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  1. Subdivision Like Winding Oaks
5603 Chestnut Xing
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Details for 5603 Chestnut Xing, San Antonio, TX 78266
Single Family
  1. Price: $539,000.00
  2. Price sqft: $179.97 / sqft
  3. Previous Price: $545,000
  4. Last Price Change: 08/11/25
  5. Days On Market: 164
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2995
  10. Acreage: 0.18 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2018
MLS#: 1853200
  1. County: COMAL
  2. City: San Antonio
  3. Zipcode: 78266
  4. Subdivision: Winding Oaks
  5. Elementary School: Roan Forest
  6. Middle School: Tex Hill
  7. High School: Johnson
  8. Provided by: Golden International Realty
  9. Contact: DanDan Hamby
  10. (210) 867-8492
  11. San Antonio, TX MLS IDX
  12. DMCA Notice
This beautiful 5 bedroom, 3 bath home is located in the gated Winding Oaks Subdivision, conveniently located close to 1604 with easy access to 281 or IH 35. Winding Oaks community with an amenity cent
Listing Details and 28 Additional Pictures
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5707 Pin Point
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Details for 5707 Pin Point, San Antonio, TX 78266
Single Family
  1. Price: $479,999.00
  2. Price sqft: $185.76 / sqft
  3. Previous Price: $484,999
  4. Last Price Change: 09/01/25
  5. Days On Market: 128
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2584
  10. Acreage: 0.19 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2021
MLS#: 1863168
  1. County: COMAL
  2. City: San Antonio
  3. Zipcode: 78266
  4. Subdivision: Winding Oaks
  5. Elementary School: Roan Forest
  6. Middle School: Tex Hill
  7. High School: Johnson
  8. Provided by: LPT Realty, LLC
  9. Contact: Sarah Green
  10. (877) 366-2213
  11. San Antonio, TX MLS IDX
  12. DMCA Notice
This stunning 2 story home offers 2,584 sqft of luxurious living space, with 4 bedrooms (two downstairs), 3 full baths, a versatile loft, flex room and oversized 2.5 car garage!! With soaring high cei
Listing Details and 21 Additional Pictures
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5634 Holly Hollow
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Details for 5634 Holly Hollow, San Antonio, TX 78266
Single Family
  1. Price: $479,990.00
  2. Price sqft: $193.47 / sqft
  3. Days On Market: 6
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2481
  8. Acreage: 0.14 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2022
MLS#: 1897242
  1. County: COMAL
  2. City: San Antonio
  3. Zipcode: 78266
  4. Subdivision: Winding Oaks
  5. District: North East I.S.D.
  6. Elementary School: Roan Forest
  7. Middle School: Tex Hill
  8. High School: Johnson
  9. Provided by: Roadrunner Realty, LLC
  10. Contact: Christopher Tijerina
  11. (210) 887-1073
  12. San Antonio, TX MLS IDX
  13. DMCA Notice
Gorgeous family home in the private gated community of Winding Oaks. NEISD schools!!! Luxury vinyl plank floor downstairs. Bright and open family room area with an abundance of natural light and upsca
Listing Details and 25 Additional Pictures
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5618 Holly Hollow
Shortsale
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Green Listing
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Details for 5618 Holly Hollow, San Antonio, TX 78266
Single Family
  1. Price: $459,000.00
  2. Price sqft: $185.01 / sqft
  3. Days On Market: 60
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2481
  8. Acreage: 0.14 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2021
MLS#: 1882386
  1. County: COMAL
  2. City: San Antonio
  3. Zipcode: 78266
  4. Subdivision: Winding Oaks
  5. District: North East I.S.D.
  6. Elementary School: Roan Forest
  7. Middle School: Tex Hill
  8. High School: Johnson
  9. Provided by: JB Goodwin, REALTORS
  10. Contact: Deborah Keipp
  11. (210) 602-4466
  12. San Antonio, TX MLS IDX
  13. DMCA Notice
Incredible opportunity for qualified buyers, a 4% interest rate can be transferred to buyers (loan assumption available). Welcome to a beautifully designed home, in the peaceful and gated community of
Listing Details and 41 Additional Pictures
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5726 Chestnut Xing
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Details for 5726 Chestnut Xing, San Antonio, TX 78266
Single Family
  1. Price: $420,000.00
  2. Price sqft: $200.67 / sqft
  3. Previous Price: $430,000
  4. Last Price Change: 05/21/25
  5. Days On Market: 214
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2093
  10. Acreage: 0.15 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2017
MLS#: 1839534
  1. County: COMAL
  2. City: San Antonio
  3. Zipcode: 78266
  4. Subdivision: Winding Oaks
  5. District: North East I.S.D.
  6. Elementary School: Roan Forest
  7. Middle School: Tex Hill
  8. High School: Johnson
  9. Provided by: All City San Antonio Registered Series
  10. Contact: Oscar Aparicio
  11. (210) 842-2556
  12. San Antonio, TX MLS IDX
  13. DMCA Notice
Now More Affordable! Price Just Lowered Act Fast! Elegant Home for Sale in Prestigious Gated Community Welcome to this exquisite residence, where modern elegance meets unparalleled comfort. Nestled
Listing Details and 26 Additional Pictures
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21018 Chestnut Cove
Reduced
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Details for 21018 Chestnut Cove, San Antonio, TX 78266
Single Family
  1. Price: $415,000.00
  2. Price sqft: $185.85 / sqft
  3. Previous Price: $419,999
  4. Last Price Change: 09/05/25
  5. Days On Market: 44
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2233
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2018
MLS#: 1887265
  1. County: COMAL
  2. City: San Antonio
  3. Zipcode: 78266
  4. Subdivision: Winding Oaks
  5. District: North East I.S.D.
  6. Elementary School: Roan Forest
  7. Middle School: Tex Hill
  8. High School: Johnson
  9. Provided by: RD Realty
  10. Contact: Olubunmi Odewole
  11. (210) 683-9914
  12. San Antonio, TX MLS IDX
  13. DMCA Notice
Welcome to this Beautiful home located in the Gated community of Winding Oaks and the popular NEISD school district. Great location with an easy commute to 1604, 281 and I 35, close to Fort Sam Housto
Listing Details and 22 Additional Pictures
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5602 Chestnut Xing
Virtual Tour
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Details for 5602 Chestnut Xing, San Antonio, TX 78266
Single Family
  1. Price: $389,855.00
  2. Price sqft: $199.11 / sqft
  3. Days On Market: 30
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 1958
  8. Acreage: 0.13 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2019
MLS#: 1891088
  1. County: COMAL
  2. City: San Antonio
  3. Zipcode: 78266
  4. Subdivision: Winding Oaks
  5. District: North East I.S.D.
  6. Elementary School: Roan Forest
  7. Middle School: Hill
  8. High School: Johnson
  9. Provided by: Keller Williams Heritage
  10. Contact: Rosario Crutchfield
  11. (210) 535-1151
  12. San Antonio, TX MLS IDX
  13. DMCA Notice
Welcome to this stunning home located in the sought after gated community of Winding Oaks, within the top rated NEISD school district! Perfectly designed for comfortable living and effortless entertai
Listing Details and 40 Additional Pictures
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5627 Chestnut Crossing
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Details for 5627 Chestnut Crossing, San Antonio, TX 78266
Single Family
  1. Price: $379,900.00
  2. Price sqft: $199.11 / sqft
  3. Previous Price: $385,000
  4. Last Price Change: 06/15/25
  5. Days On Market: 180
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1908
  10. Acreage: 0.17 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2018
MLS#: 1848977
  1. County: COMAL
  2. City: San Antonio
  3. Zipcode: 78266
  4. Subdivision: Winding Oaks
  5. Elementary School: Roan Forest
  6. Middle School: Tex Hill
  7. High School: Johnson
  8. Provided by: Vortex Realty
  9. Contact: Neelam Kinger
  10. (210) 685-8171
  11. San Antonio, TX MLS IDX
  12. DMCA Notice
Discover this beautiful two story, 3 bedroom, 2.5 bathroom home nestled in a gated community, offering both privacy and convenience. Situated on a spacious corner lot, this home boasts an expansive ba
Listing Details and 36 Additional Pictures
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5614 Burr Bluff
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Details for 5614 Burr Bluff, San Antonio, TX 78266
Single Family
  1. Price: $374,999.00
  2. Price sqft: $173.05 / sqft
  3. Previous Price: $385,000
  4. Last Price Change: 07/20/25
  5. Days On Market: 97
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2167
  10. Acreage: 0.13 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2017
MLS#: 1871943
  1. County: COMAL
  2. City: San Antonio
  3. Zipcode: 78266
  4. Subdivision: Winding Oaks
  5. District: North East I.S.D.
  6. Elementary School: Roan Forest
  7. Middle School: Hill
  8. High School: Johnson
  9. Provided by: Premier Realty Group
  10. Contact: Sandra Gonzalez
  11. (210) 364-5850
  12. San Antonio, TX MLS IDX
  13. DMCA Notice
Located in the exclusive, gated community of Winding Oaks, this beautiful 4 bedroom, 3 bathroom home checks every box for comfort, style, and convenience. Positioned on a greenbelt lot with no backyar
Listing Details and 37 Additional Pictures
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5614 Ancient Ave
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Details for 5614 Ancient Ave, San Antonio, TX 78266
Single Family
  1. Price: $340,000.00
  2. Price sqft: $220.49 / sqft
  3. Previous Price: $345,000
  4. Last Price Change: 07/04/25
  5. Days On Market: 184
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1542
  10. Acreage: 0.18 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2019
MLS#: 1847558
  1. County: COMAL
  2. City: San Antonio
  3. Zipcode: 78266
  4. Subdivision: Winding Oaks
  5. District: North East I.S.D.
  6. Elementary School: Roan Forest
  7. Middle School: Tex Hill
  8. High School: Johnson
  9. Provided by: Reliance Residential Realty -
  10. Contact: Michelle Broderick
  11. (830) 629-3338
  12. San Antonio, TX MLS IDX
  13. DMCA Notice
LOW FHA ASSUMABLE LOAN! Full Financing Option Available, if buyer desires. Welcome to this peaceful home in the gated community of Winding Oaks. This single story home features two bedrooms up front
Listing Details and 26 Additional Pictures
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