75 Osprey Point Dr, Osprey, FL 34229
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Property image
FOR SALE
3D VIEW
0.76 ACRES

75 Osprey Point Dr
Osprey, FL 34229

  • 4 Beds
  • 4 Baths
  • 4,001 sqft (on 0.76 acres)

$1,649,000

Est. Mortgage $10,927/mo*
Get Pre-Qualified

$1,649,000

Est. Mortgage $10,927/mo*
Get Pre-Qualified
4 Beds
4 Baths
4,001 sqft
(on 0.76 acres)

Local Information

  • Map ViewExplore the area around 75 Osprey Point Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks. Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting. A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout. The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer. Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community. Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.

Home Highlights

Parking
2 Car Garage
Outdoor
Patio, Pool
View
Trees/Woods, Water, Pond
HOA
$950/Monthly
Price/Sqft
$412
Listed
26 days ago

Home Details for 75 Osprey Point Dr

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Dining Room, Foyer, Great Room, Kitchen, Laundry, Studio
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 4001 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable ConnectedAppliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Washer, Wine RefrigeratorDishwasherDisposalDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Fireplace: GasHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Blinds, Window TreatmentsFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Tile
View
Has a ViewView: Trees/Woods, Water, Pond
Security
Security: Security System, Security System Owned, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Concrete TilePatio / Porch: PatioVegetation: Bamboo, Mature Landscaping, Oak Trees, Trees/Landscaped, WoodedOther Structures: Guest HouseExterior: Irrigation SystemFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Circular Driveway,Garage Faces Side
Pool
Pool: In GroundPool
Frontage
Waterfront: WaterfrontRoad Frontage: Private RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 184Days on Market: 26

Property Information

Year Built
Year Built: 1983
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: Block, StuccoNot a New ConstructionHas Additional Parcels
Property Information
Parcel Number: 0142050014Additional Parcels Description: 0

Price & Status

Price
List Price: $1,649,000Price Per Sqft: $412
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Media

Location

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

Agent Information

Listing Agent
Listing ID: A4695145

Building

Building Details
Builder Name: Bo MacEwen
Building Area
Building Area: 5028 Square Feet

Community

Community Features: Dock, Waterfront, Deed Restrictions, Golf, Irrigation-Reclaimed WaterNot Senior Community

HOA

HOA Fee Includes: 24-Hour Guard, Common Area Taxes, Reserve Fund, Fidelity Bond, Manager, Private Road, SecurityHOA Name: Access Management/Hope RootHOA Phone: 813-607-2220Association for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $950/Monthly

Lot Information

Lot Area: 0.76 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4695145Pets Max Weight: 101Water ViewWater View: Water, PondShowing AttendedShowing Considerations: No SignShowing Requirements: Appointment Only, Contact Call Center, Listing Agent Must Accompany, ShowingTimeUniversal Property Id: US-12115-N-0142050014-R-N

Additional Information

HOA Amenities: Gated,Security,Vehicle Restrictions
Last check for updates: about 5 hours ago
Listing Provided by: Steve Abbe, (941) 400-3969
COLDWELL BANKER REALTY, (941) 383-6411
Shannon Rocha, (941) 961-8739
COLDWELL BANKER REALTY, (941) 383-6411
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4695145
Also Listed on Stellar MLS.
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

Foreclosure Information

6/15/2026
Foreclosure auction
$101,549
The property was scheduled to be sold at a
Foreclosure Auction
 on 06/15/2026 at 1:00 pm. The auction was scheduled to take place at WWW.SARASOTA.REALFORECLOSE.COM. Because auction dates are often changed or postponed, it is unknown at this time if the auction was held. Please confirm with a foreclosure specialist.
2/25/2021
Previous Sale
$650,000
The home last sold for $650,000

Legal Details

Foreclosure Type
Non-Judicial
Parcel Number
0142050014

Market trends in Osprey

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$569K
$30.33KMoM
Sale-to-List Price
—
Price per sq ft
$269
$8MoM
Available listings
156
6MoM

Price History for 75 Osprey Point Dr

DatePriceEventSource
06/11/2026$1,649,000Listed For SaleStellar MLS #A4695145
05/20/2026$1,695,000ListingRemovedStellar MLS #A4672439
04/14/2026$1,695,000PriceChange
Stellar MLS #A4672439
01/08/2026$1,775,000PriceChange
Stellar MLS #A4672439
11/19/2025$1,975,000Listed For SaleStellar MLS #A4672439
06/01/2025$1,649,000ListingRemovedStellar MLS #A4628121
03/24/2025$1,649,000PriceChange
Stellar MLS #A4628121
02/04/2025$1,795,000PriceChange
Stellar MLS #A4628121
12/29/2024$1,874,000Listed For SaleStellar MLS #A4628121
10/30/2024$1,695,000ListingRemovedStellar MLS #A4611113
09/19/2024$1,695,000PendingToActiveStellar MLS #A4611113
08/29/2024$1,695,000PendingStellar MLS #A4611113
07/18/2024$1,695,000PriceChange
Stellar MLS #A4611113
05/22/2024$1,795,000Listed For SaleStellar MLS #A4611113
01/15/2024ListingRemovedStellar MLS #A4577020
12/15/2023$1,795,000PriceChange
Stellar MLS #A4577020
11/17/2023$1,787,000PendingStellar MLS #A4577020
09/16/2023$1,787,000PriceChange
Stellar MLS #A4577020
08/31/2023$1,885,000PriceChange
Stellar MLS #A4577020
07/19/2023$1,985,000Listed For SaleStellar MLS #A4577020
06/18/2023ListingRemovedStellar MLS #A4561774
05/24/2023$2,199,000Listed For SaleStellar MLS #A4561774
05/11/2023ListingRemovedStellar MLS #A4561774
04/11/2023$2,199,000PriceChange
Stellar MLS #A4561774
02/27/2023$2,349,000Listed For SaleStellar MLS #A4561774
02/25/2021$650,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$14,636
Assessment$1,193,700
Home facts updated by county records

Comparable Sales for 75 Osprey Point Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
76 Osprey Point Dr, Osprey, FL
0.05
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
325 Osprey Point Dr, Osprey, FL
0.17
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
282 Shell Midden Ct, Osprey, FL
0.22
Single-Family Home
$1,405,000
07/11/25
3
4.5
3,699
137 Osprey Point Dr, Osprey, FL
0.25
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
140 Sugar Mill Dr, Osprey, FL
0.37
Single-Family Home
$1,325,000
06/16/26
4
4
3,286
370 Sugar Mill Dr, Osprey, FL
0.16
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
340 Osprey Point Dr, Osprey, FL
0.22
Single-Family Home
$1,900,000
02/10/26
5
6
6,001
67 Sugar Mill Dr, Osprey, FL
0.32
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
112 Osprey Point Dr, Osprey, FL
0.19
Single-Family Home
$2,315,000
10/30/25
4
5.5
8,635

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Assigned Schools

These are the assigned schools for 75 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

  • 53 % 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

Steve Abbe, COLDWELL BANKER REALTY, (941) 383-6411
Agent Phone: (941) 400-3969
75 Osprey Point Dr, Osprey, FL 34229 is a 4 bedroom, 4 bathroom, 4,001 sqft single-family home built in 1983. This property is currently available for sale and was listed by Stellar MLS on Jun 11, 2026. The MLS # for this home is MLS# A4695145.