Homes for Sale near Fairfield Country Day School

• 

  

  

  /30

  $269,000

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  230 Cherry Hill Dr Unit 2B, Bridgeport, CT 06606

  Beautifully Renovated 2-Bedroom Condo in Bridgeport's Desirable North End! Step into modern comfort in this fully updated condo featuring gleaming hardwood floors, recessed lighting, and custom design touches throughout. The spacious living room boasts a stunning built-in bar area complete with custom shelving, cabinetry, and a mini fridge - perfect for entertaining! Enjoy the convenience of a

  Rosania Melo Century 21 Scala Group

  230 Cherry Hill Dr Unit 2B, Bridgeport, CT 06606
• 

  

  

  /18

  $715,000

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft

  271 Jeniford Rd, Fairfield, CT 06824

  Set in Fairfield's sought-after University neighborhood, this 3-bedroom, 2-bath home combines timeless style with modern updates. A circular drive, cedar clapboard siding, and a striking mahogany entry door contribute to its exceptional curb appeal. Inside, hardwood floors span the main level, where oversized windows brighten the living and dining rooms. The eat-in kitchen features granite

  Thaddea Sheridan William Raveis Real Estate

  271 Jeniford Rd, Fairfield, CT 06824
• 

  

  

  /26

  $179,500

  • 1 Bed
  • 1 Bath
  • 681 Sq Ft

  38 Enid St Unit B, Bridgeport, CT 06606

  Welcome to this well-maintained 1-bedroom, 1-bathroom condo located in Bridgeport's Villa Maria complex in the North End. This charming unit features a spacious layout with carpeted floors, a functional kitchen, and plenty of natural light throughout. Enjoy the convenience of gas heat and hot water included, along with assigned parking for residents. Ideally situated close to shopping, dining,

  Angela Morales Keller Williams Realty Prtnrs.

  38 Enid St Unit B, Bridgeport, CT 06606
• 

  

  

  /30

  $950,000

  • 4 Beds
  • 2.5 Baths
  • 2,497 Sq Ft

  74 Soundview Ave, Fairfield, CT 06825

  Spectacular New Construction, 1/2 Duplex, part of a two unit Condo Complex, Each unit has 2497 sq ft & includes 4 BRS, 2 1/2 Baths & Finished Basement. Each unit features the following: 1st floor has an airy open floor plan w a seamless flow & soaring 9ft ceilings. The spectacular gourmet Kitchen has custom white painted cabinets & a large center island w quartz countertops. Stainless steel

  Mary Anne Lagana William Raveis Real Estate

  74 Soundview Ave, Fairfield, CT 06825
• 

  

  

  /29

  $925,000

  • 4 Beds
  • 4 Baths
  • 2,678 Sq Ft

  178 Autumn Ridge Rd, Fairfield, CT 06825

  Welcome to your dream home in the heart of Stratfield Village! This charming 4-bedroom Colonial offers the perfect blend of classic style and modern upgrades in one of Fairfield's most beloved neighborhoods. Step inside to find sun-filled living spaces, hardwood floors, and plenty of room for both relaxation and entertaining. Enjoy true energy efficiency with owned solar panels-no lease, and

  Heather Erickson William Raveis Real Estate

  178 Autumn Ridge Rd, Fairfield, CT 06825
• 

  

  /29

  $1,900,000

  • 8 Beds
  • 6 Baths
  • 4,995 Sq Ft

  62 Soundview Ave, Fairfield, CT 06825

  Spectacular New Construction, Duplex. Two units, each with 2497 sq ft includes 4 BRS, 2 1/2 Baths & Finished Basement. Each unit features the following: 1st floor has an airy open floor plan with a seamless flow and soaring 9ft ceilings. The spectacular gourmet Kitchen has custom white painted cabinets and a large center island with quartz countertops. Stainless steel appliances, walk in spacious

  Mary Anne Lagana William Raveis Real Estate

  62 Soundview Ave, Fairfield, CT 06825
• 

  

  /14

  $497,000

  • 4 Beds
  • 2 Baths
  • 2,214 Sq Ft

  1373 Iranistan Ave, Bridgeport, CT 06605

  Welcome to your new investment opportunity! This charming 2-family home offers the perfect blend of convenience and comfort. Unit 1 boasts 1100 square feet of living space, featuring 2 spacious bedrooms and 1 bathroom. With a layout designed for functionality and style, this unit provides a cozy retreat for its occupants. Unit 2, situated on the second floor, spans 1000 square feet and also

  David Laurent Dave Jones Realty, LLC

  1373 Iranistan Ave, Bridgeport, CT 06605
• 

  

  /40

  $1,399,000

  • 4 Beds
  • 2.5 Baths
  • 2,704 Sq Ft

  1165 Stillson Rd, Fairfield, CT 06824

  Nestled quietly behind classic New England stone walls and ornamental Hemlock trees, this charming colonial home is just a short distance from Fairfield University, yet it gives you complete privacy once you enter. It is surrounded by a beautifully landscaped half-acre, featuring carefully curated gardens, rock walls, and perennial plantings. Inside, you will find a warm atmosphere that

  Helene Daly Compass Connecticut, LLC

  1165 Stillson Rd, Fairfield, CT 06824
• 

  

  /37

  $520,000

  • 6 Beds
  • 2.5 Baths
  • 3,382 Sq Ft

  115 Denver Ave Unit 117, Bridgeport, CT 06605

  Oversized 2 family for sale in a great condition. First floor consists of 2 bedrooms and 1 bathroom. 2nd Floor combined with finished attic consists of 4 huge bedrooms and 1.5 bathrooms. Newer roof and windows. There is off-street and on-street parking. Perfect for an investor or owner occupied. Minutes away downtown Bridgeport and the train station. I-95 is a short distance away. House can be

  Joy Yen BHGRE Gaetano Marra Homes

  115 Denver Ave Unit 117, Bridgeport, CT 06605
• 

  

  /33

  $129,900

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  217 Alsace St, Bridgeport, CT 06604

  Move-in ready two bedroom Townhouse in Desirable Historic Seaside Village, offers a spacious eat-in kitchen, living room, full bath on main floor and two bedroom on second floor. Very clean basement with washer and dryer. Privacy and serenity of spacious fenced-in yard, perfect for out door activities and entertaining. walk to Seaside Park with beautifull beach and University Bridgeport campus.

  Victoria Bui Larracuente & Johnson Realty, LLC

  217 Alsace St, Bridgeport, CT 06604
• 

  

  /39

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  28 Crescent Park Rd, Westport, CT 06880

  3-bedroom ranch-style home completely remodeled in coveted Westport. Featuring an inviting open floor plan, this thoughtfully renovated residence creates a perfect flow for modern living and entertaining. The home showcases a private master suite with contemporary finishes, and a large primary bathroom, while the open-concept main living areas are bathed in natural light. Following a complete

  Karim Douich William Raveis Real Estate

  28 Crescent Park Rd, Westport, CT 06880
• 

  

  /21

  $374,900

  • 2 Beds
  • 1 Bath
  • 1,582 Sq Ft

  604 Birmingham St, Bridgeport, CT 06606

  Welcome to 604 Birmingham St, charming cape cod-style home located in the North End of Bridgeport. This unique property features a welcoming 182sq ft front open porch perfect for relaxing and enjoying the peaceful surroundings, a lot upgrades, new plumbing, new heating system, stove option to gas connection, new appliances, freshly painted, basement ready with plumbing, heating, electricity ready

  Ana Naranjo Keller Williams Prestige Prop.

  604 Birmingham St, Bridgeport, CT 06606
• 

  

  /35

  $399,900

  • 4 Beds
  • 1 Bath
  • 1,200 Sq Ft

  339 Goldenrod Ave, Bridgeport, CT 06606

  Prime North End location! 339 Goldenrod Ave offers 4 spacious bedrooms and endless possibilities for both homeowners and investors. Nestled in one of Bridgeport's most desirable neighborhoods, this home is just minutes to the Trumbull Mall, restaurants, shopping centers, and Sacred Heart University. Owner-occupiers will love the space and flexibility the floor plan provides, while investors will

  Joseph DeFrancisco RE/MAX Right Choice

  339 Goldenrod Ave, Bridgeport, CT 06606
• 

  

  /38

  $1,495,000 Open Thu 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,556 Sq Ft

  4 Highland Rd, Westport, CT 06880

  Welcome to this timeless Colonial in sought-after Coleytown, where modern living meets classic charm. Move in before the holidays and enjoy over 2 acres of lush privacy with large composite deck and yard in this sought after cul-de-sac neighborhood. Step inside the craftsman-style entry to a welcoming center hall framed by hardwood floors and airy sight-lines that flow seamlessly from front to

  Kim Tromba Keller Williams Realty

  4 Highland Rd, Westport, CT 06880
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  /33

  $580,000

  • 6 Beds
  • 2.5 Baths
  • 2,579 Sq Ft

  1158 Howard Ave, Bridgeport, CT 06605

  Fully remodeled Multifamily with Two Spacious Units! The first floor offers 2 bedroom unit, a living room, kitchen with pantry, and full bath. The second & third floor unit features 4 bedrooms, a large living room, family room, bright office, kitchen with pantry, and 1.5 baths. Recent upgrades include brand new roof, windows, kitchen, bathrooms, flooring, doors, appliances, outlets & lights,

  Stephanie Ferreira BHGRE Gaetano Marra Homes

  1158 Howard Ave, Bridgeport, CT 06605
• 

  

  /40

  $2,499,999

  • 5 Beds
  • 8 Baths
  • 5,978 Sq Ft

  2775 North St, Fairfield, CT 06824

  Crafted by noted custom builder Garrett Wilson and meticulously enhanced with recent upgrades, this Greenfield Hill home is as impressive as it is inviting. Finished to the highest standard, the residence is set on just over two private acres with a tennis court and expansive open space offering room for a pool and pool house. At the heart of the home, the chef's kitchen is filled with natural

  Jennifer Thomas-Heath Houlihan Lawrence

  2775 North St, Fairfield, CT 06824
• 

  

  /28

  $649,000

  • 4 Beds
  • 2 Baths
  • 1,918 Sq Ft

  76 Suburban Ave, Bridgeport, CT 06604

  Don't miss this 2 family house for sale in the desirable Brooklawn area, offering gas heat, central air, hardwood floors throughout, a 1-car garage and driveway for added convenience. Ideally located close to Park Ave, Sacred Heart University, and public transportation, this property is perfect for both investors and owner-occupants looking for comfort and accessibility.

  Cristina Lu YellowBrick Real Estate LLC

  76 Suburban Ave, Bridgeport, CT 06604
• 

  

  /37

  $514,900

  • 3 Beds
  • 1.5 Baths
  • 1,494 Sq Ft

  123 Harlem Ave, Bridgeport, CT 06606

  Welcome to this stunningly remodeled colonial where modern elegance meets classic colonial charm. This home boasts three generous bedrooms and one and a half bathrooms, providing ample space for comfortable living. Enter into a bright and inviting atmosphere, highlighted by a stunning eat-in kitchen featuring beautiful tiled floors, custom shaker cabinets, sleek quartz countertops, and brand new

  Katiria Chiluisa RE/MAX Right Choice

  123 Harlem Ave, Bridgeport, CT 06606
• 

  

  /40

  $1,299,000

  • 5 Beds
  • 3.5 Baths
  • 2,976 Sq Ft

  112 Eastwood Rd, Fairfield, CT 06825

  Welcome to 112 Eastwood Road ~ nestled on one of Stratfield's most sought after streets, this timeless classic 1929 Colonial home offers 5 bedrooms and 3.5 baths. Welcome guests onto your front porch and into the gracious foyer that sets the tone for this home offering both classic vibes and modern comfort. You won't believe the generous room scale this home offers, coupled with the amount of

  Kate Meyer William Raveis Real Estate

  112 Eastwood Rd, Fairfield, CT 06825
• 

  

  /30

  $850,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  52 Glover St, Fairfield, CT 06824

  Tucked away on a quiet dead-end street in Fairfield's desirable University neighborhood, this classic 3-bedroom, 2-bath Colonial blends comfort, charm, and convenience. Freshly painted interiors and a beautifully landscaped lawn enhance its timeless curb appeal. The inviting main level offers a spacious living area filled with natural light - perfect for relaxing or entertaining. A well-appointed

  Ava Fisher Coldwell Banker Realty

  52 Glover St, Fairfield, CT 06824
• 

  

  /23

  $249,000

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  2625 Park Ave Unit 14N, Bridgeport, CT 06604

  Best panoramic views of the city from this corner unit! See the LI Sound from this 14th floor Embassy Towers condominium with balcony. $25K down payment assistance available for qualified first time CT Homebuyers!. Unit is offering 2 BR, 2 baths, and lots of closet space. Major renovations just completed including new paint throughout the unit, new kitchen fully equipped with new appliances.

  Aziz Seyal William Raveis Real Estate

  2625 Park Ave Unit 14N, Bridgeport, CT 06604
• 

  

  /20

  $995,000

  • 15 Beds
  • 4,570 Sq Ft

  357 Norman St, Bridgeport, CT 06605

  Excellent Investment Opportunity! This historic and well-maintained apartment building offers an exceptional chance to expand your portfolio with a strong performing asset. Spanning approximately 4,570 sqft., the property features 15 residential units plus an on-site office, ideal for property management convenience. This building offers a varied floor plan of efficient studio units, appealing to

  Catherine Aaron Berkshire Hathaway NE Prop.

  357 Norman St, Bridgeport, CT 06605
• 

  

  /39

  $775,000

  • 4 Beds
  • 2 Baths
  • 2,376 Sq Ft

  221 Hunyadi Ave, Fairfield, CT 06824

  Beautifully maintained brick two-family in Fairfield's sought-after Holland Hill neighborhood. Each unit features 2 bedrooms plus a heated extra room-ideal for a third bedroom, office, or flex space. The first-floor unit is move-in ready; the second floor is occupied and will transfer with the sale. Both units offer hardwood floors, updated kitchens with quartz countertops, subway tile

  amaryllis rodriguez RE/MAX Right Choice

  221 Hunyadi Ave, Fairfield, CT 06824
• 

  

  /38

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 1,969 Sq Ft

  401 Westport Turnpike, Fairfield, CT 06824

  High Above the Aspetuck River, a Home That Knows How to Keep a Secret. From the road, it looks simple. A quiet country ranch. But step inside, and you'll discover a hideaway designed for those who expect more. Vaulted ceilings. Walls of glass. Light in every direction. Rooms that feel larger than life; with 225 feet of river frontage and a setting that feels worlds away. This isn't a flip. It was

  Cindy Raney Coldwell Banker Realty

  401 Westport Turnpike, Fairfield, CT 06824
• 

  

  /14

  $499,900

  • 5 Beds
  • 2 Baths
  • 1,964 Sq Ft

  69 Plankton St, Bridgeport, CT 06606

  Steps to Sacred Heart University and Fairfield line. Currently rented by students until June 1 2026. Spacious Bedrooms, primary with vaulted ceiling, skylight and ceiling fan. Large eat in kitchen, 2 full baths, partially finished lower level with rec room and game room and unfinished storage area. Parking for 4+ cars. Nice fenced private rear yard. Main level with kitchen, living room, bedroom,

  Elizabeth Casey William Raveis Real Estate

  69 Plankton St, Bridgeport, CT 06606
• 

  

  /40

  $999,999

  • 5 Beds
  • 3 Baths
  • 2,220 Sq Ft

  191 Steep Hill Rd, Weston, CT 06883

  Discover a stunning blend of architectural charm and modern functionality at 191 Steep Hill Road, Weston, CT. This home features five spacious bedrooms and three bathrooms, set within a 2,220 sq ft interior. The living room impresses with 30-foot vaulted ceilings and a majestic two-story brick fireplace. French doors and a wrap-around deck enhance the indoor-outdoor flow, while additional

  David Krasnoff Compass Connecticut, LLC

  191 Steep Hill Rd, Weston, CT 06883
• 

  

  /24

  $299,900

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  81 Lance Cir, Bridgeport, CT 06606

  Location at its best! Ranch style condominium close to the Trumbull line in the well-maintained Old Town Common complex. Desirable 2 bedroom, 2 full bath end unit featuring a spacious kitchen with an open living room and dining area. Enjoy your own sun filled screened in porch off of living room! Has large storage area below that can be accessed from outside rear of the building. Located in close

  Kelly Walsh William Pitt Sotheby's Int'l

  81 Lance Cir, Bridgeport, CT 06606
• 

  

  /39

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  26 Crescent Park Rd, Westport, CT 06880

  Welcome to this beautifully maintained single-family home offering 3 bedrooms and 2 full bathrooms, with hardwood floors throughout, perfectly move-in ready, this home provides comfortable living with a thoughtful layout, over 1100 sq ft, a great condo alternative. Located in the heart of Westport, you'll enjoy convenient access to all the town's amenities-shops, restaurants, beaches, and

  Karim Douich William Raveis Real Estate

  26 Crescent Park Rd, Westport, CT 06880
• 

  

  /18

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,912 Sq Ft

  153 Longview Ave, Fairfield, CT 06824

  Live and invest in the heart of Fairfield, CT - Fantastic opportunity to own a duplex in a prime location. This newly updated 2-family home offers a great combination of modern living and investment potential. Main unit features 3 bedrooms and 2 full baths, with recent renovations that include new hardwood floors and central air. The updated eat-in kitchens are a chef's delight, complete with

  Christine Ricci Keller Williams NY Realty

  153 Longview Ave, Fairfield, CT 06824
• 

  

  /40

  $4,995,000 Open Thu 11AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 4,191 Sq Ft

  2281 Redding Rd, Fairfield, CT 06824

  Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The

  Cindy Raney Coldwell Banker Realty

  2281 Redding Rd, Fairfield, CT 06824
• 

  

  /12

  $699,000

  • 6 Beds
  • 3 Baths
  • 3,069 Sq Ft

  195 Lenox Ave Unit 197, Bridgeport, CT 06605

  Welcome to 195 Lenox Avenue - a modern and versatile 3-family home perfect for both investors and first-time buyers. With 6 bedrooms, 3 full bathrooms, and a full basement, this property offers plenty of space and excellent rental potential. The first and second floors each allow for an extra bedroom conversion, maximizing cash flow. Inside, the units are updated and well-maintained, providing

  Shafran Salim Guy Bocicaut Real Estate

  195 Lenox Ave Unit 197, Bridgeport, CT 06605
• 

  

  /39

  $559,900

  • 5 Beds
  • 3 Baths
  • 1,920 Sq Ft

  520 Wayne St, Bridgeport, CT 06606

  Remodeled colonial with 8 rooms, 5 bedrooms, 3 full baths, finished attic not included in the 1920 square feet of living space, full basement and a 2 car garage detached. Common driveway. Good location in the North End of Bridgeport.

  Luisa Dias RE/MAX Right Choice

  520 Wayne St, Bridgeport, CT 06606
• 

  

  /24

  $350,000

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft

  633 Black Rock Turnpike, Fairfield, CT 06825

  A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  633 Black Rock Turnpike, Fairfield, CT 06825
• 

  

  /23

  $520,000

  • 6 Beds
  • 2 Baths
  • 2,099 Sq Ft

  1059 Hancock Ave Unit 1061, Bridgeport, CT 06605

  Welcome to this exceptional multi-family property located in the highly sought-after West End of Connecticut! This building presents a fantastic investment opportunity with easy access to public transportation, local stores, and major highways, making it ideal for both tenants and owners alike. The property features spacious units with ample natural light, providing a comfortable living

  Oswaldo Torres Las Americas Real Estate

  1059 Hancock Ave Unit 1061, Bridgeport, CT 06605
• 

  

  /33

  $1,149,000

  • 4 Beds
  • 3.5 Baths
  • 5,081 Sq Ft

  480 Riders Ln, Fairfield, CT 06824

  Welcome to 480 Riders Lane, a timeless mid-century contemporary residence situated at the end of a charming cul-de-sac in the desirable Greenfield Hill neighborhood. This home features 4 to 5 bedrooms and 4 updated bathrooms, offering over 5,000 square feet of carefully crafted living space on a beautiful 2-acre lot, complete with a peaceful pond and fountain. Upon arrival, you'll be welcomed by

  Courtney McManus The Agency

  480 Riders Ln, Fairfield, CT 06824
• 

  

  /39

  $1,495,000

  • 5 Beds
  • 2.5 Baths
  • 3,469 Sq Ft

  478 Crestwood Rd, Fairfield, CT 06824

  Classic Colonial in Prime University Area Location. This 1937 Colonial offers four finished levels of living space and a rare combination of character, flexibility, and outdoor living-all set on one of the University Area's most desirable streets. The interior features a thoughtful blend of formal and casual spaces, providing the ideal layout for both everyday living and entertaining. Original

  Wendy Ryan Brown Harris Stevens

  478 Crestwood Rd, Fairfield, CT 06824
• 

  

  /31

  $3,499,000

  • 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
• 

  

  /10

  $340,000

  • 6 Beds
  • 2 Baths
  • 1,920 Sq Ft

  1050 Hancock Ave Unit 1052, Bridgeport, CT 06605

  Investment opportunity awaits with this spacious multi-family property featuring two up-and-down units. Offering just under 2,000 square feet of total living space, each unit includes 3 bedrooms and 1 full bathroom ideal for rental income or multi-generational living. Residents will appreciate the convenience of off-street parking and the added bonus of a fully fenced front and backyard,

  Jonathan Gineo Silver and Oak Realty

  1050 Hancock Ave Unit 1052, Bridgeport, CT 06605
• 

  

  /38

  $4,000,000

  • 5 Beds
  • 6.5 Baths
  • 5,789 Sq Ft

  221 Greens Farms Rd, Westport, CT 06880

  THE BEDFORD HOUSE - Architecturally and historically significant estate in coveted Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's most superb homes. Set on 2.33 acres with a gunite pool/spa, court and a 2400 sq ft barn featuring a 3-car garage, loft & more, the estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by

  Leslie Riback Coldwell Banker Realty

  221 Greens Farms Rd, Westport, CT 06880
• 

  

  /14

  $1,169,000

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft

  14 Northfield Dr, Westport, CT 06880

  PLEASE present ALL OFFERS by Sunday, Sept. 21st, 5:00pm. Amazing opportunity to live in desirable Coleytown neighborhood. Spacious Ranch with an open kitchen/living floorpan and light filled sunroom (extra 322 sqft not included in total footage) 3 bedrooms, and 2 full baths with pool. Flat yard walking distance to elementary and middle school. Wonderful chance to move right in, renovate and

  Deirdre Andreoli Compass Connecticut, LLC

  14 Northfield Dr, Westport, CT 06880

Showing Results 81 - 120, Page 3 of 8