5 Cypress Point Dr, Naples, FL 34105
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OFF MARKET

5 Cypress Point Dr
Naples, FL 34105

  • 4 Beds
  • 4 Baths
  • 3,126 sqft (on 0.25 acres)

$1,900,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $11,220/mo*
Refinance Your Home

$1,900,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $11,220/mo*
Refinance Your Home
4 Beds
4 Baths
3,126 sqft
(on 0.25 acres)

Local Information

  • Map ViewExplore the area around 5 Cypress Point Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Lot Size
0.25 acres
Living Area
3,126 sqft
Price/Sqft
$608

About this House

A remarkable custom built home of exceptional quality and design located on a premium golf course lot. Built in 2006, this magnificent 3-story residence boasts 4 BR+ Den, 4 Full Baths and 3,126 sq.ft. of meticulous living space. Huge gourmet kitchen with state-of-the art appliances, extensive custom built-ins and lighting, Brazillian walnut flooring, private elevator, custom-built gas fireplace, surround sound/speaker system w/wall controlled pads, plantation shutters throughout, "Windguard" hurricane resistant glass throughout, 20' vaulted ceilings, extensive storage, heated pool w/8-jet spa with a gorgeous shellstone deck. Each floor has its own lanai overlooking the golf course. The first floor is a flexible family room/game room or guest suite w/full bath, large living area, wet bar and private access to pool area. NO HOA FEES. Golf membership is NOT a req
5 Cypress Point Dr, Naples, FL 34105 is a 4 bedroom, 4 bathroom, 3,126 sqft single-family home built in 2005. It last sold for $550,000 on Dec 21, 2012. It is currently off market. The Trulia Estimate is $1,900,300, with a rent estimate of $7,883/month.

Home Details for 5 Cypress Point Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
Hot Tub or Spa

Property Information

Year Built
Year Built: 2005Year Updated: 2005
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Deck
Pool
Pool

Community

Units in Building: 1

Lot Information

Lot Area: 10890 sqft

Price History for 5 Cypress Point Dr

DatePriceEventSource
12/21/2012$550,000Sold
N/A
02/22/2011$845,000ListingRemovedAgent Provided
11/28/2010$845,000PriceChange
Agent Provided
10/08/2010$895,000Listed For SaleAgent Provided
11/22/2002$300,000Sold
N/A
09/07/2002$210,000Sold
N/A

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$14,122
Assessment$1,458,032
Home facts updated by county records

Comparable Sales for 5 Cypress Point Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
77 Cypress Point Dr, Naples, FL
0.15
Single-Family Home
$1,000,000
10/03/25
3
2
2,270
79 Burning Tree DR, Naples, FL
0.13
Single-Family Home
$1,295,000
02/05/26
3
2
1,942
1395 Morningside Dr, Naples, FL
0.36
Single-Family Home
$682,000
12/01/25
3
3
1,375
130 Burning Tree DR, Naples, FL
0.23
Single-Family Home
$3,300,000
04/02/26
3
3
2,901
87 Burning Tree DR, Naples, FL
0.15
Single-Family Home
$1,245,000
04/14/26
3
2
1,674
1140 Jeronimo DR, Naples, FL
0.58
Single-Family Home
$785,000
07/10/26
4
2.5
1,507
1000 S Alhambra CIR, Naples, FL
0.74
Single-Family Home
$650,000
02/24/26
6
4
2,400
1391 Hilltop Dr, Naples, FL
0.37
Single-Family Home
$770,000
09/09/25
3
2
1,240
1313 Opuntia LN, Naples, FL
0.32
Single-Family Home
$435,000
12/18/25
3
2
1,281
1408 Hemingway PL, Naples, FL
0.61
Single-Family Home
$1,900,000
09/11/25
4
4.5
4,098

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Cypress Point Dr.
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 5 Cypress Point Dr

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Off Market Homes Near 5 Cypress Point Dr

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Frequently asked questions about 5 Cypress Point Dr

  • What is 5 Cypress Point Dr estimated to be worth?
    Trulia's estimated value for 5 Cypress Point Dr in Naples, FL is $1,900,300.
  • What is the price history for 5 Cypress Point Dr?
    5 Cypress Point Dr in Naples, FL last sold for $550,000 in December 2012.
  • 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 5 Cypress Point Dr have a pool?
    Yes, 5 Cypress Point Dr in Naples, FL has a pool.
  • How big is the lot at 5 Cypress Point Dr?
    The lot at 5 Cypress Point Dr in Naples, FL is about 0.25 acres (10,890 sq ft).