5181 Old Gallows WAY, Naples, FL 34105
SOLD
AUG 12, 2025

5181 Old Gallows WAY
Naples, FL 34105

  • 3 Beds
  • 4 Baths
  • 3,090 sqft (on 0.35 acres)

$2,650,000

Last Sold: Aug 12, 2025
$858/sqft
Est. Refi. Payment $15,422/mo*
Refinance Your Home

$2,650,000

Last Sold: Aug 12, 2025
$858/sqft
Est. Refi. Payment $15,422/mo*
Refinance Your Home
3 Beds
4 Baths
3,090 sqft
(on 0.35 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This move-in ready estate presents a rare opportunity to own a true masterpiece of interior artistry and resort-style living, offering an unrivaled blend of beauty, comfort, and flair. Perfectly poised on the golf course in the rarely available enclave of Knights Bridge at Kensington—where few homes have been available in the past few years—this residence has been thoughtfully curated to elevate everyday living into an art form. Inside, coffered ceilings, recessed lighting, and high-end designer touches set an impressive tone. Formal and informal living spaces blend seamlessly, featuring a family room with a decorative electric fireplace, a formal living and dining room, and a morning room ideal for casual gatherings. The timeless kitchen stands as a stunning centerpiece, adorned with premium finishes and high-end appliances ready to inspire culinary creations. The spacious primary suite offers a serene seating area, dual closets, and an elegant spa-like bath designed for pure indulgence. While the interiors captivate, it’s the outdoor living that truly defines the resort lifestyle. Step into the expanded Picture Window screened lanai and discover your own private retreat: a shimmering pool and spa, surrounded by lush tropical landscaping and triple pygmy palms. A brand-new outdoor kitchen, covered lounging areas, and inviting spaces for dining al fresco under the stars create an effortless extension of the indoors. With sweeping, unobstructed golf course views as your backdrop, every sunrise and sunset feels like a front-row event designed just for you. This extraordinary property also showcases an impressive list of recent upgrades, including a replaced garage door opener (2023), insulated garage attic (2023), installed office doors (2023), brand-new whole-house A/C systems and ductwork with a mini-split added for garage cooling (2023), Dishwasher replacement (2023) a new primary suite water heater and outdoor spigots (2024), upgraded pool equipment including; New Pool Heater to be installed , a new motor, filter, automatic pool filler, temperature sensors, tank body actuator, and pump relay (2024), a new irrigation controller (2024), vibrant tropical landscaping added in 2025, and a completely renovated outdoor kitchen with new cabinets, countertops, a Lynx grill, vent hood, sink, refrigerator, and TV (2025). Additional features include a whole-house generator, ensuring peace of mind year-round. This is more than a home—it’s a private resort, a tropical haven, and a masterclass in refined living, set within one of Kensington’s most sought-after enclaves.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from August 12, 2025

Home Highlights

Parking
3 Car Garage
Outdoor
Porch, Pool
View
Golf Course, Pond
HOA
$409/Monthly
Price/Sqft
$858/sqft
Listed
180+ days ago

Home Details for 5181 Old Gallows WAY

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Bedroom, Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 3090 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, WasherDishwasherDryerLaundry: Inside,Laundry TubMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: In Ground, Concrete, Pool Bath, ScreenedHas a FireplaceHas a Spa
Gas & Electric
Gas: Propane
Windows, Doors, Floors & Walls
Window: Impact Resistant Windows, Shutters ElectricDoor: French Doors, Impact Resistant DoorsFlooring: Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Floors: Tile
View
Has a ViewView: Golf Course, Pond
Security
Security: Gated Community

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Screened Lanai/PorchOther Structures: 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,Attached
Pool
Pool: In Ground, Concrete, Pool Bath, Screen EnclosurePool
Frontage
Waterfront: NoneFrontage Type: Golf CourseRoad Surface Type: PavedNot on Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 2000
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: 52730009507

Price & Status

Price
List Price: $2,650,000Price Per Sqft: $858/sqft
Status Change & Dates
Off Market Date: Tue Aug 12 2025

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: NAPLESCommunity: KNIGHTS BRIDGE
School Information
Elementary School: OSCEOLA ELEMENTARYJr High / Middle School: PINE RIDGE MIDDLEHigh School: BARRON COLLIER HIGH

Building

Building Area
Building Area: 4531 Square Feet

Community

Community Features: Street Lights, Gated, Golf, Tennis Court(s)Not Senior Community

HOA

Association for this Listing: NaplesHas an HOAHOA Fee: $4,908/Annually

Lot Information

Lot Area: 0.35 acres

Offer

Contingencies: Inspection

Rental Terms, Policies & Fees

Partially Furnished

Miscellaneous

Mls Number: 225042218Water ViewWater View: Pond

Additional Information

HOA Amenities: Private Membership,Streetlight,Underground Utility
Last check for updates: about 14 hours ago
Listed by Pamela Omer, (239) 227-9271
Premiere Plus Realty Company
Bought with: Nancy Bradley, (239) 777-1093, Hartford Realty LLC
Originating MLS: Naples
Source: SWFLMLS, MLS#225042218

Price History for 5181 Old Gallows WAY

DatePriceEventSource
08/12/2025$2,650,000Sold
SWFLMLS #225042218
05/02/2025$2,650,000PendingSWFLMLS #225042218
04/30/2025$2,650,000Listed For SaleSWFLMLS #225042218
04/04/2023$2,500,000Sold
N/A
03/24/2023$2,500,000Listed For SaleSWFLMLS #223018693
04/03/2019$1,050,000Sold
N/A
03/02/2019$1,095,000PendingAgent Provided
01/17/2019$1,095,000PriceChange
Agent Provided
05/04/2018$1,100,000Listed For SaleAgent Provided
05/10/2014$1,095,000ListingRemovedAgent Provided
04/19/2013$1,095,000Listed For SaleAgent Provided
05/12/2000$795,000Sold
N/A
03/03/1999$204,000Sold
N/A

Market trends in Naples

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$589K
$10.33KMoM
Sale-to-List Price
95.2%
0.1%MoM
Price per sq ft
$327
$5MoM
Available listings
6576
386MoM
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Property Tax and Assessment

Year2025
Tax$15,647
Assessment$1,790,248
Home facts updated by county records

Comparable Sales for 5181 Old Gallows WAY

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2929 Gardens BLVD, Naples, FL
0.44
Single-Family Home
$2,600,000
10/29/25
3
3.5
3,205
5058 Kensington High ST, Naples, FL
0.23
Single-Family Home
$1,475,000
12/16/25
3
3.5
2,892
3000 Gardens BLVD, Naples, FL
0.37
Single-Family Home
$3,010,000
03/13/26
4
4.5
3,702
4980 Rustic Oaks CIR, Naples, FL
0.20
Single-Family Home
$1,350,000
03/06/26
3
3
2,623
4967 RUSTIC OAKS CIR, Naples, FL
0.25
Single-Family Home
$1,425,000
05/01/26
4
3
3,052
2952 Gardens BLVD, Naples, FL
0.47
Single-Family Home
$2,200,000
09/15/25
4
3.5
3,580
5084 Kensington High ST, Naples, FL
0.16
Single-Family Home
$1,575,009
08/18/25
4
3
2,845
5081 Kensington High ST, Naples, FL
0.17
Single-Family Home
$1,300,000
12/12/25
3
3
2,376
4971 Rustic Oaks CIR, Naples, FL
0.25
Single-Family Home
$1,300,000
05/28/26
4
3
3,300

Nearby homes

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Assigned Schools

These are the assigned schools for 5181 Old Gallows WAY.
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 1692 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

  • 61 % Say streets are well-lit

  • 61 % Say yards are well-kept

  • 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.
  • 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
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  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
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  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
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  • 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
  • Mccartneyjosh
    "It is a standard city commute with lengthy traffic lights and moderate to heavy traffic, but generally it is a normal commute "
    0
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  • Marc d'Acunzo
    "Baker park has a great dog park area. One for small dogs and the other for medium and larger dogs. Plenty of areas to walk dogs."
    0
    Flag
  • Jt276297
    "It’s one of the cleanest towns in the United States and has a vast number of culture with in it’s population "
    0
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  • 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
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  • 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
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  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
    0
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  • 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
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  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
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  • 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"
    2
    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
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  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
    0
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  • Naplesjan29
    "The school’s are excellent and close by! It’s a very safe and convenient area!!The school bus picks up here daily."
    0
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  • 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
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  • 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
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  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
    1
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Homes for sale near 5181 Old Gallows WAY

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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.

Homes for rent near 5181 Old Gallows WAY

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5181 Old Gallows WAY, Naples, FL 34105 is a 3 bedroom, 4 bathroom, 3,090 sqft single-family home built in 2000. This property is not currently available for sale. 5181 Old Gallows WAY was last sold on Aug 12, 2025 for $2,650,000 (0% higher than the asking price of $2,650,000). The current Trulia Estimate for 5181 Old Gallows WAY is $2,541,500.