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

446 Cypress Way E
Naples, FL 34110

  • 3 Beds
  • 2 Baths
  • 1,869 sqft (on 0.29 acres)

$753,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $4,534/mo*
Refinance Your Home

$753,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $4,534/mo*
Refinance Your Home
3 Beds
2 Baths
1,869 sqft
(on 0.29 acres)

Local Information

  • Map ViewExplore the area around 446 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
1977
Lot Size
0.29 acres
Living Area
1,869 sqft
Price/Sqft
$403
Parking
Garage

About this House

PALM RIVER ESTATES - QUIET COMMUNITY with OVER-SIZED LOTS with SPACE FOR A BOAT - 5 minutes from beaches. Thick palms at rear lot line create a secluded naturescape and poolside sanctuary. RARE! Easy in-out circular driveway and 2 car garage. This unique 3BR 2BA with Den/Office or FUTURE WALK-IN CLOSET offers a ranch-style home and open floor plan with split bedrooms and LOTS OF WINDOWS. There are two A/C systems. The large central great room with wood burning fireplace is bright and has a CATHEDRAL CEILINGS creating a spacious feel. The stained glass window in the west facing peak of the cathedral ceiling is dynamic at sunset. Home is PERFECT FOR ENTERTAINING as the entire rear of the home, with FOUR DOUBLE FRENCH PATIO DOORS, opens to the HUGE COVERED LANAI with slate deck and a large upscale pebble finished pool. The huge lanai has screening and allows a flow-through feel to additional living area. The updated kitchen with pass-thru window features exquisite cabinets and rich dark granite counters. Porcelain floors throughout. NO HOA FEES. NEW ROOF. LARGE LOT NEAR THE BEACH. BUYER TIP: COVERED LANAI ADDS 576 SQ FT TO LIVING SPACE. A+ SCHOOL DISTRICT.
446 Cypress Way E, Naples, FL 34110 is a 3 bedroom, 2 bathroom, 1,869 sqft single-family home built in 1977. It last sold for $438,960 on Sep 7, 2018. It is currently off market. The Trulia Estimate is $753,500, with a rent estimate of $4,598/month.

Home Details for 446 Cypress Way E

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace
Interior Details
Ceiling Fan

Property Information

Year Built
Year Built: 1977Year Updated: 1977
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
DeckExterior: StuccoPorch
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price History for 446 Cypress Way E

DatePriceEventSource
09/07/2018$438,960Sold
N/A
04/12/2018$449,000PriceChange
Agent Provided
03/05/2018$469,000PriceChange
Agent Provided
01/11/2018$479,000Listed For SaleAgent Provided

Market trends in Naples

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
$19KMoM
Sale-to-List Price
95.2%
0.1%MoM
Price per sq ft
$330
$0MoM
Available listings
5204
766MoM
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Property Tax and Assessment

Year2025
Tax$6,023
Assessment$659,174
Home facts updated by county records

Comparable Sales for 446 Cypress Way E

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
675 Pompano DR, Naples, FL
0.26
Single-Family Home
$695,000
08/07/26
3
2
1,896
520 Raven WAY, Naples, FL
0.20
Single-Family Home
$775,000
12/12/25
3
2
1,855
579 Raven WAY, Naples, FL
0.27
Single-Family Home
$685,000
03/06/26
3
2
2,100
39 Mentor DR, Naples, FL
0.42
Single-Family Home
$659,000
11/24/25
3
2
2,049
16213 Parque LN, Naples, FL
0.40
Single-Family Home
$840,000
08/19/25
3
2
2,000
101 Heritage Way, Naples, FL
0.43
Single-Family Home
$550,000
09/15/25
4
2
2,174
409 Cypress WAY E, Naples, FL
0.10
Single-Family Home
$950,000
08/15/25
4
3
2,381
89 Kirtland Dr, Naples, FL
0.47
Single-Family Home
$629,000
12/15/25
3
2
1,709
16156 Parque Ln, Naples, FL
0.31
Single-Family Home
$630,000
07/08/26
3
2
2,001
16144 Parque LN, Naples, FL
0.34
Single-Family Home
$690,000
03/12/26
3
2
2,000

Nearby homes

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Assigned Schools

These are the assigned schools for 446 Cypress Way E.
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.
  • 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

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Homes for sale near 446 Cypress Way E

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Off Market Homes Near 446 Cypress Way E

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Frequently asked questions about 446 Cypress Way E

  • What is 446 Cypress Way E estimated to be worth?
    Trulia's estimated value for 446 Cypress Way E in Naples, FL is $753,500.
  • What is the price history for 446 Cypress Way E?
    446 Cypress Way E in Naples, FL last sold for $438,960 in September 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 down $19K from the prior month.
  • Does 446 Cypress Way E have air conditioning?
    Yes, 446 Cypress Way E in Naples, FL has air conditioning.
  • Does 446 Cypress Way E have a pool?
    Yes, 446 Cypress Way E in Naples, FL has a pool.