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Cypress Bend Houses Sold

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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 8 of 8
Sold - Apr 8, 2026
Cypress Bend, 18671 Cypress Haven Dr, Fort Myers, Florida 33908, image 1
$1,125,000
  • 4 Beds
  • 4 Baths
  • 3,259 SqFt
  • $345/SqFt
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House sold in Cypress Bend
18671 Cypress Haven Dr, Fort Myers, FL 33908
Experience refined florida living in this beautifully furnished 4-bedroom, 4-bath lakefront residence in the exclusive shadow wood preserve gated community. Designed for effortless indoor-outdoor living, this elegant home features soaring ceilings, an open-concept layout, and sophisticated finishes throughout. The expansive screened lanai is a private retreat, complete with pool and spa, outdoor kitchen, fire table seating area, and covered dining space, all overlooking tranquil lake views through a seamless picture-window enclosure. Recent upgrades include hurricane-impact windows and sliders, storm smart electric kevlar lanai shades, new a/c, new pool equipment, and two 50-gallon water heaters (2022). A fully integrated smart home system controls sonos sound, lutron lighting, security, thermostat, garage doors, and pool/spa functions from anywhere. The luxurious primary suite offers custom his & hers walk-in closets and dual vanities, while the 3-car garage provides generous storage. Residents enjoy exceptional amenities including pickleball, tennis, bocce, a fitness trail, kayak and canoe launch, and a fishing pier with direct gulf access. Optional memberships are available at shadow wood country club (54 holes of championship golf and two clubhouses) and the commons club at the brooks (private beach club, fitness center, dining, and social events). Ideally located minutes from fine dining, shopping, and southwest florida international airport. This turnkey home is move-in ready and waiting for you!
Cypress Bend, 18691 Cypress Haven Dr, Fort Myers, Florida 33908, image 1
$1,200,000$295K
  • 3 Beds
  • 31/2 Baths
  • 3,129 SqFt
  • $384/SqFt
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House for sale in Cypress Bend
18691 Cypress Haven Dr, Fort Myers, FL 33908
No waiting for golf membership at shadow wood golf and country club!! If you are looking for unending, spectacular views, you've come to the right place! This custom built 3 bedroom/den, 3.5 bath harbourside home offers wide, expansive lake, golf and preserve views. Volume, tray and beamed ceilings, and crown molding in all main living areas, primary bedroom, den and beautiful built ins are just a few of the high end designer upgrades that makes this home a step above the rest! Ready for entertaining this home offers a kitchen with high end appliances, viking gas range, and plenty of counter space. A wine cooler and ice maker at the wet bar in the formal dining room are a plus! Plenty of room for seating with a breakfast bar, breakfast nook and the formal dining room will help you host family and friends. The great room opens to the expansive and lush lanai with its spectacular views. The pool, with sun deck and spa is a great place to relax and enjoy the the peace and beauty of shadow wood preserve. The oversized lanai, with built in outdoor kitchen has plenty of room for relaxing or dining and allows for time in the sun as well as under cover. A split bedroom floor plan provides privacy for you and and your guests and each guest bedroom has it's own en-suite. Impact doors and the 3 car garage are a plus! Shadow wood preserve is a low density community designed to preserve the natural beauty of southwest florida. Shadow wood country club is a member owned club with 3 championship courses and two club houses. The preserve is an arthur hills course with robert cupp designs on the other two courses. Shadow wood preserve community amenities include pickle ball, tennis, fitness trail, fishing pier with canoe and kayak launch on the historical mullock creek. This community is close to shopping and fine dining and minutes from rsw airport. If outstanding craftsmanship and quality are what you are looking for you won't want to miss seeing this home!
Cypress Bend, 18530 Cypress Haven Dr, Fort Myers, Florida 33908, image 1
$1,185,000$210K
  • 3 Beds
  • 4 Baths
  • 2,917 SqFt
  • $406/SqFt
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House for sale in Cypress Bend
18530 Cypress Haven Dr, Fort Myers, FL 33908
Expansive lake, golf and preserve views are the first thing you will notice walking into this beautifully updated harbourside custom home! This open and airy 3 bedroom/den, 4 bath home is move in ready after recently being completely updated. Volume ceilings, tray ceilings in all main rooms and primary bedroom and bathroom, crown moldings, and high-end designer touches are just a few of the quality finishes you must be looking for. The large, open kitchen with beautiful quartz counter tops and designer backsplash has both a breakfast bar and breakfast nook! There is plenty of counter top working space and all new appliances in 2023, including induction cooktop and wine cooler. Opening to the great room this open floor concept doesn't keep you away from the action during entertaining or relaxing with your family. A formal dining room also gives you plenty of seating for entertaining or large gatherings. The great room, with electric fireplace feature, also opens to the spacious lanai with it's beautiful views. The primary bedroom suite has an expansive bedroom with room for a sitting area and access to the lanai. It's en-suite has beautiful marble flooring and wall tile in the walk in shower. Both guest bedrooms have their own en-suite. The split bedroom floor plan offers privacy for you and your guests. The den/ office, faces the lanai bringing plenty of sunlight and and gorgeous views. A 3 car garage offers plenty of room for extra storage also! Shadow wood preserve is a low density community designed to preserve the natural beauty of southwest florida. Shadow wood country club is a member owned club with 3 championship courses and two club houses. The preserve is an arthur hills course with robert cupp designs on the other two courses. Shadow wood preserve community amenities include pickle ball, tennis, fitness trail, fishing pier with canoe and kayak launch on the historical mullock creek. This community is close to shopping and fine dining and minutes from rsw airport. You won’t want to miss this opportunity!
Cypress Bend, 18511 Cypress Haven Dr, Fort Myers, Florida 33908, image 1
$1,020,000
  • 3 Beds
  • 21/2 Baths
  • 2,865 SqFt
  • $356/SqFt
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House for sale in Cypress Bend
18511 Cypress Haven Dr, Fort Myers, FL 33908
H12729 no waiting for golf membership in shadow wood golf and country club!! Come see this move in ready, upgraded home with spectacular lake views! Home built in 2016, is the perfect place for your florida lifestyle. The southern exposure provides plenty of natural light, keeping the feel of this home light and airy. Volume and tray ceilings, crown molding and quartz counter tops are some of the desirable upgrades. The kitchen, with high end appliances and double ovens, opens to the great room which is perfect for entertaining.The formal dining area, and seating area on the lanai provide plenty of room for all your guests. The spacious primary bedroom over looks the lake, preserve and golf course. A split bedroom floor plan allows for privacy for you and your guests. Impact glass throughout provides complete storm protection. Shadow wood has 3 championship golf courses and 2 country clubs. Shadow wood preserve amenities include fishing pier, pickleball, bocce ball, tennis, community center and canoe/kayak launch on the historic mullock creek. Membership at shadow wood country club and the commons club is optional. Close to shopping, fine dining and minutes from rsw airport.
Cypress Bend, 18560 Cypress Haven Dr, Fort Myers, Florida 33908, image 1
$1,000,000
  • 3 Beds
  • 21/2 Baths
  • 2,865 SqFt
  • $349/SqFt
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House for sale in Cypress Bend
18560 Cypress Haven Dr, Fort Myers, FL 33908
Enjoy the privacy from this lot offering a golf course view nestled between two lakes. Spacious living in this popular open wci custom built floor plan offers 3 bedrooms, 2.5 baths + den, a long paver driveway leads you to a side entry 3 car garage. Modern and sleek with volume ceilings, crown moldings, restoration hardware custom lighting is found throughout the home & plank tile flooring in most areas giving the home a coastal contemporary feel. The gourmet kitchen opens to the main living area w/ double ovens, kitchenaid stainless steel appliances & a kinetico whole house reverse osmosis water system. Windows and doors are hurricane impact. The main living/dining areas open & flow outdoors for a true florida living experience! Entertain poolside on your roomy lanai with picture window pool enclosure, saltwater pool & spa and summer kitchen. Amenities include community pavilion, tennis, pickleball & bocce courts, fishing pier, community owned kayaks/canoes & more. Voluntarily join shadow wood c.C. With 54 holes of championship golf, access to a private beach & commons club & many more optional memberships to choose from. Located 15 min. To rsw & <10 min. To coconut point mall.
Cypress Bend, 18521 S Cypress Haven Dr, Fort Myers, Florida 33908, image 1
$925,000
  • 3 Beds
  • 21/2 Baths
  • 2,713 SqFt
  • $341/SqFt
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House for sale in Cypress Bend
18521 S Cypress Haven Dr, Fort Myers, FL 33908
H12324. Amazing expansive, lake, golf and preserve view from your wci custom 3 bedroom, 2 1/2 bath, den home with a 3 car garage and fantastic outdoor covered lanai living area that surrounds your pool and spa. Neutral colors throughout make this home easy to personalize. Features include all wood tile flooring, granite kitchen island great for entertaining, complete storm protection on the lanai that creates fantastic summer storage space, double oven, masterpiece collection wood cabinets, crown molding enhanced coffered ceilings, custom designer light and fan fixtures, all windows and doors are hurricane impact, saltwater pool and spa, summer kitchen for afternoon poolside entertaining and a generous sized side entry 3 car garage. You have immediate privacy with the lush landscaping throughout cypress bend and the preserve. Enjoy walking or biking to your private park to play pickleball, bocce ball, kayak on mullock creek out to estero bay or meet for book club at the community center. You have the option to join shadow wood country club with 54 holes of championship golf, 9 har tru tennis courts, access to a private beach & commons club and more.
Cypress Bend, 18681 Cypress Hvn, Fort Myers, Florida 33908, image 1
$1,225,000
  • 3 Beds
  • 41/2 Baths
  • 2,845 SqFt
  • $431/SqFt
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House for sale in Cypress Bend
18681 Cypress Hvn, Fort Myers, FL 33908
H11090. Welcome home to this stunning estate, positioned on an oversized pie shaped lot at the end of a private cul-de-sac. The interior is generously appointed with a long list of custom upgrades including: gorgeous hardwood flooring and crown molding with enhanced ceiling details, custom plantation shutters, custom electric blinds, and chef’s kitchen just to name a few. The open floor plan combined with wall-to-wall sliding glass doors seamlessly integrates the indoor-outdoor living space, making this home perfect for entertaining. The grand outdoor living area provides ample covered lanai space, outdoor kitchen, resort style saltwater heated pool and spa, linear pool fountain with spillover, & dedicated pool bath. Mature landscaping further allows you to appreciate the water and golf-course views, while retaining maximum privacy. Both seasonal and full-time residents will appreciate the peace of mind from double hurricane protection: impact windows and sliders throughout the home combined with new rear electric storm smart shutters to enclose the lanai and front entry. Our team invites you to come experience this gorgeous home and community for yourself! Maintenance free living!
Cypress Bend, 18501 Cypress Haven Dr, Fort Myers, Florida 33908, image 1
$1,200,000
  • 3 Beds
  • 21/2 Baths
  • 2,865 SqFt
  • $419/SqFt
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House for sale in Cypress Bend
18501 Cypress Haven Dr, Fort Myers, FL 33908
H4689- expansive lake and golf course views are the first thing you will notice when you walk into this beautifully appointed home with a southern exposure! This bright and airy 3 bedroom, 3 bath home with an open floor plan., built in 2017, is move in ready! All your entertaining needs will be met with the chef's kitchen, containing stainless steel appliances, a breakfast nook and formal dining room. The split bedroom floor plan ensures privacy for you and your guests. The lanai, with salt water pool/hot tub and built in kitchen is the perfect place for relaxing at the end of the day. Plenty of storage and a 3 car garage and impact windows are a plus. Amenities include: canoe/kayak launch, pickleball courts, bocce ball courts and tennis court. Shadow wood preserve is minutes away from fine dining, shopping and regional southwest airport. Don't miss out on this gem!!

Subdivision Amenities

Beach Club Available
Bike And Jog Path
Bocce Court
Clubhouse
Community Boat Ramp
Community Room
Fishing Pier
Fitness Center
Full Service Spa
Golf Course
Internet Access
Park
Pickleball
Play Area
Pool
Private Beach Pavilion
Private Membership
Putting Green
Restaurant
Sauna
Shuffleboard Court
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Volleyball
Barbecue
Beach Club Available

HOA Cost Benchmark

$0.08 / Sq.Ft.

Monthly ownership cost
27%below peers
74%below city avg
This Community
$0.08
Comparable Entry-Level Avg
$0.11
Fort Myers, FL Avg
$0.31
$0.00
$0.20
$0.40
Lower than peers, lower than the city average
Peer Set · 78 comparable communities
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Ekos On Evans
Ekos On Evans
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
Monarch Luxury Apartments
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
ONE Fort Myers
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
The Riley Apartments
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

Nearby Subdivisions

Entry-Level
0.19 miles
Premium
0.29 miles
Entry-Level
0.32 miles
Premium
0.34 miles
For Sale (2)
$1.1M - $1.8M
Entry-Level
0.39 miles
For Sale (3)
$534K - $729K

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
0

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
25

100
Sound Score®
Bearable noise
81

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
23

100
Local Score
Limited local amenities nearby
0

100

Shadow Wood Preserve Communities in Fort Myers, FL

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