Westport, CT Homes

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  $3,500,000

  • 3 Beds
  • 3.5 Baths
  • 1,299 Sq Ft

  0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854

  Opportunities like this are rare. Calf Pasture Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a blank canvas for imagination. Properties like this remain in the same hands for many decades and do not come up for sale often. Located approximately a half mile offshore, it is among the closest islands to the mainland and takes its

  Andrew Whiteley Brown Harris Stevens

  0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854
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  $12,000 per month

  • 4 Beds
  • 3 Baths
  • 2,904 Sq Ft
  • House for Rent

  7 Nappa Dr, Westport, CT 06880

  LIVE IN WESTPORT! Welcome to the Lucky Seven House! The house's name reflects the current owners' love of entertaining and gatherings that prompt people to return again and again thus making it the lucky, happy house to be in. You'll find it's easy to fall in love with both the home and its convenient beach community neighborhood. Get ready to cook with an eat-in professional kitchen

  Mar Jennings Higgins Group Bedford Square

  7 Nappa Dr, Westport, CT 06880
• 

  $2,700,000 Sold Jan 26, 2026

  26 Hitchcock Rd, Westport, CT 06880

  • 5 Beds
  • 5 Baths
  • 4,549 Sq Ft
  • Built 2025

  Last Sold Summary

  • $594/SF
  • 224 Days On Market

  Current Estimated Value $2,570,388

  Last Listing Agent Mar Jennings Higgins Group Bedford Square

  26 Hitchcock Rd, Westport, CT 06880
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  Est $1,580,574 Not Listed For Sale

  166 Newtown Turnpike, Weston, CT 06883

  • 5 Beds
  • 4.5 Baths
  • 4,938 Sq Ft
  • Built 1935

  166 Newtown Turnpike, Weston, CT 06883

  Last Sold Summary

  • 5% Above List Price
  • $306/SF
  • 14 Days On Market

  • Last Sold Price $1,510,000
  • Dec 18, 2024

  Last Listing Agent Cindy Raney Coldwell Banker Realty
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  $3,675,000

  • 5 Beds
  • 4.5 Baths
  • 6,015 Sq Ft

  4 Charcoal Ln, Westport, CT 06880

  A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate, thoughtfully reimagined with an array of stunning features and superior craftsmanship. Sited on 2 private acres, this extraordinary property offers priceless panoramic views of a 7-acre nature preserve, affording permanent tranquility and a sense of wonder. The meticulous renovations center around a

  Carol Langeland William Pitt Sotheby's Int'l

  4 Charcoal Ln, Westport, CT 06880
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  $13,000 per month

  • 4 Beds
  • 4.5 Baths
  • 2,274 Sq Ft
  • House for Rent

  12 Danbury Ave, Westport, CT 06880

  FABULOUS BEACH HOUSE! Winter/Academic/Summer rental start Sept.2026 AVAILABLE end of July through August 2026 (30K MONTH) Walk to BEACH. Exquisite architectural 3 story Nantucket Style beach home steps from the sands of Compo Beach. "The Seahorse" house was masterfully crafted by award winning Westport Architect Peter Cadoux and is featured on his website. It graced the cover of East Coast

  Robin Singer Coldwell Banker Realty

  12 Danbury Ave, Westport, CT 06880
• 

  $2,375,000 Sold Apr 23, 2026

  30 Cavalry Rd, Westport, CT 06880

  • 4 Beds
  • 5 Baths
  • 4,013 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $592/SF
  • 33 Days On Market

  Current Estimated Value $2,358,862

  Last Listing Agent Hyleri Katzenberg Compass Connecticut, LLC

  30 Cavalry Rd, Westport, CT 06880
• 

  Est $3,342,448 Not Listed For Sale

  9 Crooked Mile Rd, Westport, CT 06880

  • 6 Beds
  • 7 Baths
  • 7,076 Sq Ft
  • Built 2007

  9 Crooked Mile Rd, Westport, CT 06880

  Last Sold Summary

  • 8% Above List Price
  • $438/SF
  • 23 Days On Market

  • Last Sold Price $3,100,000
  • Feb 28, 2024

  Last Listing Agent Cyd Hamer William Pitt
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  $3,200,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,759 Sq Ft

  150 Hillspoint Rd, Westport, CT 06880

  Just steps from the sand, this captivating Compo Beach retreat delivers the coastal lifestyle buyers dream about-effortless, elegant, and designed to be lived in year-round. Set above the flood zone on .52 acres of exquisitely landscaped grounds, this lovingly maintained 4-bedroom, 4-full-bath home feels both refined and relaxed, with outdoor living woven into every experience. Sunlight streams

  Meredith Kamo Compass Connecticut, LLC

  150 Hillspoint Rd, Westport, CT 06880
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  $20,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,762 Sq Ft
  • House for Rent

  200 Hillspoint Rd, Westport, CT 06880

  Compo Beach, Westport - now available as a full-year rental. Experience the magic of waterfront living at this beautifully furnished 3-bedroom, 2 full and 2 half bath retreat, where sunrises and moonrises paint the sky from a stunning rooftop deck with wide, unobstructed views of Long Island Sound. Designed for both comfort and serenity, the home offers a peaceful, zen-like atmosphere ideal for

  Kim Harizman Compass Connecticut, LLC

  200 Hillspoint Rd, Westport, CT 06880
• 

  $2,645,000 Sold Feb 17, 2026

  11 Old Hill Rd, Westport, CT 06880

  • 4 Beds
  • 4.5 Baths
  • 3,935 Sq Ft
  • Built 1928

  Last Sold Summary

  • 5% Above List Price
  • $672/SF
  • 16 Days On Market

  Current Estimated Value $2,581,938

  Last Listing Agent Susan Lieberman The Riverside Realty Group

  11 Old Hill Rd, Westport, CT 06880
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  Est $1,119,851 Not Listed For Sale

  220 Riverside Ave Unit 8, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,291 Sq Ft
  • Built 2005

  220 Riverside Ave Unit 8, Westport, CT 06880

  Last Sold Summary

  • 4% Below List Price
  • $902/SF
  • 7 Days On Market

  • Last Sold Price $1,165,000
  • Jun 14, 2024

  Last Listing Agent Debra Shaughnessy Coldwell Banker Realty
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  $2,950,000 Pending

  • 6 Beds
  • 5.5 Baths
  • 5,938 Sq Ft

  36 Bauer Place, Westport, CT 06880

  Better than new! This beautifully appointed 4-level home blends contemporary design with warmth, comfort, and thoughtful upgrades throughout. The heart of the home is a cook's dream kitchen with gourmet appliances, a full pantry, and a massive center island showcasing stunning finishes. Designed for both beauty and function, it opens seamlessly to the bright, welcoming family room. Together,

  Jennifer Twombly Compass Connecticut, LLC

  36 Bauer Place, Westport, CT 06880
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  $50,000 per month

  • 6 Beds
  • 3 Baths
  • 4,197 Sq Ft
  • House for Rent

  26 Island Way, Westport, CT 06880

  Spend the summer in the heart of Saugatuck Shores , a private island surrounded by private beaches, and experience the ultimate Westport beach lifestyle. This stunning 6-bedroom coastal retreat offers the perfect blend of luxury, comfort, and effortless indoor-outdoor living. Designed for entertaining and relaxing, the home features a chef's gourmet kitchen with high-end appliances, expansive

  Linda Skolnick Coldwell Banker Realty

  26 Island Way, Westport, CT 06880
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  $3,250,000 Sold Jun 06, 2025

  27 Old Hill Farms Rd, Westport, CT 06880

  • 5 Beds
  • 3.5 Baths
  • 4,298 Sq Ft
  • Built 1931

  Last Sold Summary

  • 8% Above List Price
  • $756/SF
  • 8 Days On Market

  Current Estimated Value $3,348,551

  Last Listing Agent Debra Grant Show to Sell Homes, LLC

  27 Old Hill Farms Rd, Westport, CT 06880
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  Est $1,090,504 Not Listed For Sale

  220 Riverside Ave Unit 7, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,291 Sq Ft
  • Built 2005

  220 Riverside Ave Unit 7, Westport, CT 06880

  Last Sold Summary

  • 12% Above List Price
  • $755/SF
  • 21 Days On Market

  • Last Sold Price $975,000
  • Dec 01, 2023

  Last Listing Agent Debra Shaughnessy Coldwell Banker Realty
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  $3,999,000 Pending

  • 6 Beds
  • 5.5 Baths
  • 6,010 Sq Ft

  13 Terhune Dr, Westport, CT 06880

  Welcome to this beautifully crafted new construction home in the heart of Westport, where timeless design and thoughtful details come together to create a luxurious space. From the moment you step inside, you're welcomed by a bright and open floor plan with high ceilings and wide-plank flooring that runs throughout the main living space. Natural light fills every room, highlighting the custom

  Sara Santos Coldwell Banker Realty

  13 Terhune Dr, Westport, CT 06880
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  /22

  $6,200 per month

  • 4 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • House for Rent

  11 Beechwood Ln, Westport, CT 06880

  Located at the end of a cul-de-sac and perfectly sited on a level .56 property this home is very convenient to downtown Westport, Compo Beach, Longshore and transportation. Features include spacious rooms, renovated baths, family room with access to rear deck, LR w/ FP, DR with sliders to large deck, and kitchen on the main level. The upper level includes the MBR w/ bath and three additional

  Meg Freeman William Raveis Real Estate

  11 Beechwood Ln, Westport, CT 06880
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  $11,000,000 Sold Mar 02, 2026

  39 Compo Pkwy, Westport, CT 06880

  • 6 Beds
  • 9 Baths
  • 11,150 Sq Ft
  • Built 2017

  Last Sold Summary

  • 15% Below List Price
  • $987/SF
  • 33 Days On Market

  Current Estimated Value $7,783,359

  Last Listing Agent Michelle Genovesi William Raveis Real Estate

  39 Compo Pkwy, Westport, CT 06880
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  Est $2,852,910 Not Listed For Sale

  4A Woodhill Rd, Westport, CT 06880

  • 5 Beds
  • 5 Baths
  • 4,733 Sq Ft
  • Built 2006

  4A Woodhill Rd, Westport, CT 06880

  Last Sold Summary

  • 13% Above List Price
  • $534/SF
  • 26 Days On Market

  • Last Sold Price $2,527,500
  • Feb 16, 2024

  Last Listing Agent Cindy Raney Coldwell Banker Realty
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  $3,850,000

  • 4 Beds
  • 3.5 Baths
  • 3,418 Sq Ft

  61 Clapboard Hill Rd, Westport, CT 06880

  Located in prestigious Greens Farms, this European-inspired Colonial captures the timeless romance of the countryside in a coveted Westport location. Enter through private gates into a tranquil sanctuary, where meadow views & the soft outline of the home's romantic arched windows set a tone of understated elegance. The warm and inviting interiors offer flexibility & ideal flow, with a formal

  Lorelei Atwood Higgins Group Real Estate

  61 Clapboard Hill Rd, Westport, CT 06880
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  /27

  $3,800 per month

  • 1 Bed
  • 1 Bath
  • 802 Sq Ft
  • Apartment for Rent

  33 Elm St Unit 3, Westport, CT 06880

  This modern residence is located in the center of downtown Westport. Ideally situated in the heart of it all, this location is conveniently situated near dining, shopping, and entertainment. This inviting one-bedroom home features upscale amenities and spectacular views, making it the perfect alternative to New York City living, in a suburban setting. A leases can be arranged for one-year,

  Matt Murray Higgins Group Bedford Square

  33 Elm St Unit 3, Westport, CT 06880
• 

  $915,000 Sold Jul 01, 2025

  36 Rayfield Rd, Westport, CT 06880

  • Land
  • 1.1 Acres
  • $831,818 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 85 Days On Market

  Current Estimated Value $1,041,990

  Last Listing Agent Pam Toner Berkshire Hathaway NE Prop.

  36 Rayfield Rd, Westport, CT 06880
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  Est $4,745,309 Not Listed For Sale

  25 Flower Farm Cir, Westport, CT 06880

  • 5 Beds
  • 7.5 Baths
  • 6,404 Sq Ft
  • Built 2007

  25 Flower Farm Cir, Westport, CT 06880

  Last Sold Summary

  • 8% Above List Price
  • $687/SF
  • 85 Days On Market

  • Last Sold Price $4,400,000
  • Jun 28, 2024

  Last Listing Agent Robert Appell Coldwell Banker Realty
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  $3,990,000

  • 5 Beds
  • 7 Baths
  • 7,409 Sq Ft

  13 Rockyfield Rd, Westport, CT 06880

  This pristine Colonial offers timeless Westport elegance and effortless living, set on 1.12 flat, manicured acres framed by classic stone walls in a coveted, quiet neighborhood just one hour from NYC. The five-bedroom home features five full and two half baths, two dedicated offices, two versatile bonus spaces, custom millwork throughout, and abundant storage-perfect for today's work-from-home,

  Danna Rogers Higgins Group Bedford Square

  13 Rockyfield Rd, Westport, CT 06880
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  $25,000 per month

  • 4 Beds
  • 4.5 Baths
  • 5,462 Sq Ft
  • House for Rent

  15 Catamount Rd, Westport, CT 06880

  Meticulously maintained Resort home designed by Peter Cadoux. Luxurious living on over 2 acres of manicured lawns and gardens. Arts and Crafts style home in Move-in condition with the best quality in fit and finish at 5,462 total square feet, completely rebuilt from the ground up in 2007, includes the large gym (with 10' ceilings), full bath with separate steam and sauna, home office and walkout

  Robert Appell Coldwell Banker Realty

  15 Catamount Rd, Westport, CT 06880
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  $1,550,000 Sold Nov 20, 2025

  8 Washington Ave, Westport, CT 06880

  • 5 Beds
  • 3 Baths
  • 3,090 Sq Ft
  • Built 1890

  Last Sold Summary

  • 6% Below List Price
  • $502/SF
  • 84 Days On Market

  Last Listing Agent Susan Vanech Compass Connecticut, LLC

  8 Washington Ave, Westport, CT 06880
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  Est $4,623,102 Not Listed For Sale

  6 Pan Handle Ln, Westport, CT 06880

  • 5 Beds
  • 9 Baths
  • 10,471 Sq Ft
  • Built 2007

  6 Pan Handle Ln, Westport, CT 06880

  Last Sold Summary

  • 8% Above List Price
  • $411/SF
  • 81 Days On Market

  • Last Sold Price $4,300,000
  • Dec 10, 2024

  Last Listing Agent Mersene Norbom William Pitt
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  $3,195,000

  • 4 Beds
  • 6 Baths
  • 4,312 Sq Ft

  2 Mortar Rock Rd, Westport, CT 06880

  Better than new, this pristine 2016 custom-built residence showcases exceptional craftsmanship & seamlessly integrated design. Spanning more than 4000SF across 4 finished levels, the home blends modern architecture with refined transitional interiors. The open-concept 1st level features a magnificent chef's kitchen, spacious dining area & expansive LR with gas fireplace, custom built-ins , beams

  Jillian Klaff Coldwell Banker Realty

  2 Mortar Rock Rd, Westport, CT 06880
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  $2,650 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • House for Rent

  54 Richmondville Ave, Westport, CT 06880

  Bright and Beautifully remodeled 2 floor 1- bedroom and 1 full bath apartment.Offering a spacious sun filled living area and oversized primary ensuite.Featuring a brand new kitchen with new appliances and an in unit washer and dryer.Ideally located within walking distance to town with easy access to Westport's shops, dining and beach.

  Lori kosut Coldwell Banker Realty

  54 Richmondville Ave, Westport, CT 06880
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  $1,705,000 Sold Jun 27, 2025

  6 N Ridge Rd, Westport, CT 06880

  • 5 Beds
  • 3.5 Baths
  • 3,320 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Above List Price
  • $514/SF
  • 11 Days On Market

  Current Estimated Value $1,819,680

  Last Listing Agent Cindy Raney Coldwell Banker Realty

  6 N Ridge Rd, Westport, CT 06880
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  Est $1,709,508 Not Listed For Sale

  36 Terra Nova Cir, Westport, CT 06880

  • 3 Beds
  • 3 Baths
  • 3,691 Sq Ft
  • Built 2004

  36 Terra Nova Cir, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $440/SF
  • 16 Days On Market

  • Last Sold Price $1,625,000
  • Dec 04, 2024

  Last Listing Agent Brandy Hall Higgins Group Real Estate
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  $3,495,000

  • 6 Beds
  • 8.5 Baths
  • 7,787 Sq Ft

  5 Michele Ln, Westport, CT 06880

  Set at the end of a private cul-de-sac in Westport's coveted Coleytown neighborhood, 5 Michele Lane is a statement of craftsmanship, scale, and resort-style living. Surrounded by mature plantings for exceptional privacy and just steps from the Saugatuck River, this custom Colonial blends timeless architecture with elevated design throughout. A classic wood shingle exterior and wood roof set the

  Kyle Neumann Houlihan Lawrence

  5 Michele Ln, Westport, CT 06880
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  $15,000 per month

  • 5 Beds
  • 6 Baths
  • 3,148 Sq Ft
  • House for Rent

  18 Danbury Ave, Westport, CT 06880

  One week only including 2 weekends- price is for the week - Designer's own home with Gunite pool steps from Compo Beach. This modern completely renovated home is elegantly designed and decorated. Large main level has open Kitchen and Family Room leading to gorgeous patio, private yard and custom Pool with auto cover. There are 5 bedrooms including a stunning Primary Suite. It's only a few homes

  Linda Skolnick Coldwell Banker Realty

  18 Danbury Ave, Westport, CT 06880
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  $1,425,000 Sold Jun 20, 2025

  3 Donald Dr, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,714 Sq Ft
  • Built 1983

  Last Sold Summary

  • 19% Above List Price
  • $525/SF
  • 11 Days On Market

  Current Estimated Value $1,492,168

  Last Listing Agent Nikunj Gandhi Equity Capital Real Estate

  3 Donald Dr, Westport, CT 06880
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  Est $1,737,918 Not Listed For Sale

  76 Terra Nova Cir, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,358 Sq Ft
  • Built 2004

  76 Terra Nova Cir, Westport, CT 06880

  Last Sold Summary

  • 9% Above List Price
  • $679/SF
  • 36 Days On Market

  • Last Sold Price $1,600,000
  • Sep 09, 2024

  Last Listing Agent Alex Chingas Coldwell Banker Realty
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  $3,950,000

  • 4 Beds
  • 4.5 Baths
  • 5,550 Sq Ft

  5 Marc Ln, Westport, CT 06880

  The Deck House, a true masterpiece of modern design, seamlessly blending architectural brilliance with the beauty of its natural surroundings and an incredible offering of outdoor living. Oversized windows invite natural light in and and frame the views of the surrounding landscape. Rich wood finishes and natural stone surfaces create an organic aesthetic throughout. The main floor is designed

  Leslie Clarke Compass Connecticut, LLC

  5 Marc Ln, Westport, CT 06880
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  /20

  $8,750 per month

  • 3 Beds
  • 2.5 Baths
  • 2,401 Sq Ft
  • House for Rent

  2 Rockyfield Rd, Westport, CT 06880

  Nestled on a picturesque residential street surrounded by magnificent homes, this residence offers comfort and charm, with easy access to everything that makes Westport so desirable. A perfect neighborhood for walking, biking, and enjoying your surroundings. This level, 1ac property, w/mature plantings and a park-like setting, will make you never want to leave home. Sip your morning coffee in

  Lisa Tortora Coldwell Banker Realty

  2 Rockyfield Rd, Westport, CT 06880
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  $2,500,000 Sold May 22, 2025

  48 Cavalry Rd, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 4,190 Sq Ft
  • Built 1965

  Last Sold Summary

  • $597/SF
  • 9 Days On Market

  Current Estimated Value $2,305,812

  Last Listing Agent Laurie Crouse Coldwell Banker Realty

  48 Cavalry Rd, Westport, CT 06880
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  Est $3,927,826 Not Listed For Sale

  4 Michele Ln, Westport, CT 06880

  • 5 Beds
  • 8 Baths
  • 9,240 Sq Ft
  • Built 2005

  4 Michele Ln, Westport, CT 06880

  Last Sold Summary

  • 7% Above List Price
  • $396/SF
  • 63 Days On Market

  • Last Sold Price $3,655,000
  • Jan 21, 2025

  Last Listing Agent Mary Ann Lindwall The Riverside Realty Group

Showing Results 81 - 120, Page 3 of 18