Cheshire, CT Homes

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  $144,900 Under Contract

  • 1 Bed
  • 1 Bath
  • 597 Sq Ft

  393 E Mitchell Ave Unit 393, Cheshire, CT 06410

  62+ Community. Welcome to Cheshire Hillside Village, a well maintained complex. Heat and hot water included. Assigned parking, and easy access to RT 10 & I-84. No pets are allowed.

  

  Carole Bernier

  Total Realty Services LLC

  (475) 263-4964

  393 E Mitchell Ave Unit 393, Cheshire, CT 06410
• Explore Cheshire

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  $2,250 per month

  • 1 Bed
  • 1.5 Baths
  • 1,202 Sq Ft
  • Townhouse for Rent

  480 Radmere Rd Unit B, Cheshire, CT 06410

  Beautifully maintained condo located in quiet condominium community, conveniently located close to town center. The kitchen offers granite counter tops, pantry closet and an island, with a door to the shared back yard. There is a half bathroom on this level as well. The kitchen opens to an large living room/dining room combination. There are two spacious bedrooms and a full bathroom upstairs. The

  

  Jennifer D'Amato

  Real Broker CT, LLC

  (475) 242-5781

  480 Radmere Rd Unit B, Cheshire, CT 06410
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  $655,000 Sold Feb 27, 2026

  95 Orleton Ct, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft
  • Built 1998

  Last Sold Summary

  • $227/SF
  • 124 Days On Market

  Current Estimated Value $753,716

  Last Listing Agent Jason Saphire www.HomeZu.com

  95 Orleton Ct, Cheshire, CT 06410
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  Not Listed For Sale

  5 Bethany Mountain Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 3,280 Sq Ft
  • Built 2025

  5 Bethany Mountain Rd, Cheshire, CT 06410

  Last Sold Summary

  • $320/SF
  • 23 Days On Market

  Last Sold Price $1,048,568

  Last Listing Agent Roy Evjen Evjen Agency
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  $959,000 Under Contract

  • 5 Beds
  • 2.5 Baths
  • 3,887 Sq Ft

  28 E Ridge Ct, Cheshire, CT 06410

  Submit HIGHEST & BEST by 4/14 at noon. Welcome to your bright and airy custom home inspired by the peaceful French countryside. Tucked away at the end of a private cul-de-sac, this sun-drenched home offers the perfect blend of class, comfort, and space. Step into the foyer and fall in love with the gleaming natural hardwood floors that flow throughout the main living areas. The living room

  

  Cindy Gaioni

  KW Legacy Partners

  (475) 251-8853

  28 E Ridge Ct, Cheshire, CT 06410
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  /22

  $2,800 per month

  • 3 Beds
  • 1 Bath
  • 3,730 Sq Ft
  • House for Rent

  566 W Main St, Cheshire, CT 06410

  Welcome to 566 West Main Street-where charm meets comfort with a fresh, inviting feel for the season. This well maintained 3-bedroom, 1-bath first floor space features wide plank hardwood floors, a spacious sun-filled living room, and timeless character throughout. Natural light pours into every room, creating a warm and airy atmosphere that feels just right for easy everyday living. The

  

  Carly Kirsch

  Lamacchia Realty

  (860) 777-5766

  566 W Main St, Cheshire, CT 06410
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  $410,000 Sold Nov 03, 2025

  1364 Avon Blvd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,142 Sq Ft
  • Built 1953

  Last Sold Summary

  • 8% Above List Price
  • $359/SF
  • 7 Days On Market

  Current Estimated Value $401,814

  Last Listing Agent Melanie Ricci Coldwell Banker Realty

  1364 Avon Blvd, Cheshire, CT 06410
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  Est $608,067 Not Listed For Sale

  205 Jinny Hill Rd, Cheshire, CT 06410

  • 5 Beds
  • 3.5 Baths
  • 2,392 Sq Ft
  • Built 1939

  205 Jinny Hill Rd, Cheshire, CT 06410

  Last Sold Summary

  • 5% Above List Price
  • $241/SF
  • 227 Days On Market

  Last Sold Price $577,000

  Last Listing Agent Stacey Deangelis Calcagni Real Estate
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  $485,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,846 Sq Ft

  104 Laurel Terrace, Cheshire, CT 06410

  *** Multiple offers rec'd, sellers are kindly asking for all best and highest offers by Thursday 4.9 at 6pm *** Welcome to this beautifully maintained 3-bedroom, 2-bath home set on a desirable corner lot in Cheshire! This inviting property features hardwood flooring throughout most of the home and an updated kitchen that blends style and functionality-perfect for everyday living and entertaining.

  

  Matthew Egan

  Regency Real Estate, LLC

  (203) 717-5096

  104 Laurel Terrace, Cheshire, CT 06410
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  $1,995 - $2,495 total monthly price

  Highland Farms

  1 - 2 Beds

  1728 Highland Ave, Cheshire, CT 06410

  BRAND NEW APARTMENTS!Highland Farms combines a comfortable suburban location with access to nearby restaurants and services. Located less than a mile from The Shops at Stone Bridge, a brand new shopping center offering grocery, retail, and more. Please contact the Leasing Office for availability.

  1728 Highland Ave, Cheshire, CT 06410
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  $865,000 Sold Nov 07, 2025

  458 Castle Glenn, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 3,646 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Above List Price
  • $237/SF
  • 1 Day On Market

  Current Estimated Value $806,691

  Last Listing Agent The Sally Bowman Team Berkshire Hathaway NE Prop.

  458 Castle Glenn, Cheshire, CT 06410
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  Est $649,831 Not Listed For Sale

  45 Verbena Ct, Cheshire, CT 06410

  • 4 Beds
  • 3 Baths
  • 2,830 Sq Ft
  • Built 1972

  45 Verbena Ct, Cheshire, CT 06410

  Last Sold Summary

  • 6% Above List Price
  • $217/SF
  • 4 Days On Market

  Last Sold Price $613,500

  Last Listing Agent Sean Brunnock Coldwell Banker
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  $674,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,975 Sq Ft

  Carriage Home Plan, Cheshire, CT 06410

  The Carriage Home offers 2,450 square feet of thoughtfully designed space with 3 bedrooms, 2.5 baths, and bright, open living areas made for modern comfort. The first-floor primary suite provides convenience and privacy, while the airy great room and designer kitchen with a large island and hardwood flooring create a welcoming flow for everyday living. Upstairs, a spacious loft adds versatility

  

  EG Home

  Builder

  31 Soderman Way Unit 36681016, Cheshire, CT 06410
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  /25

  $2,700 per month

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • House for Rent

  2101 Scott Rd, Cheshire, CT 06410

  Welcome to 2101 Scott Rd in desirable Cheshire, a charming 3 bedroom, 1 bath home offering comfort, privacy, and convenience! Nestled on a spacious lot, this well-maintained home features approximately 1400 sq ft of living space with a bright and inviting layout perfect for everyday living. Inside the back door, you'll first find a convenient mudroom with basement access, a HUGE laundry room with

  Jennifer Henry William Raveis Real Estate

  2101 Scott Rd, Cheshire, CT 06410
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  $945,000 Sold Jul 17, 2025

  657 Tamarack Rd, Cheshire, CT 06410

  • 5 Beds
  • 7 Baths
  • 6,484 Sq Ft
  • Built 1997

  Last Sold Summary

  • 8% Below List Price
  • $146/SF
  • 31 Days On Market

  Current Estimated Value $1,058,253

  Last Listing Agent Julie Luchina Coldwell Banker Realty

  657 Tamarack Rd, Cheshire, CT 06410
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  Est $206,323 Not Listed For Sale

  480 Oak Ave Unit 64, Cheshire, CT 06410

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1966

  480 Oak Ave Unit 64, Cheshire, CT 06410

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 38 Days On Market

  Last Sold Price $204,000

  Last Listing Agent Mark Gracia William Raveis Real Estate
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  $583,685 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  Townhome Plan, Cheshire, CT 06410

  SOLD OUT! The Townhouse offers 1,850 square feet of thoughtfully designed space with 2 bedrooms upstairs and 2.5 baths. The main level features hardwood flooring, a luxury kitchen with a large island and premium finishes, and open living and dining areas filled with natural light. Expansive windows and carefully considered details throughout create a bright, inviting atmosphere that blends style

  

  EG Home

  Builder

  31 Soderman Way Unit 36683451, Cheshire, CT 06410
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  $2,800 - $2,960 plus fees

  Maplecroft Village

  2 Beds

  64 E Mitchell Ave, Cheshire, CT 06410

  Nestled in a prime, central location in the heart of Cheshire, these apartments are crafted to offer a harmonious blend of style and functionality. From the moment you step inside, you'll be greeted by spacious layouts adorned with upscale finishes and contemporary touches.The open-concept living areas provide the perfect backdrop for entertaining guests or unwinding after a long day.

  64 E Mitchell Ave, Cheshire, CT 06410
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  $240,000 Sold Nov 06, 2025

  488 Radmere Rd Unit B, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,202 Sq Ft
  • Built 1968

  Last Sold Summary

  • $200/SF
  • 49 Days On Market

  Current Estimated Value $244,192

  Last Listing Agent Katie Smith Berkshire Hathaway NE Prop.

  488 Radmere Rd Unit B, Cheshire, CT 06410
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  Est $791,279 Not Listed For Sale

  335 Sorghum Ridge Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 3,672 Sq Ft
  • Built 1984

  335 Sorghum Ridge Rd, Cheshire, CT 06410

  Last Sold Summary

  • 3% Above List Price
  • $209/SF
  • 37 Days On Market

  Last Sold Price $767,500

  Last Listing Agent Tommy Connors Redfin Corporation
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  $1,225,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 3,718 Sq Ft

  1 Mountaincrest Dr, Cheshire, CT 06410

  Majestically situated on a gentle hill designed to capture sweeping views of horses mountains and the picturesque countryside. This impressive 4,701 sq ft contemporary colonial is located in the highly sought after south Cheshire Mountaincrest neighborhood. A dramatic two-story marble foyer with a sweeping staircase welcomes you into elegant formal spaces, including a private office with glass

  

  Iris Meyer

  William Raveis Real Estate

  (475) 244-8520

  1 Mountaincrest Dr, Cheshire, CT 06410
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  $2,900 per month

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  64 E Mitchell Ave Unit 38, Cheshire, CT 06410

  Now through April 30th - Special promotion on new 12-month leases only: New tenants get the choice of ONE of the following: A) Free storage unit for a year (any size, subject to availability), B) $1,000 flexible spending credit immediately applied to the tenant account (use toward rent, storage, pet fees at whatever time period tenant wants to use it during the lease - but does not apply to

  Brette Stern Calcagni Real Estate

  64 E Mitchell Ave Unit 38, Cheshire, CT 06410
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  $430,000 Sold Aug 22, 2025

  233 Mountain Rd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 2,028 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Above List Price
  • $212/SF
  • 43 Days On Market

  Current Estimated Value $425,429

  Last Listing Agent Stacey Deangelis Calcagni Real Estate

  233 Mountain Rd, Cheshire, CT 06410
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  Est $670,966 Not Listed For Sale

  410 Spring St, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,192 Sq Ft
  • Built 1996

  410 Spring St, Cheshire, CT 06410

  Last Sold Summary

  • 3% Above List Price
  • $297/SF
  • 0 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Peter Nowak Ryze Realty Group LLC
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  $389,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  150 Poplar Dr, Cheshire, CT 06410

  Welcome home to this beautiful two-bedroom ranch, thoughtfully designed for both comfort and style. The spacious open-concept living, kitchen, and dining area features cathedral ceilings, crown molding, and an abundance of natural light, with sliding glass doors leading to a large Fiberon composite deck overlooking the river perfect for your morning coffee and enjoying the breathtaking views. The

  

  Marsha Penna

  Coldwell Banker Realty

  (475) 255-6889

  150 Poplar Dr, Cheshire, CT 06410
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  $1,971 - $3,098 total monthly price

  Lakeside at Chesire

  Studio - 2 Beds

  50 Hazel Dr, Cheshire, CT 06410

  Welcome Home to Lakeside at Cheshire. New Apartments.

  50 Hazel Dr, Cheshire, CT 06410
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  $317,000 Sold Oct 10, 2025

  204 Greens Loop Unit 204, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,578 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Above List Price
  • $201/SF
  • 24 Days On Market

  Current Estimated Value $317,256

  Last Listing Agent Evan Johnson Coldwell Banker Realty

  204 Greens Loop Unit 204, Cheshire, CT 06410
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  Est $624,805 Not Listed For Sale

  158 Willow St, Cheshire, CT 06410

  • 6 Beds
  • 5 Baths
  • 2,850 Sq Ft
  • Built 1937

  158 Willow St, Cheshire, CT 06410

  Last Sold Summary

  • 4% Above List Price
  • $211/SF
  • 131 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Christina Coppola Dave Jones Realty, LLC
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  $575,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,810 Sq Ft

  9 Burning Tree Place, Cheshire, CT 06410

  Welcome to the Copper Hill Association, a highly desirable and beautifully maintained neighborhood in Cheshire made up of just 33 single family ranch style homes. Conveniently located near shopping, restaurants and major roads, this friendly, peaceful community is known for its quiet streets, attractive homes, and welcoming atmosphere. Copper Hill offers a wonderful balance of comfort,

  

  Mike 'Mr. Z' Zerbini

  IMT Realty

  (475) 203-1747

  9 Burning Tree Place, Cheshire, CT 06410
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  $4,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Townhouse for Rent

  64 Soderman Way, Cheshire, CT 06410

  For Rent - Luxury Carriage House at The Reserve at Stonebridge Crossing. This stunning three-bedroom, 2.5-bath residence offers the perfect blend of modern design and luxury finishes in one of the area's most desirable communities. Step inside to discover expansive tall ceilings, gleaming hardwood floors, and an open-concept floor plan ideal for both everyday living and entertaining. The gourmet

  Katie O'Neil Tier 1 Real Estate

  64 Soderman Way, Cheshire, CT 06410
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  $440,000 Sold May 13, 2025

  50 Heritage Dr, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,371 Sq Ft
  • Built 1985

  Last Sold Summary

  • 20% Below List Price
  • $186/SF
  • 57 Days On Market

  Current Estimated Value $650,301

  Last Listing Agent Yi Gong Coldwell Banker Realty

  50 Heritage Dr, Cheshire, CT 06410
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  Est $992,531 Not Listed For Sale

  31 Harvest Ct, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 4,422 Sq Ft
  • Built 1992

  31 Harvest Ct, Cheshire, CT 06410

  Last Sold Summary

  • 2% Above List Price
  • $219/SF
  • 39 Days On Market

  Last Sold Price $970,000

  Last Listing Agent Beverly Thorne Coldwell Banker
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  $1,125,000

  • 4 Beds
  • 2.5 Baths
  • 4,437 Sq Ft

  15 Shire Ct, Cheshire, CT 06410

  Sophisticated elegance defines this 4,437 sq ft architect-designed Contemporary Colonial, featuring a luxurious first-floor primary suite with a custom closet, walk-in limestone shower, and separate soaking tub. The chef will appreciate the beautifully designed kitchen with a stainless-steel six-burner Viking gas range, double ovens, and expansive thick granite counters with seating. A charming

  

  Iris Meyer

  William Raveis Real Estate

  (475) 260-5765

  15 Shire Ct, Cheshire, CT 06410
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  $2,254 - $3,629 total monthly price

  Riverpointe Cheshire

  Studio - 3 Beds

  106 Stonebridge Ct, Cheshire, CT 06410

  Riverpointe Cheshire encompasses 300 apartment homes within 10 buildings spread amongst beautifully manicured landscape. This stunning community features studios, one-bedroom (with option for a den), two-bedroom, and three-bedroom residences. The community will be completed with sophisticated unit and common area finishes as well as a robust amenity program for all residents to enjoy.Riverpointe

  106 Stonebridge Ct, Cheshire, CT 06410
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  $765,735 Sold Feb 24, 2026

  83 Shea Cir Unit 83, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Built 2026

  Last Sold Summary

  • 14% Above List Price
  • $313/SF
  • 55 Days On Market

  Last Listing Agent Jason Helton EG Group Realty LLC

  83 Shea Cir Unit 83, Cheshire, CT 06410
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  Est $527,763 Not Listed For Sale

  160 Birch Dr, Cheshire, CT 06410

  • 3 Beds
  • 3 Baths
  • 1,995 Sq Ft
  • Built 1980

  160 Birch Dr, Cheshire, CT 06410

  Last Sold Summary

  • 1% Above List Price
  • $261/SF
  • 72 Days On Market

  Last Sold Price $520,000

  Last Listing Agent Maria Monteiro Regency Real Estate, LLC
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  $829,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,001 Sq Ft

  1517 Blackberry Place, Cheshire, CT 06410

  Exciting opportunity to build your very own 2001 sqft ranch with wonderful curb appeal. One level living at its finest, with 9ft ceilings throughout, custom kitchen w/granite countertops and center island, hardwood flooring in the main living areas, gas fireplace in the family room and a mudroom with half bath and laundry. Large Primary bedroom with bathroom en-suite, and walk-in closet. 2 guest

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 457-3624

  1517 Blackberry Place, Cheshire, CT 06410
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  /17

  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  64 E Mitchell Ave Unit 40, Cheshire, CT 06410

  Now through April 30th - Special promotion on new 12-month leases only: New tenants get the choice of ONE of the following: A) Free storage unit for a year (any size, subject to availability), B) $1,000 flexible spending credit immediately applied to the tenant account (use toward rent, storage, pet fees at whatever time period tenant wants to use it during the lease - but does not apply to

  Brette Stern Calcagni Real Estate

  64 E Mitchell Ave Unit 40, Cheshire, CT 06410
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  $370,000 Sold Oct 09, 2025

  239 Bates Dr, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,646 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Above List Price
  • $225/SF
  • 70 Days On Market

  Current Estimated Value $398,511

  Last Listing Agent Sam Ratner Keller Williams Realty Prtnrs.

  239 Bates Dr, Cheshire, CT 06410
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  Est $546,242 Not Listed For Sale

  125 Mountain Rd, Cheshire, CT 06410

  • 4 Beds
  • 3 Baths
  • 2,720 Sq Ft
  • Built 1962

  125 Mountain Rd, Cheshire, CT 06410

  Last Sold Summary

  • 4% Above List Price
  • $193/SF
  • 19 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Norinne Byrne Calcagni Real Estate

Showing Results 1 - 40, Page 1 of 18