9976 Winterview Dr, Naples, FL 34109
Property image
Property image
OFF MARKET

$775,200

Trulia Estimate
as of Sep 20, 2026
  • 4 Beds
  • 4 Baths
  • 3,500 sqft

9976 Winterview Dr, Naples, FL 34109

Home Highlights

Single-Family Home
3,500 sqft
$221/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 9976 Winterview Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

An extra ordinary opportunity to rent recently built estate home with endless possibilities, that is situated on an acre lot, at prestigious FOUR SEASONS in Naples, Florida. NO HOA fees. Rated A+ school district. Only minutes away from all key destinations. Designer decorated and furnished, open floor plan home, that has 4 bedrooms plus a den/office, 4 bathrooms and a chefs dream spacious kitchen with a walk in pantry and all brand newly appliances. Quartz countertops throughout, porcelain tile, circular driveway and lanai have pavers, 3 car garage and tile roof. Hurricane impact resistance windows and doors. Luxury GE Cafe series Built-In appliances, washer and dryer, custom cabinets with under cabinet lighting and LED lighting throughout. Due to very high ceilings and large windows in the back of the home, you will experience a lot of natural light. This exquisite home has a privately panoramic / picture screened lanai with a large heated pool and a jacuzzi, plus an outdoor kitchen with quartz countertops and beverage cooler to entertain the guests.
If you have any questions or need additional details call/text today x239x238x6680.

August $20,000.
September $20,000.
October $20,000.
November $25,000.
December $30,000.
January NOT AVAILABLE
February NOT AVAILABLE
March NOT AVAILABLE
April $30,000.
May $25,000.
June $20,000.
July $20,000.
9976 Winterview Dr, Naples, FL 34109 is a 4 bedroom, 4 bathroom, 3,500 sqft single-family home. More recently, it was listed as a rental in November 2025 with an asking price of $30,000 per month. That rental listing was removed on December 23, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $775,200, with a rent estimate of $7,023/month.

Home Details for 9976 Winterview Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Month

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached, On Site

Comparable Sales for 9976 Winterview Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10493 Winterview DR, Naples, FL
0.23
Single-Family Home
$3,000,000
04/27/26
5
4.5
3,844 sqft
9973 Boca AVE N, Naples, FL
0.17
Single-Family Home
$1,030,000
06/16/26
5
3
2,482 sqft
1195 Windswept AVE, Naples, FL
0.24
Single-Family Home
$1,100,000
03/31/26
4
3
2,366 sqft
1930 Curling AVE, Naples, FL
0.23
Single-Family Home
$1,118,000
07/10/26
5
3
2,880 sqft
3434 Anton Ct, Naples, FL
0.23
Single-Family Home
$665,000
02/20/26
4
3
2,277 sqft
9741 Campbell CIR, Naples, FL
0.28
Single-Family Home
$750,000
12/15/25
4
4
2,325 sqft
9974 Boca AVE N, Naples, FL
0.14
Single-Family Home
$800,000
03/26/26
3
2
2,752 sqft
10274 Boca CIR, Naples, FL
0.19
Single-Family Home
$990,000
05/29/26
4
2
2,220 sqft
3424 Anton CT, Naples, FL
0.22
Single-Family Home
$750,000
12/02/25
4
2
2,170 sqft
10631 Regent CIR, Naples, FL
0.18
Single-Family Home
$620,000
05/22/26
3
2
2,523 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Naples

Last updated Sep 2026
Trulia Rent Estimate$7,023/mo
Average rent
$5.5K
Available listings
3949
View rental market trends in Naples, FL

Around this home

What Locals Say about Naples

At least 1698 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 78 % Say parking is easy

  • 75 % Say it's quiet

  • 69 % Say people would walk alone at night

  • 69 % Say there's holiday spirit

  • 67 % Say there are sidewalks

  • 62 % Say yards are well-kept

  • 61 % Say streets are well-lit

  • 60 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 51 % Say there's wildlife

  • 48 % Say kids play outside

  • 47 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Silvia Polgati
    "Is a quiet neighborhood we really enjoy "
    0
    Flag
  • Mfontaine21
    "Many community events at our town center including food trucks, swim and dance parties and weekly bingo"
    0
    Flag
  • Jeff W
    "What an awesome community. From the beach, to the restaurants, the berm, the amenities, people … just love Pelican Bay. "
    1
    Flag
  • Trulia User
    "Safe neighborhoods but be wary of some of the complexes as you move east. Naples is amazing if you do your homework "
    1
    Flag
  • Swatson645
    "There is so much space to walk your dog on nice sidewalks."
    0
    Flag
  • Chad Roberson
    "Quiet, people leave you alone here. No hoa, can expand on your property. Weather is amazing 6-8 months out of the year. You’ll see amazing wildlife everywhere in this area. "
    0
    Flag
  • Jimandhelensimon
    "We have an excellent location to access numerous beaches and have an enormous amount of well landscaped green space. Our pool feels like a resort pool."
    0
    Flag
  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
    0
    Flag
  • Jimandhelensimon
    "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
    0
    Flag
  • James
    "lots of green space in the area and there are dog parks that also can be visited by dog owners and the place is always well groomed"
    1
    Flag
  • Sandra Decain
    "Great friendly people - love the dining access to water amazing weather. Could not ask for more. "
    0
    Flag
  • Michael.mccann
    "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
    0
    Flag
  • Michelle SanFillipo
    "Great dog parks and open spaces for recreational activities. Safe and secure. Well lit at night. Wide sidewalks and others are respectful of dogs and clean up."
    1
    Flag
  • Cristiano Machado
    "Friendly and safe neighborhood Close to schools, lhospital and grocery stores plus great restaurants and pubs"
    0
    Flag
  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
    0
    Flag
  • Brian.bird
    "Fun people and safe gated community with golf and tennis and good food. Homes are nice and the grounds are well kept"
    0
    Flag
  • waterman46
    "Pet friendly all dogs on leashes . We have never had a problem and 99% pick up after their dogs. Just a really nice pet friendly area."
    1
    Flag
  • Jimandhelensimon
    "It’s dog friendly but dogs must be on a leash. The dogs must be twenty pounds or less unless they are an emotional support dog."
    0
    Flag
  • DonnaT
    "Naples is a great place to retire. It is paradise. The cost of living is outrageous but it is worth every penny! "
    0
    Flag
  • Wheeler04
    "The Isles is surrounded by nature with 1/2 of its 2,400 acres dedicated to preserve and waterways. Such a friendly and active community! "
    0
    Flag
  • Airwavessystem
    "I great community to live close to everything shops supermarkets and the beach. 15 minutes to the mall and 5 minutes to the main highway 75 to tampa Orlando or to miami."
    0
    Flag
  • Scottjohnnewhouse
    "I’ve lived in Naples for 33 years. It is growing at an alarming rate but it is such a safe place to live…."
    0
    Flag
  • Trulia User
    "Everyone in Naples is very kind and friendly. The crime rate is very low. It’s a very family friendly city. "
    0
    Flag
  • Eric
    "There are a lot of young families with children out playing with each other. The community center is well equipped with gym equipment and a beautiful pool."
    0
    Flag
  • Oditth Ricardo
    "Peaceful and safe. No issues and no problems most of the time. Great schools. Great place to start a family and raise kids. "
    0
    Flag
  • Jimandhelensimon
    "Beautiful open spaces and amenities. Beaches and large variety of restaurants and entertainment. The shopping is awesome and the people are fun loving."
    0
    Flag
  • Laurel
    "This is a family friendly neighborhood. It is close to the beach, the Greenway, the zoo, parks, theater, shopping, and dining. It’s close to downtown Naples and just a few miles to The Mercato. "
    0
    Flag
  • Nmarranca
    "I am here on vacation and it is a wonderful community. We are in Beachwalk, which is very close to the beach and walking distance and we have a big pool."
    0
    Flag
  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
    Flag
  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
    Flag
  • Mccartneyjosh
    "It is a standard city commute with lengthy traffic lights and moderate to heavy traffic, but generally it is a normal commute "
    0
    Flag
  • Amolter
    "Lake park is close to everything anyone would want. Mall, restaurants, parks, dog park, hospital, grocery store, zoo, move theatre,downtown, boat launch to the bay, and the beach!!"
    0
    Flag
  • Blondbasket
    "Great groups of people live in the area. Everything is relatively easy and close to the house. I know my neighbors and they are so far very helpful and all around happy people. "
    0
    Flag
  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
    0
    Flag
  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
    Flag
  • Juntig5
    "Naples is a lovely place, tends to get crowded in the season, nice beaches and the city is clean with lots of restaurants. Pleasant weather. "
    0
    Flag
  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
    0
    Flag
  • Trulia User
    "Close to the beaches restaurant downtown feel like you on vacation family friendly and pet friendly neighborhood. Very clean and safe. Beautiful area "
    0
    Flag
  • Trulia User
    "Super nice location ! Close to beaches, downtown, everything you might want. Friendly neighbors. Close to restaurants, groceries, cafes. Beautiful homes. Historic homes "
    0
    Flag
  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
    1
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Dec 23, 2025
Source: Zillow Rentals
ListingRemoved
$30,000
Nov 16, 2025
Source: Zillow Rentals
Listed For Rent
$30,000
Nov 3, 2025
Source: Zillow Rentals
ListingRemoved
$30,000
Jun 7, 2025
Source: Zillow Rentals
Listed For Rent
$30,000
Dec 16, 2024
Source: Zillow Rentals
ListingRemoved
$30,000

Frequently asked questions about 9976 Winterview Dr

  • What is 9976 Winterview Dr estimated to be worth?
    Trulia's estimated value for 9976 Winterview Dr in Naples, FL is $775,200.
  • Is Naples a buyer's or seller's market?
    Naples is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Naples?
    The median sale price in Naples is $550K. That is down $18.33K from the prior month.
  • What do residents say about Naples?
    Residents describe Naples, FL as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Naples, FL.
  • Does 9976 Winterview Dr have air conditioning?
    Yes, 9976 Winterview Dr in Naples, FL has air conditioning.
  • Does 9976 Winterview Dr have a pool?
    Yes, 9976 Winterview Dr in Naples, FL has a pool.

Homes for rent near 9976 Winterview Dr

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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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