Location: St Augustine
Do Not Show Listings
367 LAKE SINCLAIR ST, ST AUGUSTINE, FL 32084
$499,00035 Days on yellowkey MLS ID: O6409053
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2265 Built: 2023Monthly Fee: $63 Tax: $6,340 (2025)Community: St Augustine LakesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,340
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to 367 Lake Sinclair Street, situated on arguably the best lot in all of St. Augustine Lakes. Perfectly positioned on an oversized lakefront homesite, this home offers peaceful sunrise views over the water, extra outdoor space, room for a future pool, and a level of privacy that is hard to find in a newer community. Built in 2023, the home was thoughtfully designed with high-end finishes throughout and has been meticulously cared for by the seller since day one. Inside, you’ll find a bright, modern layout with quality selections, clean finishes, and a true move-in-ready feel. The standout feature is the upgraded outdoor living space, thoughtfully designed to showcase the gorgeous lake view. The seller added a beautiful pavered patio, including a screened-in portion for relaxing comfortably year-round, plus an open-air extension that stretches toward the lake—perfect for grilling, entertaining, or enjoying quiet mornings with a view. The backyard also offers plenty of space to add a pool while still preserving the beautiful lakefront setting. St. Augustine Lakes is one of the area’s hidden gems: a peaceful, quiet neighborhood tucked away from the busier parts of town, yet still within easy reach of historic downtown St. Augustine, shopping, dining, and the beaches. If you’ve been looking for a newer home with premium finishes, an exceptional lot, and a serene lakefront setting, this is the one!
Listing is courtesy of: DJ & LINDSEY REAL ESTATE (386-387-5985)
Listing Agent: John Galluzzo (603-548-3122)
166 MARTIN LUTHER KING AVE, ST AUGUSTINE, FL 32084
$495,000147 Days on yellowkey MLS ID: FC315697
REDUCED by $25,000 (4.8%) on 05/26/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1708 Built: 1930 Tax: $7,317 (2025)Community: Buena Esperanza SubSingle Family
Taxes:$7,317
Remarks: Priced Below Appraised Value | Lincolnville's Best Value Per Square Foot For the investor, the short-term rental operator, or the buyer who knows how to recognize an opportunity — 166 Martin Luther King Avenue is the one to watch right now. Located in the heart of Historic Lincolnville, one of St. Augustine's most consistently visited and sought-after neighborhoods, this 1930 Craftsman-style residence sits in prime short-term rental territory. Lincolnville draws visitors year-round to the nation's oldest city — walkable to downtown restaurants, bayfront parks, Flagler College, historic landmarks, and trolley access — making it one of the most desirable short-term rental districts in Northeast Florida. Buyer to verify current local short-term rental regulations. At $290 per square foot, this is the lowest price per square foot of any active 3-bedroom home in Lincolnville today — and it's listed below its appraised value, giving the right buyer immediate built-in equity from day one. The home offers 1,708 square feet of living space across three generously sized bedrooms and two full bathrooms, including a primary ensuite — an uncommon feature for a home of this era and a meaningful asset for short-term rental guests and owner-occupants alike. The open floor plan connects the main living areas to a spacious kitchen with pantry, and a separate laundry room adds everyday practicality. A covered front porch, rear deck, fenced front and backyard, and mature shade trees create outdoor living space that enhances both personal enjoyment and guest appeal. Key structural updates include a 2019 metal roof and 2021 windows — the big-ticket items are already handled. At this price point, in this location, the upside potential is built in from day one. No HOA. No CDD. Full flexibility to use, rent, or invest on your own terms. This is the entry point into Lincolnville that serious buyers have been waiting for — priced below appraised value, in a location that continues to attract visitors and residents alike, with more square footage than anything comparable on the market today.
Listing is courtesy of: KELLER WILLIAMS REALTY ATLANTIC PARTNERS (ST. AUG) (904-797-7442)
Listing Agent: Frank Perez-Andreu (904-501-9896)
363 LATROBE AVE, ST AUGUSTINE, FL 32095
$649,50035 Days on yellowkey MLS ID: R4911304
1 Days Off yellowkey (back on 6/20/2026)
REDUCED by $400 (0.1%) on 06/10/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3165 Built: 2020Monthly Fee: $10 Tax: $10,862 (2025)Community: Southaven Ph IibSingle Family
Taxes:$10,862
Remarks: Welcome to this beautifully designed single-story home in the highly desirable Markland community, offering over 3,100 square feet of flexible living space tailored for comfort, functionality, and modern living. Featuring 4 bedrooms, 4 full bathrooms, and a dedicated office that can easily function as a 5th bedroom, this home is ideal for multigenerational living or those needing extra space to work or host guests. A standout feature of the home is the private guest suite located at the front of the property, complete with its own living area, bedroom, full bathroom, and kitchenette, creating the perfect setup for extended family, long-term guests, or additional privacy. The spacious open-concept layout centers around a large family room that flows seamlessly into the chef-inspired kitchen with an oversized island, ideal for entertaining, gathering, or everyday living. The primary suite is privately positioned toward the rear of the home and features a spa-style bathroom along with a generous walk-in closet designed with both convenience and storage in mind. Outside, the property offers ample space to create your dream backyard, including room for a future pool. Located within the sought-after Markland community, residents enjoy access to resort-style amenities including a clubhouse, pool, fitness center, community dock, dog park, and more. Known for its thoughtfully planned design and welcoming atmosphere, Markland combines upscale living with a strong sense of community in one of the area's most desirable settings.
Listing is courtesy of: MYGOODAGENT LLC (203-895-1206)
Listing Agent: Cody Huelsman (203-895-1206)
105 GYPSUM PL, ST AUGUSTINE, FL 32086
$729,00066 Days on yellowkey MLS ID: O6400517
REDUCED by $10,900 (1.5%) on 05/21/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2798 Built: 2022Monthly Fee: $64 Tax: $6,555 (2025)Community: Rock Springs FarmsSpa: YesSingle Family
Taxes:$6,555
Remarks: MINUTES TO THE BEACHES and located on a quiet cul-de-sac, this exceptional POOL HOME delivers! Featuring 4 BEDROOMS, 3.5 BATHS, 3 CAR GARAGE, AND SO MANY EXTRAS, this 2,798 home offers the perfect blending of comfort, functionality and Florida living. A private MULTI-GENERATIONAL SUITE complete with its own living area, kitchenette, bedroom, and full bath provides ideal separation for extended family, guests, or a secluded retreat. The heart of the home features a seamless open-concept layout, where the kitchen, gathering room, and dining spaces connect effortlessly. Step outside to a true backyard escape; an expansive screened paver lanai with pool and spa, all set against a tranquil pond backdrop with stunning sunset views. The extended paver deck and widened driveway enhance both curb appeal and function, leading to a 3 Car Garage featuring epoxy floors, utility sink, and sliding screen doors perfect for added flexibility. Additional highlights include tray ceilings, custom millwork and wainscoting, water softener, reverse osmosis system, whole-home gutters, dedicated irrigation well for efficiency and cost savings, and a new water heater. Enjoy the added advantage of a LOW HOA, NO CDD fees and no minimum rental restrictions, offering flexibility for both homeowners and investors. Community amenities include a pool and playground, with nearby boat & RV storage just minutes away; perfect for embracing the coastal lifestyle. A standout opportunity with flexible living, your personal resort-style outdoor space, and a location that keeps you close to everything yet quietly tucked away on one of the best lots in the community. Property is not in a flood zone (currently Flood Zone X with Letter of Map Revision).
Listing is courtesy of: RE/MAX SPECIALISTS (904-260-4550)
Listing Agent: Dimpreet Smith (904-315-9348)
254 BASQUE RD, ST AUGUSTINE, FL 32080
$730,000152 Days on yellowkey MLS ID: FC315554
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1760 Built: 2002 Tax: $8,248 (2025)Community: Treasure Bch 3Rd AddSingle Family
Taxes:$8,248
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath canal-front home in Treasure Beach, where relaxed waterfront living meets modern comfort. Step inside to find fresh new flooring and paint throughout, creating a bright, clean, and move-in-ready feel. The primary suite is a true retreat, featuring a spa-like bathroom with a stand-alone soaking tub, a spacious walk-in shower, and a large walk-in closet. Two additional bedrooms offer flexibility for guests, family, or a home office. Unwind year-round in the large 10' x 22' Florida room - the perfect space to enjoy peaceful canal views. The back yard is private with sub-tropical landscaping complete with a deck overlooking the canal. The outdoor space invites you to relax, entertain and take in the incredible water views and coastal living. Whether you’re looking for a full-time residence or a serene getaway, this Treasure Beach gem delivers comfort, style, and the best of waterfront living. This home can also provide a Solid Investment Opportunity and would be ready for a new owner with over four years of profitable income records.
Listing is courtesy of: LIGHTHOUSE REALTY ASSOCIATES, (904-471-3400)
Listing Agent: Karen Lindsey (904-669-6917)
128 WINDWALKER DR, ST AUGUSTINE, FL 32092
$839,90020 Days on yellowkey MLS ID: O6413962
REDUCED by $10,100 (1.2%) on 06/19/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3783 Built: 2020Monthly Fee: $64 Tax: $8,022 (2025)Community: Wards CrkSingle Family
Taxes:$8,022
Elementary School: Mill Creek Academy PK-8
High School: Tocoi Creek High School
Remarks: Beautifully upgraded home with nearly $100,000 in enhancements, set on a generously sized lot with serene lake views in sought-after St. Johns County. This open-concept floor plan features soaring ceilings, modern finishes, luxury laminate hardwood floors, and seamless flow throughout the main living areas. The gourmet kitchen offers premium cabinetry, stainless steel appliances, and a large island overlooking the living and dining spaces. Downstairs includes a dedicated office/flex space, half bath, and laundry room. The spacious primary suite offers a spa-inspired bath and walk-in closet, while additional bedrooms each feature access to full baths for added privacy. Upstairs loft/flex space provides extra living options. The oversized tandem garage functions as a 3-car garage, offering exceptional storage and versatility. Relax on the upgraded backyard patio overlooking the lake!
Listing is courtesy of: DOGWOOD REALTY (817-357-6276)
Listing Agent: Elaine Samaan (904-822-4311)
745 WILDWOOD DR, ST AUGUSTINE, FL 32086
$334,90034 Days on yellowkey MLS ID: O6408785
REDUCED by $14,100 (4.0%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1428 Built: 1982 Tax: $2,380 (2025)Community: Young EstateSingle Family
Taxes:$2,380
Remarks: Situated on a spacious .43-acre homesite in a convenient St. Augustine location, this updated 3 bedroom, 2 bathroom home offers the perfect blend of comfort, style, and functionality. Inside, you’ll find tile flooring throughout with absolutely no carpet, creating a clean and cohesive feel across the entire home. The updated kitchen features solid wood cabinetry, leathered granite countertops, and ample workspace for cooking and entertaining. Both bathrooms have been tastefully renovated with subway tile showers and modern finishes. The living area is anchored by a cozy wood-burning fireplace, adding warmth and character to the space. Enjoy relaxing year-round from the fully screened lanai overlooking the backyard with plenty of room to enjoy the privacy and outdoor space. Additional highlights include a newer HVAC system and a highly convenient location just 5 minutes to Publix, 15 minutes to Crescent Beach, and 15 minutes to Historic Downtown St. Augustine. A rare opportunity to own a move-in ready home on nearly half an acre with no HOA in one of St. Augustine’s most accessible locations.
Listing Agent: Alexia Cipollone (904-907-3095)
194 ANGUILLA BLVD, ST AUGUSTINE, FL 32092
$439,9007 Days on yellowkey MLS ID: FC319353
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1716 Built: 2019Monthly Fee: $143 Tax: $4,709 (2025)Community: Windward Ranch Ph 8Single Family
Taxes:$4,709
Remarks: Located in the highly sought-after community of Windward Ranch, this immaculate residence showcases elevated design, thoughtful upgrades, and true pride of ownership throughout. Every detail has been carefully curated, creating a home that feels both refined and effortlessly livable. Set on a premium homesite backing to a tranquil preserve, the property offers exceptional privacy along with beautifully enhanced landscaping completed in 2025 across the front, side, and rear yards. The fully fenced backyard creates a serene outdoor retreat, further enhanced by integrated Govee exterior lighting that wraps the home, creating a stunning evening ambiance. A striking etched glass front entry door sets the tone from the moment you arrive, offering both elegance and natural light. The home also features keyless entry and a comprehensive security system for modern convenience and peace of mind. Inside, the home is completely carpet-free, featuring wood-look tile flooring throughout every room, including all bedrooms, delivering a seamless, modern aesthetic and easy maintenance. Plantation shutters throughout, crown molding in every room, upgraded modern light fixtures and ceiling fans, and a cohesive design palette elevate the home’s elevated feel. The main living area opens to an enclosed lanai with sliding windows that move left to right, creating a flexible indoor-outdoor living space ideal for year-round enjoyment. The living room slider is also equipped with an electric retractable screen, allowing fresh air to flow through the home with ease while maintaining comfort and functionality. The kitchen features a gas range, custom pantry shelving, and updated countertops in both the kitchen and bathrooms, offering a fresh, contemporary look that goes beyond standard builder finishes. The primary suite includes a custom-designed closet, while the laundry room is outfitted with built-in cabinetry and a utility sink for added convenience. Additional enhancements include epoxy-coated garage flooring and an electric roll-up garage screen door, allowing natural light and airflow into the garage space. Major system and feature upgrades include appliances replaced in 2024 and the installation of a water softener, adding both value and peace of mind. Residents of Windward Ranch enjoy resort-style amenities including a community pool, clubhouse, fitness center, pickleball courts, basketball courts, playgrounds, and mini golf—offering a vibrant lifestyle in one of St. Augustine’s most desirable neighborhoods. This is a rare opportunity to own a meticulously upgraded home where no detail has been overlooked, blending luxury, comfort, and modern smart-home living in perfect harmony.
Listing is courtesy of: RE/MAX SIGNATURE (386-673-7001)
Listing Agent: Nicole Alicea (919-827-6896)
198 PARKSIDE DR, ST AUGUSTINE, FL 32095
$875,0009 Days on yellowkey MLS ID: FC319198
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2965 Built: 2003Monthly Fee: $10 Tax: $7,450 (2025)Community: PalenciaSingle Family
Taxes:$7,450
Remarks: Presenting 198 Parkside Drive in Palencia, built and designed by Richard R. Dostie, this Craftsman style home has over 2,900 square feet and is perfectly located on over a quarter acre that backs up to the neighborhood preserve. The Royal Vilano floor plan is ideal for those who like to entertain friends and family, with a large, upgraded kitchen that looks out over the living room and a separate den / office space that's great for family movie night. The expansive first floor master suite has wonderful backyard views, walk-in closet, his / her sinks, and a walk-in shower with separate tub. The first floor also includes 3 other guest bedrooms, 3 full bathrooms, laundry area, and a 3-car garage. Upstairs you'll find a large 19x13 fifth bedroom and another full bathroom, a perfect space to use as a guest suite. The exterior of the home has covered front and back porches, and lots of privacy in the backyard with plenty of room for a pool. The Palencia community was designed with nature in mind and has lots of walking trails, boardwalks, and sidewalks in the shade of beautiful North Florida hard woods. There is a plethora of resort style amenities afforded to community residents which include; a fitness center, aerobics room, playgrounds, pools, security gate, tennis, and pickleball. This is North Florida living at its finest.
Listing is courtesy of: ONE SOTHEBYS INTERNATIONAL (386-276-9200)
Listing Agent: Nicholas Linser (904-814-6629)
10 PACIFIC ST, ST AUGUSTINE, FL 32084
$1,600,00042 Days on yellowkey MLS ID: O6406626
REDUCED by $50,000 (3.0%) on 06/17/2026
Bed: 7 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3543 Built: 1925 Tax: $19,816 (2025)Community: Sanchez SubSingle Family
Taxes:$19,816
Remarks: Welcome to PACIFIC COVE a group of three renovated and well appointed homes located at 8 Pacific Street; 10 Pacific Street and 9 Venancio Street in St Augustine's uptown Historic District. Location, Location, Location, these homes offer the perfect location, to explore the Historic District and the comforts of home when you return. The large outdoor area is perfect for gatherings in your private resort setting. A great opportunity to secure three adjoining properties with not only resort rental income but the flexibility of transitioning to other business uses. . Don' t miss this rare opportunity!!
Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)
Listing Agent: Petie Bilyk (407-361-1415)
119 MENENDEZ RD, ST AUGUSTINE, FL 32080
$644,00089 Days on yellowkey MLS ID: FC317277
REDUCED by $5,000 (0.8%) on 06/10/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1622 Built: 1956 Tax: $8,463 (2025)Community: Davis ShoresSpa: YesSingle Family
Taxes:$8,463
Elementary School: R. B. HUNT ELEMENTARY SCHOOL
High School: St. Augustine High School
Middle School: SEBASTIAN MIDDLE SCHOOL
Remarks: Turnkey, fully furnished island retreat in the heart of Davis Shores on Anastasia Island—just under two miles to both Historic Downtown St. Augustine and the beach. Whether you're looking for a second home, income-producing property, or a place to enjoy the coastal lifestyle, this one checks all the boxes. This 4-bedroom, 2-bath home is designed with flexibility in mind, featuring an open-concept living, dining, and kitchen area that comfortably accommodates gatherings and guest stays. The fourth bedroom offers the option for a bonus room, game room, or additional sleeping space, enhancing overall functionality and appeal. The outdoor living space is where this home truly shines. A large screened porch overlooks a fully fenced backyard complete with an above-ground pool and hot tub—creating the ideal setting for relaxing, entertaining, or extending guest enjoyment beyond the interior. Recent updates include a metal roof, refinished hardwood floors, a 2024 tankless water heater, and a 2022 HVAC system, offering peace of mind and added value. Offered fully furnished, this property is ready for immediate use or income potential in one of St. Augustine’s most desirable island communities.
Listing is courtesy of: ENDLESS SUMMER REALTY (904-461-8878)
Listing Agent: Krista Hoff (904-806-0918)
449 JARAMA CIR, ST AUGUSTINE, FL 32084
$410,00033 Days on yellowkey MLS ID: FC318333
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2499 Built: 2022Monthly Fee: $7 Tax: $8,182 (2025)Community: Entrada Ph ISingle Family
Taxes:$8,182
Remarks: Spacious 5 bedroom, 3 bathroom home located in the desirable Entrada community of St. Augustine. This well-designed floor plan offers comfortable living space with split bedrooms, a downstairs primary suite, and an open kitchen featuring a breakfast bar, kitchen island, pantry, eat-in area, dishwasher, disposal, electric range, microwave, and electric water heater. Interior features include an entrance foyer, walk-in closet, smart thermostat, carpet and tile flooring, central electric heating and cooling, and washer/dryer hookups. Enjoy convenient access to shopping, dining, schools, major roadways, and historic downtown St. Augustine. Community amenities may include pool, fitness center, playground, splash pad, dog park, and walking areas. HOA/CDD fees apply; buyer to verify all fees, restrictions, amenities, room sizes, and information deemed important.
Listing is courtesy of: 1ST GLOBAL REALTY, LLC (386-445-5500)
Listing Agent: Larissa Johnson (386-916-1209)
1301 FLAGSHIP CT, ST AUGUSTINE, FL 32080
$529,90034 Days on yellowkey MLS ID: FC318706
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1796 Built: 2000Monthly Fee: $106 Tax: $320 (2025)Community: Commodore's ClubSingle Family
Taxes:$320
Remarks: Lakefront concrete block pool home on an oversized lot in the desirable Commodore's Club subdivision! Step inside and discover tons of natural light and a view of the pool from almost every room. The well designed layout includes a formal dining room, an inviting gathering room, and an open kitchen with a charming breakfast nook- as well as 3 bedrooms, 2 bathrooms and a 2 car garage. Two sets of triple sliders within the fully heated and cooled Florida room lead to your screened in-ground pool overlooking an oversized lake. The neighborhood is nestled off of A1A with easy access to the ocean, Intracoastal, and downtown St. Augustine. Community offers pool, pavillon, tennis court and basketball court - with no CDD fees. Roof has been replaced in 2017.
Listing is courtesy of: HERRON REAL ESTATE LLC (904-729-4313)
Listing Agent: Tara Morrow (904-495-3705)
ST AUGUSTINE, FL 32086
$379,00034 Days on yellowkey MLS ID: FC318713
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1703 Built: 1990 Tax: $3,771 (2025)Community: Ponce De Leon HeightsSingle Family
Taxes:$3,771
Remarks: Welcome home to this charming 3-bedroom, 2-bath residence conveniently located just minutes from downtown! This beautifully maintained home features a newer metal roof, a 2024 HVAC system, and a 2024 water heater, offering peace of mind for years to come. Inside, you’ll find updated stainless steel appliances that complement the functional and inviting kitchen space. Step outside and enjoy the ultimate backyard retreat with a spacious covered porch complete with a cozy wood-burning fireplace and a built-in pizza oven — perfect for entertaining family and friends year-round. The large, fully fenced backyard provides plenty of room for pets, play, or gardening. In the front, a generously sized covered patio creates the perfect spot to relax and unwind. This home combines comfort, updates, and outdoor living all in one fantastic location!
123 FRONTERA DR, ST AUGUSTINE, FL 32086
$565,00047 Days on yellowkey MLS ID: FC318414
0 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2206 Built: 2012Monthly Fee: $54 Tax: $8,812 (2025)Community: Old Sebastian PointSingle Family
Taxes:$8,812
Remarks: Under contract-accepting backup offers. Welcome to one of St. Johns County’s best-kept secrets—where thoughtful design, comfort, and location come together beautifully. This move-in ready 4-bedroom & 3 full baths, 2,206 sq ft home features an exceptional split floor plan that truly maximizes space and privacy, offering room for everyone while maintaining a seamless flow for everyday living. Designed with flexibility in mind, the home includes a versatile flex room that can easily serve as a formal dining room, parlor, home office, or even a 5thbedroom—adapting effortlessly to your lifestyle needs. Step inside to an open-concept layout highlighted by updated flooring, modern finishes, and a bright, airy feel throughout. The kitchen features granite countertops, updated appliances, and ample cabinetry, offering both style and plenty of space for cooking, entertaining, and gathering with ease. The owner’s suite is a private retreat, complete with direct access to the screened-in lanai and pool—perfect for morning coffee or evening relaxation. Step outside to your own private oasis featuring a sparkling saltwater pool, ideal for cooling off on warm Florida days or hosting unforgettable gatherings. The screened-in lanai creates a resort-like setting, while the fully fenced backyard and lush landscaping offer both beauty and privacy, making this outdoor space truly serene and inviting. The covered front porch adds even more charm, offering a cozy place to unwind. Built with durable Hardie board siding and tucked away in a peaceful neighborhood, this home offers the perfect balance of privacy and convenience—just minutes from everything you love about St. Augustine, from historic charm and local dining to beautiful beaches and coastal living. Enjoy breathtaking sunsets and wide-open “big sky” views right from your own backyard. With NO CDD fees, this home delivers incredible value in one of the most desirable areas around. This is more than just a home—it’s a lifestyle.
Listing Agent: Carol Sullivan (904-814-6915)
708 CRESTWOOD DR, ST AUGUSTINE, FL 32086
$359,90026 Days on yellowkey MLS ID: FC318891
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 2001 Tax: $1,914 (2025)Community: Southwood Pud Ph 1ASingle Family
Taxes:$1,914
Remarks: This home is in the beautiful enclave of "Southwood" in St. Augustine. Known for its maintenance-free living. The neighborhood offers a turnkey lifestyle where the landscaping is covered in the HOA with dues only at $205.00 per month with no CDD fees. The home itself is an open concept home with fresh brand new carpets a double sided gas fireplace with ambiance that is shared with the expansive living room as well as the bonus room. The bonus room could be used as an office, play room, reading room etc. In addition, there is a covered porch in the back further expanding the living space of the home. The expansive primary suite is impressive from its size and privacy to the very nice walk in closet. Washer and Dryer included This home is a truly must see home.
Listing is courtesy of: CULVER REALTY & PROPERTY MGMT (386-414-3445)
Listing Agent: Tracie Culver (386-414-3445)
110 OSPREY RD, ST AUGUSTINE, FL 32086
$419,00013 Days on yellowkey MLS ID: FC318856
3 Days Off yellowkey (back on 6/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1385 Built: 1988 Tax: $1,598 (2025)Community: St Augustine SouthSingle Family
Taxes:$1,598
Remarks: Under contract-accepting backup offers. Welcome to 110 Osprey Rd, a fully renovated coastal retreat in the highly desirable Saint Augustine South community. This move-in ready 3-bedroom, 2-bath home offers 1,385 sq. ft. of beautifully updated living space, a 2-car garage, and a screened porch, all just minutes from Historic Downtown St. Augustine and the beaches. Major upgrades provide peace of mind, including a 2022 roof, 2020 HVAC system with new ductwork, 2022 replumbing, new septic system and drain field, hybrid water heater, solar attic vents, updated vinyl siding, and fresh landscaping completed in 2026. The stunning 2022 interior renovation features a remodeled kitchen with quartz countertops, updated bathrooms, luxury vinyl plank flooring throughout, fresh paint, modern lighting, and a bright coastal design that makes this home truly turnkey. Saint Augustine South is a popular waterfront community offering two boat ramps, a at the end of the road park, playground, Tennis and Basketball Courts, community center, and easy access to the Intracoastal Waterway. Enjoy the benefits of no mandatory HOA, no CDD fees, voluntary community membership, and Flood Zone X (no flood insurance required). Short-term rentals are allowed, making this an excellent primary residence, vacation home, or investment property. Conveniently located near St. Augustine Beach, Butler Beach, Crescent Beach, shopping, dining, and everything America's oldest city has to offer.
Listing Agent: Elizabeth Kelly (904-806-7276)
203 CHESTERWOOD RD, ST AUGUSTINE, FL 32084
$349,00072 Days on yellowkey MLS ID: G5110850
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1669 Built: 2024Monthly Fee: $38 Tax: $3,974 (2025)Community: Ravenswood VillageSingle Family
Taxes:$3,974
Remarks: Beautifully maintained home in Ravenswood Village in St. Augustine, showing like new and lightly lived in by owner. This move-in ready property features an open concept layout with abundant natural light and modern finishes throughout. Upgrades include a custom built closet shelving unit in the master bedroom and pantry in the kitchen. Fresh interior paint, an upgraded garage with painted walls and durable painted floor coating. All window blinds convey. Conveniently located just minutes from Historic Downtown St. Augustine, offering easy access to dining, shopping, beaches, and major highways. One of Floridas top destination cities. Furniture can be purchased separately..
Listing is courtesy of: SHIPES AND LAWRENCE, INC. (386-804-3212)
Listing Agent: Kathleen Lawrence (386-804-3212)
163 VIVIAN JAMES DR, ST AUGUSTINE, FL 32092
$640,00054 Days on yellowkey MLS ID: FC317493
REDUCED by $10,000 (1.5%) on 06/11/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2517 Built: 2019Monthly Fee: $66 Tax: $5,987 (2025)Community: Arbor Mill Ph 1Spa: NoSingle Family
Taxes:$5,987
Middle School: Pacetti Bay Middle
Remarks: Make sure to check out the Virtual Tour for a 3D Model w/ Walkthrough, Floor Plan w/ Measurements, Video, & more! There are homes… and then there are the ones that feel like they’ve been carefully preserved in time, still showing like new and clearly cared for every step of the way. This one lands confidently in that category. Built in 2019 and sitting on a generous .28-acre lot in Arbor Mill, this 4-bedroom plus office, 3-bathroom home with a 3-car garage offers 2,517 square feet of thoughtfully designed space that actually lives the way people want to live. Inside, the layout feels intentional from the moment you step through the front doors. The foyer opens into a bright, expansive living room with soaring ceilings, custom built-ins, and a sleek fireplace that anchors the space without stealing the show. Natural light pours in from the large sliding glass doors, pulling your attention straight through to the water view beyond. The kitchen keeps up effortlessly, featuring granite countertops, a substantial island made for everything from morning coffee to late-night snacks, stainless appliances, wall microwave and oven, and a gas cooktop that will make anyone who enjoys cooking feel right at home. The backsplash adds just the right amount of texture, and the open flow into the dining and living areas makes it easy to stay connected, whether you're hosting a full house or just enjoying a quiet night in. The primary suite is positioned on its own side of the home, creating a sense of separation and privacy that feels more like a retreat than just another bedroom. With tray ceilings and plenty of space to breathe, it leads into a bathroom that checks all the boxes. Dual vanities, a soaking tub that invites you to actually use it, a walk-in shower, and a generously sized closet that won’t require seasonal negotiations. The additional bedrooms are well-sized and thoughtfully arranged, while the dedicated office gives you flexibility for work, hobbies, or a quiet escape when needed. Step outside and things get even better. The screened-in lanai is fully set up for Florida living, complete with an outdoor kitchen that’s ready for weekend grilling sessions or casual evenings overlooking the water. The backyard opens to a peaceful pond view, framed by a clean, black aluminum fence that keeps things polished without blocking the scenery. It’s the kind of space where mornings start slower and evenings stretch a little longer. Beyond the home, the Arbor Mill community adds even more to the lifestyle with a resort-style pool, pickle ball, tennis courts, dog park, and playground, all just a short stroll or quick golf cart ride away. Location-wise, you’re right where you want to be. Just about 10 minutes to I-95 for an easy commute, roughly 15 minutes to the St. Johns Town Center for shopping and dining, and around 25 minutes to historic downtown St. Augustine where cobblestone streets, waterfront views, and great restaurants are always waiting. When the beach is calling, you’re looking at about a 30-minute drive to sink your toes in the sand. Homes with this kind of layout, condition, and view don’t tend to sit quietly for long. If this one feels like it might check all the boxes, it’s probably worth seeing in person before someone else decides the same thing.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Joshua Hanoud, Pa (352-397-5182)
34 ESTERO CT, ST AUGUSTINE, FL 32084
$815,00070 Days on yellowkey MLS ID: FC317771
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $10,000 (1.2%) on 05/06/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2861 Built: 2017Monthly Fee: $48 Tax: $7,805 (2025)Community: Coquina Rdg Ph 1Single Family
Taxes:$7,805
Remarks: Welcome to this beautifully maintained lakefront home in St. Augustine, perfectly situated on a spacious 0.34-acre lot. Featuring 4 bedrooms and 3.5 bathrooms, this home offers a saltwater, solar-heated, screened-in pool and an expansive lanai complete with automatic hurricane shutters--ideal for enjoying Florida living year-round. Inside, you'll find ceramic tile flooring, plantation shutters, blackout blinds, crown molding throughout, and a built-in sound system. The open-concept kitchen is designed for both style and function, featuring an oversized island, gas range, and elegant pendant lighting, all flowing seamlessly into the living area. Telescoping sliding glass doors create a true indoor-outdoor living experience. The primary suite includes a raised vanity, and the home has been recently refreshed with interior and exterior paint. Additional highlights include a reverse osmosis system, water softener, 135-foot deep well, full-home generator hookup, security system, termite bond, and gutters surrounding the entire home. Offering a perfect blend of comfort, functionality, and exceptional outdoor living, this home is a must-see in a beautiful setting.
Listing is courtesy of: BEACH STATE REALTY (904-201-9605)
Listing Agent: Justin Petrucci (386-546-8128)
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