Rolling Hills Homes

• 

  

  

  /42

  $549,900

  $10K PRICE DROP

  • 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
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• 

  

  

  /16

  $1,400 Per Month

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft
  • Condo for Rent

  420 S Villa San Marco Dr Unit 202, Saint Augustine, FL 32086

  This delightful one-bedroom apartment sparkles with neutral paint, elegant vinyl floors, and modern lighting. A unique opportunity as it's a one-owner home! The full kitchen flows effortlessly into a roomy dining and living space. The bedroom offers comfort, with a full bath conveniently adjacent to the laundry area. An expansive balcony invites you to unwind with a glass of sweet tea. The HOA

  Jason Fragale Bridge of Lions Realty, Inc.

  420 S Villa San Marco Dr Unit 202, 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 $346,262

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

  421 Chamberlain Dr, Saint Augustine, FL 32086
• 

  

  

  /45

  Est $236,392

  Not Listed For Sale

  91 Whitland Way, Saint Augustine, FL 32086

  • 3 Beds
  • 2.5 Baths
  • 1,499 Sq Ft
  • Built 2017

  91 Whitland Way, Saint Augustine, FL 32086

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Ali Burchfield Watson Realty Corp (A1A)
• 

  

  /2

  $1,199,000

  • Land
  • 5.09 Acres
  • $235,560 per Acre

  0 Rolling Hills Dr Unit 264006, St. Augustine, FL 32086

  This 5.09-acre land offering on Rolling Hills Drive presents an excellent opportunity to acquire developable acreage within one of St. Augustine’s expanding growth corridors. Positioned near the Epic Village commercial area and conveniently located near SR-207, US-1, SR-312, and I-95, the property provides strong connectivity to Downtown St. Augustine, surrounding residential communities, retail

  Eric Maimo Coldwell Banker Commercial Premier Properties

  0 Rolling Hills Dr Unit 264006, St. Augustine, FL 32086
• 

  

  /27

  $1,750 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,372 Sq Ft
  • Townhouse for Rent

  284 Moultrie Village Ln, Saint Augustine, FL 32086

  This property is managed by Florida Homes Realty & Mortgage Property Management LLC

  JB Bhan FLORIDA HOMES REALTY & MORTGAGE PROPERTY MANAGEMENT

  284 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 $443,701

  Last Listing Agent Ciara Ward RE/MAX BLUE COAST

  228 Fox Water Trail, St. Augustine, FL 32086
• 

  

  /55

  Est $444,993

  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

  Last Listing Agent Brittany Licari REALTY EXCHANGE, LLC
• 

  

  /34

  $239,900

  • 2 Beds
  • 2.5 Baths
  • 1,211 Sq Ft

  256 Whitland Way, St. Augustine, FL 32086

  Welcome to low-maintenance living in Cypress Bay! This well-maintained 2-bedroom, 2.5-bathroom townhome was built in 2018 and features a desirable open floor plan designed for comfortable everyday living and easy entertaining. The kitchen offers wood cabinetry, stainless steel appliances, and a convenient peninsula with room for seating, creating a natural gathering space that opens to the living

  Noah Bailey Keller Williams Realty Atlantic Partners St Augustine

  256 Whitland Way, St. Augustine, FL 32086
• 

  

  /13

  $1,680 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,341 Sq Ft
  • Townhouse for Rent

  141 Whitland Way, Saint Augustine, FL 32086

  Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome in the desirable Cypress Bay community! Built in 2018, this home offers a bright, open floor plan with a spacious living and dining area, a modern kitchen featuring stainless steel appliances, ample cabinet space, and a breakfast bar. Upstairs, you'll find two generously sized bedrooms, each with its own private bathroom,

  Lori Neighbors ASSIST2SELL FULL SERVICE REALTY LLC.

  141 Whitland Way, Saint Augustine, FL 32086
• 

  

  /25

  $247,600

  Sold Apr 20, 2026

  22 Buckley Ct, Saint Augustine, FL 32086

  • 3 Beds
  • 2.5 Baths
  • 1,499 Sq Ft
  • Built 2018

  Last Sold Summary

  • $165/SF
  • 269 Days On Market

  Current Estimated Value $257,256

  Last Listing Agent Adam Taylor PREMIER HOMES REALTY INC

  22 Buckley Ct, Saint Augustine, FL 32086
• 

  

  /33

  Est $396,950

  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

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

  

  /55

  $399,999

  $29K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,769 Sq Ft

  334 S Churchill Dr, Saint Augustine, FL 32086

  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 countertops, designer fixtures, and

  Kiara Nicolette Endless Summer Realty

  334 S Churchill Dr, 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 $237,984

  Last Listing Agent Brad Barfield One Sotheby's - Downtown

  187 Whitland Way, Saint Augustine, FL 32086
• 

  /2

  Est $128,474

  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

  Last Listing Agent Justin Noe AGILE GROUP REALTY
• 

  

  /69

  $549,900

  • 5 Beds
  • 4.5 Baths
  • 3,266 Sq Ft

  50 Sandy Palm Trail, St. Augustine, FL 32086

  This stunning LAKEFRONT 5 bed/4.5 bath 2024-built home features modern design, premium finishes, and a spacious, thoughtfully designed layout! This like-new home is located in the heart of St. Augustine near coffee shops, restaurants, gyms, Publix, the movie theater and more! Enjoy versatile flex spaces perfect for a home office, playroom, fitness area, media room, or additional living space. The

  Bethany Gerecke STA REALTY

  50 Sandy Palm Trail, St. 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 $389,730

  Last Listing Agent Lorraine Manna Exp Realty

  709 Deer Crossing Rd, Saint Augustine, FL 32086
• 

  

  /35

  Est $333,456

  Not Listed For Sale

  399 Ashby Landing Way, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Built 2018

  399 Ashby Landing Way, Saint Augustine, FL 32086

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Michelle Ortelli COLDWELL BANKER VANGUARD REALTY
• 

  

  /21

  $189,000

  • Land
  • 1.23 Acres
  • $153,659 per Acre

  0 Kings Estate Rd, Saint Augustine, FL 32086

  Build your dream home on this spacious 1.23 + -acre homesite located off Kings this oversized parcel offers plenty of room to design the home you've always envisioned while enjoying the privacy and space that acreage living provides. The lot next door is also for sale it would be perfect for a family compound.

  Anna DiCrescenzo REALTY EXCHANGE, LLC

  0 Kings Estate Rd, Saint Augustine, FL 32086
• 

  

  /35

  $452,500

  Sold Jun 29, 2026

  257 N Churchill Dr, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 2,060 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $220/SF
  • 52 Days On Market

  Current Estimated Value $451,592

  Last Listing Agent Jason Rowe Sunshine Realty & Vacation Rentals, LLC

  257 N Churchill Dr, Saint Augustine, FL 32086
• 

  

  /43

  Est $227,000

  Not Listed For Sale

  27 Buckley Ct, Saint Augustine, FL 32086

  • 2 Beds
  • 2.5 Baths
  • 1,636 Sq Ft
  • Built 2017

  27 Buckley Ct, Saint Augustine, FL 32086

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Katelyn Vizcaino BEACH STATE REALTY
• 

  

  /17

  $349,990

  Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,709 Sq Ft

  24 Green Turtle Ln, St. Augustine, FL 32086

  SHOWINGS START 8/27!!!Welcome to 24 Green Turtle Lane in desirable Deerfield Preserve! This stylish single-story home features an open layout with high ceilings, tile floors, and abundant natural light.The kitchen impresses with white cabinets, granite counters, a large island, and stainless appliances, flowing seamlessly into the dining and living areas. The primary suite offers a

  VINCENT RAMPOLLA MOMENTUM REALTY

  24 Green Turtle Ln, St. 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 $190,650

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

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

  

  /22

  Est $244,579

  Not Listed For Sale

  211 Whitland Way, Saint Augustine, FL 32086

  • 2 Beds
  • 2.5 Baths
  • 1,341 Sq Ft
  • Built 2018

  211 Whitland Way, Saint Augustine, FL 32086

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Clair Corbett WATSON REALTY CORP
• 

  

  /21

  $249,000

  $6K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft

  2224 Twin Fox Trail, Saint Augustine, FL 32086

  Welcome home to this charming 3-bedroom, 2-bathroom residence situated on approximately one-half acre of privately owned land in an established neighborhood with mature trees and plenty of outdoor space. Offering approximately 1,634 square feet of living area, this well-maintained home combines comfort, functionality, and freedom with no HOA restrictions. The spacious property features a fully

  Jena Dennis Great Expectations Realty

  2224 Twin Fox Trail, 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 $363,101

  Last Listing Agent Andrew Birchall Birchall and Company Real Estate

  157 N Churchill Dr, Saint Augustine, FL 32086
• 

  

  /48

  Est $362,605

  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

  Last Listing Agent Adrienne Lord STAGED TO SELL REALTY
• 

  

  /39

  $349,000

  $20K 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
• 

  

  /42

  $197,000

  Sold Aug 11, 2026

  405 S Villa San Marco Dr Unit 208, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $156/SF
  • 9 Days On Market

  Current Estimated Value $205,906

  Last Listing Agent Rosangely Osorio CROSSVIEW REALTY

  405 S Villa San Marco Dr Unit 208, Saint Augustine, FL 32086
• 

  

  /23

  Est $229,615

  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

  Last Listing Agent ALLISON JOHNSTON OPENDOOR BROKERAGE, LLC.
• 

  

  /6

  $3,200,000

  • Land
  • 9.1 Acres
  • $351,648 per Acre

  1400 State Road 207, St. Augustine, FL 32086

  9.1 acres in a prime location on State Road 207 in St Augustine. This parcel features 161 feet of frontage on SR 207 with an extremely high annual average daily traffic count of 35,000. Currently zoned Open Rural, but is designated mixed use on the St. Johns County FLUM (Future Land Use Map). This parcel is surrounded by a variety of high-intensity zonings. The land adjacent to the north and east

  Keto Burns Southern Realty of St Augustine & Crescent Beach

  1400 State Road 207, St. 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
• 

  

  /19

  Est $229,902

  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

  Last Listing Agent ALLISON JOHNSTON OPENDOOR BROKERAGE, LLC.
• 

  

  /25

  $384,000

  $4K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,930 Sq Ft

  255 Deer Crossing Rd, Saint Augustine, FL 32086

  255 Deer Crossing Rd is a single-story Saint Augustine home featuring an open layout with a kitchen island, stainless steel appliances, light cabinetry with stone-look countertops, and pendant lighting over the island. The main living area offers tile flooring, a ceiling fan, and a sliding glass door connecting directly to the screened patio for easy indoor-outdoor access. The primary bedroom

  Karen Albright OPENDOOR BROKERAGE, LLC.

  255 Deer Crossing Rd, 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 $396,338

  Last Listing Agent Caitlin Daugherty ONE Sotheby's Int A1A Beach

  924 S Garden Lake Dr, Saint Augustine, FL 32086
• 

  

  /28

  Est $193,919

  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

  Last Listing Agent Jennifer Hayes COMPASS FLORIDA LLC
• 

  

  /32

  $230,000

  • 2 Beds
  • 2.5 Baths
  • 1,344 Sq Ft

  114 Moultrie Village Ln, Saint Augustine, FL 32086

  Charming Downtown Retreat with Dual Master Suites - Steps from the cobblestone charm and centuries of history that make downtown St. Augustine one of a kind, this beautifully appointed 2-bedroom, 2-bath townhome offers a rare layout you won't want to miss: two spacious master suites, both upstairs, each with its own private bath -- perfect for roommates, guests, or anyone who values privacy and

  ANDREW ANDERSON ANDERSON REALTY

  114 Moultrie Village Ln, Saint Augustine, FL 32086
• 

  

  /35

  $155,000

  Sold Aug 06, 2026

  415 S Villa San Marco Dr Unit 205, Saint Augustine, FL 32086

  • 2 Beds
  • 2 Baths
  • 1,085 Sq Ft
  • Built 2004

  Last Sold Summary

  • 28% Below List Price
  • $143/SF
  • 384 Days On Market

  Current Estimated Value $171,346

  Last Listing Agent Gloria Worley Century 21 St Augustine Properties

  415 S Villa San Marco Dr Unit 205, Saint Augustine, FL 32086
• 

  

  /32

  Est $153,200

  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

  Last Listing Agent Parker Gailey GAILEY ENTERPRISES LLC
• 

  

  /29

  $285,000

  • 2 Beds
  • 2.5 Baths
  • 1,211 Sq Ft

  33 Buckley Ct, Saint Augustine, FL 32086

  Whether you are purchasing your first home, downsizing, looking for a St. Augustine getaway, or searching for an investment property, 33 Buckley Court offers exceptional flexibility at an attractive price. This inviting 2 bedroom, 2.5 bath townhome features a large kitchen for cooking with stainless steel appliances, an open floor plan, and a fenced in backyard perfect for entertaining. A

  Sherri Davies Berkshire Hathaway Homeservices Florida Network Realty

  33 Buckley Ct, Saint Augustine, FL 32086

Showing Results 41 - 80, Page 2 of 18