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- $ 150,000
- $ 200,000
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- $ 800,000
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- $ 200,000
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25 Properties Available In Middletown
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![146 DURSLEY CIR, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803614537078/7d321eaa/1738991884/w600_original_LMqxDoIwEIDhJ7J3pdhe3NlkNnG5VEtK0Usv0MHHNyjj9-efW9MLwGMteW4nmVKJaI2uyfyTvDfzrHIMUCTmaQNERCB0HmzoenBE_sddO7jDntienefbyK80jP5TQxgWvd5jNYvmbwAAAP__-jpg.webp)
$ 444,900
146 DURSLEY CIR, Middletown, VA 22645
Single Family Home
MLS# VAFV2024176
Listed by Jennifer Baird of DHR
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![127 CURTAIN FALL DR, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803619776828/ada38d1a/1738857124/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw1CsoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBib6RtaWhjrm1paWoC5IB6IE29kYGIRb2hqbBYf7hvvXhSZaRRuauKdmx7kZhDooZdVkA4IAAD__w-jpg.webp)
$ 469,999
127 CURTAIN FALL DR, Middletown, VA 22645
Single Family Home
MLS# VAFV2024232
Listed by Jay Day of LPT Realty, LLC
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![153 KENSINGTON CIRCLE, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803607256804/c9437dbd/1738873546/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw1CsoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBib6RsaGFnom5saQ7ggHogTb2RgYhFvaGpsFh_uGx9e6elsFmiYZl5laVKQbZipl1WQDggAAP__-jpg.webp)
$ 349,900
153 KENSINGTON CIRCLE, Middletown, VA 22645
Townhouse
MLS# VAFV2024064
Listed by Heloisa P Amar of Samson Properties
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![129 CURTAIN FALL DR, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803286146572/dd336313/1738866049/w600_original_LMpBDsIgEEbhE8n8FCXozqWJ3RiNywlKHWgcJS33j6m6_F5ebq3uiG5TkdxWOqQSYU2dkvklfc7m_tb_QEWjDDMBAAW4joK3W4Lz4ctFC7jDOrDdOM_XnuMol_PxkV6n_uCy7M1Y5RMAAP__-jpg.webp)
$ 464,999
129 CURTAIN FALL DR, Middletown, VA 22645
Single Family Home
MLS# VAFV2020940
Listed by Jay Day of LPT Realty, LLC
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![129 MIDSUMMER LN, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803171491712/8a3a2059/1738857113/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw1CsoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBib6lsam5voG1tYWoC5IB6IE29kYGIRb2hqbBYf7htfGWTglVJUGpVjHBLkEprjr5dVkA4IAAD__w-jpg.webp)
$ 459,999
129 MIDSUMMER LN, Middletown, VA 22645
Single Family Home
MLS# VAFV2019952
Listed by Jay Day of LPT Realty, LLC
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![8013 MAIN ST, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803603970576/d2f9bec6/1738945134/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw0isoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBib6Ruam5npG5gbmIC5IB6IE29kYGIRb2hqbBYf7hvv5eSTHV7iluZknlXgkhgaqZdVkA4IAAD__w-jpg.webp)
$ 399,000
8013 MAIN ST, Middletown, VA 22645
Single Family Home
MLS# VAFV2023976
Listed by Abby L Walters of Preslee Real Estate
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![345 COUGILL RD, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803539825226/645e0d5b/1737827499/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw1CsoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBib6puYmljqGxiYQbggHogTb2RgYhFvaGpsFh_uGx_unlte6FHmZuJfEeVXkWqkl1WQDggAAP__-jpg.webp)
$ 600,000
345 COUGILL RD, Middletown, VA 22645
Single Family Home
MLS# VAFV2023472
Listed by Kimberly D Hurst of MarketPlace REALTY
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![126 CURTAIN FALL DR, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803472400890/8317da42/1738873532/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw0isoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBib6JsbmZjqm5kZmoG5IB6IE29kYGIRb2hqbBYf7htf7pPqaRpY6ZKamuSTnOvjopdVkA4IAAD__w-jpg.webp)
$ 519,999
126 CURTAIN FALL DR, Middletown, VA 22645
Single Family Home
MLS# VAFV2022786
Listed by Jay Day of LPT Realty, LLC
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![122 CURTAIN FALL DR, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803467947692/050952ec/1738873530/w600_original_LMpBDsIgEEbhE8n8lopTtya6sdvqblIFKcZR0nL_GNTl9_KmUvKO6DqnOJWVBp9GNCbP3vySPhdze-t_oKRjDAsBADFsS27bMVmG-7KqQhq0LOuNdXLuZTjtD70Nw0u7iz_ibh45fgIAAP__-jpg.webp)
$ 479,999
122 CURTAIN FALL DR, Middletown, VA 22645
Single Family Home
MLS# VAFV2022702
Listed by Jay Day of LPT Realty, LLC
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![424 RILEY MILL, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803424373162/d0537fbe/1735661777/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw1CsoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBib6BtZGproW1gaWoC5IB6IE29kYGIRb2hqbBYf7hsf7FbpG2CRlewfXmiRHlruoZdVkA4IAAD__w-jpg.webp)
$ 850,000
424 RILEY MILL, Middletown, VA 22645
Single Family Home
MLS# VAFV2022320
Listed by Deborah Matthews of ERA Oakcrest Realty, Inc.
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![48 POND VIEW LN, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803323577498/d52ed5d5/1732806969/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw0isoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBib6JuZWhrqG5lZWIC5IB6IE29kYGIRb2hqbBYf7htf5pplapTkEuLuXOUT4BRSoJdVkA4IAAD__w-jpg.webp)
$ 1,699,000
48 POND VIEW LN, Middletown, VA 22645
Single Family Home
MLS# VAWR2008968
Listed by Beverly B Hoover of Samson Properties
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![133 CURTAIN FALL DR, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803286291538/dc8d6c0e/1738806653/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw1CsoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBgb6VuYGZvom5pDuSAeiBNvZGBiEW9oamwWH-4bXxYW5Fnkl55f7G1WVujoFaCXVZAOCAAA__8-jpg.webp)
$ 469,999
133 CURTAIN FALL DR, Middletown, VA 22645
Single Family Home
MLS# VAFV2020944
Listed by Jay Day of LPT Realty, LLC
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![121 CURTAIN FALL DR, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803270536708/90c7c5f4/1738886038/w600_original_LMqxDsIgFEbhJ5L7FyhtnI2TJk46EpTmlupV0hJ9fYN2_E7OWEreEl3nxGPZyBBTQKPyHNU_yWNRt5esAyUJPCwEANTDaOrQOtLG2R-rKryG7X3TGucvR28Pzz2b3ec-nbtTeEc1Zf4GAAD__w-jpg.webp)
$ 479,999
121 CURTAIN FALL DR, Middletown, VA 22645
Single Family Home
MLS# VAFV2020804
Listed by Jay Day of LPT Realty, LLC
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![106 CREST RIVER DR, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/802902220078/69a805e0/1737650226/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw1CsoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBgb65sampjoGxoYG4G5IB6IE29kYGIRb2hqbBYf7htfEeHmnRtZlmmUFxVa5B1VrJdVkA4IAAD__w-jpg.webp)
$ 1,799,999
106 CREST RIVER DR, Middletown, VA 22645
Single Family Home
MLS# VAWR2007382
Listed by Sarah E Abderrazzaq of Realty ONE Group Old Towne
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![2349 THIRD ST, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/802833051722/c09a370b/1738723806/w600_original_LMrRCsIgFIfxJ5rnr9bmegchCOrysDVxRoeJk3r9sLr8fXxrrflENJcU19pJWNIErXJZ1C_Jc1f3Tf4DJZli2AkAyME4shYDjbo3XzY1sMHBsT7anm-ezyW8x9c2D52-Xoz36pHjJwAA__8-jpg.webp)
$ 107,900
2349 THIRD ST, Middletown, VA 22645
Single Family Home
MLS# VAFV2016772
Listed by Jessica Bowman of ERA Oakcrest Realty, Inc.
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![LOT 36A RED HAWK RD, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803586757340/25f975fb/1738423082/w600_original_LMpRCsIwDIDhE9mkjdPiHUR8GOJTqGvpIoaWruL1ZbrH7-efe68ngEeTPPedpigBraktmn_S12KmotsAoiGnBRARwSM5IEsEw9G7H1etYId7z3agA9_OPIV0GZuU6_jx5R3v5lnzNwAA__8-jpg.webp)
$ 150,000
LOT 36A RED HAWK RD, Middletown, VA 22645
Vacant Land
MLS# VAWR2010188
Listed by Roger Wayne Tapscott III of Morris & Co. Realty, LLC
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![7783 MAIN ST, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803486700394/eaff155c/1731691892/w600_original_LMo7DsIwDIDhExE7fSQWJ2DpzGgVWuWhWFitJ06PAozfrz-b6RXgcZSU7SL7Vlb0To_N_ZK00z1f8h-gyJr2ExARgXCcgEL0MMdIX3Z18IATsZ_HwPeFaWg3zbTw22qoTVzV9AkAAP__-jpg.webp)
$ 550,000
7783 MAIN ST, Middletown, VA 22645
Vacant Land
MLS# VAFV2022930
Listed by Robert W Hotaling of RE/MAX Allegiance
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![7632/7656/7672 MAIN ST, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803398112688/695544c4/1734723987/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw0isoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBib6BsaG5voG1mamYG5IB6IE29kYGIRb2hqbBYf7hufGOwYlJbhpRuRYxaZH6broZdVkA4IAAD__w-jpg.webp)
$ 649,000
7632/7656/7672 MAIN ST, Middletown, VA 22645
Vacant Land
MLS# VAFV2022112
Listed by Paige Akins Ulevich of Dream Real Estate
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![7783 MAIN ST, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803064083020/1637b9db/1736318068/w600_original_LMrBDoIwDIDhJ2Jth5LGd9BwI3hpUEip2riwxYNPb8g8fn_-tZR0ArhtpmtpfJltQgppm0NN_srh_vb_AOaTLhkQEYExMhC1BDFy5a4dEvHAQse2k-Es30_HarkZxmffX65jeCT9BQAA__8-jpg.webp)
$ 1,385,000
7783 MAIN ST, Middletown, VA 22645
Commercial
MLS# VAFV2019018
Listed by Robert W Hotaling of RE/MAX Allegiance
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![2391 GUARD HILL RD, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/803035786262/89574bb7/1736318063/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw0isoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBga6hsbWBjrWxoYQbggHogTb2RgYhFvaGpsFh_uG-9mklnp7RLpHZ5qkh-e7OSsl1WQDggAAP__-jpg.webp)
$ 1,200,000
2391 GUARD HILL RD, Middletown, VA 22645
Commercial
MLS# VAWR2007896
Listed by John D Schutte of Clarke County Properties LC
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![RELIANCE RD, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/802407540614/d7bfc5b5/1734843865/w600_original_yigpKbDS108qykzPKNHNTU3JTDQw0isoStGDCOXmFOsl5-dCFehn5iampxbrGxgYGOhbGBib6hubGhvpGxqYQ7ggHogTb2RgYhFvaGpsFh_uG28WEeUe7BpflRVWYRKRYuGjl1WQDggAAP__-jpg.webp)
$ 595,000
RELIANCE RD, Middletown, VA 22645
Vacant Land
MLS# VAFV2013246
Listed by Kevin F Smith of Sager Real Estate
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![-LOT 28 COMFORTER LN, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/121138899443/a30cc058/1736317299/w600_original_yigpKbDS108qykzPKNHNTU3JTNSDcHJzivWS83OhUvqZuYnpqcX6BgYGBvrGBgam-gYWxqb6ZiYGFmAuiAfixBsZmFjEG5oam8WH-8aHxkeEelS4FZabm7tkhlga62UVpAMCAAD__w-jpg.webp)
$ 152,000
-LOT 28 COMFORTER LN, Middletown, VA 22645
Vacant Land
MLS# 1000074781
Listed by Nathan A Gochenour of Skyline Team Real Estate
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![-LOT 31 COMFORTER LN, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/121138896827/bb966854/1736317299/w600_original_yigpKbDS108qykzPKNHNTU3JTNSDcHJzivWS83OhUvqZuYnpqcX6BgYGBvrGBgam-gYWxqb65kYmhmAuiAfixBsZmFjEG5oam8WH-8anJIZYuuS4ZnoFJoW4pvn46WUVpAMCAAD__w-jpg.webp)
$ 127,750
-LOT 31 COMFORTER LN, Middletown, VA 22645
Vacant Land
MLS# 1000074677
Listed by Robin D Gochenour of Skyline Team Real Estate
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)
![-LOT 8 ASCALON DR, Middletown, VA 22645](https://img.chime.me/imageemb/mls-listing/76/121138897568/7a8dfd25/1733766381/w600_original_yigpKbDS108qykzPKNHNTU3JTNSDcHJzivWS83OhUvqZuYnpqcX6BgYGBvrGBgam-gYWxqb6ZpbGFmAuiAfixBsZmFjEG5oam8WH-8YHlfhnFZiHeRg5elYEOMeb62UVpAMCAAD__w-jpg.webp)
$ 186,500
-LOT 8 ASCALON DR, Middletown, VA 22645
Vacant Land
MLS# 1000074705
Listed by Nathan A Gochenour of Skyline Team Real Estate
![Bright MLS (BMLS)](https://cdn.chime.me/image/fs01/sitebuild/20181002/19/h80_original_23509894589943826-png.webp)