3973 WAYPOINT AVENUE, Osprey, FL 34229
OFF MARKET

$1,099,000

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,377 sqft

3973 WAYPOINT AVENUE, Osprey, FL 34229

Est. Refi. Payment $7,052/mo*
Refinance Your Home
Currently Off Market - Sold Apr 1, 2024 for $1,050,000

Home Value

Trulia Estimate
$1.1M
Since last month
Increased$15K (+1.4%)
Since last year
Increased$161K (+17.2%)
Since last sale
Increased$49K (+4.7%)
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 +406% in the last 10 years
MonthEstimated value
2026
September 2026$1.1M
August 2026$1.09M
July 2026$1.08M
June 2026$1.11M
May 2026$1.09M
April 2026$1.1M
March 2026$1.11M
February 2026$1.11M
January 2026$1.09M
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
3957 WAYPOINT AVENUE, Osprey, FL
0.05
Single-Family Home
$900,000
01/16/26
3
3
2,328
3936 WAYPOINT AVENUE, Osprey, FL
0.09
Single-Family Home
$1,001,000
04/27/26
3
3
2,323
1235 YACHT HARBOR DRIVE, Osprey, FL
0.34
Single-Family Home
$1,065,000
02/20/26
3
3
2,698
204 WINDWARD DRIVE, Osprey, FL
0.27
Single-Family Home
$800,000
08/24/26
3
3
2,486
264 WOODS POINT ROAD, Osprey, FL
0.10
Single-Family Home
$425,000
10/29/25
2
3
2,837
1218 YACHT HARBOR DRIVE, Osprey, FL
0.30
Single-Family Home
$1,025,000
04/24/26
3
3
3,297
447 OAK POINT ROAD, Osprey, FL
0.21
Single-Family Home
$520,000
12/30/25
4
3
2,688
288 WOODS POINT ROAD, Osprey, FL
0.12
Single-Family Home
$445,000
04/10/26
3
2
1,788
216 WINDWARD DRIVE, Osprey, FL
0.27
Single-Family Home
$600,000
11/18/25
3
3
2,575
486 YACHT HARBOR DRIVE, Osprey, FL
0.39
Single-Family Home
$1,325,000
08/25/26
3
3.5
2,939

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
3961 WAYPOINT AVENUE, Osprey, FL 34229
0.04
$1,127,800
3
3
2,346
Off Market
3957 WAYPOINT AVENUE, Osprey, FL 34229
0.05
$900,000
3
3
2,328
Recently Sold
SARABAY ROAD LOT 28, Osprey, FL 34229
0.07
$241,000
-
-
-
Recently Sold
3936 WAYPOINT AVENUE, Osprey, FL 34229
0.09
$1,001,000
3
3
2,323
Recently Sold
3937 WAYPOINT AVENUE, Osprey, FL 34229
0.10
$1,133,900
3
3
2,314
Off Market
3933 WAYPOINT AVENUE, Osprey, FL 34229
0.11
$1,188,100
3
3
2,391
Off Market
264 WOODS POINT ROAD, Osprey, FL 34229
0.10
$670,900
2
3
2,837
Off Market
3925 WAYPOINT AVENUE, Osprey, FL 34229
0.13
$1,139,800
3
3
2,323
Off Market
288 WOODS POINT ROAD, Osprey, FL 34229
0.12
$445,000
3
2
1,788
Recently Sold
811 SARABAY ROAD, Osprey, FL 34229
0.09
$425,000
2
1
1,211
Recently Sold
304 ROAD, Osprey, FL 34229
0.14
-
2
2
1,863
Off Market

Local Information

  • Map ViewExplore the area around 3973 WAYPOINT AVENUE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2018
2,377 sqft
$462/sqft
2 Car Garage
HOA $446/mo

About this House

Discover Coastal Living and Casual Elegance at Bayside, Osprey Florida Nestled within the gated enclave of Bayside, limited to just 49 homes, this hidden gem on Little Sarasota Bay represents Florida living at its finest. The community harmoniously blends active outdoor amenities with tranquil relaxation spots. From kayaking and paddleboarding to evenings by the fire pit or strolling along the waterfront boardwalk, Bayside offers a lifestyle that caters to all your desires. Positioned on a premium lot, this 2018 Taylor Morrison home overlooks a lush preserve, inviting nature's serene beauty right to your doorstep. The custom heated pool and spa, complemented by a spacious travertine decked screened lanai, become your haven for relaxation or entertaining. The outdoor kitchen only adds to the allure, promising delightful alfresco dining experiences. Inside, the home unfolds as a testament to modern luxury. Three bedrooms, three bathrooms, and a versatile den space offer ample room for comfort and creativity. The chef-inspired gourmet kitchen, featuring a gas range, an oversized island, granite countertops, and premium stainless appliances, is a culinary dream. Unique to this home is the extended garage, providing tandem parking or extra space for your hobbies and passions. Conveniently located near the Legacy Trail, Marie Selby Botanical Gardens, and various pristine beaches, the home is a gateway to the best of Florida. Dining opportunities and cultural experiences are just a short drive away, adding to the allure of this exquisite property. Experience the blend of sophistication and natural charm at 3973 Waypoint. This unique opportunity awaits you.
3973 WAYPOINT AVENUE, Osprey, FL 34229 is a 3 bedroom, 3 bathroom, 2,377 sqft single-family home built in 2018. It last sold for $1,050,000 on Apr 1, 2024 (5% below the $1,100,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,099,000, with a rent estimate of $3,889/month.
Last check for updates: about 3 hours ago
Listed by Carlo Costantini, (203) 217-2512
DAVE JONES REALTY, LLC, (203) 758-0264
Bought with: Justin Benz, (941) 999-0364, EXP REALTY LLC, (888) 883-8509
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4589382
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 3973 WAYPOINT AVENUE

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Primary Bedroom, Bathroom 2, Bathroom 3, Den, Dining Room, Great Room, Kitchen
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2377 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water ConnectedAppliances: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Exhaust Fan, Gas Water Heater, Microwave, Range Hood, RefrigeratorDishwasherDisposalMicrowaveRefrigerator
Heating & Cooling
Heating: Central,Electric,Heat Pump,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: Heated, In GroundNo FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Hurricane ShuttersDoor: Outdoor Grill, Outdoor Kitchen, Sliding DoorsFlooring: Carpet, Porcelain Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Carpet, Porcelain Tile
View
No View

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Deck, ScreenedExterior: Irrigation System, Outdoor Grill, Outdoor Kitchen, Rain GuttersFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 21x21No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage Door Opener,Oversized,Tandem
Pool
Pool: Gunite, Heated, In Ground, Lighting, Salt Water, Screen EnclosurePool
Frontage
Waterfront: Bay/Harbor Access, Intracoastal Waterway Access, Fishing Pier, SeawallRoad Frontage: Street Dead-End, Private RoadRoad Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: LITTLE SARASOTA BAY

Days on Market

Cumulative Days on Market: 85

Property Information

Year Built
Year Built: 2018
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Condition: CompletedParcel Number: 0148150023

Price & Status

Price
List Price: $1,100,000
Status Change & Dates
Off Market Date: Sat Feb 10 2024Possession Timing: Negotiable

Active Status

MLS Status: Sold

Media

Location

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

Building

Building Details
Builder Model: LazioBuilder Name: Taylor Morrison
Building Area
Building Area: 2950 Square Feet

Community

Community Features: Boat Slip, Dock, Fishing, Deed Restrictions, Gated Community - No Guard, Irrigation-Reclaimed Water, Park, SidewalksNot Senior Community

HOA

HOA Fee Includes: Common Area Taxes, Maintenance Grounds, Manager, Private Road, Recreational FacilitiesHOA Name: Bill Lutes Lighthouse Property ManagementAssociation for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $446/Monthly

Lot Information

Lot Area: 7280 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4589382Showing Advance Notice: 24Showing Considerations: No SignShowing Requirements: 24 Hour Notice, Appointment Only, Gate Code Required, Lockbox - Electronic, ShowingTimeUniversal Property Id: US-12115-N-0148150023-R-N

Additional Information

HOA Amenities: Gated

Price and Tax history

DateEventPrice
Apr 1, 2024
Source: Stellar MLS #A4589382
Sold
$1,050,000
Feb 14, 2024
Source: Stellar MLS #A4589382
Pending
$1,100,000
Jan 18, 2024
Source: Stellar MLS #A4589382
PriceChange
$1,100,000
Price decreased by 8%
Jan 1, 2024
Source: Stellar MLS #A4589382
PriceChange
$1,199,000
Price decreased by 4%
Nov 17, 2023
Source: Stellar MLS #A4589382
Listed For Sale
$1,250,000

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 3973 WAYPOINT AVENUE

  • What is 3973 WAYPOINT AVENUE estimated to be worth?
    Trulia's estimated value for 3973 WAYPOINT AVENUE in Osprey, FL is $1,099,000.
  • What is the price history for 3973 WAYPOINT AVENUE?
    3973 WAYPOINT AVENUE in Osprey, FL last sold for $1,050,000 in April 2024.
  • 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 3973 WAYPOINT AVENUE have air conditioning?
    Yes, 3973 WAYPOINT AVENUE in Osprey, FL has air conditioning.
  • Does 3973 WAYPOINT AVENUE have a pool?
    Yes, 3973 WAYPOINT AVENUE in Osprey, FL has a pool.

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