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  1. Photo of 27 Ledyard Road #SF, Winchester, MA 01890 (MLS # 73318120)
    $5,000
    Photo of 27 Ledyard Road #SF, Winchester, MA 01890 (MLS # 73318120)
    Photo of 27 Ledyard Road #SF, Winchester, MA 01890 (MLS # 73318120)
    36
     
    27 Ledyard Road #SF, Winchester, MA
    27 Ledyard Road #SF
    Winchester, MA
    • 3 Beds
    • 2 Baths
    • 2,364 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
    Listed with Plunkett Properties
  2. Photo of 52 North Border Rd, Winchester, MA 01890 (MLS # 73328492)
    $11,000
    Photo of 52 North Border Rd, Winchester, MA 01890 (MLS # 73328492)
    Photo of 52 North Border Rd, Winchester, MA 01890 (MLS # 73328492)
    36
     
    52 North Border Rd, Winchester, MA
    52 North Border Rd
    Winchester, MA
    • 6 Beds
    • 5 Baths
    • 6,500 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
    Listed with Archambault Real Estate
  3. Photo of 143 Swanton Street, Winchester, MA 01890 (MLS # 73328883)
    $2,800
    Photo of 143 Swanton Street, Winchester, MA 01890 (MLS # 73328883)
    Photo of 143 Swanton Street, Winchester, MA 01890 (MLS # 73328883)
    143 Swanton Street, Winchester, MA
    143 Swanton Street
    Winchester, MA
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 3,050 Lot (sqft)
    Listed with Greater Metropolitan R. E.
  4. Photo of 54 Johnson Road, Winchester, MA 01890 (MLS # 73335471)
    $3,699,000
    Photo of 54 Johnson Road, Winchester, MA 01890 (MLS # 73335471)
    Photo of 54 Johnson Road, Winchester, MA 01890 (MLS # 73335471)
    42
     
    54 Johnson Road, Winchester, MA
    54 Johnson Road
    Winchester, MA
    • 7 Beds
    • 8 Baths
    • 7,982 Home (sqft)
    • 8 Baths
    • 20,038 Lot (sqft)
    Listed with Compass
  5. Photo of 7 Conant Rd #20, Winchester, MA 01890 (MLS # 73339113)
    $679,900
    Photo of 7 Conant Rd #20, Winchester, MA 01890 (MLS # 73339113)
    Photo of 7 Conant Rd #20, Winchester, MA 01890 (MLS # 73339113)
    37
     
    7 Conant Rd #20, Winchester, MA
    7 Conant Rd #20
    Winchester, MA
    • 2 Beds
    • 2 Baths
    • 1,168 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
    Listed with Woods Properties Inc.
  6. Photo of 8 Chestnut St, Winchester, MA 01890 (MLS # 73342518)
    $2,790,000
    Photo of 8 Chestnut St, Winchester, MA 01890 (MLS # 73342518)
    Photo of 8 Chestnut St, Winchester, MA 01890 (MLS # 73342518)
    42
     
    8 Chestnut St, Winchester, MA
    8 Chestnut St
    Winchester, MA
    • 5 Beds
    • 6 Baths
    • 5,354 Home (sqft)
    • 6 Baths
    • 16,553 Lot (sqft)
    Listed with Compass
  7. Photo of 26 Swan Road, Winchester, MA 01890 (MLS # 73344473)
    $3,989,000
    Photo of 26 Swan Road, Winchester, MA 01890 (MLS # 73344473)
    Photo of 26 Swan Road, Winchester, MA 01890 (MLS # 73344473)
    42
     
    26 Swan Road, Winchester, MA
    26 Swan Road
    Winchester, MA
    • 6 Beds
    • 7 Baths
    • 8,463 Home (sqft)
    • 7 Baths
    • 22,652 Lot (sqft)
    Listed with Compass
  8. Photo of 20 Amberwood Dr, Winchester, MA 01890 (MLS # 73348642)
    $3,698,000
    Photo of 20 Amberwood Dr, Winchester, MA 01890 (MLS # 73348642)
    Photo of 20 Amberwood Dr, Winchester, MA 01890 (MLS # 73348642)
    34
     
    20 Amberwood Dr, Winchester, MA
    20 Amberwood Dr
    Winchester, MA
    • 6 Beds
    • 7 Baths
    • 8,866 Home (sqft)
    • 7 Baths
    • 23,087 Lot (sqft)
    Listed with Keller Williams Realty
  9. Photo of 8 Tanglewood Lane, Winchester, MA 01890 (MLS # 73350143)
    $2,650,000
    Photo of 8 Tanglewood Lane, Winchester, MA 01890 (MLS # 73350143)
    Photo of 8 Tanglewood Lane, Winchester, MA 01890 (MLS # 73350143)
    8 Tanglewood Lane, Winchester, MA
    8 Tanglewood Lane
    Winchester, MA
    • 4 Beds
    • 3 Baths
    • 4,276 Home (sqft)
    • 3 Baths
    • 20,474 Lot (sqft)
    Listed with Compass
  10. Photo of 89 Wildwood St, Winchester, MA 01890 (MLS # 73350878)
    $2,499,000
    Photo of 89 Wildwood St, Winchester, MA 01890 (MLS # 73350878)
    Photo of 89 Wildwood St, Winchester, MA 01890 (MLS # 73350878)
    38
     
    89 Wildwood St, Winchester, MA
    89 Wildwood St
    Winchester, MA
    • 7 Beds
    • 6 Baths
    • 4,829 Home (sqft)
    • 6 Baths
    • 10,019 Lot (sqft)
    Listed with Coldwell Banker Realty - Lexington
  11. Photo of 71 Woodside Rd, Winchester, MA 01890 (MLS # 73354724)
    $1,295,000
    Photo of 71 Woodside Rd, Winchester, MA 01890 (MLS # 73354724)
    Photo of 71 Woodside Rd, Winchester, MA 01890 (MLS # 73354724)
    22
     
    71 Woodside Rd, Winchester, MA
    71 Woodside Rd
    Winchester, MA
    • 4 Beds
    • 2 Baths
    • 2,202 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
    Listed with Carlton's Wharf & Co.
  12. Photo of 11 Viking Rd, Winchester, MA 01890 (MLS # 73355068)
    $3,799,900
    Photo of 11 Viking Rd, Winchester, MA 01890 (MLS # 73355068)
    Photo of 11 Viking Rd, Winchester, MA 01890 (MLS # 73355068)
    11 Viking Rd, Winchester, MA
    11 Viking Rd
    Winchester, MA
    • 7 Beds
    • 8 Baths
    • 7,429 Home (sqft)
    • 8 Baths
    • 24,830 Lot (sqft)
    Listed with Compass
  13. Photo of 5 Azalea Rd, Winchester, MA 01890 (MLS # 73355225)
    $2,349,000
    Photo of 5 Azalea Rd, Winchester, MA 01890 (MLS # 73355225)
    Photo of 5 Azalea Rd, Winchester, MA 01890 (MLS # 73355225)
    34
     
    5 Azalea Rd, Winchester, MA
    5 Azalea Rd
    Winchester, MA
    • 4 Beds
    • 4 Baths
    • 4,959 Home (sqft)
    • 4 Baths
    • 25,701 Lot (sqft)
    Listed with Berkshire Hathaway HomeServices Commonwealth Real Estate
  14. Photo of 34 Glen Road, Winchester, MA 01890 (MLS # 73355474)
    $9,500
    Photo of 34 Glen Road, Winchester, MA 01890 (MLS # 73355474)
    Photo of 34 Glen Road, Winchester, MA 01890 (MLS # 73355474)
    39
     
    34 Glen Road, Winchester, MA
    34 Glen Road
    Winchester, MA
    • 7 Beds
    • 4 Baths
    • 3,300 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
    Listed with Compass
  15. Photo of 171 Swanton Street #63, Winchester, MA 01890 (MLS # 73356680)
    $4,395
    Photo of 171 Swanton Street #63, Winchester, MA 01890 (MLS # 73356680)
    Photo of 171 Swanton Street #63, Winchester, MA 01890 (MLS # 73356680)
    23
     
    171 Swanton Street #63, Winchester, MA
    171 Swanton Street #63
    Winchester, MA
    • 3 Beds
    • 3 Baths
    • 1,823 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
    Listed with Coldwell Banker Realty - Cambridge
  16. Photo of 5 Squire Rd, Winchester, MA 01890 (MLS # 73356942)
    $2,000,000
    Photo of 5 Squire Rd, Winchester, MA 01890 (MLS # 73356942)
    Photo of 5 Squire Rd, Winchester, MA 01890 (MLS # 73356942)
    40
     
    5 Squire Rd, Winchester, MA
    5 Squire Rd
    Winchester, MA
    • 6 Beds
    • 4 Baths
    • 4,696 Home (sqft)
    • 4 Baths
    • 17,860 Lot (sqft)
    Listed with Coldwell Banker Realty - Lexington
  17. Photo of 23 Jefferson Road, Winchester, MA 01890 (MLS # 73359523)
    $9,500
    Photo of 23 Jefferson Road, Winchester, MA 01890 (MLS # 73359523)
    Photo of 23 Jefferson Road, Winchester, MA 01890 (MLS # 73359523)
    42
     
    23 Jefferson Road, Winchester, MA
    23 Jefferson Road
    Winchester, MA
    • 6 Beds
    • 5 Baths
    • 3,118 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
    Listed with Keller Williams Realty Boston Northwest
  18. Photo of 11 Taft Dr, Winchester, MA 01890 (MLS # 73359733)
    $2,899,000
    Photo of 11 Taft Dr, Winchester, MA 01890 (MLS # 73359733)
    Photo of 11 Taft Dr, Winchester, MA 01890 (MLS # 73359733)
    11 Taft Dr, Winchester, MA
    11 Taft Dr
    Winchester, MA
    • 5 Beds
    • 6 Baths
    • 4,627 Home (sqft)
    • 6 Baths
    • 20,038 Lot (sqft)
    Listed with Coldwell Banker Realty - Lexington
  19. Photo of 14 Nassau Drive, Winchester, MA 01890 (MLS # 73360219)
    $2,850,000
    Photo of 14 Nassau Drive, Winchester, MA 01890 (MLS # 73360219)
    Photo of 14 Nassau Drive, Winchester, MA 01890 (MLS # 73360219)
    42
     
    14 Nassau Drive, Winchester, MA
    14 Nassau Drive
    Winchester, MA
    • 6 Beds
    • 7 Baths
    • 6,968 Home (sqft)
    • 7 Baths
    • 18,731 Lot (sqft)
    Listed with WINN Real Estate & Consulting
  20. Photo of 31 Coolidge St #0, Winchester, MA 01890 (MLS # 73361661)
    $8,900
    Photo of 31 Coolidge St #0, Winchester, MA 01890 (MLS # 73361661)
    Photo of 31 Coolidge St #0, Winchester, MA 01890 (MLS # 73361661)
    38
     
    31 Coolidge St #0, Winchester, MA
    31 Coolidge St #0
    Winchester, MA
    • 4 Beds
    • 4 Baths
    • 4,650 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
    Listed with Lexwin Realty
  21. Photo of 14 Hillside Ave, Winchester, MA 01890 (MLS # 73362145)
    $1,499,000
    Photo of 14 Hillside Ave, Winchester, MA 01890 (MLS # 73362145)
    Photo of 14 Hillside Ave, Winchester, MA 01890 (MLS # 73362145)
    42
     
    14 Hillside Ave, Winchester, MA
    14 Hillside Ave
    Winchester, MA
    • 3 Beds
    • 3 Baths
    • 2,605 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
    Listed with Coldwell Banker Realty - Lexington
  22. Photo of 7 Thornberry Road, Winchester, MA 01890 (MLS # 73362481)
    $1,449,900
    Photo of 7 Thornberry Road, Winchester, MA 01890 (MLS # 73362481)
    Photo of 7 Thornberry Road, Winchester, MA 01890 (MLS # 73362481)
    34
     
    7 Thornberry Road, Winchester, MA
    7 Thornberry Road
    Winchester, MA
    • 5 Beds
    • 2 Baths
    • 3,033 Home (sqft)
    • 2 Baths
    • 15,246 Lot (sqft)
    Listed with TAJ Mahal Realty LLC
  23. Photo of 10 Olde Lyme Road, Winchester, MA 01890 (MLS # 73362881)
    $1,769,000
    Photo of 10 Olde Lyme Road, Winchester, MA 01890 (MLS # 73362881)
    Photo of 10 Olde Lyme Road, Winchester, MA 01890 (MLS # 73362881)
    33
     
    10 Olde Lyme Road, Winchester, MA
    10 Olde Lyme Road
    Winchester, MA
    • 5 Beds
    • 4 Baths
    • 3,478 Home (sqft)
    • 4 Baths
    • 17,860 Lot (sqft)
    Listed with RE/MAX Bentley's
  24. Photo of 200 Swanton St #239, Winchester, MA 01890 (MLS # 73362905)
    $2,600
    Photo of 200 Swanton St #239, Winchester, MA 01890 (MLS # 73362905)
    Photo of 200 Swanton St #239, Winchester, MA 01890 (MLS # 73362905)
    13
     
    200 Swanton St #239, Winchester, MA
    200 Swanton St #239
    Winchester, MA
    • 2 Beds
    • 1 Bath
    • 833 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
    Listed with Advisors Living - Merrimac
  25. Photo of 7 Mckay Ave, Winchester, MA 01890 (MLS # 73363490)
    $1
    Photo of 7 Mckay Ave, Winchester, MA 01890 (MLS # 73363490)
    Photo of 7 Mckay Ave, Winchester, MA 01890 (MLS # 73363490)
    7 Mckay Ave, Winchester, MA
    7 Mckay Ave
    Winchester, MA
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 2.38 Lot (ac)
    Listed with The Stubblebine Company
  26. Photo of 15 Churchill Road, Winchester, MA 01890 (MLS # 73364169)
    $2,599,000
    Photo of 15 Churchill Road, Winchester, MA 01890 (MLS # 73364169)
    Photo of 15 Churchill Road, Winchester, MA 01890 (MLS # 73364169)
    41
     
    15 Churchill Road, Winchester, MA
    15 Churchill Road
    Winchester, MA
    • 4 Beds
    • 5 Baths
    • 5,501 Home (sqft)
    • 5 Baths
    • 20,038 Lot (sqft)
    Listed with Compass
  27. Photo of 38 Florence Street #38, Winchester, MA 01890 (MLS # 73364696)
    $3,600
    Photo of 38 Florence Street #38, Winchester, MA 01890 (MLS # 73364696)
    Photo of 38 Florence Street #38, Winchester, MA 01890 (MLS # 73364696)
    14
     
    38 Florence Street #38, Winchester, MA
    38 Florence Street #38
    Winchester, MA
    • 3 Beds
    • 2 Baths
    • 2,100 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
    Listed with WINN Real Estate & Consulting
  28. Photo of Lot 3 Abby Road, Winchester, MA 01890 (MLS # 73365790)
    $2,999,999
    Photo of Lot 3 Abby Road, Winchester, MA 01890 (MLS # 73365790)
    Photo of Lot 3 Abby Road, Winchester, MA 01890 (MLS # 73365790)
    13
     
    Lot 3 Abby Road, Winchester, MA
    Lot 3 Abby Road
    Winchester, MA
    • 5 Beds
    • 5 Baths
    • 5,716 Home (sqft)
    • 5 Baths
    • 10,890 Lot (sqft)
    Listed with Compass
  29. Photo of 147 Highland Ave, Winchester, MA 01890 (MLS # 73366046)
    $1,329,000
    Photo of 147 Highland Ave, Winchester, MA 01890 (MLS # 73366046)
    Photo of 147 Highland Ave, Winchester, MA 01890 (MLS # 73366046)
    37
     
    147 Highland Ave, Winchester, MA
    147 Highland Ave
    Winchester, MA
    • 3 Beds
    • 2 Baths
    • 1,884 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
    Listed with Compass
  30. Photo of 11 Fieldstone Drive, Winchester, MA 01890 (MLS # 73366222)
    $2,899,000
    Photo of 11 Fieldstone Drive, Winchester, MA 01890 (MLS # 73366222)
    Photo of 11 Fieldstone Drive, Winchester, MA 01890 (MLS # 73366222)
    41
     
    11 Fieldstone Drive, Winchester, MA
    11 Fieldstone Drive
    Winchester, MA
    • 5 Beds
    • 5 Baths
    • 6,904 Home (sqft)
    • 5 Baths
    • 27,443 Lot (sqft)
    Listed with Keller Williams Realty Boston Northwest
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About Alexa

Alexa Dealy is a seven-year residential real estate veteran, having successfully represented hundreds of clients through a wide array of real estate transactions. Born and raised in the Boston area, Alexa has an intrinsic and unteachable understanding of the local real estate market. She comes from a family of real estate investors; it’s no surprise that Alexa began her career in the real estate industry at age 20 – after buying and selling her first investment property for a profit.

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Alexa Dealy, Realtor® RE/MAX Andrew Realty Services Hours: 9:00 am – 7:00 pm

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