75 OSPREY POINT DRIVE, Osprey, FL 34229
Property image
Property image
FOR SALE
3D VIEW
0.76 ACRES

$1,595,000

Original price: $1,649,000
  • 4 Beds
  • 4 Baths
  • 4,001 sqft (on 0.76 acres)

75 OSPREY POINT DRIVE, Osprey, FL 34229

Est. Mortgage $11,049/mo*
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Home Highlights

Single-Family Home
Built in 1983
0.76 acre lot
$399/sqft
2 Car Garage
HOA $950/mo

Local Information

  • Map ViewExplore the area around 75 OSPREY POINT DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.
Last check for updates: about 3 hours ago
Listing Provided by: Steve Abbe, (941) 400-3969
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

Home Details for 75 OSPREY POINT DRIVE

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: Wood BurningHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: 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: 271Days on Market: 91

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: $1,595,000Price Per Sqft: $399
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

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

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

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 it's walkable to grocery stores

  • 41 % Say there are community events

  • 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. "
  • 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 "
  • 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."
  • 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."
  • Bob T.
    "Neighborhood is pet friendly. Wide road we walking dogs. Only problem noticed now is daily construction vehicles speeding in neighborhood."
  • 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."
  • Brenda F. D.
    "Neighborhood is beautiful love the area close to everything and beaches and shopping . Local restaurant "
  • 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."
  • 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."
  • info
    "Centrally located, minutes to beaches and shopping"
  • 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. "
  • 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. "
  • 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. "

Market trends in Osprey

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
133
7
MoM

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.05
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
0.12
Single-Family Home
$2,470,000
08/27/26
4
3.5
5,287
0.17
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
0.26
Single-Family Home
$1,300,000
07/22/26
3
3.5
3,066
0.25
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
0.46
Single-Family Home
$750,000
08/14/26
4
3.5
2,854
0.37
Single-Family Home
$1,325,000
06/16/26
4
4
3,286
0.16
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
0.22
Single-Family Home
$1,900,000
02/10/26
5
6
6,001

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.05
$1,450,000
3
4.5
4,364
Recently Sold
0.10
$2,347,300
3
3.5
3,768
Off Market
0.13
$2,638,200
3
4
5,479
Off Market
0.12
$2,470,000
4
3.5
5,287
Recently Sold
0.14
$4,790,000
4
5.5
5,087
For Sale
0.14
$1,670,600
3
3.5
3,953
Off Market
0.14
$2,399,000
4
3.5
3,953
For Sale
0.16
$2,189,000
5
5.5
4,783
Recently Sold
0.19
$6,449,000
6
5.5
8,621
For Sale
0.17
$1,500,000
3
4.5
3,905
Recently Sold
0.18
$2,815,100
4
5.5
3,974
Off Market

Price and Tax history

DateEventPrice
Aug 13, 2026
Source: Stellar MLS #A4695145
PriceChange
$1,595,000
Price decreased by 3%
Jun 11, 2026
Source: Stellar MLS #A4695145
Listed For Sale
$1,649,000
May 20, 2026
Source: Stellar MLS #A4672439
ListingRemoved
$1,695,000
Apr 14, 2026
Source: Stellar MLS #A4672439
PriceChange
$1,695,000
Price decreased by 5%
Jan 8, 2026
Source: Stellar MLS #A4672439
PriceChange
$1,775,000
Price decreased by 10%

LGBTQ Local Legal Protections

Steve Abbe, COLDWELL BANKER REALTY, (941) 383-6411
Agent Phone: (941) 400-3969

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Frequently asked questions about 75 OSPREY POINT DRIVE

  • What is the estimated monthly payment for 75 OSPREY POINT DRIVE?
    Based on a $1,595,000 list price with 20% down at today's rates, the estimated monthly payment for 75 OSPREY POINT DRIVE is approximately $10,358 (about $8,595 principal & interest, $1,688 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Osprey?
    Residents describe Osprey, FL as dog-friendly, quiet, and easy to park in. Most residents say you need a car. See homes for sale in Osprey, FL.
  • What are the closest schools to 75 OSPREY POINT DRIVE?
    The closest schools to 75 OSPREY POINT DRIVE are Laurel Nokomis School (Pre-K/Elementary/Middle, rated 8/10), Venice Senior High School (rated 7/10).
  • Does 75 OSPREY POINT DRIVE have air conditioning?
    Yes, 75 OSPREY POINT DRIVE has air conditioning.
  • Does 75 OSPREY POINT DRIVE have a pool?
    Yes, 75 OSPREY POINT DRIVE has a pool.
  • Does 75 OSPREY POINT DRIVE have laundry facilities?
    Yes, 75 OSPREY POINT DRIVE has in-unit laundry.
75 OSPREY POINT DRIVE, 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.