Deland Homes with Shade Shutter(s) Exterior Features

Welcome to DeLand, Florida – a charming city nestled in the heart of Volusia County, where Southern hospitality meets vibrant community spirit. Known as the "Athens of Florida," DeLand is steeped in history and culture, boasting a picturesque downtown area filled with unique shops, delightful eateries, and art galleries. The city is also home to Stetson University, which adds a youthful energy and a wealth of educational opportunities to the area. With its beautiful parks, scenic waterways, and rich heritage, DeLand offers a perfect blend of small-town charm and modern conveniences.

One of the most appealing features of homes in DeLand is their exterior charm, particularly those adorned with shade shutters. These delightful architectural elements not only enhance the aesthetic appeal of the property but also provide practical benefits. Shade shutters are designed to protect your windows from the harsh Florida sun, helping to keep your home cool and energy-efficient. They add a touch of character to the exterior, creating a warm and inviting atmosphere that reflects the beauty of DeLand’s surroundings.

Whether you’re a first-time homebuyer or looking to invest in a charming property, homes with shade shutters in DeLand offer an ideal combination of style and functionality. Embrace the relaxed lifestyle of this enchanting city, where you can enjoy outdoor activities, cultural events, and a close-knit community. Discover your perfect home in DeLand today, and let the inviting charm of this city welcome you home!

Newest Deland Homes with Shade Shutter(s) Exterior Features

$214,900

2 Beds ⋅ 2 Baths ⋅ Southridge Condo Apts B SubDv. ⋅ 32724 Zip Code

Wonderful opportunity to enjoy the best of both worlds! The feeling of a single family home with the maintenance free living of a condo. This 2 BR/ 2 BA home is a condo that feels like a single family home although technically a duplex... designed with privacy in mind! All on ONE level with great features and square footage. Incredible design... To enter your home... you enter through a private common entrance only shared by one other owner... this then leads you access to your personal front door. This unique design provides privacy and extra peace of mind. The primary room has a full bath en suite. Updates through out. Move in and start enjoying! Very low HOA that covers grounds maintenance and future exterior maintenance. Lock the door and travel or just enjoy you time with out the extra yard work! Huge covered porch adds to the living space and provides relaxing beautiful view!

720 S Hill Avenue Unit 8B, Deland

$1,149,000

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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