Deland Homes with Pool View

Deland Homes with Pool View

Welcome to DeLand, Florida, a charming city nestled in the heart of Volusia County that beautifully blends historical allure with modern conveniences. Known for its vibrant downtown area, DeLand is home to a rich tapestry of cultural experiences, featuring art galleries, boutique shops, and an array of delightful cafes. The city is also famous for its annual events, including the DeLand Fall Festival of the Arts, which showcases local talent and fosters community spirit.

One of the most appealing aspects of living in DeLand is the variety of homes available, particularly those with stunning pool views. Imagine waking up each morning to the serene sight of shimmering waters just outside your window, inviting you to start your day with a refreshing dip or a leisurely swim. Homes with pool views in DeLand offer not just a place to live, but a lifestyle centered around relaxation and enjoyment.

These properties often come with spacious patios and beautifully landscaped yards, perfect for entertaining friends and family or simply soaking up the Florida sun. The combination of outdoor living and the tranquil ambiance of a poolside setting creates a perfect retreat right in your backyard.

With its friendly community atmosphere, excellent schools, and proximity to natural wonders like the St. Johns River and Blue Spring State Park, DeLand is more than just a place to call home; it's a vibrant lifestyle waiting to be embraced. Discover your dream home with a pool view in DeLand, where every day feels like a vacation!

Newest Deland Homes with Pool View

$599,000
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
$650,000
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
$995,000
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
$1,399,000
6 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
$2,200,000
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
$1,125,000
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
$599,900
4 Beds ⋅ 3 Baths ⋅ Country Club Estates Resub SubDv. ⋅ 32724 Zip Code
Private Mother-in-Law Suite | Half-Acre Lot | No HOA | Country Club Corners Welcome to your private slice of Florida living in Country Club Corners, one of DeLand's most sought-after neighborhoods. Set on a spacious half-acre lot with no HOA, this 4-bedroom, 3-bath home offers 2,460 square feet of bright, open living space — with a rare bonus that sets it apart from anything else on the market. The standout feature: a beautifully built, one-bedroom mother-in-law suite (2023). Whether you need multi-generational living, a private guest retreat, or rental income, this newly constructed apartment delivers flexibility and value that's genuinely hard to find in DeLand. The main home blends solid construction with thoughtful updates, including a renovated kitchen, flooring, and bathrooms (2008), a fully remodeled primary bath (2024), a newer roof (2016), and a screened-in pool (2016) — perfect for relaxing or hosting year-round, Florida style. Outside, paver patios and mature landscaping frame ample entertaining space, while the expansive lot leaves plenty of room to garden, spread out, or store your toys. All of this just one mile from Publix and everyday shopping, with the charm and convenience of DeLand close at hand. Move-in ready, income potential, and room to breathe — schedule your private showing

1990 Larchmont Drive, Deland
$569,000
5 Beds ⋅ 3 Baths ⋅ Dupon Estates SubDv. ⋅ 32720 Zip Code
Charming Glenwood Pool Home! Well-maintained 5BR/3BA block home with just under 3,000 sq ft in a peaceful DeLand neighborhood with top-rated schools. Open floor plan features a spacious kitchen with granite countertops, island, and separate dining area. Bonus room/office space perfect for remote work, a playroom, or additional living area, Florida room, and indoor laundry/mudroom for flexible living space. Enjoy a private backyard oasis with saltwater pool, fenced patio, covered awning, fire pit, and pool storage. Detached garage/workshop plus 2-car screened-in garage provide extra functionality. Situated on an oversized corner lot just minutes from downtown DeLand, shopping, dining, and major roads. Recent upgrades include new flooring, newer roof, updated vanities and ceiling fans, tankless water heater, exterior generator plug, solar pool heating system, and FULLY OWNED SOLAR PANELS for energy efficiency. Call to schedule your showing today!*All info to be verified by buyer*

1570 Glenwood Road, Deland
$344,900
3 Beds ⋅ 2 Baths ⋅ Orange Acres SubDv. ⋅ 32724 Zip Code
Beat the Heat in Your Own Private Pool! Welcome to this beautifully remodeled POOL home in the heart of DeLand, where modern updates and Florida living come together perfectly. Whether you're cooling off on a hot summer day or relaxing poolside with family and friends, this home is designed to be enjoyed year-round. The heart of the home is the stunning, fully remodeled kitchen featuring designer-inspired finishes, all-new top-of-the-line stainless steel appliances, and a modern layout that's perfect for everyday living and entertaining. Throughout the home you'll find fresh interior and exterior paint, all-new luxury vinyl plank flooring, stylish ceiling fans, and updated lighting. Both bathrooms have also been completely renovated with contemporary finishes, making this home truly move-in ready. The inviting living room is centered around a cozy wood-burning fireplace, creating the perfect gathering space for cooler Florida evenings. Just beyond, the spacious sunroom offers flexible living space that can serve as a home office, playroom, fitness room, or second living area while offering beautiful views of the pool. Step outside to your own private backyard retreat, where the oversized swimming pool takes center stage. Recently resurfaced in 2026, this impressive pool is designed for serious swimming and endless fun, featuring a depth of nearly 9 feet—a rare find in today's homes. Whether you're hosting pool parties, cooling off after a long day, or simply enjoying the Florida sunshine, this backyard is built to impress. The oversized lot provides plenty of room for entertaining, pets, gardening, or future additions, and with no HOA, you'll enjoy the freedom to make the property your own. This home also features a high-efficiency, state-of-the-art heat pump water heater, a significant investment that offers exceptional energy savings and long-term efficiency. Additional highlights include a newer roof, a storage shed for tools and lawn equipment, and a prime location just minutes from charming downtown DeLand's restaurants, shopping, parks, and entertainment. This is the turnkey Florida pool home you've been waiting for - beautifully updated, thoughtfully upgraded, and ready for you to enjoy. Schedule your private showing today and spend the rest of the summer relaxing in your own backyard oasis!

577 Parkdale Court, Deland
$329,000
3 Beds ⋅ 2 Baths ⋅ Daytona Park Estates Sec C SubDv. ⋅ 32724 Zip Code
**Paid off Solar at closing!!** Welcome home to your peaceful slice of Florida Living!! Located in a perfect spot that is convenient to all things DeLand and Daytona Beach, this home features 3 bedrooms, 2 baths and almost 1,900 sq ft of living space. Some recent updates include: new windows in 2021, new roof 2018, HVAC 2021, solar panels 2021, and water heater 2021. Situated high on almost a half acre of land, this property has low utility bills! You're not quite off the grid, but monthly expenses are so much more affordable with NO HOA, well, septic, and solar panels for considerably less power bills. This home offers a split bedroom floor plan with a formal living room, dining room and separate family room with dinette. Enjoy the summer in your enclosed lanai overlooking the fully fenced back yard with wood entertainment deck and beautiful above ground pool!

1355 1st Avenue, Deland
$925,000
4 Beds ⋅ 4 Baths ⋅ Pattillo Sub 1702 SubDv. ⋅ 32724 Zip Code
Luxury, Space & Florida Living All in One Welcome to this stunning 2-story contemporary home nestled on 3 beautiful acres, offering the perfect blend of privacy, nature, and convenience in the heart of DeLand. This spacious home features an open and inviting layout with generous square footage, beautiful balconies to sit back and relax, and breathtaking views of the natural wildlife right outside your back door. Enjoy peaceful mornings with coffee or unwind in the evenings surrounded by nature — all while being just minutes from city conveniences. Step outside to your screened-in pool and expansive outdoor entertaining area, perfect for hosting family gatherings, weekend BBQs, or simply enjoying the Florida lifestyle year-round. Located near charming downtown DeLand, you’ll love the local boutiques, dining, festivals, and small-town charm while still being only a quick drive to area beaches, I-4, shopping, and entertainment. Conveniently close to schools of all grade levels and beautiful Stetson University. Features 2-Story Contemporary Home 3 Private Acres Screened-In Pool with Large Outdoor Entertaining Area and Spacious Interior & Balconies you are sure to see Wildlife & Natural Views Near Downtown, Beaches, Shopping & I-4 Close to Stetson University & Local Schools Experience the perfect combination of luxury, comfort, and location — where peaceful country-style living meets modern convenience.

530 N Blue Lake Avenue, Deland
$1,266,700
6 Beds ⋅ 5 Baths ⋅ New England Village SubDv. ⋅ 32724 Zip Code
Welcome to 2660 Winnemissett Oaks Drive, an extraordinary custom estate in one of DeLand’s most exclusive communities. Located on a quiet, dead-end street in Winnemissett Oaks, this 6-bedroom, 5-bath executive pool home offers 4,814 sq. ft. of luxurious living space, a 3-car garage with over 1,100 sq. ft., and a long list of upgrades designed for comfort, performance, and lifestyle.Set on 2.5 meticulously landscaped acres, the home makes a striking first impression with mature landscape architecture, raised garden beds with irrigation, and a fully fenced backyard. Inside, soaring ceilings and a bright, open layout welcome you in. A formal dining room, spacious family room with gas fireplace and custom built-ins, and a chef’s kitchen flow seamlessly into one another, making everyday living and entertaining effortless.The kitchen is a true centerpiece—featuring marble countertops, high-end appliances, soft-close custom cabinetry, and an ice machine. The primary suite on the main floor is a serene retreat with dual walk-in closets, a spa-style bathroom with double walk-in shower and soaking tub, and peaceful views of the pool area. A second flex suite with its own full bath offers the perfect space for a home office, guest quarters, or private study. Upstairs, you’ll find four additional bedrooms and three bonus rooms—ideal for a gym, media room, rec space, or creative studio.Outdoor living is truly elevated with a screen-enclosed pool and spa, surrounded by a double-height pool cage, recently resurfaced deck (July 2025), and a gas-heated hot tub—perfect for relaxing evenings or entertaining guests.This home is as efficient as it is beautiful. A solar panel system generating approximately 24 megawatt-hours per year keeps energy costs down while supporting sustainable living. Additional features include a whole-home water filtration system, water softener, electric vehicle charging station, and coastal storm shutters for peace of mind.The oversized 3-car garage offers plenty of room for vehicles, toys, and projects, complete with a lighted workbench and custom tool storage. Located just minutes from I-4 and downtown DeLand, this property is tucked into a private neighborhood with a low HOA of just $1,100/year. With a perfect balance of style, space, and smart living, 2660 Winnemissett Oaks Drive is more than a home—it’s a lifestyle opportunity. Come see what makes this custom estate truly one of a kind. **MLS Info is intended to be correct but is not guaranteed and all information must be verified by buyers.**

2660 Winnemissett Oaks Drive, Deland
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