283

Middlesex County CT Houses for Sale

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  • /38

    $999,000

    $201K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    170 Old Post Rd, Old Saybrook, CT 06475

    Step back in time and discover the beauty of this extraordinary antique home, set on an acre of landscaped grounds, with an enchanting guest cottage. The Bushnell-Dickinson House is a Georgian colonial that retains its original features inside and out. including original wide-board pine flooring, paneled walls, four fireplaces, two staircases, dentil moldings, authentic hardware and classic

    Rose McWaid William Raveis Real Estate

    170 Old Post Rd, Old Saybrook, CT 06475
  • /23

    $189,000

    • 2 Beds
    • 1 Bath
    • 792 Sq Ft

    11 Old Forge Rd, Westbrook, CT 06498

    Well cared for low maintenance Ranch close to town and shopping. Many updates. Property shows very nice. New siding w/insulation approximately 2 years old. New stove, new kitchen window. Newer slider to rear sun porch overlooking very private setting, perfect for your morning coffee. Excellent retirement location or part-time summer residence. Quiet community. Easy to show.

    Greg Young Berkshire Hathaway NE Prop.

    11 Old Forge Rd, Westbrook, CT 06498
  • /6

    $744,900

    New Construction Open House 9/27
    • 4 Beds
    • 2.5 Baths
    • 2,821 Sq Ft

    502 Freya Ln, East Hampton, CT 06424

    The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Heritage. The Heritage offers a fantastic open floor plan, den/flex room, open great room to kitchen in entire back of home, dramatic 2-story entry with open railing staircase. The upstairs boasts 4 large bedrooms, 2.5 baths, a

    Mark Toledo Berkshire Hathaway NE Prop.

    502 Freya Ln, East Hampton, CT 06424
  • /40

    $172,500

    $16K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 592 Sq Ft

    52 Jobs Gate 2, Portland, CT 06480

    WATERFRONT ! Enjoy This Cozy WATERFRONT Home located in Portland, CT. Grab your Coffee every morning and Walk down and Jump right in the Water! Don't miss enjoying this summer 2026 & the summers to come, Family Fun in this Home on Jobs Pond ! This Home has full views overlooking THE WATER! This Home offers a Living room with views overlooking the Water, open Kitchen & Dining area, Bedroom, newer

    Ron Jedziniak eXp Realty

    52 Jobs Gate 2, Portland, CT 06480
  • /2

    $2,200,000

    • 3 Beds
    • 2 Baths
    • 1,591 Sq Ft

    134 Meadow Woods Rd, Deep River, CT 06417

    134 Meadow Woods Road is a rare Connecticut Shoreline estate property offering a custom Saltbox-style home on approximately 30 private acres in one of Deep River's most desirable locations. This 3-bedroom, 2-bath country home features approximately 1,591 square feet, hardwood and wide-plank pine flooring, a cathedral ceiling, patio, and unfinished basement. Surrounded by mature woodlands,

    Jennifer Gurnell William Raveis Real Estate

    134 Meadow Woods Rd, Deep River, CT 06417
  • /5

    $169,900

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    7 Portland St, Middletown, CT 06457

    WELL MAINTAINED 3 BEDROOM, ONE BATH HOME WITH MANY RECENT UPDATES. FEATURES INCLUDE A LARGE EAT-IN KITCHEN, SPACIOUS LIVING ROOM. MAJOR IMPROVEMENTS INCLUDE A ROOF, CHIMNEY AND GUTTERS THAT ARE ONLY TWO YEARS OLD. ALONG WITH FURNACE AND OIL TANK THAT ARE JUST ONE YEAR OLD. MAIN SEWER REPLACED ONE YEAR AGO. A SOLID HOME THAT HAS BEEN CARED FOR OVER THE YEARS AND OFFERS AND EXCELLENT OPPORTUNITY

    Geraldine Mattera Luxe Realty LLC

    7 Portland St, Middletown, CT 06457
  • /40

    $221,900

    Coming Soon
    • 1 Bed
    • 1 Bath
    • 897 Sq Ft

    79 Plumb Rd, Middletown, CT 06457

    CUTE AS A BUTTON! This move-in ready home on almost an acre of land, has several wonderful updates! New boiler 2025, new oil tank 2024, chimney was rebuilt from the roof line up in 2025, wood stove in living room 2013, roof approx 14 years old, driveway sealed in June, flooring in the kitchen/dining room/living room & bedroom 2022, light fixtures 2022, bathroom exhaust fan 2025, blinds 2025,

    Tracy Wagner Rockoff Realty

    79 Plumb Rd, Middletown, CT 06457
  • /40

    $899,000

    $16K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,942 Sq Ft

    86 Laurel Ridge Trail, Killingworth, CT 06419

    Gracefully blending timeless architecture with exceptional everyday living, this beautifully appointed Colonial offers thoughtfully designed open spaces both inside and out. A welcoming wraparound porch creates an elegant first impression, while the interior unfolds into an open floor plan ideal for entertaining. The chef-inspired kitchen features a generous center island, double ovens, and a

    Melanie Scull William Pitt Sotheby's Int'l

    86 Laurel Ridge Trail, Killingworth, CT 06419
  • /39

    $609,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,212 Sq Ft

    15 Davison Rd, Moodus, CT 06469

    Pride of ownership will wow you at 15 Davison Rd in Moodus! This spectacular colonial home sits on over an acre of private land on a quiet, dead-end road lined with quintessential New England stone walls! This home features a sprawling, open floor plan with over 4,000 sq ft of flexible living space for all your needs. With 4 bedrooms, 2.5 baths, a 2-car garage, a living room, family room,

    Alaija Santiago eXp Realty

    15 Davison Rd, Moodus, CT 06469
  • /33

    $925,000

    • 4 Beds
    • 2.5 Baths
    • 3,578 Sq Ft

    14 James Vincent Dr, Clinton, CT 06413

    PRIVATE COASTAL CLINTON, CT RETREAT WITH POOL. Welcome to your private oasis in Clinton! Built in 2003 and set on almost 2 private acres, this beautifully designed 4-bedroom, 2.5-bath home offers an ideal balance of functional interior space and exceptional outdoor living. The main level features a fluid floor plan including formal living and dining rooms, a dedicated home office, and a generous

    Kirsten Adams William Pitt Sotheby's Int'l

    14 James Vincent Dr, Clinton, CT 06413
  • /2

    $220,000

    $55K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    40 Beach Rd, Clinton, CT 06413

    Motivated seller! Investor Special! Rare opportunity to own a 2-bedroom home in Clinton with beach rights. Property is in need of extensive renovation and is being sold as-is-ideal for buyers looking to fully customize or rebuild. Prime location offers strong upside potential, whether for a year-round residence, beach getaway, or investment property. Bring your vision and transform this property

    Tyra Moscat William Raveis Real Estate

    40 Beach Rd, Clinton, CT 06413
  • /37

    $369,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,236 Sq Ft

    46 Middlefield St, Middletown, CT 06457

    Welcome to 46 Middlefield Street in Middletown! This beautifully remodeled home offers three bedrooms, two full bathrooms, and stylish updates throughout. The brand-new kitchen features sleek quartz countertops and modern finishes, creating an inviting space for cooking and entertaining. The refreshed interior combines contemporary style with comfortable, functional living spaces, making this

    Michael Monteiro Ascend Realty LLC

    46 Middlefield St, Middletown, CT 06457
  • /40

    $469,900

    • 3 Beds
    • 1.5 Baths
    • 1,396 Sq Ft

    14 Alexander Dr, Cromwell, CT 06416

    You'll fall in love with this beautiful 3-bedroom, 1.5-bath oversized ranch-style home with large garage, private backyard, pool, and so much more! Welcome to 14 Alexander Drive in Cromwell, where main-floor living is truly at its finest. This move-in-ready home features an open-concept living and dining area with beautiful hardwood flooring, a large picture window, and fireplace. The kitchen

    Giulia Terese Hagel & Assoc. Real Estate

    14 Alexander Dr, Cromwell, CT 06416
  • /40

    $454,900

    • 3 Beds
    • 1.5 Baths
    • 1,774 Sq Ft

    147 Old Mill Rd, Middletown, CT 06457

    This charming three-bedroom, one-and-a-half-bath English Tudor sits on a landscaped corner lot and offers a wonderful mix of classic details and modern updates. The beautifully updated kitchen features white and gray cabinetry, quartz countertops, a farmhouse sink, breakfast bar, stainless steel appliances, and plenty of storage and workspace. From there, the layout flows into the dining room

    Michelle Mandel Carl Guild & Associates

    147 Old Mill Rd, Middletown, CT 06457
  • /40

    $750,000

    • 3 Beds
    • 3.5 Baths
    • 3,493 Sq Ft

    32 Staba Dr, Higganum, CT 06441

    Remarkable, one-of-a-kind home in lovely subdivision on a professionally landscaped 2 acre corner lot with well- planned lighting to accentuate the master crafted gardens/plantings. Irrigation system with 14 zones controlled by an app. helps to keep all fresh/healthy. The lifetime, cobblestone driveway leads to an impressive granite entryway with solid wood doors that brings you to a grand 2

    Eileen Boulay William Pitt Sotheby's Int'l

    32 Staba Dr, Higganum, CT 06441
  • /40

    $1,250,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,689 Sq Ft

    25 Silver Springs Dr, Haddam, CT 06441

    Modern farmhouse design meets refined craftsmanship in this exceptional to be built offering in the highly desirable Chatham Lake neighborhood. Positioned atop a gentle rise, this higher-sitting homesite captures beautiful ridgeline views and stunning sunset views from the front of the home, creating a setting that's difficult to replicate. Buyers have the opportunity to choose between two

    Rob Paskiewicz CT Home Pro, LLC

    25 Silver Springs Dr, Haddam, CT 06441
  • /2

    $315,000

    • 3 Beds
    • 1 Bath
    • 1,230 Sq Ft

    29 Shadow Ln, Cromwell, CT 06416

    Attention investors, contractors, and handy buyers! Opportunity awaits at 29 Shadow Lane in one of Cromwell's most desirable locations. This home is ready for someone with vision to bring it back to life and unlock its full potential. Conveniently located just down the road from TPC River Highlands, home of the Travelers Championship, with easy access to shopping, dining, highways, and everything

    Robert Jordan Hagel & Assoc. Real Estate

    29 Shadow Ln, Cromwell, CT 06416
  • /24

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,209 Sq Ft

    11 Old Stage Coach Rd, Higganum, CT 06441

    Come home to a setting where the landscape becomes part of everyday life. Enjoy morning coffee with peaceful pond views, spend an afternoon in the garden, gather outside for dinner, or relax around a fire pit as the day winds down. With 6.7 acres of land and a home set back from the road, there is room to create an outdoor space that is uniquely your own. This is anything but a typical 1976 home.

    Steven Koleno Beycome of Connecticut

    11 Old Stage Coach Rd, Higganum, CT 06441
  • /40

    $650,000

    $125K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,275 Sq Ft

    126 Main St, East Hampton, CT 06424

    A rare opportunity to own TWO single-family adjacent homes in the heart of East Hampton! Rich in history and thoughtfully updated, the main residence at 124 Main Street beautifully blends timeless architectural character with the comfort and convenience of modern living. Historic details, classic craftsmanship, and tasteful updates create a home that is both elegant and inviting. A first-floor

    Justin Marino Marino Realty LLC

    126 Main St, East Hampton, CT 06424
  • /31

    $1,290,000

    $300K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    21 Fenbrook Rd, Old Saybrook, CT 06475

    Welcome to an exceptional year-round home located in one of Connecticut's most renowned beach communities, the Knollwood Beach Association. Just steps from a private beach, this property offers the perfect blend of coastal living and everyday comfort. This spacious home features a finished above-grade lower level. Please note: the official square footage does not include the fully furnished first

    Ralph Harvey ListWithFreedom.com

    21 Fenbrook Rd, Old Saybrook, CT 06475
  • /12

    $899,900

    New Construction $10K PRICE INCREASE
    • 3 Beds
    • 3.5 Baths
    • 2,164 Sq Ft

    48A Ironworks Rd, Clinton, CT 06413

    Welcome to "The River Wood" a 3-bedroom custom home, nestled on a sprawling 4.81-acre parcel boasting an impressive 624 feet of riverfront along the scenic Menunketesuck River. This architectural gem is a seamless blend of luxurious living spaces, natural beauty, and tranquil surroundings. Upon entering, you'll be greeted by an inviting double door that leads into the heart of the home. The first

    Gigi Giordano Taylor Compass Connecticut, LLC

    48A Ironworks Rd, Clinton, CT 06413
  • /6

    $764,900

    New Construction Open House 9/27
    • 3 Beds
    • 2.5 Baths
    • 2,706 Sq Ft

    506 Freya Ln, East Hampton, CT 06424

    The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Richmond w/dramatic facades including 3 gables, large windows. Flexible floor plans starting w/3 bdrms, 2-story family room w/large balcony overlook, huge great room kitch/dining area combo, large 1st floor walk in laundry room,

    Mark Toledo Berkshire Hathaway NE Prop.

    506 Freya Ln, East Hampton, CT 06424
  • /28

    $89,900

    • 2 Beds
    • 1 Bath
    • 728 Sq Ft

    33 Green Acres Park Dr, Westbrook, CT 06498

    Move right into this private setting 2-bedroom,1 bath ranch with a new roof and new plumbing, and a welcoming covered deck. Enjoy all that Westbrook and shoreline living has to offer, with local shops, restaurants, beaches, and entertainment just moments away. The land lease covers water, septic, trash, recycling, tree and road maintenance

    Cheryl Cook Re/Max Valley Shore

    33 Green Acres Park Dr, Westbrook, CT 06498
  • /13

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,143 Sq Ft

    179 Route 81, Killingworth, CT 06419

    House is being sold AS IS - Seller will allow inspections but for informational purposes only - Seller will not be responsible for any repairs. or upgrades DO NOT ENTER PRIVATE DRIVE - AGENT MUST accompany You - Private drive brings you to 2.9 beautiful acres. House is being sold AS IS, but the value is in the land. The property includes a raised ranch house, a two car garage and another out

    John Izzo William Raveis Real Estate

    179 Route 81, Killingworth, CT 06419
  • /40

    $850,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 4,296 Sq Ft

    10 Shelter Rock Rd, East Haddam, CT 06423

    A private approach leads to this refined colonial home, set on more than four secluded acres. Now offered at a newly reduced price, the property features a heated mineral pool, expansive stone patios, Brazilian Ipe decking, and full-property indoor/outdoor sound-an exceptional setting for effortless entertaining. With roughly 20 acres of protected association land as its backdrop, the grounds

    Bill Moore Coldwell Banker Realty

    10 Shelter Rock Rd, East Haddam, CT 06423
  • /10

    $299,000

    • 2 Beds
    • 1 Bath
    • 732 Sq Ft

    11 Jobs Gate 1, Portland, CT 06480

    Must see this beautiful, peaceful waterfront home. This charming year-round home offers 2 bedrooms, 1 full bath, a cozy living room, and a kitchen overlooking the sparkling lake, creating the perfect setting to relax and unwind. Enjoy swimming, kayaking, and fishing right from your backyard while taking in the tranquil water views and natural surroundings. This home offers a New Roof, new water

    Roseanne Scacca Dan Combs Real Estate

    11 Jobs Gate 1, Portland, CT 06480
  • /40

    $1,200,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,456 Sq Ft

    145 Monarca Dr, Middletown, CT 06457

    A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a

    Lauren Freedman Coldwell Banker Realty

    145 Monarca Dr, Middletown, CT 06457
  • /40

    $5,775,000

    • 4 Beds
    • 3.5 Baths
    • 9,852 Sq Ft

    89 River Rd, East Haddam, CT 06423

    Where Architectural Inspiration Meets the Majesty of the Connecticut River. Perched majestically on 15.22 acres along the eastern bank of the Connecticut River, 89 River Road offers a rare convergence of architectural pedigree, natural beauty, privacy, and fully realized lifestyle design. Designed, owned, and meticulously crafted by one of America's leading architects, this 12,836-square-foot,

    Colette Harron William Pitt Sotheby's Int'l

    89 River Rd, East Haddam, CT 06423
  • /24

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    88 Winthrop Rd, Chester, CT 06412

    Set on nearly 34 acres and directly abutting state forest, this unique contemporary home offers privacy, space, and endless potential. The open-concept interior features soaring cathedral ceilings and exposed beams, creating a dramatic and inviting living space. The home offers 3 bedrooms, 2.5 bathrooms, and an oversized 2-car attached garage. A separate approximately 800-square-foot barn/shop

    Carlos Ortiz RE/MAX Heritage

    88 Winthrop Rd, Chester, CT 06412
  • /39

    $1,445,000

    $255K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    104 Knollwood Dr, Old Saybrook, CT 06475

    True tranquility awaits at this waterfront oasis! Unparalleled water views from every vantage point! Privately set on a generous 0.37-acre lot, this 3-bedroom home provides direct water access- perfect for kayaking out to Long Island Sound right from your backyard. Inside, the home blends charm and character with thoughtful updates. Its architectural lines evoke a Normandy chalet vibe, while the

    Karen Lee Coldwell Banker Realty

    104 Knollwood Dr, Old Saybrook, CT 06475
  • /39

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft

    73 Long Hill Rd, Deep River, CT 06417

    Prominently on 1.5 private, park-like acres, this inviting four-bedroom custom Colonial offers space, comfort and a peaceful country setting just minutes from Deep River Center and Essex Village. Thoughtfully designed and beautifully maintained, the home combines classic New England character with a spacious open floor plan, designed for everyday living. The main level features gleaming hardwood

    Kyle Hinding Coldwell Banker Realty

    73 Long Hill Rd, Deep River, CT 06417
  • /38

    $675,000

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,486 Sq Ft

    35 Chapman Mill Pond Rd, Westbrook, CT 06498

    Welcome to 35 Chapman Mill Pond Road - where peaceful waterfront living meets the best of the Connecticut shoreline lifestyle. Nestled on a private setting along the beautiful, gently flowing Menunketesuck River. This lovingly maintained three-bedroom, 2 1/2-bath home offers a rare opportunity to enjoy tranquility, nature and privacy in a picturesque water front setting. The light-filled main

    Jackie Lyman Lyman Real Estate

    35 Chapman Mill Pond Rd, Westbrook, CT 06498
  • /39

    $1,550,000

    $50K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,070 Sq Ft

    77 Main St, East Haddam, CT 06423

    Perched over the CT River on one of the largest lots on Main, the David Watrous House offers water views from each room. This 1850 architectural treasure offers over 4,000 square feet of living space, plus an additional 1,500+ square foot walkout lower level. A detached oversized 3-bay post-and-beam carriage house offers exceptional workshop/studio space, stained glass windows and crowned by a

    Sacha Armstrong William Pitt Sotheby's International Realty

    77 Main St, East Haddam, CT 06423
  • /36

    $280,000

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

    6 Hillside Ct, Middletown, CT 06457

    Beautifully renovated and ready for its next chapter, this charming 3-bedroom, 2-bath home offers comfortable living with modern updates throughout. The main living spaces provide a warm and inviting setting, while three bedrooms upstairs offer privacy and plenty of room to spread out. The spacious primary bedroom features vaulted ceilings, adding an open and airy feel. Conveniently located near

    Heather Crabtree RE/MAX RISE

    6 Hillside Ct, Middletown, CT 06457
  • /28

    $1,625,000

    $70K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,178 Sq Ft

    11 Cambridge Ct E, Old Saybrook, CT 06475

    SHORELINE YEAR-ROUND RETREAT - OLD SAYBROOK. Tucked away at the end of a quiet cul-de-sac with sweeping salt marsh and water views, this gracefully updated coastal haven offers exceptional privacy, natural beauty, and resort-style outdoor living in the heart of Old Saybrook. Set on a 1.6-acre lot and filled with natural light, the home features panoramic windows, open living and dining spaces,

    Linda Coyle William Raveis Real Estate

    11 Cambridge Ct E, Old Saybrook, CT 06475
  • /40

    $425,000

    $105K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,176 Sq Ft

    64 Jobs Gate 2, Portland, CT 06480

    Welcome to 64 Jobs Gate 2, a custom-built Contemporary Colonial offering waterfront living at its finest on crystal-clear Jobs Pond. Enjoy water views from every room, a private beach, and your own floating dock-perfect for swimming, kayaking, fishing, or simply relaxing by the water. The home features three fireplaces, recessed lighting throughout, solid oak finishes, custom kitchen cabinetry,

    Linda Byrne Century 21 AllPoints Realty

    64 Jobs Gate 2, Portland, CT 06480
  • /40

    $6,595,000

    $1M PRICE DROP
    • 3 Beds
    • 5 Baths
    • 4,664 Sq Ft

    175 River Rd, Essex, CT 06426

    A rare opportunity to own a meticulously designed enclave set on nearly three private acres overlooking the Connecticut River. The main house has over 4600 square feet of beautifully scaled living space with elegant architectural finishes throughout. The first floor features a welcoming entryway which leads to a well-equipped kitchen, breakfast room, formal dining room, and both a living room and

    Susan Malan William Pitt Sotheby's Int'l

    175 River Rd, Essex, CT 06426
  • /40

    $549,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,072 Sq Ft

    428 Hammock Rd N, Westbrook, CT 06498

    Move-in-ready four-bedroom, three-and-a-half-bath Colonial offering flexible living space just minutes from the Connecticut shoreline. Freshly painted throughout, the inviting main level features a formal living room and dining room, spacious family room, and a four-season sunroom with an indoor hot tub overlooking the fenced backyard. The partially finished walkout lower level provides valuable

    Laura Cariati William Raveis Real Estate

    428 Hammock Rd N, Westbrook, CT 06498
  • /40

    $1,150,000

    • 3 Beds
    • 3.5 Baths
    • 3,474 Sq Ft

    100-R Foot Hills Rd, Durham, CT 06422

    A Truly Private Country Estate - 100R Foot Hill Road offers a rare opportunity to own a substantial piece of Connecticut countryside. Approximately 9.17 acres are located in Durham, with the balance of 16 acres extending into neighboring Haddam, creating an expansive and wonderfully secluded setting. Open pastures blend with wooded areas, offering a beautiful balance of natural landscape and

    Lori Vogel William Raveis Real Estate

    100-R Foot Hills Rd, Durham, CT 06422

Showing Results 81 - 120, Page 3 of 8

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