residence was built to impress—and now invites a new owner to make it their own. The ground floor has been thoughtfully prepared for renovation, providing a blank canvas to bring your vision to life. Whether you imagine a guest or in-law suite, a luxury garage with a gaming lounge, a showcase for your fishing gear, or a green room for potting plants—the possibilities are endless. A private dock awaits your custom design, offering direct access to the open bay and Gulf of Mexico. Just steps from the home, the community dock—exclusively for Oaks Bayside residents—adds even more coastal charm. Fish, launch a kayak, relax and watch the sunset, or gather with neighbors in this serene waterfront setting. Ownership includes mandatory membership in The Oaks Club, unlocking an array of world-class amenities. Set across more than 1,000 acres, the club features two private 18-hole championship golf courses, 14 Har-Tru tennis courts, a croquet lawn, a junior Olympic swimming pool, state-of-the-art fitness center, and a stunning 34,000-square-foot Georgian-style clubhouse. A guest lodge and vibrant year-round social calendar complete this private country club experience. You're not just creating a home—you're curating a luxury lifestyle in one of Florida’s most prestigious coastal communities. This exceptional property is ready for your private tour at your convenience.
112 Osprey Point Dr, Osprey, FL 34229 is a 4 bedroom, 6 bathroom, 8,635 sqft single-family home built in 1989. It last sold for $2,315,000 on Oct 30, 2025 (30% below the $3,325,000 asking price). It is currently off market. The Trulia Estimate is $3,152,600, with a rent estimate of $7,018/month.

Home Highlights

Parking
3 Car Garage
Outdoor
Porch, Patio, Deck, Pool
View
Water, Bay/Harbor - Full, Intracoastal Waterway
HOA
$475/Monthly
Price/Sqft
$268/sqft
Listed
180+ days ago

Home Details for 112 Osprey Point Dr

Interior Features

Interior Details
Basement: FullNumber of Rooms: 10Types of Rooms: Primary Bedroom, Primary Bedroom 2, Bedroom 3, Bedroom 4, Balcony Porch Lanai, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 8635 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, PublicAppliances: NoneLaundry: Inside,Laundry Room
Heating & Cooling
Heating: Central,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, RodsDoor: French Doors, Sliding DoorsFlooring: Brick/Stone, Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 3Levels: Three Or MoreFloors: Brick Stone, Ceramic Tile
View
Has a ViewView: Water, Bay/Harbor - Full, Intracoastal Waterway
Security
Security: Gated Community

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Deck, Patio, Porch, Rear PorchVegetation: Mature LandscapingOther Structures: Shed(s)Exterior: LightingFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions: 71X38No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Circular Driveway,Off Street,Oversized
Pool
Pool: In GroundPool
Frontage
WaterfrontWaterfront: Bay/Harbor, Intracoastal Waterway, Bay/Harbor Access, Intracoastal Waterway Access, Lift, SeawallRoad Frontage: Street One Way, Private RoadResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedOn Waterfront
Water & Sewer
Sewer: Public SewerWater Body: LITTLE SARASOTA BAY

Days on Market

Cumulative Days on Market: 156

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Custom,Traditional
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: FixerParcel Number: 0144080004

Price & Status

Price
List Price: $3,325,000Price Per Sqft: $268/sqft
Status Change & Dates
Off Market Date: Tue Oct 07 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

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

Building

Building Area
Building Area: 11076 Square Feet
Community rooms
Fitness Center

Community

Community Features: Water Access, Association Recreation - Owned, Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Golf, Handicap Modified, Irrigation-Reclaimed Water, No Truck/RV/Motorcycle Parking, Pool, Restaurant, Special Community Restrictions, Tennis Court(s), Wheelchair AccessNot Senior Community

HOA

HOA Fee Includes: 24-Hour Guard, Community Pool, Reserve Fund, Maintenance Grounds, Manager, Private Road, Recreational Facilities, SecurityHOA Name: Access MGT/ Hope RootHOA Phone: 813-607-2220Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $475/Monthly

Lot Information

Lot Area: 0.60 acres

Listing Info

Special Conditions: Real Estate Owned

Offer

Listing Terms: Cash, Conventional, Other

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: O6305818Water ViewWater View: Water, Bay/Harbor - Full, Intracoastal WaterwayShowing Requirements: ShowingTimeUniversal Property Id: US-12115-N-0144080004-R-N

Additional Information

HOA Amenities: Clubhouse,Elevator(s),Fitness Center,Gated,Handicap Modified,Pickleball Court(s),Playground,Recreation Facilities,Security,Tennis Court(s)
Last check for updates: about 8 hours ago
Listed by Kara Money, (407) 697-9630
KARA MONEY LLC, (407) 697-9630
Bought with: Damon Lee, (904) 377-4782, STA REALTY LLC, (904) 377-4782
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6305818
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 112 Osprey Point Dr

DatePriceEventSource
10/30/2025$2,315,000Sold
Stellar MLS #O6305818
08/26/2024$175,001Sold
N/A
07/12/2024$4,279,000PriceChange
Stellar MLS #A4564864
06/19/2024$4,400,000PriceChange
Stellar MLS #A4564864
06/11/2024$4,500,000PendingStellar MLS #A4564864
05/29/2024$4,500,000PriceChange
Stellar MLS #A4564864
03/14/2024$4,600,000PendingStellar MLS #A4564864
02/07/2024$4,600,000PriceChange
Stellar MLS #A4564864
11/13/2023$4,850,000PriceChange
Stellar MLS #A4564864
07/07/2023$5,000,000PriceChange
Stellar MLS #A4564864
06/29/2023$5,486,000PendingToActiveStellar MLS #A4564864
06/22/2023$5,486,000PendingStellar MLS #A4564864
04/07/2023$5,486,000Listed For SaleStellar MLS #A4564864
09/27/2021ListingRemovedBerkshire Hathaway HomeServices
11/27/2018$4,450,000Listed For SaleAgent Provided
05/30/2018$5,200,000ListingRemovedAgent Provided
02/16/2018$5,200,000Listed For SaleAgent Provided
05/21/2017$4,999,000ListingRemovedAgent Provided
12/04/2016$4,999,000PriceChange
Agent Provided
05/10/2016$4,449,000PendingToActiveAgent Provided
02/29/2016$4,449,000PendingAgent Provided
11/24/2015$4,449,000Listed For SaleAgent Provided
08/22/2014$4,350,000ListingRemovedAgent Provided
10/27/2013$4,350,000PriceChange
Agent Provided
12/01/2012$4,550,000PriceChange
Agent Provided
02/01/2012$4,750,000Listed For SaleAgent Provided

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
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$39,088
Assessment$3,248,100
Home facts updated by county records

Comparable Sales for 112 Osprey Point Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
370 Sugar Mill Dr, Osprey, FL
0.21
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
76 Osprey Point Dr, Osprey, FL
0.18
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
340 Osprey Point Dr, Osprey, FL
0.40
Single-Family Home
$1,900,000
02/10/26
5
6
6,001
67 Sugar Mill Dr, Osprey, FL
0.47
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
325 Osprey Point Dr, Osprey, FL
0.35
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
137 Osprey Point Dr, Osprey, FL
0.19
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
140 Sugar Mill Dr, Osprey, FL
0.48
Single-Family Home
$1,325,000
06/16/26
4
4
3,286
8810 Fishermens Bay Dr, Sarasota, FL
0.98
Single-Family Home
$2,225,000
09/30/25
4
3
4,348

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 112 Osprey Point Dr.
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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

13 pet-friendly rentals in Osprey, FL

Explore by feature - Garage

13 rentals with a garage in Osprey, FL

Explore by feature - Air Conditioning

26 rentals with air conditioning in Osprey, FL

Explore by feature - Pool

26 rentals with a pool in Osprey, FL

Explore by feature - Washer/dryer

28 rentals with a washer/dryer in Osprey, FL

Explore by feature - Outdoor Space

6 rentals with an outdoor space in Osprey, FL

Homes for sale near 112 Osprey Point Dr

Skip to last item
Skip to first item

Off Market Homes Near 112 Osprey Point Dr

Skip to last item
Skip to first item