49 Willoughby Dr, Naples, FL 34110
Property image
Property image
SOLD
OCT 22, 2025

49 Willoughby Dr
Naples, FL 34110

  • 3 Beds
  • 2 Baths
  • 1,558 sqft (on 0.27 acres)

$650,000

Last Sold: Oct 22, 2025
4% below list $675K
$417/sqft
Est. Refi. Payment $3,897/mo*

$650,000

Last Sold: Oct 22, 2025
4% below list $675K
$417/sqft
Est. Refi. Payment $3,897/mo*
3 Beds
2 Baths
1,558 sqft
(on 0.27 acres)

Local Information

  • Map ViewExplore the area around 49 Willoughby Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to your private oasis in the prestigious North Naples enclave of Willoughby Acres—an exceptional, non-HOA community where freedom meets refined living. This impeccably maintained 3-bedroom, 2-bath residence blends timeless Florida charm with a host of thoughtful, high-end upgrades completed over the past few years.

Beginning in 2020, the home saw the installation of a new water heater, a washer and dryer, and an upgrade to stylish new light fixtures and ceiling fans throughout the interior. That same year, the garage door was replaced with an impact-rated version, and the interior received a fresh coat of paint. In 2021, a brand-new irrigation system was added to keep the lush landscaping vibrant year-round.

In 2022, the outdoor experience was elevated with all-new pool equipment and a heater, perfectly complementing the luxurious 15’ x 30’ heated pool that serves as the centerpiece of the private, fully fenced backyard. By mid-2023, significant infrastructure and aesthetic upgrades followed: the electrical panel was replaced in June, and impact-resistant doors and windows (excluding the front door) were installed, enhancing security and storm protection. That same year, the kitchen underwent a full renovation in September, featuring sleek custom cabinetry, quartz countertops, and a new suite of stainless-steel appliances. The roof was replaced in February 2023, and the property was connected to city sewer later that year, adding further value and peace of mind.

In 2024, the air ducts were professionally cleaned for improved indoor air quality. By early 2025, both the exterior and interior were freshly repainted, completing a comprehensive series of updates that leave nothing left to do but move in.

This home’s outdoor space is equally exceptional—offering a backyard retreat surrounded by mature tropical fruit trees including mango, banana, and tangelo. Two versatile storage sheds provide added convenience, while an oversized patio and heated pool create the ideal setting for entertaining or tranquil relaxation. Gutters surround the entire perimeter of the home, a valuable and often overlooked feature in Southwest Florida.

Additional highlights include a spacious 2-car garage, open-concept living space, and a light-filled interior that feels as fresh as it looks. Located in a no flood zone, this home offers added security and lower insurance costs.

Perfectly located just approximately 4.5 miles (about 10 minutes) from the sugar-sand shores of Vanderbilt Beach and only 3 miles to I-75, this home offers unmatched convenience to Naples’ world-class shopping, dining, medical facilities, and top-rated schools. With no HOA fees and no rental restrictions, it presents an ideal opportunity for either a primary residence or a high-performing investment.

Schedule your private showing today to experience the best of the Naples lifestyle—luxury, location, and complete freedom.

AGENTS PLEASE SEE CONFIDENTIAL NOTES.
49 Willoughby Dr, Naples, FL 34110 is a 3 bedroom, 2 bathroom, 1,558 sqft single-family home built in 1988. It last sold for $650,000 on Oct 22, 2025 (4% below the $675,000 asking price). It is currently off market. The Trulia Estimate is $643,400, with a rent estimate of $3,745/month.

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio, Pool
View
Landscaped, Pool
HOA
None
Price/Sqft
$417/sqft
Listed
180+ days ago

Home Details for 49 Willoughby Dr

Active Status

MLS Status: Closed

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1558 Square Feet
Appliances & Utilities
Utilities: Cable Available, High Speed Internet AvailableAppliances: Dryer, Dishwasher, Electric Cooktop, Freezer, Disposal, Ice Maker, Microwave, Refrigerator, RefrigeratorWithIce Maker, Self Cleaning Oven, WasherDishwasherDisposalDryerLaundry: In GarageMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Central
Fireplace & Spa
No Spa
Windows, Doors, Floors & Walls
Window: Sliding, Impact Glass, Window CoveringsFlooring: Laminate, Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Floors: Laminate, Tile
View
Has a ViewView: Landscaped, Pool
Security
Security: None, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Open, Patio, PorchExterior: Fence, Fruit Trees, Security/High Impact Doors, Sprinkler/Irrigation, Patio, StorageHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Driveway,Garage,Paved,Two Spaces,On Street,Garage Door Opener
Pool
Pool: Concrete, Electric Heat, Heated, In Ground, Pool EquipmentPool
Frontage
Waterfront: NoneRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 55

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch,One Story
Building
Construction Materials: Block, Concrete, Stucco
Property Information
Condition: ResaleParcel Number: 25330600003

Price & Status

Price
List Price: $675,000Price Per Sqft: $417/sqft
Status Change & Dates
Off Market Date: Wed Oct 22 2025Possession Timing: Close Of Escrow

Location

Direction & Address
City: NaplesCommunity: WILLOUGHBY ACRES
School Information
Elementary School: VETERANS MEMORIALJr High / Middle School: NORTH NAPLES MIDDLE SCHOOLHigh School: GULF COAST HIGH SCHOOL

Building

Building Area
Building Area: 2068 Square Feet

Community

Community Features: Non-GatedNot Senior CommunityUnits in Building: 1

HOA

HOA Fee Includes: NoneAssociation for this Listing: Florida Gulf CoastNo HOA

Lot Information

Lot Area: 0.27 acres

Offer

Contingencies: InspectionListing Terms: All Financing Considered, Cash, FHA, VA Loan

Business

Business Information
Ownership: Single Family

Miscellaneous

Mls Number: 2025001019Living Area Range Units: Square FeetAbove Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetUniversal Property Id: US-12021-N-25330600003-R-N

Additional Information

HOA Amenities: None
Last check for updates: about 13 hours ago
Listed by Valerie Masse, (239) 233-2370
John R. Wood Properties
Bought with: Ian Rudnick, PA, (239) 503-9456, William Raveis Real Estate
Originating MLS: Florida Gulf Coast
Source: Florida Gulf Coast MLS, MLS#2025001019

Price History for 49 Willoughby Dr

DatePriceEventSource
10/22/2025$650,000Sold
Florida Gulf Coast MLS #2025001019
09/23/2025$675,000PendingFlorida Gulf Coast MLS #2025001019
09/15/2025$675,000PriceChange
Florida Gulf Coast MLS #2025001019
08/28/2025$700,000Listed For SaleFlorida Gulf Coast MLS #2025001019
02/11/2023ListingRemovedSWFLMLS #222083986
02/04/2023$730,000PendingSWFLMLS #222083986
01/18/2023$730,000PriceChange
SWFLMLS #222083986
12/09/2022$750,000PriceChange
SWFLMLS #222083986
11/23/2022$760,000Listed For SaleSWFLMLS #222083986
08/10/2020$389,000Sold
N/A
06/23/2020$389,900PendingAgent Provided
06/20/2020$389,900Listed For SaleAgent Provided
04/05/2006$440,000Sold
N/A

Market trends in Naples

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

Year2025
Tax$4,722
Assessment$503,560
Home facts updated by county records

Comparable Sales for 49 Willoughby Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.09
Single-Family Home
$492,000
01/02/26
3
2
1,452
0.21
Single-Family Home
$629,000
12/15/25
3
2
1,709
0.15
Single-Family Home
$659,000
11/24/25
3
2
2,049
0.18
Single-Family Home
$525,000
09/05/25
3
2
1,677
0.18
Single-Family Home
$612,000
01/15/26
3
2
1,884
0.19
Single-Family Home
$550,000
10/17/25
3
2
1,642
0.28
Single-Family Home
$710,000
06/24/26
3
2
1,668
0.15
Single-Family Home
$520,000
04/09/26
2
2
1,744
0.37
Single-Family Home
$650,000
03/04/26
3
2
1,668

Nearby homes

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Assigned Schools

These are the assigned schools for 49 Willoughby Dr.
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 1694 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.
  • 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. "
  • 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."
  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
  • Jimandhelensimon
    "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
  • 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"
  • Sandra Decain
    "Great friendly people - love the dining access to water amazing weather. Could not ask for more. "
  • Michael.mccann
    "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
  • 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."
  • Cristiano Machado
    "Friendly and safe neighborhood Close to schools, lhospital and grocery stores plus great restaurants and pubs"
  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
  • Brian.bird
    "Fun people and safe gated community with golf and tennis and good food. Homes are nice and the grounds are well kept"
  • 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."
  • 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."
  • DonnaT
    "Naples is a great place to retire. It is paradise. The cost of living is outrageous but it is worth every penny! "
  • 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! "
  • 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."
  • 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…."
  • Trulia User
    "Everyone in Naples is very kind and friendly. The crime rate is very low. It’s a very family friendly city. "
  • 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."
  • 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. "
  • Jimandhelensimon
    "Beautiful open spaces and amenities. Beaches and large variety of restaurants and entertainment. The shopping is awesome and the people are fun loving."
  • 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. "
  • 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."
  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
  • Askrodiana
    "The neighborhood is safe for people and dogs to walk. A lot of people do walk their pets each morning and evening. "
  • Mccartneyjosh
    "It is a standard city commute with lengthy traffic lights and moderate to heavy traffic, but generally it is a normal commute "
  • Jt276297
    "It’s one of the cleanest towns in the United States and has a vast number of culture with in it’s population "
  • 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!!"
  • 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. "
  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
  • 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 "
  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
  • H5hnmg992c
    "none. i like that it isn’t gated. its a friendly neighborhood and people are kind. it’s becoming more accessible to food and restaurants"
  • 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. "
  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
  • Naplesjan29
    "The school’s are excellent and close by! It’s a very safe and convenient area!!The school bus picks up here daily."
  • 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 "
  • Trulia User
    "Super nice location ! Close to beaches, downtown, everything you might want. Friendly neighbors. Close to restaurants, groceries, cafes. Beautiful homes. Historic homes "
  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."

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Homes for sale near 49 Willoughby Dr

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Off Market Homes Near 49 Willoughby Dr

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.