NOT LISTED FOR SALE

253 Whitland Way Saint Augustine, FL 32086

Rolling Hills Neighborhood

Estimated Value: $231,000 - $253,000

2 Beds
2.5 Baths
1,341 Sq Ft
$179/Sq Ft Est. Value

Sale Details

Date Sold: February 20, 2026

Last sale price $235,000 $175 Per Sq Ft

Est. 2% increase in value since last sale

Current estimated payment $1,728 / mo

24 Days on Market

Highlights

  • View of Trees or Woods
  • Open Floorplan
  • Rear Porch
  • Osceola Elementary School Rated A-
  • Traditional Architecture
  • 1 Car Attached Garage

About This Home

As of February 2026

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.

Last Agent to Sell the Property

Ryan Raymond

THE NEWCOMER GROUP License #3298964 Listed on: 01/04/2026

Last Buyer's Agent

SYDNEY SPEAKS

EXP REALTY LLC License #3619256

EXP REALTY LLC

Range of Values:

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Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Average Value
Not Available
List Price
Sold Price
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Townhouse Details

Home Type

  • Townhome

Year Built

  • Built in 2018

HOA Fees

  • $96 Monthly HOA Fees

Parking

  • 1 Car Attached Garage
  • Additional Parking

Home Design

  • Traditional Architecture
  • Shingle Roof

Interior Spaces

  • 1,341 Sq Ft Home
  • 2-Story Property
  • Open Floorplan
  • Ceiling Fan
  • Views of Woods

Kitchen

  • Eat-In Kitchen
  • Electric Oven
  • Electric Range
  • Microwave
  • Ice Maker
  • Dishwasher

Flooring

  • Carpet
  • Vinyl

Bedrooms and Bathrooms

  • 2 Bedrooms
  • Dual Closets
  • Walk-In Closet
  • Bathtub and Shower Combination in Primary Bathroom

Laundry

  • Laundry on lower level
  • Dryer
  • Washer

Home Security

Outdoor Features

  • Rear Porch

Utilities

  • Central Heating and Cooling System
  • Electric Water Heater

Listing and Financial Details

  • Assessor Parcel Number 1027640640

Community Details

Overview

  • Association fees include ground maintenance
  • Cypress Bay Subdivision

Security

  • Fire and Smoke Detector

Townhouse Details

Home Type

Townhome

Year Built

Built in 2018

Lot Details

0 Sq Ft Lot

HOA Fees

$96 per month

Parking

1

Listing Details

  • Property Type: Residential
  • Property Attached Yn: Yes
  • New Construction: No
  • Stories: 2
  • Year Built: 2018
  • Property Sub Type: Townhouse
  • Subdivision Name: Cypress Bay
  • Architectural Style: Traditional
  • Carport Y N: No
  • Garage Yn: Yes
  • Unit Levels: Two
  • General Property Information Accessibility Features YN2: No
  • General Property Information Accessory Dwelling Unit YN: No
  • General Property Information:Pool Private YN: No
  • General Property Information Homestead YN: No
  • Community Features:Community Features: Street Lights, Sidewalks
  • Special Features: None

Interior Features

  • Interior Amenities: Ceiling Fan(s), Eat-in Kitchen, His and Hers Closets, Open Floorplan, Pantry, Walk-In Closet(s), Primary Bathroom - Tub with Shower
  • Major Appliances: Dryer, Dishwasher, Electric Oven, Electric Range, Electric Water Heater, Ice Maker, Microwave, Refrigerator, Washer
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Total Bedrooms: 2
  • Flooring: Carpet, Vinyl
  • Living Area: 1341.0

Exterior Features

  • Waterfront: No
  • Roof: Shingle
  • Pool Private: No
  • View: Trees/Woods
  • Construction Type: Fiber Cement
  • Patio And Porch Features: Rear Porch
  • Property Condition: Updated/Remodeled

Garage/Parking

  • Attached Garage: Yes
  • Garage Spaces: 1.0
  • Parking Features:Parking Features: Additional Parking, Attached, Garage

Utilities

  • Utilities: Cable Available, Electricity Connected, Sewer Connected, Water Connected
  • Laundry Features: Lower Level, In Unit
  • Security: Smoke Detector(s)
  • Cooling: Central Air
  • Cooling Y N: Yes
  • Heating Yn: Yes
  • Sewer: Public Sewer
  • Water Source: Public
  • Heating:Heating: Central

Condo/Co-op/Association

  • Association Fee: 287.44
  • Association Fee Frequency: Quarterly
  • Community Features: Street Lights, Sidewalks
  • Senior Community: No
  • Association: Yes

Fee Information

  • Association Fee Includes: Maintenance Grounds

Lot Info

  • Current Use: Residential, Single Family
  • Parcel #: 1027640640

Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Listed on
Jan 4, 2026
Closed on
Feb 20, 2026
Sold by
Bought by
Seller's Agent
Ryan Raymond
THE NEWCOMER GROUP
Buyer's Agent
SYDNEY SPEAKS
EXP REALTY LLC
List Price
$239,900
Sold Price
$235,000
Premium/Discount to List
-$4,900
-2.04%
Views
84
Current Estimated Value
$239,394

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$4,394
Avg. Annual Appreciation
4.20%
Original Mortgage
$230,743
Outstanding Balance
$229,860
Interest Rate
6.25%
Mortgage Type
FHA
Estimated Equity
$9,534

Purchase Details

Closed on
Sep 26, 2018
Sold by
Bought by

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$172,660
Interest Rate
4.5%
Mortgage Type
New Conventional
Source: Public Records

Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Agents Specializing in Rolling Hills, FL

  • E BETSY Kelly Real Estate Agent - ONE SOTHEBY'S INTERNATIONAL REALTY

    E BETSY Kelly

    ONE SOTHEBY'S INTERNATIONAL REALTY

    (904) 822-5459

    57 Total Sales

    2 in Rolling Hills

    $110,000 Price Range

    E BETSY Kelly
     Section Image
  • Russell Coffey Real Estate Agent - WEICHERT REALTORS THE COFFEY GROUP

    Russell Coffey

    WEICHERT REALTORS THE COFFEY GROUP

    (904) 526-8409

    82 Total Sales

    1 in Rolling Hills

    $349,500 Price

    Russell Coffey
     Section Image
  • Chase Barnes Real Estate Agent - COLDWELL BANKER BEN BATES INC

    Chase Barnes

    COLDWELL BANKER BEN BATES INC

    (386) 866-8710

    139 Total Sales

    1 in Rolling Hills

    $83,000 Price

    Chase Barnes
     Section Image
  • Clair Corbett Real Estate Agent - WATSON REALTY CORP

    Clair Corbett

    WATSON REALTY CORP

    (904) 643-7990

    157 Total Sales

    1 in Rolling Hills

    $248,000 Price

    Clair Corbett
     Section Image
  • Shawna Mitchell Real Estate Agent - Florida Homes Realty & Mortgage

    Shawna Mitchell

    Florida Homes Realty & Mortgage

    (904) 980-8351

    43 Total Sales

    2 in Rolling Hills

    $157K - $205K Price Range

    Shawna Mitchell
     Section Image
  • Donna Matthews Real Estate Agent - BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

    Donna Matthews

    BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

    (904) 584-3541

    74 Total Sales

    7 in Rolling Hills

    $290K - $334K Price Range

    Donna Matthews
     Section Image
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Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
$235,000 Landmark Title
$178,010 Dhi Title Of Florida Inc
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Borrower Loan Amount
Open $230,743
Previous Owner $172,660
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
02/20/2026 02/20/26 Sold $235,000 -2.0% $175 / Sq Ft
01/28/2026 01/28/26 Pending -- -- --
01/04/2026 01/04/26 For Sale $239,900 0.0% $179 / Sq Ft
01/03/2026 01/03/26 Off Market $239,900 -- --
12/29/2025 12/29/25 Price Changed $239,900 -5.9% $179 / Sq Ft
11/03/2025 11/03/25 Price Changed $255,000 -1.9% $190 / Sq Ft
10/03/2025 10/03/25 For Sale $259,900 -- $194 / Sq Ft
Source: realMLS (Northeast Florida Multiple Listing Service)

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2026 $3,761 $210,659 $70,000 $140,659
2025 $1,787 $253,349 $70,000 $183,349
2024 $1,787 $246,331 $60,000 $186,331
2023 $1,787 $159,573 $0 $0
2022 $1,722 $154,925 $0 $0
2021 $1,703 $150,413 $0 $0
2020 $1,694 $148,336 $0 $0
2019 $1,715 $145,001 $0 $0
2018 $676 $32,000 $0 $0
2017 $0 $2,638 $2,638 $0
Source: Public Records

Agents Affiliated with this Home

  • Ryan Raymond Real Estate Agent - THE NEWCOMER GROUP

    Seller's Agent in 2026

    Ryan Raymond

    THE NEWCOMER GROUP

    (904) 315-4022

    1 in this area

    39 Total Sales

    Ryan Raymond
    Section Image

  • S

    Buyer's Agent in 2026

    SYDNEY SPEAKS

    EXP REALTY LLC

    (904) 466-7151

    1 in this area

    9 Total Sales

    SYDNEY SPEAKS
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Map

Source: realMLS (Northeast Florida Multiple Listing Service)

MLS Number: 2111733

realMLS (Northeast Florida Multiple Listing Service)

APN: 102764-0640

Florida St. Johns County Saint Augustine 32086 Rolling Hills

253 Whitland Way, Saint Augustine, FL

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

realMLS (Northeast Florida Multiple Listing Service) 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 NEFMLS.

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