St. Augustine Homes with Multi Generational Style

St. Augustine Homes with Multi Generational Style

Welcome to St. Augustine, Florida, a city where history and coastal charm unite! As the oldest continuously inhabited European-established settlement in the continental United States, St. Augustine is steeped in rich heritage, offering stunning architecture, vibrant culture, and beautiful landscapes. From the iconic Castillo de San Marcos to the enchanting cobblestone streets lined with quaint shops and delightful eateries, this city is a treasure trove of experiences waiting to be explored.

For families seeking a home that accommodates multiple generations, St. Augustine has a variety of multi-generational style residences that cater to diverse living arrangements. These thoughtfully designed homes feature spacious layouts, multiple living areas, and often include separate entrances, allowing families to maintain their independence while staying close to one another. Imagine enjoying family gatherings in expansive kitchens and cozy living rooms, with the added benefit of private retreats for everyone.

Located in St. Johns County, St. Augustine boasts excellent schools, lush parks, and a friendly community atmosphere, making it an ideal place to raise a family. With its stunning beaches, world-class golf courses, and an array of recreational activities, residents can enjoy a balanced lifestyle that combines relaxation with adventure.

Whether you’re looking for a historic home with character or a modern abode equipped for multi-generational living, St. Augustine offers an array of options to suit your needs. Embrace the charm of this coastal gem and discover the perfect home for your family’s next chapter in St. Augustine!

Newest St. Augustine Homes with Multi Generational Style

$2,325,000
4 Beds ⋅ 5 Baths ⋅ 2166625 MLS
Old Florida Southern Charm with breathtaking architecture and stunning views awaits you in this quiet and private gated oceanfront community complete with private beach access. This pool home equipped with an elevator greets you with a sweeping staircase leading to the upstairs living quarters including a grand entry foyer opening to spacious gathering room with views of the tree canopy. Refreshed kitchen, island cooktop and stainless range hood, oven tower, formal dining room, casual dining space and primary bedroom as well as another ensuite bedroom. Expansive outdoor porch and deck space abound, perfect for entertaining or relaxing. Private walled pool area is stunning. First floor complete with a generational style kitchenette and large gathering room, large laundry room with extra storage and an abundance of cabinetry, 3 bedrooms, an oversized cooled/dehumidified garage, CBC construction, new roof, A/C, appliances, water heater, softener and new hurricane grade French Doors.

309 S Forest Dune Drive, St. Augustine
$999,000
5 Beds ⋅ 4 Baths ⋅ 2162645 MLS
Welcome to an exceptional custom-built residence in the highly desirable Governors Plantation community, where sophisticated design, thoughtful functionality, and effortless Florida living come together. This impressive 5-bedroom, 4-bath pool home offers an expansive layout with a rare multigenerational suite, a spacious 3-car garage, and an extensive collection of high-end features designed for comfort, convenience, and peace of mind. At the heart of the home is the spectacular open main living area that includes kitchen, dining and living space. The kitchen is amazing and features custom cabinetry, granite countertops, huge island with gas cooktop and custom lighting One of the home's most distinctive features is the private multigenerational suite, offering exceptional flexibility for extended family, guests, or independent living. The suite includes two bedrooms, its own kitchen, and a private laundry area, creating a truly self-contained living space while maintaining the connection and convenience of being under one roof. The home's extensive upgrades continue with data wiring throughout, a tankless water heater, whole-house generator, solar panels, water softener and kitchen filtration, HVAC UV filtration, and a comprehensive security system. These thoughtful improvements provide an exceptional combination of efficiency, reliability, and modern convenience. See documents tab for list of features. Step outside and discover your own private Florida retreat.The sparkling pool is perfect for these hot summer days and can convert to a giant hot tub with a flip of a switch! The pool also has a swimming jet feature. The fully fenced backyard provides privacy and space to enjoy the outdoors, while the covered lanai creates an inviting setting for relaxing or entertaining. The lanai is also pre-plumbed for a summer kitchen, offering an exciting opportunity to create the ultimate outdoor entertaining area. The 3-car garage provides abundant parking, storage, and workspace, while the generous floor plan offers plenty of room for both intimate gatherings and larger celebrations. Located in Governors Plantation, this exceptional property offers the best of the St. Augustine lifestyle--beautiful surroundings, desirable community amenities, and convenient access to the area's historic charm, beaches, shopping, dining, and entertainment. With its custom construction, luxurious finishes, extensive systems upgrades, private pool, and exceptional multigenerational living arrangement, 704 Coachman's Place is much more than a home--it is a thoughtfully designed Florida lifestyle.

704 Coachman's Place, St. Augustine
$599,000
6 Beds ⋅ 7 Baths ⋅ 2162502 MLS
A RARE OPPORTUNITY FOR ADULT RESIDENTIAL, SUPPORTED-LIVING & CARE-BASED HOUSING OPERATORS. This NEW CONSTRUCTION St. Augustine property offers a highly unusual and exceptionally functional 6-bedroom, 7-bathroom configuration, with EVERY BEDROOM featuring its own PRIVATE EN-SUITE BATHROOM. For operators searching for a residential environment that provides residents with greater privacy, dignity, and independence while maintaining shared kitchen and living spaces, this floor plan is difficult to replicate. The home features 9-foot ceilings, modern finishes, quartz countertops, durable flooring, walk-in showers, a full kitchen, spacious common living area, and six private bedroom suites--each with its own dedicated bathroom. The layout may be particularly attractive for adult residential providers, supported-living organizations, group-home operators, nonprofit housing organizations, corporate housing providers, transitional residential programs, and other organizations.

3530 Datura Street, St. Augustine
$1,490,000
3 Beds ⋅ 3 Baths ⋅ 2162354 MLS
Don't miss this updated MULITIGENERATIONAL WATERFRONT home in the gated Summer Island community on the Intracoastal Waterway in St. Augustine. Featuring a semi-private dock (shared with one neighbor), boat lift, and jet ski storage, this is a true boater's retreat just minutes from Matanzas Inlet. Enjoy sunrise views from the front and sunset water views from the backyard, with beach access across the neighborhood entrance and community amenities including pool, tennis, basketball, playground, and community dock. The flexible multigenerational layout includes a lower-level suite with full kitchen and large bedroom, updated bathroom, and living area opening to a screened-in heated pool and jacuzzi overlooking the Intracoastal--ideal for guests or extended family. The upper level offers an open-concept living, dining, and kitchen space which is great space for entertaining! There are two large additional bedrooms, two renovated bathrooms, and a balcony off the living room. The house lives larger than it is and is great for entertaining and hosting lots of people! The upstairs chef's kitchen is fully renovated and upgraded with a 7-burner Wolf gas range, double ovens, individual oversized refrigerator/freezer combo, extra-long kitchen island, custom cabinetry, under-cabinet lighting, and granite countertops with matching granite backsplash. Built-in dining cabinetry adds more storage and entertaining space. Additional features include a brand-new modern glass elevator, wood flooring and updated lighting and fans throughout the home. The washer and dryer are located in the left oversized garage and the elevator comes down to the right garage. There is still plenty of room to park a car in each garage with plenty of additional storage. Conveniently located approximately 25 minutes to historic downtown St. Augustine, 15 minutes to the St. Augustine Amphitheatre, and directly across the street from St. Augustine Beach, with a neighborhood path providing direct access to Matanzas Inlet. This home would be great for multi-generational living, a second home, vacationing or relaxing and enjoying time with friends and family!

9151 June Lane, St. Augustine
$625,000
6 Beds ⋅ 4 Baths ⋅ 2162219 MLS
PRICE ADJUSTMENT!! WE KNOW YOU ARE WATCHING THIS BEAUTY.... DONT LET ANOTHER BUYER STEAL YOUR DREAM HOME!! PRIVATE CUL-DE-SAC RETREAT WITH 6 BEDROOMS, 4 BATHS & ROOM FOR A POOL! Welcome to a home that truly gives everyone their own space! Set at the end of a quiet cul-de-sac in desirable Murabella, this beautifully maintained 6-bedroom, 4-bath home offers an exceptional floor plan, complete privacy, nearly half an acre, and a rare combination of flexibility and livability. Located in St. Johns County and zoned for A-rated schools, this World Golf Village-area home is convenient to shopping, hospitals, groceries, major highways, the St. Augustine Outlets and historic downtown St. Augustine. From the moment you arrive, the curb appeal impresses with beautiful landscaping, double front doors and an oversized paver driveway leading to the 2.5-car garage. Inside, the open-concept, four-way split floor plan provides plenty of room for everyday living and entertaining. The downstairs flooring is all large-format custom tile or LVP, with newer carpet upstairs. Fresh interior and exterior paint, new light fixtures, hardwood stair treads and upgraded wrought-iron railing add to the home's polished feel. The heart of the home is the spacious kitchen, featuring a vaulted ceiling, 42-inch upgraded cabinetry, crown molding, pot-and-pan drawers, walk-in pantry, custom stainless-steel hood, smooth-top drop-in cooktop, electric wall oven and microwave, upgraded stainless appliances, recessed lighting and pendant lighting over the oversized granite California-style island with seating for four. A tumbled-stone backsplash and undermount double stainless sink complete this inviting space. The adjacent breakfast nook also features a vaulted ceiling and upgraded lighting. The enormous family room is designed for gathering, with a striking stone-surround wood-burning fireplace, custom mantle and an impressive 8-foot triple slider opening to the professionally enclosed bonus room-creating an additional living or entertaining space that can be enjoyed year-round. A large formal dining room, indoor laundry room with upper and stand-alone cabinetry, crown molding and wainscoting in select rooms add both function and character. The downstairs primary suite is a private retreat, featuring tray ceilings with crown molding, bay windows overlooking the beautifully landscaped backyard, recessed lighting and an oversized walk-in closet. The luxurious primary bath offers a tray ceiling, separate walk-in shower with custom tile, raised granite his-and-hers vanities with undermount sinks, and a corner garden tub designed for two. A downstairs guest suite with its own ensuite bath provides wonderful privacy for visitors. Secondary bedrooms are generously sized with large closets, while upgraded bathrooms feature raised granite counters, undermount sinks, custom tile and walk-in showers or tubs with glass doors. And then there is the sixth bedroom upstairs-a truly exceptional flexible space. Completely self-contained with its own ensuite bath and large closet, it could easily become a private multigenerational suite for grandparents, a fantastic retreat for teenagers, a guest space, home office or an incredible media room. The projection TV system conveys with the home, making movie nights ready to go! Outside, the privacy continues. The nearly half-acre, fully fenced lot backs to preserve and offers plenty of room for a pool. The custom-paved patio features a surrounding half-wall and a matching built-in firepit, creating a beautiful outdoor gathering space. Mature landscaping and shaded areas make the backyard feel like a private retreat. Additional features include installed surround sound, abundant storage, upgraded lighting throughout, crown molding and wainscoting, newer upstairs carpet, and thoughtful improvements throughout. Six bedrooms. Four full baths. Nearly half an acre. A private preserve setting. A flexible upstairs suite. Room for a pool. And all the convenience of Murabella and World Golf Village. This is a home designed to grow and change with you--whether that means raising a family, welcoming grandparents, giving teenagers their own space, hosting guests, or simply having room for everyone to spread out.

3120 S Cassata Lane, St. Augustine
$549,000
2 Beds ⋅ 3 Baths ⋅ 2160756 MLS
Welcome to effortless luxury and the ultimate 55+ active adult lifestyle at 308 Rustic Mill Dr.! Built in 2022, this beautifully upgraded, single-story Next Gen home offers an exceptional blend of comfort, versatility, and low-maintenance living--just steps from the community's incredible amenity center. The thoughtfully designed floor plan features 2 bedrooms, a flex room, 2.5 bathrooms, and a private multigenerational suite with its own separate entrance, living area, kitchenette, and garage--an ideal setup for visiting guests, extended stays, caregivers, or long-term guests seeking privacy and independence. Inside, an open-concept layout showcases soaring tray ceilings, 8-foot doors, upscale finishes, and upgrades throughout. The gourmet kitchen is the heart of the home, flowing seamlessly into the spacious living and dining areas and creating an inviting space for everyday living and entertaining. Step outside to your private outdoor retreat, complete with a paved patio and hot tub--perfect for relaxing after a day enjoying everything this vibrant community has to offer. The oversized 3-car garage features durable Shark Coated flooring, complemented by a matching Shark Coated driveway for a polished, low-maintenance finish. With modern construction, exceptional flexibility, and an unbeatable location within walking distance to the amenities, this home delivers the lifestyle you've been looking for. Enjoy resort-style amenities, social opportunities, recreation, and the freedom to spend more time doing what you love. This isn't simply a home--it's a lifestyle. Turn-key, beautifully upgraded, and designed for the way you want to live, this exceptional Next Gen residence is ready to welcome you home.

308 Rustic Mill Drive, St. Augustine
$1,475,000
7 Beds ⋅ 5 Baths ⋅ 2155822 MLS
RARE UPTOWN FIND! 7 BEDROOMS + DETACHED APARTMENT + ABUNDANT PARKING, JUST STEPS FROM DOWNTOWN ST. Historic Downtown isn't just a place to visit... it's a lifestyle. Start your morning with a walk to your favorite coffee shop, spend the afternoon exploring local boutiques or the bayfront, meet friends for brunch, enjoy dinner and live music, then stroll home without ever getting in your car. That's everyday life at 13 Rohde Avenue. Situated on an exceptional corner lot in the heart of Uptown, this unique property offers over 3,200 combined square feet between the beautifully updated main residence and detached apartment. The main home features 5 bedrooms and 3.5 bathrooms, while the detached 2-bedroom, 1-bath apartment offers its own kitchen, laundry, private entrance, separate electric meter, and separate HVAC system. Whether you're looking for a primary residence, a second home, multi-generational living, or an investment opportunity, this property offers exceptional flexibility. Both the main home and detached apartment currently operate as successful short-term rentals generating annual gross rental income exceeding six figures combined. Below the apartment, an oversized storage area offers endless possibilities for a workshop, hobby space, additional storage, or future customization. Multiple porches, balconies, and outdoor living spaces create the perfect setting to relax after a day downtown. Add abundant parking--an uncommon convenience this close to Historic Downtown--and you have a property that's as practical as it is enjoyable. This isn't simply a home in Historic Downtown St. Augustine... it's the opportunity to live where people vacation.

13 Rohde Avenue, St. Augustine
$999,000
5 Beds ⋅ 4 Baths ⋅ 2150197 MLS
Nestled in St. Augustine's premier gated community, Markland, this stunning 5-bed, 4-bath estate offers 3,718 sq ft of luxury on a .27-acre preserve lot. Located minutes from I-95, Costco, and beaches, the home sits beautifully across from a peaceful green space and it backs to a beautiful wooded area. Inside, an expansive foyer leads past a huge office with tray ceilings into an open living area featuring 8' doors, tile floors, and crown molding. The kitchen boasts a 10'+ quartz island, 5 burner gas cooktop, and double ovens. Three-panel sliders open to a screened paver porch and an aluminum-fenced backyard perfect backdrop for a future pool. The main floor hosts a private guest wing; the primary suite offers dual vanities and a huge dual-head shower. Upstairs, a loft leads to three oversized bedrooms, including an en-suite and one with a private balcony showcasing sunset views. Complete with a split 3-car garage, dual ACs. Seller will consider a flooring allowance.

323 Aspinwall Parkway, St. Augustine
$865,000
5 Beds ⋅ 4 Baths ⋅ 2148269 MLS
REDUCED - Waterfront Living. No HOA. A Rare Old Florida Retreat. Welcome to 825 Faver Dykes Road, a one-of-a-kind waterfront estate where timeless Old Florida charm meets modern comfort. Nestled on 3.42 private acres along scenic Pellicer Creek, this beautifully renovated home offers exceptional privacy, breathtaking water views, and the freedom of no HOA. Extensively renovated in 2013, with a significant addition completed in 2014 that expanded the home by approximately 1,000 square feet and added a split three-car garage, this impressive residence offers 3,094 square feet of thoughtfully designed living space. The property boasts the largest water frontage on Pellicer Creek, creating an extraordinary setting for those seeking a true waterfront lifestyle.Inside, you'll find 4 spacious bedrooms, 3.5 bathrooms, and a dedicated first-floor office that can easily serve as a fifth bedroom or guest suite and rich wood flooring throughout the main living areas create an inviting atmosphere Outdoor living shines here: step onto the spacious second-story deck for morning coffee, sunrise views, or relaxed entertaining in the coastal breeze. Bring the boats, tools, and hobbies--there's a split three-car garage ideal for storage, parking, or a workshop setup, plus a large storage shed for lawn equipment, tools, and kayaks. Wander down the dock and enjoy the quiet, natural setting of Pellicer Creek, a brackish waterway well-suited for kayaking, fishing, and nature watching. Catch redfish, snook, trout, flounder, bass, and tarpon off the dock. Deer and turkey inhabit the area and share your space, visiting daily. With Faver-Dykes State Park just down the road and Princess Place Preserve to the south, the surrounding area benefits from significant conservation land--helping preserve the natural landscape and limit nearby development. Enjoy easy access to trails, a fishing pier, a boat ramp, and camping at the park--just a short walk or bike ride away.

825 Faver Dykes Road, St. Augustine
$950,000
3 Beds ⋅ 2 Baths ⋅ 2147239 MLS
Some homes are built to blend in -- others are meant to stand out. Welcome to 7370 Woodward Road, a truly one-of-a-kind Fort Matanzas replica offering multigenerational living on 20 private acres in St. Johns County. Even better, this unique property is priced under appraised value! Designed for those who want space, freedom, and flexibility, this property offers multigenerational living, outdoor recreation, and room to create the lifestyle you've been looking for. Features include ATV trails, a shooting berm, 2 separate septic systems, a shared artesian well, and a mechanic garage with a chain hoist and an upstairs studio apartment complete with a kitchenette -- ideal for guests, extended family, hobbies, storage, or workspace. The main home offers a distinctive fortress-inspired design with a wraparound concrete block porch and a functional layout featuring 2 bedrooms and 1 bathroom. Downstairs, you'll find new flooring, real wood cabinets, a new water heater, and an updated bathroom with a new shower and flooring. Upstairs is a blank slate, ready for you to create whatever fits your vision -- additional living space, office, studio, game room, or private retreat. With 20 rare acres in St. Johns County, multiple living spaces, workshop potential, outdoor recreation, and unmatched character, this property is anything but ordinary. Opportunities like this do not come around often. Open House Saturday from 11:00 AM - 3:00 PM. Come see what makes this property so special! Some of the photo's inside the home have been virtually edited.

7370 Woodward Road, St. Augustine
$1,199,999
3 Beds ⋅ 4 Baths ⋅ 2138407 MLS
Experience elevated coastal luxury in Madeira--a private, upscale community offering amazing amenities just minutes from Downtown St. Augustine and Vilano Beach (10 minutes). Built in 2024 by Dostie Homes, this meticulously customized residence showcases 3 large bedrooms, 2.5 bathrooms, PLUS a detached poolside casita featuring a full room and full bathroom--perfect for an in-law suite, guest quarters, game room or private office. Inside, dramatic soaring ceilings and an expansive open-concept design create a light-filled, luxurious atmosphere centered around a chef's kitchen with a massive waterfall quartz island and custom fireplace wall! The outdoor living space is equally impressive, highlighted by an amazing summer kitchen, heated saltwater pool and spa all within a fully screened enclosure for year-round enjoyment. Positioned on a wide, premium lot in an ideal location, this home offers a rare blend of modern elegance, functionality, and refined Florida living.

227 Tesoro Terrace, St. Augustine
$2,900,000
5 Beds ⋅ 6 Baths ⋅ 2130505 MLS
Custom built in 2019 by the current owner, this exceptional two-story riverfront estate offers refined luxury along the St. Johns River, perfectly designed for multi-generational living.Thoughtfully crafted with high-end finishes throughout including an elevator. The main residence features a stunning second-floor primary retreat complete with a private library, spa-inspired bath, two oversized walk-in closets and covered outdoor terrace. The chef's kitchen showcases top-of-the-line appliances, a generous island with breakfast bar, and a dining area that flows seamlessly into the expansive great room ideal for entertaining. Smart home technology enhances every room, allowing you to enjoy your favorite music indoors and out. An elevator in the grand foyer provides access to the second floor. First floor includes a secondary bedroom suite currently serving as a gym. Energy efficient with 78 solar panels providing unbelievable LOW summer & winter utility bills.A full house generator. A covered breezeway leads from main house to guest quarters which includes 3 suites up, a first floor office & garage access to 2 car garage. Phenomenal outdoor spaces include a beautiful pool (childproof fencing), dock with covered boat and jet ski lifts. An outdoor fire pit is the perfect place for evening sunsets. The entire property is fenced with an entrance gate. Garages include a 2 car attached to breezeway and a 3rd car attached to main home. Each garage features 2 remote controlled storage racks. This home exudes family style living. You will feel like you are on a vacation every day.

5713 Crosswinds Circle, St. Augustine
Start Your Search

MFR MLS is the source of this information via Internet Data Exchange Program. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale. Availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited and may violate relevant federal and state law. Data last updated on

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Realty Exchange LLC are marked with the listing broker’s name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. Data last updated