Explore St. Augustine, FL Homes for Sale

Homes for Sale with a Pool in St. Augustine, FL

Welcome to your dedicated resource for homes for sale with a pool in St. Augustine, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local St. Augustine, FL agent, Cindy Gavin Team specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in St. Augustine, FL

$1,190,000
4 Beds ⋅ 4 Baths ⋅ 2140804 MLS
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 ⋅ 2139711 MLS
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 ⋅ 2139707 MLS
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 ⋅ 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
$789,000
4 Beds ⋅ 2 Baths ⋅ 2138072 MLS
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 ⋅ 2135870 MLS
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 ⋅ 2135002 MLS
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 ⋅ 2134794 MLS
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 ⋅ 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
$1,450,000
5 Beds ⋅ 4 Baths ⋅ 2130105 MLS
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 ⋅ 2128604 MLS
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 ⋅ 2125954 MLS
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
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