Deland Homes with Private Pool type

Deland Homes with Private Pool type

Welcome to DeLand, Florida – a charming city that beautifully blends small-town warmth with vibrant community spirit. Nestled in Volusia County, DeLand is renowned for its rich history, picturesque downtown, and the stunning natural beauty that surrounds it. Known as the “Athens of Florida,” this delightful city is home to Stetson University, which contributes a youthful energy and a variety of cultural events throughout the year.

DeLand offers an array of outdoor activities, from exploring the scenic trails of the nearby Lake Woodruff National Wildlife Refuge to enjoying the pristine shores of the Atlantic Ocean just a short drive away. The city features a thriving arts scene, with galleries, theaters, and festivals that celebrate local talent. With its quaint boutiques, inviting cafes, and historic architecture, DeLand’s downtown area is perfect for leisurely strolls and discovering hidden gems.

For those seeking a slice of paradise right at home, DeLand boasts an impressive selection of homes with private pools. Imagine relaxing in your own tranquil oasis after a long day or entertaining friends and family in your backyard retreat. These properties offer the perfect blend of comfort and luxury, allowing you to enjoy Florida’s warm climate to the fullest. Whether you prefer a modern design or a classic style, you’ll find a variety of options that cater to your lifestyle.

With its welcoming community, rich history, and beautiful homes, DeLand is not just a place to live – it’s a place to thrive. Come discover your dream home with a private pool in this enchanting city!

Newest Deland Homes with Private Pool type

2 Beds ⋅ 2 Baths ⋅ Victoria Gardens Ph 8 SubDv. ⋅ 32724 Zip Code

Embrace the carefree, low maintenance lifestyle in the highly sought-after 55+ Victoria Gardens neighborhood of DeLand. This modern 2 bed 2 baths + bonus room, 2021-built home offers 1,932 square feet of luxury living, highlighted by architectural tray ceilings and a massive dining/living room combination that is perfect for hosting friends and family. The open layout flows effortlessly into a gourmet kitchen with two built-in ovens, granite counters, stainless steel appliances, huge breakfast bar, walk-in pantry and contemporary lighting. Large primary suite serves as your private sanctuary, featuring elegant French doors that lead into a pristine bathroom with two completely separate vanities, a walk-in shower, a dedicated water closet and an oversized walk-in closet. Slide open the main living glass doors to discover your own private screened-in pool with plenty of room for an outdoor dining and lounging. When you are not vacationing in your backyard, enjoy a private clubhouse and restaurant, community resort-style pool, fitness center plus pickleball and tennis courts and a full calendar of events, all located in this maintenance-free, guard-gated adult lifestyle community located just minutes from I-4, medical centers, grocery stores plus an award-winning historic downtown DeLand with plenty of entertainment and dining choices.

253 Old Moss Circle, Deland

3 Beds ⋅ 2 Baths ⋅ Stetson Highlands SubDv. ⋅ 32720 Zip Code

Opportunity and charm come together in this 3-bedroom, 2-bath home that's ready for its next owner to make it their own. With several major updates already completed and plenty of room to add your personal style, this home offers a great starting point without having to tackle the big-ticket items first, including a 2024 ROOF, 2021 A/C, 2024 EXTERIOR PAINT, 2025 POOL ENCLOSURE and a NEW pool liner and filter in 2026. Inside, you'll find a comfortable living room that flows into the dining area and kitchen. Just beyond the dining room is a spacious family room complete with a bar area, ready to host any game night or wine tasting. The Decorative brick fireplace add so much character! While the main kitchen is ready for a fresh new look, the layout offers plenty of possibilities-the space features stainless steel appliances and plenty of storage space. Down the hall, all three bedrooms feature wood flooring, adding a touch of character that's hard to beat. Inside utility-washer and dryer stay! Step outside to enjoy the large screened-in pool and porch, giving you a place to relax, entertain, or enjoy Florida's sunshine nearly year-round. There is an additional patio that provides even more outdoor living space and a great spot to enjoy morning coffee while enjoying nature. This home could certainly benefit from a new vision board, but it's easy to see the potential. With a flexible floor plan, inviting outdoor space, and many of the major improvements already behind you, this is a home where you can settle in now and update as inspiration strikes. Don't wait-make your appointment today to see all this home and property have to offer to YOU!

790 S Boundary Avenue, Deland

3 Beds ⋅ 2 Baths ⋅ Royal Trails Unit 02 Rep SubDv. ⋅ 32720 Zip Code

If you're looking for privacy, space, and endless possibilities, this hidden beauty in Royal Trails is a must-see! This beautifully maintained home sits on five wooded acres, offering the perfect blend of peaceful country living and everyday convenience. Located just 9 miles from DeLand and 12 miles from Sanford, you'll enjoy the serenity of your own private retreat without feeling isolated. Step outside to a spectacular resort-style lanai and pool area, surrounded by your own forest, creating the perfect setting for relaxing or entertaining. With five acres, there's room to bring your dreams to life—build a guest or in-law home (subject to local regulations), keep horses or chickens, create gardens and walking trails, or simply enjoy the extra space for a growing family. Opportunities like this don't come along often. Come experience the privacy, beauty, and lifestyle this exceptional Royal Trails property has to offer!

43415 Natchez Street, Deland

3 Beds ⋅ 3 Baths ⋅ Victoria Hills SubDv. ⋅ 32724 Zip Code

Experience luxury living at its finest in the highly sought-after Victoria Hills Golf Club community. Perfectly situated on a premium conservation homesite, this exceptional 2017 POOL Home offers breathtaking views, unmatched privacy, and a resort-style backyard designed for the ultimate Florida lifestyle. From the moment you arrive, you’ll appreciate the meticulous care and extensive high-end renovations that make this home feel like new construction. Step through the front door into a bright, open-concept floor plan featuring a desirable three-way split layout, providing both comfort and privacy. A versatile office, den, or flex space offers the perfect setting for working from home, a workout room, or additional living space The beautifully updated gourmet kitchen serves as the heart of the home, seamlessly connecting the living and dining areas while showcasing spectacular views of the pool and conservation beyond. Whether you’re entertaining guests or enjoying a quiet evening at home, every space has been thoughtfully designed to embrace indoor-outdoor living. One of the home’s standout features is the private second primary suite, creating the ideal retreat for guests or multigenerational living. The main primary suite has been transformed into a LUXURIOUS SPA-INSPIRED SPACE with a stunning, newly renovated bathroom featuring a custom wet room, eucalyptus steam system, LED lighting, a soaking garden tub, and an oversized shower. After a workout or an afternoon by the pool, you’ll enjoy your own private spa experience without ever leaving home. The oversized three-car garage has been upgraded with premium epoxy flooring completed in 2025 and backed by a 10-year warranty, offering both beauty and durability. Step outside to your own private oasis where the paver lanai surrounds a spectacular 20x40 SALT POOL with lounge platform overlooking peaceful conservation views with no visible rear neighbors. The outdoor summer kitchen, complete with dining space, comfortable seating, and television area, creates the perfect setting for hosting family and friends or simply relaxing while enjoying the tranquility of nature. Extensive upgrades completed in 2025 have elevated this home to an exceptional level of quality and craftsmanship. Be sure to review the attached list of improvements to fully appreciate the attention to detail and investment made throughout. Some homes simply have to be experienced in person. While built in 2017, this meticulously maintained residence lives like a brand-new custom home. Turn the key, move right in, and begin enjoying the luxury lifestyle you’ve been dreaming of. The Victoria Family communities allow access to not only the golf course and Sparrow's Grill Restaurant, but also 2 pools, clubhouses, tennis courts, pickleball courts, walking trails, and Lakes with picnic areas for family fun.

108 Suffolk Ct., Deland

3 Beds ⋅ 2 Baths ⋅ Norris Dupont & Gaudry Grant SubDv. ⋅ 32720 Zip Code

"INVESTOR SPECIAL". Imagine finding a home with a large enclosed pool; on a very large lot; on scenic street in Deland. Now imagine this house having 2 bedrooms; Plus a finished enclosure that could be used as a sunken "third bedroom". Now imagine that you never have to go outdoors to get into your pool. And imagine also have a carpeted den area with a full view of the pool. This house has all of the above and a fireplace in the living room. The kitchen and bathrooms could use some updating. This house was built prior to 1978 so Lead Based Paint may potentially exist.

1921 Glenwood Road, Deland

4 Beds ⋅ 3 Baths ⋅ University Manor SubDv. ⋅ 32724 Zip Code

Resort-style living meets multigenerational flexibility in this one-of-a-kind custom DeLand home. Offering 3,274 square feet of heated living space (3,654 total square feet), this exceptional property has been thoughtfully maintained and updated with a new roof (2018), water heater (2023), and pool pump (2024), providing peace of mind for years to come. The main residence features 3 bedrooms and 2 bathrooms, soaring vaulted ceilings, abundant natural light, and an inviting floor plan designed for both everyday living and entertaining. Enjoy separate living and dining rooms, along with an open-concept kitchen overlooking the family room, where a beautiful white brick wood-burning fireplace creates a warm and welcoming focal point. The beautifully updated kitchen offers quartz countertops, custom cabinetry, stainless steel appliances, a large center island with seating, and ample storage, making it equally functional and stylish. Connected to the main home through the laundry room, yet offering its own private entrance, the 1-bedroom, 1-bath in-law suite features vaulted ceilings, a comfortable living area, a kitchenette, and a full bathroom. Whether used for multigenerational living, extended guests, a private home office, or additional living space, this suite provides exceptional flexibility. Step outside to your own private backyard oasis. The home's unique courtyard design surrounds a sparkling in-ground pool and spa, creating a true resort-style setting. Expansive paver decking provides plenty of space for entertaining, while the fully fenced backyard also features a dedicated fire pit area, perfect for relaxing and enjoying Florida evenings with family and friends. Originally built in 1960 and thoughtfully expanded and updated in 1990, this home seamlessly blends timeless character with modern convenience. Conveniently located just minutes from historic Downtown DeLand, Stetson University, shopping, dining, parks, and medical facilities, this truly unique property offers an opportunity that rarely comes to market. All information contained herein is deemed reliable but not guaranteed. Buyers and buyers' agents are encouraged to verify all information, including room dimensions, square footage, zoning, schools, and any other details deemed important to the purchase.

516 N Mcdonald Avenue, Deland

4 Beds ⋅ 3 Baths ⋅ Saddlebrook SubDv. ⋅ 32724 Zip Code

With its sought-after location, generous floor plan, and beautiful outdoor space, this Saddlebrook gem won't stay under wraps for long. Coming Soon so start making your plans now before this one officially hits the market! Hidden away at the end of a quiet cul-de-sac, this 4-bedroom, 3-bath home offers the space, comfort and features buyers are searching for. Inside, you'll find a spacious floor plan centered around a beautiful kitchen with granite countertops, a large island, and plenty of room to gather. The living room opens through sliding glass doors, creating an indoor and outdoor living space. Step outside and you'll discover what makes this home even more special, a private pool overlooking peaceful pond views, providing the perfect backdrop for relaxing evenings, weekend entertaining, or simply enjoying the Florida lifestyle. Located in the highly desirable Saddlebrook community, this home combines a fantastic location with a layout that checks all the boxes. If you've been waiting for the right home to come along, you won't want to miss this one. Keep an eye out, this one is coming soon, and you'll want to be among the first through the front door.

471 Breeders Cup Court, Deland

4 Beds ⋅ 2 Baths ⋅ Deland SubDv. ⋅ 32724 Zip Code

Every single journey & every single path begins with a single step. Welcome to the modern agricultural lifestyle 1313 Red Pony Ranch Rd! Located in Deland, Florida; where you are in constant contact with nature. You are in close proximity to Downtown Historic Deland, country club(s), shopping center(s), medical center, stetson university, major highway like I-4 and much more. Entering the 4+ acres of private land, you are first greeted with a long extensive driveway guiding you HOME onto a massive motor-court. The HOME is equipped with a 3 car garage for your vehicle(s) and enough space for storage. As you walk up the entrance take a moment and reflect on the ownership of owning this lovely HOME. Now inside, the HOME immediately opens up to a unobstruct layout and highlights the great rooms design philosophy. Pillars are stationary for a commanding presence. Vaulted ceiling with integrated recess lighting for style and exposure. The interior square footage is a shy over 3,000 and offers 4 bedrooms and 2 full bathrooms. The oversize primary bedroom is separated from the other 3 bedrooms. In addition, the primary bedroom features a spacious walk-in closet, soaking tub, a separate walk-in shower, and a split vanity. Continuing forward to the chef's worthy kitchen, benefit from the well proportioned layout, the crown molding for additional texture, upgraded solid cabinetry showcasing the lovely granite counter top, integrated double oven for the chef, reverse osmosis water infiltration, and a separate scullery for a complete kitchen & multi-use. Stepping out from the kitchen we are a few steps away from outdoor living. The Florida lifestyle, your own private saltwater pool. The modern pool includes pristine water and perfectly catches the shifting sunlight. Entertain in style with your family and friends in your huge pool patio with a custom gate leading you to your own 4+ acres. Your land includes a horse barn and endless potential for farming. As for the sunsets, look around and reminisce about how far you've gotten. Your HOME awaits!

1313 Red Pony Ranch Road, Deland

5 Beds ⋅ 6 Baths ⋅ Assessors Winnemissett SubDv. ⋅ 32724 Zip Code

An extraordinary DeLand lakefront estate set on 5+ acres along beautiful Lake Winnemissett, offering over 7,300 SF of air-conditioned living space, including the main house, guest house, and garage showroom, plus an additional 4,000 SF air-conditioned warehouse. With an exceptional combination of living space, storage, recreation, and flexibility, this property is ideal for multigenerational living, business owners, car enthusiasts, collectors, or anyone seeking room to spread out and enjoy a truly unique lifestyle. Outdoor living is just as impressive, with a pool, hot tub, and pool bar designed for entertaining and enjoying the Florida lifestyle. Quality and durability shine throughout with metal roofing and Hardie board siding added to the three main structures in 2018, while the expansive grounds showcase 4 acres of meticulously manicured landscaping, irrigation, mature fruit trees, and magnificent oak trees that create a private and picturesque setting. Inside the main residence, hardwood flooring, tongue-and-groove ceilings, built-in speakers throughout, and a gorgeous fireplace add warmth and character, while two safe rooms, a spacious playroom, gaming room, and private theater provide comfort, fun, and flexibility for everyday living. For car enthusiasts or workshop use, the garage also includes two high-end hydraulic 2-post car lifts, offering exceptional storage and mechanic space. Home has whole house generator and 2 propane tanks. With approximately 76 feet of Lake Winnemissett frontage and 135 feet of depth, this rare property also offers exciting potential to create an even more extraordinary private waterfront retreat. 2424 E New York Ave delivers a unique blend of privacy, versatility, and lifestyle that is nearly impossible to find.

2424 E New York Avenue, Deland

4 Beds ⋅ 2 Baths ⋅ Golfview Heights SubDv. ⋅ 32724 Zip Code

POOL HOME ~ NO HOA~MAJOR UPDATES COMPLETED WITHIN THE LAST FOUR YEARS. Florida living starts here! Enjoy the freedom of NO HOA and the comfort of this inviting 4-bedroom, 2-bath pool home offering approximately 1,800 square feet of comfortable living space in the heart of DeLand. The versatile floor plan offers flexible living spaces to fit today's lifestyle, while the private backyard and inground pool provide the perfect setting for relaxing, entertaining, or simply enjoying Florida's year-round sunshine. Major updates completed within the last four years include the roof, A/C, water heater, new sliding glass doors, wood siding, stucco, new waterproof flooring, tile, pool resurfacing and equipment and more! Providing added confidence in some of the home's most important components. Additional improvements throughout the home offer an excellent opportunity to move in and personalize the space to reflect your own style. Conveniently located just minutes from historic Downtown DeLand, Stetson University, shopping, dining, medical facilities, short distance to parks, schools, and with easy access to I-4. This home offers convenient access to Orlando, Daytona Beach, and everything Central Florida has to offer. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this property combines location, flexibility, and value in one exceptional package. Come see why this property offers so much more than just another house—it offers the opportunity to enjoy everything that makes Florida living so special. Schedule your private showing today! Flexible purchase options may be available for qualified buyers.

415 E Beresford Avenue, Deland

4 Beds ⋅ 6 Baths ⋅ Assessors Winnemissett SubDv. ⋅ 32724 Zip Code

There are homes that impress, and then there are estates that become part of a family's legacy. Welcome to one of DeLand's most exceptional private lakefront estates, where contemporary architecture, cutting-edge technology, and resort-style living come together on nearly 3 acres along the shores of one of Central Florida's best-kept secrets, completely private Lake Winnemissett. With no public boat ramp, the lake remains uncrowded and crystal clear, making it one of the area's premier lakes for waterskiing, wakeboarding, and boating. Residents even enjoy a hidden sandy shoreline known locally as "South Beach." Designed for both grand entertaining and everyday luxury, this custom estate showcases soaring ceilings, walls of glass, expansive lake views, and a seamless indoor-outdoor floor plan centered around a resort-style pool and spa. Multiple primary suites, spacious guest accommodations, and thoughtfully designed living spaces provide exceptional comfort and privacy. Technology enthusiasts will appreciate the updated Crestron Smart Home system with in-wall iPads in each room, whole-house audio, integrated lighting and climate controls, updated theater equipment, and modern smart-home automation throughout. Significant recent improvements include four new HVAC systems, updated pool automation, a premium standing-seam metal roof, and a whole-house generator powered by a 1,000-gallon underground propane tank capable of operating the home for approximately one week during power outages. Outside, enjoy nearly three acres of beautifully maintained grounds with direct lake frontage, a permitted dock and boathouse, and a boat lift designed for a 24-foot wake boat, making lake life effortless. Automotive enthusiasts, collectors, and hobbyists will love the detached 1,200 soft climate-controlled showroom/garage complete with vehicle lift, offering endless possibilities for a premium collection, workshop, or recreational space. This is a rare opportunity to own one of Central Florida's finest private waterfront estates—where luxury, technology, privacy, and recreation come together in an extraordinary setting.

736 Lake Winnemissett Drive, Deland

4 Beds ⋅ 3 Baths ⋅ Assessors Sub/Winnemissett SubDv. ⋅ 32724 Zip Code

Welcome to a lifestyle few properties can offer. Perfectly positioned on the shores of beautiful Lake Winnemissett, this custom concrete block estate, completed in 2022, was designed for those who value space, freedom, and effortless luxury. This is more than a home, it’s your private waterfront retreat where mornings begin with coffee overlooking the lake and evenings end with breathtaking western sunsets reflected across the water. Inside, clean architectural lines meet thoughtfully curated finishes. Expansive tile flooring, elegant tray ceilings, premium VCO windows with adjustable views, digital faucets, a hidden walk-in butler’s pantry, and a luxurious primary suite featuring dual custom-shelved closets create a home that feels both sophisticated and exceptionally functional. Designed for seamless indoor and outdoor living, the spacious screened lanai opens to a custom chlorine pool, newly completed in 2025, complete with a convenient pool bath and an expansive entertaining area that allows you to enjoy Florida living nearly year round. Set on more than an acre, the property offers something increasingly difficult to find: the freedom to truly make it your own. Whether you envision adding a detached guest house, an additional garage, a workshop, or creating the ultimate backyard retreat, there is room to grow without sacrificing privacy. A spacious three car garage, massive paved driveway, and a 936 square foot pole barn provide exceptional flexibility for storing boats, RVs, recreational vehicles, hobby equipment, or all of the toys that come with lakefront living. The pole barn is equipped with a 50 amp electrical connection, making it ideal for RV hookups or additional equipment, while the storage shed is fully wired for power, offering endless possibilities as a workshop, hobby space, or additional storage. Unlike many communities, the HOA exists solely to preserve access to what matters most. For a low annual fee, owners enjoy exclusive access to a private boat ramp and a shared five acre waterfront park on Lake Winnemissett. There are no restrictive lifestyle rules dictating how you use your property, just the convenience of private lake access and the rare opportunity to enjoy waterfront living on your own terms. Located outside of a flood zone and equipped with an EV charger, this exceptional property combines modern construction, luxury finishes, estate-sized acreage, a three car garage, a brand new custom pool, and one of the area’s most desirable recreational lakes into a lifestyle that is increasingly rare to find. This isn’t simply a place to live. It’s a place to launch the boat after work, host unforgettable gatherings, build what you’ve always imagined, and enjoy the freedom that comes with owning a true lakefront estate.

590 Lake Winnemissett Drive, Deland

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