Casselberrry/Winter Springs / Tuscawilla Homes with Pool View

Casselberrry/Winter Springs / Tuscawilla Homes with Pool View

Welcome to the enchanting region of Casselberry, Winter Springs, and Tuscawilla—an idyllic corner of Seminole County, Florida, where suburban charm meets natural beauty. Nestled just north of Orlando, this area boasts a unique blend of serene residential neighborhoods, lush parks, and vibrant community life. With its top-rated schools, convenient shopping, and easy access to major highways, it’s no wonder that families and professionals alike are drawn to this picturesque locale.

One of the most alluring features of homes in this region is the availability of properties with stunning pool views. Imagine waking up each morning to the gentle shimmer of water and the soothing sound of splashing waves, all from the comfort of your own backyard. These homes offer an inviting oasis for relaxation and entertainment, perfect for hosting summer barbecues or enjoying a quiet evening under the stars.

The Tuscawilla area, known for its beautiful golf courses and scenic landscapes, enhances the appeal of homes with pool views. Residents can enjoy not only their private retreats but also the communal amenities that foster a strong sense of community. From leisurely strolls along the scenic trails of the nearby parks to engaging in local events, there’s always something to do.

Whether you’re seeking a family-friendly neighborhood or a tranquil escape, the Casselberry, Winter Springs, and Tuscawilla region offers homes that perfectly blend comfort and style, all with the added luxury of a pool view. Discover your dream home in this charming area, and experience the best of Florida living!

Newest Casselberrry/Winter Springs / Tuscawilla Homes with Pool View

$1,085,000
5 Beds ⋅ 5 Baths ⋅ Reserve At Tuscawilla Ph 1 The SubDv. ⋅ 32708 Zip Code
NEW PRICE! Luxury living awaits in this custom pool home located within Tuscawilla Reserve, an exclusive gated community in Winter Springs, Florida. Offering more than 4,000 square feet of living space, this impressive estate features five bedrooms, five full bathrooms, a private office or bonus room, a three-car side-entry garage, and a flexible floor plan designed for modern living. The heart of the home is the spectacular two-story kitchen and family room, where soaring ceilings and expansive windows fill the space with natural light and frame views of the pool and backyard. Sleek wood flooring flows throughout the main living areas, creating a warm, open setting for everyday living and entertaining. The chef’s kitchen features JennAir appliances, double ovens, a convection oven and microwave combination, an oversized granite island, a built-in buffet with an integrated wine refrigerator, and a large walk-in pantry. With abundant counter space, storage, and seating, the kitchen serves as both a functional workspace and a striking centerpiece of the home. The thoughtfully designed floor plan offers excellent flexibility for families, guests, remote work, and multigenerational living. The upstairs retreat includes an additional bedroom, full bathroom, and expansive flex space that can be used as a media room, playroom, second office, fitness area, or private guest suite. Outside, enjoy a private backyard oasis with a sparkling pool and spa, new pool heater, mature landscaping, and a fully fenced yard. The spacious outdoor setting offers privacy while providing plenty of room for relaxing, entertaining, and enjoying the Florida lifestyle. Additional features include a whole-house water softener, generous storage, expansive living areas, and a three-car side-entry garage. Tuscawilla Reserve is conveniently located near the Seminole Trail and Tuscawilla Country Club, offering nearby access to golf, tennis, swimming, dining, and social activities. Golf carts are a popular way to travel throughout the Tuscawilla community, adding to the neighborhood’s charm and convenience. The property is also zoned for highly regarded Seminole County schools and is convenient to shopping, dining, parks, and major Central Florida destinations. For buyers searching for a luxury home in Winter Springs, a gated community home with a pool, or a custom estate near Tuscawilla Country Club, this exceptional property offers space, privacy, natural light, and elevated indoor-outdoor living. Schedule your private showing and experience Tuscawilla Reserve living at its finest.

149 Cherry Creek Circle, Winter Springs
$479,000
3 Beds ⋅ 2 Baths ⋅ Stone Gable SubDv. ⋅ 32708 Zip Code
Welcome to the desirable city of Winter Springs, where 114 Stone Gable Cir sits on a beautiful corner lot with peaceful pond views to the rear and side of the home. Just minutes from shopping, restaurants, theme parks, major roads, and the airport, this move-in ready residence puts convenience right at your fingertips. Inside, 1,814 square feet of bright living space welcomes you with high ceilings and an open floor plan that flows naturally from room to room. Hard flooring runs throughout, keeping upkeep easy while adding a clean, modern look. The kitchen is ready for everything from casual breakfasts to weekend gatherings, featuring sleek granite countertops and stainless steel appliances. This thoughtfully designed home offers three comfortable bedrooms and two full bathrooms. The smart split layout tucks the primary bedroom away on its own side for added privacy, creating a quiet retreat at the end of the day, while two additional bedrooms provide flexible space for family, guests, or a home office. The real showstopper waits out back. Step onto the screened-in porch and enjoy your own private pool, perfect for cooling off under the Florida sun or relaxing as you take in the serene water views. The corner-lot setting adds extra elbow room and a sense of openness rarely found. With its prime location, modern finishes, and resort-style outdoor living, this Winter Springs gem checks every box. Schedule your private showing today and make it yours before it's gone!

114 Stone Gable Circle, Winter Springs
$199,900
2 Beds ⋅ 2 Baths ⋅ Cypress Club SubDv. ⋅ 32708 Zip Code
Great investment property!...Beautiful 2/2 townhome in highly desirable Cypress Club community in The Highlands of Winter Springs, located in close proximity to SR 434! **Freshly Painted with light and neutral colors throughout! Vaulted ceiling in the very spacious/huge... family/great room with a wood burning fireplace! Split bedroom floorplan, with one bedroom downstairs. Brand new ceiling fan in upstairs bedroom. Tub and shower combination and linen closets in both bathrooms. Tile flooring in the living areas and laminate in the bedrooms. **Brand New Lennox A/C system and a washer and dryer included! Screened and Covered porch and an outside storage closet for additional storage. Two pools: the Cypress Club Community pool, and The Highlands master community pool! Brand new roofs in the community, HOA covers building insurance and grounds maintenance. Two assigned parking spaces. The community offers a fabulous club house, nature walking trails, parks, playground and tennis courts. Located close to shops and restaurants and very close to SR 434, SR 17/92 and SR 417 for easy commuting.

497 Club Drive, Winter Springs
$485,000
3 Beds ⋅ 3 Baths ⋅ Fairway Oaks Unit 1 SubDv. ⋅ 32708 Zip Code
Welcome to the highly sought after Fairway Oaks at Tuscawilla community, where homes like this rarely come available! This spacious home features 3 bedrooms and 3 full bathrooms, 2,378 square feet of thoughtfully designed living space, and a private pool in the generously sized, fenced-in backyard oasis. As you enter through the private courtyard, discover the details that make this home so special. The luxury vinyl floors throughout the first floor are not only beautiful but designed for durability. The great room features a floor to ceiling wood burning stone fireplace, soaring cathedral ceilings, and stunning oversized windows which fill the home with natural light throughout. Granite countertops, a breakfast bar, ample storage, and ALL NEW black stainless-steel appliances are just some of the reasons you’ll love this kitchen, which flows naturally into the formal dining room. The first bedroom is situated downstairs, and includes its own ensuite full bathroom, perfect for those needing an in-law suite or multigenerational living. Upstairs you’ll find another full bathroom with a shower/tub combo, the second bedroom, and the primary suite. The primary bathroom includes a walk-in shower and separate bathtub, and the bedroom showcases a private balcony with recently updated flooring; the perfect place to relax and unwind while overlooking the 15th hole of the Tuscawilla golf course! At the back of the house an enclosed Florida room adds additional flex space to fit any lifestyle. Enjoy Florida living in the private pool and large fenced-in backyard, with peace of mind knowing that lawn care (front and back) is covered by the very reasonable, low-cost HOA! Additional features include a brand new washer, updated electric panel (2024), new vent fans in all 3 bathrooms, and UV lights installed in both AC intakes to improve the air quality throughout the house and increase energy efficiency. Zoned for some of the best schools Central Florida has to offer, just minutes away from the Oviedo Mall, and right around the corner from the Tuscawilla country club which offers a fitness center, tennis courts, a junior Olympic sized swimming pool, and an 18-hole golf course, you really can’t beat this location! Schedule a showing today!

1200 Royal Oak Drive, Winter Springs
$272,000
3 Beds ⋅ 2 Baths ⋅ Tuscany Place Ph 1 SubDv. ⋅ 32708 Zip Code
Very motivated sellers! Condo in Tuskawilla’s Tuscany Place •Discover comfort and convenience in Winter Springs’ Tuskawilla neighborhood. Tuscany Place is a gated community with a private pool, near Trotwood Park, Cross Seminole Trail, and top-rated schools. •Double Balcony (length of condo) •Corner unit with pool view •Updated kitchen w/stainless steel appliances •New water heater (2023) •New roof (2023) •New AC (2016) •Washer/dryer (2026) •Primary bedroom with walk-in closet, en-suite, and balcony access •Split floor plan for privacy. Seize this opportunity to own a beautifully updated condo in a prime location! FHA Approved Condo complex.

600 Northern Way Unit 1608, Winter Springs
$539,900
4 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code
REDUCED! Beautiful Executive 4 bedroom POOL home in Tuscawilla Country Club Golf Community! NO HOA! Mediterranean feel with wrought iron accents and courtyard. Huge Kitchen with island in the middle. All appliances. Hot water heater 2017. Lots of cabinet space. Spacious eat-in area beside kitchen. Formal Dining, Living room, and family room. Big Owners bedroom with walk-in closet and updated bath on right side of house. On the left side of the house 3 large bedrooms and Inside laundry room. Large Pool (updated to salt system) 8 feet deep. Big fenced yard. Screened in porch. Oversized 2 car side entrance garage (currently part of garage is an office but could easily be converted back). New electric panel. House PASSED 4 POINT INSPECTION and copy of report will be given to new Buyer. Community allows golf carts. Plenty of room to park jet skis, boats, and RV. Great location near shopping, restaurants, hospital, and major roads. Good schools. Country Club has golf, tennis, swimming, and dining membership. Trotwood park has basketball tennis and pickleball courts, soccer field, and covered picnic area. Many parks in neighborhood. Close to Seminole Trail for walking and bike riding. Move right in! Must See!

30 Sable Court, Winter Springs
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