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$3,500,000
4 Beds 6 Baths 2121821 MLS
A rare piece of Jacksonville history, gracefully set on one of Avondale's most coveted riverfront parcels. Built in 1922 as the private residence of Telfair Stockton, the original founder and visionary developer of Avondale, this extraordinary Mediterranean Revival estate is where architectural legacy meets timeless waterfront living. Quietly tucked at the foot of a cul-de-sac, the property boasts an impressive 118 feet of frontage on the St. Johns River, capturing sweeping, postcard-worthy views of the downtown skyline. From the moment you arrive, the home's historic pedigree is unmistakable. Original architectural millwork, preserved details, and five fireplaces echo the craftsmanship of a bygone era, while thoughtful updates ensure effortless modern living. The expansive, updated kitchen serves as the heart of the home—perfectly positioned for both everyday life and elegant entertaining. The main residence offers three bedrooms plus a versatile flex room ideal for a fourth bedroom, home office, or private retreat, along with four full baths and one half bath. Outdoors, the estate unfolds into a true riverfront sanctuary: a resort-style pool, private dock with covered boat lift, and endless opportunities for sunrise coffees and sunset soirées. Adding to the property's rare appeal is a detached two-car garage with a charming one-bedroom, one-bath carriage house, ideal for guests, extended family, or a private studio. This is more than a homeit's a landmark. A once-in-a-generation opportunity to own a foundational piece of Avondale's history, impeccably preserved and perfectly positioned along the St. Johns River. Historic. Iconic. Unrepeatable.

1878 Avondale Circle, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$2,700,000
7 Beds 7 Baths 2120940 MLS
**Major price reduction** Welcome to this completely transformed, three-story estate nestled within the gates of the prestigious Glen Kernan Golf & Country Club. Set on a serene, preserve-backed lot, this expansive residence spans 7,000 square feet and offers an unparalleled blend of elegance, comfort, and resort-style living. This 7 bedroom 7 bathroom includes a main level primary suite, a spa inspired bathroom with dual vanities, and generous walk-in closet space. High-end finishes and upgrades throughout the home deliver unmatched grandeur and practicality. Outside you will find a large cabana and saltwater pool, perfect for entertaining and hosting. Imagine your evenings spent at the newly reimagined clubhouse with a pristine golf course, state of the art wellness center, tennis and pickleball courts, and resort-style pools. Conveniently located to the beaches, town center, and hospitals, this home has everything you need for family living and high end entertaining.

4579 Swilcan Bridge Lane N, Jacksonville

Listing courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST.

$7,000,000
6 Beds 7 Baths 2119880 MLS
SPECTACULAR 8+ Acres RIVER FRONT ESTATE! ONE OF A KIND! Over 7,000 square feet of Generational Luxury Living. YOUR OWN PROFESSIONAL GYM for your work outs Another finished building to hold your toys. The waterfront is bulk headed and includes deep water dock. Set sail for the open Atlantic and on to the Bahamas! FLORIDA SUNSETS FROM THE SPACIOUS OPEN CONCEPT LIVING ROOM OR SIT BY THE PAVERED SPARKLING POOL. Come inside to enjoy your chefs kitchen where your guests will want to congregate for Margaritas and munchies. All stainless appliances, marble counters, breakfast bar island, separate nook for that cozy cup of tea. High-end tile floors throughout beginning with the dramatic foyer and grand staircase. Primary bedroom is on the main floor with gorgeous bathroom. TAKE YOUR ELEVATOR. to 2nd Primary bedroom upstairs & TWO LAUNDRY ROOMS, one up and one down, This estate includes, pickle ball court & basketball court, two Tesla charging stations! NOW IT JUST NEEDS YOU!

13224 Mandarin Road, Jacksonville

Listing courtesy of FLORIDA HOMES REALTY & MTG LLC.

$1,900,000
4 Beds 5 Baths 2118865 MLS
This Custom Home built by Jerry Linder is located in the highly desirable Pablo Creek Reserve community. The primary suite, living room, kitchen, office, and expansive screened lanai with fireplace and full summer kitchen all overlook a serene water view—perfect for both everyday living and entertaining. Additional features include a fireplace in the living room, spacious open floor plan, and premium finishes throughout. The Wine Cellar is incredible. Upstairs Suite includes bonus room, bedroom and full bath - perfect for dedicated home office with privacy & focus, or as separate quarters for guests, other family members or entertainment etc. Oversized 3 car garage. Conveniently close to Mayo Clinic, beaches, St. Johns Town Center, and major highways. This home is a must-see!

5172 Wilton Walk Drive, Jacksonville

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$3,550,000
4 Beds 6 Baths 2119274 MLS
For the very first time, Glen Kernan's iconic ''Castle House'' is opening its doors, offering a rare opportunity to own one of Jacksonville's most exclusive and private estates. This Mediterranean masterpiece sits on an expansive golf-to-lake homesite and delivers unmatched architecture, craftsmanship, and character. A grand circular drive leads to the signature turret tower, both dramatic and timeless. Inside, sweeping ceilings, custom ironwork, intricate stone detailing, and a breathtaking spiral staircase create elegance at every turn. The brilliant floorplan offers formal and casual living spaces, a showpiece library, an entertainer's chef's kitchen with hidden prep kitchen and butler's pantry, and a dedicated primary wing with private balcony overlooking the course, sitting room with wet bar, wood-burning fireplace, and a luxury-inspired spa retreat.... The home's resort-style outdoor living is equally extraordinary. Through a series of French doors, the interior flows seamlessly to an expansive poolside portico complete with outdoor fireplace, dining space, and panoramic views of Glen Kernan's championship golf course and tranquil lake. Every sunset becomes a private showpiece. Additional highlights include elegant guest suites, an elevator, hand-crafted woodwork and stone features throughout, and a level of architectural detail that has made this property truly one of a kind. Set within one of Jacksonville's most exclusive country club communities, offering golf, tennis, swim, fitness, and dining, this estate presents an unmatched opportunity to own a true piece of Glen Kernan history. Iconic, unforgettable, and available for the very first time.

4430 Glen Kernan Parkway, Jacksonville

Listing courtesy of HERRON REAL ESTATE LLC.

Selling Office: .

$1,125,000
4 Beds 4 Baths 2119099 MLS
This home in desirable, gated Highland Glen has been completely renovated including a new HVAC (2024) a newer roof (2022) and fresh exterior paint (2025). The fabulous outdoor space, backing up to nature, is ready for your entertaining, with a fully screened salt-water pool, a hot tub, a summer kitchen and a wonderful fire pit. The well-designed open floor plan offers a spacious great room with a new electric fireplace and floating shelves, a large casual dining area, formal dining and a chef's dream kitchen with all new appliances. There is a primary suite downstairs and 3 bedrooms and two baths up, along with a bonus room, office space and a music room that is fully insulated for sound. Don't miss the list of upgrades that include a water softener, wiring for an EV charger, LVP flooring throughout, garage epoxy flooring, garage storage, Phillips Lighting Hub, Ring Camera system and much more. The Highland Glen location is amazing! Live minutes from the beach, St. Johns Town Center shopping, fine dining and all the entertainment downtown has to offer. You don't want to miss the opportunity to make this beautiful home yours!

13016 S Highland Glen Way S, Jacksonville

Listing courtesy of PONTE VEDRA CLUB REALTY, INC..

Selling Office: .

$1,550,000
5 Beds 4 Baths 2118955 MLS
Experience the ultimate waterfront lifestyle in this stunning Riverfront Estate! Offering breathtaking water views, where Julington Creek meets the St. Johns River and gorgeous sunsets. Nestled beneath grand oak trees at the end of a private drive that enhances its Old Florida charm, this home features five bedrooms, an elegant study, spacious loft, two fireplaces, and newer LVP flooring throughout. Floor to ceiling windows fill the home with natural light and panoramic river views in the main living areas and downstairs primary suite. Made for outdoor living, the home showcases an expansive back deck, pool, and private dock. A true boaters paradise, where you can enjoy endless access to the river. With multiple slips, bring your boat, jet skis, or both! Perfect location, off iconic tree-lined Mandarin Rd, just minutes from Mandarin Park with a playground, scenic trails, and a public boat ramp. An easy commute to downtown Jacksonville and St. Johns. Blending luxury, comfort, and unmatched outdoor living, this exceptional property offers a rare opportunity to own one of Mandarin's premier riverfront homes!

14566 Longview Drive S, Jacksonville

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$1,050,000
3 Beds 3 Baths 2115988 MLS
*Open House Cancelled Due to Accepted Offer* Well maintained one owner waterfront home in Isle of Palms, one of Jacksonville's most sought after boating communities. New bulkhead in 2018, new architectural shingle roof in 2023 and new Shark garage floor coating in 2025. Eat-in kitchen with Quartz counters, Cherry cabinets, double oven, microwave, breakfast bar, tile floors and backsplash. Family room with fireplace, formal living and dining rooms, first floor large primary bedroom, vaulted knock down ceilings, recessed lighting and plantation shutters. Separate office on first floor can be 4th bedroom. Paver patio and covered lanai overlooks your dock with 16k lb covered boat lift on tidal waterfront canal that leads to the Intracoastal waterway. Laundry room with cabinets, sprinkler system, and mature landscaping. Close to Mayport, UNF, and Town Center. Mayo Clinic, shops and restaurants are right up the street. No HOA or CDD fees. Boats/RV allowed. Why live anywhere else?

4223 Tradewinds Drive, Jacksonville

Listing courtesy of PHYLLIS STAINES, BROKER. 904-476-7653

Selling Office: .

$1,100,000
4 Beds 4 Baths 2118458 MLS
Located in highly desirable neighborhood of Venetia, this captivating home sits on two-and-a-half lots and offers exceptional curb appeal, timeless character, and a new roof. Full of charm and natural light, the interior features inviting living spaces and classic architectural details that make the home truly special. The expansive yard provides endless possibilities, from gardening, a chicken coop, and outdoor entertaining — all framed by mature landscaping and peaceful surroundings. Just a stone's throw from the St. John's River, this property combines a prime location with the warmth and personality of a beloved neighborhood home. Don't miss this rare opportunity to own a distinctive property in one of the area's most sought-after communities. Schedule your private tour today.

4165 Roma Boulevard, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$2,295,000
2118290 MLS
The sale includes plans and entitlements to construct a new storage structure of approximately 120,000 sq.ft. and maximum height of 90ft on the east side of the site in addition to the existing 48,736 sq.ft. brick structure which has already been rezoned PUD. The PUD zoning allows for 144 multi family or condo units, hospitality, educational, medical and commercial. There is additional parking potential on the vacant lot on the corner of Franklin/17th for future ventures. •Located just 2 miles from Jaguars Stadium, this site is strategically positioned in a booming development corridor, where over an estimated $4 billion in new projects are underway. Ideal for condos, a boutique hotel, medical, educational or commercial office space, this historic landmark presents a thrilling opportunity to create a dynamic, high-demand destination. •Projects underway in less than 2 miles away: The Shipyard development which includes a Four Seasons Hotel and Private Residence and luxury office space, Gateway project which spans an estimated 20 blocks and consists of multi-family, retail and additional mixed use, Laura Street Trio (consists of an Autograph Marriot and an upscale restaurant space), Mosh science museum, $1.3 billion renovations to the Jaguar Stadium and much more.

1221 E 16th Street, Jacksonville

Listing courtesy of MAXREV, LLC.

$1,975,000
5 Beds 7 Baths 2117985 MLS
With Grand River views in the heart of Historic Avondale, this ''Prairie School'' influenced design was built in 1924 and enjoys a colorful past as the ''Bootlegger House''. A full renovation in 2015 is timeless with today's modern standards. A wide front veranda welcomes you to enter between twin copper lanterns and beveled glass entry. A grand entry foyer leads to spacious traditional Living and Dining rooms, plus sunlit side porch with river views. The kitchen is a cook's delight with newer stainless gas appliances, travertine counters, solid wood cabinetry and separate laundry with antique farm sink. Up the classic staircase are 4 large bedrooms and 3 full baths. The primary suite includes a sun/sitting room, private bath, walk-in closet and great river views.In the back yard is entertainment central with gas fire pit and summer kitchen grill. A separate building with it's own address features a studio and 2 car garage down and a full apartment up for Family or Air B&B

1880 Edgewood Avenue S, Jacksonville

Listing courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST.

$2,999,999
5 Beds 5 Baths 2117943 MLS
Tucked beyond an established waterfront corridor, Palm Island is an intimate gated enclave of newer coastal luxury homes, offering exceptional privacy, boating access, and a serene setting unlike any other. Once inside the community, residents are welcomed by sweeping salt marsh and Intracoastal Waterway views that create a true coastal retreat. The gourmet kitchen is a showpiece, featuring custom beam accents, a generous island, floor-to-ceiling cabinetry, quartz countertops, premium appliances, under-cabinet lighting, and a built-in pantry. The open-concept design flows effortlessly through 16-foot sliding glass doors to the covered lanai, creating seamless indoor-outdoor living. An elegant two-story foyer and dining area are framed by a dramatic wall of windows, capturing natural light, sunsets, and water views. The great room is anchored by a brick-faced gas fireplace with a wood mantle and custom bench seating. A private guest suite with ensuite bath completes the main level. Upstairs, the primary suite offers a tranquil retreat with custom ceiling details, water views, and a private balcony overlooking the Intracoastal. The spa-inspired bath features vaulted ceilings, dual apron sinks, dual shower heads, a freestanding soaking tub, two walk-in closets with custom built-ins, and nearby laundry room. A spacious loft overlooks the foyer and dining area, while three additional bedrooms, each private balcony access. One features a dedicated bath, while the others share a well-appointed bath.. The outdoor living space is designed for resort-style enjoyment, with a covered lanai, saltwater pool with sun shelf and in-pool seating, summer kitchen, outdoor bar, and fire pit- perfect for entertaining or relaxing at sunset. All outdoor furnishings convey for a seamless move-in-ready experience. Additional highlights include abundant storage, a spacious garage with coated flooring, overhead storage racks, and prewiring for two electric vehicle chargers. Completing the coastal lifestyle, the property offers deepwater access with a private dock, seating area, covered boathouse for a 30-foot, 10,000-pound vessel, and a floating dock with power, water, and lighting. Ideally situated within walking/biking distance to Isle of Palm Park, five minutes from the Mayo Clinic, shopping, and dining, a short ten-minute drive to Jacksonville Beach and Ponte Vedra Beach. Perfectly positioned and impeccably designed, this Palm Island residence embodies elevated waterfront living-Just bring the boat.

14853 Bonefish Drive, Jacksonville

Listing courtesy of ANCHORED REAL ESTATE GROUP LLC.

$1,157,895
5 Beds 5 Baths 2117685 MLS
Set on a private point lot on a cul-de-sac in the guard-gated community of Plantation Estates, this home has been beautifully transformed. The first floor features tumbled travertine that brings a timeless feel throughout. The kitchen is a showpiece with custom cabinetry to the ceiling, a copper hammered hood and sink, a large quartz island, quartz up the backsplash, Wolf appliances, double oven, warming drawer, SUB ZERO refrigerator and thoughtful storage. The backyard feels like a private resort on a .41 acre lot with a screened pool, travertine pavers, outdoor kitchen, tiki hut, saltwater pool, waterfall, fire features and an oversized spa. The primary suite is on the first floor with a large ensuite and his and her closets, and the split floor plan provides privacy for the guest rooms. The sellers extended the driveway and added mature landscaping that enhances the outdoor setting! New roof installed in 2023! Come checkout this masterpiece!

1056 W Dorchester Drive, Jacksonville

Listing courtesy of HERRON REAL ESTATE LLC.

Selling Office: .

$1,050,000
4 Beds 3 Baths 2117547 MLS
Beautifully maintained luxury Golf Course home in desirable Jacksonville Golf & Country Club. This home features an open floor plan that is perfect for family get togethers and entertaining. Almost every room of the house has a view of the Lanai and Pool leading out to the 8th Fairway and Green. A circular driveway with pavers accents the front of the home, and the lush landscaping and fenced backyard with mature citrus trees is a bonus ! Recent renovations include a new roof (2023), HVAC System (2023), 2 Water Heaters (2024), Custom Shiplap built in Shelving and Mantel in Living Room, Quartz Countertops and Backsplash in kitchen and all new appliances, complete remodel of Master Bath with walk-in glass Shower and Custom Tub, new recessed interior lighting throughout and freshly painted interior and exterior.

13061 Biggin Church Road S, Jacksonville

Listing courtesy of ONE REALTY CORP.

Selling Office: .

$1,185,000
4 Beds 4 Baths 2117185 MLS
Why wait to build when you can have it all now? This stunning 2024 ranch-style home in Seven Pines offers modern luxury and timeless comfort with over $250K in designer upgrades. Every detail has been thoughtfully curated — from white oak hardwoods, beams, and custom cabinetry to designer lighting, a locker system, and a fully finished garage with organization system and Shark Coating floors. With 4 true bedrooms, an office, and a large bonus room, this open-concept layout is perfect for both entertaining and everyday living. Nothing has been missed — this home is truly move-in ready. Set in Seven Pines, Jacksonville's premier new master-planned community, you'll enjoy over 1,000 acres of natural beauty, resort-style amenities, and a welcoming neighborhood feel.

12191 Stillwood Pines Boulevard, Jacksonville

Listing courtesy of COMPASS FLORIDA LLC.

Selling Office: .

$1,435,000
6 Beds 6 Baths 2117105 MLS
EXPANSIVE MARSH VIEW AND POOL HOME IN THE BEAUTIFUL COMMUNITY OF QUEENS HARBOR YACHT AND CC. HERE IS AN ABBREVIATED LIST OF UPGRADES MADE IN 2025 - NEW MAIN A/C TRANE UNIT, NEW AC PIPES/DUCTS IN ATTIC, NEW HIGH EFFICIENCY A/C IN GARAGE, NEW 2 ZONE A/C THERMOSTATS, NEW GE COMBO MICROWAVE AND OVEN, NEW WINE COOLER, NEW 4 WATER SAVING TOILETS, NEW PENTAIR POOL EQUIPMENT, NEW WATER SOFTENER, NEW DISPOSAL IN THE KITCHEN VEGGIE SINK, NEW GRILL IN OUTDOOR KITCHEN, FRESHLY PAINTED INTERIOR WALLS AND CEILINGS, NEW BAMBOO FLOORING ON SECOND LEVEL WHICH REPLACED ALL CARPETING, RESTORED MAIN STAIRCASE FROM CARPET TO HARDWOOD FLOOR, ADDITIONAL INSULATION ADDED TO ATTIC AND MORE... THIS HOME SITS ON A LITTLE MORE THAN A HALF ACRE, PRIVATE, TRANQUIL BACKYARD, ALL ROOMS ARE SPACIOUS AND THIS HOME SHOWS WELL. LESS THAN 5 MILES FROM THE BEACH, 7 MILES FROM MAYO CLINIC, APPROXIMATELY 18 MINUTES FROM GREAT SHOPPING AT THE ST. JOHNS TOWN CENTER. THIS IS A TRUE 6 BEDROOM OR 5 BEDROOM W/AN OFFICE.

751 Shipwatch Drive E, Jacksonville

Listing courtesy of THE LEGENDS OF REAL ESTATE.

Selling Office: .

$3,400,000
7 Beds 7 Baths 2114879 MLS
Welcome to a RIVERFRONT sanctuary in historic Ortega Forest, one of Jacksonville's most elegant neighborhoods defined by timeless southern charm and majestic oak-lined streets. This HIGH-TECH riverfront resort has undergone an EXTENSIVE RENOVATION offering unparalleled luxury lifestyle and WEST-FACING views to capture the BREATHTAKING SUNSETS over the Ortega River from almost every major room. Spanning 1.07 ACRES 7BR/6.5BA, 4 river-view suites, fiber and whole-property Wi-Fi. RESORT LIVING AT HOME with primary and guest suiteS, kitchen, dining and main areas on the entry level floor. The backyard sanctuary is built for entertaining with a magnificent 52'x26' POOL & SPA framed by 4000 SF of luxurious leathered marble decking. ELEGANT FIRE PIT terrace with direct river views. BOATER'S DREAM! The property includes a NEW BULKHEAD, an expanded COVERED dock entertainment lounge & boat lift. SELLER IS A LICENSED ACTIVE REAL ESTATE AGENT. CAN BE SOLD WITH FURNISHINGS & BOAT LOUNGE complete with integrated smart audio and gigabit Wi-Fiyour living room on the river. Here, fun on the water is a way of life. From your private dock you can cruise just 20 MINUTES TO DOWNTOWN JACKSONVILLE for waterfront eats, explore peaceful preserves, or take the St. Johns River to the ocean for even more water adventures like boating, fishing, and jet skiing. Inside, the home is a masterpiece of technology and luxury: fully wired with 12 INDEPENDENT AUDIO ZONES (including the dock and three theater rooms) and a pro Ubiquiti network for seamless whole-home voice and fast Wi-Fi control. Enjoy thoughtful spaces like the climate-controlled WINE CELLAR, a game room, and an air-conditioned LOFT over the garage featuring five built-in queen beds (ideal for a gym/large family gatherings). The home offers LUXURIOUS PRIVACY with the Master Suite and three dedicated en-suite guest rooms all overlooking the water. Peace of mind is guaranteed with TWO NEW HVAC systems, a new garage split, and redesigned landscaping. The neighborhood offers the freedom and flexibility of NO HOA OR CDD FEES. Located close to I-295/I-10 and just minutes from upscale shopping, specialty dining (Southern Steer Butcher, Fresh Market), and the popular Avondale/Riverside neighborhoods. This is an unparalleled opportunity to own a PRIME COASTAL RETREAT.

4232 Ortega Forest Drive, Jacksonville

Listing courtesy of CHAD AND SANDY REAL ESTATE GROUP.

Selling Office: .

$3,300,000
2116712 MLS
Beautifully appointed professional office space within a distinguished building overlooking the scenic Arlington River. The property combines refined design with practical functionality, creating an inviting and productive work environment. The building itself features expansive windows that fill the interiors with natural light, highlighting the serene water views that define this unique riverfront setting. A gorgeous veranda and landscaped courtyard with outdoor seating provide ideal spaces for breaks, client meetings, or simply enjoying the tranquil surroundings. Inside, the office suites are designed for flexibility, with open layouts, high ceilings, and quality finishes that can accommodate a variety of professional uses—from executive offices to creative workspaces or medical and consulting practices. Recent upgrades to the building's systems, including modern HVAC and energy-efficient lighting, enhance comfort and operational efficiency. Ample onsite parking spaces ensures convenience for staff and visitors alike. Strategically located just minutes from downtown Jacksonville, the Arlington Expressway, and major bridges, the property offers excellent accessibility while maintaining a quiet, professional riverside atmosphere. With its combination of elegance, functionality, and prime waterfront location, 644 Cesery Boulevard 250 stands out as one of Jacksonville's most desirable office environments.

644 Cesery Boulevard, Jacksonville

Listing courtesy of FLORIDA HOMES REALTY & MORTGAGE PROPERTY MANAGEMENT.

© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Florida Coastal Team - LPT Realty.