St. Augustine Real Estate

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St. Augustine Properties

$334,900

2 Beds ⋅ 2 Baths ⋅ 2141457 MLS

$5,000 SELLER CREDIT TOWARDS NEW FLOORING, PAINT or MODERN UPDATES! Low-Maintenance Coastal Living: Turn-key Villa Minutes from St. Augustine Beach! This meticulously kept, move-in-ready villa offers effortless coastal convenience just minutes from the pristine sand, local dining, State parks and the historic charm of downtown St. Augustine. Located in the sought-after Southwood community, this home defines the ''lock-and-leave'' lifestyle with full-service lawn care and premium amenities. Step inside to an open-concept layout defined by an abundance of natural light and a seamless flow connecting the living areas for easy entertaining and everyday living. The functional floorplan features 2 bedrooms, 2 bathrooms, a dedicated library or home office, and a cozy living room centered by a gas fireplace. The kitchen is a home chef's delight, equipped with solid-surface countertops, new appliances, pantry and a sunlit breakfast nook. Retreat to the expansive owner's suite to relax, which easily accommodates a king-sized furniture set and features an elegant ensuite bathroom with comfort-height vanity, linen closet, a tiled walk-in shower, and a spacious walk-in closet. Escape to the backyard where peace and quiet and vibrant living intertwine. Imagine crafting your dream outdoor sanctuary, a space perfectly designed for relaxation, entertainment, and cultivating your green thumb. Picture yourself stepping onto the expansive flagstone patio beneath a rustic pergola outfitted with designer furnishings, summer kitchen, firepit and vibrant raised flower beds, potted plants and vegetable garden. Beyond the aesthetic, this home offers incredible structural value with concrete block construction, an extended 2-car garage and a suite of recent upgrades: a newer roof (2021), water heater (2020), and HVAC (2024). Living the Southwood lifestyle allows homeowners to enjoy a gated entrance and a highly walkable, bike-friendly community that leads to a premier amenity center featuring a swimming pool, clubhouse, pickleball/tennis courts, and shuffleboard. Strategically located within minutes to top-rated St. Johns County schools, public boat ramps and local shopping, this home offers the perfect blend of modern convenience and historic coastal charm, all with NO CDD fees! No Creative Financing or Blind Offers!

1017 Ridgewood Lane, St. Augustine

$359,500

3 Beds ⋅ 2 Baths ⋅ 2141612 MLS

Welcome home to this impeccably maintained condo in the gated community of Vista Cove. Start your mornings with coffee on your private balcony, taking in peaceful sunrise views over the San Sebastian River. Inside, you'll find a well-designed floor plan complemented by custom wood cabinetry that adds both charm and functionality. The guest bedroom features its own private balcony, offering a comfortable and inviting retreat for visitors. Vista Cove offers a true resort-style lifestyle with two pools, a spa, fitness center, clubhouse, scenic walking trails, and a fishing dock with river access. Additional conveniences include RV/boat parking and basic cable included in the HOA. Ideally located just a short walk to the amenity center, this community is perfect for enjoying both relaxation and an active coastal lifestyle.

3327 Haley Point Road, St. Augustine

$380,000

3 Beds ⋅ 3 Baths ⋅ 2141588 MLS

Investor's Dream - Income-Producing Duplex! Attention savvy investors! This cash-flowing duplex currently generates $37,200 annually with reliable long-term tenants already in place--providing immediate, stable income from day one. Even better, the property comes with no rental restrictions, giving you the flexibility to significantly increase revenue through short-term or daily rentals. Whether you choose to hold for steady cash flow or maximize returns with vacation rentals, the upside potential is substantial. Ideally located just minutes from historic downtown St. Augustine, this property offers the perfect blend of prime location, versatility, and strong income potential. Turnkey investment opportunities like this don't last--schedule your showing today!

850 Bruen Street, St. Augustine

$2,200,000

2141577 MLS

This 2.53 acre site features 2.1 acres fronting SR 16 with approx 272 front footage including the East 1/2 of driveway. The 2.53 includes a proportionate share(approx .43 acre) in the retention pond located in the top left of the site plan. Site directly fronts SR 16 which is the Main commercial highway in and out of Old St. Augustine, Fl. This $2.2M pricing is for the site on the EAST (right) side of the drive. Included in the purchase, the owners will consider paying up to 50% of the impact fees associated with this site only. The site West of the drive has 3.29 ac fronting 16 plus a .69 ac interest in the retention pond or 3.98 total area. The West site has approx 412 ft frontage including W half of driveway & is priced separately (see the 1900 SR 16 listing). Pricing breakdown for different options are as follows: Option 1: Purchase the entire 8.36 acre site for $5,974,000 (parcel numbers 1-4 on site map) as per the 1900 SR 16 Listing. Click MORE for additional purchase options. Option 2: Purchase the smaller 2.53 ac site E. of the drive (parcel 2) for $2.2M (acreage includes the E. 1/2 of driveway and a .43 ac interest in the retention) per 1910 Listing Option 3: Purchase the larger 3.98 ac site W. of the drive (parcel 1) for $4M (acreage includes the W 1/2 of driveway and a .69 ac interest in the retention pond) Please note this site W of the drive has two businesses on it and generates income. Option 4: Add parcel 4 on site map to option 2 or 3 for $500K. Parcel #4 is 1.53 ac plus a .32ac for retention (1.85 total). Examples of how that would look are detailed below. Adding parcel 4 to option 2 would change price from $2.2 to $2.7. Acreage would go from 2.53 to 4.38. 2.53 + 1.85 = 4.38 acres Adding parcel 4 to option 3 would change price from $4M to $4.5M. Acreage would go from 3.98 to 5.83. 3.98 + 1.85 = 5.83 acres In a recent review there were only two other parcels with 5 or more acres available in the immediate market area. One had 200 ft Frontage, and the other 225 (as expected, both of those have gone under contract). Please note: the 1900 and the 1910 SR 16 listings are the same parcel of land with different approaches as to how the full 8.35 acres are marketed and developed. The attached engineer generated site plan can be developed as shown or in most cases reconfigured to meet the developers vision and needs. All front footages and acreage estimates are based on measurements per the tax roll and other undocumented sources. It is fully the purchasers responsibility to confirm any and all estimates, approximations, calculations or assumptions. Virtually all of SR 16 has become a High Demand/High Traffic Area. Per the traffic count attachments, the AADT in this section of SR 16 was 43,000 per the 2024 update. This of course was before the 4 large rental communities came on line. The vast majority of sites previously available two and a half years ago are now in some phase of site plan approval, preparation for closing or physical site construction. 3 of the 4 new housing projects in the area have come Directly to 16(please see pics regarding location of these developments). The upscale Tapestry located just to the W. of this site finished construction several months ago and should be nearing stabilization of 300+ units. Gatlin Development just completed another 300+ units in the 1100 block of SR 16 and is leasing. Madison Street started construction of 232 units last April in the 800 to 900 block of 16. The fourth large housing development (Terrassa w 300+ units) is just North of 16 and E. of I-95 where the mall used to be. Clearly this high growth area is in need of commercial retail and services to satisfy the Mushrooming demand. Other commercial (non-residential) projects recently built on 16 include a top end used car dealership (Sunday Drive) which opened in the 2100 blk and the HCA Healthcare Emergency clinic opened at the location previously know as 890 SR 16. In the coming soon category there is a dental bldg w a coffee shop at 45 Village Crossing Ct. formerly know as 840 SR 16, Atlantic Marine is planning a new boat showroom in the 2200 blk., plus a 7-11 with pumps is making plans to open next year close to the boat showroom. This 8.3 acre site is in the process of being planned and permitted for potential entitlements of 65,000 sqft or more. This site is especially geared for the developer and end user looking to take maximum advantage of the top end traffic count with an AADT of roughly 43K/day and growing(see attachment line 93.2). Very Important to note that there is a Median Cut already in place on 16 going directly into the drive providing easy access for customers going in either direction. Any way you slice it, your client can't possibly get better exposure than this site affords. Sites will be ideal for developers or clients looking to build structures in the 7 to 10,000 foot per acre range. Please check attached Zoning charts to confirm if your project applies. Although this property currently has a 3000 ft metal structure and two businesses on site W. of the drive, these are not necessarily being considered in the valuation of this property. The two businesses are Auto Related. Zoning in the front portion of this overall site is Commercial Intensive (CI), however purchaser must confirm zoning and all other pertinent details for themselves and not rely solely on information contained herein. IT IS VERY IMPORTANT THAT THE TENANT IS NOT DISTURBED! Listed below is a partial list of commercial businesses that should potentially do very well at this site. Convenience stores w gas pumps like Circle K, Race Trac or even Buc-ee's. Grocers like Trader Joe's, Sprouts, Fresh Market or the popular Fitness Studios. Zoning qualifies the site for auto sales which would include smaller New Car Dealerships. QSR's (quick serve restaurants like Five Guys, Cava, BurgerFi or Panda Express, Drive-Thru coffee & Beverage Shops like Dutch Brothers or Ellianos, Banks-Credit Unions, Urgent Care/Medical Office/Vision Care i.e. America's Best Contacts, or Dental like Heartland or Deca Dental. Also needed is a Pharmacy w Drive-Thru. Specialty Retail like Mattress Firm, Auto Zone, O'Reilly's or Wireless Providers. Car washes like Mr. Clean, Tommy's Tidal Wave or Mister Car Wash. Accessory shops like Tint World, Black Optix, Line-X or Color G Commercial Flex space or a hotel. Other options include: Tech Schools, College Satellite facilities, Medical/profession office bldg, Top end (Covered) RV and Boat Storage, Larger Scale Fitness Facility, Recreation facilities, Adult & Child Care Centers etc.

1910 State Road 16, St. Augustine

$579,000

3 Beds ⋅ 2 Baths ⋅ 2141447 MLS

Welcome to coastal living in one of the area's most sought after communities. This 3BR, 2BA residence with a dedicated office offers the perfect blend of comfort, functionality and lifestyle. Inside you will find a spacious floorplan ideal for both everyday living and entertaining. You can enjoy peace of mind with a brand-new roof (2026), HVAC (2015) and Water Heater (2020). Enjoy exclusive private access to both the beach and the Intracoastal, Indoor (heated) pool, outdoor pool, GYM, Tennis, Pickleball, RV/Boat storage and more. Don't miss this opportunity to live where others vacation - schedule your private showing today!

109 Ocean Hollow Lane, St. Augustine

$825,000

4 Beds ⋅ 4 Baths ⋅ 2141433 MLS

NEW PRICE -- $825,000 + $10,000 SELLER CREDIT! One of the strongest values in gated Courtney Chase, this 3,195-SF ICI Palos Verdes offers exceptional space, upgrades and one of the community's largest pie-shaped preserve lots -- with privacy and room for a pool. Only 2 years old and move-in ready, the home features 12-ft ceilings, herringbone tile, quartz countertops, upgraded cabinetry, walk-in pantry, 4 bedrooms, 3.5 baths, loft, quad pocket sliders and a 3-car tandem garage. Located just steps from the new Johns Island amenity center with highly rated St. Johns County schools, resort-style amenities, golf cart trails and NO CDD FEES. Use the seller's $10,000 credit toward closing costs or a rate buydown with an acceptable offer. Why build when you can have 3,195 SF, a premium preserve lot and a move-in-ready ICI home now for $825,000? Why wait to build when one of ICI's most popular plans is ready now on one of the best lots in Courtney Chase?

238 Courtney Chase Drive, St. Augustine

$590,000

3 Beds ⋅ 3 Baths ⋅ 2141367 MLS

Tucked inside the gated community of Madeira in St. Augustine, this light-filled Mastercraft custom home stands out the moment you walk in. Sunlight pours through the windows all day, giving every room an open, airy feel that's hard to find and even harder to forget. Thoughtfully upgraded beyond the standard build, this home offers custom touches that elevate both style and comfort--without sacrificing the clean, modern feel buyers are looking for. Step outside and you'll find one of the home's best features: peaceful pond views right in your backyard. It's the kind of setting that makes morning coffee better and evenings quieter. Madeira residents enjoy access to a private community pool, fitness center, and clubhouse--all within the security and privacy of a gated entrance. If you've been waiting for something that doesn't feel cookie-cutter, this is it.

99 Amarante Lane, St. Augustine

$310,000

1 Beds ⋅ 1 Baths ⋅ 2141358 MLS

Welcome to resort-style living in the highly sought-after King & Bear community! Nestled within this gated golf course neighborhood, this beautifully renovated 1-bedroom, 1-bathroom second-floor condominium offers the perfect blend of luxury, convenience, and lifestyle. Step inside to find a completely reimagined interior, thoughtfully updated from top to bottom. The stunning new kitchen features modern finishes and flows seamlessly into the main living space, complemented by brand-new flooring, fresh paint, and a fully updated bathroom. Major systems have already been taken care of, with a newer HVAC (2020) and water heater (2019), giving you peace of mind for years to come. Enjoy your morning coffee or unwind in the evening on your private balcony overlooking a serene courtyard--your own quiet escape. Living here means access to an incredible array of amenities. In addition to the condominium's private pool and hot tub, residents enjoy access to The King & Bear's resort-style offerings, including multiple pools (including a heated pool), fitness center, pickleball courts, playground, and park. There's even a spa located within the complex for ultimate relaxation. This solid concrete building offers added durability and privacy, along with convenient features like elevators and trash chute service for easy everyday living. With no rental restrictions, this property presents an excellent investment opportunity--perfect for short-term or long-term rentals, a vacation getaway, or a full-time residence. Move-in ready and packed with upgrades, this condo delivers on style, comfort, and an unbeatable lifestyle.

955 Registry Boulevard Unit 225, St. Augustine

$995,000

2141343 MLS

The beach lifestyle you've been dreaming of starts here. Build your custom coastal retreat on this newly available oversized homesite with potential ocean views in the desirable Anastasia Hills area of St. Augustine -- just a short walk to the beach and breathtaking Atlantic sunrises. Enjoy the perfect blend of laid-back coastal living and vibrant local charm, with easy access to restaurants, shopping, entertainment, and historic attractions in the nation's oldest city. Whether you're looking to build a primary residence, vacation getaway, or investment property, this lot offers the ideal opportunity to create your own slice of paradise near the shore. Don't miss your chance to own land in one of the area's most sought-after beachside communities with no HOA.

5306 Pelican Way, St. Augustine

$1,499,900

5 Beds ⋅ 5 Baths ⋅ 2141333 MLS

REDUCED $200,000! Our stunning Stella II model in Courtney Oaks-now for sale with a 90 day delayed close w/ NO leaseback. The home is situated on a large water to preserve view homesite. This home has it all, 4 bedrooms, 5 baths, insulated 3 car split garage, downstairs recreation room, upstairs bonus and loft, study and formal dining room. Every designer detail you could imagine including a spectacular lighting package and wood flooring. The entry is flanked with the dining & study, all have tray ceilings with tongue and groove inserts. A stunning water view from the front entry through the huge 16' slider. The gorgeous kitchen has a pot filler, large 36' gas range, Thermador refrigerator, double oven, wall microwave, farm sink, massive pantry AND butler's pantry and designer wood vent. The large mud bench is opposite the oversized laundry with ample cabinets, counter space and a sink. The owner suite with sitting room has a beautiful view and a spa bath with free standing tu The oversized pavered lanai includes a fireplace with room for a TV directly above. The huge upstairs bonus includes a wet bar, cabinets and under cabinet beverage center - all overlooking the water and preserve. The garage includes a golf cart charging circuit, perfect for getting to all of the SilverLeaf social events or the new amenities Now Open in Johns Island. The floor plan as built is in the documents. POOL CONCEPTUAL RENDERING ONLY Artist's illustration for marketing purposes. Not to scale. Subject to engineering, survey, permitting, HOA approval, zoning, setbacks, and all applicable governmental requirements. No representation or warranty is made that the improvements shown can be constructed as depicted.

37 Courtney Oaks Drive, St. Augustine

$5,974,000

2141314 MLS

This 8.36 acre site has approximately 684 Front Footage on SR 16. No other listed properties in the immediate market area comes close!! Site is in the process of being planned and permitted for potential entitlements up to 70,000 sqft. Virtually all of SR 16 has become a High Demand/High Traffic Area with this section generating 43,000+ AADT per the 2024 study. The majority of sites available two years ago are now in some phase of site plan approval, preclosing or vertical construction. Note: there is a Median Cut already in place on 16 going directly in front of the driveway. This of course is Huge as it provides easy access for customers going in either direction. The way the site plan is laid out now demonstrates that there would be two buildable sites on each side of the drive fronting SR 16. The site East of the drive would be 2.1 acres fronting 16 plus a .43 ac share in the retention for a total of 2.53 acres. Please Click More for further details The site West of the drive would be 3.29 ac frontage, plus .69 ac share of retention, totaling 3.98 ac. Additionally, in back of the East 2.1 ac site sits a 1.53 ac site that can accommodate up to an 18K square foot, 5 story structure. As per the site plan the 1.44 acre retention pond is situated in back of the West 3.29 ac site. Your clients can purchase the full 8.36 acres, the 2.53 ac site on the East side of the drive, or the 3.98 ac site on the W. side of the drive. Any which way you slice it your client can not possibly get better exposure than these sites afford. note: the 1900 and the 1910 SR 16 listings are the same parcel of land with different approaches as to how the 8.35 acres are marketed & or developed. Pricing breakdown for different purchase options as follows: Option 1: Purchase the entire 8.36 acre site for $5,974,000 (parcel numbers 1-4 on site map) as per this 1900 SR 16 Listing. Option 2: Purchase the smaller 2.53 ac site E. of the drive (parcel 2) for $2.2M (acreage includes the E. 1/2 of driveway and a .43 ac interest in the retention) per 1910 Listing Option 3: Purchase the larger 3.98 ac site W. of the drive (parcel 1) for $4M (acreage includes the W 1/2 of driveway and a .69 ac interest in the retention pond) Please note this site W of the drive has two businesses on it which generates income. Option 4: Add parcel 4 on site map to option 2 or 3 for $500K. Parcel #4 is 1.53 ac plus a .32ac for retention (1.85 total). Examples are detailed below. Adding parcel 4 to option 2 would change price from $2.2 to $2.7. Acreage would go from 2.53 to 4.38. (2.53 + 1.8 acres) Adding parcel 4 to option 3 would change price from $4M to $4.5M. Acreage would go from 3.98 to 5.83. (3.98 + 1.85 = 5.83 ac) In a recent review there were only two other parcels with 5 or more acres available in the immediate market area. One had 200 ft Frontage, and the other 225 (as expected, both of those have gone under contract). The attached engineer generated site plan can be developed as shown or in most cases reconfigured to meet the developers vision and needs. All front footages and acreage estimates are based on measurements per the tax roll and other undocumented sources. It is fully the purchasers responsibility to confirm any and all estimates, approximations, calculations or assumptions. Virtually all of SR 16 has become a High Demand/High Traffic Area. Per the traffic count attachments, the AADT in this section of SR 16 was 43,000 per the 2024 update. This of course was before the 4 large rental communities came on line. The vast majority of sites previously available two and a half years ago are now in some phase of site plan approval, preparation for closing or physical site construction. 3 of the 4 new housing projects in the area have come Directly to 16 (please see pics regarding location of these developments). The upscale Tapestry located just to the W. of this site finished construction several months ago and should be nearing stabilization of 300+ units. Gatlin Development just completed another 300+ units in the 1100 block of SR 16 and is leasing. Madison Street started construction of 232 units last April in the 800 to 900 block of 16. The fourth large housing development (Terrassa w 300+ units) is just North of 16 and E. of I-95 where the mall used to be. Clearly this high growth area is in need of commercial retail and services to satisfy the Mushrooming demand. Other commercial (non-residential) projects recently built on 16 include a top end used car dealership (Sunday Drive) which opened in the 2100 blk and the HCA Healthcare Emergency clinic opened at the location previously know as 890 SR 16. In the coming soon category there is a dental bldg w a coffee shop at 45 Village Crossing Ct. formerly know as 840 SR 16, Atlantic Marine is planning a new boat showroom in the 2200 blk., plus a 7-11 with pumps is making plans to open next year close to the boat showroom. This 8.3 acre site is in the process of being planned and permitted for potential entitlements up to 70,000 sqft. This site is especially geared for the developer and end user looking to take maximum advantage of the top end traffic count of 43K/day and growing(see attachment line 93.2). Very Important to note that there is a Median Cut already in place on 16 going directly into the drive providing easy access for customers going in either direction. Any way you slice it, your client can't possibly get better exposure than this site than this site affords. Sites will be ideal for developers or clients looking to build structures in the 7 to 10,000 foot per acre range. Check attached Zoning charts to confirm your project applies. Although this property has a 3000 ft metal structure & two businesses on site W. of the drive, they are not necessarily being considered in the valuation of this property. The two businesses are Auto Repair and Used Auto Sales. Zoning in the front portion of this overall site is Commercial Intensive (CI), however purchaser must confirm zoning and all other pertinent details for themselves and not rely solely on information contained herein. IT IS VERY IMPORTANT THAT THE TENANT IS NOT DISTURBED! Listed below is a partial list of commercial businesses that could do very well at this site which certainly includes Auto Dealerships!! Convenience stores w gas pumps like Gate, Raceway, Marathon or Buc-ee's. Other fits are grocers like Trader Joe's, Sprouts, Fresh Market or Fitness Studios. QSR's (quick serve restaurants) like Five Guys, Cava, BurgerFi or Panda Express, Drive-Thru coffee & Beverage Shops like Dutch Brothers or Ellianos, Banks-Credit Unions, Urgent Care/Medical Office/Vision Care i.e. America's Best Contacts, or Dental like Heartland or Deca Dental. Also needed is a Pharmacy w Drive-Thru. Specialty Retail like Mattress Firm, Auto Zone, O'Reilly's or Wireless Providers. Car washes like Mr. Clean, Tommy's Tidal Wave or Mister Car Wash.

1900 State Road 16 Street, St. Augustine

$309,000

2 Beds ⋅ 2 Baths ⋅ 2141233 MLS

Beautiful 2 bedroom 2 bathroom Condo located in the remarkable gated Laterra condominiums. Includes a 1 bedroom 1 full bath lock out unit that includes, sink, microwave and refrigerator! Very open floor plan, large kitchen with granite counters, breakfast bar and plenty of cabinets. Spacious Living dining combo with plenty of room for entertainment. Each bedroom includes a full bath. Master has double vanity, garden tub and walk in shower. Quiet balcony overlooking wooded conservation. Lots of upgrades including stunning LVP flooring throughout. Currently used as a short term rental earning $200 per night and grossed $58K in 2025! Unit will come fully furnished and all appliances. Wonderful amenities including pool, clubhouse, tennis courts and much more. Don't miss out on this 2/2 with private lockout unit. Welcome Home

965 Registry Boulevard Unit 211, St. Augustine

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MFR MLS is the source of this information via Internet Data Exchange Program. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale. Availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited and may violate relevant federal and state law. Data last updated on

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Call Diana O'Keefe Now are marked with the listing broker’s name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. Data last updated