$2,800,000
268 ST GEORGE Street, St. Augustine, FL 32084, St. Augustine, FL 32084
City Of St Augustine
- Price
- $2,800,000
- Beds / Baths
- 7 / 5
- Living area
- 5,800 sqft
- Year built
- 1890
- Type
- Residential
- Lot
- 0.27 ac
- Garage
- 1
- HOA
- None
- CDD
- No
- Flood zone
- Unknown
- County
- St. Johns
- Days on market
- 328
- Elementary
- Ketterlinus
- Middle
- Sebastian
- High school
- St. Augustine
Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register ofHistoric Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind ~ enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 sq ft of living space, 5 bedrooms and 3.5 bathrooms in the main house and a 2 bedroom, 1 bath apartment with private entrance, a full kitchen, living and dining room - this home is ideal for multigenerational living or additional income. Located on historic St.George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living 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 examples of Moorish Revival in the courtyard arches. With stunning original millwork, wood floors and a unique octagonal shape, this home will take you back to the splendor of the Gilded Age. 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 a part of the Upham Winter Cottage's narrative and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Nothing compares.
What to check on this one
- Verify roof age and obtain recent inspection report; 136-year-old home likely needs insurance underwriting
- Order 4-point inspection and wind-mitigation assessment; critical for historic home insurability
- Confirm flood zone designation with FEMA map and obtain elevation certificate if in AE/VE
- Review historic district restrictions, NRHP covenants, and any deed limitations on alterations
- Verify accessory dwelling unit (2BR/1BA apartment) complies with local zoning and rental regulations
- Inspect plumbing materials; if original, assess for polybutylene or cast-iron — major replacement cost
Flagged from the listing itself — not an inspection, and no substitute for one. Bring these to the showing.
What this home really costs per month
Loan $2,240,000 at 6.75% · 30 yr
Not a loan quote. Rate, insurance, and tax are stated assumptions — a lender and an insurance agent give real numbers. Homestead exemption lowers taxes after you file.
Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY. Data via realMLS (Northeast Florida MLS), updated Aug 18, 2026, 12:18 PM.
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