Old Hill Homes

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  /32

  $1,500,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,337 Sq Ft

  57 Partrick Rd, Westport, CT 06880

  SELLERS WILL BE REVIEWING OFFERS ON MONDAY 11/10 AT 12:00 This gracious Colonial in the heart of coveted Old Hill has been home to one family for 47 years. The welcoming foyer with its sweeping staircase is flanked by a generously sized dining room with fireplace and living room with fireplace and custom built-ins. A paneled study and a sun room provide versatile spaces for work or relaxing.A

  

  Barbara Reynolds

  Brown Harris Stevens

  (475) 260-6712

  57 Partrick Rd, Westport, CT 06880
• Explore Old Hill

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  /21

  $5,000 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,426 Sq Ft
  • House for Rent

  130 Post Rd W Unit Penthouse, Westport, CT 06880

  Penthouse residence in the premier Westgate luxury complex with elevator access. Enjoy single-level living in the heart of Westport, directly across from Kings Highway and Saugatuck Elementary playgrounds and athletic fields. A short walk brings you to downtown shops, restaurants, the Levitt Pavilion, and the Westport Library. The open-concept layout features a dramatic living room with 20-foot

  Inna Agujen Coldwell Banker Realty

  130 Post Rd W Unit Penthouse, Westport, CT 06880
• 

  $2,492,500 Sold Nov 21, 2025

  • 4,198 Sq Ft
  • $594/SF
  • 102 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2017

  5 Ridgewood Ln, Westport, CT 06880

  This modern farmhouse was praised for its remodel, receiving the HOBI Award for Outstanding Spec Home in 2017. Set on a secluded + conveniently located Old Hill cul-de-sac, the home has tremendous curb appeal w/an expansive front porch overlooking the wide front lawn. The interior finishes are remarkable, reclaimed + repurposed, the energy-efficient home uses materials such as antique woods,

  Karen Scott Compass Connecticut, LLC

  5 Ridgewood Ln, Westport, CT 06880
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  Est $2,619,220 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,330 Sq Ft

  2 Heron Lake Ln, Westport, CT 06880

  2 Heron Lake Ln, Westport, CT 06880
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  /34

  $2,527,000 Pending

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

  11 Old Hill Rd, Westport, CT 06880

  Nestled in the heart of Westport's coveted Old Hill neighborhood, this home offers the charm of an English cottage and a thoughtful design that blends classic character with the modern desire for open, connected living. Encompassing nearly 4,000 square feet, it features four ensuite bedrooms, walk-in closets, and a curated layout that combines timeless architectural details with contemporary

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 219-2239

  11 Old Hill Rd, Westport, CT 06880
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  /22

  $6,750 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 1,494 Sq Ft
  • House for Rent

  63 Kings Hwy N, Westport, CT 06880

  An inviting front porch welcomes you home to this light-filled historic four bedroom cape within walking distance to the wonderful town of Westport. The front to back living room boasts a wood burning fireplace for cozy evenings and a large dining room is great for entertaining family and guests. The renovated kitchen will delight the cook in the family. Spend time on the back patio overlooking a

  Darlene Letersky Coldwell Banker Realty

  63 Kings Hwy N, Westport, CT 06880
• 

  $2,199,000 Sold Nov 12, 2025

  • 3,430 Sq Ft
  • $641/SF
  • 56 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1963

  60 Sylvan Rd N, Westport, CT 06880

  This 4-bedroom, 3-full, 1-half bath Colonial offers 3,430 sq ft of thoughtfully designed living on a 1.01-acre lot in Westport's Old Hill neighborhood. The main-level primary suite features a spa-inspired bathroom, walk-in closet, and abundant natural light. A chef's kitchen with custom cabinetry opens to spacious living and dining areas, creating an open flow for entertaining or daily living.

  Judy Michaelis Coldwell Banker Realty

  60 Sylvan Rd N, Westport, CT 06880
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  Est $4,648,403 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 7,552 Sq Ft

  10 Cranbury Rd, Westport, CT 06880

  10 Cranbury Rd, Westport, CT 06880
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  /40

  $1,475,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,589 Sq Ft

  259 Wilton Rd, Westport, CT 06880

  Discover the Westport lifestyle at its best. Set on nearly two private acres within walking distance of the Westport YMCA and Mahackeno trails, this spacious and flexible ranch feels like a private retreat yet remains close to town. With five bedrooms, four full baths, and an outdoor powder room off the garden patio, the home is designed for comfort and easy living. The main level features four

  Inna Agujen Coldwell Banker Realty

  259 Wilton Rd, Westport, CT 06880
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  /24

  $3,300 total monthly price

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  115 Wilton Rd Unit 2, Westport, CT 06880

  Enjoy renting this fully renovated two-bedroom, one full bathroom apartment just a short walk from downtown Main Street and the scenic Saugatuck River. The spacious upper-level unit offers glimpses of the river and features thoughtfully chosen, energy-efficient and home automation appliances for modern comfort and convenience. A bright sunroom provides a relaxing sitting area or a perfect home

  Julie Walsh Coldwell Banker Realty

  115 Wilton Rd Unit 2, Westport, CT 06880
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  $2,780,000 Sold Oct 31, 2025

  • 5,424 Sq Ft
  • $513/SF
  • 125 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2014

  20 Crawford Rd, Westport, CT 06880

  Nestled in Westport's coveted Old Hill neighborhood, this stunning residence blends classic Colonial design w/modern amenities. You're greeted by the centerpiece of the home - an impressive foyer w/soaring ceilings. The spacious office w/lacquer-finished built-ins includes a fireplace and access to the veranda. For more intimate gatherings, go through the French doors to a sitting room,

  Lisa Tortora Coldwell Banker Realty

  20 Crawford Rd, Westport, CT 06880
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  Est $1,340,647 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,992 Sq Ft

  5 Terra Nova Cir, Westport, CT 06880

  5 Terra Nova Cir, Westport, CT 06880
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  /40

  $2,795,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 5,916 Sq Ft

  20 Old Hill Rd, Westport, CT 06880

  Welcome to this beautifully maintained 1945 stone-front Cape in the heart of Old Hill. Loved by the same family for 22 years, it radiates warmth and character. With 5 bedrooms, 5.5 baths, and two flexible spaces for home offices, it offers comfort and versatility, including a first-floor suite ideal for guests or in-laws. The light-filled kitchen flows into an inviting dining area and cozy sunken

  Michelle Genovesi William Raveis Real Estate

  20 Old Hill Rd, Westport, CT 06880
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  /29

  $10,000 total monthly price

  • 5 Beds
  • 4.5 Baths
  • 3,436 Sq Ft
  • House for Rent

  96 Kings Hwy N, Westport, CT 06880

  Now with brand-new central air conditioning! Historic Luxury Meets Modern Living in Old Hill, Westport. Stroll to downtown Westport from this award-winning historic gem in coveted Old Hill. The David Judah House, c. 1760-honored with the 2016 Helen Muller Award for outstanding restoration-seamlessly blends timeless character with modern sophistication. Meticulously updated, the home features a

  Cyd Hamer William Pitt Sotheby's Int'l

  96 Kings Hwy N, Westport, CT 06880
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  $605,000 Sold Oct 27, 2025

  • 1,344 Sq Ft
  • $450/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  61 Hills Ln Unit 61, Westport, CT 06880

  A wonderful lifestyle awaits at Birchwood Condos. Maintenance worries melt away and peaceful living takes center stage. Nestled on the border of Westport and Norwalk, this serene condo offers the perfect blend of tranquility and convenience. Just off Westport Avenue and across the street from Whole Foods! Step inside this sundrenched, spacious condo and you will immediately notice the numerous

  Arlene Bubbico Coldwell Banker Realty

  61 Hills Ln Unit 61, Westport, CT 06880
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  Est $1,709,527 Not Listed For Sale

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

  76 Terra Nova Cir, Westport, CT 06880

  76 Terra Nova Cir, Westport, CT 06880
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  /39

  $2,150,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,035 Sq Ft

  33 Pequot Trail, Westport, CT 06880

  Set on a 1-acre lot in Old Hill, this 5-bedroom, 4.1-bath Colonial offers 4,035 sq ft of open, light-filled living space. The main level features a welcoming foyer, formal living and dining rooms, and a family room with large windows overlooking the landscaped backyard. The kitchen includes a gas cooktop, wall oven, microwave, refrigerator, freezer, ice maker, and dishwasher, opening seamlessly

  Judy Michaelis Coldwell Banker Realty

  33 Pequot Trail, Westport, CT 06880
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  $1,600,000 Sold Oct 10, 2025

  • 3,811 Sq Ft
  • $420/SF
  • 111 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1966

  82 Partrick Rd, Westport, CT 06880

  Diamond in the Rough! This stately colonial is brimming with potential and ready to be restored to its former grandeur. Nestled on a private lot, the home offers a peaceful setting with ample space for everyone. Boasting over 3,800 sq ft, this spacious residence features 5 bedrooms and 2.5 bathrooms, along with gleaming hardwood floors and a variety of rooms designed for comfortable living. The

  Glenn Stavens Aspen Realty Group

  82 Partrick Rd, Westport, CT 06880
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  Est $3,047,188 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,560 Sq Ft

  14 Marion Rd, Westport, CT 06880

  14 Marion Rd, Westport, CT 06880
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  /29

  $2,249,000 Pending

  • 4 Beds
  • 3 Baths
  • 4,231 Sq Ft

  10 Twin Falls Ln, Westport, CT 06880

  Beyond Beautiful - Welcome to 10 Twin Falls Lane, a striking property and home filled with natural light from floor-to-ceiling windows. Step into the sun-drenched foyer with terracotta tile. Throughout the years the home has been updated and modernized with soaring ceilings, serene views, and inspiring design. The expansive family room features a dramatic picture window and flows seamlessly into

  Kit Tingley Higgins Group Bedford Square

  10 Twin Falls Ln, Westport, CT 06880
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  $3,750,000 Sold Oct 10, 2025

  • 6,406 Sq Ft
  • $585/SF
  • 14 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 1952

  12 Old Hill Farms Rd, Westport, CT 06880

  Beautifully renovated vintage home offers timeless character on a professionally landscaped acre in coveted Old Hill. With 5 bedrooms, 5 full and 2 half baths with generous space and classic charm. The formal living room and elegant library both with fireplaces and hardwood floors create a warm and welcoming space for relaxing and entertaining. A spacious kitchen featuring a large center island,

  Emily Gordon Coldwell Banker Realty

  12 Old Hill Farms Rd, Westport, CT 06880
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  Est $3,147,462 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,424 Sq Ft

  5 Windrush Ln, Westport, CT 06880

  5 Windrush Ln, Westport, CT 06880
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  /17

  $1,450,000

  • 3 Beds
  • 2.5 Baths
  • 1,549 Sq Ft

  113 Kings Hwy N, Westport, CT 06880

  Amazing Opportunity! Charming 1920"s colonial with wonderful 1416 sq ft legal rental cottage. Bright sunny front house freshly painted and beautifully maintained. Hardwood floors throughout, newer kitchen, delightful sun room, perfect for home office. MBR w/charming dressing room and w/i closet plus 2 additional brs and hall bath. Cottage features a great 2 bedroom apartment with vaulted ceiling

  Regina Kendig William Raveis Real Estate

  113 Kings Hwy N, Westport, CT 06880
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  $2,900,000 Sold Oct 09, 2025

  • 4,636 Sq Ft
  • $626/SF
  • 10 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2016

  5 River Ln, Westport, CT 06880

  Best of All Worlds: Value, Luxury & Convenience. Discover the perfect blend of sophistication, comfort and prime location in this like-new custom five bedroom Colonial, ideally sited on a beautifully landscaped acre near downtown Westport and the Westport/Weston Family Y. Located in a serene and private setting buffered by a conservation easement, this exceptional home also enjoys the rare

  Patricia Shea Coldwell Banker Realty

  5 River Ln, Westport, CT 06880
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  Est $5,042,345 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 8,957 Sq Ft

  6 Stonybrook Rd, Westport, CT 06880

  6 Stonybrook Rd, Westport, CT 06880
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  /21

  $1,250,000

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft

  56 Partrick Rd, Westport, CT 06880

  Westport * 3BR ranch on 1.67-acre private knoll * Hardwood floors * Newer windows * Underground electric * 0.5 mi to Partrick Preserve. Set on a quiet interior lot surrounded by mature trees, this one-level 3-bedroom, 2-bath home at 56 Partrick Road offers the privacy of a country setting just minutes from Westport's vibrant downtown. Built in 1966, the 1,609 sq ft residence features hardwood

  Kim Burke Berkshire Hathaway NE Prop.

  56 Partrick Rd, Westport, CT 06880
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  $1,400,000 Sold Sep 22, 2025

  • 3,033 Sq Ft
  • $462/SF
  • 85 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1960

  20 Cranbury Rd, Westport, CT 06880

  This lovely, turnkey Cape Cod home is nestled away from the road in the sought-after Old Hill neighborhood - close to schools, town and train. With Over 3000 sq ft of finished living space, four bedrooms and four full baths, there is plenty of space to live, entertain, work from home and even the possibility of a nanny/in-law suite on the lower level. The main level is flooded with natural light

  Jessica Brookbanks Coldwell Banker Realty

  20 Cranbury Rd, Westport, CT 06880
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  Est $1,230,749 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  8 Newtown Turnpike, Westport, CT 06880

  8 Newtown Turnpike, Westport, CT 06880
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  /38

  $470,000

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  13 Hills Ln, Westport, CT 06880

  Aggressively priced for one of the nicest complexes to live in. NEW APPLIANCES, Spacious open floor plan with hardwood floors. Light and bright overlooking beautifully landscaped grounds. Large open living/dinning area, eat-in kitchen. Two oversized bedrooms with lots of closet space. Two renovated baths. New appliances, first floor location. A private deck for summer entertaining, fireplace for

  Georgia Kornutik Coldwell Banker Realty

  13 Hills Ln, Westport, CT 06880
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  $1,250,000 Sold Aug 28, 2025

  • 1,861 Sq Ft
  • $672/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1948

  11 Overlook Rd, Westport, CT 06880

  Beautifully situated on a lush half-acre on a private street, this storybook cape is just a mile from Westport's vibrant downtown shops and restaurants and is minutes from its much-loved beaches and coastline. The airy open floor plan features a large Great Room with slate floors, a natural stone fireplace, and lovely views of the private backyard with heated pool. There is a charming living room

  Mary Petro Noonan Coldwell Banker Realty

  11 Overlook Rd, Westport, CT 06880
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  Est $2,421,075 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,281 Sq Ft

  12 Overlook Rd, Westport, CT 06880

  12 Overlook Rd, Westport, CT 06880
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  /11

  $1,500,000 Pending

  • Land
  • 2 Acres
  • $750,000 per Acre

  4 Newtown Turnpike, Westport, CT 06880

  ATTENTION BUYERS/BUILDERS! WONDERFUL OPPORTUNITY TO ACQUIRE TWO LEVEL-PARKLIKE ACRES, AAA-ZONE, IN PREMIER SUBURBAN AREA OF WESTPORT SURROUNDED BY STONE WALLS AND LIGHTLY WOODED LAND BORDER FOR PRIVACY. A NEW CUSTOM HOME IS AN OPTION AS PERMITS FOR SEPTIC, DRAINAGE, WELL AND POOL SITE HAVE ALL BEEN ISSUED. ARCHITECTURAL PLANS AVAILABLE AND CAN BE PERSONALIZED. CLOSE TO TOWN, SHOPPING,

  Kelly Feda Coldwell Banker Realty

  4 Newtown Turnpike, Westport, CT 06880
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  $3,100,000 Sold Aug 21, 2025

  • 3,495 Sq Ft
  • $887/SF
  • 11 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1946

  19 Old Hill Rd, Westport, CT 06880

  Step into a home where every detail tells a story of timeless elegance and masterful transformation. This 4-bedroom, 3-bath Colonial-reimagined through a multi-year, designer-led renovation-seamlessly marries historic charm with modern sophistication. Original Southern Pine floors and exposed beams ground the home in authenticity, while a stunning new kitchen by Shore & Country elevates everyday

  Cindy Raney Coldwell Banker Realty

  19 Old Hill Rd, Westport, CT 06880
• 

  Est $3,063,426 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 6,094 Sq Ft

  3 Indian Point Ln, Westport, CT 06880

  3 Indian Point Ln, Westport, CT 06880
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  /16

  $6,999,999 Pending

  • 6 Beds
  • 6.5 Baths
  • 8,400 Sq Ft

  3 Tanglewood Ln, Westport, CT 06880

  Introducing an exceptional new construction home by Redcoat Homes. Spanning over 8,000 square feet, this stunning property is situated on a flat, one-plus acre lot in the desirable Old Hill neighborhood of Westport. The location is private yet conveniently close to I-95 and the Merritt Parkway, just minutes from the beach and town. It also borders Earth Place, one of the top family-friendly

  James Lanzaro Compass Connecticut, LLC

  3 Tanglewood Ln, Westport, CT 06880
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  $2,950,000 Sold Aug 18, 2025

  • 6,416 Sq Ft
  • $460/SF
  • 72 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 2011

  22 Marion Rd, Westport, CT 06880

  Set on picturesque property in a prime Old Hill-area location, this exceptional home offers space, amenities and convenience rarely seen. Approached from a circular driveway, this impressive home welcomes you from a front porch into an exquisite foyer with stunning carpentry and detailed wood flooring, which showcase the artistry of high-end home builder SIR Development. The generous layout

  Alex Chingas Coldwell Banker Realty

  22 Marion Rd, Westport, CT 06880
• 

  Est $2,688,180 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,634 Sq Ft

  7 Rices Ln, Westport, CT 06880

  7 Rices Ln, Westport, CT 06880
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  /31

  $3,499,000 Pending

  • 6 Beds
  • 6.5 Baths
  • 7,899 Sq Ft

  3 Bolton Ln, Westport, CT 06880

  This beautiful home with undeniable curb appeal crafted by Andy Frank, sits on a flat, centrally located acre in the heart of Westport. Designed with light-filled spaces and an open, eat in kitchen, the home is finished across 4 levels, offering versatile living for today's lifestyle. The primary suite flows into a large sitting area with a lovely deck overlooking the pristine backyard. Enjoy 5

  Jen Kass Higgins Group Bedford Square

  3 Bolton Ln, Westport, CT 06880
• 

  $2,600,000 Sold Aug 15, 2025

  • 3,683 Sq Ft
  • $706/SF
  • 24 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1954

  9 Woodside Ln, Westport, CT 06880

  Welcome to this charming Colonial home in the desirable Old Hill neighborhood of Westport, CT. This 3,683 sq ft residence on a generous 0.95-acre lot blends classic character with modern convenience. The open layout connects living areas to the outdoors, creating an inviting space for relaxation and entertaining. The home boasts attractive exterior accents while maximizing space and inviting

  Judy Michaelis Coldwell Banker Realty

  9 Woodside Ln, Westport, CT 06880
• 

  Est $2,343,833 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,712 Sq Ft

  16 Broadview Rd, Westport, CT 06880

  16 Broadview Rd, Westport, CT 06880

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