134

Queen Annes County MD Homes for Sale with Pool

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  • /61

    $619,500

    • 5 Beds
    • 3 Baths
    • 2,116 Sq Ft

    3 Ackerman Ct, Stevensville, MD 21666

    Enjoy Eastern Shore living at its best! This 2,116 sq ft, 5 Bedrooms, 3 full baths Coastal home is nestled in one of the Eastern Shore most desirable waterfront communities. Cloverfields is conveniently located to waterfront restaurants and shopping. This sprawling ranch style home has been beautifully renovated. Home offers 2 primary bedrooms, all new bathrooms with tiled showers, 2 laundry

    Penny Windsor Benson & Mangold, LLC

    3 Ackerman Ct, Stevensville, MD 21666
  • /35

    $2,695,000

    • 5 Beds
    • 4.5 Baths
    • 4,138 Sq Ft

    216 Lighthouse View Dr, Stevensville, MD 21666

    Welcome to a Chesapeake Bay retreat where spectacular views and unparalleled waterfront living await. Perfectly positioned on a serene cul-de-sac, this elegantly appointed home offers breathtaking vistas of the iconic Bay Bridge, majestic lighthouses and sunsets that will leave you speechless. Upon entering into the 2 story foyer, the formal living room and bonus room welcome you and provide

    Brad Kappel TTR Sotheby's International Realty

    216 Lighthouse View Dr, Stevensville, MD 21666
  • /32

    $540,000

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    190 Harrier Way Unit 11, Chester, MD 21619

    Luxury 55+ Living at Four Seasons on Kent Island – Move-In Ready & Priced to Sell!Welcome to the resort-style lifestyle of Four Seasons on Kent Island, an amenity-rich 55+ waterfront community where luxury, comfort, and convenience meet. Inside, you'll find open-concept layouts filled with natural light, gourmet kitchens with quartz countertops, GE Profile stainless steel

    Jennifer Thomas RE/MAX Executive

    190 Harrier Way Unit 11, Chester, MD 21619
  • /34

    $2,995,000

    • 5 Beds
    • 3.5 Baths
    • 4,897 Sq Ft

    137 Tanners Point Dr, Stevensville, MD 21666

    Welcome to this stunning 5-bedroom, 3.5-bath waterfront estate perfectly sited on a spectacular point of land in the prestigious Cove Creek community. Offering 566 feet of pristine waterfrontage where Tanner's Creek meets Cove Creek—flowing directly into the Eastern Bay—this southern-facing residence captures breathtaking panoramic water views from nearly every room.Step inside to a

    Brad Kappel TTR Sotheby's International Realty

    137 Tanners Point Dr, Stevensville, MD 21666
  • /79

    $529,250

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    49 Queen Guinivere Way, Chester, MD 21619

    Welcome to Queens Landing, where resort-style living meets the comfort of home. This beautifully updated townhome offers 1,440 square feet of thoughtfully designed living space plus an open sunroom, adding approximately 160 additional square feet, creating a seamless and spacious floor plan ideal for everyday living and entertaining.Enjoy panoramic water views from every room - lake and

    Julia Stevens Realty Navigator

    49 Queen Guinivere Way, Chester, MD 21619
  • /68

    $499,000

    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    15 Queen Anne Way Unit E, Chester, MD 21619

    The BIGGEST price drop yet!! Wake up to shimmering Chester River views and let every day feel like a getaway!This beautifully maintained 2.5-level townhome offers 1,680 square feet of stylish and functional living space in the sought-after waterfront community of Queens Landing. The main level features a cozy living area with a gas fireplace, luxury vinyl plank flooring, and access to a

    Julia Stevens Realty Navigator

    15 Queen Anne Way Unit E, Chester, MD 21619
  • /34

    $365,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    28E Queen Mary Ct, Chester, MD 21619

    Just painted. One more thing allowing you to move right in and enjoy life overlooking the lake!Welcome to 28E Queen Mary Court — one of the largest condos in the sought-after Queens Landing community, offering 1,660 square feet of thoughtfully designed living space. This spacious 3-bedroom, 2.5-bath home is ideally positioned to take in the best of the neighborhood, with serene lake

    Justin Disborough Samson Properties

    28E Queen Mary Ct, Chester, MD 21619
  • /40

    $589,000

    • 3 Beds
    • 3 Baths
    • 3,631 Sq Ft

    107 Overture Way, Centreville, MD 21617

    NEW PRICE... Welcome to 107 Overture Way in the most sought after 55+ Active Adult Community in Queen Anne's County. This fully completed community offers many amenities for it's residents including a Club House, Interior Heated Pool, Exterior Pool, Pickle Ball Courts, Walking/Jogging/Bike Paths, Fitness Center, Putting Green, Bocce Court and much more, all at a low monthly HOA fee.107

    Edward Beres RE/MAX Executive

    107 Overture Way, Centreville, MD 21617
  • /89

    $574,900

    • 5 Beds
    • 3 Baths
    • 2,040 Sq Ft

    813 Petinot Place, Stevensville, MD 21666

    Why Compromise? Get the Space You Need AND the Location You Want! Welcome to 813 Petinot Place, a deceptively spacious Cape Cod nestled in the sought-after water-oriented community of Cloverfields. Five beds, bonus room, sunroom, and a guest-ready main-level bedroom—perfect for multigenerational living or hybrid work-from-home life.Step inside to discover a warm and welcoming

    Lisa Longest Realty Navigator

    813 Petinot Place, Stevensville, MD 21666
  • /27

    $2,500,000

    • 6 Beds
    • 3 Baths
    • 4,203 Sq Ft

    107 Terrapin Ln, Stevensville, MD 21666

    NEW IMPROVEMENTS! Welcome to 107 Terrapin Lane, a breathtaking waterfront, 6-bedroom, 3-bathroom home located in the heart of the desirable Cove Creek Club Community. Impeccable water views fill this home from every room. Situated on a 3.3 acre lot, this home boasts numerous gathering spaces both inside and out. It is truly an entertainers dream. Enjoy a private saltwater pool, hot tub, pier,

    Danielle Nicol Douglas Realty

    107 Terrapin Ln, Stevensville, MD 21666
  • /80

    $1,890,000

    • 3 Beds
    • 3 Baths
    • 3,332 Sq Ft

    102 Chesapeake Bay Dr, Stevensville, MD 21666

    Not Your Average Coastal Home—A Masterpiece of Modern Waterfront LivingWelcome to a residence that redefines coastal contemporary living custom-designed and meticulously crafted home that blends high performance, energy efficiency, and timeless design with the natural beauty of the Chesapeake Bay. This is not your standard builder’s special—this is a bespoke sanctuary where quality,

    Dee Dee McCracken Coldwell Banker Realty

    102 Chesapeake Bay Dr, Stevensville, MD 21666
  • /47

    $4,300,000

    • 6 Beds
    • 6 Baths
    • 7,361 Sq Ft

    210 Corsica Point Ln, Centreville, MD 21617

    A true legacy property, Corsica Point Lane is an offering unlike any other. Situated on the Corsica River on Maryland’s Eastern Shore, the estate boasts 1200 feet of shoreline, deep water pier with boat lift and spans 14.7 acres. It serves as a serene contrast to urban living, with open expanses, permeated only by the gentle sounds of the river and surrounding wildlife. A long, meandering

    Brad Kappel TTR Sotheby's International Realty

    210 Corsica Point Ln, Centreville, MD 21617
  • /52

    $539,900

    • 3 Beds
    • 2.5 Baths
    • 2,260 Sq Ft

    335 Larch Place, Stevensville, MD 21666

    Welcome Home to This Charming Two-Story Colonial with over 2200 sq ft of living space! Want more than just bedroom square footage but actual entertaining space? This home is for you! Formal living room and dining room which could be used for an office/playroom and more! Open family room, eat in kitchen and a large great room also! Nestled on a spacious lot backing to peaceful

    Heather Bold Berkshire Hathaway Homeservice Homesale Realty

    335 Larch Place, Stevensville, MD 21666
  • /73

    $510,000

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    170 Harrier Way Unit 22, Chester, MD 21619

    For a limited time, $4000 credit towards Capital Contribution Fee for full price offer.When I asked the seller what is the best part of living here, she said......"the best things about my place is the balcony and view !! Unobstructed. No buildings directly between my unit and the river". Easy place to live !! Lock the door and leave everything to someone else !!

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    170 Harrier Way Unit 22, Chester, MD 21619
  • /81

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    170 Harrier Way Unit 34, Chester, MD 21619

    Open House this Sunday 8/24 from 12-2. New improved price of $795,000 and immediate occupancy! This is the only 3 bedroom condo on the market in Four Seasons with the immediate availability. The other two will not be ready until February 2026. Welcome to luxury condo living at Four Seasons at Kent Island, an active 55+ community packed with amenities. No need to wait for a new condo to be built –

    Barry Davis Long & Foster Real Estate, Inc.

    170 Harrier Way Unit 34, Chester, MD 21619
  • /26

    $499,000

    • 2 Beds
    • 2 Baths

    1000 Herons Nest Way Unit 32, Chester, MD 21619

    Priced to Sell! Seller is ready for their next adventure! Move in, in May! Enjoy low-maintenance living in the amenity-rich, 55+ community of Four Seasons on Kent Island. This 2-bedroom, 2-bath home offers comfortable one-level living with an open layout, perfect for entertaining or relaxing. The property includes a 1-car garage with additional storage units—ideal for keeping your home organized

    Jennifer Thomas RE/MAX Executive

    1000 Herons Nest Way Unit 32, Chester, MD 21619
  • /150

    $3,750,000

    • 8 Beds
    • 6.5 Baths
    • 7,206 Sq Ft

    148 Vernick Ln, Church Hill, MD 21623

    Experience unparalleled waterfront living in this stunning Coastal Farmhouse situated on 13.2 private acres in the desirable Kennersley Farm community. Custom-built as a former builder’s residence, this home showcases the highest quality materials and exceptional craftsmanship throughout. With 8 bedrooms and 6 full baths in the main house, plus a charming 2-bedroom Carriage House with a full

    Creig Northrop Northrop Realty

    148 Vernick Ln, Church Hill, MD 21623
  • /59

    $488,000

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    1000 Herons Nest Way Unit 22, Chester, MD 21619

    Welcome to 1000 Heron's Nest Way. This Chester model has scenic, seasonal views of Macum Creek, beautiful sunrises, and an incredible display of wildlife in all seasons. With 1900 square feet of open living space this home has a great layout for entertaining family and friends. The spacious great room, adjacent to the dining area and kitchen, provide an open area for gatherings. The gourmet

    Ralph Kennedy RE/MAX Executive

    1000 Herons Nest Way Unit 22, Chester, MD 21619
  • /59

    $415,000

    • 4 Beds
    • 2 Baths
    • 2,568 Sq Ft

    128 Edmore Rd, Chestertown, MD 21620

    Your Dream Eastern Shore Retreat Awaits!Welcome to this meticulously maintained home, where charm and comfort blend seamlessly. Whether you're savoring peaceful nights or hosting lively gatherings, this home offers the perfect setting.Step into the breathtaking four-seasons room, where natural light pours in, highlighting an authentic reclaimed barn wood accent wall—crafted from

    Lauren Matera Berkshire Hathaway HomeServices PenFed Realty

    128 Edmore Rd, Chestertown, MD 21620
  • /61

    $1,994,000

    • 5 Beds
    • 3 Baths
    • 3,732 Sq Ft

    245 Lighthouse View Dr, Stevensville, MD 21666

    Welcome to your personal paradise nestled on the tranquil shores of the Chesapeake Bay. This stunning waterfront home boasts breathtaking western-facing views, allowing you to bask in the vibrant colors of sunset over the water each evening. Set on an expansive 1.53 acres of meticulously landscaped grounds, this property is located on one of Queen Anne’s County’s most exclusive streets,

    Dee Dee Miller Long & Foster Real Estate, Inc.

    245 Lighthouse View Dr, Stevensville, MD 21666
  • /45

    $639,500

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    154 Harrier Way, Chester, MD 21619

    *** WELCOME to 154 HARRIER WAY and FOUR SEASONS at KENT ISLAND***The Donegal model is a spacious and airy 2 bedroom, 2 bath home boasting an expansive open floor plan with nearly 2000 square feet of luxurious living space on one level. This home features a lavish gourmet kitchen and dining area, a spacious and airy great room with gas fireplace, plus office or den. You decide! The

    Ralph Kennedy RE/MAX Executive

    154 Harrier Way, Chester, MD 21619
  • /40

    $354,900

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    8 Queen Victoria Way, Chester, MD 21619

    Upgraded two level townhouse, like new kitchen with granite counter tops, stainless steel appliances and ceramic floor on main level for easy cleaning. Wood burning fireplace and sliding doors to private patio that backs to common areas. Second level provides two bedrooms with vaulted ceilings and skylights, each with a private balcony. Two upgraded bathrooms, washer/dryer. Upgraded heating and

    Miguel Ruiz RE/MAX Realty Services

    8 Queen Victoria Way, Chester, MD 21619
  • /22

    $70,000

    • Land
    • 0.00 Acre

    111 Saddler Way Unit 46F, Grasonville, MD 21638

    Wonderful LOT now available at Beach Harbor Camper's Co Op which is a Private, Gated Membership on the Chester River! Unique camping in the woods and on the shore. 6 Miles East of the Chesapeake Bay Bridge. 3 Season Campground Open Mid March to Mid November 263 Lots, water and sewer hook-up. This lot has a great paver patio, shed with full size refrig, patio furniture included

    Deborah Iversen Century 21 Don Gurney

    111 Saddler Way Unit 46F, Grasonville, MD 21638
  • /32

    $49,000

    • 960 Sq Ft

    5H Piney Narrows Rd, Chester, MD 21619

    Don't miss this opportunity to own this boat slip at Piney Narrows Yacht Haven! One of the most desirable locations at this marina. Slip H-5 is a covered 60' with a 16' beam. It has a finger pier access and 2-50 amps service. The Narrows is just minutes to Eastern Bay south or north to the Chesapeake Bay. Fishing these waters is like no other. Numerous species of fish, crabs and marine life

    Lisa Lynch Keller Williams Realty

    5H Piney Narrows Rd, Chester, MD 21619
  • /39

    $480,000

    • 4 Beds
    • 3 Baths
    • 2,640 Sq Ft

    620 Old Love Point Rd, Stevensville, MD 21666

    ***Seller is open to offering up to $10,000 in Seller Concessions for the right deal***Seller is also open to considering creative offers and/or credits; reach out to Listing Agent with any questions*** - Over *2,600sqft* of living space located in the desirable Cloverfileds community. Enjoy being near the water and having access to the many community amenities like the public pool,

    Michael McVearry Berkshire Hathaway HomeServices PenFed Realty

    620 Old Love Point Rd, Stevensville, MD 21666
  • /110

    $3,995,000

    • 5 Beds
    • 6 Baths
    • 9,478 Sq Ft

    3027 Bennett Point Rd, Queenstown, MD 21658

    This spectacular 5-1/2 acre, deep water Wye River estate has so much to offer that it's almost hard to know where to start. Designed and built by a family of custom home builders, the attention to detail and regular care exhibited over time will impress the most discriminating buyer. The main house was built for people that LOVED to entertain. The open floor plan invites everyone to pitch in and

    Scott Saunders Coldwell Banker Waterman Realty

    3027 Bennett Point Rd, Queenstown, MD 21658
  • /34

    $482,090

    • 3 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    807 Auckland Way, Chester, MD 21619

    PRICE REDUCED! Waterside Living on Kent Island! Discover the perfect blend of comfort and convenience in this spacious 3-bedroom, 3.5-bathroom condo located on Kent Island, in the Bayside Condominiums waterside community. This 3-level condo offers a wonderful combination of space, style, and serene coastal living.The open-concept main floor features a freshly painted, inviting living

    Andrew Spagnolo Samson Properties

    807 Auckland Way, Chester, MD 21619
  • /54

    $14,950,000

    • 8 Beds
    • 10 Baths
    • 20,013 Sq Ft

    200 Bridgeview Ln, Stevensville, MD 21666

    BRIDGEVIEW; a prestigious legacy property in a league of its own! Prominently displayed on the banks of the Bay, and aptly named to reflect the unobstructed views of the Chesapeake Bay bridge, this 18 acre estate is a true masterpiece inside and out. The attention to detail, commercial grade construction, interior design, craftsmanship and quality of materials are unparalleled. The grounds

    Brad Kappel TTR Sotheby's International Realty

    200 Bridgeview Ln, Stevensville, MD 21666
  • /41

    $499,950

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    170 Harrier Way Unit 33, Chester, MD 21619

    This Chester model has scenic views of the river, beautiful sunrises, and an incredible display of wildlife in all seasons. Upgraded lighting package, dry bar, and fireplace are just a few of the features of this award winning condominium. With nearly 2000 square feet of open living space on one floor, this home has a great layout for entertaining friends and family. Spacious Great Room,

    Ralph Kennedy RE/MAX Executive

    170 Harrier Way Unit 33, Chester, MD 21619
  • /11

    $99,900

    • 1 Bed
    • 1 Bath
    • 75,393 Sq Ft

    111 Beach Harbor Dr Unit E-269, Grasonville, MD 21638

    3 Season living at its finest. Welcome to Beach Harbor your home away from home. This water front camper cooperative has all the amenities you will need to enjoy the spring summer and fall months. By boat or by car it is just minutes to the world famous Kent Narrows. Waterfront is on Jackson Creek and the Chester river, some of the best fishing the Chesapeake has to offer. This site offers a

    BJ Kilby Eastern Shore Real Estate, LLC

    111 Beach Harbor Dr Unit E-269, Grasonville, MD 21638
  • /2

    $42,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    111 Beach Harbor Dr Unit 13F, Grasonville, MD 21638

    3 Season living at its finest. Welcome to Beach Harbor your home away from home. This water front camper cooperative has all the amenities you will need to enjoy the spring summer and fall months. By boat or by car it is just minutes to the world famous Kent Narrows. Waterfront is on Jackson Creek and the Chester river, some of the best fishing the Chesapeake has to offer. This campsite has a

    BJ Kilby Eastern Shore Real Estate, LLC

    111 Beach Harbor Dr Unit 13F, Grasonville, MD 21638
  • /26

    $679,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    121 Wheelhouse Way Unit 32, Chester, MD 21619

    Gourmet kitchen with central island for prep & dining.Home office with double doors adds privacy & style.Dining area enhanced by a convenient dry bar.Great room centered around an electric fireplace.Balcony extends living space off the great room.Owner’s suite with private balcony access for relaxation.Spa-like owner’s bath with dual sinks & sleek

    Builder Photo

    K. Hovnanian Homes

    Builder

    121 Wheelhouse Way Unit 32, Chester, MD 21619
  • /32

    $779,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    121 Wheelhouse Way Unit 42, Chester, MD 21619

    Charming gourmet kitchen featuring designer cabinets & center island.Connected dining area & great room for seamless flow.Convenient dry bar & electric firepelace in main living spaces.Peaceful owner's suite & bath with walk-in closet.Organized home office for leisure activities.Versatile balcony for outdoor enjoyment.

    Builder Photo

    K. Hovnanian Homes

    Builder

    121 Wheelhouse Way Unit 42, Chester, MD 21619
  • /73

    $569,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    630 Warbler Way Unit 2111, Stevensville, MD 21666

    Magothy || Available April 2026This thoughtfully designed 2 bed, 2.5 bath home with a 1-car garage combines functionality with style. A welcoming home office with lited French doors offers the perfect space to work or study, while the electric fireplace creates a cozy focal point. Entertain with ease thanks to a convenient dry bar just steps from the kitchen.The kitchen is

    Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2111, Stevensville, MD 21666
  • /11

    $709,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft

    629 Warbler Way, Chester, MD 21619

    Open kitchen, dining area, and great room. Kitchen with Statuary Classique quartz central island. Great room with fireplace for cozy gatherings. Screened patio off great room extends living space. Primary suite with elegant ceiling treatment. Primary bath with dual freestanding vanities. Private home office tucked away from main living areas.

    Builder Photo

    K. Hovnanian Homes

    Builder

    629 Warbler Way, Chester, MD 21619
  • /42

    $709,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft

    629 Warbler Way, Stevensville, MD 21666

    Simone Home || Available December 2025This thoughtfully designed 4 bed, 3 bath home with a 2-car garage offers both comfort and character. Enjoy a spacious screened patio, cozy up by the stunning 2-story stone fireplace, or get to work in your private home office. The kitchen is a standout with quartz countertops, French door refrigerator, gas cooktop, tile backsplash, and pendant

    Mary Anne Kowalewski KOVO Realty

    629 Warbler Way, Stevensville, MD 21666
  • /10

    $539,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    121 Wheelhouse Way Unit 11, Chester, MD 21619

    Home office with double doors near entry.Gourmet kitchen with central island for prep & dining.Dining area includes built-in dry bar.Great room features a sleek electric fireplace.Multi-slide glass doors open to rear patio.Owner’s suite with walk-in closet for storage.Spa-inspired owner’s bath with dual sinks.

    Builder Photo

    K. Hovnanian Homes

    Builder

    121 Wheelhouse Way Unit 11, Chester, MD 21619
  • /73

    $539,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    121 Wheelhouse Way Unit 2111, Chester, MD 21619

    This Magothy condo offers low-maintenance luxury with a smart layout and designer features. With 2 bedrooms, 2.5 bathrooms, a 1-car garage, and a dedicated home office with French doors, it’s the perfect mix of comfort and versatility. Enjoy cozy evenings by the electric fireplace or entertaining at the built-in dry bar.The kitchen includes quartz countertops, a gas cooktop, range hood,

    Mary Anne Kowalewski KOVO Realty

    121 Wheelhouse Way Unit 2111, Chester, MD 21619
  • /58

    $779,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    121 Wheelhouse Way Unit 2142, Stevensville, MD 21666

    Experience low-maintenance luxury in this Chester condo, offering 2 bedrooms, 2.5 baths, and a versatile home office with lighted French doors—perfect for work-from-home days or quiet retreats.Enjoy thoughtful upgrades throughout, including a dry bar, electric fireplace, and stylish finishes that elevate every corner. The gourmet kitchen boasts quartz countertops, a tile backsplash,

    Mary Anne Kowalewski KOVO Realty

    121 Wheelhouse Way Unit 2142, Stevensville, MD 21666
  • /13

    $691,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft

    Simone Plan at K. Hovnanian’s® Four Seasons at Kent Island - Single Family, Chester, MD 21619

    Private bedroom 2 located off foyer for overnight guests. Striking kitchen with large island and plenty of counter space. Open and airy great room with slider to covered patio. Convenient covered patio with screened patio option. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with split vanities. Versatile loft on second floor with 2 secondary bedrooms and full

    Builder Photo

    K. Hovnanian Homes

    Builder

    131 Flycatcher Way Unit 36464519, Chester, MD 21619

Showing Results 81 - 120, Page 3 of 4

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