296 Winners Cir #4, Naples, FL 34112
Property image
Property image
OFF MARKET

$261,900

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,542 sqft

296 Winners Cir #4, Naples, FL 34112

Est. Refi. Payment $1,636/mo*
Refinance Your Home
Currently Off Market - Sold Apr 4, 2018 for $165,000

Home Value

Trulia Estimate
$262K
Since last month
Decreased$10K (-3.6%)
Since last year
Increased$14K (+5.6%)
Since last sale
Increased$97K (+59%)
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 +66% in the last 10 years
MonthEstimated value
2026
August 2026$262K
August 2026$262K
July 2026$272K
June 2026$267K
May 2026$270K
April 2026$278K
March 2026$285K
February 2026$283K
January 2026$275K
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
237 Albi RD #4, Naples, FL
0.04
Condo
$215,000
08/19/26
2
2
1,542
247 Winners CIR #5, Naples, FL
0.06
Condo
$235,000
04/17/26
2
2
1,542
261 Memory LN #4, Naples, FL
0.07
Condo
$235,000
01/23/26
2
2
1,542
278 Winners CIR #2672, Naples, FL
0.12
Condo
$230,000
01/30/26
2
2
1,542
232 Memory LN #1, Naples, FL
0.07
Condo
$260,000
12/19/25
2
2
1,623
200 Albi RD #2, Naples, FL
0.13
Condo
$242,500
06/10/26
2
2
1,623
232 Memory LN #2582, Naples, FL
0.07
Condo
$315,000
02/19/26
2
2
1,623
219 Memory LN #3, Naples, FL
0.10
Condo
$325,000
10/31/25
2
2
1,582
213 MEMORY LN #4, Naples, FL
0.09
Condo
$335,000
06/26/26
2
2
1,623
198 Albi Rd #2, Naples, FL
0.23
Condo
$350,000
05/06/26
2
2
1,454

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
230 Albi RD #2494, Naples, FL 34112
0.03
$350,000
2
2
1,542
For Sale
248 Winners CIR #3, Naples, FL 34112
0.03
$285,900
2
2
1,542
Off Market
254 Winners CIR #2, Naples, FL 34112
0.06
$272,900
2
2
1,542
Off Market
237 Albi RD #4, Naples, FL 34112
0.04
$215,000
2
2
1,542
Recently Sold
213 MEMORY LN #4, Naples, FL 34112
0.09
$335,000
2
2
1,623
Recently Sold
247 Winners CIR #8, Naples, FL 34112
0.05
$271,200
2
2
1,542
Off Market
247 Winners CIR #5, Naples, FL 34112
0.06
$235,000
2
2
1,542
Recently Sold
226 Memory LN #2, Naples, FL 34112
0.07
$322,100
2
2
1,623
Off Market
232 Memory LN #1, Naples, FL 34112
0.07
$260,000
2
2
1,623
Recently Sold
232 Memory LN #2582, Naples, FL 34112
0.07
$315,000
2
2
1,623
Recently Sold
219 Memory LN #3, Naples, FL 34112
0.10
$304,300
2
2
1,582
Off Market
261 Memory LN #4, Naples, FL 34112
0.07
$235,000
2
2
1,542
Recently Sold

Local Information

  • Map ViewExplore the area around 296 Winners Cir #4.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1981
1,542 sqft
$170/sqft

About this House

Beautifully renovated home is priced to sell, turnkey and comes with a 1 year Home Warranty... Glistening tiled floors, Wet Bar, Brand New Windows and Sliding Glass Patio Doors, New Air Conditioner-HVAC with Humidifier, and wonderful Southern Views off the Lanai are just some of this homes features...The Glades is a fun loving golfing community offering two 18-hole gold courses (one par 72 & one par 55), 10 tennis courts, 9 pools, shuffleboard, boccie ball, pro shop, clubhouse with 19th Hole restaurant, community events & social gatherings... Just minutes to Naples Pristine Beach, Shops, Restaurants & Famous Downtown 5th Ave. South & 3rd St. South. EX Show and Sell!
296 Winners Cir #4, Naples, FL 34112 is a 2 bedroom, 2 bathroom, 1,542 sqft condo built in 1981. It last sold for $165,000 on Apr 4, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $261,900, with a rent estimate of $4,637/month.

Home Details for 296 Winners Cir #4

Interior Features

Heating & Cooling
Heating: ElectricAir ConditioningCooling System: CentralHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet
Interior Details
Number of Rooms: 6Types of Rooms: Walk In Closet
Appliances & Utilities
Cable ReadyDishwasherRefrigerator

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoPorch

Property Information

Year Built
Year Built: 1981Year Updated: 1981
Property Type / Style
Property Type: CondoArchitecture: Other

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 20

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Apr 4, 2018
Source: N/A
Sold
$165,000
Mar 31, 2014
Source: N/A
Sold
$130,000

Market trends in Naples

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
Sale-to-List Price
95.2%
Price per sq ft
$331
$1MoM
Available listings
4813
415MoM

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.
  • 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. "
    0
    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 "
    0
    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
  • Kim
    "Very well kept sidewalks and community areas, yards are well maintained it’s so easily accessible to markets and stores very easy to walk around , biking is also easy to do there are nice friendly people "
    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

Frequently asked questions about 296 Winners Cir #4

  • What is 296 Winners Cir #4 estimated to be worth?
    Trulia's estimated value for 296 Winners Cir #4 in Naples, FL is $261,900.
  • What is the price history for 296 Winners Cir #4?
    296 Winners Cir #4 in Naples, FL last sold for $165,000 in April 2018.
  • 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 $568K. That is roughly unchanged from the prior month.
  • Does 296 Winners Cir #4 have air conditioning?
    Yes, 296 Winners Cir #4 in Naples, FL has air conditioning.

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