Casselberrry/Winter Springs / Tuscawilla Homes with Cottage Architectural style

Welcome to the enchanting region of Casselberry, Winter Springs, and Tuscawilla, nestled in the heart of Seminole County, Florida. This picturesque area is known for its lush landscapes, vibrant community spirit, and a lifestyle that beautifully balances suburban tranquility with urban convenience. With its proximity to Orlando, residents can enjoy the best of both worlds—serene living with easy access to the excitement of theme parks, shopping, and dining.

One of the standout features of this region is its charming homes, particularly those designed in the delightful Cottage architectural style. These homes exude warmth and character, often featuring cozy front porches, steeply pitched roofs, and whimsical details that invite you to unwind and embrace the charm of everyday life. The Cottage style is perfect for those who appreciate a blend of traditional aesthetics and modern comfort, offering a welcoming atmosphere that feels like home from the moment you step inside.

In Winter Springs and Tuscawilla, you’ll find a variety of outdoor recreational opportunities, including beautiful parks, scenic trails, and pristine lakes, perfect for weekend picnics or leisurely strolls. The community hosts numerous events throughout the year, fostering a strong sense of belonging among residents.

Whether you’re a first-time homebuyer or looking to downsize, the Cottage homes in this area offer a unique charm that captures the essence of Florida living. Embrace the warmth of this community and discover your dream home in Casselberry, Winter Springs, or Tuscawilla today!

Newest Casselberrry/Winter Springs / Tuscawilla Homes with Cottage Architectural style

$520,000

4 Beds ⋅ 3 Baths ⋅ Deer Run Unit 20 SubDv. ⋅ 32708 Zip Code

PAID-OFF SOLAR + 2018 ROOF + WHOLE-HOME 10Gb ETHERNET all on a corner lot in the heart of Winter Springs! Welcome to 440 Buckskin Court, a 4-bedroom, 2.5-bath home in the established Deer Run community with the kind of character and charm you do not find in your average Florida home. Set on a spacious corner lot with fresh landscaping and a brand-new fence, this home blends classic curb appeal, thoughtful updates, and a location that makes everyday life easy. Inside, you’ll find an open floor plan with engineered hardwood flooring, a wood-burning fireplace, and a warm, inviting feel that makes the home instantly memorable. Whether you are hosting friends, working from home, cozying up by the fireplace, or settling into your daily routine, this home offers the space and flexibility to fit the way you actually live. One of the biggest perks? The paid-off 15kW solar system, giving you energy efficiency without the extra payment, so you can run your AC all summer long and enjoy Florida living a little more comfortably. The home also features a 2018 roof, whole-home fiber terminal, and 10Gb wired Ethernet in every room, making it a great fit for remote work, streaming, gaming, and connected living. The owner’s suite has been thoughtfully updated with a new shower and a custom closet with abundant storage. Additional upgrades like the smart thermostat with remote sensors, updated irrigation system, hardwired smoke detectors, GFIs in wet areas, and shower vent fans add convenience and peace of mind without taking away from the home’s personality. Located minutes from the 417, Red Bug Lake Road, Tuskawilla Road, parks, shopping, dining, and highly regarded Seminole County schools, this home puts you right in the middle of what makes Winter Springs so loved. Updated, charming, energy-efficient, and full of personality — 440 Buckskin Court is ready to welcome you home.

440 Buckskin Court, Winter Springs

$399,900

3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 1 SubDv. ⋅ 32708 Zip Code

Very well maintained home in Tuscawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners. Replace all appliance, the roof was replaced last year, house been re-plombe, have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature, trail are walking distance from the home. Walk to Trotwood Park and to Tuscawilla Country Club for a round of golf or tennis or to just socialize at the café and bar. This is a great opportunity to own an adorable low maintenance single-family home in the most affordable sought-after Country Club community in Seminole county. A rated school district! Short drive to Oviedo Marketplace and restaurants! Seller willing to contribute $2000 towards closing costs!! Don't miss this opportunity!! --

724 Barrington Circle, Winter Springs

Start Your Search