Waterfront homes for sale & real estate in Winter Springs, FL

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ABOUT THIS HOME
Waterfront Home for sale in Winter Springs, FL:
Beautiful 4-bedroom POOL home with awesome pond front in the exclusive gated community of Parkstone! Formal Living, Dining, and Family rooms. Spacious eat-in kitchen with stainless steel appliances. Large owner's suite with huge closet and elegant garden tub and separate shower. High ceilings and tile flooring throughout house. One story home. New AC. Laundry room. Covered screened-in back porch with POOL and stunning view of the pond. 2 car garage. Roof about 5 years old. HOA mows yard. House is on a CUL-DE-ac so very quiet. Enjoy the community pool, splash pad, tennis courts, playground, and fishing pier. Near the Seminole Trail for biking and walking as well as Central Winds Park/dog par

$499,900

3 beds2 baths1,947 sq ft

1013 Walnut Creek Cv, Winter Springs, FL 32708

Gated community • Community pool • Tennis courts

ABOUT THIS HOME
Waterfront Home for sale in Winter Springs, FL:
WELCOME HOME to 337 Twelve Oaks Drive! This stunning Wisteria II Model offers 5 bedrooms, 3.5 bathrooms, and 3,660 square feet of beautifully maintained living space, perfectly positioned on an oversized . 25-acre premium waterfront lot in the sought-after Winding Hollow community of Winter Springs. From the moment you arrive, you'll appreciate the lush landscaping, exceptional curb appeal, and pride of ownership throughout this immaculate home. Inside, an abundance of thoughtful upgrades and elegant finishes create the perfect blend of comfort, style, and functionality. The renovated gourmet kitchen is truly the heart of the home, featuring floor-to-ceiling custom cabinetry, quartz coun

$785,000

5 beds3.5 baths3,660 sq ft

337 Twelve Oaks Dr, Winter Springs, FL 32708

Custom cabinetry • Quartz countertops • Plantation shutters

ABOUT THIS HOME
Waterfront Home for sale in Winter Springs, FL:
Virtually Staged. Welcome home to this absolutely charming and move-in-ready 2-bedroom, 2-bathroom home nestled in one of the most desirable areas of Winter Springs! From the moment you arrive, you'll appreciate the countless updates, beautiful wood beams and inviting curb appeal that make this home truly special. Major improvements provide peace of mind, including a 4-year-old roof, brand-new water heater, new flooring throughout, fresh interior and exterior paint, new appliances, and all-new light fixtures and ceiling fans. The beautifully updated kitchen offers modern style and functionality, while both bathrooms have been thoughtfully remodeled with today's buyer in mind. The spacious a

$399,900

2 beds2 baths1,812 sq ft

717 Adidas Rd, Winter Springs, FL 32708

Water views • Bonus room • Updated kitchen

ABOUT THIS HOME
Waterfront Home for sale in Winter Springs, FL:
Experience maintenance-free living in the heart of Winter Springs at Jesup's Reserve, where charming streetscapes, walkability, and everyday convenience come together. Perfectly positioned with peaceful pond views from the front porch and both upper-level balconies, this three-story townhome offers over three levels of thoughtfully designed living space just steps from Winter Springs Town Center. The versatile floor plan begins with a private first-floor bedroom and full bath—ideal for guests, multigenerational living, or a home office. Upstairs, the expansive main living level is designed for entertaining, featuring an open-concept living and dining area that flows seamlessly into th

$387,500

3 beds3.5 baths1,872 sq ft

227 Mcleods Way, Winter Springs, FL 32708

Peaceful pond views • Primary retreat • Open concept living

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Winter Springs, FL:
Welcome to the beautiful, tree-lined, gated community of Barclay Reserve. This 3 bedroom, 2.5 bathroom, end unit townhome is offered fully furnished and move in ready. Brand new A/C July 2025, new refrigerator April 2025 and new washer & dryer May of 2023. Enjoy a waterfront view with the soothing fountain sound from the living space and two bedrooms. Both the original owner and current owner used the property as a second home which means less wear and tear. The property is less than 10 minutes away from Ovideo on the Park and 15 minutes away from UCF, making the home a perfect purchase for parents needing student housing. It’s only 2 minutes from SR-417 for easy access to t

$339,900

3 beds2.5 baths1,602 sq ft

617 Pinebranch Cir, Winter Springs, FL 32708

Gated community • Waterfront view • Move in ready

Property at 1112 Orange Ave, Winter Springs, FL 32708, 5 beds, 6.5 baths

$3,700,000

5 beds6.5 baths8,685 sq ft

1112 Orange Ave, Winter Springs, FL 32708

Property at 1824 Lake St, Oviedo, FL 32765, 8 beds, 6 baths

$850,000

8 beds6 baths3,400 sq ft

1824 Lake St, Oviedo, FL 32765

Property at 4910 E Lake Dr, Winter Springs, FL 32708, 3 beds, 3 baths

$2,299,000

3 beds3 baths3,657 sq ft

4910 E Lake Dr, Winter Springs, FL 32708

Property at 628 Silver Creek Dr, Winter Springs, FL 32708, 5 beds, 3.5 baths

$824,900

5 beds3.5 baths3,184 sq ft

628 Silver Creek Dr, Winter Springs, FL 32708

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ABOUT THIS HOME
Waterfront Home for sale in Winter Springs, FL:
Virtually Staged. LOCATION, LOCATION, LOCATION!! Adorable and affordable 1-bedroom, 1-bath, second-floor condo located in the desirable LAKEFRONT community of Marbeya Club on Lake Howell. This well-maintained home features bright, open living spaces with New DOUBLE-PANE; LOW-E, (With TRANSFERABLE WARRANTY) front WINDOWS and back SLIDING GLASS DOOR leading to a spacious screened-in porch for that morning cup of coffee or a peaceful evening relaxing, not to mention Cooling and Heating SAVINGS. Ceramic tile flooring throughout the Condo for easy cleaning. A full-size washer and dryer are included in a dedicated laundry room off the porch, providing additional storage space. 2026 New Windows an

$169,000

1 bed1 bath781 sq ft

1158 Calle Del Norte Unit C, Casselberry, FL 32707

New electrical panel • New roof • $385 HOA

FLOOR PLAN

ABOUT THIS HOME
Waterfront Home for sale in Winter Springs, FL:
Virtually Staged. Welcome to a home where distinctive architecture, generous living space, and an established Casselberry setting come together in something anything but ordinary. This 4-bedroom, 2 bath home is wood-frame A frame giving more than 2,000 sqft of character filled living space, with soaring lines and spacious interior designed for gathering, entertaining, and everyday living. Step outside and the property resembles even more. Spend Florida days by the pool, gather around the fire pit in the evenings, or take advantage of direct access to Lake Marie from your backyard. Pick limes and pineapple from backyard plants adding a little to this wonderful landscape. Tucked along a quiet

$464,000

3 beds3 baths2,012 sq ft

1319 Quintuplet Dr, Casselberry, FL 32707

Wood-frame a frame • 0.6 acre lot • 2 garage spots

FLOOR PLAN

ABOUT THIS HOME
Waterfront Home for sale in Winter Springs, FL:
At 2935 Willow Bay Terrace, Casselberry living is connected to parks, schools, transportation, shopping, dining, and major Central Florida routes. Red Bug Lake Park is approximately one mile away, offering a nearby destination for fresh air, recreation, and time outdoors. Socrates Preparatory School is about 1.4 miles from the property, while the SR 436 and Lamplight Way bus stop is roughly 1.8 miles away. The Altamonte Springs train station is about 3.3 miles away, extending travel options for commutes and regional outings. Making its market debut, this two-story house delivers 3,376 square feet with four bedrooms and five bathrooms. The generous footprint creates room for everyday routine

$775,000

5 beds4.5 baths3,376 sq ft

2935 Willow Bay Ter, Casselberry, FL 32707

Central cooling • Stucco finish • Footing foundation

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Winter Springs, FL:
Virtually Staged. NOW OFFERED AT $915,000—BELOW ITS RECENT $920,000 APPRAISED VALUE! Discover waterfront living in the gated Chapman Lakes community of Oviedo. With nearly 3,900 square feet, picturesque pond views, a private saltwater pool, heated spa, screened lanai and outdoor kitchen, this home offers exceptional indoor-outdoor living. Inside, soaring ceilings, a dramatic double staircase, formal living and dining rooms, and French doors create an impressive welcome. The spacious kitchen features granite countertops, a large island, stainless steel appliances, gas cooking, abundant cabinetry and a wine refrigerator. A private office, upstairs loft and approximately 588-square-foot

$915,000

4 beds3 baths3,886 sq ft

2109 Wembley Pl, Oviedo, FL 32765

Water views • Heated spa • Granite countertops

ABOUT THIS HOME
Waterfront Home for sale in Winter Springs, FL:
Virtually Staged. Priced to Sell—and this one has a lot going for it! Don’t snooze on this uniquely situated 4-bedroom, 3-bath pool home in Oviedo’s Stillwater community. Sitting on a ¼-acre lot, this property feels more like ½ an acre thanks to the open side lot, community conservation area, and beautiful pond views. It’s the kind of setting that gives you extra breathing room without the extra maintenance! Even better? The big-ticket items have already been handled. Within the last three years, updates include the roof, A/C, water heater, replumbing, and pool equipment. Now it’s ready for your personal cosmetic touches to make it your own. Insi

$515,000

4 beds3 baths2,318 sq ft

823 Carrigan Ave, Oviedo, FL 32765

Private pool • Pond views • 0.28 acre lot

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Winter Springs, FL:
In Casselberry’s convenient 32707 area, 645 Deer Run Ct brings shopping, restaurants, major roads, Orlando-area attractions, and the airport within practical reach. All Faiths Memorial Park is about one mile away, providing nearby green space, while public transit options and the Altamonte Springs train station expand connections around Central Florida. Newly listed for sale, this four-bedroom, two-bathroom house offers 1,782 square feet and a spacious floor plan designed for flexibility. Select high ceilings enhance the open feeling, allowing living and dining areas to adapt easily for everyday routines, remote work, hobbies, or gatherings with friends and family. The kitchen pairs h

$440,000

4 beds2 baths1,782 sq ft

645 Deer Run Ct, Casselberry, FL 32707

Nearby green space • Convenient area • High ceilings

Property at 390 Frances Ave, Casselberry, FL 32707, 3 beds, 2 baths

$395,000

3 beds2 baths1,572 sq ft

390 Frances Ave, Casselberry, FL 32707

Property at 1220 Prestige Pt, Oviedo, FL 32765, 4 beds, 3 baths

$1,200,000

4 beds3 baths3,624 sq ft

1220 Prestige Pt, Oviedo, FL 32765

Property at 2622 Lake Howell Ln, Winter Park, FL 32792, 4 beds, 3 baths

$3,750,000

4 beds3 baths3,377 sq ft

2622 Lake Howell Ln, Winter Park, FL 32792

Property at 1005 Mare Way, Oviedo, FL 32765, 3 beds, 3 baths

$735,000

3 beds3 baths2,499 sq ft

1005 Mare Way, Oviedo, FL 32765

Property at 2612 Ravencliffe Ter, Oviedo, FL 32765, 6 beds, 5.5 baths

$1,250,000

6 beds5.5 baths5,004 sq ft

2612 Ravencliffe Ter, Oviedo, FL 32765

Property at 417 Georgetown Dr #417, Casselberry, FL 32707, 2 beds, 1.5 baths

$185,000

2 beds1.5 baths1,120 sq ft

417 Georgetown Dr #417, Casselberry, FL 32707

Property at 1915 E Lake Dr, Casselberry, FL 32707, 4 beds, 3 baths

$399,900

4 beds3 baths2,118 sq ft

1915 E Lake Dr, Casselberry, FL 32707

Property at 4008 W Maryland Pl, Casselberry, FL 32707, 2 beds, 2 baths

$224,500

2 beds2 baths1,166 sq ft

4008 W Maryland Pl, Casselberry, FL 32707

Property at 1158 Carmel Cir #430, Casselberry, FL 32707, 3 beds, 2 baths

$249,900

3 beds2 baths1,876 sq ft

1158 Carmel Cir #430, Casselberry, FL 32707

Property at 872 Bay Lake Ct, Casselberry, FL 32707, 3 beds, 3 baths

$369,900

3 beds3 baths1,406 sq ft

872 Bay Lake Ct, Casselberry, FL 32707

Property at 229 Whitesand Ct, Casselberry, FL 32707, 5 beds, 3.5 baths

$599,000

5 beds3.5 baths3,370 sq ft

229 Whitesand Ct, Casselberry, FL 32707

Property at 1133 Bella Lago Cv, Winter Park, FL 32792, 3 beds, 2 baths

$1,999,900

3 beds2 baths1,765 sq ft

1133 Bella Lago Cv, Winter Park, FL 32792

Property at 2624 Tuscarora Trl, Maitland, FL 32751, 3 beds, 2 baths

$785,500

3 beds2 baths1,959 sq ft

2624 Tuscarora Trl, Maitland, FL 32751

Property at Mecca Hammock Trl, Sanford, FL 32773

$375,000

Land4.16 acres (lot)

Mecca Hammock Trl, Sanford, FL 32773

Based on information submitted to the MLS GRID as of Mon Oct 19 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Waterfront Homes for Sale in Winter Springs

There are currently 9 waterfront homes for sale in Winter Springs at a median listing price of $386K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winter Springs stay on the market for 68 days and receive 1 offers. Popular neighborhoods include Sunrise, Highlands, Deer Run, North Orlando, and Tuscawilla. This map is refreshed with the newest listings in Winter Springs every 15 minutes.

In the past month, 38 homes have been sold in Winter Springs. In addition to houses in Winter Springs, there were also 16 condos, 44 townhouses, and 1 multi-family unit for sale in Winter Springs last month. Winter Springs is a not walkable city in Florida with a Walk Score of 16. Winter Springs is home to approximately 33,013 people and 3,338 jobs. Find your dream home in Winter Springs using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winter Springs are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winter Springs. Our Winter Springs real estate stats and trends will give you more information about home buying and selling trends in Winter Springs. If you're looking to sell your home in the Winter Springs area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winter Springs with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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