Location: St Augustine
Do Not Show Listings
448 LA MANCHA DR, ST AUGUSTINE, FL 32086
$422,99970 Days on yellowkey MLS ID: FC317308
0 Days Off yellowkey (back on 5/21/2026)
REDUCED by $901 (0.2%) on 05/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1775 Built: 2021Monthly Fee: $89 Tax: $3,737 (2025)Community: Villages/Valencia Ph 5Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,737
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this beautifully upgraded 2021-built home, offering modern comfort, thoughtful design, and an unbeatable location—all priced at $429,000. This spacious 4-bedroom, 2-bathroom residence is move-in ready and packed with high-end finishes throughout. Step inside to discover a bright, freshly painted interior featuring durable hard-surface flooring throughout the main living areas, with cozy carpeting in the bedrooms. The open-concept layout is enhanced by upgraded lighting fixtures, decorative accent walls, and ceiling fans in every room, creating a stylish yet comfortable atmosphere. At the heart of the home is a gourmet kitchen designed to impress, complete with granite counter tops, soft-close cabinets and drawers, a classic subway tile back-splash, and a true exterior-vented exhaust hood. You’ll also find a built-in Kitchen Aid oven and microwave, along with a large walk-in pantry that provides ample storage. Best of all—all appliances convey with the home. The primary suite offers a relaxing retreat, featuring a beautifully tiled shower with a built-in seat, subway tile finishes, and the same high-quality soft-close cabinetry and granite surfaces found throughout the home’s bathrooms. Outside, enjoy Florida living at its finest with an extended covered patio—perfect for entertaining or unwinding. The home also features durable Hardy Board siding, gutters, and a widened 6-foot driveway with attractive pavers leading to a 2-car garage with sleek epoxy flooring. Additional highlights include a whole-house duct cleaning completed in 2026, ensuring clean air and efficiency for years to come. Conveniently located just 8 minutes from Crescent Beach and only 15 minutes from historic St. Augustine, this home also sits within a top-rated school district and is close to local schools, making it ideal for families. This property truly combines modern upgrades, thoughtful details, and a prime location—ready for you to call it home.
Listing is courtesy of: NATALE REALTORS (732-233-1891)
Listing Agent: Kristie Walters (904-347-5981)
273 WHISPER RIDGE DR, ST AUGUSTINE, FL 32092
$495,00049 Days on yellowkey MLS ID: FC317857
REDUCED by $10,000 (2.0%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 2005Monthly Fee: $44 Tax: $2,526 (2025)Community: Whisper RdgSingle Family
Taxes:$2,526
Remarks: Under contract-accepting backup offers. Welcome to 273 Whisper Ridge Drive in St. Augustine, FL—an impeccably maintained 3-bedroom, 2-bath home on a rare .34-acre lot with a private lake view, screened-in heated pool, and no CDD fee. Built by Richmond American Homes, this light-filled, open-concept home features 1,833 square feet of thoughtfully designed living space with arched doorways, tray ceilings, and abundant windows that bring in natural light. The spacious primary suite offers a relaxing sitting area, dual closets, and a beautifully updated bathroom with a remodeled shower and spa-like features. The kitchen and living areas flow seamlessly, making this home perfect for everyday living and entertaining. Step outside to your own backyard retreat with a screened lanai, 8-foot deep chlorine pool, irrigation well, and lush landscaping including avocado and Meyer lemon trees. Major updates provide peace of mind, including a 2022 roof, 2026 water heater, 2024 water softener with charcoal filtration, and paid-off solar panels that heat the pool. Located in the highly sought-after St. Johns County School District with easy access to I-95, shopping, dining, and just minutes to historic St. Augustine and the beaches, this move-in ready home offers the perfect blend of comfort, privacy, and Florida lifestyle living.
Listing is courtesy of: ONE SOTHEBYS INTERNATIONAL (386-276-9200)
Listing Agent: Elizabeth Kelly (904-806-7276)
74 CARDINAL BRANCH LN, ST AUGUSTINE, FL 32095
$415,00080 Days on yellowkey MLS ID: FC316879
REDUCED by $10,000 (2.4%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1984 Built: 2022Monthly Fee: $82 Tax: $8,829 (2025)Community: Parkland PreserveSingle Family
Taxes:$8,829
Remarks: Welcome to 74 Cardinal Branch Ln, a beautifully maintained 2022-built home located in the highly sought-after 55+ gated community of Parkland Preserve in St. Augustine. Offering 3 bedrooms, 2 bathrooms, and 1,984 square feet, this thoughtfully designed home features a versatile flex room ideal for a home office, hobby space, or additional living area. The open-concept layout is complemented by tile flooring throughout the main living areas, a split-bedroom floor plan for added privacy, and abundant natural light. The kitchen flows seamlessly into the living and dining spaces, making it perfect for both everyday living and entertaining. Step outside to enjoy a fully fenced backyard and a screened-in lanai with an extended paver patio—ideal for relaxing or hosting guests. Additional upgrades include a full gutter system, whole-home water softener, and a utility sink in the garage for added convenience. Parkland Preserve offers a true resort-style lifestyle with a gated entrance, beautifully designed amenity center featuring both indoor and outdoor gathering spaces, a large pool with shaded deck areas, state-of-the-art fitness center, four pickleball courts, bocce ball court, and a dog park with activity stations. Residents also enjoy a full-time lifestyle director coordinating daily activities and events. HOA fees include lawn maintenance, allowing for low-maintenance living. Ideally located just a short drive to shopping, dining, and the historic charm of downtown St. Augustine, this home offers the perfect blend of comfort, convenience, and active adult living. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.
Listing is courtesy of: DJ & LINDSEY REAL ESTATE (386-387-5985)
Listing Agent: Alexia Cipollone (904-907-3095)
6300 S A1A #A5 1U, ST AUGUSTINE, FL 32080
$329,90017 Days on yellowkey MLS ID: FC318637
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1004 Built: 1974Monthly Fee: $732 Tax: $3,530 (2025)Community: Quail Hollow CondosCondo
Taxes:$3,530
Remarks: Wake up to breathtaking sunrises over the Atlantic and enjoy the soothing ocean breezes from this beautifully updated 2-bedroom, 2-bath beachside condo in the heart of St. Augustine Beach. Fully furnished and completely turn-key, this coastal retreat has been a highly successful Airbnb, offering the perfect opportunity for investment income, a vacation getaway, or full-time coastal living — with short-term rentals allowed. Inside, you’ll find fresh paint, gorgeous new luxury vinyl plank flooring throughout, and an updated kitchen featuring sleek quartz countertops. The open-concept living and dining area flows seamlessly out to the private balcony, where you can sip your morning coffee while watching the sky light up with vibrant sunrise colors and listening to the nearby waves roll in. The spacious primary suite offers a peaceful place to unwind after a day in the sun, while the second bedroom and bath provide comfortable accommodations for family and guests. Every detail has been thoughtfully prepared, making this condo truly move-in or rental ready from day one. Residents and guests enjoy access to the community pool and private gated beach walkover, making it easy to spend your days soaking up the Florida sunshine and salty air. The HOA also covers water, trash, WiFi, beautifully maintained sidewalks, and gated community amenities, helping make ownership both convenient and low maintenance. Located just minutes from the restaurants, shops, fishing pier, and laid-back coastal charm of St. Augustine Beach, this property also offers easy access to historic downtown St. Augustine — the nation’s oldest city — known for its cobblestone streets, rich history, waterfront dining, boutique shopping, art galleries, and year-round events. Whether you spend the day relaxing by the ocean, exploring the historic district, or enjoying live music downtown, this condo places you in the center of everything people love about St. Augustine living.
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9115)
Listing Agent: Ashley Stover (386-864-1951)
367 LAKE SINCLAIR ST, ST AUGUSTINE, FL 32084
$499,00017 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
Taxes:$6,340
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 Agent: John Galluzzo (603-548-3122)
6300 S A1A BLVD #A93U, ST AUGUSTINE, FL 32080
$265,00033 Days on yellowkey MLS ID: GC540007
REDUCED by $14,900 (5.3%) on 05/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1004 Built: 1974 Tax: $3,252 (2025)Community: Quail HollowCondo
Taxes:$3,252
Remarks: Come live the beach life in this beachside condo just steps from the sand in Crescent Beach! Located in the gated Quail Hollow community, this fully-furnished, well-maintained 2-bedroom, 2-bath upper-level unit offers the ideal combination of primary residence, second home, or income-producing vacation rental. Enjoy direct beach access just over the dunes to one of St. Augustine’s most desirable beaches—known for its wide shoreline, soft powdery sand, and peaceful, uncrowded atmosphere. This light-filled condo features vaulted ceilings, newer HVAC, updated kitchen and windows, durable laminate flooring, and two private balconies perfect for enjoying ocean breezes. The upper-floor location offers added privacy and peace of mind. Community amenities include a pool and easy walkability to both the beach and nearby dining. Condo association fees cover building insurance, master flood insurance, exterior maintenance, grounds care, water, and cable—making ownership simple and convenient. Ideally located just minutes from shopping and historic downtown St. Augustine, this aggressively priced coastal property presents an excellent opportunity for buyers searching for a beach condo for sale in St. Augustine, a vacation home near Crescent Beach, or a turnkey short-term rental investment on Florida’s First Coast. Call today!
Listing is courtesy of: RE/MAX PROFESSIONALS (352-375-1002)
Listing Agent: Dada Mcglynn (352-317-5681)
5124 OSCEOLA AVE, ST AUGUSTINE, FL 32080
$1,169,00096 Days on yellowkey MLS ID: FC316590
2 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3001 Built: 2020 Tax: $13,898 (2025)Community: Biera Mar SubSpa: YesSingle Family
Taxes:$13,898
Remarks: Under contract-accepting backup offers. Stunning Income-Producing Turnkey Beach Home | 2 Blocks to the Sand | No HOA. Welcome to this exceptional newer construction beach home in St. Augustine, currently operating as a successful short-term rental and offering an outstanding blend of income potential, luxury, and laid-back coastal living. Offered fully furnished and truly turnkey-including furniture, decor, and kitchen essentials, (excluding a few personal items)-this property is ready for immediate enjoyment or continued income production from day one. Located just two blocks from the beach, with direct access straight down Palmetto to a new Trex dune walkover, this home enjoys a quiet, jogger-friendly setting with no major through streets. Spanning 3,000 square feet of interior living space plus an impressive 775 square feet of outdoor living, this three-story residence features 4 bedrooms, 3.5 bathrooms, a custom patio, an outdoor shower, and a deck on every level—creating a true indoor-outdoor lifestyle with sweeping views of the treed dunes and an elevated, treehouse-like feel. The thoughtfully designed layout offers two bedrooms and one bathroom on the first floor, ideal for guests, while the second level hosts the primary suite and an additional bedroom and bathroom. The show-stopping third floor is built for luxury living and entertaining, boasting over 1,100 square feet of open living space and three sets of French doors leading to a covered deck overlooking the dunes. The well-appointed kitchen features 42” shaker cabinetry, quartz countertops, and a stainless steel appliance package, perfect for both everyday living and hosting. The home is prepped for a custom elevator, plumbed for gas, and built with impact-resistant windows for peace of mind. Enjoy worry-free ownership with no HOA, no flood insurance required, and elevated construction that provides confidence during storms. Recent improvements include a custom patio perfect for outdoor dining and entertaining and swim spa, fresh interior and exterior paint, and irrigation system. Whether you’re seeking a high-performing investment property, a second home, or a full-time coastal retreat, this property delivers location, privacy, and effortless beachside living—all within the highly rated St. Johns County School District—just steps from the sand.
Listing is courtesy of: KELLER WILLIAMS REALTY ATLANTIC PARTNERS (ST. AUG) (904-797-7442)
Listing Agent: Gretchen Territo (904-994-1945)
300 RIVERSIDE BLVD, ST AUGUSTINE, FL 32080
$794,000234 Days on yellowkey MLS ID: FC313258
3 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2220 Built: 1997 Tax: $7,298 (2024)Community: N/ASingle Family
Taxes:$7,298
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to 300 Riverside Blvd, your slice of paradise perfectly situated between the Atlantic Ocean and the Intracoastal Waterway—with rental projections up to $100,000 annually, making it an ideal short-term rental investment or personal retreat. The property spans over 2 acres, with a portion of it being natural wetlands, offering stunning, protected views that will never go away. Enjoy the rare combination of breathtaking water views and easy beach access right at your doorstep. Inside, you’ll find a bright and open living room with soaring ceilings and abundant natural light. The kitchen features quartz countertops and luxury vinyl plank flooring throughout, offering both style and durability. The primary suite is located upstairs with a large walk-in closet and spacious en-suite bath, while the downstairs includes a wet bar, two bedrooms, and a full bath—perfect for guests, extended family, or multigenerational living. Built with ICF (Insulated Concrete Form) construction, this home provides top-tier durability, energy efficiency, and peace of mind. With no rental restrictions, it offers exceptional flexibility to use as your primary residence, vacation home, or high-performing Airbnb investment. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered; please verify. Virtually staged photos are included.
11 LISBON ST, ST AUGUSTINE, FL 32080
$549,00018 Days on yellowkey MLS ID: O6408980
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1170 Built: 1994 Tax: $2,236 (2025)Community: Sevilla GardensSingle Family
Taxes:$2,236
Remarks: Your dream beachside retreat at 11 Lisbon St! Perfectly nestled just a short stroll to the beach and minutes from shopping, dining, and entertainment, this home offers the ultimate coastal lifestyle. Featuring no HOA, a spacious 2-car garage, and a rare double primary suite layout, this property delivers both comfort and flexibility. Enjoy your morning coffee or evening sunsets from the front and rear balconies, and rest easy knowing the home boasts a durable metal roof, a brand-new water heater, and a recently updated HVAC system. Located in the highly sought-after St. Johns County, this home combines convenience, charm, and endless potential. Don’t miss your chance to make it your own!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Nickolas Amburgey (407-864-7622)
211 AYAMONTE RD, ST AUGUSTINE, FL 32084
$262,44052 Days on yellowkey MLS ID: FC317774
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1109 Built: 2026Monthly Fee: $113Community: CorderaTownhouse
Taxes:$0
High School: St. Augustine High School
Remarks: Under Construction. The Jackson townhome is a smartly designed floor plan that proves great living can come in an efficient footprint, offering approximately 1,109 square feet of well-organized space with two bedrooms and 2.5 bathrooms. This inviting two-story layout creates a comfortable balance between open living areas and private retreats, making it ideal for first-time buyers, downsizers, or anyone seeking low-maintenance living. The main level features a welcoming kitchen that opens directly into the living room, creating a connected space that works beautifully for both everyday routines and entertaining. The kitchen includes a generous bar that provides extra counter space for meal prep, casual dining, or hosting guests while you cook. Sliding glass doors fill the living area with natural light, brightening the home and enhancing the sense of openness throughout the day. Upstairs, the primary bedroom offers a relaxing escape with a spacious walk-in closet and a well-appointed bathroom with a large vanity. A second bedroom provides flexibility for guests, a home office, or a hobby room. Built with energy-efficient features and modern construction standards, the Jackson delivers comfort, convenience, and lasting value in new home communities across North Florida, making it an excellent choice for today’s buyers.
Listing is courtesy of: DR HORTON REALTY INC. (904-853-9190)
Listing Agent: Charlie Rogers (904-853-9190)
178 AVENIDA MENENDEZ, ST AUGUSTINE, FL 32084
$2,350,000201 Days on yellowkey MLS ID: FC314156
REDUCED by $140,000 (5.6%) on 05/19/2026
Bed: 6 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3999 Built: 1910 Tax: $19,284 (2024)Community: City/St AugustineSingle Family
Taxes:$19,284
Remarks: 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 home 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. The First-Floor Residence is an ideal suite for generational living or distinguished guests, featuring 2 bedrooms, 1 full bath, a spacious living room with a period gas fireplace, and a formal dining room. The chef-inspired kitchen includes a Jenn-Air gas range, stainless steel appliances, granite countertops, and espresso-finished cabinetry accented with period hardware—marrying modern convenience with classic detail. The Second-Floor Main Residence is Designed for refined living and entertaining. This level offers 2 bedrooms, 3 full baths, an inviting living room, formal dining, and a beautifully remodeled kitchen with gas range, updated cabinetry, and rich butcher block counters. Thoughtful layouts and elevated finishes create a sense of sophistication and comfort throughout. The Third-Floor Retreat is also the pinnacle of luxury living. This floor provides 2 bedrooms, 1 full bath, and a generous walk-out terrace framing some of the most breathtaking views of the Bayfront and Bridge of Lions—a private sanctuary perfect for morning coffee, sunset entertaining, or simply soaking in St. Augustine’s timeless beauty. A rare convergence of history, architecture, and premier waterfront location, this residence is not just a home—it is a statement. Perfect for collectors of historic properties, lovers of fine craftsmanship, and those who seek an elevated lifestyle in one of Florida’s most cherished cities. Experience St. Augustine living at its finest—where every detail tells a story, every view inspires, and every moment is extraordinary. Optional 1 year home warranty provided by Fidelity National Home Warranty.
Listing Agent: Frank Perez-Andreu (904-501-9896)
1740 HICKORY LN, ST AUGUSTINE, FL 32080
$759,900114 Days on yellowkey MLS ID: FC316108
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2001 Built: 2025 Tax: $553 (2024)Community: Racey Acres (130)Single Family
Taxes:$553
Remarks: Brand-new custom home on nearly one acre, tucked away on a quiet cul-de-sac in one of St. Johns County’s most peaceful settings — and not in a flood zone. This beautifully built 2025 new construction residence offers a rare combination of space, privacy and high-end design just 18 minutes from historic downtown St. Augustine. Set on .79 acres with a tranquil lake view, this 3-bedroom, 2-bath home features a bright open split floor plan with soaring 14-foot ceilings in the living room and 10-foot ceilings in the bedrooms, creating a light-filled and airy living environment. The home showcases premium construction and finishes throughout, including: All 8-foot interior doors Double front entry doors Floor-to-ceiling tiled bathrooms Stone countertops Exterior vented range hood Spray-foam insulation for energy efficiency and comfort Large dedicated laundry room The oversized 2.5-car garage is a standout feature, offering an 8-foot-high garage door — ideal for larger vehicles, storage, or recreational equipment. Enjoy peaceful outdoor living with space to create your dream backyard, pool, garden, or workshop — with no HOA restrictions and plenty of room to grow. Additional highlights include: Block and stucco construction Private well and septic Private mailbox Cleared lot South-facing exposure Lake view Flood Zone X – no flood insurance required Located in a quiet residential pocket with a true country feel, yet only minutes to shopping, dining, beaches, and major access routes, this property offers the perfect balance between privacy and convenience. New construction on almost an acre, no HOA, lake view, cul-de-sac, and not in a flood zone — a rare opportunity in St. Johns County.
Listing is courtesy of: GOLDEN MAGNOLIA REALTY CORP (386-986-4070)
Listing Agent: Marianna Gorshelev (386-237-0301)
466 WOODED CROSSING CIR, ST AUGUSTINE, FL 32084
$325,000128 Days on yellowkey MLS ID: FC315596
2 Days Off yellowkey (back on 5/18/2026)
REDUCED by $9,900 (3.0%) on 05/15/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1988 Built: 2008Monthly Fee: $160 Tax: $5,038 (2025)Community: Villas/Heritage ParkTownhouse
Taxes:$5,038
Middle School: SEBASTIAN MIDDLE SCHOOL
Remarks: Under contract-accepting backup offers. A RARE FIND! Welcome to this spacious 4-bedroom, 3-bath townhome offering 1,988 square feet of well-designed living space in the desirable Heritage Park community. A rare first-floor bedroom and full bath provide flexibility for guests, multigenerational living, or a home office. The open-concept floor plan features updated flooring, high ceilings, and a bright living/dining room combination—ideal for everyday living and entertaining. The generous kitchen is equipped with modern appliances, walk-in pantry, solid wood cabinetry, and granite countertops, seamlessly connecting to the main living areas. Upstairs, the spacious owner’s suite offers a walk-in closet and a private retreat, complemented by additional bedrooms and bathrooms. Covered Paver patio ideal for morning coffee or evening barbeques. Features a 1-car attached garage. New roof, exterior paint, rain gutters, newer hot water heater, newer AC. Located just minutes from the beach and historic St. Augustine, you’ll love being close to vibrant shopping, dining, attractions, and top-rated schools. Heritage Park HOA amenities include: Resort-style pool, Clubhouse, reading library & fitness center, Basketball & tennis courts, pickle ball, driving range, kiddie playgrounds, volley ball, softball, Walking trails, Grounds & exterior maintenance. A Pet-friendly community Whether you’re a primary homeowner, investor, or snowbird looking for low maintenance living near everything St. Augustine offers, this townhome checks all the boxes.
Listing is courtesy of: COLDWELL BANKER (HAMMOCK) (386-246-2380)
Listing Agent: Darlene Montrose (407-790-0791)
203 CHESTERWOOD RD, ST AUGUSTINE, FL 32084
$349,00054 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)
1551 MASTERS DR, ST AUGUSTINE, FL 32084
$514,90025 Days on yellowkey MLS ID: FC318492
1 Days Off yellowkey (back on 5/17/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1856 Built: 1928 Tax: $2,504 (2025)Community: Masters SubSingle Family
Taxes:$2,504
Remarks: Under contract-accepting backup offers. From the moment you arrive at 1551 Masters Drive, a circular front driveway sets the tone for this truly exceptional property. A rear entrance from Spring Street provides additional convenience with parking for several vehicles, all set on a sprawling 0.8-acre lot. Built in 1928, this home's rare Coquina block construction — a signature material of St. Augustine's storied architectural heritage — offers the kind of durability and timeless character that simply cannot be replicated in modern construction. A durable metal roof adds lasting peace of mind. The main residence offers 3 bedrooms and 2 full bathrooms, where original hardwood floors flow throughout and a wood-burning fireplace anchors the living room, flanked by custom built-ins that add warmth and charm. The updated kitchen is as functional as it is inviting, featuring granite countertops, stainless steel appliances, an overhead hood, farmhouse sink, center island, breakfast bar, and a charming built-in buffet with display cabinetry. An enclosed rear porch with laundry facilities rounds out the main living space with added flexibility. The primary suite offers a peaceful retreat complete with a large walk-in closet and a spa-inspired bath with separate soaking tub and shower. The secondary bath features a shower. Outdoor living is where this property truly distinguishes itself. A large covered rear deck with a separate spa, and an expansive paver patio with fire pit create an entertainer's paradise — perfectly suited for enjoying Florida evenings year-round. A detached oversized one-car block garage with metal roof, a garden shed, and ample additional parking provides exceptional utility and storage. County water service plus a separate dedicated irrigation well keeps the lush 0.8-acre grounds pristine. For those seeking income potential or multi-generational living, the property delivers two outstanding guest accommodations. A detached guest cottage features a bedroom, kitchenette, half bath, and covered outdoor shower with vanity — currently operating as an excellent short-term rental. An Airstream RV with a large private deck, covered outdoor shower, and carport offers a second lucrative income stream or a one-of-a-kind guest experience — also currently operating as a successful short-term rental. Rarely does a property combine 1928 historic Coquina construction, nearly an acre of land, expansive outdoor living, and proven income-producing potential in one remarkable package. This is a true piece of Florida history — and an opportunity not to be missed.
511 PORPOISE POINT DR, ST AUGUSTINE, FL 32084
$1,999,99975 Days on yellowkey MLS ID: W7884147
REDUCED by $300,000 (13.0%) on 05/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3410 Built: 1986 Tax: $23,621 (2025)Community: 266-Vilano BeachSpa: NoSingle Family
Taxes:$23,621
Remarks: Welcome to coastal living at its finest in this beautifully situated beachfront home in the highly sought-after Porpoise Point community of St. Augustine. Located at 511 Porpoise Point Dr, this stunning residence offers the perfect blend of tranquility, natural beauty, and convenient access to historic downtown and pristine beaches. Situation on a corner lot it offers 270 water view and direct beach access. This spacious home features a bright and open floor plan designed for both comfortable everyday living and effortless entertaining. Large windows fill the interior with natural light, while thoughtfully designed living spaces create a warm and inviting atmosphere throughout. The kitchen serves as the heart of the home, with high end appliances, luxury cabinetry and marble countertops, and a seamless flow into the main living and dining areas. Whether hosting guests or enjoying a quiet evening, this layout offers versatility for any lifestyle. Step outside to enjoy the serene surroundings, where mature landscaping and coastal breezes provide a peaceful retreat. The property offers plenty of outdoor space to relax, entertain, or simply take in the beauty of the natural environment. Whether you're searching for a primary residence, vacation home, or investment opportunity, this property presents a rare chance to own a piece of Florida’s coastal charm in one of the area’s most desirable neighborhoods.
Listing is courtesy of: PREMIERE PROPERTIES (352-293-1908)
Listing Agent: Jan Blaszczyk (813-394-7571)
28 SEASONS CT, ST AUGUSTINE, FL 32092
$440,000114 Days on yellowkey MLS ID: FC315942
REDUCED by $5,000 (1.1%) on 05/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2025 Built: 2022Monthly Fee: $8 Tax: $7,164 (2025)Community: TrailmarkSpa: NoSingle Family
Taxes:$7,164
High School: Tocoi Creek High School
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! Step inside this 2022 Lennar build located in the Trailmark Community offering 4 bedrooms, 3 bathrooms, a 2-car garage, and 2,025 square feet of thoughtfully designed living space, 2,643 under roof, and feel the difference the moment you pass through the oversized foyer. Wood-look tile pulls you forward, running seamlessly through the home like it’s giving you the grand tour. The split bedroom layout understands that togetherness is great and privacy is priceless. A true guest wing with two bedrooms and a full bath keeps visitors comfortable while preserving quiet in the rest of the house. High flat ceilings throughout the home adds volume, and smart details like the inside laundry room and extra closets exactly where you need them make everyday living feel effortless. Upgraded R15 insulation, along with an insulated garage, adds comfort and efficiency behind the scenes. Front and center, the living room, dining space, and kitchen come together in an open concept featuring quartz countertops, stainless steel appliances, and a gas range that handles movie night, holidays, and random Tuesday pizza night with equal ease. The owner’s suite is the kind of retreat that makes hitting snooze tempting. HUGE dual walk-in closets mean you might finally win the storage battle (in an effort to save costs Lennar stopped doing these and reduced the number of windows in the home on the newer versions of this floor plan), and the spa-inspired bathroom turns rushed mornings into a calmer start. Outside, the upgrades keep coming. An extended brick paver patio is ready for grilling, relaxing, and pretending you’re going to start hosting more often. The paver driveway delivers that polished first impression that quietly says, yes, this one is special. Even better, this floor plan is no longer available from the builder, so you get the perks of new construction without the timeline, decisions, or surprise delays! Life in Trailmark means resort-style amenities just minutes away, from pools and fitness areas to trails, parks, and kayaking along Six Mile Creek. When it’s time to head out, Interstate 95 is close for an easy run to Jacksonville or a quick trip south to historic St. Augustine, about 15 miles away, packed with restaurants, shopping, and charm. Jacksonville International Airport is roughly a 45-minute drive, and daily conveniences, groceries, and local favorites are under 10 minutes from the front door. This is more than a house, it’s a lifestyle upgrade with a head start. Homes like this have a way of getting claimed quickly, so make your move before someone else is already unpacking!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Joshua Hanoud, Pa (352-397-5182)
227 PALMETTO RIDGE RD, ST AUGUSTINE, FL 32095
$268,99087 Days on yellowkey MLS ID: FC316830
0 Days Off yellowkey (back on 5/15/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1109 Built: 2026Monthly Fee: $117Community: Stokes LandingTownhouse
199 LILY RD, ST AUGUSTINE, FL 32086
$252,50043 Days on yellowkey MLS ID: FC317732
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1332 Built: 1975Monthly Fee: $33 Tax: $3,356 (2025)Community: St Augustine ShoresSingle Family
Taxes:$3,356
Remarks: HUD-Owned Property. FHA Insurable. Welcome to 199 Lily Road in St. Augustine Shores! This 3-bedroom, 1-bath, 1,332 sq. ft. home sits on an oversized corner lot with an attached carport, fenced rear yard, and great curb appeal. Interior features include laminate/luxury vinyl plank flooring through the common areas, carpet in the bedrooms, nicely finished ceilings throughout, a galley-style kitchen with ample counter space, and a beautiful dining area overlooking the spacious backyard. The former attached garage has been converted into a large bonus room, providing flexible additional living space. Utility/laundry facilities are located inside the home. All appliances are included; however, appliances are not warranted. A/C and water heater appear to be in good condition. Property is being sold strictly AS-IS with no repairs by seller.
Listing is courtesy of: REALTY EXCHANGE, LLC (386-446-0017)
Listing Agent: David P. Petkovsek (386-627-3182)
8550 A1A S #1122, ST AUGUSTINE, FL 32080
$699,000418 Days on yellowkey MLS ID: FC308953
REDUCED by $30,000 (4.1%) on 04/16/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1064 Built: 1980 Tax: $7,802 (2024)Community: Summerhouse I Bch & Racquet ClCondo
Taxes:$7,802
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated North End two-story condo in the highly sought-after Summerhouse community, offering mile long direct breathtaking ocean views! This spacious 2-bedroom, 2.5-bathroom unit is perfect for those seeking a relaxing beachside retreat or a year-round residence. Step inside to discover a beautifully remodeled kitchen featuring sleek stainless steel appliances and plenty of counter space, perfect for preparing meals while enjoying the stunning coastal backdrop. The open-concept living and dining areas flow effortlessly into a private balcony, where you can relax and take in the panoramic ocean views and the soothing sounds of the waves. The master suite boasts expansive ocean views, making it the perfect place to unwind after a long day. Summerhouse offers resort-style amenities that are sure to enhance your lifestyle, including four beach walkovers providing easy access to the pristine beach, four heated pools, a fitness center, clubhouse, pickleball, and tennis courts, as well as a playground for the little ones. Additional conveniences include RV/boat storage and an onsite rental program, making this a fantastic investment opportunity.
Listing is courtesy of: LIGHTHOUSE REALTY ASSOCIATES, (904-471-3400)
Listing Agent: Karen Lindsey (904-669-6917)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.