Rich Taylor

Rich Taylor Rich Taylor is the Owner at Gulf to Bay Sotheby's International Realty. For more information on listings and Boca Grande news visit OnBocaGrande.com

Throughout twenty years of being a resident in Boca Grande, FL, Rich Taylor has continued to serve and support the community and the local organizations. One of Rich’s largest contributions to the Boca Grande community was leading and assisting as a community board member. As one of the founding board members of the Island School, located in Boca Grande, FL, he and fellow board members proactively

sought out community favor and worked with the county commissioners to gain Lee County’s approval for the Island School’s lease continuance at the Boca Grande Community Center. Since the county’s approval, the Island School was constructed on the BGCC premises and has continued to thrive over the years. One of Rich’s latest projects involved representing the Coral Creek Airport. He has actively worked to promote the facility in Boca Grande and increase the membership of the airport. His contributions to Boca Grande have coincided with his career in Boca Grande real estate. Rich’s career began with a sales position in 1995 with Gulf to Bay properties. With his drive to succeed and to give his family the opportunity to live on the island, Rich built a strong reputation with integrity and warm relations with clients. His clients became his neighbors and his friends.In 2003 he purchased the company and formed a partnership. Rich wanted to brand the company and researched the possibility of working with Sotheby’s. In 2005, Gulf to Bay Properties became Gulf to Bay Sotheby’s International Realty and was one of the first companies to be given the opportunity to be part of such a prestigious brand. Sotheby’s International Realty has grown immensely since 2005 and is now located in 44 countries with 660 offices.Rich felt it was important to affiliate with Sotheby’s; as being part of such a recognized brand is important for people visiting Boca Grande, customers know they will experience a high level of service that is synonymous with
the Sotheby’s name. The brand has opened many doors and helped to solidify our company position in the Boca Grande marketplace. Rich has years of experience working on complex real estate transactions many of them being estate properties in Boca Grande that required his finesse and his ability to communicate to streamline the process toward the successful sale. Prior to Rich’s career in real estate in Boca Grande, he was the owner of Taylor Art Galleries in the 1980s and Lifetime Fitness Equipment in the 1990s. His business philosophy has always remained the same, surround yourself with good people that care and great things will happen. Boca Grande is a special place with a caring community; perfect to have raised his three daughters, Sara, Brittany and Rachael. Boca Grande is a very safe place for young families. Rich jokingly remarks, “Having raised three daughters on this island was great! It was the next best thing to having a moat and a drawbridge.” Rich loves Boca Grande and its people, his philosophy is founded in a strong belief that you need to give and to help others. Gulf to Bay Sotheby’s International Realty sponsors many charitable events throughout the year and continues to give back to the community. Boca Grande is a quaint and gorgeous place to live and work.

Completed in 2024 by Yusk Construction with interiors masterfully curated by Sue Sligar, “The Boat House” represents a r...
05/24/2026

Completed in 2024 by Yusk Construction with interiors masterfully curated by Sue Sligar, “The Boat House” represents a rare and compelling opportunity to own a newly constructed deep-water boating property in Boca Grande. ⁠

Purpose-built for the serious sportfishing and boating lifestyle, this custom residence combines immediate Gulf access and advanced marine infrastructure with elevated luxury in an exceptionally efficient footprint. Positioned along a protected deep-water canal with no fixed bridges to Charlotte Harbor, the property features a newly constructed seawall and an exceptional dock complex equipped with a 24,000-pound Coastal Series boat lift, ENDECK synthetic decking, an illuminated fish-cleaning station, shore power, and freshwater service.⁠

Inside, the design aesthetic evokes the polished elegance of a private yacht club, featuring nickel-gap shiplap walls, brass stair railings, bespoke cabinetry, and an entertaining-ready chef’s kitchen with Liebherr and Bosch appliances. Offering two bedrooms, a full bath, and two half baths, the residence functions beautifully as a luxury boating retreat, a premium guest house, or private captain’s quarters for a larger island estate. Andersen hurricane-impact glass, an advanced steel cross-frame reinforcement system, and a pull-through garage outfitted as a full marine utility space complete this state-of-the-art waterfront offering.⁠

171 Damfiwill Street⁠
Boca Grande, Florida 33921⁠
2 Bedrooms | 1 Full Bath | 1 Half Bath⁠
Offered at $3,700,000⁠

Learn more: https://tinyurl.com/29pbj9jt

Listed with Jamie Curry, please DM either of us to learn more.⁠

Known for its' perfect blend of historic charm with top-rated prestige, The Gasparilla Inn has been crowned the "Jewel o...
05/22/2026

Known for its' perfect blend of historic charm with top-rated prestige, The Gasparilla Inn has been crowned the "Jewel of Florida's Gulf Coast".

Read the article by Islands.com to learn more about this coveted escape: https://tinyurl.com/4vvx6ase

Just listed with Jamie Curry!Welcome to island living at Unit M4 in Marina Village in beautiful Boca Grande, Florida.🌴⚓️...
05/21/2026

Just listed with Jamie Curry!

Welcome to island living at Unit M4 in Marina Village in beautiful Boca Grande, Florida.🌴⚓️

Set within the exclusive Boca Grande Club community, this waterfront residence captures the essence of coastal luxury with breathtaking harbor views, serene surroundings, and effortless elegance.

Wake up to sparkling water views, enjoy world-class amenities, and experience the relaxed sophistication that makes Boca Grande one of Florida’s most sought-after destinations.

📍5850 Gasparilla Rd. Unit M4, Boca Grande, FL
1 Bed | 1 Full Bath
Offered at $495,000

Private beach access • Tennis • Fitness • Resort-style amenities • Waterfront lifestyle

Learn more: https://tinyurl.com/2awavv7c

Send me or Jamie Curry a DM for additional details or to schedule a private showing.

A short walk from the Village and just steps from the beach, this four-bedroom waterfront home is a master class in effo...
05/20/2026

A short walk from the Village and just steps from the beach, this four-bedroom waterfront home is a master class in effortless island living.

Inside, the layout is designed for comfort and ease. Two spacious master suites headline the four king-size bedrooms, each paired with its own ensuite bath. Thoughtfully updated by Isabel Ladd Interiors, the spaces balance curated style with a relaxed, welcoming feel. Panoramic views of Charlotte Harbor serve as the backdrop for open living areas, anchored by a fully equipped chef's kitchen and an elevator servicing the home. downstairs, a casual recreation room stands ready for ping pong and afternoon yard games.

Whether you are gathering family for the season or looking for a quiet coastal escape, this is a space meant for making classic Boca Grande memories.

1874 18th Street
Boca Grande, FL
4 Beds | 4 Baths | 8 Guests

Learn more: https://stayinboca.com/997874/

DM me for availability for this seasonal rental.

A study in early island craftsmanship, the home features original cypress interiors and soaring ceilings across a seven-...
05/18/2026

A study in early island craftsmanship, the home features original cypress interiors and soaring ceilings across a seven-bedroom floor plan.

The property occupies a rare double-width parcel, providing significant room for a reimagined garden or a custom pool pavilion. Situated in the heart of the Village, the estate is perfectly positioned for immediate access to the beach and the quietude of the historic district.

Whether restored to its original prominence or used as the foundation for a modern retreat, this remains one of the most significant heritage opportunities on the island.

260 Gilchrist Avenue
Boca Grande, Florida
7 BR | 4 BA | 3,902 sq ft
Now Offered for $4,950,000

Learn more: https://tinyurl.com/2ne7zeej

Please contact Jamie Curry or me to schedule a private viewing.⁠

Send me a DM for more information.⁠

A waterfront wonder.Tucked into the heart of Boca Grande, this charming village retreat captures the essence of relaxed ...
05/15/2026

A waterfront wonder.

Tucked into the heart of Boca Grande, this charming village retreat captures the essence of relaxed coastal living with a perfect blend of comfort, style, and waterfront serenity. This beautifully renovated 4-bedroom, 3-bath home welcomes you with warm, inviting interiors and thoughtful finishes throughout.

At the heart of the home, a cozy gas fireplace creates the perfect gathering space for quiet evenings, while large windows and open living areas invite in natural light and gentle coastal breezes. Designed for effortless indoor-outdoor living, the home flows seamlessly onto a screened porch overlooking the peaceful Harbor Drive Waterways canal—an ideal spot to unwind and take in the tranquil surroundings.

Boating enthusiasts will love the impressive 80-foot dock and covered boat lift, offering direct access to the water and endless days spent cruising, fishing, or exploring the nearby coastline. From your backyard, you’re just minutes from pristine Gulf beaches, marinas, local shops, and beloved island dining spots, making every day as convenient as it is picturesque.

Whether you’re entertaining guests, enjoying a quiet morning coffee by the water, or heading out for a sunset cruise, this Boca Grande gem delivers the ultimate in coastal charm and lifestyle—where every detail invites you to slow down and savor the moment.

With its prime village location, coastal charm, and modern upgrades, this Boca Grande gem offers the perfect escape—where every day feels like a vacation.

161 1st Street E
4 Beds | 3 Baths | 8 Guests

Learn more: https://stayinboca.com/1086424/

DM me for availability for this seasonal rental.⁠

I am proud to announce the closing of this exceptional 6-bedroom coastal retreat. This home is a true standout, artfully...
05/14/2026

I am proud to announce the closing of this exceptional 6-bedroom coastal retreat. This home is a true standout, artfully blending the timeless "Gasparilla Inn" aesthetic with the modern craftsmanship of Stofft Cooney Architects and Safety Harbor Construction.

From the reclaimed wormy chestnut flooring and high-gloss sun porch to the seamless indoor-outdoor transition created by the Origin bi-fold doors, every detail of this 3,800-square-foot residence was designed for effortless entertaining. With 81 feet of deepwater frontage and direct Gulf access, it remains one of the finest boating properties in the heart of the Village.

A Note of Gratitude
This successful closing was a true team effort within the Gulf to Bay Sotheby’s International Realty family.

I want to extend a sincere thank you to my co-listing agent, Jamie Curry, for her tireless dedication and partnership. It was also a pleasure working across the table from Zeke Sieglaff, Jr., and Angela Steffan, who represented the buyers with total professionalism.

Congratulations to the new owners—I know you will enjoy everything this remarkable home and the Boca Grande community have to offer.

Boasting 96 feet of deepwater frontage and no obstructing bridges, the property is engineered for the serious yachtsman....
05/13/2026

Boasting 96 feet of deepwater frontage and no obstructing bridges, the property is engineered for the serious yachtsman. This cleared, private canvas combines modern infrastructure with effortless access to the world-class boating and dining that remain the hallmarks of the Boca Grande community.

This 0.30-acre parcel is offered with conceptual plans by the renowned Stofft Cooney Architects, providing a sophisticated foundation for either a one-story or two-story design.

1639 Jean Lafitte
Boca Grande, FL
Land - For Sale
Now Offered at $3,750,000

Learn more: https://tinyurl.com/2dvbsjb8

DM me for more information.

The iconic Gasparilla Inn in Boca Grande, Florida, was featured in the top "15 Stunning Places In Florida Only A Local W...
05/11/2026

The iconic Gasparilla Inn in Boca Grande, Florida, was featured in the top "15 Stunning Places In Florida Only A Local Would Recommend" from Southern Living Magazine.

Read the article for more information: https://tinyurl.com/ycxavn7n

This 1925 estate represents a rare opportunity to restore a true piece of Boca Grande heritage.Spanning over 3,900 squar...
05/08/2026

This 1925 estate represents a rare opportunity to restore a true piece of Boca Grande heritage.

Spanning over 3,900 square feet, the residence preserves its architectural character through original cypress walls, vaulted ceilings, and two historic wood-burning fireplaces. The expansive 100’ x 150’ in-town parcel offers a level of scale and privacy seldom found so close to the Village center.

Steps from the beach and the historic district’s dining, this property is a definitive canvas for a custom coastal masterpiece.

260 Gilchrist Avenue
Boca Grande, Florida

7 BR | 4 BA | 3,902 sq ft
Now Offered for $4,950,000

Learn more: https://tinyurl.com/2ne7zeej

Please contact Jamie Curry or me to schedule a private viewing.⁠

Send me a DM for more information.⁠

Address

336 Park Avenue
Boca Grande, FL
33921

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