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

$2,250,000

5 Beds ⋅ 5 Baths ⋅ 2158674 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

$549,900

5 Beds ⋅ 5 Baths ⋅ 2158278 MLS

This stunning LAKEFRONT 5 bed/4.5 bath 2024-built home features modern design, premium finishes, and a spacious, thoughtfully designed layout! This like-new home is located in the heart of St. Augustine near coffee shops, restaurants, gyms, Publix, the movie theater and more! Enjoy versatile flex spaces perfect for a home office, playroom, fitness area, media room, or additional living space. The first-floor ensuite bedroom provides an ideal setup for multi-generational living, guests or a private workspace while the gorgeous owner's suite features the coveted SUPER SHOWER upgrade and expansive water views. Situated on a premium homesite backing to conservation land and water, you'll enjoy enhanced privacy, peaceful natural views, abundant wildlife, and the assurance that no future development will be built directly behind you! Additional highlights include a TANDEM 3-CAR GARAGE, fully fenced yard, designer finishes throughout, abundant storage, and a transferable home warranty. Even better, there is room to add a pool and a recent HOA update allows homeowners to modify fencing to maximize main-level water views, creating an even more spectacular outdoor experience! This gorgeous home combines the feel of a custom new build without the wait, a prime location and serene neighborhood setting. Near SR 312 & 207; Just 8 minutes to downtown, 12 minutes to the beach, and 4 miles to I-95.

50 Sandy Palm Trail, St. Augustine

$638,000

4 Beds ⋅ 4 Baths ⋅ 2157575 MLS

Welcome to this one-of-a-kind home in the highly sought-after TrailMark community! Thoughtfully designed with stunning interior designer finishes throughout, this exceptional residence offers 4 spacious bedrooms, 3.5 bathrooms, a 3-car garage, and a private multi-generational suite perfect for extended family, guests, or a home office. The open-concept floor plan is filled with natural light and seamlessly blends luxury with everyday functionality. The gourmet kitchen overlooks the expansive living and dining areas, custom built-ins and recessed lighting. Retreat to the spacious owner's suite featuring a spa-inspired bath and generous custom walk-in closet. Step outside to an oversized backyard with endless possibilities for a future pool, outdoor kitchen, or private oasis. Located in one of St. Johns County's most desirable master-planned communities, residents enjoy resort-style amenities, scenic trails, parks, kayak launch, fitness and much more!

255 Split Oak Road, St. Augustine

$649,900

5 Beds ⋅ 4 Baths ⋅ 2156738 MLS

Experience luxury living in Silver Landing at SilverLeaf! Built in 2023, this Dream Finders Avalon II offers 2,952 square feet with 5 bedrooms, 4 full baths, and a versatile floor plan designed for modern living. The first-floor primary suite provides a private retreat, while the upstairs bonus room with a full bath and walk-in closet is ideal for guests, a home office, or media room. The open-concept kitchen features a massive quartz island, breakfast bar, walk-in pantry, natural gas cooktop, stainless vent hood, and wood-look tile throughout the main living areas. Triple sliders lead to a spacious covered patio overlooking a private preserve with no rear neighbors and room for a future pool. Additional upgrades include a 3-car epoxy-floor garage, tankless gas water heater, double front doors, and a pre-listing inspection. Enjoy SilverLeaf's resort-style pools, splash park, pickleball, tennis, sports fields, dog park, and miles of scenic trails.

63 Golden Fern Drive, St. Augustine

$1,499,000

7 Beds ⋅ 5 Baths ⋅ 2155822 MLS

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, this home delivers the ultimate Florida lifestyle.

323 Aspinwall Parkway, St. Augustine

$625,000

4 Beds ⋅ 3 Baths ⋅ 2150033 MLS

Welcome to 249 Otero, your future retreat in Palencia! This spacious home is at the end of a quiet street behind the gates of the exclusive master planned community. There is a pond just outside the fenced yard providing nature watching. The floorpan has a good flow and great entertaining space with triple sliders opening from the large living room to the screened porch. The Primary Bedroom overlooks the back yard and preserve while the other two bedrooms downstairs flank a bonus room, all with views of the pond. Tucked away upstairs is the fourth bedroom, almost as large as the primary with an en suite and large walk in closet. The amenities of Palencia give the feel of living at a resort. There are multiple pools, tennis, pickleball, athletic fields, a fitness center, golf course, trail, playgrounds, restaurants, shops, a boardwalk & fishing piers along the intracoastal. Like the neighborhood, this home effortlessly combines comfort, privacy, & the luxury Florida lifestyle

249 Otero Point, St. Augustine

$3,125,000

7 Beds ⋅ 7 Baths ⋅ 2148713 MLS

A private equestrian estate designed for those who value space, exceptional craftsmanship, and a lifestyle beyond the ordinary. Tucked behind the gates of the exclusive Ranch Club at Ashton Oaks, this extraordinary custom-built estate offers a rare combination of luxury, privacy, and acreage living in Northwest St. Johns County. Set on 6.6 picturesque acres with panoramic pond-to-preserve views, the property delivers a lifestyle that is increasingly difficult to find and nearly impossible to replicate. Completed in 2024, the residence encompasses 5,920 square feet of thoughtfully designed living space featuring 7 bedrooms, 6 full baths, 1 half bath, a Private in-law suite, Separate guest apartment (1,200 sf), two dedicated executive offices, and expansive entertaining spaces. Every detail reflects unparalleled quality, from custom millwork and designer lighting to Command smart home integration, whole-home audio, Wellborn cabinetry, Monogram appliances and Starlink connectivity. A Generac whole-home generator, Water filtration systems, dual gas tankless water heaters and premium finishes are just a sample of the distinctive features found throughout the home. The chef's kitchen is designed to impress with both working island and serving islands, Gas range, French door double oven with air fryer & microwave, a walk-in pantry, dedicated coffee station with auto-fill water line, and abundant custom storage. The primary retreat offers a private sanctuary with a stunning views, spa-inspired bath, custom walk in closet, dressing room, electric fireplace, and direct access to outdoor living spaces. Designed for entertaining, the panoramic screened salt water pool with dual water falls, summer kitchen, stone fireplace and extended covered lanai is sure to become a favorite gathering spot. The estate also features a stocked pond and extends into the preserve area where it backs up to Six Mile Creek and Watson Island State Forest. Cross-fenced yard area is suitable for horses, dogs, or other small livestock. Detached climate-controlled workshop with oversized bays, RV hookup (electric, water, clean-outs), added carport storage and utility area creates exceptional flexibility. Separate guest accommodations are tucked away offering an attached in-law suite in the main house a separate 1 bedroom, 1 bath apartment with private access providing multiple ideal spaces for extended stays or multi-generational living. Residents enjoy access to community bridle trails, turn-out area, and pavilion amenities within a gated enclave of only 27 homes. Located within top-rated St. Johns County schools and convenient to Jacksonville, Ponte Vedra, and historic St. Augustine, residents enjoy easy access to championship golf, beaches, state parks, boating, award-winning dining, shopping, entertainment, and endless outdoor recreation. A truly exceptional estate where luxury, privacy, technology, and lifestyle converge.

121 Ashton Oaks Drive, St. Augustine

$899,000

5 Beds ⋅ 4 Baths ⋅ 2148269 MLS

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

$999,999

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

$850,000

4 Beds ⋅ 3 Baths ⋅ 2145452 MLS

Experience the ultimate golf lifestyle in this stunning 4-bedroom, 3-bathroom residence, perfectly positioned on the 6th hole of the renowned Slammer & Squire Golf Course. Rare and highly coveted, this property is one of the only homes with the unique ability to walk directly onto the course! The floor plan is ideal for families or hosting guests. Relax in your private, screened-in saltwater pool and hot tub, where you can enjoy the views. A large 3-car garage provides plenty of room for vehicles, a golf cart, and your sports gear. Living here means more than just a home; it's an all-access pass to world-class recreation. Access to both championship courses, The Slammer & Squire and King & Bear, requires a separately acquired golf membership. This home gives you full access to the King & Bear amenities- fitness center, tennis and pickleball courts and pools. Are you a scratch golfer or just enjoy the beauty of a golf course? You really can live where you play!

24 Greenview Lane, St. Augustine

$1,125,000

4 Beds ⋅ 3 Baths ⋅ 2141733 MLS

This one owner custom built concrete block construction residence offers the perfect blend of modern luxury & secluded tranquility. Set on a sprawling premier .78-acre lot in sought after Palencia, the home is reached via a private, winding driveway and offers breathtaking views of both the lake and lush, mature trees. Key Highlights: Unrivaled Privacy: One of the most secluded lots in Palencia, featuring a fenced-in sparkling pool and expansive treed views. Architectural Excellence: 12' to 14' ceilings throughout create an airy, grand atmosphere, complemented by concrete block construction with energy-efficient spray foam insulation. Chef's Dream Kitchen: A massive center island serves as the heart of the home, featuring a reverse osmosis water system and a one-year-old commercial refrigerator. Versatile Living: 4 bedrooms plus a dedicated home office with French doors. Includes a desirable main-floor in-law/guest suite with a private en-suite bath. Peace of Mind: Fully equipped with hurricane-grade windows and an over-sized garage and additional guest parking. Experience the "Palencia Lifestyle" in a home that feels like a private retreat while having access to nearby resort style amenities.

266 Sophia Terrace, St. Augustine

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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