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$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: .

$2,350,000
6 Beds 5 Baths 2118296 MLS
178 Avenida Menendez - An Iconic Flagler-Era Residence with Panoramic Bayfront Views Exquisitely restored and meticulously maintained. The Bodley/Bennett residence is a rare Flagler-era treasure, originally built in 1910 and thoughtfully renovated between 2010 and 2012. Perched along the Matanzas River, this historic legal home commands sweeping, panoramic vistas of the St. Augustine Bayfront and the legendary Bridge of Lions, offering a lifestyle defined by elegance, heritage, and unmatched waterfront charm. Boasting 6 bedrooms and 5 full baths, this residence seamlessly blends historic character with modern comforts. Yellow pine flooring, 8'' hardwood baseboards, original five-panel doors, and grand staircases evoke timeless craftsmanship while updated systems and finishes ensure contemporary luxury. Optional 1 year home warranty provided by Fidelity National Home Warranty. The First-Floor Residence is an ideal suite for generational living or distinguished guests, featuring 2 bedrooms, 1 full bath, a spacious living room with a period gas fireplace, and a formal dining room. The chef-inspired kitchen includes a Jenn-Air gas range, stainless steel appliances, granite countertops, and espresso-finished cabinetry accented with period hardwaremarrying modern convenience with classic detail. The Second-Floor Main Residence is Designed for refined living and entertaining. This level offers 2 bedrooms, 3 full baths, an inviting living room, formal dining, and a beautifully remodeled kitchen with gas range, updated cabinetry, and rich butcher block counters. Thoughtful layouts and elevated finishes create a sense of sophistication and comfort throughout. The Third-Floor Retreat is also the pinnacle of luxury living. This floor provides 2 bedrooms, 1 full bath, and a generous walk-out terrace framing some of the most breathtaking views of the Bayfront and Bridge of Lionsa private sanctuary perfect for morning coffee, sunset entertaining, or simply soaking in St. Augustine's timeless beauty. A rare convergence of history, architecture, and premier waterfront location, this residence is not just a homeit is a statement. Perfect for collectors of historic properties, lovers of fine craftsmanship, and those who seek an elevated lifestyle in one of Florida's most cherished cities. Experience St. Augustine living at its finestwhere every detail tells a story, every view inspires, and every moment is extraordinary.

178 Avenida Menendez, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$2,350,000
6 Beds 5 Baths 256299 MLS
178 Avenida Menendez – An Iconic Flagler-Era Residence with Panoramic Bayfront Views Exquisitely restored and meticulously maintained. The Bodley/Bennett residence is a rare Flagler-era treasure, originally built in 1910 and thoughtfully renovated between 2010 and 2012. Perched along the Matanzas River, this historic legal duplex commands sweeping, panoramic vistas of the St. Augustine Bayfront and the legendary Bridge of Lions, offering a lifestyle defined by elegance, heritage, and unmatched waterfront charm. Boasting 6 bedrooms and 5 full baths, this residence seamlessly blends historic character with modern comforts. Yellow pine flooring, 8” hardwood baseboards, original five-panel doors, and grand staircases evoke timeless craftsmanship while updated systems and finishes ensure contemporary luxury.

178 Avenida Menendez, St Augustine

Listing courtesy of Keller Williams Realty Atlantic Partners St Augustine.

$672,000
3 Beds 3 Baths 2117590 MLS
Stunning Avondale home with ADU! Elegant 1922 Mediterranean Revival home on a corner lot steps from Willow Branch Park. Classic center entry leads to LARGE LIVING ROOM with original FIREPLACE. Formal dining room has French doors out to garden. Original terra cotta tile floors, period details and SOARING CEILINGS throughout. Spacious SUNROOM offers additional living space. BUTLER'S PANTRY, POWDER ROOM and kitchen complete the first floor. The second floor with original WOOD FLOORS offers 3 bedrooms including a primary suite and LUXURIOUS BATHROOM with double vanities and walk in shower, updated hall bath, and laundry room. Outdoor spaces include two FORMAL ITALIAN GARDENS with koi pond, offering privacy from the street. Detached garage converted to TWO STUDIO APARTMENTS with private entrances and separate off street parking. Main home: Rewire and new panel 2025, roof 2014, hvac 2014.

1610 Mcduff Avenue S, Jacksonville

Listing courtesy of KELLER WILLIAMS JACKSONVILLE.

Selling Office: .

$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.

$355,000
3 Beds 1 Baths 2117705 MLS
Step into this beautifully maintained 3-bedroom, 1-bath historic home filled with character. This home boasts a brand new roof, offering peace of mind and added value. This all-brick gem features a spacious living room with a cozy built-in bookcase and a fireplace. The fully enclosed front porch/sitting room is a charming nook perfect for reading or relaxing. The dedicated dining room offers an inviting space for gatherings, while the kitchen provides plenty of cabinets and counter space for cooking and entertaining. Enjoy the convenience of indoor laundry and a private driveway leading to a detached 1 car garage with storage shed and trellis covered concrete patio. Relax in the backyard while taking in a unique view of the Hart Bridge and the nearby St. Johns River. Located just minutes from I-95, within walking distance to San Marco Square's shops and restaurants, and close to downtown - this home combines historic charm with modern convenience.

829 Old Hickory Road, Jacksonville

Listing courtesy of LPT REALTY LLC.

Selling Office: .

$732,500
4 Beds 3 Baths 2117441 MLS
Welcome to 114 and 112 M L King Avenue, a stunning 4-bedroom, 3-bathroom home nestled in the heart of historic Lincolnville. Built in 2016 with timeless craftsmanship to match the charm of the neighborhood, this residence offers over 2,100 sq ft of thoughtfully designed living space. Step onto one of the three inviting front porches and take in vibrant community views, including the cozy coffee shop directly across the street. Inside, you'll find an open, airy floor plan with modern finishes that seamlessly blend with classic architectural details. Everything is in excellent condition - practically like new - and tastefully updated to reflect St. Augustine's unique character. The buildable lot next door can also be purchased with the home. Currently graveled and used for additional off-street parking, providing the option to construct another home or guest cottage for additional income potential. Just steps away from all that downtown St. Augustine has to offer - restaurants, art galleries, music, and history - this property is ideal as a primary residence, a second home, or a lucrative short-term rental investment. Don't miss your opportunity to own this rare combination of modern comfort, historic charm, and future development potential in one of Florida's most beloved coastal towns.

114 Martin Luther King Avenue, St. Augustine

Listing courtesy of MAXREV, LLC.

Selling Office: .

$892,500
3 Beds 3 Baths 2117331 MLS
Historic Jax Beach gem on a corner lot in one of the area's best-kept secrets! Every inch of this home has been beautifully updated with high-end finishes. Enjoy an open concept living, dining & kitchen area with Jenn-Air stainless appliances, opal white quartz countertops & abundant storage. Split bedrooms offer privacy, plus a Florida room with half bath opens to a resort-style backyard featuring an oversized saltwater pool, limestone pavers, outdoor kitchen, fire pit, low-maintenance turf & professional landscape lighting. A 500-gallon propane tank services the cooktop, fireplace & tankless water heater. Every detail has been designed for easy living and entertaining. Walk or ride your bike or golf cart to Atlantic Beach, South Jax Beach, or all your favorite local spots—just six blocks from the ocean! Experience timeless coastal living at its finest—where location, luxury & lifestyle meet.

619 14th Avenue N, Jacksonville Beach

Listing courtesy of PALM REALTY GROUP INC.

Selling Office: .

$154,000
2 Beds 1 Baths 2117111 MLS
Accepting backup offers. Beautifully preserved 2-bed, 1-bath Victorian Craftsman Shotgun home in The Hammock, Palatka's South Historic District, is a living testament to Palatka's past. Historic authenticity meets modern comfort. Original T&G hardwood floors, picture rails, ornate hardware throughout. The bathroom charms with a rare Victorian pull-chain commode and a charming clawfoot tub.Kitchen features a vintage drainboard sink, modern appliances, a built-in, and ornate cabinet pulls. Home runs on cost-efficient natural gas. Washer and dryer (warranty through 2029). Outback a spacious patio, natural gas quick-connect for grilling/fire pit, shed, and a 44ft driveway.Near the riverfront and downtown areas for local events.Zoned Downtown Business District , offering flexibility for residence, live-work, or small business use.Whether you're captivated by the preserved craftsmanship or inspired by the versatile zoning, this home is a rare opportunity to own a piece of functional history Rich in history, 816 Oak Street stands as a living testament to Palatka's architectural past, where craftsmanship was an art and every detail tells a story. This beautifully preserved 2-bedroom, 1-bath Victorian Craftsman shotgun home located in The Hammock, Palatka's beloved South Historic District. A welcoming front porch sets the tone for what awaits inside. The interior boasts original tongue-and-groove hardwood floors in exceptional conditiontrue to the home's early 1900s character and not easily found today. Picture rails, once used to hang artwork without marring plaster walls, line the living spaces. Throughout the home, ornate hinges and antique knobs add depth and charm, while the Victorian pull-chain commode and classic clawfoot tub bring a rare touch of period elegance to the bathroom. The kitchen seamlessly balances nostalgia and function, with modern appliances for everyday convenience complemented by a vintage drainboard sink with a shelf back and soap-tray faucetpieces that are as beautiful as they are practical. A built-in cabinet and ornate pulls completes the space. This home operates on natural gas, providing reliability and cost efficiency. The washer and dryer (with transferable warranty through 2029) offer added peace of mind. Outdoors, you'll find a spacious rear patio perfect for relaxing evenings, and a natural gas quick-connect for easy grilling or a gas fire pit setup. A 44-foot driveway offers ample off-street parking, and a storage shed adds convenience. Situated near the riverfront and just moments from Palatka's vibrant downtown, you'll love the easy access to festivals, the local farmers market, and beloved neighborhood events like PorchFest. Zoned Downtown Business District (DBD), this property offers unique flexibilityideal for those who wish to enjoy it as a personal residence or explore options for live-work or small business use within the city's historic and cultural hub. Whether you're captivated by its preserved craftsmanship or inspired by its versatile zoning, 816 Oak Street is a rare opportunity to own a piece of Palatka's architectural history.

816 Oak Street, Palatka

Listing courtesy of IHEART REALTY INC.

Selling Office: .

$180,000
1 Beds 1 Baths 2116762 MLS
Bright and spacious 3rd-floor corner unit in the desirable FRANCES COURT Condominiums in Jacksonville's RIVERSIDE neighborhood. This light-filled condo features 10-foot ceilings, wood parquet floors, and tons of windows throughout. The large bedroom, brand new fully renovated custom designer bathroom, and updated kitchen provide comfort and style, while the sunroom is perfect for an office or relaxing space. Enjoy the beautifully maintained courtyard and the convenience of one assigned paved parking space with additional shared spaces. Just one block from St. Vincent's Hospital, this condo offers easy access to everything Riverside has to offer. A perfect blend of space, location, and character in one of Jacksonville's most walkable neighborhoods. Within one mile of the Five Points entertainment and shopping area, Park and King District, Publix and Memorial Park.

2545 Oak Street Unit 18, Jacksonville

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$1,250,000
3 Beds 3 Baths 2116690 MLS
Timeless Elegance Meets Modern Luxury in the Heart of St. Augustine. Welcome to 31 Cincinnati Avenue, a rare opportunity to own an exceptional piece of St. Augustine's architectural heritage. Originally built in 1910 and thoughtfully expanded in 2015, this distinguished residence offers nearly 2,700 square feet of refined living space, gracefully positioned on a .30-acre double lot in the coveted Uptown district, just a short stroll from historic downtown. With short-term rental eligibility, the property presents an equally compelling opportunity as a private estate or a luxury investment. Inside, soaring ceilings, original yellow heart pine floors, and artisan-crafted millwork honor the home's historic character, while carefully curated modern enhancements provide contemporary comfort and functionality. The welcoming foyer showcases an elegant bay window and period woodwork, leading to a sweeping staircase and light-filled interiors that unfold with timeless charm. The gourmet kitchen is a chef's masterpiece, featuring custom cabinetry, a generous center island, a professional-grade Italian six-burner gas range with griddle and double ovens, a wine refrigerator, and a spacious walk-in pantry. A charming Dutch door opens from the kitchen to the expansive wraparound porch, creating seamless indoor-outdoor living ideal for both entertaining and everyday enjoyment. The adjoining family room impresses with a dramatic cathedral ceiling, floor-to-ceiling built-ins, and French doors with transom windows, bathing the space in natural light. The first-floor primary suite offers a tranquil private retreat, highlighted by 13-foot-plus ceilings, a spa-inspired bath with soaking tub and oversized walk-in shower, a dual-basin vanity, and three generous closet spaces. Upstairs, two spacious bedrooms share a beautifully remodeled bath appointed with a jetted tub/shower combination and a custom vanity, providing comfort and elegance for family or guests. Outdoors, the fully fenced and gated grounds offer exceptional privacy and charm, anchored by a magnificent magnolia tree dating back to the 1800s. The property is further enhanced by an oversized two-car concrete block garage with abundant storage and convenient rear alley access. Additional highlights include a newer architectural shingle roof, updated electrical and plumbing, and a transferable termite bond, ensuring peace of mind. Blending historic craftsmanship with modern sophistication, this remarkable residence is a true gem in one of Florida's most storied and desirable cities.

31 Cincinnati Avenue, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$335,000
3 Beds 2 Baths 2116027 MLS
Assumable Mortgage available $165k at 3 5/8% interest rate. Step Back in Time Where History Meets Lakefront Serenity. Welcome to the Old McIntosh House -- a timeless historic gem believed to have been built in 1908, officially recorded in 1950. Lovingly restored and thoughtfully updated, this remarkable home perfectly blends Old Florida charm with modern comfort. Nearly 8 acres along spring-fed Lake Jeffords, one of North Central Florida's most peaceful and picturesque lakes. Built by Edgar Johnson, this one-of-a-kind residence first served as the Hawthorne town library before being carefully relocated to its tranquil lakeside setting in 1990. Today, it stands as a living piece of history - surrounded by majestic oaks, natural landscaping, and about 200 feet of private lake frontage. Inside, this home's history shines through every detail: 11-foot ceilings, original cypress wood floors, handcrafted beadboard walls and ceilings, and authentic millwork preserved with care. Two wood-burning fireplaces, one in the great room and one in the primary suite, create inviting spaces to gather and unwind. The sunroom and the bonus room offer versatility and plenty of natural light perfect for reading, hobbies, or a quiet home office. The kitchen blends character and convenience with refinished original cabinetry, a composite farm sink, dishwasher, and glass-top stove. Every upgrade honors the home's heritage while ensuring long-term comfort, including a brand-new metal roof (2025) and numerous mechanical updates for worry-free ownership. A scenic driveway easement leads you to your own private, gated entrance, where the property opens up into a serene, park-like retreat. Here, manicured beauty meets natural wilderness of the property includes lush wetlands near the lake's edge, creating a rich habitat for deer, turkeys, and countless bird species that enhance the property's peaceful, natural charm. Enjoy quiet mornings on the back deck, peaceful afternoons watching wildlife, and golden sunsets reflecting on the water. Whether you're seeking a full-time residence, a winter escape, or a multi-generational family compound, this property offers privacy, space, and soul in one extraordinary package. Located just 35 minutes from the World Equestrian Center in Ocala, and minutes to Gainesville, Melrose, and Hawthorne, this lakeside retreat combines historic beauty, modern comfort, and accessibility to everything North Central Florida has to offer. With no HOA, an assumable mortgage option with a very low interest rate, this one-of-a-kind property invites you to continue its story where history, nature, and comfort meet on the peaceful shores of Lake Jeffords. Improvements Include: New Metal Roof - 2025, New Well & Pump (2023) - with warranty, Water Purification System (2023), Electric Car Charging Station (2024), Septic Tank Pumped (2023), New HVAC (2023) with 10-year warranty, dishwasher (2024), Farm sink (2022), Glass-top stove (2021).

21317 Se 111th Avenue, Hawthorne

Listing courtesy of IHEART REALTY INC.

$321,000
2 Beds 2 Baths 2114952 MLS
Welcome home to this delightful blue-gray cedar shake bungalow, just waiting for your personal touch. A spacious, tiled entryway greets you at the door—large enough to create a cozy reading nook or welcoming sitting area. The living room invites you to settle in with a classic fireplace & wood floors that carry throughout the home. Entertaining is easy in the generous dining room, ideal for gatherings with family & friends. The cheerful breakfast nook is the perfect place to enjoy a quiet cup of coffee. The efficient kitchen keeps everything within reach & flows into a cozy tiled TV room—great for movie nights or game-day lounging. Step out to the screened rear porch & enjoy breezy afternoons overlooking the peaceful backyard. Two comfortable bedrooms sit just off the breakfast hall. One has use of the full hall bath, while the second bedroom offers a large en-suite bath, laundry hookups, & direct access to the TV room-perfect for a private primary suite or flexible multi-use space. -perfect for a private primary suite or flexible multi-use space.Warm, charming, & full of potential this sweet bungalow is ready to be loved. "SOLD AS IS"

3638 Walsh Street, Jacksonville

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$375,000
2 Beds 2 Baths 2115562 MLS
MOTIVATED SELLERS! Located in a rapidly growing area with ongoing revitalization, this updated home offers both comfortable living and excellent investment potential. The main residence blends classic character with key modern improvements, including new HVAC, new electrical panel, a new tankless water heater, and a roof replaced in 2018—providing peace of mind for today's buyers. A standout feature is the detached accessory dwelling unit (ADU), ideal for rental income, multigenerational living, guests, or a private home office. The ADU offers an estimated rental potential of approximately $1,000 per month (buyer to verify), making this property a compelling opportunity for those seeking additional income or long-term flexibility. Conveniently located near local dining, shopping, and future development, this property is well-positioned for both homeowners and investors looking to secure a foothold in an area on the rise.

3865 Eloise Street, Jacksonville

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$489,000
4 Beds 2 Baths 2114877 MLS
Nestled in the heart of the historic San Marco district, 1110 Riviera St offers the perfect blend of lifestyle, location, & investment opportunity. Just steps from San Marco Square, this charming property is surrounded by tree-lined streets, historic architecture, boutique shopping, and some of Jacksonville's best local dining. Enjoy easy walkability to the scenic St. Johns Riverwalk, farmers markets and neighborhood parks . The home is also just minutes from major medical centers including MD Anderson Cancer Center, Baptist Health, & UF Health, making it a smart choice for medical professionals, traveling nurses, or short-term rental investors. Zoned for Hendricks Ave. Elementary, one of the city's top-rated public schools, this location is perfect for families seeking access to A-rated education. Whether you're looking for a primary residence, a long-term rental, or a high-demand Airbnb or rental, this property checks all the boxes. With San Marco's growing popularity and proximity to downtown Jacksonville, it presents strong short- and long-term investment potential. All of this and you're still less than 30 minutes to the amazing beaches, like Ponte Vedra, 15 minutes to the St. John's Town Center shopping, and 20 minutes to renowned Mayo Clinic! Come make this house your home or investment gem! Inside, you'll find a versatile layout perfect for families or guests, and outside, two expansive covered porches  front and back  provide the perfect space to relax, entertain, or enjoy San Marco's walkable charm.

1110 Riviera Street, Jacksonville

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

Selling Office: .

$528,000
3 Beds 2 Baths 2114593 MLS
Welcome to magical McDuff located in Jacksonville's hottest historic hood - Avondale! Constructed like a fortress, every detail of this exquisite residence has been thoughtfully updated with designer finishes, ensuring beauty, comfort, and peace of mind for years to come. From the moment you arrive, you'll be captivated by the home's stately presence, enhanced by a new deck, new privacy fence, and new hardwired exterior spotlights, creating a warm and welcoming ambiance. Plus, a rare oversized two-car garage perfect for a home workshop. Inside, you'll find Farrow & Ball and high-end Benjamin Moore interior paint that accentuates the home's character, while original doors and glass doorknobs have been lovingly restored to honor its rich history. The sunroom is a true showstopper, featuring custom-built bookshelves and a decorative ceiling crafted by a master carpenter. The fully updated kitchen boasts all-new stainless appliances, marble countertops, a new gas meter with updated wiring for the gas stove, making it a dream for chefs and entertainers alike. Every major system has been meticulously upgraded for effortless living, including a new two-unit AC system (2025), all-new electrical wiring and breaker panels in both the home and garage, updated plumbing, and smart thermostats. Additional updates such as a new gutter system, and new first-floor and garage roof (2024). The luxurious downstairs bathroom features high-end Italian marble tiles and Ashley Woodson Bailey wallpaper. This extraordinary home is more than a place to live, it's a work of art, blending Art Deco era charm with state-of-the-art upgrades. Don't miss your opportunity to own a piece of history, thoughtfully reimagined for modern living. Schedule your private showing today and experience the magic of this one-of-a-kind home in one of Jacksonville's most sought after neighborhoods Riverside/Avondale.

1511 Mcduff Avenue S, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$265,000
4 Beds 2 Baths 2113754 MLS
New Roof & Windows, No HOA, large driveway, all appliances included, plentiful storage, custom built-ins, fully fenced backyard, artesian well for irrigation, & accessible walk-in tub. Versatile floorplan for in-laws, adult children or rental. Two Homes in One - Endless Possibilities! This unique property offers flexibility & charm with two complete living spaces under one roof. Main home features 3BR/1BA, living, dining, den, & full kitchen. Large laundry & utility area connects seamlessly to a private 1BR/1BA apartment, complete with its own kitchen, dining, living space, & full bath. Perfect for multigenerational living, guests, or rental income opportunities. This home truly has a story to tell! Originally located on Roselle Street, the main house was relocated in the 1960s during the I-10 expansion & has been owned, expanded, & lovingly maintained by the same family for over 60 years. Eligible for 0% down payment & subsidized rates through First Federal's Community First loan.

5975 111th Street, Jacksonville

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$560,000
3 Beds 3 Baths 2113745 MLS
Welcome home to your walkable lifestyle in the nations oldest city...meet our most eligible southern belle...over 125 years old and never flooded, she has original heart of pine floors and glorious stained window accents. The modernized kitchen has been totally brought up to code and has double ovens for the baker in your life. Modern conveniences like plantation shutters throughout only enhance her charm. The primary suite is so large you have enough room for a home office inside. Not to mention the walk in closets and soaking tub...the whole home balcony off the primary would be perfect for gardening and entertaining. The fenced back yard is made for fires in the fire pit or grilling out. Let's talk about how close you are to everything here...you are half a mile to the foot of the Bridge Of Lions and less to the Fort. This catch also has a nightly rental permit so she can earn as an Airbnb too!! Homes like this one don't come along often, come own your part of history today!

29 Grant Street, St. Augustine

Listing courtesy of MAXREV, LLC.

$368,000
3 Beds 3 Baths 2109464 MLS
Price improved! 3 bed / 2.5 bath in Historic Springfield with $10,000 to the Buyer, use it toward closing or a rate buydown to lower your monthly payment (buyer choice). Solar panels will be settled by seller at closing, so you get the savings without a solar payment. HVAC serviced 1/15/26 and operating normally; docs available. Downstairs system is 2019. Bright living room with high ceilings, large windows, and original decorative fireplace. Kitchen features stainless appliances, breakfast bar, and plenty of cabinet space. Owner's suite has two walk-in closets and a spacious bath with soaking tub and separate shower. Two more bedrooms upstairs plus full bath; half bath on main. Enjoy four porches (front/back, up/down), fenced backyard, alley access, and gated parking. Close to restaurants, coffee shops, breweries, Klutho Park, and Downtown Jax.

1838 Walnut Street, Jacksonville

Listing courtesy of KELLER WILLIAMS JACKSONVILLE.

Selling Office: .

$545,000
3 Beds 2 Baths 2113494 MLS
Situated in one of Jacksonville's historic districts, this home offers a rare opportunity with an assumable VA loan at 3.125%. This home has 3 beds & 2 bathrooms in the main home and 1x1 in the ADU (offering more square feet) This property combines modern comfort with historic charm. Inside, the main home features hardwood floors, coffered ceilings, custom built-in cabinetry, a mini bar, and a chef's kitchen with gas range and whole-home water filtration system. The roof was replaced in December 2023 for added peace of mind. The owner's suite includes custom built-in closets and an oversized shower. Step outside to enjoy the front and back porches, both with ceiling fans, perfect for relaxing on warm afternoons. The screened-in back porch offers privacy and a serene space to enjoy your backyard. The property is fully fenced with wrought iron fencing and opens directly into Fishweir Park, or head to Boone Park, just minutes away. Additional features include a driveway to avoid street parking, a detached two-car garage, and a versatile ADU above the garage that can serve as a home office, short-term rental, kids' playroom, or studio. Located on a quiet, low-traffic street, this home is within walking or biking distance to Avondale's restaurants, shops, and parks, and just minutes from Fishweir Elementary, NAS Jacksonville, and downtown. Ask us about seller incentives. This is a rare chance to enjoy historic Avondale living with all the modern comforts of a newer home. *Disclaimer some photos are virtually staged*

1580 Glendale Street, Jacksonville

Listing courtesy of GAILEY ENTERPRISES LLC.

Selling Office: .

$2,800,000
7 Beds 4 Baths 255673 MLS
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 of Historic 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 rooms - 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.

268 St. George St., St Augustine

Listing courtesy of One Sotheby's Int (A1A Beach).

$740,000
4 Beds 3 Baths 2110274 MLS
Built in 1920, this distinguished 4-bedroom, 2.5-bathroom Avondale residence showcases the enduring quality of early twentieth-century architecture, enhanced by refined updates designed for today's living. The wide front porch sets the stage for morning coffee, elegant entertaining, or simply enjoying the neighborhood's charm. Inside, original hardwood floors, abundant natural light, and preserved historic details create a warm and inviting atmosphere. The kitchen is a true chef's space, featuring a Wolf double oven, Monogram gas stove, and an oversized refrigerator and freezer. Ample cabinetry and striking black-and-white tile floors pair beautifully with sunlit views of the side and back yard. The living and dining rooms are joined by original glass pocket doors, offering both elegance and versatility while preserving the home's natural flow. There is plenty of space to arrange the downstairs in a way that works for your lifestyle. A downstairs bedroom with a half bath offers an ideal option for a private office, library, or guest suite. Upstairs, the owner's suite is a retreat with a soaking tub, dual shower heads, and vintage double sinks that lend a fantastic blend of historic and modern. Two additional light-filled spacious bedrooms share a Jack and Jill bath. The backyard includes a two-car garage, entertaining space, and additional alley access for convenience. The newer Boral steel stone roof means 44+ years of life left! Located near river access points, beloved neighborhood parks, and the Shoppes of Avondale, this home combines historic elegance with everyday ease in one of Jacksonville's most cherished neighborhoods.

3023 Oak Street, Jacksonville

Listing courtesy of COMPASS FLORIDA LLC.

Selling Office: .

$335,000
2 Beds 2 Baths 2112222 MLS
Welcome to a rare opportunity to own one of the most private and serene residences in the historic John Gorrie building, Experience seclusion & tranquility in Riverside's architectural gem, Easy elevator access to this private unit situated on the top floor. There are NO units above or below! Enjoy the large stately windows which offer abundant natural light & full privacy & epic sunsets! Admire the original character of the 12' exposed brick and plaster walls & the beautifully maintained oak floors. The large open living area provides space & flexibility for your everyday needs. Kitchen has ample prep space on quartz counter tops, SS appliances, & hardwood cabinets .Upgrades include high end lighting & fans throughout, wooden plantation shutters, additional modern storage, nest thermostat,. Amenities include a fitness room, 2 gated parking spots, reading room with wifi, serene courtyard, elevator, and gorgeous oak trees surrounding the common areas. Riverside!!

2525 College Street Unit 1311, Jacksonville

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS.

Selling Office: .

$820,000
3 Beds 3 Baths 2112166 MLS
Step into the Uptown St. Augustine lifestyle in this beautifully renovated colonial home situated in the Historic Fullerwood neighborhood. Enjoy the best cafés, boutiques, and nightlife on nearby booming San Marco Avenue in the Nation's Oldest City. This 1920's gem exudes the charm and character of yesteryear, with original doors, hardware, elegant fireplace and hardwood pine floors. Entertain friends and family in the grand gourmet kitchen featuring additional dining area and a modern coffee and wine bar, leading out to the courtyard garden, with an ambience reminiscent of Old Florida. Updates include Thermador and Bosch appliances, a 54" refrigerator and freezer, six-burner professional range, quartz countertops, stacked cabinetry, custom tile, and a nine-foot island. A custom-designed coffee and wine bar with sink, wine cooler, and professional Rancilio espresso machine completes the space. The home also features a dedicated office or sunroom, colorful custom stained-glass windows, updated bathrooms with designer fixtures, a luxurious primary bath with heated Toto bidet toilet and a custom California Closet, plus a guest bath with antique clawfoot tub. Additional improvements include a newer roof, two HVAC units, upgraded plumbing and electrical, new motorized blinds, a water softener, irrigation system with deep artesian well, and professionally designed landscaping. The porches and driveway have all been updated, including a paver drive with ample parking. The coveted Fullerwood neighborhood offers an eclectic mix of new and old homes, and its character is defined by a community playground, garden, and preservation of cultural resources. Conveniently located minutes from Vilano Beach and historic downtown, yet tucked away in a tranquil setting, 238 Rainey offers the perfect balance of history, modern comfort, and the vibrant lifestyle of Uptown St. Augustine. Nothing Compares.

238 Rainey Avenue, St. Augustine

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$1,700,000
4 Beds 4 Baths 2112045 MLS
Historic elegance meets modern living on Water Street. It's not often a house like this comes available - a thoughtfully renovated 1872 residence in the heart of St Augustine's coveted Abbott Tract. Located on this picturesque street, the two-story residence offers the perfect blend of classic charm and contemporary comfort, all just steps from the Castillo de San Marcos, downtown St Augustine, the bayfront, and the vibrant uptown district. Set on a deep lot, this home offers a gated driveway with dedicated parking. Brick steps lead you to the inviting covered front porch, where a solid antique wood door is framed by dual French doors opening to both the living room and family room. Step into the foyer and be greeted by original heart pine floors and staircase, lovingly preserved during the home's top-to -bottom renovation in 2019. To your right, a formal sitting room opens to a sunlit dining area, both overlooking the open -concept chef's kitchen, complete with modern finishes and thoughtful design. On the left, the family room flows easily into the main dining and kitchen spaces. A half bath, storage room, and mudroom entrance complete the first floor. Step outside to your private retreat: a fully fenced backyard designed for both entertaining and leisure. Completed in 2020, the space features low-maintenance artificial turf, a bocce ball court, stone seating areas and a deliciously inviting pool. Practice your short game on the custom putting green, or simply unwind under the Florida sky. Upstairs, two guest bedrooms share a full bath, while a spacious junior suite includes its own private bathroom with a walk-in shower. At the east end, the primary suite offers a tranquil sanctuary with two balconies, a private sitting area, peeks of the Matanzas River, and a generous bathroom featuring a modern clawfoot tub, walk-in shower, double vanity, and walk-in closet. This is more than a home - it's a legacy, a lifestyle, and a chance to live in one of St Augustine's most treasured neighborhoods.

56 Water Street, St. Augustine

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$335,000
2 Beds 2 Baths 2111940 MLS
Experience historic charm and modern living at the iconic John Gorrie Condo, a beautifully converted historic school in the heart of Jacksonville. This 2-bedroom, 2-bath corner condo is filled with natural light from oversized windows and soaring ceilings. It features an open-concept kitchen, dining, and living area--perfect for entertaining or everyday living. High ceilings, large windows, and preserved architectural details blend seamlessly with modern updates, offering timeless character and contemporary convenience. Located in a gated community, this home provides a low-maintenance, lock-and-leave lifestyle ideal for busy professionals, downsizers, or second-home buyers. Enjoy walkability to popular restaurants, bars, and parks, plus quick access to Downtown Jacksonville, Riverside, Avondale, and major shopping and dining. A rare opportunity to own a historic condo in Jacksonville with style, convenience, and prime location.

2525 College Street Unit 2202, Jacksonville

Listing courtesy of RE/MAX SPECIALISTS.

$274,000
3 Beds 3 Baths 2111264 MLS
This charming residence, originally built in 1922, beautifully blends classic character with thoughtful modern updates. The home has been well cared for and features several major improvements, including a new roof (2020), updated electrical panel (2021), and a new AC unit and water heater (2021), providing added efficiency, comfort, and peace of mind. **Additionally, Alpha Foundations has recently added professional foundation support, further enhancing the home's structural integrity.** Ideally located just seven minutes from historic Avondale and close to shopping, dining, and entertainment at Roosevelt Square, this property offers both convenience and timeless appeal. Its central location provides easy access to the interstate, downtown stadiums, Veterans Memorial Arena, and Jacksonville Beach. Being just ten minutes from Baptist Hospital adds another level of everyday convenience, making this home as practical as it is charming.

5316 Colonial Avenue, Jacksonville

Listing courtesy of FORWARD REAL ESTATE INVESTMENT GROUP LLC.

Selling Office: .

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