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Browse All Greenbriar Village Condo Listings for Sale

$215,000
3 Beds ⋅ 2 Baths ⋅ 2026024978 MLS ⋅ Greenbriar Village BLDG.
Welcome to The Hideaway Country Club—a pet-friendly, gated golf community in Fort Myers offering one of the best optional golf memberships in Southwest Florida. If you're searching for a move-in ready condo with lake and golf course views, this beautifully maintained 3-bedroom, 2-bath second-floor home is the perfect place to enjoy the Florida lifestyle. Step inside to soaring vaulted ceilings, abundant natural light, and luxury vinyl plank flooring throughout, creating a bright, open, and modern living space that's ideal for both everyday living and entertaining. The spacious primary suite overlooks the tranquil lake and championship golf course, providing a peaceful retreat to wake up to every morning. The screened lanai is the perfect place to enjoy your morning coffee or evening sunsets while taking in the breathtaking views. Electric storm shutters offer added convenience and peace of mind, while the 2024 HVAC system provides energy-efficient comfort for years to come. Residents of The Hideaway Country Club enjoy outstanding amenities, including a beautifully maintained 18-hole golf course, clubhouse, restaurant, fitness center, and community gathering spaces. With an optional golf membership, you can enjoy championship golf without the expense of mandatory membership fees, making this one of the best values in Southwest Florida golf communities. Located in a NO FLOOD ZONE, this home offers added peace of mind and is just minutes from Fort Myers Beach, Sanibel Island, shopping, dining, entertainment, healthcare, and Southwest Florida International Airport (RSW). Whether you love golfing, boating, beach days, tennis, waterfront dining, or simply relaxing with scenic views, you'll appreciate everything this exceptional location has to offer. If you're looking for a Fort Myers condo for sale with lake views, golf course views, optional golf membership, modern updates, and a prime Southwest Florida location, this beautiful home truly checks every box. Experience comfortable, low-maintenance Florida living at its finest.

5830 Trailwinds DR Unit 824, Fort Myers

Courtesy of Royal Shell Real Estate, Inc..

$230,000
3 Beds ⋅ 2 Baths ⋅ 2026021283 MLS ⋅ Greenbriar Village BLDG.
Rarely available 3BR/2BA, 1,436 sq. ft. turnkey furnished residence in the highly desirable gated Hideaway Golf Community in Fort Myers. Beautifully maintained and thoughtfully designed, this move-in-ready condo offers an inviting interior with tile flooring throughout, a spacious kitchen, comfortable open living areas, and elegant custom cabinetry and built-ins that add both sophistication and exceptional functionality. The flexible 3-bedroom layout is ideal for guests, a private home office, or effortless seasonal living. Enjoy peaceful lake and golf-course views from the lanai, creating the perfect backdrop for morning coffee or relaxing evenings surrounded by Southwest Florida’s natural beauty. Hideaway offers a welcoming country club lifestyle with an optional golf membership, allowing residents to enjoy the course's beauty without mandatory golf fees. Each village features its own private pool, BBQ area, and tiki hut ideal for relaxing, entertaining, and gathering with neighbors and guests. Ideally located near shopping, dining, medical facilities, RSW International Airport, spring training ballparks, and Southwest Florida’s world-renowned beaches, this exceptional residence combines refined comfort, scenic surroundings, and a relaxed luxury lifestyle within one of Fort Myers’ hidden gems.

5950 Trailwinds DR Unit 224, Fort Myers

Courtesy of Realty One Group MVP.

Selling Office: Royal Shell Real Estate, Inc..

$259,000
3 Beds ⋅ 2 Baths ⋅ 2026018663 MLS ⋅ Greenbriar Village BLDG.
Don't miss that awesome, very rare, opportunity for a FIRST FLOOR condo. Introducing a delightful residence with upgraded luxury wooden flooring in living area and guest bedrooms, light and bright, nestled in a serene and private neighborhood in the 'City of Palms', very close to close to the beaches of Sanibel, Fort Myers Beach and Captiva as well as the entertainment of Downtown Fort Myers, restaurants, shopping malls and the SW International airport. The THE HIDEAWAY COUNTRY CLUB provides their residents access to a clubhouse with a restaurant, fitness center and community gathering spaces. The amazing updated kitchen comes with beautiful granite counter tops, a tasteful titled backsplash and high-end stainless steel appliances. Washer and Dryer were replaced in 2024. This immaculate well kept gem, is seated in one of the best locations in a hidden Golf community in the heart of Fort Myers, a very active community with many residents in their early retirement age. Enjoy the Florida sunshine with your morning coffee overlooking a lake with Golf course view (member ship is optional). The charming three-bedroom, two-bathroom condo is the perfect residence, or second home, for those looking to enjoy the Southwest Florida lifestyle without any outside maintenance. !!Come and see me before it's too late!! This property is NOT in a flood zone!

5830 Trailwinds DR Unit 814, Fort Myers

Courtesy of Elite Edge Fl Realty.

$100,000
2 Beds ⋅ 2 Baths ⋅ 2026005330 MLS ⋅ Greenbriar Village BLDG.
Step into an effortless, one-level lifestyle with this exceptional condo in a coveted golf community. Enjoy sweeping lake and fairway views from your living room, with the golf course stretching out just beyond. The thoughtfully designed kitchen is bright and airy, featuring a convenient bar seating area and an adjacent dining space—ideal for both casual mornings and entertaining evenings. Located on the ground floor, the unit provides easy access and added convenience. Living in Greenvriar Village means you’re immersed in a vibrant community centered around top-tier golfing, scenic lakes, and a richly social lifestyle. Don’t miss this opportunity to combine comfort, view-rich living, and the resort-style amenities of The Hideaway Country Club.

5810 Trailwinds DR Unit 912, Fort Myers

Courtesy of Keller Williams Realty Fort Myers and the Islands. 239-355-4040

Selling Office: Century 21 AllPoints Realty.

$199,900
2 Beds ⋅ 2 Baths ⋅ 2026000299 MLS ⋅ Greenbriar Village BLDG.
Priced Reduced to under 200k for this private, corner, 2nd floor condo in Hideaway Golf & Country Club. Immaculately maintained. The owners love it so much in Hideaway that they upgraded to a larger unit. If you are looking for a great bang for your buck, THIS IS IT! LOCK IN NOW WHILE ITS A BUYERS MARKET. If you want to rent it out, this property was rented this season for $3,500 a month. There is such a shortage of rentals available for 2027, that its an option if you are not ready to winter in Florida yet. Either way, this is a fabulous opportunity! The Hideaway Golf & Country Club is a “hidden GEM” of a community, located in the heart of South Fort Myers, with easy access to everything. This is a 2 bedroom, 2 bath end-unit located in the last building of Greenbriar Village offering quiet views, privacy and steps away to the practice chipping green. This property is being sold Turnkey-key. Enjoy the Greenbriar Village pool and outdoor bar and grill area where neighbors and friends gather. Hideaway offers Golf, NOT MANDATORY. The main clubhouse has a great restaurant and bar, and during season there are plenty of activities and monthly themed parties. If you are a golfer, and own your own golf cart, there are no trails fees or cart fees. If you don’t own a golf cart, you can rent one from the club. Roof 3 years old. Building painted 2025.

5970 Trailwinds DR Unit 121, Fort Myers

Courtesy of Royal Shell Real Estate, Inc..

Selling Office: Royal Shell Real Estate, Inc..

$232,000
3 Beds ⋅ 2 Baths ⋅ 2025021618 MLS ⋅ Greenbriar Village BLDG.
This ia a beautiful D UNIT in the Greenbriar community within the Hideaway Country Club. The D UNIT is the most spacious condo and rarely available. This unit has been totally renovated with new cabinets and a gorgeous granite that has been carried into the bathrooms. The air handler that is usually in the closet with the Hot Water Heater has been relocated to the attic, which allows for extra storage and easy access with pull down stairs. The view is exceptional with no condos behind you. The view is the beautiful landscape, the golf course and the lake, along with a wooded area which provides privacy. Best and most affordable gated golf course community in SW Florida, all the amenities, golf, heated pool, tennis, fitness, clubhouse/restaurant and convenient to everything.

5910 Trailwinds DR Unit 422, Fort Myers

Courtesy of Cypress Realty Inc..

Selling Office: Cypress Realty Inc..

$285,000
3 Beds ⋅ 2 Baths ⋅ 2025018150 MLS ⋅ Greenbriar Village BLDG.
Introducing a delightful First FLOOR residence with upgraded wood looking luxury vinyl flooring through out, light and bright, nestled in a serene and private neighborhood very close to restaurants, shops, shopping malls and the SW International airport. This immaculate well kept CONDO was just remodeled in 2022 with new plumbing and electrical as well as fingerprint resistant black high-end stainless steel appliances. Brand new top-of-the-line washer and dryer in 2022. The AC has been replaced in 2021. This gem, with hurricane windows, is seated in one of the best locations in a hidden Golf community in the heart of Fort Myers, a very active community with many residents in their early retirement age. Golf card is included! Enjoy the Florida sunshine with your morning coffee overlooking a lake with Golf course view. The charming three-bedroom, two-bathroom condo is the perfect residence, or second home, for those looking to enjoy the Southwest Florida lifestyle without any outside maintenance. !!Come and see me before it's too late!!

5830 Trailwinds DR Unit 813, Fort Myers

Courtesy of Elite Edge Fl Realty.

Selling Office: Elite Edge Fl Realty.

$215,000
2 Beds ⋅ 2 Baths ⋅ 225057749 MLS ⋅ Greenbriar Village BLDG.
HIDDEN GEM !!!! Hideaway Country Club. Gorgeous views overlooking 8th fairway, 9th tee and lake. Lots of natural light in this beautifully remodeled and newly furnished FIRST FLOOR unit. New flooring 2024. New electrical breaker box 4 years ago. Glass-enclosed with air conditioned Florida room with door leading out to backyard area. Drive your golf cart to the onsite restaurant, pro shop. Abundant amenities in this meticulously maintained golf community. Great location in Fort Myers. Close to shopping, restaurants and beautiful beaches. Pet Friendly.

5870 Trailwinds DR Unit 614, Fort Myers

Courtesy of Miloff Aubuchon Realty Group.

Selling Office: Miloff Aubuchon Realty Group.

$190,000
2 Beds ⋅ 2 Baths ⋅ 224041793 MLS ⋅ Greenbriar Village BLDG.
GREAT "FIRST" FLOOR, VERY CLEAN AND NEAT "TURNKEY" CONDO. NO DIRECT GOLF CART PATH BEHIND SINCE IT IS ON THE OTHER SIDE OF THE LAKE. THIS MAKES THE LANAI VERY PRIVATE. AS WELL AS NEW SCREENS THE LANAI ALSO HAS WINDOWS FOR ALL SEASON USE. THE HIDEAWAY CC IS THE BEST AND MOST AFFORDABLE GOLF COMMUNITY IN SW FLORIDA, GOLF MEMBERSHIP IS OPTIONAL BUT YOU CAN GET ON THE GOLF COUSE AS A NON-MEMBER AND PAY AS YOU GO. MEMBERS CAN HAVE THEIR OWN GOLF CART AND PAY NO TRAIL FEES OR CART FEES. GREAT LOCATION AND CONVENIENT TO BEACHES, AIRPORT, RESTAURANTS, SHOPPING, DOWTOWN AND BOTH BASEBALL STADIUMS. THE AMENITIES IN THE COMMUNITY WILL KEEP YOU BUSY AS YOU WANT TO BE, POOL, CLUBHOUSE ACTIVITIES, GOLF TENNIS AND FITNESS CENTER. AND RESTAURANT. PET FRIENDLY COMMUNITY, 2 pets with 25 lb weight limit.

5850 Trailwinds DR Unit 713, Fort Myers

Courtesy of Cypress Realty Inc..

Selling Office: Cypress Realty Inc..

$290,000
2 Beds ⋅ 2 Baths ⋅ 224036918 MLS ⋅ Greenbriar Village BLDG.
TOP FLOOR (3rd) OF ELEVATOR BUILDING WITH WOW VIEW OF LAKE AND PAR 3 9th HOLE!!! RECENTLY UPDATED KITCHEN WITH QUARTZ AND NEW APPLIANCES, UPDATED BATHROOMS NEW LUXURY VINYL PLANK FLOORING THROUGHOUT WITH TILE IN BATHS, FRESHLY PAINTED, ABSOLUTELY MOVE IN CONDITION. GLASS ENCLOSED LANAI, 2 BR, 2 BATH “TURNKEY”, EVEN IN INCLUDES CLUB CAR GOLF CART. OPTIONAL GOLF MEMBERSHIP TO ONE OF THE BEST AND MOST AFFORDABLE COURSES IN SW FLORIDA, OWN YOUR CART AND NO TRAIL FEES OR CART FEES. HIDEAWAY CC IS CONVENIENTLY LOCATED TO EVERYTHING, BEACH, SHOPPING, RESTAURANTS, AIRPORT, DOWNTOWN, BASEBALL. YOU REALLY DON’T HAVE TO LEAVE THE COMMUNITY TO LIVE THE FLORIDA LIFESTYLE, ALL THE AMENITIES ARE RIGHT THERE, GOLF, TENNIS, POOL, FITNESS, CLUBHOUSE/RESTAURANT AND ACTIVITIES!! CALL TODAY TO SEE THIS GREAT CONDO

5810 Trailwinds DR Unit 934, Fort Myers

Courtesy of Cypress Realty Inc..

Selling Office: Keller Williams Realty Fort Myers and the Islands.

$217,500
2 Beds ⋅ 2 Baths ⋅ 224017672 MLS ⋅ Greenbriar Village BLDG.
ORIGINAL OWNER AND SHE WANTS IT SOLD!! PRICED FOR QUICK SALE!! CLEAN, CLEAN, CLEAN CONDO!! 2 BR+DEN, 2 BATH “TURNKEY”. HIDEAWAY CC IS THE BEST AND MOST AFFORDABLE GOLF COMMUNITY IN SW FLORIDA, GOLF MEMBERSHIP IS OPTIONAL BUT YOU CAN GET ON THE GOLF COURSE AS A NON MEMBER AND PAY AS YOU GO. MEMBER CAN HAVE THEIR OWN GOLF CART AND PAY NO TRAIL FEES OR CART FEES. GREAT LOCATION, CONVENIENT TO EVERYTHING BEACHES, AIRPORT, RESTAURANTS, SHOPPING, DOWNTOWN AND BASEBALL. COMMUNITY AMENITIES WILL KEEP YOU AS BUSY AS YOU WANT TO BE, POOL, CLUBHOUSE ACTIVITIES, GOLF, TENNIS, FITNESS CENTER, RESTAURANT. PET FRIENDLY VILLAGE, 2 pets 25lb weight limit.

5890 Trailwinds DR Unit 513, Fort Myers

Courtesy of Cypress Realty Inc..

Selling Office: Cypress Realty Inc..

$298,000
2 Beds ⋅ 2 Baths ⋅ 224009307 MLS ⋅ Greenbriar Village BLDG.
VIEW IS ABSOLUTELY GREAT IN THE PICTURE, JUST BETTER IN PERSON. MUST SEE 2nd FLOOR 2+DEN END UNIT CONDO IN THE BEST GATED GOLF (MOST AFFORDABLE OPTIONAL MEMBERSHIP IN SW FL) COMMUNITY IN SW FLORIDA. YOU JUST HAVE TO MOVE IN, ALL THE WORK HAS BEEN DONE FOR YOU, NEWER KITCHEN AND BATHROOMS, GRANITE TOPS, WOOD LIKE TILE THROUGH OUT EXCEPT NEWER CARPET IN BRS, GLASS ENCLOSED LANAI. AND BEAUTIFULLY DECORATED “TURNKEY “ JUST BRING YOUR CLOTHES. ALL THE AMENITIES POOL, GOLF, TENNIS, FITNESS AND CLUBHOUSE/RESTAURANT WITH ALL THE ACTIVITIES YOU NEED TOLUCE THE FLORIDA LIFESTYLE. CONVENIENT TO BEACH, RESTAURANTS, SHOPPING, AIRPORT, BASEBALL AND DOWNTOWN. PET FRIENDLY, ALLOWS 2 DOGS, 25lb limit

5950 Trailwinds DR Unit 221, Fort Myers

Courtesy of Cypress Realty Inc..

Selling Office: Cypress Realty Inc..

$260,000
3 Beds ⋅ 2 Baths ⋅ 224002971 MLS ⋅ Greenbriar Village BLDG.
BRING YOUR OFFERS!! This immaculate 3/2 TURNKEY Dollhouse is a MUST SEE...There is a reason it's called the HIDEAWAY...this is a hidden gem close to shopping, beaches, airport, downtown, restaurants, sporting events, concerts, and theater productions. Luxury Vinyl Plank Flooring, NEW A/C, newer Appliances. Western exposure Florida room for beautiful sunsets as you view the lake and golf course. There is additional storage as well as a covered car port and golf cart parking. Your lifestyle living in this community boasts a clubhouse/restaurant (annual food minimum at the clubhouse is an affordable $400), pickleball, tennis, and fitness center just to name a few and pay per play golf or optional golf membership at one of the most affordable and desirable courses in SWFL AND...SPECIAL ASSESSMENT FROM IAN PAID IN FULL BY SELLER.

5830 Trailwinds DR Unit 823, Fort Myers

Courtesy of Weichert Realtors Agency ONE.

Selling Office: Golf Realty Group Inc.

$240,000
3 Beds ⋅ 2 Baths ⋅ 223076921 MLS ⋅ Greenbriar Village BLDG.
MOVE IN READY, 2nd FLOOR 3 BR 2 BATH CONDO IN PET FRIENDLY GATED GOLF COMMUNITY. UPDATES, LUXURY VINYL PLANK FLOORING THROUGH OUT, HVAC & HW NEW JULY 21, NEWER SS APPLIANCES, RECENTLY PAINTED AND ELECTRIC STORM SHUTTERS ON LANAI. LOCATION, LOCATION, LOCATION DESCRIBES CONDO AND COMMUNITY, RIGHT ACROSS FROM HEATED COMMUNITY POOL AND PATIO AND CONVENIENT TO EVERYTHING, BEACHES, RESTAURANTS, SHOPPING, BASEBALL, AIRPORT AND DOWNTOWN. LIVE THE FLORIDA LIFESTYLE WITH ALL THE AMENITIES, CLUBHOUSE/RESTAURANT, ACTIVITIES, GOLF, TENNIS, FITNESS ETC. BEST OPTIONAL GOLF MEMBERSHIP IN SWFL, MOST AFFORDABLE GOLF MEMBERSHIP IN SWFL. GOLF COURSE IS ALWAYS IN GREAT CONDITION .

5830 Trailwinds DR Unit 824, Fort Myers

Courtesy of Cypress Realty Inc..

Selling Office: Equity Realty.

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

Greenbriar Village Condos