5309 Cypress Ln, Naples, FL 34113
Property image
Property image
OFF MARKET

$586,400

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,735 sqft (on 0.40 acres)

5309 Cypress Ln, Naples, FL 34113

Est. Refi. Payment $3,639/mo*
Refinance Your Home
Currently Off Market - Sold Dec 6, 2021 for $510,000

Home Value

Trulia Estimate
$586K
Since last month
Decreased$7K (-1.2%)
Since last year
Increased$27K (+4.8%)
Since last sale
Increased$76K (+14.8%)
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 +98% in the last 10 years
MonthEstimated value
2026
September 2026$586K
August 2026$593K
July 2026$592K
June 2026$594K
May 2026$591K
April 2026$576K
March 2026$570K
February 2026$583K
January 2026$561K
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
5211 MAPLE LANE, Naples, FL
0.26
Single-Family Home
$315,000
07/29/26
3
2
1,112
5248 Confederate Dr, Naples, FL
0.58
Single-Family Home
$499,900
06/08/26
3
2
1,781
5234 Sholtz ST, Naples, FL
0.30
Single-Family Home
$350,000
06/17/26
3
2
1,266
5313 Holland ST, Naples, FL
0.45
Single-Family Home
$372,000
08/12/26
2
2
1,293
5222 Broward ST, Naples, FL
0.45
Single-Family Home
$469,900
09/03/26
4
2
1,651
5306 Martin ST, Naples, FL
0.37
Single-Family Home
$355,000
03/06/26
3
2
1,214
5309 Warren ST, Naples, FL
0.50
Single-Family Home
$433,000
09/24/25
3
2
1,451
5377 Hardee St, Naples, FL
0.57
Single-Family Home
$350,000
07/30/26
4
2
1,495
165 4TH ST, Naples, FL
0.59
Single-Family Home
$499,000
10/14/25
4
3
1,710
9380 Vercelli CT, Naples, FL
0.44
Single-Family Home
$1,050,000
12/22/25
4
2
2,239

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
5348 Cypress LN, Naples, FL 34113
0.12
$899,000
3
2.5
2,283
For Sale
5288 Maple LN, Naples, FL 34113
0.07
$1,065,200
4
3
3,242
Off Market
5290 Cypress LN, Naples, FL 34113
0.09
$585,000
4
2
2,004
For Sale
5339 Myrtle LN, Naples, FL 34113
0.16
$651,600
3
2
1,639
Off Market
5275 Maple LN, Naples, FL 34113
0.12
$581,200
3
2.5
2,179
Off Market
5241 Cypress LN, Naples, FL 34113
0.15
$531,200
3
2
1,500
Off Market
5379 Myrtle LN, Naples, FL 34113
0.22
$937,400
2
2
1,280
Off Market
Sorrento, Naples, FL 34113
0.19
$749,999+
5
4.5
3,283
-
The Summerville II, Naples, FL 34113
0.19
$669,999+
3
3
2,444
-
Trevi II, Naples, FL 34113
0.19
$637,999+
4
3
2,032
-
5290 Floridan AVE, Naples, FL 34113
0.20
$382,700
3
2
1,308
Off Market
5324 Floridan AVE, Naples, FL 34113
0.23
$761,600
5
4
-
Off Market

Local Information

  • Map ViewExplore the area around 5309 Cypress Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1959
0.4 acre lot
1,735 sqft
$338/sqft
Garage

About this House

Newly renovated 3 bedroom 2 bathroom Villa with a private heated saltwater pool, located in beautiful South Naples. Perfect location to enjoy the Naples lifestyle; minutes to white sandy beaches and 5th Avenue dining and shopping.
3 bedroom 2 full bathroom private home. Master bedroom boasts a king size bed with lounging area for reading, relaxing or watching TV (55" 4K smart) as well as a large walk-in closet and dresser. Gorgeous bathroom attached. Second bedroom has a queen sized bed, closet, dresser and chair for reading or relaxing. Third bedroom has a queen sized bed as well as a closet and dresser. Second full bathroom is newly remodeled and shared by the 2 additional bedrooms. Spacious and comfortable living room with a 65" 4K smart TV with premium cable and ability to stream. Fully stocked kitchen with all stainless appliances and separate coffee bar. Large dining area with a table that seats 8+. Desk with monitor, keyboard, mouse, Bluetooth conference speaker/microphone and high speed internet. Spa like heated saltwater pool with 3 sets of double lounge chairs, accommodating 6 guests, an outdoor eating area that seats 6 and a gas grill with stainless steel prep table. Large fully fenced backyard, hammock and professional landscaping.
Neighborhood is very quiet. House is located on a dead end street, so traffic is minimal. No Homeowners Association restrictions. Large u-shaped driveway big enough for boat trailer and/or RV. Carport to keep your vehicle out of the elements. Garage available for storage and ATV, motorcycle or golf cart.

Pool is cleaned weekly (Wednesdays). Lawn is maintained on a weekly basis. Sprinklers go on in the overnight hours. Pool light is on a timer from 6:30pm - 6:30am. Trash and recycling pick-up is Monday mornings, trash ONLY pick-up is also on Thursday mornings. $250 Security deposit required for a pet.
5309 Cypress Ln, Naples, FL 34113 is a 3 bedroom, 2 bathroom, 1,735 sqft single-family home built in 1959. It last sold for $510,000 on Dec 6, 2021. More recently, it was listed as a rental in January 2022 with an asking price of $20,000 per month. That rental listing was removed on February 27, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $586,400.

Home Details for 5309 Cypress Ln

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Interior Details
Additional StorageTypes of Rooms: Walk In Closet, Family Room, Laundry Room, Master Bath, WorkshopStorageCeiling Fan
Appliances & Utilities
Cable ReadyDryerWasher

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Cement ConcreteLawnSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Carport, Garage Attached

Property Information

Year Built
Year Built: 1959Year Updated: 1959
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 0.40 acres

Mobile R/V

RV Parking
Rv Parking

Price and Tax history

DateEventPrice
Feb 27, 2022
Source: Zillow Rental Manager
ListingRemoved
Jan 27, 2022
Source: Zillow Rental Manager
Listed For Rent
$20,000
Dec 6, 2021
Source: N/A
Sold
$510,000
Oct 13, 2021
Source: SWFLMLS #221071337
Pending
$489,000
Oct 6, 2021
Source: SWFLMLS #221071337
Listed For Sale
$489,000

Market trends in Naples

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$550K
$18.33KMoM
Sale-to-List Price
95.0%
0.1%MoM
Price per sq ft
$323
$9MoM
Available listings
4452
376MoM

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.
  • Silvia Polgati
    "Is a quiet neighborhood we really enjoy "
    0
    Flag
  • 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. "
    1
    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 "
    1
    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
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 5309 Cypress Ln

  • What is 5309 Cypress Ln estimated to be worth?
    Trulia's estimated value for 5309 Cypress Ln in Naples, FL is $586,400.
  • What is the price history for 5309 Cypress Ln?
    5309 Cypress Ln in Naples, FL last sold for $510,000 in December 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 $550K. That is down $18.33K from the prior month.
  • Does 5309 Cypress Ln have air conditioning?
    Yes, 5309 Cypress Ln in Naples, FL has air conditioning.
  • Does 5309 Cypress Ln have a pool?
    Yes, 5309 Cypress Ln in Naples, FL has a pool.

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