Fairfield County CT Homes under $500,000

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  /26

  $419,000

  • 3 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  20 Benedict Ave Unit A, Danbury, CT 06810

  The Most Square Feet For The Money! Very spacious 3 Bedroom End Unit with 2.5 Bath and 2 Car Garage on Cul de Sac. Gleaming Hardwood Floors All Through 2 Levels. Light and Bright, Entertainment-Sized Livingroom w/ 9 Ft Ceilings, Gas Fireplace and Balcony. Spacious Eat-In-Kitchen W/Dining Area. Masterbedroom With Walk In Closet And Full Bath. Freshly Painted. Cost Effective, Zoned Gas Heat and

  

  Dee Ceylan

  Coldwell Banker Realty

  (475) 472-9198

  20 Benedict Ave Unit A, Danbury, CT 06810
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  /37

  $499,999

  • 3 Beds
  • 1.5 Baths
  • 1,438 Sq Ft

  1 Sylvan Rd, New Fairfield, CT 06812

  Nestled in the desirable Candlewood Lake Community of Hollywyle, 1 Sylvan Road offers a rare combination of privacy, very little traffic, lake charm, beach access and a boat dock slip (additional $200 a year). Set on a secluded multilevel lot, this 3 bedroom, 1.5 bath home is part of a private lake association that includes transferable multi-year dock rights, a beach picnic area and playground,

  

  Melissa Luks Fidanza

  Luks Realty

  (475) 203-1731

  1 Sylvan Rd, New Fairfield, CT 06812
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  /19

  $500,000

  • 1 Bed
  • 2 Baths
  • 1,178 Sq Ft

  2437 Bedford St Unit A12, Stamford, CT 06905

  Welcome to easy living in the sought-after, gated Chesterfield community! This turnkey townhome offers new hardwood flooring throughout, a renovated eat-in kitchen with skylight, timeless white cabinetry, granite countertops, and stainless steel appliances. The inviting living room features a cozy wood-burning fireplace and sliders that open to a large private deck-perfect for relaxing or

  

  Suzette Kraus

  Compass Connecticut, LLC

  (203) 408-1836

  2437 Bedford St Unit A12, Stamford, CT 06905
• 

  

  

  /12

  $500,000

  • 6 Beds
  • 3 Baths
  • 3,020 Sq Ft

  1906 E Main St, Bridgeport, CT 06610

  The one you've been waiting for! Opportunity knocks at this spacious 3 family on Bridgeport's dynamic East Side. Convenience abounds at this centrally located cash cow with close proximity to several retail & dining options, bus line, the waterfront / Steelpointe Harbor, and so much more. A classic triple decker, each floor offers a sunny, versatile floorplan with 2 bedrooms, 1 full bath, and

  Tommy Connors Redfin Corporation

  1906 E Main St, Bridgeport, CT 06610
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  /33

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 1,420 Sq Ft

  24 Hillside Cir, Brookfield, CT 06804

  Welcome home to this stunning and updated 3-bedroom, 1.5-bath Raised Ranch in a desirable neighborhood on a level, fully fenced lot with a paved driveway and garage. This move-in-ready home features an updated eat-in kitchen with high-end maple cabinetry, Corian counters, stainless steel appliances, tile backsplash, and neutral ceramic flooring. French doors lead to a spacious deck-perfect for

  Lorraine Amaral William Pitt Sotheby's Int'l

  24 Hillside Cir, Brookfield, CT 06804
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  /3

  $470,000 Open Sat 12PM - 3PM

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

  365 Platt St, Bridgeport, CT 06606

  Enjoy the peace and privacy of a quiet neighborhood setting with exceptional raise ranch, situated on a beautifully manicured, three beautiful bedrooms & three full baths and a fully finished basement. This home provides ample space for relation and entertaining. A two-car garage completes this perfect picture

  Anabel Morocho eXp Realty

  365 Platt St, Bridgeport, CT 06606
• 

  

  /40

  $489,900

  • 3 Beds
  • 3 Baths
  • 1,984 Sq Ft

  88 Knowlton St, Stratford, CT 06615

  This expanded Cape is truly move-in ready and in tip-top shape from top to bottom. Step into the front foyer and be greeted by a spacious living room, the seamless flow leads you into the first floor family room, and a stunning custom kitchen, featuring an oversized island, custom cabinetry, granite counters and top-of-the-line appliances. The first floor also includes a formal dining room as

  Nina Nyrop RE/MAX Right Choice

  88 Knowlton St, Stratford, CT 06615
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  /27

  $499,900

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  6020 Main St, Trumbull, CT 06611

  Charming 3BR 1.5 Bath Colonial located in the heart of Long Hill situated on a level lot with private backyard. Features include an Updated Eat in Kitchen with quartz countertops, tile backsplash and farmers sink. Formal Dining Room has an abundance of cabinetry with built in desk. A half bath off the kitchen completes the main level. Upstairs has Primary Bedroom with walk in closet and two

  Scott Wright RE/MAX Right Choice

  6020 Main St, Trumbull, CT 06611
• 

  

  /40

  $469,900

  • 3 Beds
  • 1.5 Baths
  • 1,387 Sq Ft

  83 William St, Stratford, CT 06614

  This beautifully updated 3-bedroom colonial home perfectly blends classic charm with modern amenities. Located in the North End of Stratford with easy access to all shopping, highways, restaurants and more. Home features woodwork throughout, stained glass, 9 foot ceilings, hardwood floors & 2 car detached garage. The main level has an updated kitchen with stainless steel appliances and quartz

  Marissa Papa Preston Gray Real Estate

  83 William St, Stratford, CT 06614
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  /27

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  2705 Eaton Ct, Danbury, CT 06811

  Welcome to Lexington Mews! This spacious 3-bedroom, 2.5-bath Bedford model townhome offers 2,217 sq ft of beautifully designed living space, featuring an open floor plan with a large living room, gas fireplace, custom built-ins, and a generous dining room perfect for entertaining. The eat-in kitchen includes a pantry and opens to a rear deck-ideal for morning coffee or relaxing evenings.

  Jim Di Lillo Howard Hanna Rand Realty

  2705 Eaton Ct, Danbury, CT 06811
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  /16

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 1,722 Sq Ft

  245 Indian Ave, Bridgeport, CT 06606

  Bright and spacious 3 bedroom, 2.5 bath colonial in Bridgeport's North End. Well-maintained and energy efficient with solar panels already installed. This home boasts a primary suite with bathroom and walk-in closet. The finished walk out lower level rec room is a great addition. Book your showing today!

  Thomas Chanaca Chanaca Real Estate

  245 Indian Ave, Bridgeport, CT 06606
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  /13

  $480,000 Open Sun 1PM - 2:30PM

  • 5 Beds
  • 3 Baths
  • 1,977 Sq Ft

  45 Rogerson Cir, Bridgeport, CT 06606

  Welcome to this beautiful family home nestled on a quiet cul-de-sac in Bridgeport's desirable North End neighborhood, known for its peaceful atmosphere and friendly community. This spacious residence combines modern upgrades with timeless comfort, offering five bedrooms and three bathrooms across a thoughtfully designed open-concept layout. Step inside to a seamless flow between the living room,

  Elizabeth Anderson Realty ONE Group Connect

  45 Rogerson Cir, Bridgeport, CT 06606
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  /32

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft

  19 Indian Spring Rd, Danbury, CT 06811

  3Bedroom, 2 Bath Ranch with Game Room & Fireplace Charming ranch with 3 bedrooms and 2 full baths, including a primary suite with attached bath and in-suite laundry. Features an open layout with a spacious living room with fireplace and a game room with vaulted ceiling and pool table-providing versatile space for entertaining, hobbies, or family activities. Set on a sprawling, fenced-in corner

  Justine Arnold Dream House Realty

  19 Indian Spring Rd, Danbury, CT 06811
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  /39

  $469,000

  • 3 Beds
  • 1.5 Baths
  • 1,770 Sq Ft

  72 Providence Ave, Shelton, CT 06484

  Discover this inviting 3-bedroom, 1.5-bath Ranch-style home, nestled on a .23-acre lot, offering 1,254 sq ft of main-level living plus a 516 sq ft finished lower level. Perfect for relaxation and entertaining, this home blends cozy charm with modern comforts. The living room welcomes you with a tray ceiling, a propane fireplace featuring a raised fieldstone hearth and a bay window that floods the

  Shane Mason-Fryer KW Legacy Partners

  72 Providence Ave, Shelton, CT 06484
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  /36

  $460,000

  • 3 Beds
  • 1 Bath
  • 1,906 Sq Ft

  55 Leighton Dr, Stratford, CT 06614

  Beautifully maintained 3-bedroom, 1-bathroom home with ample living space, including a finished basement with all flooring material included in the sale. Step inside to an inviting open layout filled with natural light, featuring a modern kitchen equipped with sleek stainless steel appliances, ample cabinet space, and seamless flow into the dining and living areas - perfect for entertaining or

  Eric Garces BHGRE Gaetano Marra Homes

  55 Leighton Dr, Stratford, CT 06614
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  /38

  $465,000

  • 2 Beds
  • 2.5 Baths
  • 1,963 Sq Ft

  70 Woodcrest Ln Unit 70, Danbury, CT 06810

  Welcome home to 70 Woodcrest Lane located in the mature Woodland Hills Community. Move in this fall and enjoy the gorgeous landscaping that this community prides itself in. Amenities include a terrific clubhouse featuring a swimming pool, tennis courts, fitness center, basketball court and party room. Or simply enjoy peaceful walks around the neighborhood while enjoying the view, meeting

  Ricardo Martins Weichert, Realtors-On The Mark

  70 Woodcrest Ln Unit 70, Danbury, CT 06810
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  /37

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft

  33 Jordan Ave, Shelton, CT 06484

  Welcome to 33 Jordan Ave, a beautifully updated 4-bedroom, 2-bath Colonial tucked away on a quiet street, just minutes from local shops, dining, and commuter routes. This well-cared-for home blends classic charm with thoughtful modern updates, making it move-in ready for its next owners. Step inside to find a bright, open floor plan on the lower level, reworked by the current owner to create

  Charles Driza Houlihan Lawrence

  33 Jordan Ave, Shelton, CT 06484
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  /13

  $459,000

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft

  100 Richards Ave Unit 205, Norwalk, CT 06854

  Welcome to 100 Richards Ave, Unit 205 - a beautiful, fully renovated condo in the heart of Norwalk. Move in ready, this spacious 1,101 sqft unit features 2 bedrooms and 2 full bathrooms, thoughtfully updated with brand-new carpeting, fixtures, and finishes throughout. The home includes in-unit laundry, ensuite full bathroom, central air, convenient bicycle storage, fitness room on the second

  Jimena Umana-Fraboni BHHS Darien/New Canaan

  100 Richards Ave Unit 205, Norwalk, CT 06854
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  /34

  $469,000

  • 4 Beds
  • 2 Baths
  • 1,320 Sq Ft

  405 Ruth St, Bridgeport, CT 06606

  Prime location! Welcome to 405 Ruth St Bridgeport CT. This 1320 square foot home is located on the North End of Bridgeport. This home features four bedrooms, two full bathrooms, living room, and more on the main and upper level. This home is located only 4 minutes away from the hospital, Sacred Heart University, restaurants, shopping centers, highways, and other outdoor leisure activities. This

  Nayara Teodoro Century 21 Scala Group

  405 Ruth St, Bridgeport, CT 06606
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  /35

  $468,000

  • 2 Beds
  • 2 Baths
  • 899 Sq Ft

  87 Carol St, Danbury, CT 06810

  This charming single family home is nestled in the tranquil gated lake community of Lake Waubeeka (AKA, the hidden gem of Danbury). It offers a cozy living space with vaulted ceilings, updated kitchen, fireplace, enclosed covered deck with attached uncovered deck, privacy, rock gardens and beautiful landscape for nature lovers with a water view of Lake Waubeeka from the living room and decks.

  Evelyn Brescia Coldwell Banker Realty

  87 Carol St, Danbury, CT 06810
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  /35

  $460,000

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft

  7 Sunset Dr, Sherman, CT 06784

  "Happy Hill" in Candlewood Lake Estates - Discover lake community living and the feeling of being on vacation year-round in this private, gated community featuring four residents-only beaches. This cute, low-maintenance ranch is framed by stone walls, patios, and walkways and is perched on a hillside, offering beautiful lake views and spectacular sunsets. Inside, an open concept living and dining

  Irit Granger William Pitt Sotheby's Int'l

  7 Sunset Dr, Sherman, CT 06784
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  /28

  $469,000

  • 2 Beds
  • 2.5 Baths
  • 1,948 Sq Ft

  601 Lexington Blvd Unit 601, Bethel, CT 06801

  Fabulous End Unit in Lexington Meadows. Inviting open floor plan . Spacious living room with fireplace. Dining room with sliders to deck. Large primary bedroom with walk in closet and full bath. Second bedroom is very spacious also with full bath. Finished lower level. Newer mechanicals. 2 car garage. Swimming pool. Great complex on Bethel, Danbury line. Near shopping, restaurants and I-84. Great

  Marie Borner Coldwell Banker Realty

  601 Lexington Blvd Unit 601, Bethel, CT 06801
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  /15

  $460,000

  • 2 Beds
  • 1.5 Baths
  • 1,852 Sq Ft

  86 Vanguard St, Bridgeport, CT 06606

  This recently renovated house is currently rented through May 31, 2026. On an oversized lot of more than 1/3 acre there is plenty to enjoy open space. If financing, please include an appraisal gap clause.

  Robert Rosenfeld Keller Williams Prestige Prop.

  86 Vanguard St, Bridgeport, CT 06606
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  /7

  $470,000

  • 3 Beds
  • 1.5 Baths
  • 1,511 Sq Ft

  Unlisted Address

  Prime location! Welcome to 457 Summit Street, Bridgeport CT. This home is located on the North-End of Bridgeport CT. This home features 3 bedrooms, 2 full bathrooms, living room, eat-in-kitchen and more the main and upper level. The finished basement has 1 bedroom and a large sitting area. This home is located only minutes away from the hospital, Sacred Heart University, restaurants, shopping

  Leonard Gordon Taylor Gordon & Company Corporation

  Unlisted Address
• 

  

  /15

  $460,000

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

  6 Lane Ave, Trumbull, CT 06611

  Cozy Cape Cod style home just waiting for you! five rooms, three bedrooms, two full baths, living room with light bright windows, dining room, updated kitchen and finished basement that gives you opportunity for more livable space! good size level yard and a oversized front porch for sitting & relaxing morning, noon or night. Tankless gas water heating. DO NOT MISS THIS OPPORTUNITY To turn this

  Rosania Melo Century 21 Scala Group

  6 Lane Ave, Trumbull, CT 06611
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  /40

  $459,900

  • 2 Beds
  • 2.5 Baths
  • 1,498 Sq Ft

  46 Stetson Place Unit 46, Danbury, CT 06811

  Stylish and spacious END UNIT townhome with 2-car garage is bathed in natural light and nestled in one of Stetson Place's preferred locations. This home offers the perfect blend of comfort, versatility, and charm. The open floor plan on the main level features windows on three sides, a cozy fireplace, and sliders to a large deck - ideal for summer evenings or morning coffee. Upgrades include:

  Christine Agard Keller Williams Realty

  46 Stetson Place Unit 46, Danbury, CT 06811
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  /20

  $467,000

  • 3 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  76 Cedarcrest Ct Unit 76, Shelton, CT 06484

  Welcome to 76 Cedarcrest, Shelton, CT 06484 this stunning 3-bedroom, 2.5-bath end-unit townhouse that lives like a single-family home while offering all the conveniences of condo living!Step inside to a tiled entryway with a coat closet and a charming half bath.The oversized eat-in kitchen features hardwood floors,granite countertops, a center island,gas cooktop,stainless steel appliances, tile

  Robert Fischer Jr Houlihan Lawrence WD

  76 Cedarcrest Ct Unit 76, Shelton, CT 06484
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  /37

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 2,346 Sq Ft

  954 Birmingham St, Bridgeport, CT 06606

  Prime North End - Great Colonial with 3 bedrooms and 1.5 bath with major renovations. Whole house freshly painted, Eat- in-Kitchen fully equipped with new stainless-steel appliances, Granite counter-top, wood cabinets. Formal Dining Room, Large Living Room with Fireplace and spacious enclosed porch on the side. House has full finished basement. House is decorated beautifully with Stone pillars in

  Aziz Seyal William Raveis Real Estate

  954 Birmingham St, Bridgeport, CT 06606
• 

  

  /16

  $459,900

  • 3 Beds
  • 1.5 Baths
  • 2,047 Sq Ft

  97 Calvin Ave, Bridgeport, CT 06604

  Beautiful three bedroom, 1.5 bath Colonial in Brooklawn Area neighborhood. New roof. New Driveway. New Kitchen cabinets. New Quartz counters. New vinyl kitchen floor. New SS kitchen sink & gooseneck faucet. New subway tile backsplash, all SS kitchen appliances, gas range. d/w/, French door ref (ice maker), microwave, new washer & dryer, new recessed lighting-new surface mount lighting, newly

  Doug Munson Munson Real Estate

  97 Calvin Ave, Bridgeport, CT 06604
• 

  

  /27

  $495,000

  • 4 Beds
  • 3 Baths
  • 1,812 Sq Ft

  96 Manila Place, Bridgeport, CT 06610

  Amazing Investment Alert!! You'll love this well-kept two-family home (side by side townhouses) located on a quiet cul-de-sac. A modernized property with everything you've been looking for. Fantastic opportunity to live in one unit and collect rent from the other (incredible tenant already in place!). Light, bright, and spacious (with an open layout). Each unit boasts hardwood floors, stainless

  Daniel D. Thomas D. Thomas Homes

  96 Manila Place, Bridgeport, CT 06610
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  /22

  $424,900

  • 2 Beds
  • 2 Baths
  • 1,922 Sq Ft

  114 Terrill Rd, Stratford, CT 06614

  Welcome to this charming Paradise Green Ranch, perfectly situated within walking distance to the park, shopping, restaurants, and so much more! This well-maintained home offers both comfort and convenience. Step inside to find a light-filled layout with hardwood floors, central air, and a cozy fireplace for those crisp evenings. The dining room can easily be converted back to a third bedroom,

  Judy Miko RE/MAX Right Choice

  114 Terrill Rd, Stratford, CT 06614
• 

  

  /40

  $429,900

  • 2 Beds
  • 1 Bath
  • 791 Sq Ft

  165 Bennett St, Bridgeport, CT 06605

  Nestled in the heart of Black Rock.......Welcome to Evergreen Cottage! The perfect blend of Simplicity, comfort & Tranquility! Beautifully maintained and rich in details such as high ceilings, craftsman-style moldings , crisp decor & an abundance of natural light in every room. Updated kitchen and bath, gas furnace & sewer line. Roof fully replaced 2021. Original cedar clapboards and trim

  Mary Amenda William Pitt Sotheby's Int'l

  165 Bennett St, Bridgeport, CT 06605
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  /34

  $449,900

  • 4 Beds
  • 1.5 Baths
  • 1,702 Sq Ft

  6 Joan Dr, Newtown, CT 06470

  Welcome to this charming split-level ranch in Newtown, CT! This home offers 4 bedrooms, including one on the lower level that provides flexibility for guests, a home office, or extended family. The lower level also features a warm and inviting playroom with classic tongue-and-groove paneling, a convenient half bath, and plenty of room for recreation. The main level is bright and welcoming, with a

  Connie Widmann William Raveis Real Estate

  6 Joan Dr, Newtown, CT 06470
• 

  

  /22

  $425,000

  • 4 Beds
  • 2 Baths
  • 2,080 Sq Ft

  106 General St, Stratford, CT 06615

  Tucked away on a quiet dead-end street in Stratford's South End, 106 General Street blends modern updates with classic Cape charm. Renovated in 2020 and meticulously maintained since, this home is move-in ready with a fresh, clean feel that invites personalization. Step inside to an open-concept main level where the living room, dining area, and kitchen flow seamlessly together. The kitchen

  India Headley Epique Realty LLC

  106 General St, Stratford, CT 06615
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  /32

  $430,000

  • 3 Beds
  • 1.5 Baths
  • 1,868 Sq Ft

  877 Nichols Ave, Stratford, CT 06614

  This timeless colonial meticulously maintained is rich with character, and ready to welcome you! You will enjoy the renovated kitchen with wood cabinets, formal dining room & living room with a wood burning fireplace, 1st floor office or den with a powder room, and entryway vestibule. All the rooms have beautiful hardwood floors and natural wood trim. All 3 bedrooms on the second floor have

  George Papageorge Regal Real Estate, LLC

  877 Nichols Ave, Stratford, CT 06614
• 

  

  /23

  $440,000

  • 3 Beds
  • 2.5 Baths
  • 1,384 Sq Ft

  135 Courtland Ave Unit 22, Stamford, CT 06902

  Welcome to Anderson Ridge, Unit 22. A bright and spacious three-level townhome located in Stamford's desirable Glenbrook neighborhood. Offering approximately 1,384 square feet of living space, this well-maintained home combines comfort, functionality, and community amenities in a prime location walkable to the water! Property Highlights * 3 bedrooms | 2 full baths | 1 half bath - plenty of space

  Mike McGill Compass Connecticut, LLC

  135 Courtland Ave Unit 22, Stamford, CT 06902
• 

  

  /28

  $479,900

  • 2 Beds
  • 1.5 Baths
  • 1,534 Sq Ft

  40 Lindstrom Rd, Stamford, CT 06902

  Welcome to Harbor View Court at the gateway to Shippan Point in Stamford. This 2-bedroom 1.5 bath end unit home is a rare find in one of the most sought-after water front neighborhoods in Stamford. This tri level home has more than 1,500 square feet, including the lower level. As the result of being an end unit the living area is very bright, and features wonderful open living. Both bedrooms are

  Howard Dubman Century 21 AllPoints Realty

  40 Lindstrom Rd, Stamford, CT 06902
• 

  

  /13

  $450,000

  • 2 Beds
  • 1.5 Baths
  • 1,986 Sq Ft

  137 Holroyd St, Bridgeport, CT 06606

  Welcome to this charming home. It's a well maintained raised ranch located in the sought after north end. With a private large back yard to entertain your guest on the deck This home offers a large open concept with a large island in the kitchen with granite countertops and stainless steel appliances. The Family room is located in the lower level with recess lighting, fireplace, and a wet bar

  Bonnie Saunders Keller Williams Realty Prtnrs.

  137 Holroyd St, Bridgeport, CT 06606
• 

  

  /28

  $439,900

  • 2 Beds
  • 2.5 Baths
  • 1,688 Sq Ft

  155 Morningside Ct, Shelton, CT 06484

  Welcome to the sought-after Rivendell Condo Complex, where comfort, convenience, and amenities come together in this inviting Hartley model. The open floor plan features a welcoming living room with a gas fireplace, engineered hardwood floors, and sliders leading to a private deck, perfect for relaxing or entertaining. The dining room with matching hardwood floors flows seamlessly into the eat-in

  Jodi Dawley Real Estate Two

  155 Morningside Ct, Shelton, CT 06484
• 

  

  /40

  $450,000

  • 4 Beds
  • 2 Baths
  • 2,544 Sq Ft

  126 Blakeman Place, Stratford, CT 06615

  A charming colonial on a quiet cul-de-sac. This property is conveniently located near the Stratford train station, I-95 and The Merritt Parkway. It's also very close to local restaurants, grocery stores, local beaches, a golf course, parks and lakes. The house is situated on a generous lot with a spacious fenced in back yard. The exterior of the house is very well maintained, featuring

  Cisco Borres RE/MAX Right Choice

  126 Blakeman Place, Stratford, CT 06615

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