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9533 Cypress Hammock CIR Unit 202, Estero
$868,900
3 Beds ⋅ 3 Baths ⋅ 226034275 MLS ⋅ Cypress Hammock BLDG.
Serene lake views, coveted southern exposure, and an exceptional Shadow Wood lifestyle await in this spacious and beautifully refreshed second-floor coach home in the desirable Cypress Hammock neighborhood. This residence features a PRIVATE ELEVATOR, attached 2 CAR GARAGE, 3 BEDROOMS, 3 FULL BATHROOMS, plus a DEN. Move-in ready and thoughtfully updated, the home features new hardwood flooring, an updated primary bathroom, updated ceiling fans and light fixtures, fresh interior paint, fresh exterior paint, and a new roof. The spacious lanai provides an inviting setting for relaxing or entertaining and features Storm Smart electric hurricane screens for added protection and convenience. The Cypress Hammock neighborhood features its own recently updated community pool and spa, rec room, and fitness center, and is conveniently located near Shadow Wood’s main gate for easy access in and out of the community. Shadow Wood is an upscale, gated community perfectly located between Fort Myers and Naples, with convenient access to RSW International Airport, shopping, top-rated healthcare facilities, and exceptional dining. Residents enjoy optional membership opportunities at Shadow Wood Country Club and The Commons Club, featuring three championship golf courses, Har-Tru tennis courts, pickleball and bocce ball, a private beach club, state-of-the-art fitness center and spa, and miles of scenic walking and biking trails. Coming in 2026/2027, the highly anticipated Lifestyle Center will introduce a resort-style pool, poolside dining and bar, six indoor pickleball courts, a new Racquets Pro Shop, and a convenient Grab & Go Café. Enjoy the best of Southwest Florida living in one of the area’s most sought-after communities!

9533 Cypress Hammock CIR Unit 202, Estero
23166 Rosedale DR Unit 201, Estero
$460,000
3 Beds ⋅ 2 Baths ⋅ 226033597 MLS ⋅ Morningside BLDG.
Experience refined Southwest Florida living in this beautifully appointed residence within the highly sought-after community of Shadow Wood. Designed with both comfort and elegance in mind, the home welcomes you with a light-filled interior, soaring ceilings, sophisticated architectural details, and a spacious, flowing floor plan ideal for everyday living and entertaining. Generous living and dining spaces create an inviting atmosphere, while expansive windows and sliding glass doors bring the lush tropical surroundings indoors. The screened lanai provides a peaceful private retreat surrounded by mature palms and vibrant greenery the perfect setting for morning coffee, alfresco dining, or relaxing at the end of the day. Thoughtfully designed living spaces, abundant natural light, and a serene neutral palette give the residence an effortless Florida elegance. Located within prestigious Shadow Wood, residents enjoy an exceptional location near shopping, dining, beaches, and all that Southwest Florida has to offer. Optional membership opportunities at Shadow Wood Country Club provide access to an elevated club lifestyle, including championship golf, tennis, pickleball, dining, fitness, and an active social calendar.

23166 Rosedale DR Unit 201, Estero
22911 Rosedale DR Unit 101, Estero
$467,000
3 Beds ⋅ 2 Baths ⋅ 226031828 MLS ⋅ Morningside BLDG.
Beautiful lake and golf course views and plenty of privacy are what you will get with this light and airy 2 bedroom/den first floor condo with attached 2 car garage! This lovely home is being sold turn key so just pack your bags. Located on a quiet cul de sac this condo is move in ready and waiting for you to enjoy. The immaculate kitchen, with views of the lake, also opens to the great room and breakfast area. A large primary bedroom, with lake views also gives you access to the lanai. The primary en-suite offers both a tub and separate shower, along with dual sinks. The guest bedroom is next to the guest bathroom and the split bedroom floor plan offers plenty of privacy for you and your guests. After a full day enjoying the many activities in Shadow Wood, wind down and relax on your lanai with views of the beautiful wildlife of Southwest Florida. Electric roll down shutters on the lanai and the full two car garage are pluses that any discerning buyer with want! 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. This community is close to shopping and fine dining and minutes from RSW airport. If an outstanding location and carefree living are what you are looking you won't want to miss this home!

22911 Rosedale DR Unit 101, Estero
10019 Ginger Pointe CT, Estero
$1,325,000
3 Beds ⋅ 2.5 Baths ⋅ 226029517 MLS
FULL GOLF MEMBERSHIP available with this listing...you can purchase the Seller's membership and play full-time golf on Shadow Wood Country Club's 3-18 hole championship courses after closing. No lengthy wait list! The Ginger Pointe neighborhood location to the Club's golf, tennis, bocce, pickleball and clubhouse amenities is perfect...it's a 5 minute walk and in a quiet area of Shadow Wood away from I-75 noise. House has 3 bedrooms + den, 2 full baths and one powder room bath, and 2 car attached garage. New roof installed 2024. HVAC system replaced 2021. New water heater 2026. One of architect Arthur Rutenberg's most popular open great room models provides the utmost in comfort and livability. Elegant foyer leads to the large great room and pocketing sliders open to the paver deck lanai with a natural gas heated (new heater 2026) pool and spa. The lanai faces the desirable southwest direction, ensuring a sun-drenched pool and spa but with a covered ceiling area and retractable awning for shade with a wet bar sink and grill. The newer pool cage has a large unobstructed "picture window" showcasing the Club's south course #4 fairway and green. Electrically powered fabric hurricane screens protect the rear portion of the house. Kitchen counters are granite with plenty of storage space above and below. A built-in planning desk and pantry are provided. The master bedroom is enlarged with sitting space and the suite is furnished with 2 walk-in closets. A Jacuzzi jetted soaking tub, walk-in shower with multiple shower heads and dual sinks complete the master bath. Construction of the SWCC's new Lifestyle Center will be finished by year's end with resort pool dining, indoor air-conditioned pickleball and more. Call Danita Osborn at 239-992-6000 for more information and a tour of the facility. The Commons Club at The Brooks has a state-of-the-art Fitness and Health Center, 7 outdoor pickleball courts and the newly constructed private beach pavilion on the Gulf is now open. Contact Kat Allen at 239-949-3817 for membership information.

10019 Ginger Pointe CT, Estero
23331 Foxberry LN, Estero
$1,325,000
3 Beds ⋅ 2.5 Baths ⋅ 226025583 MLS
Southern exposure with lake and golf course views in one of the most sought after neighborhoods in Shadow Wood. This updated and in demand Bardmoor Floor Plan is ideally located in Tamarind Trace. Outstanding golf course views from both the back and front of the house along with easy access in out of the Coconut Road Gatehouse. Cornerstone Kitchen and Baths has just finished a kitchen update adding new cabinets and facing along with doing a complete master bath renovation. All the main living areas have new LVP flooring. Bedrooms and den have wood floors. Interior painting (2026) and exterior painting (2025). Roof replaced in 2023. New window and blinds in 2025. Pool resurfaced and travertine deck in 2022. HVAC and pool heater both replaced in 2021. Hot water tank in 2023. Outdoor built-in Blaze Grill. Hurricane protection on all openings with a combination of electric shutters, hurricane glass and accordion shutters. Garage has a mini split a/c system. Shadow Wood Country Club offers 54 holes of championship golf, 2 clubhouses, 9 Har Tru tennis courts. $22.5 million dollar Lifestyle center to include Resort style pool, Poolside restaurant and bar, 8 indoor Pickleball courts and a Grab and go cafe currently under construction. The Commons Club has a state of the art Fitness center, The Rookery restaurant and access to private beach club.

23331 Foxberry LN, Estero
10462 Autumn Breeze DR Unit 202, Estero
$450,000
3 Beds ⋅ 2 Baths ⋅ 226023345 MLS ⋅ Oak Hammock Ii BLDG.
New 2026 roofs! This immaculate three-bedroom plus den residence offers a refined blend of quality updates and breathtaking scenery, showcasing panoramic golf course and water views from a premium corner setting. Bathed in natural light and enhanced by its desirable western exposure, the property features a screened corner lanai with hurricane-protected screens, the perfect backdrop for Southwest Florida’s signature sunsets. Thoughtfully upgraded and meticulously maintained, the residence reflects true pride of ownership, with plantation shutters throughout and a long list of meaningful improvements. The 2025 fully remodeled baths exude a spa-like ambiance, featuring quartz countertops, designer lighting, updated tile work, frameless glass shower enclosures and a luxurious rainfall shower with bench seating in the guest bath. The private primary suite is a serene retreat, complete with double-door entry, expansive windows framing the views, dual quartz vanities, a soaking tub, a glass-enclosed shower, separate linen storage and a custom walk-in closet with built-ins. This condominium showcases rich hardwood and tile flooring throughout and a spacious split-bedroom floor plan designed for both everyday living and effortless entertaining. A well-appointed den with glass double doors offers the ideal setting for a private office or media room, while the generously sized guest bedrooms feature abundant natural light and custom closet systems, providing both comfort and thoughtful functionality. Additional updates include a 2019 water heater, washer and dryer, stove, dishwasher, microwave, disposal and whole-home electric surge protectors. To complete the package, the immaculate garage is equally impressive, featuring epoxy flooring, built-in cabinetry and an upgraded garage door opener, track and chains. Residents of Oak Hammock enjoy a private community pool, fitness center and social room, as well as cable and internet included within the HOA fees. Shadow Wood Country Club offers 54 holes of championship golf, tennis, bocce, dining and social activities. A new lifestyle amenity center planned for completion by the end of 2026 is expected to feature resort-style pools, indoor pickleball courts, Har-Tru tennis courts, restaurant and bar service, a racquet pro shop and a café. The Commons Club offers additional optional amenities, including a private beach club, fitness center, spa, outdoor pickleball courts, dining, social events, a playground and a resort-style pool with lap lanes. Memberships to Shadow Wood Country Club and The Commons Club are optional. One or more photo(s) has been virtually staged, AI-generated or rendered.

10462 Autumn Breeze DR Unit 202, Estero
22043 Sycamore Grove, Estero
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 226007369 MLS
Nestled within the highly desirable Sycamore Grove neighborhood of Shadow Wood at The Brooks, this impeccably maintained 4-bedroom, 3-bath residence offers a rare blend of comfort and privacy. Surrounded by lush preserve views, the home provides a serene, secluded retreat. This property is being offered turnkey, presenting a seamless opportunity to enjoy refined living in one of Southwest Florida’s most sought-after communities. Designed for both comfortable living and effortless entertaining, the home features tile flooring throughout the main living areas and warm wood flooring in three of the guest bedrooms. Expansive pocketing sliding glass doors fully recess into the wall, creating seamless indoor-outdoor living and opening to the oversized lanai while showcasing tranquil preserve views. The newly updated kitchen is thoughtfully appointed with new quartz countertops, abundant cabinetry, and a built-in wine cooler. The adjoining family room features custom built-ins that add both ambiance and practical storage. Step outside to your expansive lanai — a true extension of the home — featuring a large heated pool and spa with both gas and solar heating for efficient, year-round enjoyment. The desirable northwest rear exposure allows you to capture breathtaking Southwest Florida sunsets, casting warm evening light across the pool and outdoor living space. With preserve views and no direct rear neighbors, the setting offers an ideal balance of privacy and beauty. The spacious primary suite serves as a serene retreat with private lanai access, two walk-in closets, and a well-appointed bath complete with dual vanities, a soaking tub, and a generous walk-in shower. Blending privacy, thoughtful upgrades, sunset exposure, and effortless indoor-outdoor design, 22043 Sycamore Grove offers an exceptional lifestyle opportunity within the sought-after Shadow Wood at The Brooks community.

22043 Sycamore Grove, Estero
22971 Rosedale DR Unit 101, Estero
$574,000
3 Beds ⋅ 2 Baths ⋅ 226004912 MLS ⋅ Morningside BLDG.
ATTRACTIVE CORNER COACH HOME WITH 2-CAR GARAGE ALL ON ONE LEVEL WITH NO STAIRS!! 3 BEDROOMS 2 BATHS TROPICAL DECOR! Completely REMODELED AND UPDATED BRAND NEW KITCHEN AND BATHROMS, with Brand new White Shaker Cabinetry and Quartz Countertops, Stainless Steel Appliances, New Lighting, New Mirrors, New Plumbing and gorgeous Frameless Shower Enclosures. Eastern exposure brings in the morning sunshine as you enjoy the view of hole#12 of Shadow Wood South Course. The view has a little bit of everything, lake, water birds, 12th green, trees and flowers. Enjoy Morningside's private community pool and fitness center located a short walk from the condo. New tile roofs were installed in 2021 on all the buildings. New exterior paint was completed in 2025. New A/C was added in 2022. Enjoy the Pet-friendly community of Shadow Wood. Memberships are available at the Commons Club for Gold (Beach Club), Silver and Bronze level memberships.

22971 Rosedale DR Unit 101, Estero
23156 Rosedale DR Unit 201, Estero
$450,000
3 Beds ⋅ 2 Baths ⋅ 225043362 MLS ⋅ Morningside BLDG.
Elegantly appointed, this turnkey LAKEFRONT 3 BEDROOM, 2 BATH, WESTERLY FACING residence exudes sophistication and fantastic SUNSETS on the wide Lanai. Bathed in natural light, it offers a welcoming ambiance. The open floor plan integrates a kitchen with white cabinetry, white appliances, and ample countertop space, flowing into the great room and dining area. Featuring a split-bedroom layout, the residence encompasses three bedrooms and two baths. Architectural elements include volume, vaulted, and tray ceilings, complemented by a palette of neutral finishes. The expansive tiled lanai, a highlight, is ideal for entertaining and enjoying panoramic views. THE UNIT HAS ALL ELECTRIC STEEL SHUTTERS ACROSS THE ENTIRE LANAI FOR TOTAL STORM PROTECTION.  In the prestigious Shadow Wood community, it offers equity membership with access to golf courses and tennis courts. Residents may choose from optional memberships, with an opportunity to join The Commons Club, providing exclusive amenities. Conveniently near Coconut Point mall and a 15-minute drive to the airport, this property seamlessly combines luxury living with various lifestyle options.  HOME COMES WITH A ONE YEAR HOME WARRANTY FOR TOTAL BUYER COMFORT.

23156 Rosedale DR Unit 201, Estero

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.