3977 Waypoint Ave, Osprey, FL 34229
Property image
Property image
OFF MARKET

$827,200

Trulia Estimate
as of Sep 15, 2026
  • 3 Beds
  • 4 Baths
  • 2,100 sqft

3977 Waypoint Ave, Osprey, FL 34229

Home Highlights

Single-Family Home
Built in 2017
2,100 sqft
$394/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 3977 Waypoint Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

It is a beautiful home that is located in a gated community and also located near the sea. There is also a dock inside the neighborhood where you could go fishing and boating. The house is also at a very close to Walmart, Publix, and the sarasota beach. No need to mow the lawn the community provides that.

The house can't be painted or changed without the permission of the owner. Before moving out the house must be cleaned. **Must comply with the neighborhood covenants
3977 Waypoint Ave, Osprey, FL 34229 is a 3 bedroom, 4 bathroom, 2,100 sqft single-family home built in 2017. It last sold for $496,000 on Jan 15, 2019 (12,001% above the $4,099 asking price). More recently, it was listed as a rental in May 2024 with an asking price of $4,250 per month. That rental listing was removed on September 13, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $827,200, with a rent estimate of $3,288/month.

Home Details for 3977 Waypoint Ave

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Tile
Appliances & Utilities
DishwasherDryerWasher
Heating & Cooling
Air ConditioningCooling System: Central Air

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Parking & Garage
Parking: Attached, On Site

Lot Information

Lot Area: 8726 sqft

Comparable Sales for 3977 Waypoint Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3957 WAYPOINT AVENUE, Osprey, FL
0.06
Single-Family Home
$900,000
01/16/26
3
3
2,328 sqft
3936 WAYPOINT AVENUE, Osprey, FL
0.10
Single-Family Home
$1,001,000
04/27/26
3
3
2,323 sqft
264 WOODS POINT ROAD, Osprey, FL
0.10
Single-Family Home
$425,000
10/29/25
2
3
2,837 sqft
288 WOODS POINT ROAD, Osprey, FL
0.12
Single-Family Home
$445,000
04/10/26
3
2
1,788 sqft
216 WINDWARD DRIVE, Osprey, FL
0.26
Single-Family Home
$600,000
11/18/25
3
3
2,575 sqft
447 OAK POINT ROAD, Osprey, FL
0.21
Single-Family Home
$520,000
12/30/25
4
3
2,688 sqft
102 WINDWARD DRIVE, Osprey, FL
0.33
Single-Family Home
$565,000
06/04/26
3
2.5
2,134 sqft
204 WINDWARD DRIVE, Osprey, FL
0.27
Single-Family Home
$800,000
08/24/26
3
3
2,486 sqft
114 Windward Dr, Osprey, FL
0.32
Single-Family Home
$585,000
06/02/26
3
2
2,037 sqft
186 WINDWARD DRIVE, Osprey, FL
0.27
Single-Family Home
$565,000
07/20/26
3
2
2,505 sqft

Nearby homes

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Rental Market Trends in Osprey

Last updated Sep 2026
Trulia Rent Estimate$3,288/mo
Average rent
$3.5K
$450MoM
Available listings
33
View rental market trends in Osprey, FL

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

Price and Tax history

DateEventPrice
Sep 13, 2024
Source: Zillow Rentals
ListingRemoved
$4,099
Jul 20, 2024
Source: Zillow Rentals
PriceChange
$4,099
Price decreased by 100%
Jul 11, 2024
Source: Stellar MLS #A4583929
ListingRemoved
$1,099,000
Jun 25, 2024
Source: Zillow Rentals
PriceChange
$4,350
Price increased by 2%
May 27, 2024
Source: Zillow Rentals
Listed For Rent
$4,250

Frequently asked questions about 3977 Waypoint Ave

  • What is 3977 Waypoint Ave estimated to be worth?
    Trulia's estimated value for 3977 Waypoint Ave in Osprey, FL is $827,200.
  • What is the price history for 3977 Waypoint Ave?
    3977 Waypoint Ave in Osprey, FL last sold for $496,000 in January 2019.
  • 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 3977 Waypoint Ave have air conditioning?
    Yes, 3977 Waypoint Ave in Osprey, FL has air conditioning.
  • Does 3977 Waypoint Ave have laundry facilities?
    Yes, 3977 Waypoint Ave in Osprey, FL has in-unit laundry.

Homes for rent near 3977 Waypoint Ave

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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