CHRIS'S TAKE
Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a generous quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register of Historic Places. Built in 1893 as a winter retreat for John J. Upham, a veteran of the Civil War and Plains Indian War, this remarkable home showcases the graceful blend of Queen Anne Victorian architecture with extraordinary examples of Moorish Revival in the courtyard arches. From its stunning original millwork and wood floors to its unique octagonal shape, this home will take you back to the splendor of the Gilded Age. Throughout the years, illustrious figures like novelist Henry James and artist Martin Johnson Heade have graced its halls, leaving behind echoes of their stories. Imagine the whispers of conversations held within the courtyard, the laughter that danced among the garden's blooms, and the secrets whispered beneath the stars during magical evenings where tiny lights twinkled and live music filled the air. Over time, the cottage evolved along with the ever-changing tides of history. The original owners continuously added onto the property, building a ballroom, rooftop garden, and atrium. But the story of the Upham Winter Cottage didn't end there. It was transformed to a multi-family property, and remained that way for a good portion of the 20th century until it was converted back into a single-family residence in the late 1980s. Many local residents who lived there throughout the years still share the fond memories they created in this magnificent home. From joyous Flagler Era galas to legendary Mardi Gras celebrations, The Upham Winter Cottage has been a witness to countless extraordinary events throughout the ages. Today, as you step foot within these storied walls, you become an integral part of the Upham Winter Cottage's narrative. Embrace the opportunity to restore its grandeur and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Join us for an open house Sunday, August 20th from 11am-2pm
Property Highlights & Specifications
Listing StatusACTIVE IDX LISTING
Price$1,300,000
Location / CountySt. Augustine, FL (32084)
Bedrooms / Baths7 Bed / 6 Bath
Living SqFt5,403 SqFt ($241/SqFt)
SubdivisionCity Of St Augustine
Year Built1890
Property TypeResidential
MLS ID#1239615
Photo Count43 MLS Photos
Florida Reality Check: Storms, Taxes & Infrastructure
Every Florida buyer needs an honest due-diligence pass before making an offer. These are the practical checks to review for 268 ST GEORGE Street, St. Augustine, FL 32084.
Flood Zone & Insurance
Verify the FEMA flood zone, elevation, roof age, 4-point items, and wind mitigation credits before relying on the listing price as the true monthly cost.
Roof, Structure & Systems
St. Johns County due diligence should include CDD/HOA review, insurance and flood checks, roof or builder warranty status, and commute assumptions.
Taxes, CDD & HOA
Florida property taxes can reset after purchase. Confirm homestead assumptions, association dues, CDD assessments, special assessments, and municipal boundaries.
Title, Survey & Escrow
Use a strong closing team to check title defects, liens, boundary issues, unpermitted work, probate issues, and wire-fraud procedures before closing.
St. Augustine Area Facts
Schools
St. Johns County school zones are a major buyer consideration, but they still need to be verified by exact property address.
Shopping & Errands
US-1, I-95, Nocatee, World Golf Village, beach-side corridors, and historic St. Augustine access shape errands, restaurants, and medical trips.
Commute Reality
This area can be lifestyle-heavy. Compare I-95, US-1, beach access, school traffic, and Jacksonville commute timing before you lock onto a neighborhood.
Local Fit
Review CDD or HOA costs, builder or community rules, tourism pressure where relevant, flood zone, insurance, and commute timing before deciding from photos.
Explore Nearby Schools, Dining, Shopping & Healthcare
Use the map as a starting point, then ask Chris to verify school zones, drive times, services, insurance, and offer strategy for this exact address.
School Zone VerificationConfirm the assigned elementary, middle, and high school by exact address before making an offer.
Daily ErrandsCompare groceries, pharmacy, dining, and medical access from this address, not just from the city label.
Insurance & Flood ReviewRequest flood-zone, roof, wind mitigation, and insurance quotes early, especially near water or older construction.
Commute TestDrive your real route at the real time of day before deciding the location works.
Mortgage & True Monthly Cost Breakdown
Estimate monthly principal, interest, Florida property taxes, and insurance. This is a planning estimate only.
Represented Guidance ByChris Moore | The Moore Group
Marine Corps veteran and Northeast Florida REALTOR. Chris helps buyers verify the listing facts, local fit, inspection risk, insurance, and true monthly cost before they move forward.
Call Chris: (904) 606-9163