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  1. School = Highlands Elementary
Details for 540 Seven Oaks Boulevard, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $570,000.00
  2. Price sqft: $148.44 / sqft
  3. Previous Price: $580,000
  4. Last Price Change: 08/03/25
  5. Days On Market: 90
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3840
  10. Acreage: 0.15 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2014
MLS#: O6305821
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Seven Oaks
  5. Elementary School: Highlands Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: SAND DOLLAR REALTY GROUP INC
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One or more photo(s) has been virtually staged. Step into a deluxe home designed to impress, a former model home, thoughtfully crafted to showcase the best in design and comfort. This stunning two sto
Details for 811 Gatehouse Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $497,900.00
  2. Price sqft: $182.65 / sqft
  3. Days On Market: 151
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2726
  8. Acreage: 0.30 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1978
MLS#: O6286220
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Highlands Sec 1
  5. Elementary School: Highlands Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: LOVELAND PROPERTIES
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A rare gem in a sought after location, this stunning single story ranch home sits on a nearly 1/3 acre homesite, nestled at the end of a peaceful cul de sac. This is your chance to own a slice of para
Details for 878 Elgin Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $440,000.00
  2. Price sqft: $219.12 / sqft
  3. Previous Price: $460,000
  4. Last Price Change: 07/16/25
  5. Days On Market: 48
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2008
  10. Acreage: 0.20 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1979
MLS#: S5129323
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Highlands Sec 1
  5. Elementary School: Highlands Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: LPT REALTY, LLC
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MOTIVATED SELLER Step into comfort and flexibility at 878 Elgin Dr in Winter Springs! This spacious home offers a rare layout with two master bedrooms, three full bathrooms, and plenty of room for ev
Details for 625 Nighthawk Circle, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $404,000.00
  2. Price sqft: $179.08 / sqft
  3. Previous Price: $414,000
  4. Last Price Change: 07/05/25
  5. Days On Market: 63
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2256
  10. Acreage: 0.16 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1991
MLS#: O6314797
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Greenspointe
  5. Elementary School: Highlands Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: NEXTHOME NEIGHBORHOOD REALTY
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This charming 3 bedroom, 2 bathroom single family home boasts a beautiful open plan. The kitchen has been recently remodeled and includes solid counter tops and back splatch. The appliances are all wi
Details for 742 Featherstone Lane, LAKE MARY, FL 32746
Townhome
  1. Price: $375,000.00
  2. Price sqft: $147.64 / sqft
  3. Previous Price: $380,000
  4. Last Price Change: 07/27/25
  5. Days On Market: 26
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2540
  10. Acreage: 0.07 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2007
MLS#: O6324210
  1. County: SEMINOLE
  2. City: LAKE MARY
  3. Zipcode: 32746
  4. Subdivision: Lake Mary Landings
  5. Elementary School: Highlands Elementary
  6. Middle School: Greenwood Lakes Middle
  7. High School: Lake Mary High
  8. Provided by: LIVELY REAL ESTATE
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Incredible location and maintenance free living await you in this gorgeous Lake Mary townhome. Welcome to 742 Featherstone Lanea must see Lake Mary gem that blends comfort, space, and convenience in o
Details for 811 Featherstone Lane, LAKE MARY, FL 32746
Townhome
  1. Price: $370,000.00
  2. Price sqft: $145.67 / sqft
  3. Days On Market: 20
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2540
  8. Acreage: 0.07 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2010
MLS#: O6325940
  1. County: SEMINOLE
  2. City: LAKE MARY
  3. Zipcode: 32746
  4. Subdivision: Lake Mary Landings
  5. Elementary School: Highlands Elementary
  6. Middle School: Greenwood Lakes Middle
  7. High School: Lake Mary High
  8. Provided by: REAL BROKER, LLC
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Discover the perfect blend of space, style, and convenience in this beautifully maintained townhome at Lake Mary Landings. Offering one of the communitys larger floor plans at over 1,900 sq. ft., this
Details for 641 Church Avenue, LONGWOOD, FL 32750
Single Family
  1. Price: $365,000.00
  2. Price sqft: $213.83 / sqft
  3. Previous Price: $370,000
  4. Last Price Change: 08/04/25
  5. Days On Market: 25
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 1707
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1959
MLS#: O6325050
  1. County: SEMINOLE
  2. City: LONGWOOD
  3. Zipcode: 32750
  4. Subdivision: Wildmere
  5. Elementary School: Highlands Elementary
  6. Middle School: Milwee Middle
  7. High School: Lyman High
  8. Provided by: FLORIDA REALTY INVESTMENTS
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Ready to save money on gas, your utility bills and home maintenance ? Welcome home to 641 E Church Avenue in beautiful Longwood Florida! Located in historic Longwood, your next home features a new
Details for 1515 Pelican Street, LONGWOOD, FL 32750
Single Family
  1. Price: $364,900.00
  2. Price sqft: $209.71 / sqft
  3. Previous Price: $374,900
  4. Last Price Change: 07/28/25
  5. Days On Market: 61
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1740
  10. Acreage: 0.21 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1978
MLS#: O6308279
  1. County: SEMINOLE
  2. City: LONGWOOD
  3. Zipcode: 32750
  4. Subdivision: Sky Lark
  5. Elementary School: Highlands Elementary
  6. Middle School: Milwee Middle
  7. High School: Winter Springs High
  8. Provided by: FLORIDA REAL ESTATE PROPERTIES LLC
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Welcome to your oasis! This beautifully updated 3 bedroom, 2 bath pool home is a gem located on a desirable corner lot. Enter and discover a modern, open concept living space enhanced by fresh new car
Details for 1510 Pelican Street, LONGWOOD, FL 32750
Single Family
  1. Price: $332,000.00
  2. Price sqft: $261.62 / sqft
  3. Days On Market: 8
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 1269
  8. Acreage: 0.17 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1977
MLS#: O6331053
  1. County: SEMINOLE
  2. City: LONGWOOD
  3. Zipcode: 32750
  4. Subdivision: Sky Lark
  5. Elementary School: Highlands Elementary
  6. Middle School: Milwee Middle
  7. High School: Winter Springs High
  8. Provided by: WORLD PROPERTIES GROUP
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3 bed, 2 bath residence nestled on a serene, tree lined street in one of Longwoods DESIRABLE neighborhoods. This home offers the perfect balance of easy maintenance, comfort and timeless charm, featur
Details for 701 Castlewood Drive, WINTER SPRINGS, FL 32708
Townhome
  1. Price: $302,000.00
  2. Price sqft: $152.68 / sqft
  3. Previous Price: $307,000
  4. Last Price Change: 05/30/25
  5. Days On Market: 362
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1978
  10. Acreage: 0.04 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 1981
MLS#: O6230143
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Wildwood
  5. Elementary School: Highlands Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: BENCHMARK REAL ESTATE GRP INC
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Welcome to 701 Castlewood, Winter Springs, Florida! This charming 3 bedroom, 2 bath home is nestled in a highly sought after community known for its abundant amenities and prime location. The property