PerformAction
(407) 203-9595
Sign In / Sign Up
 logo  logo
  • What’s My Home Worth
  • Property Search
  • Communities
  • Agents
  • Join Us
  • FRANCHISE WITH US
    • What’s My Home Worth
    • Property Search
    • Communities
    • Agents
    • Join Us
    • FRANCHISE WITH US
Sign In / Sign Up
(407) 203-9595
  • What’s My Home Worth
  • Property Search
  • Communities
  • Agents
  • Join Us
  • FRANCHISE WITH US
    • What’s My Home Worth
    • Property Search
    • Communities
    • Agents
    • Join Us
    • FRANCHISE WITH US
  • Property Info
  • Photo Slideshow
  • Photos
  • Print
  • Save Listing
  • Share Listing
  • Property Info
  • Photos
  • Photo Slideshow
  • Print

553 CHESTNUT OAK Road, St. Augustine, FL 32092

 (Sold on )

$1,631,525

  • Open House
  • New Listing
  • Price Reduced
  • Pending
-1 More Schedule
Source MLS Verified
553 CHESTNUT OAK Road, St. Augustine, FL 32092
1/1
  • 5 BedroomBeds
  • 6 BathroomBaths
  • 4,758Sqft
  • 0Acres
  • Single FamilyType
  • 2151252MLS#
-1 More Schedule

Property Description

The Monica is a 4,000+ sq ft single-story luxury home with 4 bedrooms, 4.5 baths, and a 4-car garage. Open living flows from chef's kitchen with walk-in pantry to dining and living areas. Master suite with spa bath and French doors to lanai. Flexible spaces and customization make this home perfect for entertaining and everyday living.

Property Videos And Tours

  • Virtual Tour

Additional Virtual Tour

  • Virtual Tour

Thank you for requesting a showing of this property. A representative will be in touch with you shortly to confirm the requested showing date and time.
Please note that your appointment is not confirmed until someone contacts you.

Request Info/ Schedule Showing

Submit

Property Details 553 CHESTNUT OAK Road, St. Augustine, FL 32092

Facts & Features

  • MLS #: 2151252
  • Status: Pending
  • Date Listed: 06/18/2026
  • Type: Single Family
  • Sub Type: Single Family Residence
  • Year Built: 2026
  • Style: Traditional
  • Price: $1,631,525
  • Area: 304- 210 South
  • County: St. Johns
  • Subdivision: Silverleaf
  • Bedrooms: 5
  • Bathrooms: 6
  • Full Baths: 5
  • Half Baths: 1
  • Total SqFt: 4,758

Amenities

  • Amenities: Pool, Dog Park, Gated, Park, Pickleball, Playground, Tennis Court(s)
  • Parking: Attached, Garage, Garage Door Opener
  • # of Garages: 4
  • View: Trees/Woods
  • Pool: Yes

Interior

  • Interior Features: Breakfast Bar, Entrance Foyer, Kitchen Island, Open Floorplan, Primary Downstairs, Smart Thermostat, Split Bedrooms, Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Gas Cooktop, Gas Water Heater, Tankless Water Heater
  • Utilities: Cable Available, Electricity Available, Natural Gas Available
  • Heating: Electric
  • Cooling: Central Air, Electric
  • # of Stories: 1.00

Exterior

  • Lot Description: Sprinklers In Front, Sprinklers In Rear, Wooded
  • Roof: Shingle
  • Construction: Composition Siding, Frame

Schools

  • Elementary: Liberty Pines Academy
  • Middle: Liberty Pines Academy
  • High: Tocoi Creek

Additional Information

  • HOA Fees: $650

Output format
 

Estimated Monthly Mortgage Calculator

This calculator is provided for informational purposes only by Burrow Services, Inc. You should not make any decisions based simply on the information provided. Values indicated are estimates and may not be accurate and are only to be used as a guide. This calculator should not be relied upon in any way as the sole source of information. Please consult your financial, tax or legal advisers for an accurate assessment of your mortgage payments and any advice relating to your personal circumstances.

Similar Listings

    • New Listing
    • Price Reduced
    • Open House
    • Sold
    • Leased
    • Pending
    • Coming Soon
    • Rental
    980 RICHLAND MANOR Road
    St. Augustine FL 32092
    $1,854,380
    5 Bed 5 Beds 6 Bath 6 Baths Sq.ft. 4,993
    MLS# 2170442 Single Family
    Listing Courtesy of: JACKSONVILLE TBI REALTY, LLC
    Listing By:JACKSONVILLE TBI REALTY, LLC
    Request Info
    Delete
      • New Listing
      • Price Reduced
      • Open House
      • Sold
      • Leased
      • Pending
      • Coming Soon
      • Rental
      347 BROOK RIDGE Way
      St. Augustine FL 32092
      $1,786,466
      4 Bed 4 Beds 4 Bath 4 Baths Sq.ft. 3,992
      MLS# 2160746 Single Family
      Listing Courtesy of: ICI SELECT REALTY, INC.
      Listing By:ICI SELECT REALTY, INC.
      Request Info
      Delete
        • New Listing
        • Price Reduced
        • Open House
        • Sold
        • Leased
        • Pending
        • Coming Soon
        • Rental
        819 RICHLAND MANOR Road
        St. Augustine FL 32092
        $1,750,000
        5 Bed 5 Beds 5 Bath 5 Baths Sq.ft. 4,490
        MLS# 2168594 Single Family
        Listing Courtesy of: JACKSONVILLE TBI REALTY, LLC
        Listing By:JACKSONVILLE TBI REALTY, LLC
        Request Info
        Delete
          • New Listing
          • Price Reduced$146,000
          • Open House
          • Sold
          • Leased
          • Pending
          • Coming Soon
          • Rental
          6595 COLLIER ROAD
          ST AUGUSTINE FL 32092
          $1,749,000
          5 Bed 5 Beds 10 Bath 10 Baths Sq.ft. 5,407
          MLS# V4947602 Single Family
          Listing Courtesy of: REAL BROKER, LLC | 855-450-0442
          Listing By:REAL BROKER, LLC
          Request Info
          Delete
            • New Listing
            • Price Reduced
            • Open House
            • Sold
            • Leased
            • Pending
            • Coming Soon
            • Rental
            229 BROOK RIDGE Way
            St. Augustine FL 32092
            $1,743,178
            4 Bed 4 Beds 6 Bath 6 Baths Sq.ft. 4,249
            MLS# 2151269 Single Family
            Listing Courtesy of: ICI SELECT REALTY, INC.
            Listing By:ICI SELECT REALTY, INC.
            Request Info
            Delete
              • New Listing
              • Price Reduced$35,000
              • Open House
              • Sold
              • Leased
              • Pending
              • Coming Soon
              • Rental
              637 RICHLAND MANOR Road
              St. Augustine FL 32092
              $1,699,000
              5 Bed 5 Beds 6 Bath 6 Baths Sq.ft. 4,826
              MLS# 2138462 Single Family
              Listing Courtesy of: JACKSONVILLE TBI REALTY, LLC
              Listing By:JACKSONVILLE TBI REALTY, LLC
              Request Info
              Delete
                • New Listing
                • Price Reduced
                • Open House
                • Sold
                • Leased
                • Pending
                • Coming Soon
                • Rental
                2624 OAKGROVE Avenue
                St. Augustine FL 32092
                $1,685,000
                5 Bed 5 Beds 7 Bath 7 Baths Sq.ft. 5,083
                MLS# 2172294 Single Family
                Listing Courtesy of: CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST
                Listing By:CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST
                Request Info
                Delete
                  • New Listing
                  • Price Reduced$35,000
                  • Open House
                  • Sold
                  • Leased
                  • Pending
                  • Coming Soon
                  • Rental
                  1160 REGISTRY Boulevard
                  St. Augustine FL 32092
                  $1,650,000
                  4 Bed 4 Beds 6 Bath 6 Baths Sq.ft. 5,532
                  MLS# 2155840 Single Family
                  Listing Courtesy of: CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST
                  Listing By:CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST
                  Request Info
                  Delete
                    • New Listing
                    • Price Reduced
                    • Open House
                    • Sold
                    • Leased
                    • Pending
                    • Coming Soon
                    • Rental
                    403 ARBOR CREEK Drive
                    St. Augustine FL 32092
                    $1,613,810
                    4 Bed 4 Beds 3 Bath 3 Baths Sq.ft. 3,311
                    MLS# 2140649 Single Family
                    Listing Courtesy of: PERRY HOMES
                    Listing By:PERRY HOMES
                    Request Info
                    Delete
                      • New Listing
                      • Price Reduced$50,000
                      • Open House Sat. Nov 07; 11:00 AM - 2:00 PM
                      • Sold
                      • Leased
                      • Pending
                      • Coming Soon
                      • Rental
                      236 HERITAGE PINES Way
                      St. Augustine FL 32092
                      $1,599,999
                      5 Bed 5 Beds 6 Bath 6 Baths Sq.ft. 4,694
                      MLS# 2161940 Single Family
                      Listing Courtesy of: THE THAYVER GROUP
                      Listing By:THE THAYVER GROUP
                      Request Info
                      Delete
                        • New Listing
                        • Price Reduced$10,000
                        • Open House
                        • Sold
                        • Leased
                        • Pending
                        • Coming Soon
                        • Rental
                        424 RICHLAND MANOR Road
                        St. Augustine FL 32092
                        $1,589,000
                        5 Bed 5 Beds 6 Bath 6 Baths Sq.ft. 3,805
                        MLS# 2145278 Single Family
                        Listing Courtesy of: JACKSONVILLE TBI REALTY, LLC
                        Listing By:JACKSONVILLE TBI REALTY, LLC
                        Request Info
                        Delete
                          • New Listing
                          • Price Reduced
                          • Open House
                          • Sold
                          • Leased
                          • Pending
                          • Coming Soon
                          • Rental
                          482 CHESTNUT OAK Road
                          St. Augustine FL 32092
                          $1,570,302
                          4 Bed 4 Beds 5 Bath 5 Baths Sq.ft. 3,551
                          MLS# 2154170 Single Family
                          Listing Courtesy of: ICI SELECT REALTY, INC.
                          Listing By:ICI SELECT REALTY, INC.
                          Request Info
                          Delete
                           Ironvalley Realtors Logo

                          WE GOTyourBACK.

                          OFFICES

                          • Orlando Office

                          • 7680 Universal Blvd, Suite 300 Orlando FL 32819 Contact: (407) 203-9595

                          SEARCH

                          Residential Commercial Lot & Land Multi-Family
                          ©2026 IVRE Orlando.
                          Contact Blog Privacy Policy Accessibility Fair Housing DMCA Notice Agent Login
                          Iron Valley Real Estate, LLC is a real estate franchise company. Each Iron Valley Real Estate office is Independently Owned and Operated. Iron Valley Real Estate, LLC is an Equal Opportunity Employer and supports the Fair Housing Act.
                          Iron Valley Real Estate is powered by Burrow Services, Inc.
                          • Comparison List   0