566 Cypress Way E, Naples, FL 34110
Property image
Property image
OFF MARKET

566 Cypress Way E
Naples, FL 34110

  • 3 Beds
  • 3 Baths
  • 1,520 sqft

$634,000

Trulia Estimate
as of Aug 24, 2026

$634,000

Trulia Estimate
as of Aug 24, 2026
  • 3 Beds
  • 3 Baths
  • 1,520 sqft

Home Highlights

Property Type
Single-Family Home
Living Area
1,520 sqft
Price/Sqft
$417
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 566 Cypress Way E.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Available Starting Sept. 1st. (annual rental or Summer rental)
Beautiful single family home with pool and spa. Solar Panels pay for almost all of your electric bill. Fruit trees and garden area. Fenced in side yard. Heated Pool and Spa. Hybrid water heater helps with keeping garage cooler. House has battery powered backup system that works with the solar panels. Central AC with 2 mini-split AC units in each Master Bedrooms. Hurricane impact windows.

**Summer and Fall monthly rental rates are: $3,900

**Annual Furnished rental rates are: $4,350 renter pays Electric, water, and internet.
**Annual Un-Furnished rental rates are: $4,100 renter pays Electric, water, and internet.

Summer and Fall seasonal rates - everything included.

For Annual Renter is responsible for water, Electric (Solar power is provided), Internet. No Smoking in Home.
566 Cypress Way E, Naples, FL 34110 is a 3 bedroom, 3 bathroom, 1,520 sqft single-family home. It last sold for $135,000 on Apr 17, 1998 (3,362% above the $3,900 asking price). More recently, it was listed as a rental in March 2025 with an asking price of $3,980 per month. That rental listing was removed on November 5, 2025. It is currently off market. The Trulia Estimate is $634,000, with a rent estimate of $4,312/month.

Home Details for 566 Cypress Way E

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central Air, Wall UnitHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Tile
Room & Shared Space
Shared space is furnished

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached, On Site

Comparable Sales for 566 Cypress Way E

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
539 Cypress WAY E, Naples, FL
0.10
Single-Family Home
$645,000
10/16/25
3
2
1,668 sqft
547 Eastwood Dr, Naples, FL
0.36
Single-Family Home
$355,000
08/18/26
3
2
1,541 sqft
509 Cypress WAY E, Naples, FL
0.18
Single-Family Home
$590,000
07/06/26
3
2
2,177 sqft
518 Cypress WAY E, Naples, FL
0.15
Single-Family Home
$1,100,000
06/30/26
4
3
2,002 sqft
687 Cypress Way E, Naples, FL
0.34
Single-Family Home
$550,000
08/06/26
3
2
1,800 sqft
2203 Imperial Golf Course Blvd, Naples, FL
0.10
Single-Family Home
$1,245,500
07/31/26
3
3.5
3,157 sqft
2203 Imperial Golf Co BLVD, Naples, FL
0.11
Single-Family Home
$1,245,500
07/30/26
3
3.5
3,228 sqft
675 Pompano DR, Naples, FL
0.31
Single-Family Home
$695,000
08/07/26
3
2
1,896 sqft
2108 Imperial Golf Course BLVD, Naples, FL
0.22
Single-Family Home
$900,000
07/31/26
3
2
2,565 sqft
2239 Imperial Golf Course Blvd, Naples, FL
0.40
Single-Family Home
$825,000
11/04/25
3
3
2,323 sqft

Nearby homes

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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

Price and Tax history

DateEventPrice
Nov 5, 2025
Source: Zillow Rentals
ListingRemoved
$3,900
Aug 7, 2025
Source: Zillow Rentals
PriceChange
$3,900
Price decreased by 2%
Jul 26, 2025
Source: Zillow Rentals
PriceChange
$3,980
Price decreased by 2%
Jul 18, 2025
Source: Zillow Rentals
PriceChange
$4,050
Price decreased by 5%
Jun 30, 2025
Source: Zillow Rentals
PriceChange
$4,250
Price decreased by 1%

Frequently asked questions about 566 Cypress Way E

  • What is 566 Cypress Way E estimated to be worth?
    Trulia's estimated value for 566 Cypress Way E in Naples, FL is $634,000.
  • What is the price history for 566 Cypress Way E?
    566 Cypress Way E in Naples, FL last sold for $135,000 in April 1998.
  • 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 566 Cypress Way E have air conditioning?
    Yes, 566 Cypress Way E in Naples, FL has air conditioning.
  • Does 566 Cypress Way E have a pool?
    Yes, 566 Cypress Way E in Naples, FL has a pool.

Homes for rent near 566 Cypress Way E

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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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