New112
$1,795,000
4 bd · 4 ba · 2,347 sqft
5246 Medoras Avenue, St. Augustine, FL
KEVIN HOWARD · ENDLESS SUMMER REALTY
Est. $10,275/mo$674/sqft · 336 days on Realty
4
Beds
5
Baths
2,366
Sqft
2025
Built
Step into the vision of this custom residence, where intelligent and thoughtful design, true craftsmanship and effortless indoor-outdoor living meet. Featuring a separate guest house and a deliciously private pool, this sunlit sanctuary invites you to slow down and savor every moment of your new life. Main house offers a welcoming gathering area that flows seamlessly to the pool pavilion. A 1st floor guest room with adjacent bath ensures comfort for the list of repeat guests. Upstairs, 2 en-suite bedrooms have singular bathrooms reminiscent of favorite resort spas, and each room has a small balcony where you can welcome the sunrise with coffee in hand. Atop the detached garage, the guest house is a haven of its own to be used for extended visitor stays or remote workspace with some serious style. Including a bedroom, full bath with laundry, living space and a micro-kitchen, this nest is a wonder of comfortable small scale living. Both dwellings enjoy easy access to the pool and the full outdoor bath. Garage includes an electric charger for your car and room for the bicycles and kayaks which will rapidly become your go-to modes of transportation. Explore the neighborhood by bike or foot and discover local favorites along the nearby Boulevard - cafes, restaurants, shops and the natural beauty of the beach at Anastasia State Park. This is not just a home - it's a lifestyle. Relaxed, refined and ready for you.
Listing agent
Irene Arriola
Courtesy of One Sotheby's - Downtown
(904) 669-0691
St Augustine and St Johns County Board of REALTORS · Listing 256512
$319,000
Estimated monthly payment
$10,275/mo
Loan amount $1,276,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
School ratings (A+ to F) from HJN community data.
Ark Christian Academy
1-11 · Regular
16 students · 3.3:1 student–teacher
Cathedral Parish School
PK-8 · Regular
244 students · 13.1:1 student–teacher
Mky- Head Start /Dpp Pk School
PK-12 · Regular · St. Johns County School District
R. B. Hunt Elementary School
KG-5 · Regular · St. Johns County School District
540 students · 15.7:1 student–teacher
Ketterlinus Elementary School
KG-5 · Regular · St. Johns County School District
405 students · 12.7:1 student–teacher
St. Augustine Public Montessori School
KG-6 · Regular · St. Johns County School District
133 students · 133.0:1 student–teacher
Blind PK-8 School (Fsdb)
PK-8 · Special Education · DEAF/BLIND
65 students · 3.8:1 student–teacher
Deaf High School (Fsdb)
9-12 · Special Education · DEAF/BLIND
179 students · 8.1:1 student–teacher
St Augustine and St Johns County Board of REALTORS
realMLS (Northeast Florida Multiple Listing Service)This content last refreshed on 2026-11-03 08:01:53 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
New112
$1,795,000
4 bd · 4 ba · 2,347 sqft
5246 Medoras Avenue, St. Augustine, FL
KEVIN HOWARD · ENDLESS SUMMER REALTY
Price Reduced79$1,199,000
4 bd · 3 ba · 2,833 sqft
167 Herons Nest Lane, St. Augustine, FL
Christine Margaret Matthaei · BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY
141$1,145,000
3 bd · 2 ba · 1,536 sqft
107 Dolphin Drive, St. Augustine, FL
DONNA MATTHEWS · BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY · on 2 MLSs
99$1,199,000
4 bd · 4 ba · 3,605 sqft
109 Marshside Drive, St Augustine, FL
Karen Lindsey · Lighthouse Realty Associates · on 2 MLSs
71$1,699,000
4 bd · 5 ba · 3,568 sqft
329 Fiddlers Point Drive, St. Augustine, FL
Christine Margaret Matthaei · BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY
Price Reduced70$1,700,000
4 bd · 3 ba · 4,729 sqft
434 a Ocean Forest Drive, St Augustine, FL
David Bradfield · Florida Homes Realty & Mortgage





Within 2 miles of this home: 39+ restaurants and cafés, 4 grocery stores, 25 parks and green spaces, and 1 transit stop.
Place data from OpenStreetMap.
The Conch House
Odd Birds Cocktail Lounge and Kitchen
Anastasia Boulevard
Blackfly
Anastasia Boulevard
Hornskis
Anastasia Boulevard
The Conch House Lounge
Osprey Tacos
Mexican restaurant
Bar None Saloon
Anastasia Boulevard
The British Pub
The Fresh Market
Anastasia Boulevard
The Gifted Gourmet
Publix
Ava Way
Diane's Natural Market
Oglethorpe Battery Park
Anastasia State Park
Gibbs Park
Anderson Circle
Ponce de León Circle
Spanish Court
Plaza de la Constitución
Cofradia Site
Purple Stop
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the St. Augustine camera map1 license-plate reader mapped within ½ mile of this home, identified as a Flock Safety device. Nearest: 0.4 mi southwest.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| License-plate readers | 1 | 2 |
| of which Flock Safety | 1 | 2 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.
Flock Safety is a company whose plate-reader cameras are used by police departments, cities, HOAs and businesses. Its devices are usually solar-powered and pole-mounted.