Cresswind Real Estate

Welcome to Cresswind, a vibrant and sought-after subdivision nestled in the heart of Lakewood Ranch, Manatee County, FL. This picturesque community offers an unparalleled living experience for active adults looking to embrace the best of Florida living.

Cresswind is renowned for its resort-style amenities, including a clubhouse, fitness center, swimming pool, and social activities tailored to residents' interests. The meticulously landscaped grounds and scenic walking trails provide the perfect backdrop for leisurely strolls or outdoor gatherings with neighbors.

Residents of Cresswind enjoy easy access to the stunning Gulf Coast beaches, championship golf courses, and upscale shopping and dining destinations. With a prime location in Lakewood Ranch, you'll find yourself just a short drive away from Sarasota and Bradenton, offering endless opportunities for entertainment and relaxation.

Whether you're looking to downsize into a low-maintenance home or seeking a community that fosters an active lifestyle, Cresswind has something for everyone. Come discover the charm and convenience of Cresswind in Lakewood Ranch, where every day feels like a vacation in paradise.

Newest Listings in Cresswind

$569,000

2 Beds ⋅ 2 Baths ⋅ Cresswind SubDv. ⋅ 34211 Zip Code ⋅ A4699156 MLS ⋅ Active Status

Set on a premium pond-view homesite, this upgraded Summerland model offers peaceful water views, thoughtful owner improvements, and move-in-ready living in Cresswind Lakewood Ranch. Located in a gated 55+ community, this beautifully maintained 2-bedroom plus den home features one of the community’s most desirable floorplans, paired with an exceptional long pond view and extensive upgrades. The open layout is filled with natural light and features luxury vinyl plank flooring, upgraded finishes, solid-core wood doors, ceiling fans throughout, custom window shades and blinds, and added recessed/can lighting. The kitchen is designed for both everyday living and entertaining, offering extra cabinetry, quartz countertops, tile backsplash, pendant lighting, upgraded hardware, a large island, pantry with wood shelving, and thoughtful storage solutions. The den with French doors provides flexible space for a home office, hobby room, or guest overflow. The primary suite enjoys peaceful water views and an en-suite bath. Both bathrooms are well appointed with upgraded cabinetry, tile showers, and glass enclosures. Outdoor living is a highlight, with a screened lanai overlooking the pond, sealed driveway and lanai pavers, a privacy wall, and a grill station for easy Florida entertaining. The home also includes a 4-foot garage extension, air-conditioned garage with attic insulation, added garage storage, laundry room setup, whole-house water filtration system, whole-house surge protector, and a generator-ready outlet. Cresswind offers true maintenance-free living with lawn care, landscaping, cable, and internet included in the HOA. Residents enjoy a resort-style clubhouse, fitness center, pools, pickleball, tennis, bocce, walking trails, dog park, and a full calendar of social activities. Conveniently located near Lakewood Ranch Main Street, Waterside Place, downtown Sarasota, Siesta Key, Anna Maria Island, shopping, dining, golf, and medical facilities. Move-in ready, upgraded, and positioned on one of the better water-view homesites in the community.

5286 Barnett Circle, Lakewood Ranch

$899,900

3 Beds ⋅ 3 Baths ⋅ Cresswind SubDv. ⋅ 34211 Zip Code ⋅ A4692931 MLS ⋅ Active Status

PRICE IMPROVEMENT. Watch the sun set over the water every night from your own backyard oasis at this Cresswind pool home. A panoramic clear view screen cage keeps the water view unobstructed, while the lanai's custom sun shades and electric awning let you enjoy it any time of day. Inside, 3 bedrooms and 3 baths (2,302 sq ft) open into a sophisticated layout anchored by a custom stone fireplace wall and upgraded flooring. The gourmet kitchen features a 16 foot island, premium cabinetry, a custom pantry, and a double door convection oven. The primary suite includes a custom closet, plus electric rolling shades, privacy window film, and shutters throughout. Whole house Generac generator, accordion storm shutters, water filtration/softening, and UV air purifier included. Enjoy Cresswind's resort lifestyle: full time Lifestyle Director, pools, pickleball, tennis, fitness center, and art/card rooms.

4921 Surfside Circle, Lakewood Ranch

$549,990

2 Beds ⋅ 2 Baths ⋅ Cresswind SubDv. ⋅ 34211 Zip Code ⋅ A4691563 MLS ⋅ Active Status

Virtually Staged. Imagine starting your day on the lanai with peaceful pond views and Florida wildlife as your backdrop. Wake each morning to a long, unobstructed pond view—one of the more desirable water views in the community. Located in Cresswind Lakewood Ranch, a gated 55+ community, this beautifully maintained Summerland model—one of the most sought-after 2-bedroom floorplans—is freshly painted and move-in ready. The open layout features luxury vinyl plank flooring (no carpet), upgraded baseboards, and abundant natural light. The kitchen offers white soft-close cabinetry, quartz countertops, tile backsplash, updated hardware, and a large island with pull-outs, single-bowl sink, and built-in waste cabinet, plus pendant, recessed, and under-cabinet lighting. A den with French doors provides space for an office or guests. The primary suite enjoys pond views and an en-suite bath. Both bathrooms feature ceiling-height tile showers, glass enclosures, upgraded flooring, and soft-close cabinetry. The screened lanai with clear-view screen overlooks a tranquil pond with frequent wildlife. Additional features include gutters and added electrical outlets. Maintenance-free living includes lawn care, landscaping, cable, and internet in the HOA. Cresswind offers a resort-style lifestyle with clubhouse, fitness center, pools, pickleball, tennis, bocce, trails, dog park, and social activities. Convenient to LWR Main Street, Waterside Place, Siesta Key, Anna Maria Island, and downtown Sarasota, with nearby dining, shopping, golf, and medical facilities. Move-in ready with one of the better water views in the community.

5290 Barnett Circle, Lakewood Ranch

$840,000

3 Beds ⋅ 3 Baths ⋅ Cresswind SubDv. ⋅ 34211 Zip Code ⋅ A4679642 MLS ⋅ Active Status

Need garage space for an oversized vehicle? This home features a 26 FOOT DEEP EXTENDED 3-CAR GARAGE included in over $75,000 in upgrades. Located in an active maintenance-free adult 55+ community offering residents an expansive, resort-style lifestyle with a private lakeside clubhouse featuring a full-service fitness center with equipment that enables safe, efficient, and personalized workouts to minimize joint strain, yoga, art studios, social spaces, and a calendar of activities led by a dedicated lifestyle director. Outdoor amenities include resort and resistance pools with spa, lighted tennis and pickleball courts, bocce ball, dog parks, and scenic walking trails that weave throughout the community. Upgrades include: 26 FOOT DEEP GARAGE EXTENSION; 140 SQ FT KITCHEN EXTENSION WITH EXTENDED CABINETRY; DECORATIVE GLASS FRONT DOOR; WINE COOLER; DOUBLE DOOR ENTRY TO DEN, PORCELAIN TILE IN MASTER BEDROOM AND DEN. This spacious home features 3 bedrooms and 3 full baths, plus a den/study with room to add a pool. An open floor plan integrates the kitchen, dining, and living areas for both entertaining and daily living. The gourmet kitchen is equipped with a natural gas cooktop, built in double ovens, a wine cooler, quartz countertops and a large island that is perfect for both culinary adventures and casual gatherings. The luxurious master suite offers a spa-like en-suite bathroom featuring a large walk-in shower, dual sinks, makeup desk, and a walk in closet that is so big you could almost live in it. And speaking of big, the side-load 3-car garage with it's finished floors provides ample room for your vehicles and storage. Both guest bedrooms are large enough for queen-sized beds with room to spare. The second bedroom comes complete with it's own private bath and shower, plus a roomy walk-in closet. Bedroom number 3 features a shared bath with the rest of the house. The 14 x 12 den/study makes an ideal home office, and could even be converted to a 4th bedroom. The flooring in the living areas and master bedroom is porcelain tile with carpeting in the guest bedrooms and closets. The lifestyle at Cresswind is centered around fostering a vibrant and engaged community. Residents have access to a calendar packed with social events, educational workshops, and hobby groups, encouraging a sense of camaraderie and lifelong learning. It is located in the heart of Lakewood Ranch, a highly regarded master-planned community on Florida’s Gulf Coast. It is known for its beautifully maintained neighborhoods, abundant lakes, miles of walking and biking trails, and thoughtfully designed green spaces. Residents enjoy a wide range of amenities including shopping, dining, medical facilities, golf courses, and community events centered around Lakewood Ranch Main Street and Waterside Place. With top-rated schools, and active lifestyle focus, Lakewood Ranch appeals to families, professionals, and active adults alike. The area also offers convenient access to beaches, cultural attractions, airports, and major employment centers throughout the Sarasota-Bradenton region.

4952 Surfside Circle, Lakewood Ranch

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