417 Cypress Way E, Naples, FL 34110
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OFF MARKET

417 Cypress Way E
Naples, FL 34110

  • 3 Beds
  • 2.5 Baths
  • 2,815 sqft (on 0.34 acres)

$886,900

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $5,309/mo*
Refinance Your Home

$886,900

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $5,309/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,815 sqft
(on 0.34 acres)

Home Value

Trulia Estimate
$887K
Since last month
Decreased$500 (-0.1%)
Since last year
Decreased$7K (-0.7%)
Since last sale
Increased$379K (+74.8%)
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 +59% in the last 10 years
MonthEstimated value
2026
August 2026$887K
July 2026$878K
June 2026$887K
May 2026$880K
April 2026$891K
March 2026$890K
February 2026$886K
January 2026$871K
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
389 Country Club LN, Naples, FL
0.26
Single-Family Home
$755,000
09/02/25
4
3
2,682
675 Pompano DR, Naples, FL
0.33
Single-Family Home
$695,000
08/07/26
3
2
1,896
520 Raven WAY, Naples, FL
0.27
Single-Family Home
$775,000
12/12/25
3
2
1,855
39 Mentor DR, Naples, FL
0.37
Single-Family Home
$659,000
11/24/25
3
2
2,049
307 Country Club DR, Naples, FL
0.39
Single-Family Home
$645,000
02/27/26
4
2
2,257
71 Mentor Dr, Naples, FL
0.46
Single-Family Home
$570,000
08/29/25
3
2.5
2,145
579 Raven WAY, Naples, FL
0.35
Single-Family Home
$685,000
03/06/26
3
2
2,100
101 Heritage Way, Naples, FL
0.45
Single-Family Home
$550,000
09/15/25
4
2
2,174
571 Raven WAY, Naples, FL
0.34
Single-Family Home
$825,000
12/05/25
4
3
2,614
297 Sawgrass CT, Naples, FL
0.34
Single-Family Home
$759,000
04/15/26
4
3
2,250

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
409 Cypress WAY E, Naples, FL 34110
0.02
$1,140,300
4
3
2,381
Off Market
430 Cypress Way E, Naples, FL 34110
0.06
$885,700
3
2
1,828
Off Market
438 Cypress Way E, Naples, FL 34110
0.06
$990,700
4
3
2,619
Off Market
449 Cypress Way E, Naples, FL 34110
0.08
$736,200
3
3
2,321
Off Market
457 Cypress WAY E, Naples, FL 34110
0.09
$1,000,400
3
3
3,726
Off Market
35 Heritage WAY, Naples, FL 34110
0.15
$869,800
4
3
2,291
Off Market
20 Heritage WAY, Naples, FL 34110
0.17
$749,900
4
2
2,013
For Sale
221 Cypress WAY E #203, Naples, FL 34110
0.17
$208,800
2
2
1,008
Off Market
221 Cypress WAY E #103, Naples, FL 34110
0.17
$205,000
2
2
1,008
For Sale
431 Ibis WAY, Naples, FL 34110
0.15
$799,900
3
3
1,775
For Sale
489 Cypress WAY E, Naples, FL 34110
0.17
$1,100,000
3
3
2,714
Off Market
38 HERITAGE WAY, Naples, FL 34110
0.19
$886,900
4
3
2,234
Off Market

Local Information

  • Map ViewExplore the area around 417 Cypress Way E.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1975
Lot Size
0.34 acres
Living Area
2,815 sqft
Price/Sqft
$315
Parking
Garage

About this House

You can't get much closer to postcard sunset viewings. Set on a generous estate sized lot with 114 feet of frontage on the mesmerizing LaPlaya Golf Course, the Miami South Beach inspired home has expansive outdoor living areas and large pool with tanning ledge. The custom-built three-bedroom home delivers both style and comfort, plus a location close to golf and the beaches. You can approach this home by the extended circular driveway or by pulling up straight into the garage. From the moment you arrive, the covered outdoor living areas beckon: a sitting lounge with sunset views, a dining area that is screened in, and an outdoor fire pit barbecue, all swept by tropical Gulf breezes. There's a well sized pool, as well as a row of chaise longues for sunbathing. Inside, entertain in the media room or by the bar, or keep up with your routine with complementary bikes and beach gear in the garage. The villa's practical amenities are matched by its magazine-worthy style. Designer cabinets, marble stone floors and generous proportions give the rooms the stately feel of a Floridian country estate.
417 Cypress Way E, Naples, FL 34110 is a 3 bedroom, 3 bathroom, 2,815 sqft single-family home built in 1975. It last sold for $507,500 on Jul 24, 2019. It is currently off market. The Trulia Estimate is $886,900, with a rent estimate of $5,818/month.

Home Details for 417 Cypress Way E

Interior Features

Heating & Cooling
Heating: ElectricAir ConditioningCooling System: CentralHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Interior Details
Types of Rooms: Dining Room, Family RoomWet BarCeiling Fan
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: StuccoPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1975Year Updated: 1975
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.34 acres

Price and Tax history

DateEventPrice
Jul 24, 2019
Source: N/A
Sold
$507,500
Jun 1, 2019
Source: Agent Provided
Pending
$549,900
May 19, 2019
Source: Agent Provided
PriceChange
$549,900
Price decreased by 5%
Apr 11, 2019
Source: Agent Provided
Listed For Sale
$579,000
May 30, 2013
Source: N/A
Sold
$330,000

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
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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
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  • 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
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  • Swatson645
    "There is so much space to walk your dog on nice sidewalks."
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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

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Homes for sale near 417 Cypress Way E

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Off Market Homes Near 417 Cypress Way E

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Frequently asked questions about 417 Cypress Way E

  • What is 417 Cypress Way E estimated to be worth?
    Trulia's estimated value for 417 Cypress Way E in Naples, FL is $886,900.
  • What is the price history for 417 Cypress Way E?
    417 Cypress Way E in Naples, FL last sold for $507,500 in July 2019.
  • 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 417 Cypress Way E have air conditioning?
    Yes, 417 Cypress Way E in Naples, FL has air conditioning.
  • Does 417 Cypress Way E have a pool?
    Yes, 417 Cypress Way E in Naples, FL has a pool.