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$2,350,000
6 Beds 5 Baths 256299 MLS
178 Avenida Menendez – An Iconic Flagler-Era Residence with Panoramic Bayfront Views Exquisitely restored and meticulously maintained. The Bodley/Bennett residence is a rare Flagler-era treasure, originally built in 1910 and thoughtfully renovated between 2010 and 2012. Perched along the Matanzas River, this historic legal duplex commands sweeping, panoramic vistas of the St. Augustine Bayfront and the legendary Bridge of Lions, offering a lifestyle defined by elegance, heritage, and unmatched waterfront charm. Boasting 6 bedrooms and 5 full baths, this residence seamlessly blends historic character with modern comforts. Yellow pine flooring, 8” hardwood baseboards, original five-panel doors, and grand staircases evoke timeless craftsmanship while updated systems and finishes ensure contemporary luxury.

178 Avenida Menendez, St Augustine

Courtesy of Keller Williams Realty Atlantic Partners St Augustine

$3,000,000
3 Beds 2 Baths 256164 MLS
DEEP WATER DOCKABLE just off ICW with easy access at ALL tides! RARE Find with 1.41 Acres option to sub divide into 2 separate properties! The newly remodeled in 2019, Main House 3/2 with 1707 HVAC and tons of room to expand...With large oaks and sprawling views of the ICW and 110' waterfront with rights to build your dream dock to deep water dockage less than 200'. Vaulted ceilings with 5 sets of Impact resistant French Doors opening to over 50' of covered porches and open air decks off private Master Suite with separate entrance. Upgrades throughout with elevated pier and beam foundation that has kept Home OUT of previous Flood events. Elevated with room to grow or subdivide this property also has a 1440 sqft garage with room for 4 cars or massive workshop! NO FLOODING has occurred in either structure!!!

5425 Windantide Rd, St Augustine

Courtesy of Florida Homes Realty & Mortgage

$774,900
3 Beds 3 Baths 255917 MLS
Location! Location! Location! Never flooded, No HOA, Separate efficiency apartment, room for an RV or Boat with 50 amp service - all ideally located in sought-after South Davis Shores, this charming coastal residence offers the perfect blend of walkability and lifestyle—just a 9-minute stroll over the Bridge of Lions into historic downtown St. Augustine, with the restaurants, bars, breweries, and shops of Anastasia Island just steps away. The inviting front porch with rocking chairs and a retractable screen welcomes in the bay breeze, while the bright, open interior showcases hardwood floors, detailed trim, generous storage, and light coastal tones throughout. The updated kitchen is designed for both function and style, featuring granite countertops, cork flooring, stainless steel appliances including a dual-fuel range, open shelving, soft-close cabinetry, expanded seating, and a tucked-away bar area.

26 Dolphin Dr, St Augustine

Courtesy of Coldwell Banker Premier Properties (Matanzas)

$369,000
2 Beds 3 Baths 255811 MLS
Only 3 of 5 Homes Still Available – Don’t Miss Out! Be among the first to own one of five beautifully crafted, modern homes being built on the same block only three remain! This thoughtfully designed residence blends contemporary style with comfort and function, offering 2 bedrooms, 3 full bathrooms, and a spacious flex room/office ideal for remote work or guest space (12ftx12ft). Step inside and be greeted by soaring 14-foot ceilings in the living room, kitchen, primary suite, and primary bath flooding the space with natural light and creating an open, airy atmosphere. Every detail has been carefully curated, with solid surface flooring, tile bathrooms, and premium finishes throughout. The chef’s kitchen is a true showpiece, featuring quartz countertops, stainless steel appliances, and solid wood shaker cabinets. Outside, enjoy low-maintenance luxury with a colored metal roof, vinyl windows, paver driveway, paver patio, and a 6-foot privacy-fenced yard

808 W 9th Street, St Augustine

Courtesy of Florida Homes Realty & Mortgage

$2,800,000
7 Beds 4 Baths 255673 MLS
Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register of Historic Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind ~ enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 sq ft of living space, 5 bedrooms and 3.5 bathrooms in the main house and a 2 bedroom, 1 bath apartment with private entrance, a full kitchen, living and dining rooms - this home is ideal for multigenerational living or additional income. Located on historic St. George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living.

268 St. George St., St Augustine

Courtesy of One Sotheby's Int (A1A Beach)

$657,500
5 Beds 3 Baths 255658 MLS
Spacious Family Home with Mother-In-Law Suite, Solar Panels & Pond Views! Welcome to this inviting five-bedroom, three-and-a-half-bath block home in beautiful St. Augustine, Florida. Nestled beside a quiet wooded area and overlooking a peaceful pond, this two-story home offers the perfect blend of comfort, space, and nature in a family-friendly neighborhood. Step inside to an open floor plan filled with natural light and modern finishes. The spacious kitchen features a large island — perfect for family meals, entertaining, or helping with homework — and flows seamlessly into the dining and living areas. Tile and vinyl flooring throughout the home offer both style and easy maintenance. This property includes solar panels for energy efficiency and a private mother-in-law suite, providing flexible living space for extended family or guests. Enjoy your mornings or evenings on the screened-in patio, where you can relax and take in the tranquil pond and wooded views.

122 Sandstone Drive, St Augustine

Courtesy of Endless Summer Realty

$650,000
4 Beds 3 Baths 255316 MLS
This exceptional new-construction two-story home offers 4 bedrooms, 3 baths, a bonus room, and an oversized 3-car garage, all thoughtfully designed with elegant finishes throughout. The gourmet kitchen is a chef’s dream, featuring quartz countertops, upgraded cabinetry, stainless steel appliances, a separate pantry, center island, and raised snack bar that flows seamlessly into the breakfast area. Perfect for entertaining, the open kitchen connects to the casual dining space and the expansive great room with soaring ceilings and direct access to the covered lanai and outdoor kitchen. Retreat to the spacious owner’s suite, complete with a walk-in closet and a spa-inspired bath featuring dual vanities, a tiled shower, and a Roman tub.

105 Fonseca Dr, St Augustine

Courtesy of Watson Realty Corp (US1 South)

$278,000
3 Beds 2 Baths 255185 MLS
Habitat for Humanity of St. Johns County is building homes for the workforce. Our two-bedroom one-bath and three-bedroom two-bath homes are located on McDonald Avenue in our Volusia Woods neighborhood, located just minutes from downtown St. Augustine. All homes are owner-occupied. Down payment assistance is available to qualified buyers. These beautiful homes have an open floorplan, with an abundance of windows so you can enjoy natural light and fresh air on a nice day. They feature a metal roof, granite countertops, upgraded vinyl flooring, window treatments, and an attached shed. All homes come with new Whirlpool appliances, including the refrigerator, range, dishwasher, and microwave, as well as a washer and dryer in a separate laundry room. These homes cover 900 - 1,100 square feet and boast a stylish, modern eat-in kitchen with stainless steel appliances. Every home comes with an attached 32 sq ft shed at the back of the home, and a covered 80 sq ft front porch.

97 Mcdonald Ave, St Augustine

Courtesy of TEAM 100 REALTY

$389,000
3 Beds 1 Baths 254933 MLS
Welcome to this beautifully updated 3 bedroom, 1 bath single-family home in the heart of historic Lincolnville. Since the owners purchased in 2021, there has been no water intrusion! Since the owners purchased in 2021, there has been no water intrusion! Offering 832 square feet of thoughtfully designed living space, this property blends modern upgrades with downtown St. Augustine charm. Step inside to a bright and open kitchen featuring granite countertops, a modest island, and plenty of storage—perfect for everyday living and entertaining. The updated bathroom includes a soaking tub, stylish tile, and a matching granite vanity, giving it a fresh, spa-like feel. Comfort is a priority with a 1-year-old AC unit and a tankless hot water heater for efficiency and peace of mind. The large, partially fenced backyard is ideal for outdoor gatherings, pets, or creating your own private retreat.

118 Twine St., St Augustine

Courtesy of St Augustine Realty

$625,000
2 Beds 1 Baths 254776 MLS
This historic victorian house gives you the unique opportunity to live in it, open a business in it, or both. CL2 zoning allows for many different options. The upper and lower porches face east toward the water which is 2 blocks away. There are both a detached garage and a carport for parking. Inside there are wood floors throughout. There is a non-working fireplace with a victorian mantel as the focal point in the living room. The kitchen has all stainless steel appliances, a laundry closet and built in pantry. Both the dining room and kitchen look out onto a bricked backyard. The upstairs hall runs the length of the house and gives access to the upper balcony. The current owner had plans drawn for an addition to the house and the plans are available to be looked at and will be given to the buyer upon request.

40 Abbott, St Augustine

Courtesy of A Green World Realty, LLC

$990,000
4 Beds 2 Baths 254557 MLS
Escape the Ordinary — Luxury Living on 4.67 Cleared Acres! Step into your own private haven, where spacious design meets refined comfort. Set on 4.67 acres of cleared, versatile land, this 3000+ sq ft residence delivers exceptional living and entertaining opportunities—inside and out. Custom Theater Room with plush tiered seating for 9 guests—your personal movie palace. Enjoy this Oversized Great Room featuring a beautiful fireplace, elegant lighting, and room for your grand piano and more! Chef’s Kitchen Features: Gleaming granite countertops and all New Appliances - Gas range top, Double Wall Ovens for seamless cooking and hosting. Bar seating areas and a spacious pantry that opens to a spacious Formal Dining Room that also boasts another fireplace. Four full bedrooms, Two full bathrooms offering style and space.

2111 Forbes Rd, St Augustine

Courtesy of TEAM 100 REALTY

$775,000
4 Beds 3 Baths 254394 MLS
Welcome home to a stunning residence located within the highly desirable gated community of Wood Lake, offering both security and exclusivity. This elegant home features four spacious bedrooms and three modern bathrooms, providing ample space for family living and guests. The interior boasts upgraded cabinets and custom closet systems, enhancing both functionality and aesthetic appeal. Step outside to enjoy the luxurious, extra-large swimming pool—perfect for relaxing, entertaining, or staying active—set amidst beautifully landscaped grounds that offer privacy and curb appeal. The expansive lanai provides an ideal outdoor living area, perfect for hosting gatherings or enjoying quiet evenings in the serene surroundings. Energy efficiency and environmental consciousness are prioritized with the installation of solar panels, helping to reduce energy costs while supporting green living. This is premium gated community living just minutes to the pristine beaches of Crescent Beach!

253 Parkwood Cir, St Augustine

Courtesy of LPT Realty LLC

$499,000
3 Beds 1 Baths 254279 MLS
Charming 3Bed • 1Bath Renovated Bungalow Near Historic District Nestled just moments from the allure of St. Augustine’s Historic District, this delightful 3-bedroom, 1-bath home effortlessly blends old-city charm with bright, modern updates. Step inside to discover: Renovated and Move-In Ready – Freshly revamped interior including brand-new next-level flooring and a sleek kitchen with quartz countertops and stainless-steel appliances. Three well-sized bedrooms offer versatile space for restful nights, a home office, or guest stays. Stylish Upgraded Bath Outside, the perks continue: Fenced Yard – Your private oasis! Room to play, grow a garden, or simply unwind under the sun. Covered Carport – Park with ease and keep your vehicle protected from the elements. Prime Location – A short stroll brings you to cobblestone streets, historic landmarks, boutique shops, cafes, galleries, and vibrant local events. Plus, easy access to schools, parks, and major commuter routes.

13 Oak St, St Augustine

Courtesy of Sunshine Realty & Vacation Rentals, LLC

$535,000
3 Beds 2 Baths 253989 MLS
Welcome to your own private retreat in beautiful St. Augustine! Set back on a spacious wooded lot, this well-maintained 3/2 home offers the perfect blend of comfort, privacy. Step inside to a bright and inviting open floor plan featuring a spacious living area, updated kitchen with modern appliances, and a spacious dining area or flex space—ideal for family gatherings or entertaining friends. The primary suite offers a peaceful escape with an en-suite bathroom and generous closet space. Enjoy the best of outdoor living with your in-ground pool, complete with a screen enclosure for your enjoyment. Whether you're taking a refreshing dip, hosting a barbecue, or relaxing in the shade, the expansive backyard surrounded by mature trees provides a private setting. Additional highlights include: Split floor plan for added privacy and attached 2-car garage. Ample outdoor space for gardening, pets, or play. Schedule your private tour today!

200 Raintree Trl, St Augustine

Courtesy of Engel & Volkers St Augustine

$575,000
4 Beds 2 Baths 253239 MLS
Welcome to this beautifully restored 1904 home in the heart of Historic St. Augustine, where vintage character and modern comfort live in perfect harmony. This four-bedroom, two-bathroom residence exudes warmth and charm from the moment you arrive, beginning with a classic front porch—perfect for morning coffee or relaxing evenings in the breeze. Inside, original wood flooring adds rich character throughout much of the home, complemented by thoughtful renovations that honor its historic roots. The inviting living room flows effortlessly into a formal dining room, creating the perfect space for entertaining or everyday living. Toward the back of the home, a full bath and well-appointed kitchen offer direct access to the rear porch and a paver-lined courtyard—an idyllic setting for al fresco dining or evenings under the stars.

27 Grant St, St Augustine

Courtesy of Keller Williams Realty Atlantic Partners St Augustine

$1,259,000
4 Beds 3 Baths 253124 MLS
Brand-New Coastal Home | Walk to Beach, River, Dining & More | Vacation Rental Approved Experience the best of coastal living in this just-completed 4-bedroom, 3.5-bathroom home with tall ceilings, upgraded quartz countertops, located in the heart of a vibrant town center. With 2,454 square feet of heated and cooled interior space and over 4,000 total square feet, this home offers expansive living with room to relax, entertain, and invest. The thoughtfully designed open floor plan is filled with natural light and features 8-foot hurricane impact-rated doors and windows throughout. A ground-level flex space provides the perfect option for a secondary primary bedroom, home office, or guest suite. Covered and dried-in decks extend the living space outdoors, while a durable metal roof ensures long-term peace of mind.

137 Ferrol Road, St Augustine

Courtesy of ALSOP Properties, Inc

$2,295,000
4 Beds 3 Baths 252946 MLS
Discover an exceptional opportunity in Yachtsman’s Point, an exclusive enclave within the gated community of Pelican Reef on Anastasia Island. This private homesite offers sweeping marsh views and direct access to a tidal creek that leads to the Intracoastal Waterway — perfect for kayaking, paddleboarding, and small-boat adventures right from your backyard. A newly completed retention wall adds tremendous value and peace of mind, enhancing the stability and readiness of this build-ready lot. The property also includes ARB-approved custom spec home plans and a completed soil test confirming no pilings are required, streamlining your path to construction. The spacious setting provides ample room to design a coastal retreat tailored to your lifestyle. Pelican Reef residents enjoy a private marina with the option to buy or rent a boat slip for a low fee.

228 Pelican Reef Dr, St Augustine

Courtesy of Venture Development Realty, Inc.

$629,900
4 Beds 2 Baths 251777 MLS
Pool Home on the Island! Pool, Pond views & so much more in this OVER 2400 sq ft home in Lions Gate. 4 Bedrooms PLUS office and 2 1/2 baths! Feel the soaring ceilings & oversized living & dining area giving plenty of room for inside living, with eat-in kitchen. First floor has Primary suite where you can wake up to Pool & Pond views each morning. Office on the first floor as well for easy at home work space. Don't miss the fabulous screened pool for outdoor living. The lofted uppstairs has 2 bedrooms & bath. Hardwood floors, central vacuum, Several sliding doors leading to pool for easy entertaining. New Roof in 2022! New A/c Heat Pump 2025 w/10 Year Warranty on parts. Patio Home setting for easy lock & leave for traveling, yard maintenance included in HOA, & gated community.

209 Lions Gate Dr, St Augustine

Courtesy of Leonardi Seaside Realty

$749,000
5 Beds 3 Baths 251732 MLS
Walk to Flagler College | No Flood Zone | Income Potential | Buy vs. Rent Opportunity Skip the high cost of dorms and invest in a smarter long-term solution just minutes from Flagler College and Historic Downtown St. Augustine. This flexible, income-producing property offers a rare opportunity for parents, investors, or multigenerational living — live in one space while offsetting costs, or secure housing now and build equity over time. Located outside the flood zone (no flood insurance required), this home keeps monthly ownership costs lower — a major advantage over nearby properties. Built for durability and efficiency with ZIP System sheathing, this storm-ready home combines modern construction with long-term peace of mind. The highly desirable layout features two primary suites, including a main-level option, ideal for: • Student + parent living • Roommate income potential • Guest privacy or work-from-home flexibility

110 Moore, St Augustine

Courtesy of Endless Summer Realty

$399,000
2 Beds 2 Baths 250876 MLS
Experience the best of both worlds at 50 Florida Avenue ~ a modern bungalow with an additional backyard garden she shed high on a sprawling oak-shaded corner lot, just moments from the heart of town. Built in 2022, this Old Town gem is tucked away on a quiet cul-de-sac just steps from the banks of the Sebastian River, yet within the City limits and close to Historic Downtown. Enjoy the best of Florida living while lounging on the front porch, entertaining in the private, fully-fenced backyard ~ or take a walk or bike ride to neighborhood shopping, cafes, and nightlife. Situated close to local favorites like Buena Onda, Bog Brewery, The West Egg, Serenity Yoga and The Blue Hen, this is your opportunity to step into St. Augustine life or own a lucrative investment property in the heart of it all.

50 Florida Ave, St Augustine

Courtesy of One Sotheby's Int (A1A Beach)

$6,990,000
5 Beds 5 Baths 236159 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.

8289 Colee Cove Rd, St Augustine

Courtesy of Coldwell Banker Vanguard Realty (SJ)

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