Rolling Hills Townhomes for Sale

/26
$290,000
- 3 Beds
- 2.5 Baths
- 1,499 Sq Ft
22 Buckley Ct, Saint Augustine, FL 32086

Beautiful Townhome located in Cypress Bay, 3 bedroom 2.5 bath end unit with attached Garage. New Paint and Newer Flooring throughout! Large open kitchen with stainless appliances and spacious living area. Washer and dryer included! Move in Ready!

Adam Taylor PREMIER HOMES REALTY INC

22 Buckley Ct, Saint Augustine, FL 32086
Explore Rolling Hills
/28
$259,900
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
39 Whitland Way, St. Augustine, FL 32086

Many upgrades in this former model. Spacious townhouse with a garage. Features an open kitchen with a large pantry, upgraded counter tops with luxury vinyl, and newer stainless appliances. The cozy family room has a beautiful water view. Sliding glass doors open to a relaxing neighborhood pond. Upstairs, both bedrooms have on suite full bathrooms with larger closets. Convenient to 95, shopping,

Patrick MacKay BEACH TOWN REALTY OF ST AUGUSTINE

39 Whitland Way, St. Augustine, FL 32086
/33
$259,900
- 2 Beds
- 2 Baths
- 1,211 Sq Ft
39 Whitland Way, Saint Augustine, FL 32086

Many upgrades in this former model. Spacious townhouse with a garage. Features an open kitchen with a large pantry, upgraded counter tops with luxury vinyl, and newer stainless appliances. The cozy family room has a beautiful water view. Sliding glass doors open to a relaxing neighborhood pond. Upstairs, both bedrooms have on suite full bathrooms with larger closets. Convenient to 95, shopping,

Polly MacKay Beach Town Realty of St Augustine

39 Whitland Way, Saint Augustine, FL 32086
/36
$238,000
- 2 Beds
- 2.5 Baths
- 1,341 Sq Ft
173 Whitland Way, Saint Augustine, FL 32086

One or more photo(s) has been virtually staged. Charming Townhome in Cypress Bay, St. AugustineNestled in the tranquil neighborhood of Cypress Bay, this sought-after townhome offers the perfect blend of comfort and convenience. Located just minutes from historic downtown St. Augustine, Flagler College, and an array of seafood restaurants and shopping options. Experience the best of the area

Betty Sue Tweedie Bonaccorso WEICHERT REALTORS HALLMARK

173 Whitland Way, Saint Augustine, FL 32086

Florida St. Johns County Saint Augustine Rolling Hills

Why Live in Rolling Hills

Rolling Hills in Saint Augustine is a neighborhood featuring modern homes built primarily in the 2000s and 2010s, with new constructions still available. The community is characterized by wide, well-kept sidewalks lined with palm trees and subdivisions like Deerfield Preserve that offer waterfront views. While the proximity to state Road 207 can result in some highway noise, the area is safer than the national average. Residents have access to various parks, including Vaill Point Park and Trail, known for its birdwatching opportunities, and Treaty Park, which offers softball fields, bocce ball courts, and a skate park. Stone Climbing provides rock climbing classes, and the Doug Crane Boat Ramp allows for boating on the Matanzas River. For entertainment, Epic Theatres of Saint Augustine screens both new and classic films. Dining options include Saint Augustine Fish House & Oyster Company and Ned’s Southside Kitchen, with shopping available at Cobblestone Village and upscale stores at Saint Augustine Premium Outlets, 11 miles away. The neighborhood is well-connected, with state Road 207 and U.S. Route 1 providing easy travel, and downtown Saint Augustine just four miles away. Schools in the area are highly rated, with Osceola Elementary School, R.J. Murray Middle School, and Saint Joseph Academy all receiving high marks. The Sunshine Bus Company offers convenient transportation for older residents.

Learn more about living in Rolling Hills

Home Trends in Rolling Hills, FL

On average, homes in Rolling Hills, Saint Augustine sell after 75 days on the market compared to the national average of 70 days. The median sale price for homes in Rolling Hills, Saint Augustine over the last 12 months is $323,000, down 38% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$323,000

Median Single Family Sale Price

$431,400

Median Townhouse Sale Price

$365,000

Median 2 Bedroom Sale Price

$107,000

Average Price Per Sq Ft

$209

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

1.50

Median List Price

$346,890

Median Change From 1st List Price

Median Home Sale Price YoY Change

-38%

How to Buy a Home How to Finance a Home How to Sell a Home

In Rolling Hills, there are currently 4 townhouses for sale, offering a variety of options for potential buyers. With townhouses ranging from $238,000 to $290,000, there's something for every budget. As of July, 2025 the median home price in Rolling Hills, Saint Augustine is $346,890, while the average sale price is $319,050, providing insight into local market trends. On average, townhouses spend 75 days on the market before being sold. Whether you're interested in modern townhouses, small townhomes, or traditional rowhouses, there are options available to suit your needs. Browse properties and townhomes for sale in Rolling Hills, Saint Augustine, and discover the ideal residence to fit your needs.

Rolling Hills Types of Homes for Sale

More About Living in Rolling Hills

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

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.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage