9269 Cayman Dr, Naples, FL 34114
OFF MARKET

$987,000

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,946 sqft

9269 Cayman Dr, Naples, FL 34114

Est. Refi. Payment $6,174/mo*
Refinance Your Home
Currently Off Market - Sold Jun 9, 2022 for $837,614

Home Value

Trulia Estimate
$987K
Since last month
Increased$23K (+2.4%)
Since last year
Increased$19K (+1.9%)
Since last sale
Increased$161K (+19.3%)
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 decreased by -6% in the last 10 years
MonthEstimated value
2026
September 2026$999K
August 2026$976K
July 2026$980K
June 2026$1M
May 2026$978K
April 2026$987K
March 2026$972K
February 2026$983K
January 2026$961K
2025
2024

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
9292 Cayman Dr, Naples, FL
0.07
Single-Family Home
$815,000
03/03/26
3
2
2,264
8999 Redonda DR, Naples, FL
0.28
Single-Family Home
$875,000
05/06/26
3
2.5
2,845
9098 Montserrat DR, Naples, FL
0.09
Single-Family Home
$1,450,000
06/11/26
3
2.5
2,500
9116 Caicos WAY, Naples, FL
0.07
Single-Family Home
$1,200,000
07/27/26
3
4.5
3,431
8880 Redonda DR, Naples, FL
0.35
Single-Family Home
$850,000
08/14/26
3
2.5
2,364
8949 Mustique LN, Naples, FL
0.29
Single-Family Home
$1,100,000
10/31/25
4
4
3,103
8266 Promoso CT, Naples, FL
0.38
Single-Family Home
$750,000
06/26/26
3
3
2,373
8262 Promoso CT, Naples, FL
0.39
Single-Family Home
$879,000
03/17/26
3
3.5
2,100
8888 Redonda DR, Naples, FL
0.36
Single-Family Home
$790,000
10/15/25
3
2
2,058
8396 Promoso CT, Naples, FL
0.56
Single-Family Home
$840,000
10/22/25
3
3
2,275

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
9257 Cayman DR, Naples, FL 34114
0.03
$1,395,000
3
3
2,297
For Sale
9117 Caicos WAY, Naples, FL 34114
0.04
$1,271,100
3
4.5
3,443
Off Market
9097 Montserrat DR, Naples, FL 34114
0.03
$1,078,100
3
2.5
2,285
Off Market
9109 Caicos WAY, Naples, FL 34114
0.05
$1,294,400
3
4.5
3,443
Off Market
9260 Cayman DR, Naples, FL 34114
0.04
$1,125,500
3
2.5
2,263
Off Market
9276 Cayman DR, Naples, FL 34114
0.04
$1,175,700
3
2.5
2,459
Off Market
9252 Cayman DR, Naples, FL 34114
0.06
$1,149,999
3
2.5
2,485
For Sale
9241 Cayman DR, Naples, FL 34114
0.07
$874,900
3
2.5
2,380
For Sale
9116 Caicos WAY, Naples, FL 34114
0.07
$1,200,000
3
4.5
3,431
Recently Sold
9248 Cayman DR, Naples, FL 34114
0.06
$783,700
5
3
2,954
Off Market
9288 Cayman DR, Naples, FL 34114
0.06
$999,999
3
2.5
2,136
For Sale
9098 Montserrat DR, Naples, FL 34114
0.09
$1,450,000
3
2.5
2,500
Recently Sold

Local Information

  • Map ViewExplore the area around 9269 Cayman Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2020
2,946 sqft
$335/sqft
Garage

About this House

PRECONSTRUCTION - TO BE BUILT - STEFANO - Palatial family living. The Stefano's stunning two-story foyer opens directly onto the charming office with double doors, and breathtaking views of the gracefully turned stairs, two-story great room, and desirable covered lanai beyond. Open to the formal dining room with elegant coffered ceiling, the well-appointed gourmet kitchen features a large center island, ample cabinet and counter space, and roomy pantry. The magnificent, secluded first floor primary bedroom suite is complete with coffered ceiling, dual walk-in closets, and luxurious primary bath with dual vanities, a large corner soaking tub, huge glass-enclosed shower with seat, and private water closet. Secondary bedrooms include generous walk-in closets and shared full hall bath, and are central to a desirable bonus room and loft. Additional highlights include a first floor guest bedroom with walk-in closet and shared hall bath, and centrally located laundry.
9269 Cayman Dr, Naples, FL 34114 is a 4 bedroom, 3 bathroom, 2,946 sqft single-family home built in 2020. It last sold for $837,614 on Jun 9, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $987,000, with a rent estimate of $8,824/month.

Home Details for 9269 Cayman Dr

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Tile, Carpet
Security
Security System

Exterior Features

Exterior Home Features
Roof: SlateDeckExterior: Stucco
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 8712 sqft

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Jun 9, 2022
Source: N/A
Sold
$837,614
Mar 23, 2021
Source: SWFLMLS #220080122
ListingRemoved
Feb 11, 2021
Source: SWFLMLS #220080122
PriceChange
$819,995
Price increased by 1%
Feb 9, 2021
Source: SWFLMLS #220080122
PendingToActive
$809,995
Jan 22, 2021
Source: SWFLMLS #220080122
Pending
$809,995

Market trends in Naples

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$550K
$18.33KMoM
Sale-to-List Price
95.0%
0.1%MoM
Price per sq ft
$323
$9MoM
Available listings
4452
376MoM

Around this home

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 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

Frequently asked questions about 9269 Cayman Dr

  • What is 9269 Cayman Dr estimated to be worth?
    Trulia's estimated value for 9269 Cayman Dr in Naples, FL is $987,000.
  • What is the price history for 9269 Cayman Dr?
    9269 Cayman Dr in Naples, FL last sold for $837,614 in June 2022.
  • 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.
  • Does 9269 Cayman Dr have air conditioning?
    Yes, 9269 Cayman Dr in Naples, FL has air conditioning.
  • Does 9269 Cayman Dr have a pool?
    Yes, 9269 Cayman Dr in Naples, FL has a pool.

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