340 OSPREY POINT DR, Osprey, FL 34229
SOLD
FEB 10, 2026

$1,896,000

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 6,001 sqft (on 0.78 acres)

340 OSPREY POINT DR, Osprey, FL 34229

Est. Refi. Payment $12,194/mo*
Refinance Your Home
Currently Off Market - Sold Feb 10, 2026 for $1,900,000 (21% below list price)

Home Value

Trulia Estimate
$1.9M
Since last month
Increased$13K (+0.7%)
Since last year
Decreased$367K (-16.2%)
Since last sale
Decreased$11K (-0.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +25% in the last 10 years
MonthEstimated value
2026
September 2026$1.89M
August 2026$1.9M
July 2026$1.88M
June 2026$1.88M
May 2026$1.88M
April 2026$1.88M
March 2026$1.89M
February 2026$1.89M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
370 SUGAR MILL DRIVE, Osprey, FL
0.34
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
325 OSPREY POINT DRIVE, Osprey, FL
0.05
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
112 OSPREY POINT DRIVE, Osprey, FL
0.40
Single-Family Home
$2,315,000
10/30/25
6
5.5
8,621
449 WEBBS COVE, Osprey, FL
0.24
Single-Family Home
$2,470,000
08/27/26
4
3.5
5,287
67 SUGAR MILL DRIVE, Osprey, FL
0.34
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
76 OSPREY POINT DRIVE, Osprey, FL
0.25
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
25 SUGAR MILL DRIVE, Osprey, FL
0.22
Single-Family Home
$1,300,000
07/22/26
3
3.5
3,066
140 SUGAR MILL DRIVE, Osprey, FL
0.43
Single-Family Home
$1,325,000
06/16/26
4
4
3,286

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
410 BLUE GARDEN LANE LOT 6, Osprey, FL 34229
0.04
$699,000
-
-
-
For Sale
325 OSPREY POINT DRIVE, Osprey, FL 34229
0.05
$1,500,000
3
4.5
3,905
Recently Sold
37 BAYHEAD LANE, Osprey, FL 34229
0.08
$689,400
3
2
2,168
Off Market
29 BAYHEAD LANE, Osprey, FL 34229
0.08
$725,800
3
2
2,192
Off Market
21 BAYHEAD LANE, Osprey, FL 34229
0.10
$789,000
3
2
2,246
For Sale
77 BAYHEAD LANE, Osprey, FL 34229
0.09
$846,600
4
2
2,917
Off Market
49 OSPREY POINT DRIVE, Osprey, FL 34229
0.10
$2,399,000
4
3.5
3,953
For Sale
13 BAYHEAD LANE, Osprey, FL 34229
0.12
$769,000
3
2
2,310
For Sale
38 OSPREY POINT DRIVE, Osprey, FL 34229
0.14
$2,815,100
4
5.5
3,974
Off Market
32 BAYHEAD LANE, Osprey, FL 34229
0.12
$911,200
3
3.5
2,570
Off Market
2001 CORDES STREET, Osprey, FL 34229
0.18
$518,400
3
2.5
1,975
Off Market

Local Information

  • Map ViewExplore the area around 340 OSPREY POINT DR.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
0.78 acre lot
6,001 sqft
$317/sqft
3 Car Garage
HOA $158/mo

About this House

Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a spacious 3-car side-load garage. Stately columns welcome you to the grand double-door entry, where you’ll step inside to find gleaming marble floors, soaring ceilings, and plantation shutters that set the stage for timeless sophistication. The thoughtfully designed floor plan includes a private office with built-ins and French doors, and a flexible open space with a dramatic backlit tray ceiling—ideal for a formal dining room, music room, or library. The formal living room features a stunning picture window that brings the outdoors in, along with a cozy fireplace and direct access to the luxurious pool area. The chef’s kitchen is a true showstopper, complete with an aquarium window breakfast nook, expansive breakfast bar, dual sinks, center island, double wall ovens, and a butler’s pantry. It opens seamlessly into the family room, where sliding glass doors, a wood-burning fireplace, wet bar, and built-in desk create a warm and inviting space for everyday living and entertaining. The primary suite is a tranquil retreat with a sunlit sitting area, private access to the pool, and a spa-inspired en suite bath with a walk-in shower and soaking tub that overlook your private tropical paradise. Step outside to your own resort-style oasis, where a sparkling pool, separate spa, travertine deck, and covered patio offer the ultimate in outdoor living. With over 6,000 square feet of living space, this estate features 5 bedrooms, 5 full bathrooms, and 2 half baths, along with two newer A/C systems (2023). As a resident of The Oaks, you’ll have access to The Oaks Club’s world-class amenities, including two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center, and fine dining. Ideally located near top-rated Pine View School, Historic Spanish Point, Casey Key, and Oscar Scherer State Park, this home offers both tranquility and convenience. Don’t miss your chance to own this exceptional estate—schedule your private tour today and experience the luxury of life at The Oaks Bayside.
340 OSPREY POINT DR, Osprey, FL 34229 is a 5 bedroom, 7 bathroom, 6,001 sqft single-family home built in 1998. It last sold for $1,900,000 on Feb 10, 2026 (21% below the $2,395,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,896,000, with a rent estimate of $7,251/month.
Last check for updates: about 2 hours ago
Listed by Lee Brewer, (941) 724-3448
RE/MAX ALLIANCE GROUP, (941) 954-5454
Bought with: Drew Russell, (941) 993-3739, MICHAEL SAUNDERS & COMPANY, (941) 951-6660
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4647690
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 340 OSPREY POINT DR

Interior Features

Interior Details
Number of Rooms: 12Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Family Room, Foyer, Great Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 7Number of Bathrooms (full): 5Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 6001 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Street Lights, Underground UtilitiesAppliances: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, WasherDishwasherDisposalDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,Exhaust FanHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas, Living RoomSpa: Heated, In GroundHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Hurricane Shutters, Hurricane Shutters/WindowsDoor: Outdoor Shower, Sliding DoorsFlooring: Carpet, Ceramic Tile, Marble, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Ceramic Tile, Marble, Hardwood
View
Has a ViewView: Trees/Woods, Creek/Stream
Security
Security: Gated Community, Security Gate, Security System

Exterior Features

Exterior Home Features
Roof: TileExterior: Irrigation System, Outdoor ShowerFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Garage Attached
Pool
Pool: Auto Cleaner, Child Safety Fence, Deck, Gunite, In Ground, Screen EnclosurePool
Frontage
WaterfrontWaterfront: Waterfront, Creek, Creek Access, Bridges - No Fixed BridgesResponsible for Road Maintenance: Private Maintained RoadRoad Surface Type: Paved, AsphaltOn Waterfront
Water & Sewer
Sewer: Public SewerWater Body: NORTH CREEK

Days on Market

Cumulative Days on Market: 273

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Custom
Building
Construction Materials: BlockNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 0142030009

Price & Status

Price
List Price: $2,395,000Price Per Sqft: $317/sqft
Status Change & Dates
Off Market Date: Sat Jan 03 2026

Active Status

MLS Status: Sold

Media

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: 7306 Square Feet
Community rooms
Fitness Center

Community

Community Features: Water Access, Waterfront, Buyer Approval Required, Deed Restrictions, Fitness Center, Golf, No Truck/RV/Motorcycle Parking, Pool, Special Community Restrictions, Tennis Court(s)Not Senior Community

HOA

HOA Fee Includes: 24-Hour Guard, Reserve Fund, Fidelity Bond, Private RoadHOA Name: LIGHTHOUSE PROPERTY MGT. / HOPE ROOTHOA Phone: 941-460-5560Association for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $158/Monthly

Lot Information

Lot Area: 0.78 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4647690Water ViewWater View: Creek/StreamShowing Requirements: ShowingTimeUniversal Property Id: US-12115-N-0142030009-R-N

Additional Information

Water AccessWaterfrontBuyer Approval RequiredDeed RestrictionsGolfNo Truck/RV/Motorcycle ParkingPoolSpecial Community RestrictionsTennis Court(s)

Price and Tax history

DateEventPrice
Feb 10, 2026
Source: Stellar MLS #A4647690
Sold
$1,900,000
Jan 4, 2026
Source: Stellar MLS #A4647690
Pending
$2,395,000
Nov 10, 2025
Source: Stellar MLS #A4647690
PriceChange
$2,395,000
Price decreased by 4%
Apr 5, 2025
Source: Stellar MLS #A4647690
Listed For Sale
$2,500,000
Jan 1, 2024
Source: Stellar MLS #A4579561
Sold
$2,200,000

Market trends in Osprey

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$714K
$28.67KMoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
112
22MoM

Around this home

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. "
    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

Frequently asked questions about 340 OSPREY POINT DR

  • What is 340 OSPREY POINT DR estimated to be worth?
    Trulia's estimated value for 340 OSPREY POINT DR is $1,896,000.
  • What is the price history for 340 OSPREY POINT DR?
    340 OSPREY POINT DR last sold for $1,900,000 in February 2026.
  • Is Osprey a buyer's or seller's market?
    Osprey is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Osprey?
    The median sale price in Osprey is $714K. That is up $28.67K from the prior month.
  • Does 340 OSPREY POINT DR have air conditioning?
    Yes, 340 OSPREY POINT DR has air conditioning.
  • Does 340 OSPREY POINT DR have a pool?
    Yes, 340 OSPREY POINT DR has a pool.

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