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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: .

$2,220,000
5 Beds 4 Baths 2139285 MLS
Multiple Offers. Highest and Best by 6 pm on Sunday, 4/12 In one of Jacksonville's most desirable neighborhoods, this custom-built 2018 residence blends classic architecture with refined, modern living across 4,428 square feet. From the moment you arrive, the painted brick exterior, symmetrical lines, and manicured landscape set a tone of understated elegance. Inside, every detail has been carefully curated--real oak hardwood floors finished in place, soaring 10' ceilings downstairs, and custom millwork that adds warmth and character throughout. The heart of the home is a beautifully appointed chef's kitchen featuring Wolf and Sub-Zero appliances, natural quartzite countertops, and an expansive island designed for gathering. Just beyond, a vaulted den invites relaxed living, while the formal dining room--wrapped in custom wood paneling--offers a striking yet intimate space for hosting. A thoughtfully designed layout enhances everyday living: Mudroom with built-ins off the garage Private office (or fitness space) with generous storage Spacious walk-in pantry with cabinetry and a second refrigerator The primary suite is a true retreat, featuring a vaulted ceiling, a private sitting room, and French doors that open to a balcony overlooking the backyard. A large bonus room above the garage, complete with four built-in bunk beds, creates the perfect space for family, guests, or play. Step outside and experience a backyard designed for both relaxation and entertaining. A covered patio with Peacock Pavers flows seamlessly to a resort-style pool, framed by lush landscaping and a charming pergola lounge area, an ideal setting for quiet mornings or evening gatherings. Additional highlights include: Andersen architectural windows Spray foam insulation for efficiency Two tankless Rinnai water heaters Dedicated upstairs laundry with sink and abundant storage This home is defined by quality and timeless appeal.

4031 Cordova Avenue, Jacksonville

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS SOUTHSIDE.

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: .

$4,800,000
5 Beds 6 Baths 2126546 MLS
Situated along River Road in historic San Marco, this exceptional residence offers a rare balance of preserved architectural character and elevated modern living. Thoughtfully reimagined, the home delivers warmth, sophistication, and functionality in a setting that feels both timeless and current. The layout is generous yet intentional, featuring five bedrooms plus a bonus room, four full baths, and two half baths. White oak flooring flows throughout most of the home, while a gas fireplace anchors the main living space. The kitchen pairs leathered quartzite countertops with custom cabinetry, complemented by sculptural feature lighting by Nick Alain above the island. The bar area is both functional and visually striking, finished with black granite and custom shelving crafted from the home's original roof rafters, thoughtfully repurposed to connect historic craftsmanship with modern design. The primary suite serves as a private retreat, highlighted by a spa inspired steam shower. Outdoor living is equally well considered, with a pool area that includes a dedicated outdoor bathroom and a small putting green overlooking the river, creating an inviting space for relaxation and entertaining. Historic integrity reveals itself in the details, including original stair treads and railing, many original downstairs doors, and an original attic staircase leading to a fully built out attic with flexible bonus space. Modern infrastructure is seamlessly integrated. 2 tankless water heaters.

1968 River Road, Jacksonville

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

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: .

$1,700,000
5 Beds 5 Baths 2058722 MLS
Welcome to 1140 Brookwood, a timeless mid-century modern tri-level 1959 residence located in coveted San Marco. With a brand new October 2024 roof, original hardwood flooring throughout the primary level, ambient lighting, refined details, and warm finishes, this meticulously maintained home offers a peaceful setting among the hills of the classic Oriental Gardens. The modern silhouette of the brick exterior greets you as you pull into either your expansive circular drive or side driveway. Step into the foyer on the primary level, into the sunroom with views of lush greenery overlooking the courtyard through the floor to ceiling windows. The warm living space is complete with a wood burning brick fireplace, wooden ceiling beams with backlighting, and ample seating space for entertaining. Past the living space, double doors lead you to your screened in lanai with access to the spacious well-landscaped yard and courtyard. Head back inside to find the gourmet kitchen with ample solid wood cabinetry, storage galore, quartz countertops, stainless steel updated appliances, and a wall of charming wood framed crank windows overlooking the front yard, which are sure to let plenty of natural light in. The oversized formal dining room is adjacent to the kitchen, easily accessed by the original swinging diner door. What makes this home so unique is the tri-level floor plan. With just a short 8 stair elevation, the bedrooms are in their own private area apart from the living spaces. To the right, is the expansive primary suite complete with his and hers closets with built ins, spa like en-suite with separate walk in shower and tub, and the characteristic windows. The sheer size of the 3 additional bedrooms past the master will blow you away! Saying this home has ample space and storage is an understatement! Heading downstairs to the basement (yes-a basement in FL!), the options are endless-with multi-generational living potential or mother in law suite, as it has its own side door access to the exterior. You'll find a very large kitchenette with cabinets, refrigerator, and washer and dryer hookup, full bath, potential fifth bedroom, and additional room currently outfitted as a theatre room. The theatre room could easily make an additional living space, or whatever your heart desires! The oversized 2 car garage has epoxy coated flooring, with 2 storage rooms and plenty of shelving. Additional highlights include a whole home generator, geothermal heating and cooling system which makes the home energy efficient, and custom hurricane window protection system. Living in San Marco offers convenient access to both top rated public and private schools, critically acclaimed fine dining, boutiques, and charming lifestyle stores. You are a short drive away from downtown Jacksonville for additional city life. Whether you are drawn to Brookwood for the timeless architecture, generous living space, or highly coveted location, this residence is an unparalleled opportunity to embrace a life of comfort, sophistication, and refined luxury.

1140 Brookwood Road, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$1,495,000
5 Beds 5 Baths 2057250 MLS
Nestled in the heart of Empire Point, this charming brick riverfront home has been meticulously renovated and is move in ready for its next owner. This beautifully updated property offers a perfect blend of modern comfort and timeless charm. From the moment you arrive, you'll be captivated by its picturesque setting, classic brick and stone exterior, private road, and mature trees. The sweet front porch greets you with new double entry doors showing you a sneak peek of the river. As you enter, note the newly refreshed original hardwood floors, vaulted ceiling, and lovely focal point brick fireplace. A custom bar is convenient and fun for entertaining. Look through the French doors to your stunning river views and access to your private back porch. A super cute half bath off of the great room is practical for guests. On one wing, you will find the spacious primary suite complete with its own brick fireplace, vaulted ceilings, and the impressive en suite bathroom. Featuring an oversized shower, freestanding garden tub, separate water closet and dual sinks, plus tons of natural sunlight, you will enjoy getting ready here every morning. A well sized closet also includes an opportunity for an additional stackable washer/dryer if you so desire. The primary bedroom also boasts an additional area ideal for a sitting room or an office, as well as another entrance to the back porch. Make your way through two beautifully arched entrances leading into the spacious dining room which provides plenty of space for holidays or gatherings with friends. Head right into the showstopping gourmet kitchen where you will find custom cream cabinetry, sleek marble countertops, new GE cafe appliances, a focal point island, and an oversized peninsula perfect for quick breakfasts or after school snacks. A pot filler, built in microwave, disposal button, and custom hood are just a few additional fun features of this lovely kitchen. An eat in area with breathtaking views is just icing on the cake. Two additional cabinet areas would make for the perfect coffee bar or tea station. Off of the kitchen is an incredible flex space ideal for a den or TV room. With two huge arched windows, this room has panoramic views of the river and its own private porch. Down the hall, find a fully renovated full bathroom convenient for guests, access to the garage and two downstairs bedrooms. These bedrooms both feature ample closet space and share a Jack and Jill bathroom with dual vanities, linen closet and enclosed toilet and shower area. Back in the great room, find the newly added grand stairwell that will lead you up to one of the best bonuses of this home: the massive upstairs flex space! Newly spray insulated, this space would make an awesome entertaining area, movie theater, or pool table room. Two more bedrooms can be found upstairs, one with a view of the river and the other next to a fully renovated full bathroom. This provides an additional guest suite and an office or workout room with a view! A hidden stairwell takes you back downstairs to the spacious laundry room. Two car garage with a new garage door and added storage is convenient with an extended driveway to fit additional guests. New interior and exterior paint throughout, new windows, roof from 2018, 2 HVACs from 2024, new skylights, new water heater, new plumbing, and new light fixtures throughout. Breathtaking views of the river can be found throughout the home and the back porches will become extended areas of entertainment, dining, and gathering. This special neighborhood is well situated next to major intersections, schools, bridges, and more while still feeling very private and set back. This home has access to a shared dock next door and there is an opportunity to lease either a boat slip or boat house, as well. This home has never flooded. Buyer to confirm measurements. Clean septic report on file and septic is located in the front yard.

4626 Empire Avenue, Jacksonville

Listing courtesy of ROOT REALTY LLC.

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: .

$1,700,000
4 Beds 6 Baths 2039646 MLS
Welcome to this stunning 1937 three-story pool home, meticulously updated to blend historic charm with modern luxury. Located in the heart of San Marco, this residence boasts smart home features throughout, ensuring convenience and security at your fingertips. The home offers a private oasis with a sparkling pool, spa, and a huge fenced backyard, perfect for entertaining or relaxing. Enjoy breathtaking views of the historic Whatley Park from most rooms. Inside, the upscale, top-of-the-line finishes are evident in every room. The spacious split-bedroom plan is ideal for hosting guests. 2nd floor primary bedroom features a gorgeous en-suite bath. The third story is a dedicated media room complete with a theater screen and three speakers, providing a perfect retreat for movie nights. Additional highlights include a three-car garage equipped with an electric car charger. Nestled in one of Jacksonville's most desirable neighborhoods, this home truly offers the best of both worlds. Owners are very sad to leave but a job transfer is taking them out of the area... Convenience could not get any better as you are literally less than 2 blocks away to top rated restaurants, bars, boutiques, grocery shopping, ice cream bars and multiple coffee bars. Quick drive over the bridge to downtown for concerts, sporting events & more dining. Also near by are world class medical centers with a top ranked and extraordinary children's hospital. "A" rated public schools and short drives to top rated private schools. This is truly a curb appeal home where LOCATION LOCATION LOCATION is most befitting.

1510 Alexandria Place S, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$2,500,000
3 Beds 4 Baths 2031645 MLS
Welcome to the perfect riverfront home you have been dreaming of! This stunning 3-story home, boasting 4,000 sq ft of exquisite living space, offers the perfect blend of luxury and convenience. Nestled along the St Johns River with a private dock, this property invites you to enjoy serene waterfront living. The home features beautiful outdoor brick patios and covered spaces, perfect for entertaining a large guest list or relaxing. All bedrooms are thoughtfully placed on the 2nd and 3rd floors, providing ample privacy and breathtaking views. Discover a fabulous kitchen, completely remodeled in March 2024, showcasing designer finishes & upscale appliances. Gorgeous white-washed brick flooring laid in a striking herringbone pattern.The first and second floors feature elegant hardwood floors, enhancing the home's timeless appeal. French doors lead to an expansive balcony, ideal for savoring picturesque sunsets.Located within walking distance to the vibrant San Marco Square SEE MORE where you will have easy access to grocery shopping, dining, boutiques, live theatre and delightful walking areas. A nearby park and playground offer additional recreational opportunities with the latest playground equipment and butterfly garden. The home is conveniently close to downtown and major medical centers, and you can reach the beautiful beaches in less than 30 minutes. Take your boat to Jaguar games, concerts and special downtown events.This pristine and perfect home is equipped with a full house generator, ensuring comfort and security during power outages. Experience the best of riverfront living in this meticulously maintained and pristine residence. Don't miss the chance to call this exceptional property your own!

2004 River Road, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

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4000+ Sq. Ft. San Jose Real Estate