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$899,000
12 Beds 12 Baths 2140448 MLS
Immediate income-producing, turnkey investment opportunity featuring 4 separately deeded townhomes offered as one portfolio at 3585, 3589, 3593 & 3597 Drexel Street. Built in 2022, this newer construction asset offers immediate income, low-maintenance ownership, and the rare flexibility to sell units individually-creating a built-in exit strategy for future appreciation. Each residence offers 3 bedrooms, 2.5 bathrooms, 1,480 sq ft, and an attached one-car garage. Floor plan features open-concept living on the first floor with kitchen, dining, and living areas - along with a half bath, plus 3 bedrooms and 2 full baths upstairs. All units are finished with consistent durable, low-maintenance materials including luxury vinyl plank flooring, shaker-style cabinetry, quartz countertops, and stainless steel appliances. Exterior features include Hardie siding, fully fenced yards, and irrigation systems for each unit. This income producing portfolio provides a mix of 3 long-term rental units and one fully furnished short-term rental with established performance history and professional management in place. (Furnishings convey with acceptable offer) Opportunity exists for increased returns through rent optimization or management adjustments. Photos shown only include the furnished short-term rental unit. All units share an identical floor plan, with cohesive finishes and overall condition. Located just minutes from the historic charm of San Marco Square and the scenic St. Johns River with easy access to premier dining, boutique shopping, and the Southbank Riverwalk. With a strong combination of stable long-term income and supplemental short-term rental revenue, this asset offers diversified cash flow in a low-maintenance, newer construction package. Ideal for investors seeking a 1031 exchange, portfolio expansion, or a flexible asset with multiple future exit strategies in a growing rental market.

3585-3597 Drexel Street, Jacksonville

Listing courtesy of RE/MAX SPECIALISTS.

Selling Office: .

$1,795,000
4 Beds 4 Baths 2138108 MLS
This striking, historically inspired estate masterfully blends timeless architecture with the ease of modern living; offering all the charm of a classic home, without the constraints of historical designation. Set on a serene, park-like homesite, this exceptional property enjoys a picturesque setting across from a navigable creek, where you can launch a kayak and glide directly to the river! The view of the 3 acre park/preserve from your front porch is heavenly. Both the main residence & guest apartment have been thoughtfully reimagined with a designer's eye, full of custom details that create an effortless flow for both intimate gatherings and large scale entertaining. The new all white chef's kitchen is stunning, with everything from a Subzero fridge, pot filler, dual fuel range, plus separate wine & beverage refrigerators and more! Crafted with all brick construction, this offers a rare combination of architectural beauty and modern refinement in a peaceful, quiet setting. The oversized backyard offers lots of options for outdoor living with paver patios and two pergolas. The abundance of closet and storage space in this home is unbelievable; more than you will find in any other home in San Marco! The main home has approx. 4500 sq ft, with 1 BR/1.5 BA down and 3 BR/2 BA up. The upstairs garage apartment has 2 large rooms plus a full bath (murphy bed stays) and is just under 1000 sq ft. Downstairs beyond the garage is an additional ~700 sq ft dedicated fitness studio plus separate workshop or storage room complete with mini-split HVAC. Just a few of the notable features are: all smooth ceilings, crown throughout, all newer plumbing and lighting fixtures, freshly painted interior, newer front and rear porches, Pella windows, amazing laundry room, 3 walk in closets in owners suite (2 with custom organizers), roof in 2021, AC in apt. 2025, loads of new landscaping and landscape lighting, gas tankless water heataer and SO MUCH MORE...it's a STUNNER!

1003 Greenridge Road, Jacksonville

Listing courtesy of RE/MAX SPECIALISTS.

Selling Office: .

$5,100,000
5 Beds 7 Baths 2113927 MLS
A Riverfront Retreat Like No Other, where everyday living feels like a luxury escape. Nestled at the end of a quiet, tree-lined cul-de-sac, this one-of-a-kind custom residence sits gracefully on three-quarters of an acre along the majestic St. Johns River. With 102 feet of pristine riverfront, this almost one-year-old home captures the essence of refined riverfront living—where modern design meets timeless comfort. From the moment you step through the front door, your gaze is drawn straight through the home to the shimmering river beyond. Soaring ceilings, open sightlines, and natural light define the interior, where every element has been custom designed and curated by a local luxury interior designer. The chef's kitchen is a showpiece—equipped with Sub-Zero and Wolf appliances, expansive marble surfaces, and custom cabinetry. The warm white oak hardwood floors flow throughout the home, uniting each space with understated elegance. The primary suite, located on the main level, is a private sanctuary featuring heated bathroom floors, a spa-inspired en suite, and breathtaking river views. A guest suite on the first floor provides comfort and privacy, while the upstairs bedrooms- each with their own distinctive personality- invite guests to linger and unwind. Step outside to your covered back deck, where evenings are spent by the outdoor fireplace, cooking in the fully equipped summer kitchen, or watching the sunset from the saltwater pool and integrated hot tub. The custom boat dock is built for both leisure and adventure, with a kayak launch and space for a 39-foot boat, making river days effortless and memorable. Every detail- every texture, fixture, and finish- was hand-selected to create moments of beauty and serenity in every room. This home isn't just a place to live; it's a feeling- a retreat that wraps you in comfort the moment you walk through the door. Come experience the art of living well, where modern luxury meets riverfront tranquility.

1157 Norwich Road, Jacksonville

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

Selling Office: .

$2,500,000
6 Beds 7 Baths 2074499 MLS
Waterfront Luxury with Unmatched Upgrades! Experience the perfect blend of classic charm and modern upgrades in this custom-built 6,423 sq. ft. estate, originally built in 1953 and masterfully expanded in 2009. Thoughtfully designed with hardwood floors throughout, the home features custom cabinetry in the kitchen and newly built spaces, including the kitchen, family room, master suite, and adjacent study. At the time of renovation, new electrical, plumbing, and fixtures were installed, along with a new roof with 40-year shingles. Overlooking the St. Johns River, this property offers a re-marcited in-ground pool (2024) and an entirely rebuilt dock (2019) with raised pilings and a weather-ready reinforced bulkhead. Deep-water access makes this a boater's dream, while the boat house with plumbing and electrical (offered as-is) adds extra potential. The home is equipped with three LP gas-powered tankless water heaters and a 30-gallon booster electric tankless water heater in the master attic. A whole-house water softener and reverse osmosis system at the kitchen sink ensure premium water quality. Multiple high-efficiency A/C units (newest installed in 2025) keep the home comfortable year-round, while a 17KW generator powers essential appliances in an emergency. Curb appeal can be enhanced for more privacy as we understand this is something most buyers are looking for. We have added a 3D rendering video from Earthworks which showcases the potential of the front-gate privacy options. With most if not all major updates completed, this home is truly move-in readyschedule your showing today!

1204 Jean Court, Jacksonville

Listing courtesy of PUBLIC SERVICES REALTY.

Selling Office: .

$2,962,500
5 Beds 6 Baths 2057218 MLS
Exquisite in every detail, this stunning residence in the heart of historic San Marco combines modern luxury with timeless Spanish design. Spanning an impressive 5,293 square feet, this five-bedroom, six-bath home captures breathtaking water views and a sweeping city skyline from its second-floor balcony. Step inside to discover the elegance of hardwood floors and a grand circular staircase. Entertain in your formal living room, dining room and Den areas. With two exquisite fireplaces and top-of-the-line appliances including a Sub-Zero refrigerator, wine cooler, Miele dishwasher, Dacor gas range, warming drawer and Thermador hood. The residence is crafted for both style and convenience. Wander upstairs to an exquisite primary bedroom with outdoor porches and a luxurious walk-in closet full of built ins. Across from the upstairs landing are three additional en suite bedrooms and a lovely laundry room Exquisite in every detail, this stunning residence in the heart of historic San Marco combines modern luxury with timeless Spanish design. Spanning an impressive 5,293 square feet, this five-bedroom, six-bath home captures breathtaking water views and a sweeping city skyline from its second-floor balcony. Step inside to discover the elegance of hardwood floors and a grand circular staircase. Entertain in your formal living room, dining room and Den areas. With two exquisite fireplaces and top-of-the-line appliancesincluding a Sub-Zero refrigerator, wine cooler, Miele dishwasher, Dacor gas range, and Thermador hood the residence is crafted for both style and convenience. Wander upstairs to an exquisite primary bedroom with outdoor porches and a luxurious walk-in closet full of built ins. Across from the upstairs landing are three additional en suite bedrooms and a lovely laundry room with built-in wrapping station, and pressing station. The outdoor space is an entertainer's dream, featuring a Casita living area, including a kitchenette and bath. Enjoy the saltwater pool and spa, a wraparound covered porch,and a charming alfresco area complete with a summer kitchen, wood-burning fireplace, and delightful garden setting. A suspended porch swing invites relaxation amid the lush surroundings. Just a short walk to San Marco Square, with vibrant restaurants, shops, Publix, and scenic parks at your doorstep, this home blends luxury, comfort, and historic charm in one exceptional location. Truly the perfect place to call home.

860 Sorrento Road, Jacksonville

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS.

Selling Office: .

$5,500,000
7 Beds 7 Baths 2052917 MLS
This iconic 1929 estate home in San Marco, originally owned by Carl Swisher of the Swisher Cigar Company, offers a rare opportunity to own a piece of Jacksonville's history. Set on just under 3 acres of prime riverfront property, with an impressive 178 feet along the St. Johns River, the estate boasts breathtaking views and unmatched privacy. The property includes a buildable lot, perfect for adding a second home, tennis courts, or leaving as open space. The entire home has been recently painted and reroofed, preserving its timeless charm. Inside, you'll find original tile and wood floors, high ceilings with exposed wood beams, and four fireplaces that create a warm, inviting atmosphere. The modern kitchen and updated owner's suite bath offer contemporary luxury. This walled and privately gated estate is located in one of Jacksonville's most prestigious neighborhoods and has been recognized with a national preservation award, celebrating its rich SEE MORE... history and architectural beauty. Outdoor entertaining spaces include a logia and a beautiful expansive terrace. An apartment for a nanny, live in or guest sits above the spacious garage. The covered walkway from the home leads to the apartment, gorgeous garden area and a greenhouse for green thumb enthusiasts. Imagine all the beautiful orchids you could grow. Situated on a high bluff the views are expansive and endless. No flooding in this home. Walk down an original limestone path that leads to the large pool and dock along the rivers edge. San Marco Square a short walk away offers more charm and history along with some of Jacksonville's top rated restaurants, bars and shops. Also within walking distance is a newly built grocery store and an abundance of great coffee and wine bars. This family has lovingly maintained and lived here for more than forty years. A rare opportunity to find a riverfront home on River Road, much less the largest riverfront lot & home filled with history and charm.

2234 River Road, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

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5000+ Sq. Ft. San Jose Real Estate