Rolling Hills Homes

/2
$399,999
- Land
- 0.5 Acre
- $799,998 per Acre
2209 Twin Fox Trail, Saint Augustine, FL 32086

Located on a half-acre lot with frontage on busy SR 207, this property offers strong visibility and future commercial potential. A county letter on file supports rezoning to commercial, making it well-suited for office, coffee shop, fast food, or other retail uses. Positioned in the established Fox Hill Estates area, the site is minutes from shopping, dining, and entertainment, providing

Eric Maimo COLDWELL BANKER COMMERCIAL PREMIER PROPERTIES

2209 Twin Fox Trail, Saint Augustine, FL 32086
/22
$1,850 per month
- 2 Beds
- 2.5 Baths
- 1,384 Sq Ft
- Townhouse for Rent
129 Moultrie Village Ln, Saint Augustine, FL 32086

WOW!! Spacious, townhome with one car garage, convenient to EVERYTHING St. Augustine!! This 2BR/2.5BA unit located just off Old Moultrie Road is ready for you to call home. Enjoy the open kitchen/family room concept with stainless appliances, solid surface counter tops, fenced patio area, and two spacious second floor en-suite bedrooms. This unit offers lots of natural light and a neutral color

Debbie Burkhardt One Sotheby's - Downtown

129 Moultrie Village Ln, Saint Augustine, FL 32086
/14
$250,900 Sold Sep 05, 2025

2636 Juarez Ave, St. Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
- Built 1995
Last Sold Summary
- $194/SF
- 24 Days On Market
Last Listing Agent Joan Anstensen Pacetti Realty Company, Inc

2636 Juarez Ave, St. Augustine, FL 32086

/42
Est $257,460 Not Listed For Sale

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

Last Sold Summary
- 17% Below List Price
- $231/SF
- 38 Days On Market
Last Sold Price $310,000

Last Listing Agent THOMAS HUTCHESON MARSH LANDING REALTY

/4
$199,999
- Land
- 0.75 Acre
- $266,665 per Acre
0 Dobbs Rd Unit 255110, Saint Augustine, FL 32086

Prime industrial-zoned land opportunity located on Dobbs Road with convenient access to both State Road 207 and State Road 312 W. This site offers excellent visibility and connectivity, making it ideal for industrial development, distribution, or flex use. Positioned in a growing commercial corridor, the property provides strong logistical advantages for businesses seeking a central location with

Eric Maimo Coldwell Banker Commercial Premier Properties

0 Dobbs Rd Unit 255110, Saint Augustine, FL 32086
/20
$2,700 per month
- 3 Beds
- 2.5 Baths
- 2,090 Sq Ft
- House for Rent
509 Ashby Lndg Way, Saint Augustine, FL 32086

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

509 Ashby Lndg Way, Saint Augustine, FL 32086
/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 $229,205

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

80 Whitland Way, Saint Augustine, FL 32086

/33
Est $323,453 Not Listed For Sale

228 Ashby Landing Way, Saint Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,463 Sq Ft
- Built 2017
228 Ashby Landing Way, Saint Augustine, FL 32086

Last Sold Summary
- 8% Below List Price
- $239/SF
- 3 Days On Market
Last Sold Price $350,000

Last Listing Agent Chloe Goble MAXREV, LLC

/40
$799,000
- 4 Beds
- 3 Baths
- 4,400 Sq Ft
736--8 Kings Estate Rd, St. Augustine, FL 32086

Discover a rare income-producing opportunity in St. Augustine with a proven and consistent rental history. This 4,400-square-foot property is currently configured to generate reliable income and is well-positioned to continue cash flowing for a new owner. The upper level consists of two separate 2-bedroom, 1-bath units, each with its own full kitchen—an ideal setup for short or mid-term rental

Kara Brynteson Herron Real Estate LLC

736--8 Kings Estate Rd, St. Augustine, FL 32086
/18
$2,250 per month
- 3 Beds
- 2 Baths
- 1,674 Sq Ft
- House for Rent
457 Ashby Lndg Way, Saint Augustine, FL 32086

We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

457 Ashby Lndg Way, Saint Augustine, FL 32086
/33
$215,000 Sold May 29, 2025

74 Moultrie Village Ln, Saint Augustine, FL 32086
- 3 Beds
- 2.5 Baths
- 1,260 Sq Ft
- Built 2008
Last Sold Summary
- $171/SF
- 18 Days On Market
Current Estimated Value $214,607

Last Listing Agent Kyle Perez GAILEY ENTERPRISES LLC

74 Moultrie Village Ln, Saint Augustine, FL 32086

/31
Est $344,056 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
- 1% Below List Price
- $166/SF
- 4 Days On Market
Last Sold Price $346,000

Last Listing Agent DJ DellaSala DJ & Lindsey Real Estate

/39
$249,990
- 2 Beds
- 1 Bath
- 840 Sq Ft
920 Kings Estate Rd, Saint Augustine, FL 32086

Welcome to 920 Kings Estate Rd in St. Augustine—an updated and well-maintained 2-bedroom, 1-bath home offering exceptional value andfuture upside. Situated on an oversized corner lot of nearly half an acre, this property provides ample room for storage, expansion, orcustomization to suit your needs. The home features a durable metal roof and has been tastefully updated throughout,

Viral Doshi, PA. AMETHYST PROPERTY ADVISORS LLC

920 Kings Estate Rd, Saint Augustine, FL 32086
/20
$2,200 per month
- 3 Beds
- 2 Baths
- 1,881 Sq Ft
- House for Rent
809 N Garden Lake Dr, Saint Augustine, FL 32086

Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by April 30, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We

809 N Garden Lake Dr, Saint Augustine, FL 32086
/50
$970,000 Sold Apr 14, 2025

2552 St Augustine Blvd, Saint Augustine, FL 32086
- 3 Beds
- 3.5 Baths
- 3,249 Sq Ft
- Built 1984
Last Sold Summary
- $299/SF
- 114 Days On Market
Last Listing Agent Patsy Wilson KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

2552 St Augustine Blvd, Saint Augustine, FL 32086

/48
Est $326,860 Not Listed For Sale

583 Ashby Landing Way, Saint Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,420 Sq Ft
- Built 2018
583 Ashby Landing Way, Saint Augustine, FL 32086

Last Sold Summary
- 14% Below List Price
- $267/SF
- 25 Days On Market
Last Sold Price $379,000

Last Listing Agent GAIL GEORGE, GRI eXp REALTY LLC

/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
/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 $348,025

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

421 Chamberlain Dr, Saint Augustine, FL 32086

/19
Est $361,184 Not Listed For Sale

303 Deer Crossing Rd, Saint Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,540 Sq Ft
- Built 2016
303 Deer Crossing Rd, Saint Augustine, FL 32086

Last Sold Summary
- 7% Above List Price
- $253/SF
- 23 Days On Market
Last Sold Price $390,000

Last Listing Agent CHRISTINA BENTLEY LPT Realty LLC

/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
/43
$260,000 Sold Apr 10, 2025

27 Buckley Ct, St. Augustine, FL 32086
- 2 Beds
- 2.5 Baths
- 1,636 Sq Ft
- Built 2017
Last Sold Summary
- $159/SF
- 33 Days On Market
Last Listing Agent Katelyn Vizcaino BEACH STATE REALTY

27 Buckley Ct, St. Augustine, FL 32086

/55
Est $447,969 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
- 4% Below List Price
- $237/SF
- 19 Days On Market
Last Sold Price $469,000

Last Listing Agent Brittany Licari REALTY EXCHANGE, LLC

/5
$205,000
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
410 S Villa San Marco Dr Unit 202, Saint Augustine, FL 32086

2nd Floor 3 bedroom 2 bathroom condo in much desired Villa San Marco. Unit has just been painted and has plank laminate floors. Well maintained, quiet and safe complex, 10 min from the beach and downtown. Beautiful pool and workout room. Full time management on site. complex is managed by the Association. No outside management company. Lowest dues by far of any complex with a pool. Water and

Mark Kempler Crescent Beach Realty of St Augustine

410 S Villa San Marco Dr Unit 202, 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 $233,122

Last Listing Agent Brad Barfield One Sotheby's - Downtown

187 Whitland Way, Saint Augustine, FL 32086

/33
Est $398,362 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
- 2% Below List Price
- $226/SF
- 72 Days On Market
Last Sold Price $407,000

Last Listing Agent Matthew Territo KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

/25
$249,000 Under Contract
- 3 Beds
- 2.5 Baths
- 1,499 Sq Ft
22 Buckley Ct, Saint Augustine, FL 32086

Back on the market! Buyer Financing fell through. 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
/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 $366,797

Last Listing Agent Scott Hum RE/MAX SPECIALISTS

222 Green Turtle Ln, St. Augustine, FL 32086

/2
Est $170,270 Not Listed For Sale

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

Last Sold Summary
- 3% Above List Price
- 7 Days On Market
Last Sold Price $165,000

Last Listing Agent Justin Noe AGILE GROUP REALTY

/51
$199,000
- 3 Beds
- 2 Baths
- 1,728 Sq Ft
2242 Twin Fox Trail, Saint Augustine, FL 32086

Olde Florida charm, a prime St. Augustine location, and a great deal fixer-upper opportunity come together in this classic manufactured home on a spacious .51-acre lot with NO HOA restrictions—a rare find for buyers seeking land, freedom, and long-term potential. Nestled beneath mature oak trees draped in Spanish moss, this spacious property has many exciting possibilities and is in one of St.

Beth Robinson Berkshire Hathaway Homeservices Florida Network Realty

2242 Twin Fox Trail, 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 $242,689

Last Listing Agent Ali Burchfield Watson Realty Corp (A1A)

91 Whitland Way, Saint Augustine, FL 32086

/7
Est $240,595 Not Listed For Sale

38 Buckley Ct, Saint Augustine, FL 32086
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
- Built 2018
38 Buckley Ct, Saint Augustine, FL 32086

Last Sold Summary
- 14% Below List Price
- $230/SF
- 26 Days On Market
Last Sold Price $278,500

Last Listing Agent SHERI WYATT NEST FINDERS PROPERTY MANAGEMENT

/42
$250,000 Open Sat 11AM - 1PM
- 2 Beds
- 2.5 Baths
- 1,341 Sq Ft
93 Whitland Way, Saint Augustine, FL 32086

Beautiful RARE waterfront Cypress Bay Townhome located in central St Augustine. This 2-bedroom, 2 and half bathroom townhouse with serene view of the pond in the backyard. Best rated school, 10- minute drive to Historical downtown St Augustine, the beaches, restaurants and shopping.Step inside to discover an open-concept layout with a sleek, modern kitchen that flows into the dining and living

Gloria Worley Century 21 St Augustine Properties

93 Whitland Way, 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 $199,103

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

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

/29
Est $275,910 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
- 15% Below List Price
- $217/SF
- 14 Days On Market
Last Sold Price $325,000

Last Listing Agent DJ DellaSala DJ & LINDSEY REAL ESTATE

/35
$179,900
- 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
/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 $356,494

Last Listing Agent Andrew Birchall Birchall and Company Real Estate

157 N Churchill Dr, Saint Augustine, FL 32086

/52
Est $329,120 Not Listed For Sale

591 Ashby Landing Way, Saint Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,674 Sq Ft
- Built 2018
591 Ashby Landing Way, Saint Augustine, FL 32086

Last Sold Summary
- 3% Below List Price
- $203/SF
- 5 Days On Market
Last Sold Price $340,000

Last Listing Agent GAIL GEORGE, GRI eXp REALTY LLC

/29
$169,900
- 2 Beds
- 2 Baths
- 1,085 Sq Ft
410 S Villa San Marco Dr Unit 203, Saint Augustine, FL 32086

Discover low-stress, low-maintenance living in this clean 2-bed, 2-bath condo in popular Villa San Marco. The open, split bedroom layout keeps the living area bright and usable, with each bedroom having its own full bath for privacy. A screened balcony just off the living room adds extra space for morning coffee, pets, or plants. Monthly costs stay predictable here: the HOA covers water, sewer,

Trudy Padilla KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

410 S Villa San Marco Dr Unit 203, 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 $377,100

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

924 S Garden Lake Dr, Saint Augustine, FL 32086

/29
Est $304,708 Not Listed For Sale

909 S Garden Lake Dr, Saint Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,274 Sq Ft
- Built 2010
909 S Garden Lake Dr, Saint Augustine, FL 32086

Last Sold Summary
- 3% Below List Price
- $247/SF
- 83 Days On Market
Last Sold Price $315,000

Last Listing Agent Victoria Sicuranza COLDWELL BANKER PREMIER PROPERTIES

Showing Results 41 - 80, Page 2 of 18

Florida St. Johns County Saint Augustine Rolling Hills

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