253 WHITLAND WAY Way, Saint Augustine, FL 32086
Property image
Property image
SOLD
FEB 20, 2026

$237,500

Trulia Estimate
  • 2 Beds
  • 2.5 Baths
  • 1,341 sqft

253 WHITLAND WAY Way, Saint Augustine, FL 32086

Est. Refi. Payment $1,606/mo*
Refinance Your Home
Currently Off Market - Sold Feb 20, 2026 for $235,000 (2% below list price)

Home Value

Trulia Estimate
$238K
Since last month
Increased$700 (+0.3%)
Since last year
Decreased$17K (-6.5%)
Since last sale
Increased$2K (+0.9%)
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 +172% in the last 10 years
MonthEstimated value
2026
September 2026$237K
August 2026$238K
July 2026$237K
June 2026$236K
May 2026$236K
April 2026$235K
March 2026$234K
February 2026$235K
January 2026$233K
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
209 WHITLAND Way, Saint Augustine, FL
0.06
Townhouse
$235,000
04/09/26
2
2.5
1,211
187 Whitland Way St, Saint Augustine, FL
0.08
Townhouse
$234,900
01/09/26
2
2.5
1,211
78 BUCKLEY Court, Saint Augustine, FL
0.09
Townhouse
$250,000
05/22/26
2
2.5
1,341
173 WHITLAND WAY, Saint Augustine, FL
0.09
Townhouse
$212,000
10/15/25
2
2.5
1,341
66 Buckley Ct, Saint Augustine, FL
0.09
Townhouse
$235,000
12/09/25
2
2.5
1,211
145 WHITLAND Way, Saint Augustine, FL
0.11
Townhouse
$215,000
08/19/26
2
2.5
1,211
113 Whitland Way, Saint Augustine, FL
0.13
Townhouse
$237,760
05/01/26
2
2.5
1,211

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
233 WHITLAND Way, Saint Augustine, FL 32086
0.02
$236,100
2
2.5
1,211
Off Market
225 WHITLAND Way, Saint Augustine, FL 32086
0.03
$240,900
2
2.5
1,211
Off Market
219 WHITLAND Way, Augustine, FL 32086
0.04
$289,400
3
2.5
1,499
Off Market
240 WHITLAND WAY, Saint Augustine, FL 32086
0.04
$279,000
3
2.5
1,499
For Sale
211 WHITLAND Way, Saint Augustine, FL 32086
0.05
$249,400
2
2.5
1,341
Off Market
256 Whitland Way, Saint Augustine, FL 32086
0.03
$239,900
2
2.5
1,211
For Sale
209 WHITLAND Way, Saint Augustine, FL 32086
0.06
$235,000
2
2.5
1,211
Recently Sold
33 Buckley Ct, Saint Augustine, FL 32086
0.06
$285,000
2
2.5
1,211
For Sale
27 BUCKLEY COURT, Saint Augustine, FL 32086
0.07
$257,100
2
2.5
1,636
Off Market
27 Buckley Ct, Saint Augustine, FL 32086
0.07
$257,100
2
2
1,341
Off Market
187 Whitland Way St, Saint Augustine, FL 32086
0.08
$234,900
2
2.5
1,211
Recently Sold

Local Information

  • Map ViewExplore the area around 253 WHITLAND WAY Way.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Townhouse
Built in 2018
1,341 sqft
$175/sqft
1 Car Garage
HOA $96/mo

About this House

Welcome to 253 Whitland Way, a modern 2-bed, 2.5-bath townhome built in 2018, offering 1,346 sq ft of stylish, low-maintenance living in the desirable Cypress Bay community. This home backs to a natural preserve, providing rare privacy and peaceful views that set it apart from others. Inside, you'll find an open floor plan with contemporary finishes, a spacious kitchen with breakfast bar, in-unit laundry, and an attached garage. The location is outstanding—just minutes to the beaches, historic downtown St. Augustine, coffee shops, restaurants, and even a rock-climbing gym and fitness centers. With easy access to I-95, you can enjoy both convenience and tranquility. Perfect for professionals, couples, or small families, this townhome blends comfort, lifestyle, and privacy in one of St. Augustine's most attractive areas.
253 WHITLAND WAY Way, Saint Augustine, FL 32086 is a 2 bedroom, 3 bathroom, 1,341 sqft townhouse built in 2018. It last sold for $235,000 on Feb 20, 2026 (2% below the $239,900 asking price). More recently, it was listed as a rental in August 2025 with an asking price of $1,900 per month. That rental listing was removed on August 28, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $237,500, with a rent estimate of $1,892/month.
Last check for updates: about 5 hours ago
Listed by RYAN RAYMOND
JASON MITCHELL REAL ESTATE FLORIDA, LLC., (754) 307-0607
Bought with: SYDNEY SPEAKS, (904) 466-7151, EXP REALTY LLC, (888) 883-8509
Source: realMLS, MLS#2111733

Home Details for 253 WHITLAND WAY Way

Active Status

MLS Status: Closed

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Master Bathroom
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1341 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Sewer Connected, Water ConnectedAppliances: Dishwasher, Dryer, Electric Oven, Electric Range, Electric Water Heater, Ice Maker, Microwave, Refrigerator, WasherDishwasherDryerLaundry: In Unit,Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Flooring: Carpet, Vinyl
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Vinyl
View
Has a ViewView: Trees/Woods
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Rear Porch
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Additional Parking,Attached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2018
Property Type / Style
Property Type: ResidentialProperty Subtype: TownhouseArchitecture: Traditional
Building
Construction Materials: Fiber CementNot a New ConstructionAttached To Another Structure
Property Information
Condition: Updated/RemodeledParcel Number: 1027640640

Price & Status

Price
List Price: $239,900Price Per Sqft: $175/sqft
Status Change & Dates
Off Market Date: Wed Jan 28 2026Possession Timing: Close Of Escrow

Location

Direction & Address
City: St. AugustineCommunity: Cypress Bay

Community

Not Senior Community

HOA

HOA Fee Includes: Maintenance GroundsHas an HOAHOA Fee: $287/Quarterly

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 2111733

Price and Tax history

DateEventPrice
Feb 20, 2026
Source: realMLS #2111733
Sold
$235,000
Jan 29, 2026
Source: realMLS #2111733
Pending
$239,900
Dec 29, 2025
Source: realMLS #2111733
PriceChange
$239,900
Price decreased by 6%
Nov 3, 2025
Source: realMLS #2111733
PriceChange
$255,000
Price decreased by 2%
Oct 3, 2025
Source: realMLS #2111733
Listed For Sale
$259,900

Market trends in Saint Augustine

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$429K
$2.5KMoM
Sale-to-List Price
97.4%
Price per sq ft
$228
$0MoM
Available listings
1730
61MoM

Around this home

What Locals Say about Saint Augustine

At least 670 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 90 % Say car is needed

  • 79 % Say there's holiday spirit

  • 79 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 73 % Say it's quiet

  • 70 % Say parking is easy

  • 68 % Say kids play outside

  • 63 % Say there's wildlife

  • 63 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 53 % Say streets are well-lit

  • 40 % Say there are community events

  • 35 % Say it's walkable to restaurants

  • 31 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Great place to raise your family. The kids are kind and friendly and the schools are awesome! Plenty of community parks."
    0
    Flag
  • Trulia User
    "Great place to raise kids "
    0
    Flag
  • Trulia User
    "My neighborhood is attractive and peaceful. It’s green and full of unique houses and friendly people. The only problem is that the traffic is loud and too fast. "
    1
    Flag
  • Trulia User
    "There are nice decorations for each holiday. Other than that it’s just a friendly neighborhood and everyone is friendly and nice. "
    0
    Flag
  • Xavier.rivera11
    "Its very safe. I like it a lot. A lot of families and friendly people. I feel that the area is growing and still needs more activities in the amenity to have a better community "
    1
    Flag
  • Tiffany Villano
    "It’s a great community. Lots of kids and amenities Both close to Jacksonville downtown and Saint Augustine Lots of shopping food commercial lots of restaurants"
    0
    Flag
  • Ilester1862
    "I’ve lived in this neighborhood for over 5 years and love it. Neighbors are great and care for their homes. Very active community. Feel safe."
    1
    Flag
  • Tiffany Villano
    "Schools are decent. Lots to do every where even though people complain that there isnt. There’s more infrastructure to come in the next couple years. Overall quiet calm communities working families Love it here "
    0
    Flag
  • Gregory McCain
    "Lots of space for walking dogs in natural surroundings including small lakes and ponds. Almost everyone uses a leash when walking their dog."
    0
    Flag
  • Trulia User
    "Fish market, veggie stand and a historical park all in walking very short distance and no HOA, intercoastal is right here too"
    0
    Flag
  • Connie Worley
    "It is quiet and off the main road. Neighbors are friendly and polite. There is a good mixture of families, middle aged and retirees. The neighborhood borders a state preserve, so no development will be allowed to the east. It’s only a ten minute drive to the beach."
    0
    Flag
  • Evan Martinez
    "It is a kid friendly neighborhood, the can play unsupervised in culdasac and neighbors watch out for them "
    0
    Flag
  • Qgsdn2x7dk
    " Nice it’s really nice to live here and grow up here very kid friendly and great for walks I love it here"
    0
    Flag
  • Lesley Plott
    "The neighborhood is car dependent but public transportation is easily accessible. The area is growing rapidly."
    0
    Flag
  • kathyafleming
    "From here it’s walkable to work eats and downtown. All the sites are within walking distance. It’s a great community for walking. There is a drawbridge off the island so traffic can back up but it clears fast. It’s a slower pace. "
    0
    Flag
  • 66alice69
    "Busy on week days commute times morning and But easy travel mid day and also weekends best on Sunday"
    0
    Flag
  • Syn2267
    "Having a Friendly dog and pick up after your dog. Master should be able to tame their dog. Not curbing your dog. "
    0
    Flag
  • Nichols
    "We have lived in our neighborhood for four years. Everything that we could want is only a 10 minute drive from us"
    0
    Flag
  • Randi Simmons
    "Trailmark is a family friendly Neighborhood and beautiful community. It is a gem of a place to live! "
    0
    Flag
  • stewart_mendenhall
    "We have many miles of walkways as well as a dog park. There are a lot of people that walk their dogs through our neighborhood and all seem very friendly for the most part. "
    0
    Flag
  • kathyafleming
    "St augustine is growing rapidly. Sometime you wait 15 or 20 minutes in traffic to get downtown. It’s friendly but be prepared to have ups and downs in traffic if you are carting children to snd from activities. "
    0
    Flag
  • Trulia User
    "Principals in downtown is shady af. Staff is smug. No counselors so be mindful of how the school handles students mental health."
    0
    Flag
  • kathyafleming
    "You can walk downtown or to restaurants and brewery’s on the boulevard. It’s got wide quiet residential streets and beautiful trees. People are friendly and everyone knows everyone else. There are amazing landmarks near by, a marina, the lighthouse and the Castillo. "
    0
    Flag
  • kathyafleming
    "Driving is easy but crowded during tourist season. Mornings are generally not bad at all. At 5 pm commute may be crowded x "
    0
    Flag
  • Elizabeth Skidmore
    "There aren’t any open areas to walk with your dog and the community areas do not have doggie bags or disposal areas. Also many of the neighbors post signs that are not dog friendly, even for something as harmless as walking on their grass "
    30
    Flag
  • Renee Hulse
    "Old town USA. You can fish, kayak, hike and swim. The amenities are wonderful and the neighbors are even better"
    6
    Flag
  • Sabena H.
    "No public transportation. Still a little remote, but is building quickly. Bartram Trail School district."
    2
    Flag
  • Adrianna H.
    "There is No dog park. Which would be nice. But plenty of walk ways and trails to walk. Most of the dogs are very friendly. "
    9
    Flag
  • Peter T.
    "Nice place to live many people very friendly it’s hot though bring sun screen and water but also bug spray because mosquitos are a plenty "
    4
    Flag
  • Adrianna H.
    "Every Friday is Food Truck Friday up at the amenity center. Also kids sporting events and certain holiday activities as well. "
    0
    Flag
  • Srrossi
    "Quiet. Plenty of Law Enforcement in the neighborhood. I trust my neighbors. I enjoy my 2 mile walk through our neighborhood."
    0
    Flag
  • Sarah K.
    "This town is growing as a dog friendly area. There is a lot of neighborhoods and local businesses that allow dogs. Most people are super excited to great your and your pup. "
    1
    Flag
  • Candice S.
    "Christmas stroll and lights display make this town special. Small town feel, fabulous food. History makes this place special."
    1
    Flag
  • Kristen K.
    "You need transportation for this community. There is no public transportation. You average about 30 minutes from most places ."
    0
    Flag
  • Richard D.
    "There are a lot of them in the neighborhood. Many people own dogs, but it is important to pick up after pets and not let them run wild."
    1
    Flag
  • Egbacro
    "Epic theatre is close by, and downtown is about a 10min drive. The beach is located in Anastasia Island which has a lot of activities. the Lighthouse is nearby, and Saint Augustine’s beach is through the 312 bridge. There is an Amphitheatre close by which has many local and international events. Loads of restaurants, wine tasting and bars, shops/boutiques, museums including the Fountain of youth ca be visited."
    1
    Flag
  • Tkendall344
    "Always an event. St Augustine people care regardless if they know you or not the community always come together during crisis or when someone need assistance. We are St. Augustine Strong"
    0
    Flag
  • Terri.degrande
    "No specific events. It’s just a nice, established, well-maintained neighborhood with a cheap home owners association that really is functional, and neighbors are friendly and range widely in age. There’s tons of sidewalks, parks, ponds, wildlife, and very easy access to all types of stores and restaurants. "
    1
    Flag
  • Melvinemccall
    "Neighbors watch out for each other and are always ready to help. Cookouts about twice a year in the neighborhood open to all "
    0
    Flag
  • Jacqueline
    "We do not have many events in our neighborhood we only have quarterly yard sales. The neighbors are friendly and the neighborhood is beautiful."
    0
    Flag

LGBTQ Local Legal Protections

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. Data is deemed reliable but is not guaranteed accurate by realMLS.

Frequently asked questions about 253 WHITLAND WAY Way

  • What is 253 WHITLAND WAY Way estimated to be worth?
    Trulia's estimated value for 253 WHITLAND WAY Way in Saint Augustine, FL is $237,500.
  • What is the price history for 253 WHITLAND WAY Way?
    253 WHITLAND WAY Way in Saint Augustine, FL last sold for $235,000 in February 2026.
  • Is Saint Augustine a buyer's or seller's market?
    Saint Augustine is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Saint Augustine?
    The median sale price in Saint Augustine is $429K. That is down $2.5K from the prior month.
  • Does 253 WHITLAND WAY Way have air conditioning?
    Yes, 253 WHITLAND WAY Way in Saint Augustine, FL has air conditioning.
  • Does 253 WHITLAND WAY Way have laundry facilities?
    Yes, 253 WHITLAND WAY Way in Saint Augustine, FL has in-unit laundry.

Explore by feature - Pet Friendly

311 pet-friendly rentals in Saint Augustine, FL

Explore by feature - Garage

274 rentals with a garage in Saint Augustine, FL

Explore by feature - Air Conditioning

439 rentals with air conditioning in Saint Augustine, FL

Explore by feature - Pool

328 rentals with a pool in Saint Augustine, FL

Explore by feature - Washer/dryer

497 rentals with a washer/dryer in Saint Augustine, FL

Explore by feature - Outdoor Space

101 rentals with an outdoor space in Saint Augustine, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 253 WHITLAND WAY Way

Skip to last item
Skip to first item

Homes for sale near 253 WHITLAND WAY Way

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item