Cresswind Deland Homes for Sale in Deland - 11 homes

Remarks: Discover Cresswind DeLand, a dynamic gated community just ten minutes from Historic Downtown DeLand, Florida, designed for active adults seeking vibrant, resort-style living. Residents enjoy exclusive amenities, including a lakeside clubhouse with panoramic views of Lake Winnemissett, pickleball and tennis courts, scenic walking trails, and both resort-style and resistance pools. The community features lively event spaces for relaxation and recreation, plus a state-of-the-art Cresswind SmartFit Training Center with EGYM technology for efficient, personalized workouts. A dedicated full-time Lifestyle Director curates a varied calendar of entertainment, wellness, and social activities, ensuring plenty of opportunities to connect and have fun. Ideally located near popular dining, shopping, and cultural attractions, Cresswind DeLand offers easy access to Main Street’s local art scene, unique boutiques, and nearby natural springs and parks. Homes are energy-efficient and designed for low-maintenance, pet-friendly living, making it easy to embrace the Florida lifestyle. Whether you’re interested in staying active, making new friends, or simply relaxing in comfort, Cresswind DeLand is the perfect blend of convenience, amenities, and community for those seeking the best in 55+ living. This versatile 3 Bedroom, 2 Bath floorplan provides an open main living space and options built to accommodate families of any size and structure. A spacious main living area overlooks the Lanai through a large triple slider, while the Owner’s Suite provides you with privacy in the rear of the home. Photos of a decorated model home are for reference only. Actual home will differ.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: Experience Cresswind DeLand—an active adult, gated community just ten minutes from Historic Downtown DeLand, Florida. Perfect for buyers seeking a vibrant, resort-style lifestyle, this neighborhood offers exclusive amenities including a lakeside clubhouse overlooking Lake Winnemissett. Enjoy pickleball, tennis, scenic walking trails, a resort-style pool and spa, resistance pool, and lively event areas designed for relaxation and recreation. Stay fit with the innovative Cresswind SmartFit Training Center, featuring EGYM technology for personalized, state-of-the-art twenty-minute workouts, twice a week. A dedicated, full-time Lifestyle Director keeps the social and activities calendar full, ensuring residents have opportunities for entertainment, wellness, and connection suited for the 55+ lifestyle. Cresswind DeLand is ideally located near top dining, recreation, and entertainment venues. Residents can explore the renowned Main Street in DeLand, with its thriving local art scene, unique shops, and cultural attractions, as well as enjoy the nearby natural springs and parks. For those searching for energy-efficient homes, low-maintenance living, and a pet-friendly environment, Cresswind DeLand offers the perfect blend of comfort, convenience, and dynamic community living for active adults. This flexible 2 Bedroom, 2 Bath home features a centrally located Kitchen overlooking an open floorplan that lets you live large in just the right amount of space. The Flex Room just off the Front Entry can be left open to increase your main living space or enclosed with an optional wall and double door to create a private fitness studio or home office. Photos of a decorated model home are for reference only. Actual home will differ.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: Experience Cresswind DeLand—an active adult, gated community just ten minutes from Historic Downtown DeLand, Florida. Perfect for buyers seeking a vibrant, resort-style lifestyle, this neighborhood offers exclusive amenities including a lakeside clubhouse overlooking Lake Winnemissett. Enjoy pickleball, tennis, scenic walking trails, a resort-style pool and spa, resistance pool, and lively event areas designed for relaxation and recreation. Stay fit with the innovative Cresswind SmartFit Training Center, featuring EGYM technology for personalized, state-of-the-art twenty-minute workouts, twice a week. A dedicated, full-time Lifestyle Director keeps the social and activities calendar full, ensuring residents have opportunities for entertainment, wellness, and connection suited for the 55+ lifestyle. Cresswind DeLand is ideally located near top dining, recreation, and entertainment venues. Residents can explore the renowned Main Street in DeLand, with its thriving local art scene, unique shops, and cultural attractions, as well as enjoy the nearby natural springs and parks. For those searching for energy-efficient homes, low-maintenance living, and a pet-friendly environment, Cresswind DeLand offers the perfect blend of comfort, convenience, and dynamic community living for active adults. This move-in-ready Pearl home is ideally situated on a premium homesite backing to conservation, offering privacy and serene views in a desirable 55+ community. Thoughtfully designed for comfort and convenience, the home features a private third bedroom with ensuite bath, an extended shower in the owner’s bath, and a walk-in closet with direct access to the laundry room. The open living area is enhanced by larger sliding glass doors that fill the home with natural light and lead to the outdoor living space, complete with a summer kitchen pre-wire—perfect for entertaining or relaxing while enjoying the peaceful conservation setting. A smart layout and upgraded features make this Pearl home a perfect blend of functionality, comfort, and low-maintenance living. Photos of a decorated model home are for reference only. Actual home will differ.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: Experience Cresswind DeLand—an active adult, gated community just ten minutes from Historic Downtown DeLand, Florida. Perfect for buyers seeking a vibrant, resort-style lifestyle, this neighborhood offers exclusive amenities including a lakeside clubhouse overlooking Lake Winnemissett. Enjoy pickleball, tennis, scenic walking trails, a resort-style pool and spa, resistance pool, and lively event areas designed for relaxation and recreation. Stay fit with the innovative Cresswind SmartFit Training Center, featuring EGYM technology for personalized, state-of-the-art twenty-minute workouts, twice a week. A dedicated, full-time Lifestyle Director keeps the social and activities calendar full, ensuring residents have opportunities for entertainment, wellness, and connection suited for the 55+ lifestyle. Cresswind DeLand is ideally located near top dining, recreation, and entertainment venues. Residents can explore the renowned Main Street in DeLand, with its thriving local art scene, unique shops, and cultural attractions, as well as enjoy the nearby natural springs and parks. For those searching for energy-efficient homes, low-maintenance living, and a pet-friendly environment, Cresswind DeLand offers the perfect blend of comfort, convenience, and dynamic community living for active adults. The Kate floorplan presents a beautifully designed 3-bedroom, 2.5 bath residence just moments from Club Cresswind. Filled with natural light, the expansive Great Room creates an inviting atmosphere, while the contemporary kitchen showcases sleek quartz countertops and crisp white cabinetry. A tranquil Lanai, nestled against a natural backdrop, offers an ideal setting for quiet mornings or casual gatherings. The Owner’s Suite serves as a serene retreat, thoughtfully connected to the laundry room through the rear of a spacious walk-in closet. The en-suite bath features a frameless glass shower, dual vanities, and refined finishes that elevate everyday living. With a 2-car garage and smart, functional layout, this home effortlessly combines modern comfort, style, and practicality.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath home with a bonus room/office and 2-car garage located in the gated community of Cresswind DeLand. Designed for comfort and style, this home showcases numerous upgrades throughout and offers a peaceful conservation view with breathtaking sunset skies as your daily backdrop. Inside, you’ll find a spacious living room with ceiling fan, recessed lighting, and elegant two-toned paint throughout. The thoughtfully designed kitchen offers both functionality and charm, complete with a dining area, center island with sink, and a convenient sit-in bar — perfect for casual meals or entertaining guests. In addition to the three generously sized bedrooms (all with ceiling fans for added comfort), this home features a dedicated bonus room/office, ideal for working from home, hobbies, or even a flex space to suit your needs. Step outside to relax on the covered, screened patio overlooking the fully fenced backyard and serene conservation area — the perfect setting to enjoy Florida’s stunning sunsets in privacy. Located just minutes from Historic Downtown DeLand, the gated community of Cresswind DeLand offers resort-style living with a brand-new amenity center and exceptional amenities designed to create an active, welcoming lifestyle. This is a 55+ active adult community, with up to 20% of residents permitted to be between ages 18–54, providing flexibility while maintaining the vibrant lifestyle the community is known for.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: David Berlant (407-564-8950)

Remarks: Move in Ready! Experience Cresswind DeLand—an active adult, gated community just ten minutes from Historic Downtown DeLand, Florida. Perfect for buyers seeking a vibrant, resort-style lifestyle, this neighborhood offers exclusive amenities including a lakeside clubhouse overlooking Lake Winnemissett. Enjoy pickleball, tennis, scenic walking trails, a resort-style pool and spa, resistance pool, and lively event areas designed for relaxation and recreation. Stay fit with the innovative Cresswind SmartFit Training Center, featuring EGYM technology for personalized, state-of-the-art twenty-minute workouts, twice a week. A dedicated, full-time Lifestyle Director keeps the social and activities calendar full, ensuring residents have opportunities for entertainment, wellness, and connection suited for the 55+ lifestyle. Cresswind DeLand is ideally located near top dining, recreation, and entertainment venues. Residents can explore the renowned Main Street in DeLand, with its thriving local art scene, unique shops, and cultural attractions, as well as enjoy the nearby natural springs and parks. For those searching for energy-efficient homes, low-maintenance living, and a pet-friendly environment, Cresswind DeLand offers the perfect blend of comfort, convenience, and dynamic community living for active adults. Sarah Model, featuring luxury designer finishes throughout. This home offers a 4-car garage, butler’s pantry, and spacious open living areas making everyday living and entertaining a breeze. Situated on a premium conservation lot with no rear neighbors, providing privacy and peaceful views. A rare opportunity to own a beautifully appointed home in an exceptional setting. Photos of a decorated model home are for reference only. Actual home will differ.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: Experience Cresswind DeLand—an active adult, gated community just ten minutes from Historic Downtown DeLand, Florida. Perfect for buyers seeking a vibrant, resort-style lifestyle, this neighborhood offers exclusive amenities including a lakeside clubhouse overlooking Lake Winnemissett. Enjoy pickleball, tennis, scenic walking trails, a resort-style pool and spa, resistance pool, and lively event areas designed for relaxation and recreation. Stay fit with the innovative Cresswind SmartFit Training Center, featuring EGYM technology for personalized, state-of-the-art twenty-minute workouts, twice a week. A dedicated, full-time Lifestyle Director keeps the social and activities calendar full, ensuring residents have opportunities for entertainment, wellness, and connection suited for the 55+ lifestyle. Cresswind DeLand is ideally located near top dining, recreation, and entertainment venues. Residents can explore the renowned Main Street in DeLand, with its thriving local art scene, unique shops, and cultural attractions, as well as enjoy the nearby natural springs and parks. For those searching for energy-efficient homes, low-maintenance living, and a pet-friendly environment, Cresswind DeLand offers the perfect blend of comfort, convenience, and dynamic community living for active adults. This move-in-ready Jade home offers a thoughtfully designed single-story layout featuring an open kitchen with center island, ample cabinetry, pantry, and clear sightlines into the dining area and spacious great room. The living space flows seamlessly to the extended covered lanai, creating an inviting indoor-outdoor connection. The private Owner’s Suite is tucked away and includes a tray ceiling, a large walk-in closet with attic access, and an owner’s bath with dual vanities and a walk-in shower. A secondary bedroom and full bath are positioned for guest comfort, while a dedicated Fitness/Study provides flexible space for a home office or hobby room. Additional highlights include a welcoming foyer with gallery hallway, a convenient laundry room, and an attached two-car garage with attic access for extra storage. Photos of a decorated model home are for reference only. Actual home will differ.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: Experience Cresswind DeLand—an active adult, gated community just ten minutes from Historic Downtown DeLand, Florida. Perfect for buyers seeking a vibrant, resort-style lifestyle, this neighborhood offers exclusive amenities including a lakeside clubhouse overlooking Lake Winnemissett. Enjoy pickleball, tennis, scenic walking trails, a resort-style pool and spa, resistance pool, and lively event areas designed for relaxation and recreation. Stay fit with the innovative Cresswind SmartFit Training Center, featuring EGYM technology for personalized, state-of-the-art twenty-minute workouts, twice a week. A dedicated, full-time Lifestyle Director keeps the social and activities calendar full, ensuring residents have opportunities for entertainment, wellness, and connection suited for the 55+ lifestyle. Cresswind DeLand is ideally located near top dining, recreation, and entertainment venues. Residents can explore the renowned Main Street in DeLand, with its thriving local art scene, unique shops, and cultural attractions, as well as enjoy the nearby natural springs and parks. For those searching for energy-efficient homes, low-maintenance living, and a pet-friendly environment, Cresswind DeLand offers the perfect blend of comfort, convenience, and dynamic community living for active adults. This open and well appointed 3 bedroom 3 bath home has an added bonus room with a 4th bathroom and closet is spacious and great for entertaining. The home also includes a 3 car garage. Additionally, the home has a 5' privacy wall off of the lanai for added outdoor privacy and an additional gas drop for a fire pit and/or gas grille. A must see!

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: Move in Ready! Discover Cresswind DeLand, a dynamic gated community just ten minutes from Historic Downtown DeLand, Florida, designed for active adults seeking vibrant, resort-style living. Residents enjoy exclusive amenities, including a lakeside clubhouse with panoramic views of Lake Winnemissett, pickleball and tennis courts, scenic walking trails, and both resort-style and resistance pools. The community features lively event spaces for relaxation and recreation, plus a state-of-the-art Cresswind SmartFit Training Center with EGYM technology for efficient, personalized workouts. A dedicated full-time Lifestyle Director curates a varied calendar of entertainment, wellness, and social activities, ensuring plenty of opportunities to connect and have fun. Ideally located near popular dining, shopping, and cultural attractions, Cresswind DeLand offers easy access to Main Street’s local art scene, unique boutiques, and nearby natural springs and parks. Homes are energy-efficient and designed for low-maintenance, pet-friendly living, making it easy to embrace the Florida lifestyle. Whether you’re interested in staying active, making new friends, or simply relaxing in comfort, Cresswind DeLand is the perfect blend of convenience, amenities, and community for those seeking the best in 55+ living. Welcome to the Coastal Elevation Claire. Experience relaxed, elevated living in this thoughtfully designed home located within Cresswind DeLand. Featuring 3 bedrooms, 2 baths, an enclosed study, and a 2-car garage, this home is nestled on one of the last private homesites on Jackson Hole Court with a peaceful green buffer behind for added privacy. The open-concept kitchen and Great Room create the perfect setting for entertaining or everyday comfort. The island kitchen shines with designer cabinets, crown molding, tile backsplash, pots-and-pans drawers, and quartz countertops, all designed with both beauty and function in mind. Oversized sliding glass doors lead to a spacious lanai, ideal for outdoor dining or relaxing in a serene setting. Tucked away at the rear, the Owner’s Suite offers a private retreat with double vanities and a walk-in closet. This is coastal-inspired living where comfort, style, and privacy come together effortlessly. Schedule your tour and contact a Cresswind Deland New Home Guide.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: Pre-Construction. To be built. Discover Cresswind DeLand, a dynamic gated community just ten minutes from Historic Downtown DeLand, Florida, designed for active adults seeking vibrant, resort-style living. Residents enjoy exclusive amenities, including a lakeside clubhouse with panoramic views of Lake Winnemissett, pickleball and tennis courts, scenic walking trails, and both resort-style and resistance pools. The community features lively event spaces for relaxation and recreation, plus a state-of-the-art Cresswind SmartFit Training Center with EGYM technology for efficient, personalized workouts. A dedicated full-time Lifestyle Director curates a varied calendar of entertainment, wellness, and social activities, ensuring plenty of opportunities to connect and have fun. Ideally located near popular dining, shopping, and cultural attractions, Cresswind DeLand offers easy access to Main Street’s local art scene, unique boutiques, and nearby natural springs and parks. Homes are energy-efficient and designed for low-maintenance, pet-friendly living, making it easy to embrace the Florida lifestyle. Whether you’re interested in staying active, making new friends, or simply relaxing in comfort, Cresswind DeLand is the perfect blend of convenience, amenities, and community for those seeking the best in 55+ living. A kitchen-front layout highlights this open-concept floorplan. Windows flowing from the Kitchen to the Great Room fill the Eva with natural light. Owner's Suite highlights include a location tucked off the Great Room, separate dual vanities, and option to extend the rear of the home by four feet, increasing both the Owner’s Suite and Lanai. Three distinct exterior choices provide plenty of options to create curb appeal. You can personalize the Eva floorplan with structural options that include second-floor Bonus Room variations, Snore Room connected to Owner’s Suite in lieu of Bedroom 2, Fitness/Study or Bedroom 3 in lieu of Flex, or extend the Garage by 4'. To learn about all the ways, you can have this home built around you, contact a Cresswind DeLand New Home Guide. Photos of a decorated model home are for reference only. Actual home will differ.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: Pre-Construction. To be built. Discover Cresswind DeLand, a dynamic gated community just ten minutes from Historic Downtown DeLand, Florida, designed for active adults seeking vibrant, resort-style living. Residents enjoy exclusive amenities, including a lakeside clubhouse with panoramic views of Lake Winnemissett, pickleball and tennis courts, scenic walking trails, and both resort-style and resistance pools. The community features lively event spaces for relaxation and recreation, plus a state-of-the-art Cresswind SmartFit Training Center with EGYM technology for efficient, personalized workouts. A dedicated full-time Lifestyle Director curates a varied calendar of entertainment, wellness, and social activities, ensuring plenty of opportunities to connect and have fun. Ideally located near popular dining, shopping, and cultural attractions, Cresswind DeLand offers easy access to Main Street’s local art scene, unique boutiques, and nearby natural springs and parks. Homes are energy-efficient and designed for low-maintenance, pet-friendly living, making it easy to embrace the Florida lifestyle. Whether you’re interested in staying active, making new friends, or simply relaxing in comfort, Cresswind DeLand is the perfect blend of convenience, amenities, and community for those seeking the best in 55+ living. The Kitchen serves as the command center of the Jade floorplan. For the chef in the family, there's lots of space to work and house your tools of the trade with substantial countertop area, cabinetry and pantry. From the island, the view opens up light & bright across the Dining area and Great Room out to the covered Lanai. Owner's Suite highlights include a tray ceiling, spacious walk-in closet and separate vanities in the Owner’s Bath. You can personalize the Jade floorplan with structural options that include three different exterior choices; second-floor Bonus Room variations; Snore Room, Fitness/Study or Bedroom 3 in lieu of Flex; In-Law Suite in lieu of Flex & Bedroom 2; four-foot rear extension of home, and if you're looking for more stow space extend the Garage. To learn about all the ways, you can have this home built around you, contact a Cresswind DeLand New Home Guide. Photos of a decorated model home are for reference only.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)