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$750,000
3 Beds ⋅ 3 Baths ⋅ 2151160 MLS
Price recently improved! Rarely does a fully furnished, turnkey pool home in a short-term rental-friendly beach community become available at this value point. Currently operating as a successful vacation rental with strong short-term rental income history, this property offers an exceptional opportunity for investors, second-home buyers, or those seeking the ultimate beach lifestyle on Anastasia Island. With no minimum rental restrictions, owners have the flexibility to maximize income potential or enjoy the property for personal use. Ideally located just a short walk to the beach, local coffee shops, restaurants, and boutique shopping, this home combines income potential with everyday convenience. Thoughtfully designed for both guest enjoyment and personal use, the flexible two-story floor plan is perfectly suited as a vacation rental, second home, or primary residence. The main living level features an open-concept great room with vaulted ceilings, creating a bright and inviting space for gathering and entertaining. The kitchen flows seamlessly into the dining area, while a screened sunroom provides the perfect spot to enjoy coastal breezes year-round. The primary suite is conveniently located on the main floor, while two additional bedrooms downstairs offer privacy for family and guests. A custom game room adds extra entertainment space and enhances the home's vacation rental appeal. Outside, the fully fenced backyard is a private oasis featuring a heated in-ground pool, covered pavilion, and paver patio--perfect for relaxing after a day at the beach or entertaining friends and family. Offered fully furnished and turnkey with numerous recent updates, this home is ready for immediate enjoyment or continued income-producing potential.

287 Boulevard Des Pins, St. Augustine
$824,900
5 Beds ⋅ 4 Baths ⋅ 2149975 MLS
Welcome to your own Florida oasis--this exceptional home offers a spectacular outdoor paradise featuring a heated saltwater pool, elevated spa with cascading waterfall, expansive paver patio, swaying palm trees, multiple entertaining areas, and an outdoor TV. This home is designed for true indoor-outdoor living, triple sliding pocket doors open the entire living space to create the ultimate Florida lifestyle. Built in 2023 in the award winning Shearwater Community, this stunning 5-bedroom, 4-bath home offers over 3,000 square feet of thoughtfully designed living space with high-end finishes throughout. The gourmet kitchen is the heart of the home, featuring quartz countertops, an oversized island, stainless steel appliances, abundant cabinetry, a walk-in pantry, and seamless flow into the dining and family room. A custom built-in entertainment wall with an electric fireplace creates a warm and sophisticated gathering space, while the spacious mudroom and laundry room include custom cabinetry and built-ins that combine luxury with everyday functionality. The first-floor owner's retreat is a true sanctuary with dual walk-in closets, a spa-inspired bathroom featuring a soaking tub, oversized tiled shower, and private water closet. Upstairs, a versatile bonus suite with its own full bathroom and walk-in closet is perfect as a guest retreat, media room, home office, or private fifth bedroom. With four full bathrooms, generously sized bedrooms, and a 3-car garage, this home offers exceptional flexibility and entertaining alike. Located in one of Northeast Florida's most desirable master-planned communities, Shearwater offers an unmatched lifestyle with resort-style pools, a lazy river, water slides, lap lanes, fitness center, tennis courts, kayak launch, sports fields, playgrounds, scenic nature trails, and top-rated St. Johns County schools. Luxury, comfort, and a vacation-worthy backyard--all without waiting for new construction or investing in the extensive upgrades already completed for you.

1130 Windley Drive, St. Augustine
$947,400
5 Beds ⋅ 4 Baths ⋅ 2149798 MLS
Rare 7th-fairway setting in St. Johns Golf & Country Club -- one of the community's most coveted homesites, with panoramic golf course views, tranquil water frontage, and a protected preserve backdrop. No direct rear neighbors means the privacy and unobstructed sightlines here are genuinely hard to find. Inside, 3,668 sq. ft. of thoughtfully designed living space includes a dedicated office & an expansive bonus room. Recent upgrades: LVP flooring throughout, built-ins in the family room, plantation shutters, and fully refreshed bathrooms (powder bath '24, upstairs bath '25, master bath '26). The home also received fresh paint, a new water heater, and new ceiling fans throughout in 2026. The living and entertaining spaces flow seamlessly to the outdoor terrace, where a custom pool and elevated spa anchor a spacious paver patio overlooking the lake, 7th fairway, and preserve--with space already prepped for a future summer kitchen. This is Florida living at it's best! Updates: Pool Installed 2017 Garage door hinge 2018 Invisible fence 2019 Pool pump replaced (under warranty) 2026 Upstairs carpet 2019 Rainbird Irrigation system upgraded 2020 Nano Salt system for pool 2020 All Gutters replaced 2020 Maytronic Robot Pool cleaner 2021 Plantation Shutters 2021 Built ins in family room 2022 LVP flooring throughout 2022 Jack & Jill bathroom updated 2022 Powder Bath updated 2024 Kitchen Disposal 2024 Upstairs bath updated 2025 Master bath updated 2026 New water heater 2026 Fresh paint 2026 New ceiling fans throughout 2026 About the community: St. Johns Golf & Country Club offers an exceptional amenity package including a championship golf course, resort-style pool and splash area, fitness center, tennis and basketball courts, playground, clubhouse dining and an outdoor bar--all within one of St. Johns County's most established golf-course communities.

837 Eagle Point Drive, St. Augustine
$750,000
4 Beds ⋅ 3 Baths ⋅ 2146463 MLS
Experience luxury living in the heart of St. Augustine at one of the premier private family social & golf club communities in the Nation's Oldest City. This exceptional home blends modern technology, energy efficiency, and resort-style living into one unforgettable property. Designed for both comfort and sustainability, the home features 28 solar panels delivering virtually no electric bill and an estimated savings of $500 per month. A Tesla battery backup system (a $16,000 value) powers the living room, bedrooms, and refrigerator during outages, while smart app-controlled technology allows you to manage the pool, irrigation, and Tesla battery right from your phone. Step outside to your private backyard oasis featuring a stunning 2023 saltwater pool complete with a variable-speed pump, color-changing LED mood lighting, tranquil water feature, elegant travertine pavers, and a sun shelf with built-in umbrella for the ultimate Florida lifestyle. Inside, the upgrades continue with impact-resistant, thermal-insulated windows, LED exterior lighting that beautifully illuminates the home at night, a luxurious primary suite with custom closet cabinetry, new bedroom flooring, and a 2025 HVAC system for added peace of mind. Additional highlights include a water softener, epoxy-coated garage flooring, and newly updated app-controlled irrigation. This is more than a home -- it's a smart, energy-efficient retreat offering country club living, cutting-edge convenience, and resort-style amenities just minutes from everything St. Augustine has to offer.

472 Glorieta Drive, St. Augustine
$899,000
5 Beds ⋅ 4 Baths ⋅ 2146356 MLS
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 ⋅ 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
$1,349,999
4 Beds ⋅ 3 Baths ⋅ 2142669 MLS
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 ⋅ 2142589 MLS
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 ⋅ 2142006 MLS
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
$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
$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
$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
$1,199,777
5 Beds ⋅ 5 Baths ⋅ 2115547 MLS
$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
$6,990,000
5 Beds ⋅ 8 Baths ⋅ 1186603 MLS
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
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