4249 Deephaven LN, Naples, FL 34119
Property image
Property image
OFF MARKET

$3,151,100

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 3,333 sqft (on 0.47 acres)

4249 Deephaven LN, Naples, FL 34119

Est. Refi. Payment $19,225/mo*
Refinance Your Home
Currently Off Market - Sold Jun 24, 2024 for $3,475,000

Home Value

Trulia Estimate
$3.15M
Since last month
Decreased$38K (-1.2%)
Since last year
Decreased$225K (-6.7%)
Since last sale
Decreased$324K (-9.3%)
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 +131% in the last 10 years
MonthEstimated value
2026
September 2026$3.15M
August 2026$3.19M
July 2026$3.23M
June 2026$3.22M
May 2026$3.23M
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
4203 Cortland WAY, Naples, FL
0.10
Single-Family Home
$3,825,000
07/01/26
4
4.5
3,521
4170 Cortland WAY, Naples, FL
0.15
Single-Family Home
$3,750,000
04/08/26
4
4.5
3,689
4190 Cortland WAY, Naples, FL
0.08
Single-Family Home
$3,775,000
06/17/26
4
4.5
3,526
4134 Cortland WAY, Naples, FL
0.35
Single-Family Home
$3,700,000
07/09/26
4
4.5
3,504
4150 Cortland WAY, Naples, FL
0.24
Single-Family Home
$4,200,000
05/29/26
5
4.5
4,475
6129 Sunnyslope DR, Naples, FL
0.27
Single-Family Home
$3,895,000
09/14/26
4
4.5
3,501
4297 Deephaven LN, Naples, FL
0.23
Single-Family Home
$6,850,000
09/10/26
4
4.5
5,173
6511 Highcroft DR, Naples, FL
0.32
Single-Family Home
$4,100,000
10/01/25
4
4.5
6,233
6441 Highcroft DR, Naples, FL
0.48
Single-Family Home
$4,800,000
12/05/25
4
5
3,899

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
4265 Deephaven LN, Naples, FL 34119
0.08
$3,583,600
4
4
3,800
Off Market
4262 Deephaven LN, Naples, FL 34119
0.08
$4,088,200
4
5.5
4,334
Off Market
4183 Cortland WAY, Naples, FL 34119
0.08
$3,813,100
4
4.5
3,936
Off Market
4190 Cortland WAY, Naples, FL 34119
0.08
$3,775,000
4
4.5
3,526
Recently Sold
4179 Cortland WAY, Naples, FL 34119
0.10
$3,122,000
4
4.5
3,333
Off Market
4203 Cortland WAY, Naples, FL 34119
0.10
$3,825,000
4
4.5
3,521
Recently Sold
4214 Cortland Way, Naples, FL 34119
0.13
$4,076,000
4
4.5
4,124
Off Market
4170 Cortland WAY, Naples, FL 34119
0.15
$3,750,000
4
4.5
3,689
Recently Sold
5865 Sunnyslope DR, Naples, FL 34119
0.18
$6,605,000
4
5
5,506
Off Market
4431 Wayside DR, Naples, FL 34119
0.24
$5,800,300
4
5
4,966
Off Market
4297 Deephaven LN, Naples, FL 34119
0.23
$6,850,000
4
4.5
5,173
Recently Sold

Local Information

  • Map ViewExplore the area around 4249 Deephaven LN.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2014
0.47 acre lot
3,333 sqft
$945/sqft
3 Car Garage
HOA $1,876/mo

About this House

Welcome to luxurious living at its finest in this exquisite home located in the prestigious Quail West Golf & Country Club community. This stunning property has sun all day and western sunset exposure. It offers a perfect blend of sophistication, style and comfort, providing a resort-like lifestyle for the discerning homeowner. Boasting 4 bedrooms +Den and 5 bathrooms, this meticulously designed residence features an open floor plan that seamlessly integrates indoor and outdoor living spaces. The kitchen is a chef's delight with new high-end appliances and new countertops, perfect for entertaining guests or enjoying family meals. Step outside to your private oasis and discover a beautifully landscaped screened-in lanai with a sparkling pool, fireplace and also a warm and inviting fire pit. Don't miss this opportunity to own a piece of paradise in one of Naples' most coveted neighborhoods.
4249 Deephaven LN, Naples, FL 34119 is a 4 bedroom, 5 bathroom, 3,333 sqft single-family home built in 2014. It last sold for $3,475,000 on Jun 24, 2024 (3% below the $3,595,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,151,100.
Last check for updates: about 19 hours ago
Listed by Ann Levitan, (239) 290-5454
Levitan Realty
Bought with: Jill Coar, (239) 537-4321, Coldwell Banker Realty
Originating MLS: Naples
Source: SWFLMLS, MLS#224036958

Home Details for 4249 Deephaven LN

Interior Features

Interior Details
Number of Rooms: 2Types of Rooms: Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3333 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Grill - Gas, Microwave, Refrigerator/Icemaker, Reverse Osmosis, Self Cleaning Oven, Oven, WasherDishwasherDisposalDryerLaundry: Inside,Laundry TubMicrowaveWasher
Heating & Cooling
Heating: Central,ZonedHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,Gas,Humidity Control,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: OutsideSpa: In Ground, Concrete, Equipment Stays, Heated, ScreenedHas a FireplaceHas a Spa
Gas & Electric
Gas: Propane
Windows, Doors, Floors & Walls
Window: Window Coverings, Impact Resistant Windows, ShuttersDoor: French Doors, Impact Resistant DoorsFlooring: Carpet, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Floors: Carpet, Tile, Wood
View
Has a ViewView: Preserve
Security
Security: Security System, Smoke Detector(s), Gated Community

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Screened Lanai/PorchFencing: FencedOther Structures: Tennis Court(s), Outdoor KitchenExterior: Outdoor Grill, Outdoor KitchenFoundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Driveway,Paved,On Street,Attached
Pool
Pool: In Ground, Concrete, Equipment Stays, Gas Heat, Screen EnclosurePool
Frontage
Waterfront: NoneNot on Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 2014
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Ranch
Building
Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 68986062162

Price & Status

Price
List Price: $3,595,000
Status Change & Dates
Off Market Date: Mon Jun 24 2024

Active Status

MLS Status: Closed

Location

Direction & Address
City: NAPLESCommunity: QUAIL WEST
School Information
Elementary School: VETERANS MEMORIALJr High / Middle School: NORTH NAPLES MIDDLEHigh School: GULF COAST HIGH

Building

Building Area
Building Area: 4901 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Fitness Center, Golf, Putting Green, Restaurant, Sidewalks, Street Lights, Tennis Court(s), GatedNot Senior Community

HOA

Association for this Listing: NaplesNo HOAHOA Fee: $22,516/Annually

Lot Information

Lot Area: 0.47 acres

Miscellaneous

Mls Number: 224036958

Additional Information

HOA Amenities: Basketball Court,Beauty Salon,Bike And Jog Path,Bocce Court,Business Center,Clubhouse,Concierge,Fitness Center,Full Service Spa,Golf Course,Internet Access,Pickleball,Play Area,Private Membership,Putting Green,Restaurant,Sauna,Sidewalk,Streetlight,Tennis Court(s),Underground Utility

Price and Tax history

DateEventPrice
Feb 1, 2026
Source: SWFLMLS #225047724
ListingRemoved
$3,495,000
Nov 16, 2025
Source: SWFLMLS #225047724
PriceChange
$3,495,000
Price decreased by 5%
May 21, 2025
Source: SWFLMLS #225047724
Listed For Sale
$3,695,000
Jun 24, 2024
Source: SWFLMLS #224036958
Sold
$3,475,000
May 14, 2024
Source: SWFLMLS #224036958
Pending
$3,595,000

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

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Frequently asked questions about 4249 Deephaven LN

  • What is 4249 Deephaven LN estimated to be worth?
    Trulia's estimated value for 4249 Deephaven LN in Naples, FL is $3,151,100.
  • What is the price history for 4249 Deephaven LN?
    4249 Deephaven LN in Naples, FL last sold for $3,475,000 in June 2024.
  • 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 4249 Deephaven LN have air conditioning?
    Yes, 4249 Deephaven LN in Naples, FL has air conditioning.
  • Does 4249 Deephaven LN have a pool?
    Yes, 4249 Deephaven LN in Naples, FL has a pool.

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