Properties Available at The Resort on Carefree Boulevard, a Lesbian Housing Community


If you’ve been following OUTCOAST on Facebook and reading our newsletters, you already know about the The Resort on Carefree Boulevard and the incredible residents who live there.

Carefree Boulevard in Fort Myers, FL is just that – carefree! This magical community is a place where new friends are waiting to share your favorite pastimes, where neighbors look out for each other, where you can thrive in a tropical paradise, and where you can be YOU! The Resort is an all-women’s resort comprised primarily of lesbian singles and couples.

If this sounds like the place for you, then check out these properties:

M15  NEW PRICE!  $205,900
2BD/2BA  •  936 square feet

WATERFRONT PROPERTY on Martina Court! Open concept home with luxury wood-grain vinyl flooring in living areas, tiled bathroom floors, brand-new bedroom carpeting. Kitchen boasts island; has been updated with stainless steel appliances. Wrap-around, air-conditioned lanai offers panoramic lake view. Attractive landscaping benefits from underground irrigation system. Attached utility shed allows flow-through air-conditioning/heat; has been upgraded with power overhead door. Covered carport provides easy golf cart parking. Here’s your chance to enjoy waterfront living at Carefree; don’t miss this darling, move-in ready home!

S30 NEW PRICE!  $214,900
2BD/2BA • 1215 sq. ft.

Living is easy in this move-in ready 2 bed/2 bath home decorated with the calming colors of tropical Florida. This is a perfect vacation home, room enough to share ownership with friends, or to be your full time oasis. 1,215 ft² of living space, plus 153 ft² of air conditioned bliss in your front facing lanai. Built in 2001, this home has an open kitchen/dining area and large living room. Outdoor living includes a covered and gated carport area (8’ x 25’) – great for grilling, entertaining, or just letting the dogs romp. Driveway is wide enough to hold 2 vehicles and your golf cart. Attached utility shed (8’ x 15’) is air conditioned with w/d and plenty of storage space.  Take a look, you too could own your own piece of Carefree.

E19  $265,000
3BD/2BA with bonus room & laundry room •  1755 sq, ft.

Beautiful home backs to Prairie Pines Preserve. Eat-in kitchen totally remodeled & upgraded. Lots of cabinetry and wide pass-through to living/dining room. Master bedroom suite has lounging and office areas, master bath, generous walk-in closet. Private bonus room has natural light & built-in sink, creating a perfect space to pursue any hobby! Have friends with whom you often vacation? This floor plan lends itself to house-sharing, with 2 front bedrooms and enclosed lanai for separate entrance. Extra-long carport can accommodate multiple cars. Attached utility shed holds built in shelving and workbench. All in great condition to begin enjoying the Carefree lifestyle seasonally or year-round!

A20  REDUCED PRICE!  $251,900
2BD/2BA  •  1634 square feet

​Exceptional home located on a perimeter lot with an outside patio to enjoy your morning coffee. Lovely entry way into this welcoming home. Open plan living room/dining room and kitchen! Den has built in desks; separate laundry room. Lanai under air with vinyl windows. 12 x 14 storage shed. Large master suite with walk in closet. New Roof in 2016! Parking for 3 cars or 2 cars and a golf cart. Property has been beautifully maintained.  2018 can be your time to own at Carefree!
Call us today for more information.

E01   NEW LISTING!   $255,000
4BR/2BA plus den   •   2,280 sq. ft.  •   Built 2008

Plenty of room to host Northern visitors or extended family in this 4-bedroom home! Generous kitchen with island has pass-throughs to living-dining room and to extra-large den so chef is never isolated. Handy utility room just off kitchen. Master bedroom en suite has ample closets and private insulated rear lanai. House backs to forest preserve with conservation foliage all along west side creating a shady oasis. This size home on single lot is unique at Carefree and priced to sell! Call for details.

S28   RV lot    •    $95,900

​Time for you to be a Carefree owner!  Set up in your RV on this beautiful lot with full hook-ups and start joining in all the activities.  Or if you prefer, this lot would accommodate an RV port with screen room or up to a 2 bedroom, 2 bath house. Wake up to morning sunshine and unwind in lovely afternoon shade on this north-facing property. Unable to be here full time yet? Consider using it as a rental while you’re away!

W10   RV lot    •    $129,900

​Secluded RV lot with conservation area on two sides and partial water view! Located on Willa Way cul-de-sac, this lot is L-shaped, allowing plenty of room for loading and unloading. Wake up to morning sun and end your day enjoying the evening sunset with a woods and water backdrop. Prefer to be a landlord? The shade and privacy offered here make it a consistently preferred rental (utilities and cable connections are already in place). If you’re ready for a Carefree house, it would be an ideal location to build your 1 or 2-bedroom home. This is a unique property so don’t pass it up!

In addition, The Carefree Clubhouse Corporation, which is a private membership club not affiliated with the Community Association, has a newly-redecorated clubhouse. It has a pool, fitness center, hot tub, billiards room, library, clay room with kiln, card room for poker or bridge and board games, a full kitchen, a really great dance floor, and a wide variety of art programs.

Why wait to live Carefree? Click here to learn more about the Carefree Resort!

For more of your real estate needs, click here.

Disclaimer: There is a good chance that this post contains affiliate links. If you make a purchase through them, we may receive a small commission at no extra cost to you (for which we are extremely grateful).  

Written by Rachel Covello

Rachel Covello is an award-winning speaker, writer, diversity consultant, and LGBT advocate. She is the Founder of LGBT Equality Alliance, a Chester County, PA nonprofit organization, and CEO of OUTCOAST, an online marketing and concierge platform marketing the Gulf Coast as an LGBTQ-inclusive place to VISIT, CELEBRATE, and LIVE.

Rachel is also an avid event photographer and has captured photos for LGBT organizations around the world, including the IGLTA, NGLCC, NLGJA, and Out & Equal.

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