Rolling Hills Homes

/17
$170,000
- 2 Beds
- 2 Baths
- 1,085 Sq Ft
420 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086

Relax in this well-kept 2-bedroom, 2-bath condo at Villa San Marco. The open layout with a smart split floor plan gives you plenty of space to relax or entertain. You'll love the private enclosed balcony -- perfect for morning coffee or unwinding with friends. Low HOA fees cover water, sewer, and garbage, so you can focus on what matters most. Plus, you're just minutes from shopping, dining,

AARON MCMENAMY FLORIDA COASTAL JACKSONVILLE

420 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086
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/27
$234,500

Sold Jun 30, 2025

80 Whitland Way, Saint Augustine, FL 32086
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
- Built 2017
Last Sold Summary
- 4% Below List Price
- $194/SF
- 46 Days On Market
Current Estimated Value $235,975

Last Listing Agent Shelby Hodges Keller Williams Realty Atlantic Partners St Augustine

80 Whitland Way, Saint Augustine, FL 32086

/31
Est $345,049

Not Listed For Sale

252 Ashby Landing Way, Saint Augustine, FL 32086
- 3 Beds
- 2.5 Baths
- 2,090 Sq Ft
- Built 2018
252 Ashby Landing Way, Saint Augustine, FL 32086

Last Sold Summary
- 4 Days On Market

/42
$559,900
- 4 Beds
- 3.5 Baths
- 2,797 Sq Ft
133 Shell Creek Ct, Saint Augustine, FL 32086

Welcome to this well-designed 4-bed, 3.5-bath sanctuary situated in a quiet, community near top-rated schools and Treaty Park, this home perfectly blends style with family functionality. The heart of the home is a gourmet kitchen featuring upgraded finishes. The open-concept living area boasts a striking full wall of sliding glass doors, seamlessly dissolving the boundary to a spacious covered

Abigail Rosado-Metz PREMIER HOMES REALTY INC

133 Shell Creek Ct, Saint Augustine, FL 32086
/40
$345,000

Sold Feb 02, 2026

421 Chamberlain Dr, Saint Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,335 Sq Ft
- Built 2003
Last Sold Summary
- 6% Below List Price
- $258/SF
- 93 Days On Market
Current Estimated Value $339,806

Last Listing Agent Paul Wenglowsky Keller Williams Realty Atlantic Partners St Augustine

421 Chamberlain Dr, Saint Augustine, FL 32086

/55
Est $445,658

Not Listed For Sale

638 Deer Crossing Rd, St. Augustine, FL 32086
- 4 Beds
- 2 Baths
- 1,981 Sq Ft
- Built 2018
638 Deer Crossing Rd, St. Augustine, FL 32086

Last Sold Summary
- 19 Days On Market

/21
$224,900

Under Contract
- 2 Beds
- 2.5 Baths
- 1,372 Sq Ft
237 Moultrie Village Ln, Saint Augustine, FL 32086

**1% credit toward closing costs or an interest rate buy-down offered with use of seller's preferred lender!** Move right into this better-than-new beauty featuring fresh interior paint, new HVAC, new upstairs carpet, new washer and dryer, and new roof (2024)! The bright open-concept layout makes everyday living and entertaining effortless, while the fenced backyard is perfect for entertaining,

Maureen Aspinwall Momentum Realty

237 Moultrie Village Ln, Saint Augustine, FL 32086
/58
$430,000

Sold Mar 04, 2026

228 Fox Water Trail, St. Augustine, FL 32086
- 4 Beds
- 2 Baths
- 2,067 Sq Ft
- Built 2018
Last Sold Summary
- 1% Below List Price
- $208/SF
- 17 Days On Market
Current Estimated Value $430,773

Last Listing Agent Ciara Ward RE/MAX BLUE COAST

228 Fox Water Trail, St. Augustine, FL 32086

/33
Est $397,369

Not Listed For Sale

598 Deer Crossing Rd, St. Augustine, FL 32086
- 4 Beds
- 2 Baths
- 1,797 Sq Ft
- Built 2018
598 Deer Crossing Rd, St. Augustine, FL 32086

Last Sold Summary
- 72 Days On Market

/26
$359,000

$26K PRICE DROP Under Contract
- 3 Beds
- 2 Baths
- 1,546 Sq Ft
153 Little Owl Ln, Saint Augustine, FL 32086

A wonderful neighborhood with nice amenities at an affordable price. Ten years young. 3BR/3BA gently lived in home. Beautiful wood look tile encompasses the main living areas and master bedroom. Large master bath with walk in shower; double oversized vanity and walk in closet. The split floor plan provides the two guest bedrooms and bath their own privacy space. Formal dining is located adjacent

Jane Wolfe Coldwell Banker Premier Properties (A1A Beach)

153 Little Owl Ln, Saint Augustine, FL 32086
/30
$234,900

Sold Jan 09, 2026

187 Whitland Way, Saint Augustine, FL 32086
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
- Built 2018
Last Sold Summary
- $194/SF
- 6 Days On Market
Current Estimated Value $233,731

Last Listing Agent Brad Barfield One Sotheby's - Downtown

187 Whitland Way, Saint Augustine, FL 32086

/2
Est $124,585

Not Listed For Sale

2365 Dobbs Rd, Saint Augustine, FL 32086
2365 Dobbs Rd, Saint Augustine, FL 32086

Last Sold Summary
- 7 Days On Market

/19
$1,100,000
- Land
- 5.09 Acres
- $216,110 per Acre
0 Rolling Hills Dr Unit 260130, St. Augustine, FL 32086

5 Acre Parcel with Flexible Use. Opportunity to acquire a 5-acre parcel in a rapidly expanding area of St. Augustine, located adjacent to Epic Village and surrounded by continued commercial and residential growth. With convenient access to SR-207, US-1, and SR-312, this property offers excellent long-term potential. The parcel is currently zoned Open Rural (OR), which allows for a wide range of

Amy Taylor Endless Summer Realty

0 Rolling Hills Dr Unit 260130, St. Augustine, FL 32086
/50
$368,000

Sold Sep 05, 2025

222 Green Turtle Ln, St. Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,729 Sq Ft
- Built 2015
Last Sold Summary
- $213/SF
- 20 Days On Market
Current Estimated Value $379,037

Last Listing Agent Scott Hum RE/MAX SPECIALISTS

222 Green Turtle Ln, St. Augustine, FL 32086

/44
Est $270,000

Not Listed For Sale

27 Buckley Ct, Saint Augustine, FL 32086
- 2 Beds
- 2 Baths
- 1,341 Sq Ft
- Built 2017
27 Buckley Ct, Saint Augustine, FL 32086

Last Sold Summary
- 33 Days On Market

/29
$495,000

$94K PRICE DROP
- 3 Beds
- 2 Baths
- 1,505 Sq Ft
725 Cypress Rd, Saint Augustine, FL 32086

Rare opportunity in St. Augustine Beach! Enjoy over 1.5 acres of partially cleared, lushly landscaped land with no HOA, a true find this close to the coast. Tucked away on a quiet street with only 10 homes, this property offers privacy, space, and endless potential. Property highlights are this 3 Bedrooms, 2 Bathrooms, 1,500+ sq ft home. Two 12x30 ft sheds with electricity — ideal for a workshop,

Marian Schneider RE/MAX PRIME PROPERTIES

725 Cypress Rd, Saint Augustine, FL 32086
/25
$375,000

Sold Mar 26, 2026

709 Deer Crossing Rd, Saint Augustine, FL 32086
- 4 Beds
- 3 Baths
- 1,925 Sq Ft
- Built 2016
Last Sold Summary
- 10% Below List Price
- $195/SF
- 129 Days On Market
Current Estimated Value $378,260

Last Listing Agent Lorraine Manna Exp Realty

709 Deer Crossing Rd, Saint Augustine, FL 32086

/29
Est $281,977

Not Listed For Sale

81 Buckley Ct, Saint Augustine, FL 32086
- 3 Beds
- 2.5 Baths
- 1,499 Sq Ft
- Built 2017
81 Buckley Ct, Saint Augustine, FL 32086

Last Sold Summary
- 14 Days On Market

/28
$359,900
- 3 Beds
- 2 Baths
- 1,436 Sq Ft
127 Ashby Landing Way, Saint Augustine, FL 32086

Beautiful 3/2 Waterfront Ranch Home. Built in 2017 and looks NEW inside and out. Located in the Sub of Ashby Landing. Fantastic LOCATION very close to Shopping, Restaurants, Theater, Schools, and More! Water fountain is located directly behind home with perfect view and gentle sound. Recently outside paint, seamless gutters, sealed foundation. Ceiling Fans throughout. Cathedral ceiling in Great

Jim Wauldron Coldwell Banker Premier Properties (A1A Beach)

127 Ashby Landing Way, Saint Augustine, FL 32086
/45
$210,000

Sold Aug 27, 2025

91 Whitland Way, Saint Augustine, FL 32086
- 3 Beds
- 2.5 Baths
- 1,499 Sq Ft
- Built 2017
Last Sold Summary
- 16% Below List Price
- $140/SF
- 3 Days On Market
Current Estimated Value $233,385

Last Listing Agent Ali Burchfield Watson Realty Corp (A1A)

91 Whitland Way, Saint Augustine, FL 32086

/48
Est $376,071

Not Listed For Sale

309 Mystic Castle Dr, Saint Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,511 Sq Ft
- Built 2011
309 Mystic Castle Dr, Saint Augustine, FL 32086

Last Sold Summary
- 12 Days On Market

/55
$429,000
- 3 Beds
- 2 Baths
- 1,769 Sq Ft
334 S Churchill Dr, Saint Augustine, FL 32086

Welcome to 334 S Churchill Drive, a beautifully maintained home that perfectly blends elevated design, thoughtful updates, and an unbeatable St. Augustine location. From the moment you step inside, you'll appreciate the meticulous care and attention to detail that make this home truly stand out. The spacious, light-filled floor plan features stunning finishes throughout, including gorgeous marble

Kiara Nicolette Endless Summer Realty

334 S Churchill Dr, Saint Augustine, FL 32086
/32
$185,000

Sold Mar 06, 2026

410 S Villa San Marco Dr Unit 106, Saint Augustine, FL 32086
- 2 Beds
- 2 Baths
- 1,085 Sq Ft
- Built 2004
Last Sold Summary
- $171/SF
- 13 Days On Market
Current Estimated Value $188,506

Last Listing Agent Trudy Padilla KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

410 S Villa San Marco Dr Unit 106, Saint Augustine, FL 32086

/23
Est $226,052

Not Listed For Sale

55 Moultrie Village Ln, Saint Augustine, FL 32086
- 3 Beds
- 2.5 Baths
- 1,384 Sq Ft
- Built 2013
55 Moultrie Village Ln, Saint Augustine, FL 32086

Last Sold Summary
- 204 Days On Market

/35
$465,000

Under Contract
- 3 Beds
- 2 Baths
- 2,060 Sq Ft
257 N Churchill Dr, Saint Augustine, FL 32086

Welcome to your new home! Located within the Hidden Lakes subdivision, this home has been impeccably upgraded and maintained. Located on a .36 acre homesite with beautiful wooded preserve views, the home has extensive exterior upgrades. These upgrades include: a fully fenced lot, mature fruit trees with a full irrigation system, a 27x24 paver patio with lighted columns, firepit, a 10x8 Tuff shed,

Jason Rowe Sunshine Realty & Vacation Rentals, LLC

257 N Churchill Dr, Saint Augustine, FL 32086
/48
$376,875

Sold May 22, 2026

353 Green Turtle Ln, Saint Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,591 Sq Ft
- Built 2018
Last Sold Summary
- 6% Below List Price
- $237/SF
- 43 Days On Market
Current Estimated Value $380,523

Last Listing Agent Shelby Hodges Keller Williams Realty Atlantic Partners St Augustine

353 Green Turtle Ln, Saint Augustine, FL 32086

/19
Est $232,506

Not Listed For Sale

61 Moultrie Village Ln, Saint Augustine, FL 32086
- 3 Beds
- 2.5 Baths
- 1,384 Sq Ft
- Built 2013
61 Moultrie Village Ln, Saint Augustine, FL 32086

Last Sold Summary
- 166 Days On Market

/58
$599,000

$16K PRICE DROP
- 5 Beds
- 4.5 Baths
- 3,266 Sq Ft
50 Sandy Palm Trail, St. Augustine, FL 32086

Stunning 5BR/4.5BA 2024-built home offering all the benefits of new construction without the wait, uncertainty, or added expense of the building process! Featuring modern design, premium finishes, and a spacious, thoughtfully designed layout, this home is ideally located in the heart of St. Augustine near SR 312 & 207--just 8 minutes to downtown, 12 minutes to the beach, and 4 miles to I-95.

Bethany Gerecke STA REALTY

50 Sandy Palm Trail, St. Augustine, FL 32086
/80
$359,000

Sold Mar 24, 2026

157 N Churchill Dr, Saint Augustine, FL 32086
- 2 Beds
- 2 Baths
- 1,508 Sq Ft
- Built 2006
Last Sold Summary
- 2% Below List Price
- $238/SF
- 53 Days On Market
Current Estimated Value $357,421

Last Listing Agent Andrew Birchall Birchall and Company Real Estate

157 N Churchill Dr, Saint Augustine, FL 32086

/28
Est $204,488

Not Listed For Sale

305 S Villa San Marco Dr Unit 207, St. Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
- Built 2004
305 S Villa San Marco Dr Unit 207, St. Augustine, FL 32086

Last Sold Summary
- 117 Days On Market

/35
$167,900

$47K PRICE DROP
- 2 Beds
- 2 Baths
- 1,085 Sq Ft
415 S Villa San Marco Dr Unit 205, Saint Augustine, FL 32086

**Motivated Seller**Location, Location! This efficient 2 bedroom 2 bath unit shows that it has been well maintained and the highly-desirable Villa San Marco community is a wonderful and meticulously-maintained community as well! Enjoy all the conveniences of resort style living with a clubhouse, pool and gym. Its central location is just minutes to our historic downtown as well as the sugar sand

Gloria Worley Century 21 St Augustine Properties

415 S Villa San Marco Dr Unit 205, Saint Augustine, FL 32086
/40
$160,000

Sold Apr 27, 2026

2242 Twin Fox Trail, Saint Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,728 Sq Ft
- Built 1995
Last Sold Summary
- 20% Below List Price
- $93/SF
- 76 Days On Market
Last Listing Agent Beth Robinson Berkshire Hathaway Homeservices Florida Network Realty

2242 Twin Fox Trail, Saint Augustine, FL 32086

/32
Est $167,488

Not Listed For Sale

435 S Villa San Marco Dr Unit 301, Saint Augustine, FL 32086
- 1 Bed
- 1 Bath
- 760 Sq Ft
- Built 2004
435 S Villa San Marco Dr Unit 301, Saint Augustine, FL 32086

Last Sold Summary
- 137 Days On Market

/37
$485,000

$15K PRICE DROP
- 4 Beds
- 2 Baths
- 1,822 Sq Ft
127 Shell Creek Ct, Saint Augustine, FL 32086

Bright, modern, and exceptionally well maintained, 127 Shell Creek Court offers a move-in-ready home where everything is only a few years old and designed for easy ownership. Beautiful tile floors throughout the main living areas create a clean, cohesive look while making everyday care simple and practical. Natural light fills the home, giving it a calm, welcoming feel from morning through

Zach DiFilippo Coldwell Banker Premier Properties (Matanzas)

127 Shell Creek Ct, Saint Augustine, FL 32086
/28
$380,000

Sold Nov 07, 2025

924 S Garden Lake Dr, Saint Augustine, FL 32086
- 3 Beds
- 2 Baths
- 2,429 Sq Ft
- Built 2007
Last Sold Summary
- 5% Below List Price
- $156/SF
- 126 Days On Market
Current Estimated Value $389,969

Last Listing Agent Caitlin Daugherty One Sotheby's Int (A1A Beach)

924 S Garden Lake Dr, Saint Augustine, FL 32086

/24
Not Listed For Sale

2216 Twin Fox Trail, St. Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,242 Sq Ft
- Built 1989
2216 Twin Fox Trail, St. Augustine, FL 32086

Last Sold Summary
- 60 Days On Market

/35
$365,000
- 3 Beds
- 2 Baths
- 1,564 Sq Ft
367 Green Turtle Ln, Saint Augustine, FL 32086

Located in Deerfield Preserve, this well-maintained 3-bedroom, 2-bath home offers a practical layout, desirable upgrades, and low ownership costs with no CDD fees and low HOA dues. The neighborhood is centered around a scenic 19-acre lake and features an additional 10 acres of lakes throughout the community, creating a picturesque setting for residents to enjoy. Situated on a corner lot, this

Kevin Howard Endless Summer Realty

367 Green Turtle Ln, Saint Augustine, FL 32086
/17
$235,000

Sold Apr 09, 2026

209 Whitland Way, Saint Augustine, FL 32086
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
- Built 2018
Last Sold Summary
- 2% Below List Price
- $194/SF
- 26 Days On Market
Current Estimated Value $241,000

Last Listing Agent Cole Slate KELLER WILLIAMS ST JOHNS

209 Whitland Way, Saint Augustine, FL 32086

/18
Est $376,923

Not Listed For Sale

71 Sandy Palm Trail, St. Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,509 Sq Ft
- Built 2024
71 Sandy Palm Trail, St. Augustine, FL 32086

Last Sold Summary
- 46 Days On Market

/39
$359,000

$10K PRICE DROP
- 3 Beds
- 2 Baths
- 1,451 Sq Ft
284 N Churchill Dr, Saint Augustine, FL 32086

284 N Churchill is the kind of place that just makes life easy. Fully move-in ready and well cared for, with updated flooring and kitchen countertops, vaulted ceilings, and a cozy fireplace that makes the space feel open and inviting. The screened lanai overlooking the pond is perfect for morning coffee or winding down after a beach day. Big-ticket updates are already done too, including a 2018

Kiara Nicolette Endless Summer Realty

284 N Churchill Dr, Saint Augustine, FL 32086

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Florida St. Johns County Saint Augustine Rolling Hills

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