165 Vilano Rd

Saint Augustine, FL 32084

• Motel
• Retail for Sale
• $2,409,631 CAD
• 5,200 SF

Saint Augustine Retail for Sale - St Johns County

Prime Vilano Beach Redevelopment Opportunity Exceptional investment and development opportunity in the heart of rapidly growing Vilano Beach. Situated on a generous 0.37-acre parcel, this property is fully positioned for redevelopment with significant pre-development work already completed. The existing structure has been approved for demolition, allowing a new owner to move forward without the delays often associated with entitlement and planning processes. The property also benefits from a county-approved parking variance and includes architectural drawings for a quick-service casual restaurant concept, thoughtfully designed with abundant indoor and outdoor seating to capture the relaxed coastal atmosphere that makes Vilano Beach so desirable. Guests will enjoy refreshing ocean breezes, a walkable beach-town setting, and proximity to the area's growing mix of restaurants, shops, and attractions. With continued investment and growth throughout the Vilano Beach corridor, this is a rare opportunity for restaurateurs, developers, and investors seeking a turnkey path toward a premier hospitality or dining destination. Bring your vision to life on one of the area's most promising commercial redevelopment sites. Preliminary approvals and planning work are already in place--saving valuable time and accelerating your path to opening day.

Contact:

JPAR City and Beach

Property Subtype:

Restaurant

Date on Market:

2026-06-12

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Old City House Inn & Restaurant - 115 Cordova St

Saint Augustine, FL 32084

• Motel
• Hospitality for Sale
• $6,378,435 CAD
• 8,400 SF

• Restaurant

Saint Augustine Hospitality for Sale - St Johns County

Boutique Inn and Restaurant situated in the heart of the Historic district. Mixed use. 50 seat restaurant with a 4COPS liquor License plus 7 inn rooms. Investment or owner-user model. B&B rooms all have separate entrances to deck areas outside. 2022 business profit $200k. Gross Revenues pa $1.8-$2million with 30% from rooms and 70% from restaurant. That is rooms $600k and Restaurant $1.4 million pa. Taxes $21k pa.Lease just vacated. ready to resume operations immediately with new owner-user or tenant. B7B rooms in historic downtown are valued at $237-$265 per room. B&B Cap rate is averaged at 8.12%.added value at a different rate should be added for the 50 inside seat restaurant, 70 outside seat and the liquor license. 10 paved parking spots alongside the building are leased from the Casa Monica next door for $250 per space per month.

Contact:

Tatlers Inc

Property Subtype:

Bed and Breakfast

Date on Market:

2026-06-05

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67 Masters Dr

Saint Augustine, FL 32084

• Motel
• Office for Sale
• $566,971 CAD
• 1,238 SF

Saint Augustine Office for Sale - St Johns County

67 Masters Drive offers a rare opportunity to acquire a small-format commercial building within the City of St. Augustine. The property consists of approximately 1,238 square feet and is zoned Commercial Low-One (CL-1), a zoning category intended for low-intensity neighborhood-serving commercial uses. The size, zoning, and location make this property well-suited for an owner-user or investor seeking a practical commercial building in one of St. Augustine’s established commercial corridors. Under the City of St. Augustine’s CL-1 zoning district, potential permitted uses include professional and business offices, specialty retail, boutique retail, clothing, bookstore/newsstand, florist or gift shop, bake shop, sporting goods, business office supplies, art/photographic supplies, jewelry including repair (but excluding pawn shops), hair salon, restaurant up to 100 seats (excluding drive-in or fast food), interior decorator, photographic or art studio, dance or music studio, health club or facility, tailoring, catering, dry cleaner/laundry package plant subject to code limitations, tourist home or bed and breakfast inn, antique shop, tattoo parlor or studio, and similar low-intensity commercial uses. The property may also support certain uses by exception, including medical/dental clinic, and other uses as provided under the City’s zoning code, subject to City approval. For small businesses, professional users, and investors looking for a commercial building with flexible zoning in St. Augustine, 67 Masters Drive offers a compelling alternative to larger, more expensive commercial properties. In a market where even modest commercial buildings can be difficult to find, this property fills an important niche: small enough to be manageable, but commercially zoned enough to be useful.

Contact:

Market Force CRE

Date on Market:

2026-05-28

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1910 SR 16

Saint Augustine, FL 32084

• Motel
• Land for Sale
• $3,260,089 CAD
• 2.50 AC Lot

Saint Augustine Land for Sale - St Johns County

This 2.75 acre site features 2.2 acres fronting SR 16 with approx 275 front footage including E. 1/2 of driveway. The 2.75 includes a proportionate share(approx .55 acre) in the retention pond located in the top left of the site plan. This is directly on State Road 16 which is the Main Road in and out of Old St. Augustine, Fl. The $2.3M price is for the site on the East side of the drive. Included in the $2.3M purchase price the owners will pay for 50% of the impact fees associated with this site. The 4 acre site W. of the drive is priced separately (see the 1900 SR 16 listing). On last review there were only two other larger parcels available in the same market area. One had 200 ft and the other 225 feet of Frontage on 16(recently both of those have gone under contract). Please note that the 1900 and the 1910 SR 16 listings are the same parcel of land with different approaches as to how it is marketed and developed. To be clear there are a couple of engineer generated site plans for this site depending on the developers vision and needs. The site mentioned above which is W. of the drive (the 1900 SR 16 Listing) has approx 412 ft frontage which includes the W half of the driveway. This is approx front footage based on measurements per the tax roll. Virtually all of SR 16 has become a High Demand/High Development Area. The vast majority of sites available two years ago are now in some phase of development. 3 of the 4 new housing projects in the area have recently come directly to 16(please see pics regarding these developments). The upscale Tapestry located just to the W. of this site finished construction recently and is currently leasing. Another is nearing completion in the 1100 block of SR 16 while another in the 800 to 900 block of 16 finished clearing and plans to start construction in early Q1 2026. Two of the three new housing developments are for 300+ units. The fourth large housing development (Terrassa) is just North of 16 and E. of I-95 where the high end outlet mall used to be. Terrassa is also planned for over 300 luxury apts. This high growth area is in need of commercial retail and services to satisfy the Mushrooming demand. Due to the exposure this appears to be one of the very few larger sites remaining on SR 16 that would qualify as Prime. Other non-residential projects being built on 16 include a dental bldg w a coffee shop and an emergency care bldg in the 800 block. An exotic car dealership (Sunday Drive) is coming soon to the 2100 block of 16. Lastly Atlantic Marine is soon to build a new boat showroom in the 2200 block of SR 16. This 12 acre site is in the process of being planned and permitted for potential entitlements up to 100,000 sqft. In this 1910 SR 16 site plan it is geared for the developer and end user looking to take maximum advantage of the top end traffic count of roughly 43K/day (see attachment line 93.2). Note there is a Median Cut already in place on 16 going directly into the drive providing easy access for customers going in either direction. There will be two buildable sites on each side of the drive plus roughly a 1.35 acre retention pond in back of site West of the drive. Your clients can purchase the full 8.3 acres or as little as 1.25 acres which would include their portion of the retention. Any which way you slice it your client can not possibly get better exposure than these sites afford. These sites will be ideal for your clients looking to build structures in the 8 to 10,000 ft/acre range such as Convenience stores w gas pumps like Circle K, Race Trac or even Buc-ee's. Other good fits are grocers like Trader Joe's, Sprouts, Fresh Market or the popular Fitness Studios. Zoning qualifies the site for auto sales which should include smaller Car Dealerships. In the alternate 1900 SR 16 plan (West of the drive) it has 3 acres fronting 16 and roughly a .8 acre retention pond in back of it. ideal for 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. Also a good fit for auto accessory shops like Tint World, Black Optix, Line-X or Color Glo. With the 1900 alternate site plan, in back of the outparcels there will be two sets of strip stores on either side of the driveway. Both with drive thru end caps. These strips could offer the obvious needed services such as hair and nail salon, barber, dry cleaner, beauty supply, mini bank branches w atm machines, small sit down restaurants, pet care and grooming etc. In back of the strip stores there is a space that can accommodate a large structure with a footprint of 15,000 sqft and can go up to 5 stories. A structure like that would be ideal for Commercial Flex space, a hotel, or potentially a larger scale bed and breakfast built with an Old St. Augustine motif. A few other options include: Tech Schools, College Satellite facilities, Medical/profession office bldg, Top end (Covered) RV and Boat Storage, Large Scale Fitness Facility, Recreation facilities, Adult & Child Care Centers etc. 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 an Auto Repair Shop and a Used Car Sales. Zoning in front portion is Commercial Intensive (CI) while the rear portion in (CHT) Commercial Highway Tourist It is Very Very Important Not to Disturb the Tenant!

Contact:

Florida Homes Realty & Mortgage

Property Subtype:

Commercial

Date on Market:

2026-05-11

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142 Roscoe Blvd N Palm Valley FL 32082 - 142 N Roscoe Blvd

Ponte Vedra Beach, FL 32082

• Motel
• Land for Sale
• $779,587 CAD
• 0.46 AC Lot

Ponte Vedra Beach Land for Sale - Beaches

Previously housed a mobile home. Septic was replaced in 2018. Electric meter and septic on property. Fenced.

Contact:

Berkshire Hathaway - Florida Network Realty

Property Subtype:

Residential

Date on Market:

2026-04-03

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Bridge St & Washington St

Saint Augustine, FL 32084

• Motel
• Land for Sale
• $19,347,920 CAD
• 2 AC Lot

Saint Augustine Land for Sale - St Johns County

*** NOTE: This is not two acres of commercial land *** This is a Confidential Hospitality Portfolio Offering | 8.0% CAP 3 Beautifully Renovated Historic Boutique Inns | 31 Rooms + Commercial Parking Lot St. Augustine, Florida | Premier Tourist Destination Coldwell Banker Commercial is pleased to present an exclusive and confidential opportunity to acquire a portfolio of three beautifully renovated historic boutique inns, complemented by a dedicated parking lot, in the highly visited and sought-after St. Augustine, Florida tourist area. These exceptional hospitality assets have been thoughtfully restored and upgraded, offering guests a distinctive blend of historic charm and modern comfort. Each inn features high-quality renovations, strong curb appeal, and a proven operating history, making this an ideal acquisition for hospitality investors, portfolio buyers, or owner-operators seeking stable income and long-term appreciation. The portfolio can operate as a true turnkey investment, with an experienced general manager and established on-site management staff already in place. Day-to-day operations are handled entirely by the professional management team, allowing for seamless continuity and immediate cash flow for an absentee owner. The portfolio delivers a strong Net Operating Income with an attractive 8.0% capitalization rate, reflecting both the quality of real estate and the strength of the local tourism market. The properties benefit from consistent occupancy, favorable guest reviews, and ongoing demand driven by the area’s year-round leisure, heritage, and destination travel. Current management has been increasingly focused on expanding event-driven revenue, including weddings and private events, an area that presents opportunities for further revenue growth. To maintain seller confidentiality, specific property details and the exact location will be provided only to qualified, vetted buyers upon execution of a confidentiality agreement (NDA). Investment Highlights: • Portfolio of three renovated historic boutique inns (31 rooms) • Dedicated commercial parking lot included • Located in the popular St. Augustine, Florida tourist area • Turnkey operation with general manager and staff in place • Strong, stabilized NOI; 8.0% cap rate • Historic charm with modern upgrades • Excellent guest appeal and repeat business • Ideal for hospitality investors, portfolio buyers, or owner-operators • Confidential offering — NDA required For additional information and to receive the confidential offering memorandum, please contact: Rich O’Brien Hospitality Specialist Coldwell Banker Commercial St. Augustine, Florida 904-814-2080 Information provided upon execution of NDA and buyer qualification.

Contact:

Coldwell Banker Commercial Premier Properties

Property Subtype:

Commercial

Date on Market:

2026-03-19

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Bliss by the Sea - 7605 A1A S

Saint Augustine, FL 32080

• Motel
• Hospitality for Sale
• $10,333,065 CAD
• 10,178 SF

• Pool

Saint Augustine Hospitality for Sale - St Johns County

Turnkey Luxurious Oceanview B&B with Built-In Upside 12 Rooms | Strong Reviews | Smart Systems Bliss By The Sea is a fully renovated, ocean view bed and breakfast that’s already performing—and still has room to grow. Reopened in May 2023 after a nine-month renovation, the property quickly earned over 1,000 five-star reviews across Google, Booking.com, Airbnb, and other OTAs. The property features 10 guest rooms plus an additional 4-bedroom and 1-bedroom suite on the 3rd floor. The inn consistently ranks at the top of its competitive set, with organic traffic exceeding 6,000 users per month. CoStar/STR data shows average room rates above the area’s median RevPAR, reflecting solid demand and pricing power. Easy-to-Run Operations, designed for owners who value efficiency: - Automated OTA bookings with guest access codes - Physical key backups - Centralized control for access, HVAC, and pool systems - Tech-forward systems built for a clean handoff - Reliable housekeeping in place - Leased kitchen with daily breakfast prepared by a professional chef Clear Value-Add Opportunities - Third-floor recently converted into additional guest rooms - Rooftop with panoramic views of Crescent Beach and the Matanzas River - Comparable rooftop venues earn $3,000–$5,000 per event, plus room revenue This is a well-run, guest-loved coastal B&B with strong rates, smooth operations, and obvious upside—ideal for an experienced innkeeper looking to step into a property that’s already dialed in. Contact Rich O’Brien at 904-814-2080 for details or to schedule a showing. 24-hour notice required. Proof of funds required prior to showings and release of financials. *** New Drone Video: https://youtu.be/NUl49PVlXYg ***

Contact:

Coldwell Banker Commercial Premier Properties

Property Subtype:

Hotel

Date on Market:

2026-01-28

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Agustin Inn - 29 Cuna St

Saint Augustine, FL 32084

• Motel
• Hospitality for Sale
• $8,219,677 CAD
• 6,218 SF

Saint Augustine Hospitality for Sale - St Johns County

Discover one of St. Augustine’s premier hospitality offerings — the Agustin Inn, a distinguished 17-room boutique Inn nestled within the Historic District’s premier walking corridor. This three-story inn with elevator access combines timeless architecture and modern comfort, only steps from the energy of St. George Street and the charm of the nation’s most visited historic destination. Originally crafted with classic character and lovingly updated, the Agustin Inn exudes warmth, sophistication, and Southern hospitality in every detail. The renovated lobby and breakfast area blend historic appeal with modern elegance, while the courtyard entry provides a relaxed outdoor gathering space. Property has a beer and wine license. With turn-key operations, and a proven track record of strong year-round occupancy, the Agustin Inn presents a rare opportunity to acquire a well-positioned, high-performing boutique hospitality asset in one of Florida’s most resilient and desirable tourism markets. For more information, contact Listing Agent Rich O'Brien at 904-814-2080.

Contact:

Coldwell Banker Commercial Premier Properties

Property Subtype:

Bed and Breakfast

Date on Market:

2025-11-19

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301 San Marco ave

Saint Augustine, FL 32084

• Motel
• Land for Sale
• $6,945,407 CAD
• 3.59 AC Lot

Saint Augustine Land for Sale - St Johns County

Positioned at the gateway to St. Augustine’s historic district, this rare 3.595-acre waterfront parcel offers an exceptional development opportunity along San Marco Avenue. Featuring 438 feet of frontage on San Marco Avenue and an additional 356 feet on Court Edna, the property boasts prime visibility and accessibility just off US-1. Zoned CM-2 (Commercial Medium-2), the site supports a wide range of uses including hotels, motels, multi-family dwellings, office parks, shopping plazas, and service establishments, making it ideal for a mixed-use or hospitality-driven project. The parcel delivers scenic marsh front views and a strategic corner location within the city limits of St. Augustine, one of Florida’s most visited and historically significant destinations. Development readiness is enhanced with surveys, topographical data, and environmental reports already on file. Approximately one acre of the site is classified as wetland, providing natural character and potential design flexibility. With its unmatched location, generous frontage, and versatile zoning, this property represents a rare chance to create a landmark project in a thriving market. Seller financing may be available with a substantial down payment and negotiable terms.

Contact:

CENTURY 21 Beckham Realty

Property Subtype:

Commercial

Date on Market:

2025-09-12

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1900 State Road 16

Saint Augustine, FL 32084

• Motel
• Land for Sale
• $8,467,727 CAD
• 8.30 AC Lot

Saint Augustine Land for Sale - St Johns County

This 8.3 acre 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 Development Area. The vast majority of sites available two years ago are now in some phase of development. 3 of the 4 new housing projects in the area have recently come directly to 16(please see pics regarding these developments). The upscale Tapestry located just to the W. of this site finished construction recently and is currently leasing. Another was just completed in the 1100 block of SR 16 while another in the 800 to 900 block of 16 has gone vertical as of April 2026. Two of the three new housing developments are for 300+ units. The fourth large housing development (Terrassa) is just North of 16 and E. of I-95 where the high end outlet mall used to be. Terrassa also has over 300 luxury apts. This high growth area is in need of commercial retail and services to satisfy the Mushrooming demand. Due to the exposure this appears to be one of the very few larger sites remaining on SR 16 that would qualify as Prime. Other non-residential projects being built on 16 include a dental bldg w a coffee shop and an emergency care bldg in the 800 block. A high end used car dealership (Sunday Drive) has opened in the 2100 block of 16. Lastly Atlantic Marine plans to build a new boat showroom in the 2200 block of SR 16. In this 1900 SR 16 site plan there are two outparcels of approx 2.5 ac and 3.7 ac (including their proportionate share of retention pond). Sites are ideal for QSR's (quick serve restaurants like Five Guys, Cava, BurgerFi or Panda Express, Drive-Thru coffee & Beverage Shops like Krispy Kreme or Ellianos, Banks-Credit Unions, Urgent Care/Medical Office/Vision Care i.e. America's Best Contacts, or Dental like Heartland & 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. Also a good fit for auto accessory shops like Tint World, Black Optix, Line-X or Color Glo. With this 1900 SR 16 site plan, in back of the outparcels there is a 2 ac +/- parcel which is ideal for a commercial project not requiring frontage on 16 or extra storage or parking space for your project that is fronting 16. This parcel can accommodate a good sized structure that allows up to 5 stories. This entire 8.3 site could be ideal for Commercial Flex space, a hotel, a larger scale bed and breakfast built with an Old St. Augustine motif. A few other options include: Tech Schools, College Satellite facilities, Medical/profession office bldg, Top end (Covered) RV and Boat Storage, Large Scale Fitness Facility, Recreation facilities, Adult & Child Care Centers etc. 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, they are not necessarily being considered in the valuation of this property. In the alternate 1910 SR 16 site plan it is geared for the developer and end user looking to take maximum advantage of the top end traffic count of roughly 43K/day (see attachment line 93.2). Note there is a Median Cut already in place on 16 going directly into the drive providing easy access for customers going in either direction. There will be two buildable sites on each side of the drive plus roughly a 1.35 acre retention pond in back. Your clients can purchase the full 8.3 acres or the 2.5 ac site on the East side of the drive. Any which way you slice it your client can not possibly get better exposure than these sites afford. These sites will be ideal for your clients looking to build structures such as Convenience stores w gas pumps like Gate, Raceway, Marathon or Buc-ee's. Other good fits are grocers like Trader Joe's, Sprouts, Fresh Market or the popular Fitness Studios. Zoning qualifies the site for auto sales which include smaller Car Dealerships whether New of Used. Approx 412 Feet of Frontage for this 3.8 acre parcel or roughly 687 Frontage for both outparcels (per tax roll). The two outparcels in the 1900 and 1910 listings have a total of 5 acres directly fronting SR 16 plus have a 1.35 ac retention pond (approx 6.35 ac total) that can be purchased for $5.3M. Included in the $5.3M price, the owners will pay $400k of the impact fees for the wetlands on site. This is directly on State Road 16 which is the Main Road in and out of Old St. Augustine, Fl. The $2.2M price is for the 2.55 ac site on the E. side of the drive. The 3.8 acre site is located W. of the drive. On last review there were only two other larger parcels available in the area. One had 200 ft and the other 225 feet of Frontage on 16. Please note that the 1900 and the 1910 SR 16 listings are the same parcel of land with different approaches as to how it is marketed and developed. To be clear there are two engineer generated site plans in the works for this site depending on the developers vision and needs. The two businesses currently on site are an Auto Repair Shop and a Used Car Sales. Zoning in front portion is Commercial Intensive (CI) while the rear portion in (CHT) Commercial Highway Tourist It is Very Very Important Not to Disturb the Tenant!!

Contact:

Florida Homes Realty & Mortgage

Property Subtype:

Commercial

Date on Market:

2025-08-05

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Chandler Oaks Barn - 485 Chandler Oaks Ln

Saint Augustine, FL 32092

• Motel
• Specialty for Sale
• $10,629,308 CAD
• 11,197 SF

Saint Augustine Specialty for Sale - St Johns County

PRICE REDUCTION & OWNER FINANCING OPTIONS OFFERED - CALL FOR DETAILS Chandler Oaks Barn - Elegant Event Venue and Business with Residences and Land For Sale Chandler Oaks Barn offers a premier event and wedding venue on 20 secluded acres in beautiful Saint Augustine, Florida. Surrounded by majestic moss-draped oak trees, this picturesque property offers a serene and private setting ideal for weddings, corporate events, and special gatherings. With bookings through 2026 into November of 2027, this is a popular and high functioning income-producing property. Demonstrable financial data available upon request. The venue features multiple well designed buildings, led by a custom built conditioned and elegantly appointed event barn with lounge and kitchen areas to support any event. There are two existing residences providing ample room for an on site manager, additional family residences, potential lodging revenue generation, spacious pasture with friendly farm animals, a pool, large garage, workshop space, a kennel, and oak groves throughout the grounds Business Notes - The Chandler Oaks Barn is a popular event venue known for a high level of performance for weddings, anniversaries, corporate gatherings, retreats, photography sessions, educational events and more. Owners are willing to provide consultation and ongoing management through commitment period. Booking revenue will transfer to new owners upon sale. An in-depth overview of the business can be found at the Chandler Oaks Barn website. There remains much potential to grow this business beyond the mostly seasonal efforts and the large amount of unused land and unique existing buildings offer tremendous opportunity to expand. The Chandler Oaks property (including business and residences) is for sale only with obligations and commitments to bookings extending out to November of 2027. Support is available to continue the business operations through that time or to be adopted into operations by the new owner. Existing services include venue operation, rental equipment, and subcontractor arrangements for photography, video, catering, music, and more. Showings by appointment only. Call for discussion of land / property / and business value.

Contact:

Alsop Properties Incorporated

Property Subtype:

Lodge/Meeting Hall

Date on Market:

2025-07-25

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