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Greenbriar Village Condos Sold

The Hideaway Country Club  contains (5) subdivisions 
Entry-Level
Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
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Results 29 of 33
Sold - Aug 20, 2026
Greenbriar Village, 5830 Trailwinds Dr #814, Fort Myers, Florida 33907, image 1
$235,000$34K
  • 3 Beds
  • 2 Baths
  • 1,099 SqFt
  • $214/SqFt
  • $5,325/mo HOA
Entry-Level
Condo sold in Greenbriar Village
5830 Trailwinds Dr #814, Fort Myers, FL 33907
Listing Courtesy Of: Elite Edge Fl Realty
Sold - Jun 12, 2026
Greenbriar Village, 5950 Trailwinds Dr #224, Fort Myers, Florida 33907, image 1
$230,000$5K
  • 3 Beds
  • 2 Baths
  • 1,436 SqFt
  • $160/SqFt
  • $414/mo HOA
Entry-Level
Condo sold in Greenbriar Village
5950 Trailwinds Dr #224, Fort Myers, FL 33907
Listing Courtesy Of: Realty One Group MVP
Sold - May 20, 2026
Greenbriar Village, 5970 Trailwinds Dr #121, Fort Myers, Florida 33907, image 1
$199,900$40K
  • 2 Beds
  • 2 Baths
  • 1,278 SqFt
  • $156/SqFt
Entry-Level
Condo sold in Greenbriar Village
5970 Trailwinds Dr #121, Fort Myers, FL 33907
Listing Courtesy Of: Royal Shell Real Estate, Inc.
Sold - Mar 25, 2026
Greenbriar Village, 5810 Trailwinds Dr #912, Fort Myers, Florida 33907, image 1
$100,000$35K
  • 2 Beds
  • 2 Baths
  • 813 SqFt
  • $123/SqFt
Entry-Level
Condo sold in Greenbriar Village
5810 Trailwinds Dr #912, Fort Myers, FL 33907
Listing Courtesy Of: Keller Williams Realty Fort Myers and the Islands
Sold - Mar 2, 2026
Greenbriar Village, 5910 Trailwinds Dr #422, Fort Myers, Florida 33907, image 1
$232,000$28K
  • 3 Beds
  • 2 Baths
  • 1,425 SqFt
  • $163/SqFt
Entry-Level
Condo sold in Greenbriar Village
5910 Trailwinds Dr #422, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - Dec 31, 2025
Greenbriar Village, 5830 Trailwinds Dr #813, Fort Myers, Florida 33907, image 1
$285,000$14K
  • 3 Beds
  • 2 Baths
  • 1,099 SqFt
  • $259/SqFt
Entry-Level
Condo sold in Greenbriar Village
5830 Trailwinds Dr #813, Fort Myers, FL 33907
Listing Courtesy Of: Elite Edge Fl Realty
Sold - Oct 22, 2025
Greenbriar Village, 5870 Trailwinds Dr #614, Fort Myers, Florida 33907, image 1
$215,000$5K
  • 2 Beds
  • 2 Baths
  • 813 SqFt
  • $264/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5870 Trailwinds Dr #614, Fort Myers, FL 33907
Listing Courtesy Of: Miloff Aubuchon Realty Group
Sold - Jan 31, 2025
Greenbriar Village, 5850 Trailwinds Dr #713, Fort Myers, Florida 33907, image 1
$190,000$32K
  • 2 Beds
  • 2 Baths
  • 1,370 SqFt
  • $139/SqFt
  • $4,700/mo HOA
Entry-Level
Condo for sale in Greenbriar Village
5850 Trailwinds Dr #713, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - Oct 3, 2024
Greenbriar Village, 5810 Trailwinds Dr #934, Fort Myers, Florida 33907, image 1
$290,000
  • 2 Beds
  • 2 Baths
  • 1,370 SqFt
  • $212/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5810 Trailwinds Dr #934, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - Apr 11, 2024
Greenbriar Village, 5890 Trailwinds Dr #513, Fort Myers, Florida 33907, image 1
$217,500
  • 2 Beds
  • 2 Baths
  • 1,116 SqFt
  • $195/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5890 Trailwinds Dr #513, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - Mar 28, 2024
Greenbriar Village, 5950 Trailwinds Dr #221, Fort Myers, Florida 33907, image 1
$298,000
  • 2 Beds
  • 2 Baths
  • 1,435 SqFt
  • $208/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5950 Trailwinds Dr #221, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - Mar 19, 2024
Greenbriar Village, 5830 Trailwinds Dr #823, Fort Myers, Florida 33907, image 1
$260,000$10K
  • 3 Beds
  • 2 Baths
  • 1,435 SqFt
  • $181/SqFt
  • $429/mo HOA
Entry-Level
Condo for sale in Greenbriar Village
5830 Trailwinds Dr #823, Fort Myers, FL 33907
Listing Courtesy Of: Weichert Realtors Agency ONE
Greenbriar Village, 5830 Trailwinds Dr #824, Fort Myers, Florida 33907, image 1
$247,900
  • 3 Beds
  • 2 Baths
  • 1,435 SqFt
  • $173/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5830 Trailwinds Dr #824, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Sold - Dec 8, 2023
Greenbriar Village, 5890 Trailwinds Dr #523, Fort Myers, Florida 33907, image 1
$250,000
  • 3 Beds
  • 2 Baths
  • 1,435 SqFt
  • $174/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5890 Trailwinds Dr #523, Fort Myers, FL 33907
Listing Courtesy Of: RE/MAX Realty Team
Sold - Apr 21, 2023
Greenbriar Village, 5850 Trailwinds Dr #721, Fort Myers, Florida 33907, image 1
$225,000
  • 2 Beds
  • 2 Baths
  • 1,056 SqFt
  • $213/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5850 Trailwinds Dr #721, Fort Myers, FL 33907
Listing Courtesy Of: Jones & Co Realty
Sold - Feb 3, 2023
Greenbriar Village, 5890 Trailwinds Dr #525, Fort Myers, Florida 33907, image 1
$256,000
  • 2 Beds
  • 2 Baths
  • 1,370 SqFt
  • $187/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5890 Trailwinds Dr #525, Fort Myers, FL 33907
Listing Courtesy Of: Amerivest Realty
Greenbriar Village, 5870 Trailwinds Dr #623, Fort Myers, Florida 33907, image 1
$323,000
  • 3 Beds
  • 2 Baths
  • 1,436 SqFt
  • $225/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5870 Trailwinds Dr #623, Fort Myers, FL 33907
Listing Courtesy Of: Jones & Co Realty
Greenbriar Village, 5870 Trailwinds Dr #614, Fort Myers, Florida 33907, image 1
$215,000
  • 2 Beds
  • 2 Baths
  • 1,050 SqFt
  • $205/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5870 Trailwinds Dr #614, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Greenbriar Village, 5930 Trailwinds Dr #322, Fort Myers, Florida 33907, image 1
$295,000
  • 2 Beds
  • 2 Baths
  • 1,435 SqFt
  • $206/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5930 Trailwinds Dr #322, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Greenbriar Village, 5950 Trailwinds Dr #213, Fort Myers, Florida 33907, image 1
$235,000
  • 3 Beds
  • 2 Baths
  • 1,116 SqFt
  • $211/SqFt
  • $251/mo HOA
Entry-Level
Condo for sale in Greenbriar Village
5950 Trailwinds Dr #213, Fort Myers, FL 33907
Listing Courtesy Of: Rawlings Realty, Inc
Greenbriar Village, 5810 Trailwinds Dr #934, Fort Myers, Florida 33907, image 1
$240,000
  • 2 Beds
  • 2 Baths
  • 1,370 SqFt
  • $175/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5810 Trailwinds Dr #934, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Greenbriar Village, 5910 Trailwinds Dr #415, Fort Myers, Florida 33907, image 1
$285,000
  • 3 Beds
  • 2 Baths
  • 1,436 SqFt
  • $198/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5910 Trailwinds Dr #415, Fort Myers, FL 33907
Listing Courtesy Of: Jones & Co Realty
Greenbriar Village, 5830 Trailwinds Dr #822, Fort Myers, Florida 33907, image 1
$295,000
  • 3 Beds
  • 2 Baths
  • 1,436 SqFt
  • $205/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5830 Trailwinds Dr #822, Fort Myers, FL 33907
Listing Courtesy Of: Jones & Co Realty
Greenbriar Village, 5910 Trailwinds Dr #423, Fort Myers, Florida 33907, image 1
$251,000
  • 3 Beds
  • 2 Baths
  • 1,435 SqFt
  • $175/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5910 Trailwinds Dr #423, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Greenbriar Village, 5870 Trailwinds Dr #622, Fort Myers, Florida 33907, image 1
$331,000
  • 3 Beds
  • 2 Baths
  • 1,435 SqFt
  • $231/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5870 Trailwinds Dr #622, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Greenbriar Village, 5970 Trailwinds Dr #111, Fort Myers, Florida 33907, image 1
$235,000
  • 2 Beds
  • 2 Baths
  • 1,370 SqFt
  • $172/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5970 Trailwinds Dr #111, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Greenbriar Village, 5870 Trailwinds Dr #621, Fort Myers, Florida 33907, image 1
$249,900
  • 2 Beds
  • 2 Baths
  • 1,050 SqFt
  • $238/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5870 Trailwinds Dr #621, Fort Myers, FL 33907
Listing Courtesy Of: Cypress Realty Inc.
Greenbriar Village, 5890 Trailwinds Dr #523, Fort Myers, Florida 33907, image 1
$290,000
  • 3 Beds
  • 2 Baths
  • 1,436 SqFt
  • $202/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5890 Trailwinds Dr #523, Fort Myers, FL 33907
Listing Courtesy Of: Jones & Co Realty
Greenbriar Village, 5970 Trailwinds Dr #111, Fort Myers, Florida 33907, image 1
$246,000
  • 2 Beds
  • 2 Baths
  • 1,056 SqFt
  • $233/SqFt
Entry-Level
Condo for sale in Greenbriar Village
5970 Trailwinds Dr #111, Fort Myers, FL 33907
Listing Courtesy Of: Keller Williams Realty Fort Myers and the Islands
1 - 29 of 33 Results

Subdivision Amenities

Bike And Jog Path
Bike Storage
Bocce Court
Business Center
Cabana
Car Wash Area
Clubhouse
Community Room
Electric Vehicle Charging
Fitness Center
Golf Course
Guest Room
Hobby Room
Internet Access
Pickleball
Play Area
Pool
Private Membership
Putting Green
Restaurant
See Remarks
Shopping
Shuffleboard Court
Sidewalk
Storage
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Clubhouse
Tennis Court(s)

HOA Cost Benchmark

$0.32 / Sq.Ft.

Monthly ownership cost
↓30%below peers
↑39%above city avg
This Community
$0.32
Comparable Entry-Level Avg
$0.46
Fort Myers, FL Avg
$0.23
$0.00
$0.28
$0.55
Lower than peers, higher than the city average
Peer Set · 125 comparable communities
See Cost Context

Frequently Asked Questions

Market Peers

Matched by price tier, HOA, and lifestyle
Results 3 of 3
The Pines At Eagle Ridge, 7121 Golden Eagle Ct #623, Fort Myers, Florida 33912, image 1
$245,000$25K
Condo for sale in The Pines At Eagle Ridge
7121 Golden Eagle Ct #623, Fort Myers, FL 33912
Listing Courtesy Of: KW Florida Living
The Pines At Eagle Ridge, 7161 Golden Eagle Ct #1011, Fort Myers, Florida 33912, image 1
$289,000$10K
Condo for sale in The Pines At Eagle Ridge
7161 Golden Eagle Ct #1011, Fort Myers, FL 33912
Listing Courtesy Of: Always Island Time Realty LLC
The Pines At Eagle Ridge, 7150 Golden Eagle Ct #221, Fort Myers, Florida 33912, image 1
$319,000
Townhouse for sale in The Pines At Eagle Ridge
7150 Golden Eagle Ct #221, Fort Myers, FL 33912
Listing Courtesy Of: ERA Lahaina Realty

Preconstruction in Fort Myers

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Ekos On Evans
Ekos On Evans
Ekos On Evans
Condos
  • Units
    144
  • Stories
    3

Experience the perfect combination of style, comfort, and convenience at our new pet-friendly affordable housing community in Fort Myers, FL. Offering modern one, two, and three-bedroom apartment homes with sleek finishes and exceptional amenities—including a pool, covered porch, grill area, playground, and dog park—our community is designed to fit your lifestyle in the heart of where you want to be. EKOS on Evans is an affordable housing community subject to income limitations.

 

Details
Monarch Luxury Apartments
Monarch Luxury Apartments
Monarch Luxury Apartments
Condos
  • Units
    472
  • Stories
    3

Welcome to Monarch Luxury Apartments, a new community in Fort Myers, Florida, designed for those who value style, comfort, and elevated everyday living. With thoughtfully designed residences and high-end amenities, Monarch offers a refined apartment lifestyle in a private, gated setting.

Our luxury apartments in Fort Myers feature open-concept floor plans with 9-foot ceilings, large windows, and modern finishes throughout. Chef-inspired kitchens include quartz countertops, custom cabinetry, tiled backsplashes, center islands, and premium stainless steel appliances. Full-size washers and dryers, smart thermostats, luxury vinyl plank flooring, and designer lighting bring convenience and sophistication home.

Beyond your front door, Monarch delivers resort-style amenities designed to fit your lifestyle. Stay active in the expansive fitness center, unwind at the zero-entry saltwater pool with cabanas, or enjoy social spaces including coworking lounges, a golf and multi-sport simulator, and a resident clubhouse. A dog park, pet spa, EV charging stations, private garages, and elevator access add ease to daily living.

Discover Monarch Luxury Apartments—where modern design, upscale amenities, and luxury apartments in Fort Myers come together.

Details
ONE Fort Myers
ONE Fort Myers
ONE Fort Myers
Condos
  • Starts at
    $1.3M
  • Units
    34
  • Stories
    21

Throughout Fort Myers, our waterfront condominiums redefine what is possible for everyday life. With upscale amenities comparable to some of the world’s top resorts, ONE raises the bar as the only true boutique high‐rise in Fort Myers.

Community Amenities

With everything you need all in our brilliantly designed Fort Myers high‐rise, the only difficulty about life at ONE is leaving. All the while, the exclusivity of ONE means that sharing amenities is exceedingly rare. Here are the resort‐caliber amenities you can expect:

  • Concierge services
  • Heated infinity edge pool with a cascading waterfall
  • Rejuvenating Whirlpool spa
  • Riverside Beach area with Cabanas
  • Expansive pool deck with shaded lounge chairs and cabanas
  • Cozy and inviting fire pits
  • Chef‐inspired cabana BBQ
  • State‐of‐the‐art fitness center and virtual on‐demand classes
  • Riverfront wellness center
  • High‐speed Wi‐Fi in all common areas
  • Convenient mail room and parcel receiving station
  • Private riverfront kayak launch area and secure kayak storage
  • Oversized, air‐conditioned storage space on the same floor
  • Professional pet grooming center and pet spa
  • Spacious private owners lounge and Owner’s Club Room
  • Newly built to the latest codes and safety standards
  • All within the renowned Downtown River District

Interior Features

Each luxury condo at ONE is designed with a modern yet inviting aura that instills calmness into each day. Coupled with the riverfront views, these exquisite interiors provide a ONE‐in‐a‐million lifestyle unlike traditional Southwest Florida luxury condominiums.

  • Only 34 exclusive condominiums available
  • Private entrance elevator to the unit foyer
  • Premium Viking appliance package with gas cooktop in a chef‐inspired kitchen
  • High ceilings with expansive windows facing the riverfront for breathtaking views
  • Designer finishes and lighting
  • Quartz solid surface backsplash
  • European‐style cabinetry and under‐cabinet lighting
  • Quartz waterfall kitchen island
  • Smart technology integration
  • Glass walk‐in showers with free‐standing designer tubs in primary bathrooms
  • His and her vanities per floor plan/ layout in primary suites
  • Expansive private balconies with glass railing for uninterrupted vistas
  • Large format tile floors and wet walls
  • Central hot water boiler for a nearly instant continuous hot water supply
  • 2 assigned garage parking spots with 24‐hour controlled access
  • Individual Electric Vehicle Charging capability at your assigned parking spots
  • And beyond
Details
The Riley Apartments
The Riley Apartments
The Riley Apartments
Condos
  • Units
    275
  • Stories
    4

Live the good life at The Riley

The Riley is more than just a residence, it’s a destination. Located near Estero, we embrace a serene way of thinking which makes each day feel special. Welcome in relaxation while you dip your toes in our resort-style pool. Appreciate the local gems around you with convenient access to renowned beaches, a variety of shops, one-of-a-kind restaurants, and entertainment. Invite tranquility to your home in our 1, 2, 3 bedroom apartments and let easy living be a way of life. Make yourself at home when you live at The Riley.

Life at The Riley is tailored with you in mind. Our emphasis on a carefree and luxurious lifestyle leaves you feeling at ease. We go beyond the expected standard by focusing on details woven throughout our space to elevate your sanctuary. We keep quality top of mind so you can enjoy making the most of the place you call home. From our contemporary finishes to our elegant kitchens and unmatched amenities, see why life at The Riley means an open door to laid back living.

Details

Comparable & Nearby Subdivisions

ComparableNearby

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
13

100
Bike Score®
Very Bikeable. Biking is convenient for most trips
71

100
Sound Score®
Very quiet
86

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
17

100
Local Score
Limited local amenities nearby
0

100

The Hideaway Country Club Communities in Fort Myers, FL

Community Residences

Stack/LineFloor
Bed/Bath
Size SqFt
ExposureView
0172/2813
Golf Course
Lake
Landscaped Area
Water
Water Feature
027‑/‑1,099
0372/21,056
Canal
Golf Course
Stack/Line: 01
Floor: 7
Bed/Bath: 2/2
Size SqFt: 813
Exposure:
View:
Golf Course
Lake
Landscaped Area
Water
Water Feature
Stack/Line: 02
Floor: 7
Bed/Bath: ‑/‑
Size SqFt: 1,099
Exposure:
View:
Stack/Line: 03
Floor: 7
Bed/Bath: 2/2
Size SqFt: 1,056
Exposure:
View:
Canal
Golf Course

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