Location: St Augustine
Do Not Show Listings
74 ABBOTT ST, ST AUGUSTINE, FL 32084
$589,0006 Days on yellowkey MLS ID: FC318240
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1028 Built: 1895 Tax: $6,519 (2025)Community: Can NessSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,519
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Located in the heart of the highly sought-after Abbott Tract, this turn key-opportunity is a fully furnished and renovated 2-bedroom, 2-bath home, offering a rare opportunity to own a piece of historic St. Augustine with strong short-term rental potential. Originally built in 1895 and thoughtfully updated, the property blends Old World charm with modern functionality—making it an ideal candidate as a vacation home that offers you guaranteed Airbnb or VRBO year-round income. The layout offers flexibility for guests, with two bedrooms each featuring a private en suite bathroom. The open kitchen, dining, and living areas create a comfortable and inviting space, enhanced by 10-foot ceilings, original hardwood floors, and abundant natural light. The updated kitchen is equipped with granite countertops, stainless steel appliances, an island bar, and a breakfast nook, all flowing seamlessly to the outdoor living areas through multiple sets of French doors. Situated on an oversized lot—an uncommon find in the historic district—the fully fenced backyard offers significant upside for future value and income potential. There is ample space to explore adding a guest house or cottage (subject to city approval), creating additional rental income opportunities. The expansive outdoor setup, including a two-tiered wooden deck and large brick patio, also provides plenty of room to enhance the space with amenities such as a hot tub or outdoor entertainment area—features that can further increase short-term rental appeal and nightly rates. The charming front porch adds to the home’s character, while the location places you within walking distance to St. George Street and downtown attractions, and just minutes to Anastasia State Park, and the beaches. This prime positioning consistently draws visitors year-round, supporting strong occupancy potential. Whether you’re looking to expand your short-term rental portfolio or secure a unique income-producing property in one of Florida’s most visited destinations, this home presents a compelling opportunity.
Listing is courtesy of: COASTAL REALTY PROS LLC (386-237-5721)
Listing Agent: Chris Mastoridis (516-807-3431)
594 PALACE DR, ST AUGUSTINE, FL 32084
$415,000192 Days on yellowkey MLS ID: O6356063
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1604 Built: 2021Monthly Fee: $222 Tax: $3,196 (2024)Community: Northridge LakesSingle Family
Taxes:$3,196
Tax Year: 2024
Remarks: Back on the market due to no fault of the sellers or home—previous contract fell through after the buyer’s contingent home did not pass inspection. Welcome to this beautifully maintained home in one of St. Augustine’s most desirable gated 55+ neighborhoods, just minutes from historic downtown! This home offers wonderful privacy with no rear neighbors, at the back of the community on a cul-de-sac, and gorgeous views of the greenspace in the backyard. This split floor plan offers privacy to both owners and guests with the primary suite at the back of the home. Upgrades include a remodeled guest bathroom, enhanced lanai screen, tile flooring throughout, and upgraded light fixtures & ceiling fans. And you'll have peace of mind with a 10 year HVAC warranty! The low HOA includes all lawn care, 2 pools, common areas, tennis courts, dog park, club house, gym, and more. Lastly, this home delivers something even more valuable than new construction—peace of mind. Having been lived in full-time and thoughtfully maintained, the home has already gone through the real-world test of daily living. This means you can move in knowing systems, finishes, and functionality have been proven, reducing the surprises that can arise after purchasing brand-new construction. Schedule your showing today for this inviting, move-in ready home!
Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)
Listing Agent: Lana Larrivee (407-341-8814)
17 AVILES DR, ST AUGUSTINE, FL 32084
$415,00083 Days on yellowkey MLS ID: FC315964
0 Days Off yellowkey (back on 5/6/2026)
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1928 Tax: $2,294 (2025)Community: Andalucia ParqueSingle Family
Taxes:$2,294
Remarks: Under contract-accepting backup offers. Welcome to 17 Aviles Drive, a rare 1928 cottage offering timeless character, flexible living, and exceptional income potential in the heart of St. Augustine. This 5-bedroom, 2-bath home is thoughtfully configured for multigenerational living or house hacking, featuring three total kitchens and a fully functional basement with a private entrance, ideal for extended family, guests, or rental use. Original charm blends seamlessly with modern practicality, including no carpet throughout the entire home, making maintenance simple. The layout allows multiple living zones while still feeling cohesive, offering versatility rarely found in historic homes. Centrally located just minutes from downtown St. Augustine and approximately 15 minutes to St. Augustine Beach, this property puts you close to dining, shopping, historic attractions, and the coast. Zoned RS-2, it allows weekly rentals, opening the door to short-term income opportunities in one of Florida’s most sought-after markets. Whether you’re looking for a unique primary residence, a multi-generational setup, or a strategic investment, 17 Aviles Drive delivers charm, flexibility, and location in one compelling package. 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)
1441 TINTERN LN, ST AUGUSTINE, FL 32080
$420,00011 Days on yellowkey MLS ID: FC318180
1 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2000Monthly Fee: $111 Tax: $3,377 (2025)Community: South Hampton Unit 1Single Family
Taxes:$3,377
Remarks: Welcome to 1441 Tintern Ln, a beautifully maintained home in the highly sought-after South Hampton community. Offering 3 bedrooms, 2 bathrooms, and a dedicated office, this home is designed to feel as good as it looks. From the moment you walk in, there’s a sense of calm. Soft natural light fills the space, highlighting the vaulted ceilings and open layout. The neutral color palette creates a clean, inviting backdrop—making the home feel light, comfortable, and truly move-in ready. The main living areas flow easily together, allowing you to move from kitchen to dining to living space without interruption. In the large dining room, a wood-burning fireplace adds warmth and ambiance—setting the tone for relaxed evenings and meaningful time around the table. The primary suite offers a quiet retreat, complete with a walk-in shower featuring dual shower heads, while the additional bedrooms and dedicated office provide flexibility for guests, work, or hobbies. Out back, the experience continues. Step onto the screened-in patio and take in the peaceful view of the pond and nature preserve. It’s the kind of setting where you can slow down—watch the light shift across the water, listen to nature, and enjoy the privacy that comes with no rear neighbors. You’ll often see deer passing through and a variety of birds visiting throughout the day, adding to the sense of connection to the outdoors. Recent updates add to the ease of ownership, including a new roof (2021), new AC unit (2023) with recent servicing (2026), water heater replaced (2025), kitchen appliances updated (2023), quartz countertops (2021), LVP flooring (2020), exterior painting (2025), and a refreshed fireplace with new stone surround (2026). Additional improvements such as landscaping (2026), sprinkler servicing (2026), updated ceiling fans (2025), smoke detectors (2025), and termite treatment (2025) further support the home’s move-in ready condition. Located within South Hampton, residents enjoy a well-established community known for its golf course setting, amenities, and convenient location. This is a home where the setting, the feel, and the updates come together to create a space that’s easy to step into and enjoy from day one.
Listing is courtesy of: GREAT EXPECTATIONS REALTY (904-823-3456)
Listing Agent: Amanda Edwards (904-814-2115)
544 ENREDE LN, ST AUGUSTINE, FL 32092
$734,00048 Days on yellowkey MLS ID: FC317015
REDUCED by $5,000 (0.7%) on 05/04/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2912 Built: 2016Monthly Fee: $12 Tax: $12,613 (2025)Community: Palencia North Ph ISingle Family
Taxes:$12,613
Remarks: Welcome home to this stunning 4-bedroom, 4-bathroom residence located in the desirable community of Palencia! This home features a spacious open floor plan with a grand entrance. The kitchen is equipped with a large center island, double oven, ample cabinets, a gas stove, and a walk-in pantry. Throughout the main areas and bathrooms, you'll find beautiful porcelain tile flooring. The master bedroom is generously sized, boasting a tray ceiling and abundant natural sunlight, along with his and her closets. The master bathroom features dual vanities and a walk-in shower with dual shower heads. This home includes four full-sized bathrooms for family members and guests. Additional highlights include a whole-house generator, ceiling fans, a separate dining area, a large drop station, an irrigation well, and an epoxy-coated garage floor.
Listing is courtesy of: COLDWELL BANKER VANGUARD REALT (904-269-7117)
Listing Agent: Stacey Burkins (904-591-3638)
4524 5TH AVE, ST AUGUSTINE, FL 32095
$249,900110 Days on yellowkey MLS ID: FC315287
REDUCED by $5,100 (2.0%) on 05/05/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1568 Built: 1993 Tax: $603 (2025)Community: De Leon ManorsManufactured Home
Taxes:$603
Remarks: Welcome to this beautifully maintained, original owner home that’s truly move-in ready. This 3-bedroom, 2-bath home offers 1,568 square feet of comfortable living with vinyl flooring throughout, no carpet! The updated kitchen shines with new cabinets, quartz countertops, and new appliances, while the primary bathroom features a modern, renovated shower. Enjoy morning coffee or evening downtime on the screened-in porch, and take advantage of the fully fenced backyard with pavers—perfect for relaxing or entertaining. An 11' x 15' shed adds great extra space for storage, lawn equipment, or a workshop. Ideal as a starter home or investment property—just move in and drop your bags. Conveniently located just 10 minutes to Publix and Historic Downtown St. Augustine, 15 minutes to the beaches, 20 minutes to Costco, and 30 minutes to Jacksonville. 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.
302 12TH ST, ST AUGUSTINE, FL 32084
$875,00035 Days on yellowkey MLS ID: OM722297
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1624 Built: 2019 Tax: $7,664 (2025)Community: Pacetti Sub North BchSingle Family
Taxes:$7,664
High School: St. Augustine High School
Middle School: SEBASTIAN MIDDLE SCHOOL
Remarks: Welcome to your dream coastal retreat in the exclusive Pacetti North Beach! This fully furnished, turnkey luxury home is designed to impress from every angle, step inside and experience effortless elegance, where every detail is included. Lounge or entertain in your private heated in-ground pool, soak up the sun, or enjoy evenings on your stylish patio. Just a 5-minute stroll to the pristine beach, where the sand and surf await, this home offers the ultimate beach lifestyle. Rare, exquisite, and ready to move in. Live the coastal life you've always imagined!
Listing is courtesy of: SUNCOAST PROPERTY MANAGEMENT L (904-831-8050)
Listing Agent: Kelly Treadaway (904-831-8006)
199 LILY RD, ST AUGUSTINE, FL 32086
$252,50018 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)
273 WHISPER RIDGE DR, ST AUGUSTINE, FL 32092
$495,00024 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: 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)
6300 S A1A BLVD #A93U, ST AUGUSTINE, FL 32080
$279,9008 Days on yellowkey MLS ID: GC540007
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)
2 DONDANVILLE RD #112, ST AUGUSTINE, FL 32080
$524,900214 Days on yellowkey MLS ID: NS1086205
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1975Monthly Fee: $784 Tax: $4,419 (2024)Community: Anastasia CondominiumsCondo
Taxes:$4,419
Remarks: Discover your new beginning at Anastasia Condominiums, a gated oceanfront community nestled in historic St. Augustine, Florida! This beautifully updated 2-bedroom, 2-bath condo offers a seamless blend of comfort and is move-in ready, making it perfect for those seeking a property with direct beach access, ideal for a full-time residence, second home, or investment property. This convenient first-floor unit features over $50,000 in upgrades and furnishings, including a BRAND NEW AC UNIT & WATER HEATER, stunning granite countertops in the kitchen and bathrooms, upgraded stainless steel appliances, a brand-new washer/dryer unit, and luxury vinyl flooring in the main living areas and primary bedroom. The primary suite's ensuite bath includes a recently renovated walk-in shower with designer tile and a waterfall showerhead. . Bright and airy, the spacious, open layout features modern finishes and abundant natural light, thanks to upgraded plantation shutters, creating an inviting space to relax. Ideal for investors or those seeking flexibility, this condo is turnkey and comes fully furnished, boasting an established rental history and allowing for short-term rentals. Water and trash removal are included in HOA fees. Enjoy a range of fantastic amenities, including a private, gated beach walkover, a sparkling swimming pool, a residents' clubroom, a workout room, lush, landscaped grounds, and ample parking. Additionally, you'll find a variety of dining options, attractions, and outdoor activities nearby. Just minutes from downtown St. Augustine's unique shops, delicious eateries, and historic attractions, this location offers the ultimate mix of lifestyle and accessibility. Don't miss out on this exceptional opportunity to own a beach property in America's Oldest City. Schedule your tour today and imagine the wonderful lifestyle that awaits you at Anastasia Condominiums!
Listing is courtesy of: EXIT REAL ESTATE PROPERTY SOL (386-763-3008)
Listing Agent: Cooper Engler (386-500-8384)
213 PALMETTO RIDGE RD, ST AUGUSTINE, FL 32095
$276,99084 Days on yellowkey MLS ID: FC316220
1 Days Off yellowkey (back on 5/4/2026)
INCREASED by $7,000 (2.6%) on 04/30/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1308 Built: 2026Monthly Fee: $117Community: Stokes LandingTownhouse
Taxes:$0
Middle School: Pacetti Bay Middle
Remarks: READY NOW! Includes screened lanai, fridge, washer/dryer, blinds!! The Springfield townhome is a thoughtfully designed floor plan that offers a surprising amount of space and comfort within approximately 1,308 square feet. With three bedrooms and 2.5 bathrooms, this inviting two-story home is ideal for homeowners seeking a functional layout that still feels open and bright. The main level features a seamless flow between the kitchen and living area, creating a welcoming environment for both relaxing and entertaining. The kitchen is designed with ample counter space and storage, making meal preparation easy while staying connected to family and guests in the adjacent living room. Sliding glass doors bring in generous natural light, filling the home with warmth and enhancing the open feel of the living spaces throughout the day. Upstairs, the primary suite provides a peaceful retreat, complete with a spacious walk-in closet and a well-appointed bathroom with a large vanity. Two additional bedrooms offer flexibility for guests, children, or a dedicated home office. Built with energy-efficient features and modern construction standards, the Springfield delivers long-term value and everyday comfort in desirable 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)
327 MICKLERS RD, ST AUGUSTINE, FL 32080
$1,099,00077 Days on yellowkey MLS ID: TB8480004
REDUCED by $66,000 (5.7%) on 04/30/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2883 Built: 2026 Tax: $2,462 (2025)Community: Mickler's WindantideSingle Family
Taxes:$2,462
Remarks: NOW COMPLETED NEW HOME! Once you peruse the photos on this Anastasia Island home, you will want to see it in person. Featuring three bedrooms, plus an upstairs Loft that can convert into a fourth bedroom, three full baths, a private study, and a formal dining area, this home is great for year-round living or seasonal use and Short-Term Renting. Impact Windows provide added peace of mind, while a tall open foyer creates a striking first impression. The kitchen with an adjacent Cafe is ideal for everyday living and entertaining, and the owner's Suite offers large walk-in closets. A covered lanai completes the home with seamless indoor-outdoor living. Ask about a pool package available for this home. Area Features: Walk to Beach Neighborhood Boat Ramp 2 min. away No HOA Nearby Restaurants Historic St. Augustine - 20 min. Excellent Area Restaurants Island Living offering Intracoastal and Ocean access
Listing is courtesy of: REAL ESTATE ASSET DISPOSITION (561-655-6605)
Listing Agent: David Mcdonald (561-889-8209)
32 NAVARRA CT, ST AUGUSTINE, FL 32086
$225,00019 Days on yellowkey MLS ID: FC317787
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 902 Built: 1991Monthly Fee: $410 Tax: $815 (2024)Community: Conquistador CondoSpa: NoCondo
Taxes:$815
Remarks: Welcome to 32 Navarra Court, a stunning move-in ready second-floor condominium in the beloved Conquistador community ofSaint Augustine Shores. The unit boasts 2 bedrooms and 2 updated bathrooms with new porcelain tile floors throughout.Additional updates include new appliances and new HVAC. Enjoy all of the amenities Conquistador offers including 3 pools,tennis and pickleball courts, shuffle board, and the neighborhood fishing pier just a short walk away. Whether you’re searchingfor a primary residence or second home in one of Florida’s most desirable destinations, there is truly nothing else like it.Convenient, affordable, and ideally located, this is care free Saint Augustine living at its best. 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 Agent: John Galluzzo (603-548-3122)
157 PALMETTO RIDGE RD, ST AUGUSTINE, FL 32095
$269,990103 Days on yellowkey MLS ID: FC315746
3 Days Off yellowkey (back on 2/23/2026)
Remarks: Under Construction. The Springfield townhome is a thoughtfully designed floor plan that offers a surprising amount of space and comfort within approximately 1,308 square feet. With three bedrooms and 2.5 bathrooms, this inviting two-story home is ideal for homeowners seeking a functional layout that still feels open and bright. The main level features a seamless flow between the kitchen and living area, creating a welcoming environment for both relaxing and entertaining. The kitchen is designed with ample counter space and storage, making meal preparation easy while staying connected to family and guests in the adjacent living room. Sliding glass doors bring in generous natural light, filling the home with warmth and enhancing the open feel of the living spaces throughout the day. Upstairs, the primary suite provides a peaceful retreat, complete with a spacious walk-in closet and a well-appointed bathroom with a large vanity. Two additional bedrooms offer flexibility for guests, children, or a dedicated home office. Built with energy-efficient features and modern construction standards, the Springfield delivers long-term value and everyday comfort in desirable new home communities across North Florida, making it an excellent choice for today’s buyers.
1255 PONCE ISLAND DR #777, ST AUGUSTINE, FL 32095
$149,999167 Days on yellowkey MLS ID: FC314365
REDUCED by $5,001 (3.2%) on 05/04/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 604 Built: 1987Monthly Fee: $430 Tax: $1,421 (2024)Community: Tennis VillageCondo
Taxes:$1,421
Remarks: Affordable St. Augustine Condo! Welcome to Tennis Village at Ponce, one of St. Augustine’s most nostalgic condo communities, ideally located near the Intracoastal Waterway and just minutes to historic downtown, Vilano Beach, and Anastasia Island. This updated 1 bedroom, 1 bathroom ground-floor condo can be used as a primary residence, second home, or investment in a hard-to-find price range (30 day rentals allowed). Unit 777 is move-in ready featuring a remodeled kitchen with solid porcelain countertops, white shaker cabinetry, soft-close drawers, stainless steel GE appliances, and a coastal-inspired tile backsplash. Additional upgrades include new vinyl flooring throughout, fresh interior paint, and a brand new 2025 HVAC system, all big-ticket improvements that add comfort and peace of mind. The community is currently undergoing exterior improvements, with the HOA repainting buildings and replacing roofs in 2026, helping to maintain long-term value for years to come. Residents enjoy access to a community pool, tennis courts, and direct Intracoastal access that is perfect for kayaking, paddleboarding, or enjoying quiet mornings by the water. With limited inventory at this price point, this condo stands out as one of the best values in St. Augustine for buyers seeking affordability, convenience, and low-maintenance living near the coast.
Listing is courtesy of: ENDLESS SUMMER REALTY (904-461-8878)
Listing Agent: Amy Taylor (904-808-2325)
725 CYPRESS RD, ST AUGUSTINE, FL 32086
$495,000189 Days on yellowkey MLS ID: O6356288
REDUCED by $4,999 (1.0%) on 05/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1505 Built: 2007 Tax: $3,479 (2024)Community: St Augustine Heights Unit 2Spa: NoManufactured Home
Taxes:$3,479
Remarks: Rare opportunity in St. Augustine Beach! Enjoy over 1.5 acres of partially cleared, lushly landscaped land with no HOA, a true find this close to the coast. Tucked away on a quiet street with only 10 homes, this property offers privacy, space, and endless potential. Property highlights are this 3 Bedrooms, 2 Bathrooms, 1,500+ sq ft home. Two 12x30 ft sheds with electricity — ideal for a workshop, studio, or storage. City water connection. Partially cleared with mature trees and tropical landscaping. Talk about having a prime location just 8 minutes to the beach, 5 minutes to historic downtown St. Augustine and 3 minutes to shopping & dining. Whether you’re looking to expand, build your dream retreat, or enjoy spacious coastal living, this property offers unmatched flexibility and convenience. There is a ton of potential and possibilities for this 1.5 acre parcel.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Marian Schneider (407-383-2105)
110 MAGNOLIA CROSSING PT #1901, ST AUGUSTINE, FL 32086
$284,00089 Days on yellowkey MLS ID: FC315796
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1594 Built: 2010Monthly Fee: $320 Tax: $2,247 (2025)Community: Cottages/Winding CrkCondo
Taxes:$2,247
Remarks: CORNER UNIT condo in the gated community of Cottages at Winding Creek. Priced below market offering a great opportunity for investors or buyers looking to add value and build equity. BRAND NEW HVAC installed 5/01/26. Long-term rentals in the community are achieving approximately $2,000/month. Welcome to this beautifully maintained 3-bedroom, 2.5-bath corner-unit condo in the gated Cottages at Winding Creek, offering the perfect blend of privacy, convenience, and Florida lifestyle living. Ideally positioned with no rear neighbors and peaceful conservation views, this home provides a rare sense of tranquility while remaining close to everything St. Augustine. As a corner unit, the home enjoys added natural light, extra privacy, and a quieter setting. The main living areas and bedrooms feature laminate wood flooring, creating a clean, cohesive look throughout, while the carpeted staircase adds comfort and warmth between levels. The kitchen is thoughtfully designed with granite countertops, 42-inch cabinetry, and ample storage, opening seamlessly to the living and dining areas perfect for everyday living and entertaining. Step outside to the screened lanai and enjoy tranquil views of the private, wooded backdrop — an ideal space for morning coffee or evening relaxation. Prime Location & Unmatched Convenience: Just minutes to I-95 — Easy access for commuting north or south. Close to St. Augustine Beaches & the Intracoastal — Enjoy boating, fishing, and coastal living just a short drive away. Near Historic Downtown St. Augustine — World-class dining, shopping, and cultural attractions at your fingertips. Convenient to shopping, restaurants, and daily essentials The gated community offers peace of mind along with desirable amenities, including a community pool and beautifully maintained common areas. A one-car garage, ample guest parking, and low-maintenance living make this home ideal as a primary residence, second home, or investment opportunity. This is a rare opportunity to own a private, corner-unit condo in a sought-after location where serenity meets accessibility. Enjoy the best of St. Augustine living from historic charm to coastal adventures — all just minutes from your front door.
Listing is courtesy of: HAMMOCK REAL ESTATE GROUP (386-246-9934)
Listing Agent: Laura Kulaga (904-687-8121)
511 TWENTY-FIRST ST, ST AUGUSTINE, FL 32084
$825,00019 Days on yellowkey MLS ID: FC318011
0 Days Off yellowkey (back on 5/2/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1607 Built: 1993 Tax: $4,530 (2025)Community: Pacetti Sub North BchSingle Family
Taxes:$4,530
Remarks: Under contract-accepting backup offers. Welcome to an exceptional opportunity in one of St Augustine's most sought-after areas. Perfectly positioned just minutes from historic downtown, pristine beaches, and vibrant local dining, this residence offers the ideal balance of timeless charm and everyday convenience. Thoughtfully situated in a well-established neighborhood, this home invites you to experience the relaxed elegance of Florida living. Whether enjoying quiet mornings at home or effortless access to the cultural heart of Saint Augustine, every day feels like a retreat. The property's location provides seamless connectivity to coastal lifestyles, local attractions, and major roadways--making it well suited for a primary residence, second home, or investment opportunity. Surrounded by history, yet close to modern amenities, this home captures the essence of refined living in America's oldest city. An inviting setting where character, comfort, and location converge.
Listing is courtesy of: NEXTHOME NEW BEGINNINGS (904-814-2548)
Listing Agent: Brianne Nodal (904-814-2548)
2600 SNAIL KITE CT, ST AUGUSTINE, FL 32092
$440,00033 Days on yellowkey MLS ID: GC539114
3 Days Off yellowkey (back on 5/2/2026)
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2544 Built: 2005Monthly Fee: $11 Tax: $7,149 (2025)Community: Wgv Heritage LandingSingle Family
Taxes:$7,149
Elementary School: Wards Creek Elementary
High School: Tocoi Creek High School
Remarks: One or more photo(s) has been virtually staged. Location is everything. This beautiful home puts you in the heart of it all. Minutes from the iconic Outback Crab Shack & peaceful Trout Creek Park, boat ramp right in a top-ranking school district. Resort-style amenities, including a pool and water slide, deliver the perfect mix of relaxation and fun. Step inside a bright, open layout with soaring 10-foot ceilings with hard flooring throughout-NO CARPET. The home features formal living and dining rooms, plus a welcoming great room with a gas fireplace. The spacious kitchen features 42-inch cabinets and an extended breakfast bar with a built-in desk. A split-bedroom design provides privacy, highlighted by a serene primary suite featuring two walk-in closets and a renovated shower. Generous 3-car garage with abundant attic storage and beautifully landscaped corner lot adorned with your own orange and lemon trees, adds to your private Florida sunshine retreat. Discover this meticulous home and make it yours today! Virtual staging in 4 photos
Listing is courtesy of: HERRON REAL ESTATE LLC (904-729-4313)
Listing Agent: Jennifer Predeek, Llc (503-522-2278)
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