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

557 Cypress Way E
Naples, FL 34110

  • 3 Beds
  • 2 Baths
  • 2,338 sqft (on 0.44 acres)

$871,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $5,198/mo*
Refinance Your Home

$871,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $5,198/mo*
Refinance Your Home
3 Beds
2 Baths
2,338 sqft
(on 0.44 acres)

Home Value

Trulia Estimate
$871K
Since last month
Decreased$9K (-1%)
Since last year
Increased$54K (+6.5%)
Since last sale
Increased$566K (+180.3%)
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 increased by +104% in the last 10 years
MonthEstimated value
2026
August 2026$880K
July 2026$889K
June 2026$861K
May 2026$859K
April 2026$875K
March 2026$870K
February 2026$892K
January 2026$866K
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
539 Cypress WAY E, Naples, FL
0.05
Single-Family Home
$645,000
10/16/25
3
2
1,668
509 Cypress WAY E, Naples, FL
0.14
Single-Family Home
$590,000
07/06/26
3
2
2,177
2108 Imperial Golf Course BLVD, Naples, FL
0.22
Single-Family Home
$900,000
07/31/26
3
2
2,565
307 Country Club DR, Naples, FL
0.38
Single-Family Home
$645,000
02/27/26
4
2
2,257
675 Pompano DR, Naples, FL
0.34
Single-Family Home
$695,000
08/07/26
3
2
1,896
2203 Imperial Golf Course Blvd, Naples, FL
0.06
Single-Family Home
$1,245,500
07/31/26
3
3.5
3,157
2037 Prince DR, Naples, FL
0.36
Single-Family Home
$900,000
09/15/25
3
2
2,243
2203 Imperial Golf Co BLVD, Naples, FL
0.07
Single-Family Home
$1,245,500
07/30/26
3
3.5
3,228
2255 Imperial Golf Course BLVD, Naples, FL
0.47
Single-Family Home
$810,000
02/27/26
3
2
2,068
2239 Imperial Golf Co BLVD, Naples, FL
0.33
Single-Family Home
$825,000
10/27/25
3
3
2,323

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
2205 Imperial Golf Course BLVD, Naples, FL 34110
0.05
$1,116,300
3
3.5
3,285
Off Market
2207 Imperial Golf Co BLVD, Naples, FL 34110
0.05
$749,900
2
2
2,029
For Sale
2203 Imperial Golf Co BLVD, Naples, FL 34110
0.07
$1,245,500
3
3.5
3,228
Recently Sold
539 Cypress WAY E, Naples, FL 34110
0.05
$633,100
3
2
1,668
Off Market
560 Cypress WAY E, Naples, FL 34110
0.05
$861,200
3
4
1,577
Off Market
478 PALM RIVER BLVD, Naples, FL 34110
0.10
$818,600
3
2
1,848
Off Market
2206 Imperial Golf Course BLVD, Naples, FL 34110
0.15
$772,400
3
2
1,920
Off Market
472 Palm River BLVD, Naples, FL 34110
0.12
$1,054,600
3
2
1,830
Off Market
518 Cypress WAY E, Naples, FL 34110
0.12
$1,100,000
4
3
2,002
Recently Sold
509 Cypress WAY E, Naples, FL 34110
0.14
$590,000
3
2
2,177
Recently Sold
466 Golfview DR, Naples, FL 34110
0.17
$524,900
2
2
1,344
Off Market
2115 IMPERIAL GOLF COURSE BLVD, Naples, FL 34110
0.21
$1,800,000
4
3
3,429
Recently Sold

Local Information

  • Map ViewExplore the area around 557 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
1989
Lot Size
0.44 acres
Living Area
2,338 sqft
Price/Sqft
$373

About this House

REO Occupied - the seller does not represent or guarantee occupancy status. NO VIEWINGS of this property. Please DO NOT DISTURB the occupant. "As is" cash only sale with no contingencies or inspections. Buyer will be responsible for obtaining possession of the property upon closing.<br/><br/>The property at 557 E Cypress Way, Naples, Florida is a Residential Single Family property with 3 bedroom(s) and 2.0 bathroom(s), built in 1989 and is 2338 square feet.<br/><br/>Live bidding is ACTIVE for this property, sold in "as is" condition with no contingencies or warranties. Cash only. Make your bid now!
557 Cypress Way E, Naples, FL 34110 is a 3 bedroom, 2 bathroom, 2,338 sqft single-family home built in 1989. It last sold for $314,000 on Jun 9, 2015. It is currently off market. The Trulia Estimate is $871,200, with a rent estimate of $5,474/month.

Home Details for 557 Cypress Way E

Interior Features

Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: OtherDeck
Pool
Pool

Property Information

Year Built
Year Built: 1989Year Updated: 1989
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.44 acres

Price and Tax history

DateEventPrice
Jun 9, 2015
Source: N/A
Sold
$314,000
Jan 1, 2015
Source: Agent Provided
PriceChange
$333,100
Price decreased by 1%
Dec 3, 2014
Source: Agent Provided
PriceChange
$335,699
Price decreased by 10%
Nov 4, 2014
Source: Agent Provided
Listed For Sale
$372,000
Oct 3, 2014
Source: N/A
Sold
$1,200

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
    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
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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
    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
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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
    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
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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
    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
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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 557 Cypress Way E

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Off Market Homes Near 557 Cypress Way E

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Frequently asked questions about 557 Cypress Way E

  • What is 557 Cypress Way E estimated to be worth?
    Trulia's estimated value for 557 Cypress Way E in Naples, FL is $871,200.
  • What is the price history for 557 Cypress Way E?
    557 Cypress Way E in Naples, FL last sold for $314,000 in June 2015.
  • 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 557 Cypress Way E have a pool?
    Yes, 557 Cypress Way E in Naples, FL has a pool.
  • How big is the lot at 557 Cypress Way E?
    The lot at 557 Cypress Way E in Naples, FL is about 0.44 acres (19,000 sq ft).