Homes under $300K in Winter Garden, FL

80 for sale · 215 homes listed · Updated November 9, 2026 · Page 2 of 5

• 14501 Grove Resort Avenue #1612, Winter Garden 34787 $189,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 Grove Resort Avenue #3403, Winter Garden 34787 $170,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 Grove Resort Avenue #2214, Winter Garden 34787 $235,000 · 2 bd · 2 ba · 1,375 sqft
• 170 Windtree Lane, Winter Garden 34787 $204,900 · 2 bd · 2 ba · 918 sqft
• 988 Stucki Terrace, Winter Garden 34787 $230,000 · 3 bd · 3 ba · 1,216 sqft
• 1422 Basin Street, Winter Garden 34787 $260,000 · 4 bd · 1 ba · 880 sqft
• 14501 Grove Resort Avenue #3401, Winter Garden 34787 $179,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 Grove Resort Avenue #3611, Winter Garden 34787 $199,900 · 3 bd · 2 ba · 1,396 sqft
• 14501 Grove Resort Avenue #3406, Winter Garden 34787 $169,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 Grove Resort Avenue #2119, Winter Garden 34787 $185,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 Grove Resort Avenue #2530, Winter Garden 34787 $215,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 Grove Resort Avenue #2532, Winter Garden 34787 $275,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 Grove Resort Avenue #3642, Winter Garden 34787 $290,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 Grove Resort Avenue #2219, Winter Garden 34787 $269,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 Grove Resort #2304, Winter Garden 34787 $165,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 Grove Resort Avenue #2539, Winter Garden 34787 $163,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 Grove Resort Avenue #3631, Winter Garden 34787 $164,900 · 2 bd · 2 ba · 1,375 sqft
• 341 Southern Pecan Circle #202, Winter Garden 34787 $210,000 · 1 bd · 1 ba · 738 sqft
• 14501 Grove Resort Avenue #1218, Winter Garden 34787 $235,000 · 2 bd · 2 ba · 1,265 sqft
• 1069 Mildred Dixon Way, Winter Garden 34787 $275,000 · 3 bd · 2 ba · 1,036 sqft
• 1300 Eastern Pecan Place #208, Winter Garden 34787 $298,500 · 3 bd · 2 ba · 1,453 sqft
• 345 East Maple Street, Winter Garden 34787 $295,000 · 2 bd · 1 ba · 556 sqft
• 15613 Boggy Oak Circle #110a, Winter Garden 34787 $299,900 · 2 bd · 2 ba · 1,216 sqft
• 14501 Grove Resort Avenue #1440, Winter Garden 34787 $159,999 · 2 bd · 2 ba · 1,375 sqft
• 87 Windtree Lane #K, Winter Garden 34787 $189,000 · 2 bd · 2 ba · 918 sqft
• 14501 Grove Resort Avenue #3239, Winter Garden 34787 $165,000 · 2 bd · 2 ba · 1,375 sqft
• Listing-10681641388, Winter Garden 34787 $239,900 · 3 bd · 1 ba · 814 sqft
• 632 Lost Grove Circle, Winter Garden 34787 $5,000 · 4 bd · 3 ba · 2,888 sqft
• 705 London Bridge Road, Winter Garden 34787 $20,000 · 3 bd · 2 ba · 1,512 sqft
• 373 Eron Way #47, Winter Garden 34787 $163,000 · 2 bd · 2 ba · 840 sqft
• 14501 Grove Resort Avenue 2535, Winter Garden 34787 Pending $165,000 · 2 bd · 2 ba · 1,434 sqft
• 14501 Grove Resort Avenue 3524, Winter Garden 34787 Pending $299,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 Grove Resort Avenue 3523, Winter Garden 34787 Pending $200,000 · 2 bd · 2 ba · 1,265 sqft
• 110 Windtree Lane 202, Winter Garden 34787 Pending $199,900 · 2 bd · 2 ba · 918 sqft
• 1105 Lincoln Terrace, Winter Garden 34787 Pending $255,000 · 3 bd · 1 ba · 814 sqft
• 14501 Grove Resort Avenue 1726, Winter Garden 34787 Pending $174,999 · 2 bd · 2 ba · 1,265 sqft
• 122 Windtree Lane O, Winter Garden 34787 Pending $229,900 · 2 bd · 2 ba · 918 sqft
• 27 Windtree Lane #102, Winter Garden 34787 Pending $219,990 · 2 bd · 2 ba · 918 sqft
• 14501 Grove Resort Avenue #2542, Winter Garden 34787 Pending $205,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 Grove Resort Avenue #3636, Winter Garden 34787 Pending $175,000 · 2 bd · 2 ba · 1,434 sqft
• 1286 Winter Green Way, Winter Garden 34787 Active Under Contract $219,900 · 2 bd · 2 ba · 1,144 sqft
• 317 Southern Pecan Circle 102, Winter Garden 34787 Active Under Contract $225,000 · 1 bd · 1 ba · 738 sqft
• 14501 Grove Resort Avenue 3621, Winter Garden 34787 Active Under Contract $174,950 · 2 bd · 2 ba · 1,375 sqft
• 14501 Grove Resort Avenue 2315, Winter Garden 34787 Active Under Contract $180,000 · 2 bd · 2 ba · 1,265 sqft
• 1008 Stucki Terrace, Winter Garden 34787 Active Under Contract $215,000 · 2 bd · 2 ba · 814 sqft
• 142 Southern Pecan Circle 205, Winter Garden 34787 Active Under Contract $297,900 · 3 bd · 2 ba · 1,453 sqft
• 405 Southern Pecan Circle 108, Winter Garden 34787 Active Under Contract $244,000 · 2 bd · 2 ba · 1,152 sqft
• 130 Southern Pecan Circle 103, Winter Garden 34787 Active Under Contract $259,000 · 2 bd · 2 ba · 1,152 sqft
• 1345 Winter Green Way, Winter Garden 34787 Active Under Contract $225,000 · 2 bd · 2 ba · 1,259 sqft
• 233 Southern Pecan Circle #101, Winter Garden 34787 Active Under Contract $219,900 · 2 bd · 1 ba · 966 sqft