Windward Way Condos Sold

Q: How much are the maintenance fees (HOA) in Windward Way?

The current monthly maintenance fee at Windward Way is ~0.64 per unit SqFt.

Q: What is included in the Windward Way monthly association dues?

The condo dues at Windward Way cover: Cable, Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Pest Control Exterior, Insurance, Sewer, Trash Removal, Water, Manager, Master Assn. Fee Included, Rec Facilities, Reserve, Street Lights, Sewer, Irrigation Water.

Q: What are the interior features of the residences?

Windward Way Interior features include: Built-In Cabinets, Cathedral Ceiling(s), Smoke Detectors, Window Coverings, , Pantry, Vaulted Ceiling(s), Smoke Detectors, Foyer, Vaulted Ceiling(s), Walk-In Closet(s), Walk-In Closet(s)

Q: What are the available unit views from Windward Way?

Windward Way unit views: Lake, Landscaped Area, Pool/Club, Tennis Courts, Water Feature, Landscaped Area, Parking Lot, Pond, Pond, Water, Trees/Woods, Lagoon, Lake

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Results 12 of 12

Sold - May 18, 2026

Windward Way, 15761 Windward Way Cir #3302, Fort Myers, Florida 33908, image 1

$235,000$35K

2 Beds
2 Baths
1,050 SqFt
$224/SqFt

Condo sold in Windward Way15761 Windward Way Cir #3302, Fort Myers, FL 33908

Rare opportunity to own a fully furnished, completely remodeled, top-floor end unit in a community with no rental restrictions — ideal for investors, seasonal owners, or full-time living. Seller is highly motivated and invites offers. This beautifully updated condo offers modern comfort just minutes from fort myers beach and sanibel island. Featuring two bedrooms, two full bathrooms, and a versatile sunroom with a murphy bed, the flexible layout works equally well as a primary residence, seasonal retreat, or income-producing property. Rent short-term, seasonally, or annually — total flexibility with no minimum lease restrictions. Extensive upgrades set this unit apart, including quartz countertops, a massive island, stainless steel appliances, soft-close cabinetry, under-cabinet lighting, and an additional wine refrigerator. The great room’s vaulted ceiling, plantation shutters, and ceramic tile flooring create an open, airy feel. Enjoy sunset and fountain views from the southwest-facing sunroom or relax on the oversized private front porch. The primary suite features a marble tile shower with frameless glass enclosure, while the guest bath includes a marble tile surround and tub. Additional highlights include impact-rated sliders, five high-quality ceiling fans with dimmable lighting, and a newer in-unit washer and dryer. Recent updates provide peace of mind, including a 2025 water heater, 2022 a/c, and newer appliances and furnishings throughout. The building’s 10-year milestone inspection has been successfully completed with no assessments, and the community features new landscaping. Amenities include a pool, spa, tennis court, shuffleboard, a water-fountain pond, and ample guest parking. The unit also includes a covered carport space, private storage closet, and bike racks. Located just minutes from southwest florida’s beaches, restaurants, and shopping, this property offers exceptional flexibility, strong income potential, and outstanding value in today’s market.

Sold - Sep 30, 2025

Windward Way, 15771 Windward Way Cir #4301, Fort Myers, Florida 33908, image 1

$239,000$10K

2 Beds
2 Baths
1,050 SqFt
$228/SqFt

Condo sold in Windward Way15771 Windward Way Cir #4301, Fort Myers, FL 33908

Gorgeous updated 2br/2ba top-floor condo, minutes from all beaches & sanibel island! No lease restrictions! Wow! This beautifully 100k remodeled 3rd-floor end-unit is the perfect coastal escape with cathedral ceilings, a bright open layout, and a designer nautical theme throughout. Located just minutes from sanibel island and bunche beach, this condo offers a rare blend of modern upgrades, scenic lake views, and an unbeatable location. The glass-enclosed sunroom with no-see-um screens adds extra air-conditioned living space and features a convenient murphy bed for guests. Enjoy a well-designed split-bedroom layout with thoughtful touches including *plantation shutters, *a built-in wall unit with extra storage, *2024 newer stainless appliances, *wine cooler, *quartz counters, *newer plumbing and *updated electrical as needed and a *2024-year-old a/c unit, 2021 roof key features: *4-panel hurricane-impact sliders, *assigned covered parking with storage locker, *located on a private stocked lake, *active and welcoming social community, *just steps to shopping, dining, and schools, live where others vacation with an abundance of recreational opportunities just outside your door, including boating, kayaking, fishing, shelling, beachcombing, putt-putt golf, fine dining, live theater, and even pro baseball spring training games. Nearby lee county health park offers top-tier medical care, and you’re just 30 minutes from rsw airport, with fort myers beach, bonita springs, and florida gulf coast university all within a short drive. Come experience the vibrant, beachy lifestyle of southwest florida, this is the one you've been waiting for!

Windward Way, 15781 Windward Way Cir #5301, Fort Myers, Florida 33908, image 1

$210,000

2 Beds
2 Baths
1,050 SqFt
$200/SqFt

Condo for sale in Windward Way15781 Windward Way Cir #5301, Fort Myers, FL 33908

***wow! Rarely available top-level, end-unit condo in the windward way community overlooking pond!*** bright and airy 2 bedroom, 2 bath unit features vaulted ceilings and perfect north-south exposure (cool in the summer and, plenty of light in the winter). Spacious, screened and covered lanai has gorgeous lake/pond views. Fully furnished unit is ready for immediate move-in just in time for the best seasons in florida (fall-winter-spring). Assigned covered parking and additional storage. Community features tennis, shuffleboard and crystal clear pool/spa. Close to shopping/dining and just minutes from some of the best beaches in all of florida- sanibel, captiva, fort myers and so many more!!! Meticulously maintained and priced to sell! Take the matterport 3-d virtual tour- it's amazing!

Windward Way, 15770 Windward Way Cir #2104, Fort Myers, Florida 33908, image 1

$270,000

2 Beds
2 Baths
927 SqFt
$291/SqFt

Condo for sale in Windward Way15770 Windward Way Cir #2104, Fort Myers, FL 33908

Discover this stunning, fully remodeled 2-bedroom, 2-bathroom condo that offers the perfect blend of modern luxury and comfort. The eat-in kitchen boasts a large island, stainless steel appliances, sleek quartz countertops, and new cabinets that will inspire your inner chef. Enjoy the convenience of an in-unit full washer and dryer. Step onto your large screened-in rear lanai to savor the tranquil outdoor space or meet the neighbors on your oversized private front porch. This exquisite condo is the epitome of contemporary living, offering a harmonious balance of style and functionality. Minutes from the white sandy beaches of both fort myers beach and sanibel island, as well as shopping and dining, this is be the perfect home or getaway! All new - appliances, washer & dryer, water heater, hvac, fixtures, kitchen, cabinets, floors, bathrooms, and more! The seller has a flood insurance policy that is transferable to the buyer. Windward way homes are very rarely available. This building is directly next to the tennis courts, swimming pool and hot tub. Escape chicago winters and welcome to paradise!

Windward Way, 15770 Windward Way Cir #2204, Fort Myers, Florida 33908, image 1

$196,000$14K

2 Beds
2 Baths
927 SqFt
$211/SqFt

Condo for sale in Windward Way15770 Windward Way Cir #2204, Fort Myers, FL 33908

Short term rentals allowed! Turnkey, income-producing, and just minutes from the beaches, this beautifully maintained 2-bedroom, 2-bath condo offers the flexibility and florida lifestyle today's buyers are searching for. Whether you're looking for a primary residence, seasonal getaway, vacation home, airbnb investment, or cash-flowing rental property, this condo checks all the boxes. With no rental or lease restrictions, owners have the flexibility to rent weekly, monthly, or annually. Located on the second floor and just steps from the community pool, this furnished condo is truly move-in or rent-ready. Inside, you'll find a bright coastal interior with new a/c, new dishwasher, updated bathroom vanities, no carpet, and low-maintenance flooring throughout. Smart-home features include a wifi-enabled thermostat and keyless entry, providing added convenience for both owners and guests. Start your day with coffee on the private screened lanai while enjoying peaceful sunrise views, then unwind in the evening from the front common balcony overlooking the lake fountain and colorful southwest florida sunsets. The active community offers resort-style amenities including a swimming pool, tennis courts, pickleball, shuffleboard, and social activities that make it easy to enjoy the florida lifestyle year-round. Conveniently located just 12 minutes to fort myers beach and approximately 20 minutes to sanibel island, you'll be close to some of southwest florida's most sought-after destinations. Restaurants, shopping, entertainment, medical facilities, and everyday conveniences are all within minutes. If you've been searching for a turnkey condo, vacation rental property, airbnb investment, second home in florida, investment property near the beach, or a short term rental friendly community, this is an opportunity you won't want to miss. Enjoy flexibility, convenience, and rental potential all in one affordable southwest florida package.

Windward Way, 15751 Windward Way Cir #1103, Fort Myers, Florida 33908, image 1

$230,900$10K

2 Beds
2 Baths
927 SqFt
$249/SqFt

Condo for sale in Windward Way15751 Windward Way Cir #1103, Fort Myers, FL 33908

Rare opportunity for investors, seasonal residents, and second-home buyers! This well-located fort myers condominium offers exceptional rental flexibility with no airbnb restrictions, allowing owners to take advantage of short-term, seasonal, or annual rental opportunities, subject to local regulations and association requirements. Conveniently located near fort myers beach, sanibel island, shopping, dining, entertainment, healthcare facilities, and southwest florida international airport, this property is ideally situated to attract visitors and residents alike. Whether you're looking for a personal southwest florida retreat, an investment property, or a combination of both, this property offers flexibility and location in one attractive package. Don't miss the opportunity to secure a property with rental options that are increasingly difficult to find in today's market.

$269,900

2 Beds
2 Baths
1,050 SqFt
$257/SqFt

Condo for sale in Windward Way15761 Windward Way Cir #3302, Fort Myers, FL 33908

This meticulously renovated turnkey condo welcomes you with an immediate sense of space, thanks to its soaring vaulted ceilings that amplify the home’s bright, open-concept layout. Expansive windows bathe every corner in natural light, highlighting the sleek luxury vinyl plank flooring and fresh neutral tones that create a canvas for coastal-inspired or contemporary décor. The heart of the home is the chef-inspired kitchen, designed to impress with pristine countertops, soft-close shaker-style cabinetry, and a suite of stainless steel appliances, including a electric stove, refrigerator, and dishwasher. A tile backsplash and contemporary pendant lighting add refined flair, creating a space perfect for culinary creativity or casual gatherings. Both updated bathrooms elevate everyday routines into luxurious experiences, featuring floor-to-ceiling tilework, modern vanities with sleek hardware, and premium fixtures. Beyond the interiors, this home’s prime location shines: nestled just moments from vibrant fort myers and the world-renowned sanibel beach, you’re perfectly positioned to enjoy gulf coast sunsets, shell-strewn shores, and downtown dining and culture. Spend your days exploring nature preserves, boating, or unwinding by the water, then return to your private oasis of modern tranquility. Practicality meets paradise with secure parking, and a pet-friendly policy. Whether you’re seeking a permanent residence, a vacation getaway, or an investment gem, this move-in-ready condo offers the ultimate blend of luxury upgrades and unbeatable proximity to southwest florida’s most coveted destinations. Don’t miss your chance to own this slice of coastal perfection—schedule your showing today!

Windward Way, 15761 Windward Way Cir #3203, Fort Myers, Florida 33908, image 1

$235,000

2 Beds
2 Baths
927 SqFt
$254/SqFt

Condo for sale in Windward Way15761 Windward Way Cir #3203, Fort Myers, FL 33908

Pristine 2-bedroom, 2-bath condo in the heart of fort myers, ideally located near all local points of interest including sanibel island and fort myers beach. This residence has been beautifully updated with a remodeled kitchen featuring quart counters, modern appliances, remodeled baths with exquisite tile work, and tile flooring throughout. Recent upgrades include a new electrical panel, central air, tankless water heater, and a new roof for peace of mind. The open-concept layout offers effortless flow and highlights water views from the screened balcony. Enjoy a lifestyle rich with amenities, including a pool and hot tub, tennis, and pickleball, plus the convenience of a covered carport. With no rental restrictions and a low hoa fee, this property offers outstanding flexibility for owners and investors alike. No flood insurance required!

$264,900$11K

2 Beds
2 Baths
1,050 SqFt
$252/SqFt

Condo for sale in Windward Way15771 Windward Way Cir #4301, Fort Myers, FL 33908

The beach the beach: the only thing missing is the sand between your toes once you step inside. Complete and recently remodeled nothing left to chance new plumbing electrical overhaul and replacement as needed. A/c as all new top-of-line appliances in the last 18 months. Hurricane windows on the lanai and no-see-um screen. The attention to detail in the wall treatments and kitchen quartz waterfall countertops and moldings not to mention the high ceilings make it feel much bigger and certainly brighter with abundant natural light for all windows. All blends in with a truly creative designer feel from the beautiful floors to the blending of colors and light fixtures enhanced by the decorator wall ceiling treatments. Almost $100, 000 remodel to bring this home to the best quality features and unique location so close to the beach and the facilities in the community. The very pet-friendly and social community awaits your return from the beach. The lania houses a murphy bed a well. All furniture as new over $20, 000 spent on top-of-line furniture can be purchased as well. Sellers ready to meet the market!!

Windward Way, 15751 Windward Way Cir #1201, Fort Myers, Florida 33908, image 1

$269,900

2 Beds
2 Baths
1,050 SqFt
$257/SqFt

Condo for sale in Windward Way15751 Windward Way Cir #1201, Fort Myers, FL 33908

Have you dreamed of living minutes from sanibel island? Move right into this furnished, light and bright end unit. Enjoy covered parking, a spacious private lanai and lots of storage. The kitchen was recently renovated with granite and stainless steel appliances. Brand new hvac. This ideal second floor location is high and dry. Windward way condominium offers a beautiful pool/spa and a very friendly setting with shuffleboard, bicycle storage and a tennis court. Extra storage outside for your beach and pool toys!! Come by and take a look!

Windward Way, 15771 Windward Way Cir #4101, Fort Myers, Florida 33908, image 1

$265,000$15K

2 Beds
2 Baths
1,050 SqFt
$252/SqFt

Condo for sale in Windward Way15771 Windward Way Cir #4101, Fort Myers, FL 33908

Furnished end unit, 1st floor remodeled condo. This windward way condo offers a rare opportunity with its fully remodeled two-bedroom, two-bath end unit featuring two outdoor areas, including a rear screened lanai with a picturesque water/lake view. With recent upgrades such as a new roof in 2021, ac in 2023, and water heater in 2023, along with the assessment paid, it's ready for immediate enjoyment. Enjoy community amenities like a pool, tennis courts, and recreation area, all within a convenient 10-minute drive to the nearest beach. Embrace the florida lifestyle hassle-free – just bring your suitcase and settle in.

Windward Way, 15761 Windward Way Cir #3102, Fort Myers, Florida 33908, image 1

$219,900$21K

2 Beds
2 Baths
927 SqFt
$237/SqFt

Condo for sale in Windward Way15761 Windward Way Cir #3102, Fort Myers, FL 33908

**zero rental restrictions on this rarely available 1st floor condo**with lake views, it sits within an intimate & friendly community**ideal investment opportunity** welcome to windward way (affectionately known as "the compound") where there are no rental restrictions, an intimate and friendly 53-unit community tucked away in the desirable iona neighborhood. This rarely available first-floor, 2-bedroom, 2-bath condo is the perfect opportunity to create your dream home in paradise. Step into a freshly updated, unfurnished unit featuring all-new kitchen and bathroom cabinets, countertops, appliances, and a brand-new hvac system and tankless hot water heater. This blank canvas is ready for your personal touch! Start your mornings on one of two front porches, waving to neighbors and their pets, or unwind in the evening on your screened lanai with a cool drink, taking in the peaceful pond and fountain views just outside your back door. You’ll love the convenience of having your assigned parking spot, mailbox, and private storage closet right outside your front door—and the beautiful community pool is just steps away, perfect for relaxing or socializing with neighbors. This building has passed all required inspections, the roof is only 3 years old, and there are no known upcoming assessments, giving you peace of mind in your investment. Quarterly hoa fees cover everything you need for worry-free living, including landscaping, pest control, water, garbage, building maintenance, flood insurance, and access to community amenities such as a pool & spa and tennis court. There are no rental restrictions, so this is the ideal condo for short-term or seasonal rentals! Located just minutes from fort myers beach and sanibel island, this charming condo offers the best of southwest florida living. The welcoming community atmosphere will have you feeling at home from day one. Don’t miss your chance to own this slice of paradise—schedule your private showing today!

2 – 2 BR

Bedrooms

1981

Year Build

Total Floors

Subdivision Amenities

Community Room

Guest Room

Internet Access

Pickleball

Pool

Shuffleboard Court

Spa/Hot Tub

Storage

Streetlight

Tennis Court(s)

Barbecue

Bike Storage

Pool

HOA Cost Benchmark

This Community

$0.64

Comparable Entry-Level Avg

$0.50

Fort Myers, FL Avg

$0.31

$0.00

$0.38

$0.75

Higher than peers, higher than the city average

Peer Set · 130 comparable communities

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Frequently Asked Questions

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What is included in the Windward Way monthly association dues?

What are the interior features of the residences?

What are the available unit views from Windward Way?

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Preconstruction in Fort MyersShow All

Ekos On Evans

Condos in Fort Myers, FL 33901

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

Condos in Fort Myers, FL 33916

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

Condos in Fort Myers, FL 33901

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

Condos in Fort Myers, FL 33908

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

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Schools

Scores

Walk Score^®

Car-Dependent. Most errands require a car

100

Bike Score^®

Somewhat Bikeable. Minimal bike infrastructure

100

Sound Score^®

Very loud

100

Airport Score

Close to airports. Noticeable airport activity

100

Traffic Score

Congested area. Frequent traffic delays

100

Local Score

Limited local amenities nearby

100

Community Residences

Stack/Line	Floor	Bed/Bath	Size SqFt	Exposure	View
01	11	2/2	1,050		Pond Lake Landscaped Area Parking Lot
02	11	2/2	927		Lake Water Water Feature

Stack/Line: 01

Floor: 11

Bed/Bath: 2/2

Size SqFt: 1,050

Exposure:

View:

Pond

Lake

Landscaped Area

Parking Lot

Stack/Line: 02

Floor: 11

Bed/Bath: 2/2

Size SqFt: 927

Exposure:

View:

Lake

Water

Water Feature

Windward Way Condos Sold

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Subdivision Amenities

HOA Cost Benchmark

$0.64 / Sq.Ft.

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Market Peers

Preconstruction in Fort MyersShow All

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Fort Myers
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Windward Way Condos Sold

Talk to a local advisor

Subdivision Amenities

HOA Cost Benchmark

$0.64 / Sq.Ft.

Frequently Asked Questions

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Preconstruction in Fort MyersShow All

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Fort Myers Entry-Level Entry-Level Homes & Condos

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