3972 Waypoint Ave, Osprey, FL 34229
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Property image
OFF MARKET

3972 Waypoint Ave
Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,268 sqft

$911,700

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $5,607/mo*
Refinance Your Home

$911,700

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $5,607/mo*
Refinance Your Home
3 Beds
3 Baths
2,268 sqft

Local Information

  • Map ViewExplore the area around 3972 Waypoint Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

PEACEFUL PARADISE AT BAYSIDE ON LITTLE SARASOTA BAY - South County's Hidden Gem - a GATED WATERFRONT COMMUNITY with just 49 newer homes tucked away ON LITTLE SARASOTA BAY in Osprey Florida. This delightful home with 3 BEDROOMS, 3 FULL BATHROOMS PLUS A DEN is located in a section of Bayside that DOES NOT REQUIRE FLOOD INSURANCE. The home is BRIGHT & SPACIOUS with VOLUME CEILINGS and beautiful finishes throughout! BRAND NEW PLANTATION SHUTTERS & SLIDING VERTICAL BLINDS really complete this home! The CHEF-INSPIRED GOURMET KITCHEN comes complete with a GAS RANGE, OVERSIZED ISLAND, QUARTZ COUNTERTOPS and STAINLESS APPLIANCES. Sellers have added a HEATED SALTWATER POOL & SPA as well as an OUTDOOR KITCHEN - with a beautiful TRAVERTINE DECKED SCREENED LANAI, you'll likely be spending more time outdoors than inside! Amenities at Bayside include a kayak & paddle board launch, fire pit, waterfront boardwalk and private dock perfect for fishing or taking in one of our beautiful Suncoast sunsets!!! Some of your nearby shopping, beaches and other activities include the Legacy Trail Osprey Junction Trailhead with Art in the Park and Pedicab Rides, Marie Selby Botanical Gardens at Historic Spanish Point, the quaint Venice Downtown District, Siesta Key Beach, Nokomis Beach, Venice Beach and lots of waterfront dining opportunities at Evie's at Spanish Point, Casey Key Fish House, Pop's Sunset Grill and much more!!! BE SURE TO WATCH BOTH THE VIRTUAL TOUR & THE 360 PHOTO TOUR - DON'T DELAY - SCHEDULE A SHOWING TODAY!!!
3972 Waypoint Ave, Osprey, FL 34229 is a 3 bedroom, 3 bathroom, 2,268 sqft single-family home built in 2017. It last sold for $650,000 on Aug 21, 2020. It is currently off market. The Trulia Estimate is $911,700, with a rent estimate of $4,086/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 3972 Waypoint Ave

Interior Features

Heating & Cooling
Heating: Heat Pump, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Interior Details
Number of Rooms: 7Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: TileFoundation Type: ConcretePatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: Single Family HomeArchitecture: Spanish

Community

Units in Building: 1

Lot Information

Lot Area: 7313 sqft

Price History for 3972 Waypoint Ave

DatePriceEventSource
08/21/2020$650,000Sold
Stellar MLS #A4470604
07/17/2020$650,000PendingAgent Provided
06/29/2020$650,000Listed For SaleAgent Provided
05/05/2020$650,000ListingRemovedAgent Provided
03/06/2020$650,000PriceChange
Agent Provided
02/17/2020$675,000PriceChange
Agent Provided
01/30/2020$685,000PriceChange
Agent Provided
11/18/2019$695,000Listed For SaleAgent Provided
12/12/2017$489,548Sold
N/A

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
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Property Tax and Assessment

Year2025
Tax$9,087
Assessment$788,500
Home facts updated by county records

Comparable Sales for 3972 Waypoint Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3957 Waypoint Ave, Osprey, FL
0.05
Single-Family Home
$900,000
01/16/26
3
3
2,328
3936 Waypoint Ave, Osprey, FL
0.08
Single-Family Home
$1,001,000
04/27/26
3
3
2,323
3904 Waypoint Ave, Osprey, FL
0.16
Single-Family Home
$975,000
08/08/25
3
3
2,344
264 Woods Point Rd, Osprey, FL
0.14
Single-Family Home
$425,000
10/29/25
2
3
2,837
447 Oak Point Rd, Osprey, FL
0.22
Single-Family Home
$520,000
12/30/25
4
3
2,688
288 Woods Point Rd, Osprey, FL
0.16
Single-Family Home
$445,000
04/10/26
3
2
1,788
216 Windward Dr, Osprey, FL
0.31
Single-Family Home
$600,000
11/18/25
3
3
2,575
102 Windward Dr, Osprey, FL
0.38
Single-Family Home
$565,000
06/04/26
3
2.5
2,134
584 Meadow Sweet Cir, Osprey, FL
0.45
Single-Family Home
$585,000
03/27/26
3
2
2,151
114 Windward Dr, Osprey, FL
0.37
Single-Family Home
$585,000
06/02/26
3
2
2,037

Nearby homes

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Assigned Schools

These are the assigned schools for 3972 Waypoint Ave.
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

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Apartments for Rent

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Homes for sale near 3972 Waypoint Ave

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Off Market Homes Near 3972 Waypoint Ave

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