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Home › Central Florida › Orlando Metro › Seminole County › Winter Springs › Pool Homes

Winter Springs Pool Homes for Sale

Florida's nearly year round warm weather makes a pool a must have feature for many Florida home buyers. Winter Springs offers many homes that feature a private swimming pool and/or spa. Below is a list of all currently available pool homes in Winter Springs.

Winter Springs Pool Homes for Sale

1112 Orange Avenue, Winter Springs image
1112 Orange Avenue, Winter Springs $3,998,000 ▼

Opportunities like this are almost impossible to find in Central Florida. Situated on 5.33 pristine lakefront acres with no HOA, this extraordinary estate is commercially...

  • 5 Beds
  • 7 Baths
  • Lake Jessup SubDv.
  • 32708 Zip Code
593 Dunmar Circle, Winter Springs image
593 Dunmar Circle, Winter Springs $3,799,000

Rare opportunity to own a private estate in the heart of Central Florida. Situated on nearly 6 acres in the prestigious Dunmar Estates community of Winter Springs, this e...

  • 7 Beds
  • 7 Baths
  • Dunmar Estates SubDv.
  • 32708 Zip Code
1447 Bird Road, Winter Springs image
1447 Bird Road, Winter Springs $2,625,000 ▼

Discover the pinnacle of secluded luxury in this brand-new, 8,000 SF estate, nestled in picturesque Winter Springs. From the moment you arrive, the custom glass French en...

  • 6 Beds
  • 6 Baths
  • Talis Crossing SubDv.
  • 32708 Zip Code
1281 Natures Way, Winter Springs image
1281 Natures Way, Winter Springs $1,200,000

Experience the beauty of city living on 2.3 acres in the highly desirable city of Winter Springs with no HOA—where open space, natural surroundings, and an equestrian fri...

  • 5 Beds
  • 4 Baths
  • Tuscawilla SubDv.
  • 32708 Zip Code
149 Cherry Creek Circle, Winter Springs image
149 Cherry Creek Circle, Winter Springs $1,120,000 ▼

Privately set within the exclusive gated community of Tuscawilla Reserve, this stunning custom estate delivers over 4,000 square feet of light-filled, designer-inspired l...

  • 5 Beds
  • 5 Baths
  • Reserve At Tuscawilla Ph 1 The SubDv.
  • 32708 Zip Code
120 E Bahama Road, Winter Springs image
120 E Bahama Road, Winter Springs $1,049,000 ▼

Mid-Century Modern Paradise!! A Beautiful, well-designed home with spectacular architecture offering privacy, space, and long-term versatility on a rare 2.22-acre lot wi...

  • 4 Beds
  • 3 Baths
  • Bahama Ranches SubDv.
  • 32708 Zip Code
1815 Seneca Boulevard, Winter Springs image
1815 Seneca Boulevard, Winter Springs $989,000 ▼

Welcome to this beautifully reimagined 5-bedroom, 3 full bath, 2 half bath pool home located in the highly sought-after Chelsea Woods community of Tuscawilla. Blending ti...

  • 5 Beds
  • 5 Baths
  • Tuscawilla Unit 14b SubDv.
  • 32708 Zip Code
230 E Panama Road, Winter Springs image
230 E Panama Road, Winter Springs $850,000 ▼

Motivated Seller! This custom 4 bedroom, 2.5 bathroom pool home nestled on a gated 2.6 acres in the sought-after Ranchlands Community is a must see! The 40ft long front ...

  • 4 Beds
  • 3 Baths
  • North Orlando Ranches Sec 01 SubDv.
  • 32708 Zip Code
1669 Eagle Nest Circle, Winter Springs image
1669 Eagle Nest Circle, Winter Springs $825,000

Welcome to this beautifully updated Florida executive pool home in sought-after Glen Eagle community of Winter Springs. On a spacious lot with a private fenced backyard, ...

  • 4 Beds
  • 4 Baths
  • Glen Eagle Unit 2 SubDv.
  • 32708 Zip Code
330 Hayes Road, Winter Springs image
330 Hayes Road, Winter Springs $820,000 ▼

Located on 2 acres with R-1AA zoning, this property offers space, flexibility, and privacy while still being conveniently close to everyday essentials. Ideal for those lo...

  • 4 Beds
  • 2 Baths
  • North Orlando Ranches Sec 04 SubDv.
  • 32708 Zip Code
510 Sonata Court, Winter Springs image
510 Sonata Court, Winter Springs $799,900 ▼

SELLER MOTIVATED!! Make OFFER! Freshly Painted Exterior and Interior! Walk in and feel instantly at home! This beautifully renovated 4-bedroom, 3-bathroom triple-split...

  • 4 Beds
  • 3 Baths
  • Seville Chase SubDv.
  • 32708 Zip Code
1209 Deer Run Drive, Winter Springs image
1209 Deer Run Drive, Winter Springs $749,000 ▼

Beautiful 5 bedroom, 3 full bath home, in highly sought after Tuscawilla golf community, on a large lot with desirable side entry 2-car garage. The home boast neutral pai...

  • 5 Beds
  • 3 Baths
  • Winter Spgs Unit 4 SubDv.
  • 32708 Zip Code
124 Blue Creek Drive, Winter Springs image
124 Blue Creek Drive, Winter Springs $725,000 ▼

Welcome to this 5 bedroom, 3 bathroom pool home in the highly desirable Tuskawilla neighborhood of Chestnut Estates. This home offers open-concept living with pool access...

  • 5 Beds
  • 3 Baths
  • Chestnut Estates Ph 1 SubDv.
  • 32708 Zip Code
1838 Seneca Blvd, Winter Springs image
1838 Seneca Blvd, Winter Springs $699,900 ▼

Rare opportunity to own a spacious pool home on a private 2.1-acre conservation homesite in the highly desirable Chelsea Woods section of Tuscawilla. Offering 4 bedrooms,...

  • 4 Beds
  • 3 Baths
  • Tuscawilla Unit 14b SubDv.
  • 32708 Zip Code
216 Tavestock Loop, Winter Springs image
216 Tavestock Loop, Winter Springs $630,000 ▼

Welcome to this beautifully maintained 5-bedroom, 2-bath pool home in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tr...

  • 5 Beds
  • 2 Baths
  • Parkstone SubDv.
  • 32708 Zip Code
1204 Swan Street, Winter Springs image
1204 Swan Street, Winter Springs $624,000

Rare opportunity in the heart of Winter Springs! Situated on an expansive 0.72-acre lot with NO HOA, this unique 4-bedroom, 2.5-bath pool home offers endless potential fo...

  • 4 Beds
  • 3 Baths
  • Winter Spgs Unit 4 SubDv.
  • 32708 Zip Code
749 Willow Run Lane, Winter Springs image
749 Willow Run Lane, Winter Springs $610,000 ▼

Spacious and well-maintained 4-bedroom, 3-bath home in a highly sought after neighborhood! The owner's suite includes a walk-in closet and granite vanity, while the addit...

  • 4 Beds
  • 3 Baths
  • Willow Run SubDv.
  • 32708 Zip Code
30 Sable Court, Winter Springs image
30 Sable Court, Winter Springs $569,000 ▼

REDUCED! Beautiful Executive 4 bedroom POOL home in Tuscawilla Country Club Golf Community! NO HOA! Mediterranean feel with wrought iron accents and courtyard. Huge Kitch...

  • 4 Beds
  • 3 Baths
  • Winter Spgs Unit 4 SubDv.
  • 32708 Zip Code
324 Ringwood Circle, Winter Springs image
324 Ringwood Circle, Winter Springs $559,000

Don’t miss your chance to own this luxury 4-bedroom, 2-bath pool home retreat in the highly sought-after Tuscawilla Forest. Beautifully designed for everyday living and c...

  • 4 Beds
  • 2 Baths
  • Deer Run Unit 21a SubDv.
  • 32708 Zip Code
1134 Seafarer Lane, Winter Springs image
1134 Seafarer Lane, Winter Springs $520,000

Paradise found, and a gardener's dream! This one owner home has been meticulously maintained! The first thing you will see when you walk in the front door is the amazing ...

  • 3 Beds
  • 2 Baths
  • Oak Forest Unit 8 SubDv.
  • 32708 Zip Code
1200 Royal Oak Drive, Winter Springs image
1200 Royal Oak Drive, Winter Springs $499,999 ▼

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 ba...

  • 3 Beds
  • 3 Baths
  • Fairway Oaks Unit 1 SubDv.
  • 32708 Zip Code
472 Dewars Court, Winter Springs image
472 Dewars Court, Winter Springs $499,900

Welcome to 472 Dewars Court, a beautifully maintained 4-bedroom, 2.5-bath pool home offering over 2,200 square feet of living space in one of Winter Springs' most desirab...

  • 4 Beds
  • 3 Baths
  • Highland Lake Ph 2 SubDv.
  • 32708 Zip Code
1055 Chesterfield Circle, Winter Springs image
1055 Chesterfield Circle, Winter Springs $499,900 ▼

Beautiful pool home located in the highly desirable Amherst community of Winter Springs! Situated on an oversized .34-acre lot, this well-maintained 3-bedroom, 2-bath hom...

  • 3 Beds
  • 2 Baths
  • Amherst SubDv.
  • 32708 Zip Code
114 Stone Gable Circle, Winter Springs image
114 Stone Gable Circle, Winter Springs $479,000 ▼

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 ...

  • 3 Beds
  • 2 Baths
  • Stone Gable SubDv.
  • 32708 Zip Code
1454 King Court, Winter Springs image
1454 King Court, Winter Springs $460,000 ▼

Welcome to 1454 King Court - this is an ideal POOL home or rental property for those seeking an updated living space. This renovated home has 3 bedrooms with 2 bathrooms...

  • 3 Beds
  • 2 Baths
  • Wedgewood Tennis Villas SubDv.
  • 32708 Zip Code
877 Benchwood Drive, Winter Springs image
877 Benchwood Drive, Winter Springs $445,000 ▼

Inviting curb appeal welcomes you into this beautifully maintained Winter Springs pool home tucked within the peaceful established subdivision of Oak Forest. Step inside ...

  • 3 Beds
  • 2 Baths
  • Oak Forest Unit 3 SubDv.
  • 32708 Zip Code
963 Sequoia Drive, Winter Springs image
963 Sequoia Drive, Winter Springs $425,000 ▼

Virtually Staged. Discover 963 Sequoia Dr, recently updated with fresh interior paint and partial flooring replacement throughout the residence. The kitchen includes all ...

  • 3 Beds
  • 2 Baths
  • Oak Forest Unit 2b SubDv.
  • 32708 Zip Code
872 Falkirk Drive, Winter Springs image
872 Falkirk Drive, Winter Springs $424,997 ▼

PRICE IMPROVED + SELLER CONTRIBUTES TO CLOSING COSTS!, BACK ON THE MARKET DUE TO BUYERS FINANCING FALL TROUGH!! Updated Pool Home in Winter Springs | Seminole County | ...

  • 3 Beds
  • 2 Baths
  • Highlands Sec 1 SubDv.
  • 32708 Zip Code
1024 Dinero Drive, Winter Springs image
1024 Dinero Drive, Winter Springs $409,000 ▼

Beautiful 3-bedroom, 2-bath pool/spa home located in the highly desirable Sunrise Estates in Winter Springs, featuring a split floor plan on nearly ¼ acre with no front n...

  • 3 Beds
  • 2 Baths
  • Sunrise Estates Unit 2 SubDv.
  • 32708 Zip Code
203 Sweetgum, Winter Springs image
203 Sweetgum, Winter Springs $399,000 ▼

This meticulously maintained home offers an impressive combination of recent upgrades, thoughtful features, and exceptional outdoor living. The curb appeal is enhanced by...

  • 3 Beds
  • 2 Baths
  • North Orlando Terrace Unit 2 Sec 8 SubDv.
  • 32708 Zip Code
629 Alton Road, Winter Springs image
629 Alton Road, Winter Springs $384,900

Welcome to this charming 3-bedroom, 2-bathroom home in the desirable North Orlando Ranches neighborhood. This home features a classic, traditional floor plan that provide...

  • 3 Beds
  • 2 Baths
  • North Orlando Ranches Sec 02 SubDv.
  • 32708 Zip Code
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Realtor David MyersDavid Myers 407-801-3286
Your Winter Springs Real Estate Expert

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