5386 Sycamore Dr, Naples, FL 34119
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Property image
OFF MARKET

5386 Sycamore Dr
Naples, FL 34119

Golden Gate
  • 4 Beds
  • 4 Baths
  • 4,823 sqft (on 4.67 acres)

$3,248,800

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $19,129/mo*
Refinance Your Home

$3,248,800

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $19,129/mo*
Refinance Your Home
4 Beds
4 Baths
4,823 sqft
(on 4.67 acres)

Local Information

  • Map ViewExplore the area around 5386 Sycamore 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
1999
Lot Size
4.67 acres
Living Area
4,823 sqft
Price/Sqft
$674
Parking
Garage

About this House

VIEW THE 3D TOUR! Pulling into the grand entrance of this custom built home on 4.67 acres you will notice the mature landscaping and the elegance of the circular paver driveway. This home was uniquely designed with no details overlooked. The grand master suite features a massive walk through closet, sitting area, and french doors that open to the luxurious pool area. The kitchen is equipped with Viking appliances including a gas stove, warming drawer, wine cooler, dual sinks, and dual dishwashers. Other details include volume ceilings, crown molding, marble & wood flooring, interior and exterior wet bars, and much more... New roof was installed in September 2020. This home was featured in 2014 Mercedes-Benz commercial.
5386 Sycamore Dr, Naples, FL 34119 is a 4 bedroom, 5 bathroom, 4,823 sqft single-family home in Golden Gate, built in 1999. It last sold for $1,695,000 on Feb 8, 2021. It is currently off market. The Trulia Estimate is $3,248,800, with a rent estimate of $25,433/month.

Home Details for 5386 Sycamore Dr

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Other, Hardwood
Interior Details
Types of Rooms: OfficeCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1999Year Updated: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 4.67 acres

Price History for 5386 Sycamore Dr

DatePriceEventSource
01/29/2024ListingRemovedSWFLMLS #220059087
08/16/2022$1,900,000ListingRemovedSWFLMLS #220059087
02/08/2021$1,695,000Sold
N/A
01/02/2021$1,900,000PendingSWFLMLS #220059087
11/25/2020$1,900,000PriceChange
Agent Provided
09/23/2020$2,000,000Listed For SaleAgent Provided
12/09/2013$932,500Sold
N/A
09/24/2013$995,000PriceChange
Agent Provided
08/15/2013$1,050,000Listed For SaleAgent Provided
06/18/2013$1,050,000ListingRemovedAgent Provided
05/22/2013$1,050,000PriceChange
Agent Provided
01/25/2013$1,100,000PriceChange
Agent Provided
10/26/2012$1,150,000Listed For SaleAgent Provided

Market trends in Golden Gate

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$507K
$12.5KMoM
Sale-to-List Price
96.6%
0.3%MoM
Price per sq ft
$327
$4MoM
Available listings
504
28MoM
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Property Tax and Assessment

Year2025
Tax$27,194
Assessment$2,664,561
Home facts updated by county records

Comparable Sales for 5386 Sycamore Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5253 Sycamore DR, Naples, FL
0.17
Single-Family Home
$2,350,000
02/23/26
5
4
3,641
5455 Tamarind Ridge Dr, Naples, FL
0.39
Single-Family Home
$1,425,000
08/18/25
4
2.5
2,782
5750 Napa Woods WAY, Naples, FL
0.60
Single-Family Home
$1,655,000
12/29/25
4
4
2,804
5341 Tamarind Ridge DR, Naples, FL
0.38
Single-Family Home
$4,500,000
09/25/25
6
6
5,243
4810 Sycamore DR, Naples, FL
0.64
Single-Family Home
$1,850,000
05/15/26
4
2.5
3,618
675 Logan Blvd S, Naples, FL
0.34
Single-Family Home
$970,000
08/21/25
4
3
2,331
5251 BOXWOOD WAY, Naples, FL
0.21
Single-Family Home
$635,000
12/30/25
4
3
2,473
4747 7th AVE SW, Naples, FL
0.74
Single-Family Home
$2,400,000
04/28/26
6
5
3,996
5301 Tamarind Ridge DR, Naples, FL
0.38
Single-Family Home
$4,360,000
02/27/26
5
5.5
4,106
5410 Mahogany Ridge DR, Naples, FL
0.81
Single-Family Home
$1,500,000
07/13/26
4
4
3,529

Nearby homes

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Assigned Schools

These are the assigned schools for 5386 Sycamore 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.

Neighborhood Overview

Golden Gate
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Golden Gate

At least 344 Trulia users voted on each feature.

  • 82 % Say car is needed

  • 80 % Say yards are well-kept

  • 78 % Say parking is easy

  • 76 % Say it's dog friendly

  • 69 % Say there's holiday spirit

  • 67 % Say it's quiet

  • 61 % Say they plan to stay for at least 5 years

  • 56 % Say kids play outside

  • 53 % Say there's wildlife

  • 52 % Say people would walk alone at night

  • 50 % Say neighbors are friendly

  • 45 % Say there are sidewalks

  • 42 % Say it's walkable to grocery stores

  • 39 % Say streets are well-lit

  • 30 % Say it's walkable to restaurants

  • 29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • 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
  • 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
  • Askrodiana
    "The neighborhood is safe for people and dogs to walk. A lot of people do walk their pets each morning and evening. "
    1
    Flag
  • Maggie
    "Most streets are dead-ends by way of canals. Residents enjoy the privacy of their large, natural estates. A plethora of wildlife abounds in this slice of paradise…minutes away from beaches & shopping."
    8
    Flag
  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
    0
    Flag
  • Howard L.
    "Summer all year long, beautiful beaches, nice and many restaurants, strong police force, wonderful place to live and raise a family. Small town feel with big city healthcare and access to shopping. Great Airport to get in and out of south Florida "
    2
    Flag
  • Ellebasi.atro03
    "It’s pretty quiet here there’s not much happening so it’s safe and neighborly. Naples is a growing city so you’ll see new people."
    2
    Flag
  • Almilione
    "Some people just don’t care you can’t change them who they are but you can’t blame the other good guys who care for themselves and others 👍"
    13
    Flag
  • Celia L. C.
    "Nice Neighborhood, very tranquil and nice people. Well kept yards and bears. Would live here again any time."
    5
    Flag
  • Alafargue1
    "They would love having a dog in our neighborhood. Everyone here is on one and a half acres to 5 acres of land. Plenty of room for dogs."
    1
    Flag
  • Celia L. C.
    "Long commute to work and schools. Long commute to restaurants and shops. Great properties and prices."
    1
    Flag
  • Hadenhearne
    "Cars go really fast down the straightaways so just be careful and put your dog on a leash. No one cares about dogs out and about but for your dogs safety I’d recommend it."
    1
    Flag
  • Vanessa G.
    "Great schools in the Naples area. Kids have multiple parks and things to do. Youth sports is big in this area as well. "
    0
    Flag
  • Jena .
    "I’ve lived in this neighbourhood for two years and the people that icy are usually racing fourwheelers up and down the road the cops have been down here twice because of it other than that it’s pretty quiet. "
    1
    Flag
  • Tjtravis90
    "busy and traffic all the time it's sad. I was born and raised here as where my parents and the crime is getting worse and worse by the week. weekly car chases and big drug bust all the time. naples use to be small and peaceful til the Yankees and minority's took over. sad what has happened to my home town "
    0
    Flag
  • Alex.oliver8829
    "Great neighborhood. I’m living here for 8 years and I want to buy my house here. I recommend golden gate to all my friends and family."
    3
    Flag
  • Yuya.pelegrin
    "Halloween, Christmas, Thanksgivings, July 4 and many others holidays. My citi is very safety place to live"
    0
    Flag
  • Liset A.
    "My neighborhood is wonderful for dogs! There is no restrictions for them, but you have to watch out for wild animals "
    1
    Flag
  • Cubafrank36
    "my neighborhood is very quiet and the people are friendly , I can see wildlife often in the backyard. "
    0
    Flag
  • Sky h.
    "Our neighbors get together and do Christmas carols. As well as fire Work displays for the 4th of July "
    0
    Flag
  • Jessie V.
    "They would not like lack of sidewalks but the open space is nice for the dogs. Better lighting at night would also be suggestible "
    1
    Flag
  • Cassie W.
    "Close Driving distance to many popular places like the grocery mall etc. we love the area and the beaches. Lots of restaurants and great shopping in the area. "
    0
    Flag
  • Cajunrican4
    "This is a family neighborhood, my children grew up here and have since finished school and moved on to bigger and better things throughout the area. "
    3
    Flag
  • Philmacom
    "Every home sits on a minimum of an acre making it a very private neighborhood. Many of of the owners are self employed and we all know each and you can get pretty much anything for your home, autos, insurance and updates to your home there’s someone on the block that will help you get it done at a great price!"
    0
    Flag
  • Rosalyn T.
    "It's a convenient area, I feel safe. I feel my neighbors are also safe. The children that attend my local elementary school seem happy, are very well watched over, and their parents pay attention. "
    4
    Flag
  • Rosemary C.
    "Nice quiet street...beautifully maintained homes...lovely homes. Folks are friendly and acknowledge people walking or driving by. The location is excellent close to home as Puyallup, shopping and recreation."
    0
    Flag
  • Keisha F.
    "People are so kind and cordial with each other that it feels like one family within they neighborhood "
    0
    Flag
  • Cajunrican4
    "I’ve lived in this neighborhood for 18 years and I have seen it grow and change to a somewhat busy neighborhood. I miss the quietness of this neighborhood and our old neighbors who have since moved away. "
    0
    Flag
  • dalybu
    "lived here for 4 years and counting, nice working people around, no flooding risk, quiet, close to most places in Naples"
    0
    Flag
  • dalybu
    "is like any other, nothing special but quiet and friendly, easy to get around, close to many things, close to interstate"
    0
    Flag

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Homes for sale near 5386 Sycamore Dr

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Off Market Homes Near 5386 Sycamore Dr

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Frequently asked questions about 5386 Sycamore Dr

  • What is 5386 Sycamore Dr estimated to be worth?
    Trulia's estimated value for 5386 Sycamore Dr in Naples, FL is $3,248,800.
  • What is the price history for 5386 Sycamore Dr?
    5386 Sycamore Dr in Naples, FL last sold for $1,695,000 in February 2021.
  • 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 $507K. That is down $12.5K from the prior month.
  • Does 5386 Sycamore Dr have air conditioning?
    Yes, 5386 Sycamore Dr in Naples, FL has air conditioning.
  • Does 5386 Sycamore Dr have a pool?
    Yes, 5386 Sycamore Dr in Naples, FL has a pool.