St Augustine, FL Real Estate | St Augustine, FL Homes with a Pool for Sale

NEW ROOF installed in 2023! Tucked inside the highly sought-after Key West-style community of Istoria, this Charming pristine 5-bedroom, 3.5-bath coastal retreat delivers the kind of backyard buyers stop scrolling for. From the moment you step outside, it feels like a private resort -- featuring a spool, fully equipped outdoor kitchen, firepit, illuminated pergola, and multiple entertaining spaces designed for unforgettable evenings with family and friends. Inside, the home blends elevated design with everyday functionality across 3,048 square feet. Thoughtfully selected designer light fixtures, spacious living areas, and a flexible floor plan create the perfect setup for entertaining, working from home, or accommodating guests with ease. Every inch of the home has been meticulously maintained, offering true move-in-ready condition. Living in Istoria means embracing the Florida lifestyle at a higher level -- with exclusive community amenities including a private Intracoastal boardwalk, kayak launch, and waterfront picnic area. And just minutes away, historic downtown St. Augustine offers endless restaurants, shopping, live music, boating, and coastal charm. This isn't just a home -- it's the kind of lifestyle people move to Florida for.

120 Istoria Drive, St. Augustine

$800,000

4 Beds ⋅ 3 Baths ⋅ 2,560 SqFt. ⋅ 121 DOM

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

$649,000

3 Beds ⋅ 2 Baths ⋅ 1,487 SqFt. ⋅ 85 DOM

PRIVACY. ACREAGE. HIDDEN GEM. Welcome to your own private piece of Old Florida paradise at 4475 N Francis Road in beautiful St. Augustine. Nestled beneath majestic oak trees on a spacious homesite and 2.27 ACRES., this beautifully updated property offers the perfect blend of peaceful country living and modern convenience, all less than 5 minutes from I 95. From the moment you arrive, you'll appreciate the privacy, charm, and versatility this property offers. The home features thoughtfully updated interiors, inviting living spaces, and a layout designed for both everyday comfort and entertaining. Step outside and discover your personal retreat complete with a sparkling pool, expansive outdoor space, and endless room to relax, gather, or play. A standout feature of this property is the large detached garage and covered carport, offering incredible flexibility for hobbyists, car enthusiasts, business owners, boat or RV storage, or anyone needing additional workspace and storage.

4475 N Francis Road, St. Augustine

$3,750,000

4 Beds ⋅ 5 Baths ⋅ 5,208 SqFt. ⋅ 125 DOM

Welcome to 712 Ocean Palm Way -- an extraordinary oceanfront estate located in the gated community of Sea Colony in St. Augustine Beach. Perfectly positioned directly on the Atlantic Ocean, this luxury coastal residence offers over 5,200 square feet of elegant living space with panoramic sunrise views. Designed to capture the beauty of beachfront living, this 4-bedroom, 4.5-bath custom home features expansive windows and glass doors that flood the interior with natural light while showcasing breathtaking ocean views from nearly every room. Further, the house has been designed with custom and automatic hurricane shutters. The spacious open floor plan blends timeless coastal elegance with refined craftsmanship, including rich wood flooring, custom molding and trim, and multiple oceanfront verandas ideal for entertaining or relaxing beside the sea breeze. The gourmet kitchen has been beautifully designed with custom cabinetry, premium Viking appliances, double ovens, Sub-Zero refrigeration, and a charming breakfast nook overlooking the pool and ocean. A stunning wood-paneled study/library with coffered ceilings adds warmth and sophistication, while the home's private elevator provides convenient access to the second-floor retreat. Upstairs, the luxurious primary suite offers sweeping Atlantic views, a spa-inspired bath, oversized dressing area, and private veranda access. Additional guest suites each feature beautifully appointed en-suite baths finished with marble, limestone, and designer tile. Outside, enjoy the ultimate Florida lifestyle with expansive outdoor living spaces, private pool, and one of the most desirable stretches of sand in St. Augustine. Located just minutes from historic downtown St. Augustine, fine dining, golf, marinas, and shopping, this rare oceanfront opportunity combines luxury, privacy, and the unmatched beauty of Florida's coast.

712 Ocean Palm Way, St. Augustine

$1,349,999

4 Beds ⋅ 3 Baths ⋅ 2,918 SqFt. ⋅ 136 DOM

Experience the rare dual-water lifestyle of Summer Island with private dock access and the Atlantic Ocean directly across the street. From the moment you arrive, this gated coastal sanctuary captures the essence of elevated Florida living--where ocean sunrises, shimmering poolside evenings, and the prestige of exclusive waterfront living create an extraordinary everyday escape. Step into your own private resort, where a glowing pool, professionally designed outdoor kitchen, and salt-kissed breezes set the stage for unforgettable sunset gatherings. Embrace the ultimate dockside lifestyle with premier private dock access and a secluded private beach, offering endless days of boating, paddleboarding, and effortless connection to the water. With the Atlantic just steps away, ocean proximity becomes part of your daily rhythm, blending adventure and serenity. Inside, the bright open-concept living area showcases custom built-in living room cabinetry, creating a refined focal point that blends elegance with functional design. A versatile loft upstairs offers the perfect retreat for additional living, recreation, or guest space, while the thoughtfully designed Jack and Jill bath enhances comfort and convenience. The reimagined office/laundry room adds modern flexibility, and the durable concrete first floor ensures exceptional longevity and coastal resilience. Complete with a whole-home Generac system, newer roof, and high-efficiency HVAC, this exceptional residence delivers both luxury and peace of mind--an aspirational legacy property where glowing poolside nights, gated exclusivity, private dock living, and unmatched ocean proximity define the pinnacle of Florida coastal living.

9253 July Lane, St. Augustine

$759,000

4 Beds ⋅ 3 Baths ⋅ 2,884 SqFt. ⋅ 137 DOM

A rare St. Augustine retreat where privacy, space, and freedom come together on 2.14 acres with NO HOA! Tucked away on a quiet cul-de-sac in Fort Peyton Forest, this distinctive 4-bedroom, 2.5-bath home offers the kind of lifestyle that is increasingly hard to find--room to breathe, room to play, and room for all the things you love. From the moment you arrive, the mature trees, peaceful surroundings, and expansive setting create an immediate sense of privacy. Inside, abundant natural light, vaulted ceilings, warm wood accents, and a beautiful wood-burning fireplace create an inviting atmosphere that feels both spacious and comfortable. The thoughtfully designed kitchen offers generous cabinetry and counter space, making it ideal for everyday living and entertaining. The oversized primary suite provides a private escape with an updated bath featuring dual vanities and a large walk-in shower. Three additional bedrooms provide plenty of flexibility for family, guests, a home office, or hobbies. Step outside and discover what truly sets this property apart. The screened-in, solar-heated private pool creates your own backyard oasis, while expansive decking provides the perfect setting for morning coffee, weekend gatherings, or relaxing beneath the canopy of mature trees. The peaceful natural surroundings offer glimpses of local wildlife and a connection to nature that is difficult to replicate in newer communities. For the hobbyist, collector, entrepreneur, or outdoor enthusiast, the possibilities continue with a detached 2-car garage/workshop and full basement, offering an abundance of storage and flexible space. With no HOA, there's room for your RV, boat, trailers, recreational toys, and more. Built with solid 2x6 construction and offering nearly 2,900 square feet of living space, this is more than a home--it's a private St. Augustine lifestyle with the space and flexibility today's buyers are searching for. All of this while remaining just minutes from the historic charm of downtown St. Augustine, beautiful beaches, shopping, dining, and everyday conveniences. If you've been waiting for a property that offers acreage, privacy, a pool, substantial storage, and no HOA restrictions, 1191 Brookside Ct is the one you've been looking for.

1191 Brookside Court, St. Augustine

$1,195,000

3 Beds ⋅ 3 Baths ⋅ 2,040 SqFt. ⋅ 140 DOM

4240 Myrtle Street is a fully renovated, turnkey pool home set on a rare quarter-acre corner lot in the heart of Vilano Beach, delivering a high-level blend of character, functionality, and modern upgrades in one of the most sought-after coastal pockets in the area. This 3-bedroom, 2.5-bathroom home has been thoughtfully reworked from top to bottom, creating a true move-in-ready opportunity that lives just as well as a primary residence as it does a second home or income-producing property. From the moment you walk in, the home opens to pool views with a layout that flows effortlessly between the kitchen, living, and dining areas, giving it a natural, open feel ideal for both everyday living and entertaining. The first floor is anchored by authentic Mexican Saltillo terracotta tile flooring that brings warmth and character, paired with a clean, updated kitchen featuring tall cabinetry, granite countertops, and refined finishes. A dedicated dining space and additional sitting area add flexibility, while natural light carries throughout the home. Upstairs, hardwood oak flooring continues along with a fully remodeled Jack-and-Jill bathroom, a renovated half bath, and a spacious primary suite with its own fully updated en suite bath. The work here goes beyond the surface. Major improvements include replumbing, updated electrical, a new water heater, interior paint, resurfaced exterior areas, a serviced and functional chimney with a new cap, and extensive interior finish work, giving the next owner confidence in both the look and the long-term integrity of the home. The outdoor space is dialed in for low-maintenance, year-round use, with a fully fenced backyard featuring an 8-foot privacy fence, a newly built pool and spa with upgraded equipment, heating, lighting, and automation, along with turf and hardscape improvements that make the entire space usable and private. The mature oak tree adds scale and character that is hard to recreate. Location is truly what separates this property. Positioned just steps from the Intracoastal Waterway and a short walk to the beach, this is one of the few areas where you can realistically enjoy both sunrise and sunset access within minutes, all while being close to local staples like Cap's On the Water. Large corner lots, fully renovated homes, and new pool builds rarely come together at this level in Vilano Beach, especially in a walkable location like this. If you have been waiting for a clean, move-in-ready property that offers both lifestyle and long-term value, this is the one to pay attention to.

4240 Myrtle Street, St. Augustine

$600,000

5 Beds ⋅ 3 Baths ⋅ 3,600 SqFt. ⋅ 117 DOM

Upgrades include NEW ROOF. NEW SOLAR POOL HEATING SYSTEM. REPLACED UP STAIRS AND DOWN STRAIRS HVAC AIR HANDLER AND NEW POOL PUMP. BRAND NEW CARPET. PRIVATE SOLAR-HEATED POOL. OVER 3,600 SQ. FT. FIVE BEDROOMS. THREE FULL BATHROOMS. VA LOAN ASSUMPTION. If you're looking for a move-in-ready St. Augustine home with substantial improvements already completed and a potential VA loan assumption opportunity, this Johns Creek residence should be at the top of your list. One of the standout features of this home is the backyard oasis. A screen-enclosed, solar-heated swimming pool, perfect for enjoying Florida's year-round sunshine. All eligible purchasers should take special note of the financing opportunity. Upstairs has a home workspace and a bonus room. This is Florida living in a highly desirable St. Augustine community, ready for its next owner.

276 Johns Creek Parkway, St. Augustine

$549,000

4 Beds ⋅ 3 Baths ⋅ 2,270 SqFt. ⋅ 142 DOM

Rare 10,000+ SQ FT oversized double lot with a brand-new sparkling pool and private preserve views! Welcome to ultimate turnkey luxury in the highly desirable Creekside at Twin Creeks community! This rare, premium property offers a massive 10,019 sq. ft. double lot, nearly twice the size of standard neighborhood lots, combining elite outdoor living with a beautifully upgraded, functional interior. Boasting brand-new flooring, fresh interior paint, and top-rated St. Johns County schools, this home is completely move-in ready with absolutely zero construction delays. The first floor delivers a seamless open-concept layout where the kitchen, dining, and family room flow directly out to your massive backyard oasis. Upstairs, the second floor serves as the family hub with 3 spacious bedrooms, 2 full bathrooms, a dedicated laundry room, and an open loft perfect for remote work or homework. The third floor offers a private flex suite, a legal 4th bedroom with closet ideal as a teen retreat, , guest suite, executive office, or media room. Step outside to your fully fenced backyard backing to a peaceful nature preserve, anchored by a brand-new sparkling pool with expansive green space offering rare privacy and endless room for pets, play, and entertaining. Don't wait months to build -- your private, upgraded paradise in Northern St. Johns County is ready today!

204 Silver Creek Place, St. Augustine

$1,190,000

4 Beds ⋅ 4 Baths ⋅ 2,548 SqFt. ⋅ 147 DOM

Brand New Construction in beautiful Vilano Beach underway. This large 5/3.5 two story home will host even your largest of crowds! Make this fantastic home your primary home, vacation get away or even a short-term rental investment! Large open kitchen/living/dining and powder room on first floor, 5 bedrooms (including master) and 3 bathrooms upstairs. Light and bright, this low maintenance home and yard with brand new pool and pavers is within a short walk or bike ride to the beach and won't disappoint. 2-10 home warranty with accepted offer provided by builder. Estimated completion July/August 2026; Photos depicted are of a similar one completed

502 Nineteenth Street, St. Augustine

$949,900

4 Beds ⋅ 3 Baths ⋅ 2,496 SqFt. ⋅ 150 DOM

Wake up to sunlight streaming through this like-new Mastercraft home in the gated Courtney Oaks in Silverleaf, where warmth and comfort greet you at every turn. Natural light dances across beautiful wood floors, highlighting an open floor plan designed for easy living and entertaining. The gourmet kitchen features quartz countertops, stainless appliances, a large island, butler's pantry, and spacious pantry for effortless organization. High ceilings enhance the airy feel, while the split bedroom layout and walk-in closets offer privacy and space. Step outside to a screened-in patio overlooking a heated saltwater pool and summer kitchen, perfect for year-round enjoyment. The expansive backyard invites play and relaxation. Located near the new amenity center and schools with easy commute access, this home blends style, function, and convenience into one exceptional opportunity. This house is meticulously maintatined waiting for its new owner!

140 Courtney Oaks Drive, St. Augustine

$629,900

4 Beds ⋅ 3 Baths ⋅ 2,782 SqFt. ⋅ 153 DOM

POOL HOME | NO CDD FEES | A-RATED ST. JOHNS COUNTY SCHOOLS | 3-CAR GARAGE | 4 BEDROOMS | 3 FULL BATHS | NEW ROOF INSTALLED SEPTEMBER 9TH, 2026! Welcome to your Florida dream home in the highly sought-after Las Calinas community! This beautifully maintained 4-bedroom, 3-bathroom pool home offers everything today's buyers are looking for--NO CDD fees, low HOA dues, top-rated St. Johns County schools, a 3-car garage, and a private saltwater pool and spa. Built with durable concrete block construction, this spacious one-story ranch-style home combines comfort, functionality, and exceptional indoor-outdoor living. From the moment you arrive, you'll appreciate the home's curb appeal, fresh exterior paint, and well-maintained condition. Step outside to your own backyard oasis featuring a screened paver lanai, sparkling saltwater pool, and relaxing spa--perfect for entertaining, weekend gatherings, or simply enjoying the Florida lifestyle year-round. Inside, the flexible open floor plan offers a formal living room and dining room that can easily serve as a home office, playroom, or additional gathering space. The heart of the home is the open-concept kitchen, complete with a large prep island, double pantries, abundant cabinet space, and all appliances included. The kitchen flows seamlessly into the family room and casual dining area, creating the ideal space for everyday living and entertaining. The spacious owner's suite is privately situated and features dual walk-in closets, double vanities, a garden tub, and a separate walk-in shower. Two secondary bedrooms share a convenient Jack-and-Jill bathroom, while the fourth bedroom is located near a third full bath that also serves as a dedicated pool bath. Enough space for everyone! Additional Features Buyers Will Love: " New roof to be installed prior to closing with an acceptable offer " Fresh exterior paint " Highly desirable 3-car garage " Deep well irrigation system for lower water costs " Sprinkler system " Gutters installed on front and rear of home " Ample storage throughout " Move-in ready condition If you're searching for a move-in ready pool home in St. Johns County with no CDD fees, top-rated schools, a one-story layout, and exceptional outdoor living space, this home checks every box. Las Calinas Resort-Style Amenities Include: " Community swimming pool " Children's splash pool and fountain " Pickleball courts " Tennis courts " Basketball court " Sand volleyball court " Playground " Recreation area with grills " Fishing pier " Kayak launch access Prime North St. Johns County Location! Enjoy the perfect balance of peaceful community living and convenient access to everything Northeast Florida has to offer. Las Calinas is ideally located just minutes from historic downtown St. Augustine, where you'll find charming shops, waterfront dining, cultural attractions, and beautiful beaches. Commuters will appreciate the easy access to I-95, making downtown Jacksonville, Jacksonville's major employment centers, and Jacksonville International Airport all within a convenient drive. Whether you're heading to work, traveling, enjoying a day at the beach, or exploring the nation's oldest city, this location puts you close to it all. Schedule your private showing today--this move-in ready pool home won't last long!

765 Los Caminos Street, St. Augustine

$1,199,999

3 Beds ⋅ 4 Baths ⋅ 2,611 SqFt. ⋅ 162 DOM

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

$789,000

4 Beds ⋅ 2 Baths ⋅ 1,975 SqFt. ⋅ 164 DOM

Welcome to ''Tiki Time'' - your private backyard oasis and the perfect blend of relaxation and investment opportunity! This beautifully maintained 4-bedroom, 2-bath home features a stunning outdoor retreat complete with a sparkling pool and spa, an oversized poolside tiki hut ideal for entertaining, and a cozy firepit for unforgettable evenings under the stars. Inside, the home shines with a thoughtfully remodeled open-concept kitchen featuring stainless steel appliances, granite countertops, and a convenient bonus bar/coffee station--perfect for hosting or everyday living. The split-bedroom floor plan offers privacy and functionality, with a spacious primary suite overlooking the pool, dual closets, and a beautifully updated bathroom with a large walk-in shower. Offered turnkey and currently part of a highly successful short-term vacation rental program, this property is ideal as a primary residence, second home, or income-producing investment. Don't miss your chance to own this tropical escape--"Tiki Time" is truly a lifestyle!

5398 Soundview Avenue, St. Augustine

$745,000

5 Beds ⋅ 3 Baths ⋅ 2,660 SqFt. ⋅ 107 DOM

Don't miss the 3D virtual tour--this exceptional home truly has it all! Welcome to this stunning 5-bedroom, 3-bath pool home offering over 2,600 sq. ft. of beautifully upgraded living space, perfectly situated on a premium cul-de-sac preserve lot in one of North Florida's most sought-after golf communities--Palencia .Step inside to an open, move-in ready floor plan featuring custom tile flooring throughout, designer lighting, and elegant architectural touches. The spacious kitchen is a true centerpiece, showcasing granite countertops, white 42-inch cabinetry, subway tile backsplash, a center island, walk-in pantry, and stainless steel appliances including a gas range and double oven. The expansive family room and extended dining area are ideal for entertaining, highlighted by wood beam accents and a custom barn door leading to generously sized guest bedrooms and bath.The main-level primary suite offers a private retreat with a garden tub, separate shower, and a large walk-in closet. Enjoy Florida living at its best on the screened, pavered patio overlooking your private enclosed pool--perfect for relaxing or hosting gatherings year-round. Upstairs, a versatile bedroom suite provides an ideal space for guests, a bonus room, or secondary entertainment area. Additional features include a large laundry room and a spacious two-car garage. St. John's County school system is rated the highest in the state of Florida and has been consistently in the top three over the last decade. About The Neighborhood; Palencia has a full range of world-class amenities. Palencia's recreational amenities include golf(additional membership), tennis & Pickleball, three swimming pools, a fitness center, athletic fields, parks as well as a 30-acre park system interconnected by a series of boardwalks and fitness trails. Families enjoy being a part this multi-faceted, unique natural environment. About the Golf Course: (courtesy of the Palencia club)(a 18 hole Arthur Hills-designed championship golf course. Shaped by the natural beauty of the land, this 7,071 yard masterpiece winds through centuries-old maritime oak trees and along the Intracoastal Waterway and the Tolomato River.(The golf course practice facilities are heralded by one and all for the spacious 10,000 square feet of putting surfaces, 400 yard double-sided driving range along with a short-game area to fine tune the chipping and bunker play.(Established in 2002, the golf course had earned the honor of being an Audubon Sanctuary honoring the beauty of nature, pristine views of magnificent marsh and river views as well as blending gracefully into the Palencia "best of class" community

100 Onda Lane, St. Augustine

$5,500,000

4 Beds ⋅ 6 Baths ⋅ 5,978 SqFt. ⋅ 183 DOM

Step through plated double glass doors into a grand foyer with dramatic Italian tile flooring, a crystal chandelier, and a sculptural staircase complemented by an elevator. The first level includes a private secondary primary suite with marble-accented bath and direct proximity to the fully equipped party kitchen--ideal for guests or multi-generational living. A professional-grade home gym with exterior access sits beside a flexible wellness room, offering the perfect opportunity for an infrared sauna. The second floor hosts a chef's kitchen with beautifully restored Ash wood floors, quartz countertops, DuraSupreme cabinetry, Sub-Zero refrigeration, a Wolf 6-burner gas range, and a Galley Chef Series workstation. A cozy sitting area and adjacent decks frame stunning sunrise and sunset views over the Intracoastal Waterway. Also on the second floor is an elegant living and dining spaces which features Ash hardwood floors, a custom gas fireplace, designer lighting, and expansive glass doors leading to a tiled outdoor terrace. A central office with exceptional water views offers deck access and convenient proximity to the main living areas. The third-floor hosts three beautifully appointed suites. The primary suite includes custom California Closets, a private balcony, and a spa-inspired walk-in bath with Italian tile, granite surfaces, Restoration Hardware finishes, and an Asian soaking tub. Two additional guest suites each offer private baths and French door access to the east-facing deck. A sitting area leading to the sunset terrace completes this serene upper level. Outdoors, a spectacular 1,019 sq. ft. saltwater pool and spa overlooking the Intracoastal, enhanced by fire bowls, in-pool seating, and dramatic water features. The summer kitchen--complete with grill, refrigerator, ice maker, fryer, and Big Green Egg--creates the perfect setting for unforgettable gatherings, with a full pool bath just steps away. This exquisite home provides intercoastal frontage to the East and marsh and Robinson Creek frontage to the north, northwest. Quality construction and thoughtful upgrades include concrete block through the second floor, Sonos sound system inside and out, Baldwin Brass hardware, five newer A/C units, three water heaters, irrigation well and sprinklers, city sewer connection, and a full fire and sprinkler system. This home blends exceptional craftsmanship, luxurious amenities, and breathtaking waterfront views into a truly extraordinary coastal retreat!

3418 Lands End Drive, St. Augustine

$649,900

4 Beds ⋅ 3 Baths ⋅ 2,128 SqFt. ⋅ 184 DOM

Wake up to the beauty of true Florida waterfront living in this stunning deep-water retreat complete with a private boat slip and resort-style backyard. Beautifully updated and designed for both relaxation and entertaining, this coastal home features a bright open layout filled with natural light and a beautifully renovated kitchen with crisp white cabinetry, quartz countertops, stainless appliances, and a large island perfect for gathering. Expansive windows frame peaceful backyard and water views while seamlessly connecting indoor and outdoor living spaces. Step outside to your private oasis featuring a sparkling pool, spacious covered patio, and lush fenced yard surrounded by mature palms. An upstairs balcony offers the perfect place to unwind and take in serene waterfront views. With deep-water access and exceptional outdoor living, this property captures the very best of the Florida boating lifestyle.

8160 Wendover Road, St. Augustine

$2,900,000

5 Beds ⋅ 6 Baths ⋅ 4,953 SqFt. ⋅ 208 DOM

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

$1,450,000

5 Beds ⋅ 4 Baths ⋅ 4,515 SqFt. ⋅ 212 DOM

UPDATE...Seller is offering an Interest Rate Buy Down. From the moment you step inside, the openness of this home stands out. A wide, uninterrupted layout connects the dining area, kitchen, and main living space, all overlooking the pool and preserve--creating a bright, functional flow that's ideal for both everyday living and entertaining. The main level is thoughtfully designed with the primary suite offering direct access to the patio and pool, providing a private retreat with easy indoor-outdoor living. A dedicated office with doors for privacy, a butler's pantry, and a spacious three-car garage add to the home's functionality. Upstairs, you'll find a large loft-style landing, an expansive family room, a fitness space, and three additional bedrooms. Private balconies extend the living space outdoors, while hardwood flooring throughout adds a clean, cohesive finish. The Spanish Mediterranean design complements the coastal setting and overall feel of the home. Located within the highly sought-after Palencia community, residents enjoy access to a wide range of amenities, including an Arthur Hills championship golf course, tennis and pickleball courts, a junior Olympic pool, fitness center, and clubhouse. A scenic boardwalk leads through preserved wetlands to the Tolomato River, offering a unique connection to the natural surroundings. Palencia Elementary is conveniently located in the community, and Allen D. Nease High School is consistently ranked among the top public schools in the area. This home offers a rare combination of space, layout, and community amenities in one of Northeast Florida's most desirable neighborhoods.

145 Spanish Marsh Drive, St. Augustine

$549,999

4 Beds ⋅ 3 Baths ⋅ 2,361 SqFt. ⋅ 220 DOM

Impeccably clean, bright, & beautifully open, this newer POOL home offers spacious, elevated Florida living. Situated on a fully privacy-FENCED CORNER LOT, it delivers openness & privacy both inside & out. Inside, large rooms & HIGH CEILINGS create an airy expansive feel. The open layout is anchored by the kitchen with quartz countertops & a large QUARTZ island flowing seamlessly into the living & dining areas. Triple cascading sliding doors extend the living space to a SCREENED PATIO with TV hookup, overlooking the pavered POOL area & stone FIRE PIT—perfect for year-round enjoyment. The THREE-CAR GARAGE provides even more room for vehicles, storage, or hobbies. A SPLIT FLOOR PLAN includes four spacious bedrooms & three bathrooms, with a primary suite featuring double vanities, a tray ceiling, & multiple closets, including a WALK-IN. Convenient to beaches, I-95, & historic downtown, yet removed from congestion, this home delivers space & outdoor living that define elevated FL living.

23 Gypsum Place, St. Augustine

$364,500

4 Beds ⋅ 2 Baths ⋅ 1,797 SqFt. ⋅ 236 DOM

Welcome to this well-maintained home in a desirable St. Augustine location, offering comfort, functionality, and thoughtful updates throughout. The interior features updated tile flooring, providing a clean, modern look that is both stylish and easy to maintain. The open and inviting layout is ideal for everyday living and entertaining. Step outside to enjoy the backyard retreat, complete with an above-ground pool that conveys with the property—Fully Fenced! Perfect for relaxing or hosting gatherings. The home is located in a community with a low HOA, adding to its overall appeal. Conveniently situated near shopping, dining, schools, and major roadways, with easy access to historic downtown St. Augustine and area beaches. This home presents a wonderful opportunity to enjoy Florida living with practical upgrades already in place.

176 Falcon Ridge Road, St. Augustine

$800,000

3 Beds ⋅ 2 Baths ⋅ 1,468 SqFt. ⋅ 279 DOM

Located in one of Vilano Beach's most sought-after pockets, this updated coastal retreat offers a strong blend of comfort, design, and income potential. The home has been thoughtfully improved with a new HVAC compressor and return unit, new sump pump, Hardie board siding, paver driveway and walkways, updated landscaping, outdoor shower, electric pool heater, new pool pump and filter, new front door, outdoor lighting, and refreshed kitchen appliances. Inside, the en suite bath has been tastefully updated, and the home comes fully furnished. A private pool, plantation shutters, and a generous lot elevate the experience. Currently an active short-term rental with consistent annual returns for the past four years, while also serving as a personal getaway for the owners. Less than three miles to Historic Downtown St. Augustine and walking distance to the beach.

409 Seventeenth Street, St. Augustine

$1,900,000

4 Beds ⋅ 5 Baths ⋅ 3,196 SqFt. ⋅ 56 DOM

Nestled in the serene waterside enclave of Bonita Bay, 9 Bonita Bay Drive is a stunning Spanish-style retreat just steps from the heartbeat of historic St. Augustine. This elegant 4-bedroom, 4.5-bath home offers enormous refined living space across three levels, expertly crafted in 2020 with Old-World charm and modern luxury. Living areas are flooded with natural light, and include high-end finishes, built-ins, a gas kitchen range, and a charming eat-in kitchen with an island. An elevator provides seamless access across three stories. The home's four bedrooms each include their own en-suite bath, offering privacy and comfort for guests or family. The primary suite enjoys its own wing. The two balconies deliver extraordinary panoramic views. Sit with your morning coffee on the east-facing balcony as the sun rises, and in the evening, unwind with views of the Bridge of Lions and downtown on the north-facing balcony. Outside, a private, fenced backyard provides peace and seclusion, anchored by a sparkling in-ground pool perfect for sun-drenched Outside, a private, fenced backyard provides peace and seclusion, anchored by a sparkling in-ground pool flanked by lush palms perfect for sun-drenched lounging or evening soirees. A private boat dock gives you direct access to the Matanzas River / intracoastal waterway, allowing for boating, fishing, or leisurely paddling, and ultimately navigation out to the ocean perfect for the water-lover's lifestyle. Despite its tranquil setting, this home is walking distance to downtown St. Augustine. You can easily stroll into the historic district, taking in its quaint streets, shops, restaurants, and cultural landmarks. From your balcony, you can even catch glimpses of the downtown skyline and the iconic Bridge of Lions, lending a postcard-like view and a front-row seat for fireworks on special occasions.

9 Bonita Bay Drive, St. Augustine

$1,899,000

5 Beds ⋅ 4 Baths ⋅ 3,998 SqFt. ⋅ 302 DOM

Back on market due to NO fault of sellers-second chances don't come often!! Introducing a modern expression of estate living within Equestrian Way at Whitelock Farms-effortlessly refined across 5.73 private, gated acres. Commanding nearly 4,000 square feet of refined interior living space, complemented by serene outdoor spaces, additional private in-law living, and charming barn and chicken coop, this remarkable residence offers a true sanctuary for the most discerning buyer. Past the gated entrance and manicured lawn, the stately exterior design welcomes you to the immaculately maintained residence. Inside, grand vaulted ceilings, open living spaces, and elegant finishes provide an atmosphere of effortless luxury. Downstairs features a grand foyer entry, the primary suite and accompanying en-suite, complete with custom closets. Downstairs also features a formal dining space, gourmet kitchen, and primary living space with sweeping views of the pool and pastures The kitchen and living room serve as the heart of the home, with ample natural light, perfect for both intimate gatherings and elevated hosting. Estate living and entertaining are all the more so enjoyed outside, poolside under the covered lanai with ample seating, fireplace, and outdoor kitchen. The views are nothing short of picturesque-pool and spa, pasture, barn, and equine or animal companions (should you desire) perfectly framed by the lush tree-lined backdrop. With five bedrooms and three-and-a-half baths in the primary residence alone, the home offers expansive accommodations. Upstairs you will find four ample sized bedrooms, two full baths, all conveniently arranged in a split layout, connected by a catwalk. All rooms offer sweeping pasture and lawn views. The detached in-law suite complete with a full bath, closet and its own garage space, is the perfect space for multi-generational living, office, gym, or whatever you envision. With 5.73 usable acres, the acreage offers endless possibilities, whether for additional pastures, expanded equestrian facilities, or future enhancements tailored to your vision. With plenty of acreage left untouched for privacy, there is ample room to accommodate future additions-whether that be a sports court, car storage, additional pasture space, and the like. The charming barn features three 12x12 stalls with runouts, a dedicated tack room, and easy access to the surrounding pastures. Along the right perimeter of the property, there is a second gated entry point for easy access to the barn and rear of the property for hay or supply deliveries. Residents of Whitelock Farms enjoy access to community equestrian amenities, including maintained bridle trails, multiple riding arenas, and shared training spaces offering an immersive equestrian lifestyle surrounded by both nature and community. There are dressage, hunter/jumper arenas (fenced options with footing and jumps in large grass fields), round pen for exercise lunging, and a space to pattern barrels. Footing is regularly dragged, and trails are maintained. There is a designated path with the option to trailer to the many multi-discipline arenas. Additional details include all fencing has been freshly painted black (Nov. 2025), new roof will be installed on both the main home and detached in-law suite (or credit offered), new septic installed 2024, newer AC units (2-3 years), pool pump (4 years), hot water heater (2025), barn (2022), outdoor kitchen (2024), and porch gas fireplace (2023). The residence is immaculately maintained. A residence of this caliber is a rare offering. Experience all this property has to offer for yourself with a private showing.

139 Foxcraft Street, St. Augustine

$1,199,777

5 Beds ⋅ 5 Baths ⋅ 3,458 SqFt. ⋅ 215 DOM

$10,000 towards rate buy down or closing costs!! John's Island amenities center now open. Welcome to this exceptional custom-built home. Built in 2024 located in the highly sought-after Courtney Oaks at Johns Island, Silverleaf. Offering 5 bedrooms, 3 full baths, and 2 half baths across 3,458 square feet, this elegant home sits on a half-acre homesite within a private gated community. Designed with luxury and functionality in mind, this home features an open floor plan concept with vaulted ceilings in the living room, coffered ceilings in the dining room, and laminate plank flooring throughout & 18x18 ceramic tile in the baths and laundry room. A flex space with glass French doors greets you upon entry--ideal for a home office or den. Living Room offers a 74'' Horizontal fireplace, custom built-ins, in ceiling surround sound and multi-slide patio doors allowing for a fabulous view of the sparkling pool. Floor outlets are conveniently placed in the living room, den, and office for flexible furniture layouts. The gourmet kitchen boasts Samsung stainless steel appliances, Built-in wall oven & microwave, a farmhouse sink, quartz countertops & extended island that seats 6, 42-inch upgraded cabinetry, under-cabinet lighting, walk-in pantry and a reverse osmosis system. The primary suite offers tray ceilings, a sitting area, walk-in closet, and a spa-inspired bath with a free-standing tub and frameless double-entry shower. Bay windows enhance both the primary and fourth bedrooms with the 4th bedroom including seating with storage. Additional highlights include a Generac whole-home generator, central vacuum, built-in sound system, irrigation, and water softener. Enjoy year-round outdoor living in the custom screened saltwater heated pool and spa, featuring a paver pool deck and dedicated pool half bath. A paver driveway and three-car garage with epoxy resin flooring provide ample parking and storage. Silverleaf offers resort style amenities including community pools with splash pad, pickleball, tennis courts, fitness center, dog park, clubhouses, walking trails, and family-friendly community in a prime St. Augustine location. Just minutes to shopping, dining, and top-rated schools.

295 Pine Grove Point, St. Augustine

$735,900

3 Beds ⋅ 2 Baths ⋅ 2,119 SqFt. ⋅ 116 DOM

Welcome to prairie creek, voted the best neighborhood in St. Augustine. This exceptional three bedroom, two bathroom home sits majestically on a full acre of beautifully maintained property, offering the perfect blend of spacious living and natural tranquility. Backing up to the river and large preserve ensuring no future building. Step inside this thoughtfully designed open floor plan with 2,119 square feet and discover a space that has been completely updated throughout. New roof, new AC, updated pool, new plumbing including water filtration, softener and a tankless gas hot water heater. Enjoy the heart of the home in the spacious remodeled gourmet kitchen with plenty of counter space, storage and a butlers pantry to keep everything organized. With lots of tasteful upgrades, including the under lite italian marble countertops, upgraded cabinets with pull-outs, a gas range featuring air fly technology, large hood vent, pot filler and all new black stainless appliance

3613 Crazy Horse Trail, St. Augustine

$675,000

3 Beds ⋅ 2 Baths ⋅ 1,768 SqFt. ⋅ 304 DOM

Welcome to your new Dream Home - beautiful waterfront property that offers bulkheaded lot and provides spacious backyard for your own peaceful outdoor Oasis. Enjoy true freedom of this home ownership, as there are no HOA or CDD fees. This properly sits on half an acre of land, features large screened heated saltwater pool, covered lakefront gazebo, spacious fully fenced back yard, and private fishing pier. House features an open floor plan filled with abundance of natural light. The backyard melts into the spring-fed lake, providing a private retreat for quiet mornings and serene evenings. Interior of home has been upgraded with newer appliances and A/C, recently installed septic tank, brand new roof - September 2025. New exterior paint, pool and deck remodel - January 2026. Property comes with transferable termite bond, November 2025 Home inspection report is available. Centrally located - close to Historic downtown, I-95, and the beaches. This property combines the best of Florida living with desirable features and strong investment potential, all without HOA, short-term rental restrictions and no flood zones. This property has been well-established, profitable, and highly rated short-term rental in the last 4 years. Proof of earnings is available. Turnkey and ready for your immediate enjoyment or rental operation. Schedule your private showing.

4041 Pine Run Circle, St. Augustine

$6,990,000

5 Beds ⋅ 8 Baths ⋅ 6,268 SqFt. ⋅ 1078 DOM

Mediterranean Luxury Riverfront Estate, a private gated St Johns River Estate built on 1.43 acres is a slice of paradise offering resort style amenities designed for entertaining. Custom built to perfection spanning over 6268 sqft 5-bedroom, 8 bath estate expresses the ultimate in Florida outdoor luxury living experience. The main house layout starts with a 2 story grand entry and a sweeping custom designed iron staircase, second story interior balcony, wine cellar, gourmet chefs kitchen, large billiard & theater room and 1st floor owners retreat overlooking resort pool with river views. In addition to the main house, you will find a separate caretakers quarters/guest cottage with 3bedrooms/2baths for privacy. This stunning estate includes 7 car garage & 25x50 AC and heated work garage. Enter through the 6x8 solid French wood door into a stunning 6,268 Sqft Mediterranean home. You are greeted by the great room that features a gas & wood fireplace with custom bookcases and stunning 22ft 2 steps knock down custom coffered wood ceilings. The exquisite gourmet chef's kitchen features stainless steel appliances, a Samsung double door refrigerator, a large breakfast bar with custom cabinets and a large walk-in pantry. The open dining room features great views, with a built-in butler's pantry/bar with cabinet lighting. Open the French doors which lead you to a 57' Veranda overlooking the pool and riverfront. The private owners retreat boasts 10' ceilings with hand painted murals, a large gas fireplace, California Berber carpeting, custom silk window treatments and beautiful French doors leading out to lanai. The owners bath greats you with imported Italian Stones, Italian granite, and custom workmanship. Relax in the steam dual rain shower. Take the wrought iron spiral staircase which leads you to the atrium with wood floors & 10' dome. As you enter the carpeted theatre room you are welcomed with 7 surround sound speakers with dark ceilings and black out drapes, perfect for a movie night. The billiard room showcases hardwood floors, with a gas fireplace, custom bookcases, and a wet bar that features granite countertops with built in cabinets. This Spectacular Waterfront Estate Lot features 107ft Bulkhead WF with St. Johns River views. Enjoy a tin roof boat house with a deep-water dock. The salt water heated pool features water purification/self-cleaning filtration. The pool is surrounded with Italian Stone, custom walk-in waterfall, spa, swim up bar, and a 4' beach island. This home has a tropical landscape with outdoor lighting, gated grand entryway, a wrought iron fence, and a sprinkler system. Relax at the summer kitchen or by the outdoor fireplace. An outside cabana bath features storage and an outdoor lounge area. Enjoy your 3BR|2B 1250Sqft guest cottage, with a living room, kitchen, and private parking. Find your oasis at this private protected cove home.

8289 Colee Cove Road, St. Augustine

St Augustine, FL Homes with a Pool for Sale

Newest St Augustine, FL Homes with a Pool for Sale

Matt Strickland - REALTOR®️️️

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