Homes for Sale near Information Technology and Software Engineering High School

• 

  

  

  /25

  $250,000

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  125 Warner Hill Rd Unit 128, Stratford, CT 06614

  Welcome to Tudor Ridge, one of Stratford's most desirable condominium communities, known for its beautifully maintained grounds, mature trees, charming stucco exterior, and scenic walking paths throughout the complex. Residents enjoy a sparkling in-ground pool, all set within a peaceful, park-like setting. This lower-level end unit offers added privacy and a comfortable, spacious layout. The

  

  Jeff Gagliardo

  Realty ONE Group Connect

  125 Warner Hill Rd Unit 128, Stratford, CT 06614
• 

  Explore Information Technology and Software Engineering High School

• 

  

  

  /26

  $125,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1040 Connecticut Ave, Bridgeport, CT 06607

  Introducing 1040 Connecticut Avenue - a newly remodeled, 2nd floor unit in the Gate-Way Cooperative Complex. The unit is a blank slate of lovely white walls, and luxury vinyl flooring so you can customize with your tasteful furnishings and make this unit feel cozy and your very own home! This unit brings an opportunity for you to own instead of renting. The units must be owner occupied in the

  

  Mary Beth Grasso

  Keller Williams Realty

  1040 Connecticut Ave, Bridgeport, CT 06607
• 

  

  

  /34

  $824,900

  • 4 Beds
  • 3.5 Baths
  • 3,661 Sq Ft

  94 Housatonic Ave, Stratford, CT 06615

  Wake up to spectacular water views and enjoy cool summer breezes from your private decks in this meticulously maintained coastal retreat featuring numerous updates throughout, including renovated bathrooms, an updated kitchen with newer appliances, central air conditioning, an updated back deck, and many other improvements. This home is the perfect escape for those who enjoy fishing, boating,

  

  John Armellino

  William Raveis Real Estate

  94 Housatonic Ave, Stratford, CT 06615
• 

  

  

  /23

  $639,000

  Open Sun 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 2,034 Sq Ft

  108 Jamestown Rd, Stratford, CT 06614

  WATERFRONT, WATERFRONT, WATERFRONT! Move right into this beautifully redesigned WATERFRONT Condo in desirable Oronoque Shores. This is your opportunity to enjoy luxury living in a serene private community-simply move right in! This stunning home has been completely redone with quality and features a spectacular brand-new kitchen with a shiplap ceiling, island with seating, all new appliances and

  

  Bette Gigliotti

  William Raveis Real Estate

  108 Jamestown Rd, Stratford, CT 06614
• 

  

  

  /16

  $229,900

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  236 Brooks St, Bridgeport, CT 06608

  Welcome to this beautiful second-floor apartment featuring 3 generously sized bedrooms and a fully remodeled kitchen and bathroom. The open-concept layout creates a bright and inviting atmosphere, perfect for those who love entertaining family and friends. Conveniently located just off the kitchen, the laundry area makes everyday living effortless. Step through the back door to access your

  

  Adriana Castagnet

  Regency Real Estate, LLC

  236 Brooks St, Bridgeport, CT 06608
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  /38

  $1,650,000

  • 3 Beds
  • 4 Baths
  • 3,689 Sq Ft

  141 Canoe Brook Rd, Trumbull, CT 06611

  Every day feels like a vacation at this waterfront contemporary on Canoe Brook Lake. Tucked into one of Trumbull's most unique lake communities, this exceptional property offers the rare opportunity to enjoy peaceful, motor-free lake living with your own private dock, where mornings begin with coffee overlooking the water and afternoons are spent kayaking, canoeing, fishing, or simply relaxing in

  

  Angela Casablanca

  BHGRE Gaetano Marra Homes

  141 Canoe Brook Rd, Trumbull, CT 06611
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  /27

  $699,900

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,162 Sq Ft

  325 W Rutland Rd, Milford, CT 06461

  This warm and inviting home is tucked away in one of Milford's most convenient and desirable neighborhoods. Offering over 2,600 sq ft of living space, this 4-bedroom, 3-bath home blends comfort, charm, and functionality. A classic wraparound porch creates the perfect spot for morning coffee or relaxing evenings. Inside, the open floor plan features a dramatic vaulted family room with skylights

  

  Alan Stewart Jr.

  ASJ Realty Partners

  325 W Rutland Rd, Milford, CT 06461
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  /39

  $599,000

  $26K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,941 Sq Ft

  256 Nichols Ave, Shelton, CT 06484

  Experience the charm of this beautiful antique Colonial home located in Huntington at 256 Nichols Avenue, on a picturesque, park-like grounds, complete with a small barn, gardening shed, and elegant stonework. This residence combines classic historic features with modern updates, showcasing solid mechanics and evident pride of ownership. Original wide plank floors grace the living room, dining

  

  Cheryl Arbelo

  Real Estate Two

  256 Nichols Ave, Shelton, CT 06484
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  /40

  $529,900

  • 3 Beds
  • 3 Baths
  • 1,562 Sq Ft

  2 Chatham Terrace, Bridgeport, CT 06606

  Rarely does an opportunity come along to live on one of the North End's most desirable cul-de-sacs just off beautiful Lake Forest-a place where neighbors move in and never want to leave. With peaceful water views overlooking the Lake Forest Association park, this well-maintained home offers the perfect blend of comfort, lifestyle, and location. The optional association provides access to a

  

  Alan Stewart Jr.

  ASJ Realty Partners

  2 Chatham Terrace, Bridgeport, CT 06606
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  /38

  $599,900

  • 3 Beds
  • 2 Baths
  • 2,195 Sq Ft

  18 Fairlea Ave, Stratford, CT 06614

  Discover this beautifully reimagined home, thoughtfully updated with quality improvements and designed for today's lifestyle. This 3-bedroom, 2-bath residence offers 1,680 square feet of above-grade living space, plus an additional 500 square feet of finished lower-level living area. Updated throughout, the home is designed for both comfortable everyday living and effortless entertaining, and

  

  John Armellino

  William Raveis Real Estate

  18 Fairlea Ave, Stratford, CT 06614
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  /40

  $699,900

  $60K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1770 Stratfield Rd, Fairfield, CT 06825

  A beautifully refreshed home with classic New England charm that meets thoughtful modern upgrades. The moment you arrive, you're greeted by curated yard plantings, a freshly seeded, level, fenced backyard that invites everything from weekend gatherings to quiet mornings outdoors. Inside, the first floor opens up into a bright, open floor plan layout designed for how you actually live-connecting

  

  Alan Stewart Jr.

  ASJ Realty Partners

  1770 Stratfield Rd, Fairfield, CT 06825
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  /8

  $4,100,000

  • 14,525 Sq Ft

  240 Hamilton St, Bridgeport, CT 06608

  Positioned in the rapidly evolving East Bridgeport market, this 0.96-acre site offers a rare, high-upside opportunity for investors, developers, and visionary buyers. Currently improved with an existing church structure, the property features a prominent street presence and established utility connections in one of Bridgeport's most active urban corridors. Investment & Location Highlights * Scale

  

  Jay Contessa

  William Pitt Sotheby's Int'l

  240 Hamilton St, Bridgeport, CT 06608
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  /31

  $529,000

  Open Sat 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 2,415 Sq Ft

  171 Boswell St, Stratford, CT 06615

  Come see this "House Beautiful" inspired cape in desirable + convenient South-end. Perfectly presented and flooded with sunshine, you'll enjoy an open flow of entertainment rooms, with the stunning designer kitchen as the star of the show! The first floor offers gorgeous hardwood flooring, 2 accommodating bedrooms and a opulent full bath with luxurious rain showerhead. A cozy, Tropic-inspired

  

  Melanie Healey

  Coldwell Banker Realty

  171 Boswell St, Stratford, CT 06615
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  /40

  $679,900

  Open Mon 12PM - 2PM

  • 6 Beds
  • 2.5 Baths
  • 2,154 Sq Ft

  150-152 Alexander Dr, Bridgeport, CT 06606

  Extensively renovated and move-in ready, this side-by-side two-family property offers an outstanding opportunity for both investors and owner-occupants. The interiors have been beautifully updated with hardwood floors throughout, brand-new kitchens featuring new appliances, and renovated bathrooms. One spacious unit offers 4 bedrooms and 2.5 baths, while the second unit features 2 bedrooms and 1

  

  Kristin Egmont

  Coldwell Banker Realty

  150-152 Alexander Dr, Bridgeport, CT 06606
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  /25

  $150,000

  Coming Soon

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  325 Lafayette St Unit 1302, Bridgeport, CT 06604

  2 Bed, 2 Bath Loft Condo in Gated Community - Lofts on LafayetteStep into this stunning 2-bed, 1-bath loft condo at Lofts on Lafayette, where industrial charm meets modern convenience. Featuring an open floor plan, this unique space is defined by exposed brick, wood beams, & soaring 10+ ft ceilings, creating an airy & inviting atmosphere. The beautifully refinished hardwood floors run throughout,

  

  Andrei Balaj

  Higgins Group Real Estate

  325 Lafayette St Unit 1302, Bridgeport, CT 06604
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  /40

  $978,000

  $20K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 5,176 Sq Ft

  89 Cranbury Dr, Trumbull, CT 06611

  Located on Cranbury Drive in the highly sought-after Hillandale section of Trumbull. This expansive residence offers approximately 5,176 sq ft of living space on two main levels and is situated on a peaceful and private 2.38-acre lot. Blending scale, flexibility, and opportunity, this home features 4+ over sized bedrooms including two primary suites -one conveniently located on the main level and

  

  Tammy Edwards

  Coldwell Banker Realty

  89 Cranbury Dr, Trumbull, CT 06611
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  /3

  $850,000

  • 8 Beds
  • 5.5 Baths
  • 2,400 Sq Ft

  Unlisted Address

  Fantastic Investment Property for Sale in Bridgeport!Located at 156 Columbia Street, this versatile investment property is a prime opportunity in a growing area. With easy access to major roadways, this site benefits from strong visibility and traffic flow. The property features spacious interiors suitable for various business types, including retail, offices, or service-oriented establishments.

  

  Alexander Galvez

  Century 21 Galvez

  Unlisted Address
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  /40

  $1,249,999

  • 4 Beds
  • 5 Baths
  • 4,342 Sq Ft

  17 Woodlawn Dr, Trumbull, CT 06611

  Set on a professionally landscaped, custom-fenced property accented by stunning stone gardens and walls, this meticulously maintained, original-owner 4,342-square-foot home offers 11 rooms, 4 bedrooms, office, gym, media room, 3 full and 2 half baths, along with quality craftsmanship and thoughtful design. Outdoor living shines with two level, spacious lawns, a large patio and firepit, & an

  

  Fredda Takacs

  Higgins Group Real Estate

  17 Woodlawn Dr, Trumbull, CT 06611
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  /6

  $649,000

  Coming Soon

  • 1 Bed
  • 2.5 Baths
  • 1,438 Sq Ft

  89 South Trail Unit A, Stratford, CT 06614

  Welcome to this beautifully updated Wolcott model in Oronoque Village, Stratford's premier 55+ active adult community. This sought-after ranch offers the perfect blend of one-level living and exceptional additional space, featuring a bright, open floor plan with soaring vaulted ceilings, a cozy fireplace, and abundant natural light. Enjoy peaceful golf course views and a private setting from the

  

  Jacqueline Ruppert

  Berkshire Hathaway NE Prop.

  89 South Trail Unit A, Stratford, CT 06614
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  /28

  $570,000

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  156 Dayton Rd, Bridgeport, CT 06606

  This beautiful colonial is the perfect home!! As you enter through the front door, you're greeted by a large foyer that leads to the formal dining room on the left. The open concept kitchen and family room are great for entertaining your loved ones. Just off the family room is the half bathroom for your convenience. Access the backyard deck conveniently off the kitchen and informal dining room.

  

  Haakim Byrd

  HomeSmart Homes and Estates

  156 Dayton Rd, Bridgeport, CT 06606
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  /24

  $559,000

  • 2 Beds
  • 2.5 Baths
  • 2,542 Sq Ft

  93 Seminole Ln Unit B, Stratford, CT 06614

  FRONT DOOR PARKING AND WALK TO SWIMMING POOLS AND SOUTH CLUBHOUSE. This condo is a Whittier, largest condo in Oronoque Village with two to three bedrooms, plus 2.5 bathrooms, cathedral ceilings, and incredible lot with possible extended deck and plenty of room for planting. 93B Seminole has not been available in many years, one of a kind opportunity to own a unique condo in Oronoque Village.

  

  Monica Dalton

  Oronoque Real Estate

  93 Seminole Ln Unit B, Stratford, CT 06614
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  /26

  $450,000

  Open Sat 12PM - 3PM

  • 5 Beds
  • 2.5 Baths
  • 3,005 Sq Ft

  500 Park St, Bridgeport, CT 06608

  Spacious three-story residential property located in Bridgeport's East Side neighborhood offering over 2,200 square feet of living space. Built in 1905, this home features five bedrooms, multiple bathrooms, and approximately ten total rooms, providing ample space for comfortable living. The property sits on a 3,920-square-foot lot and includes a detached two-car garage along with additional

  

  Alexander Galvez

  Century 21 Galvez

  500 Park St, Bridgeport, CT 06608
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  /30

  $749,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,025 Sq Ft

  125 Buck Hill Rd, Easton, CT 06612

  Now Fully Painted and Ready-to-Move-in! Set on over 3 wooded acres in Lower Easton, 125 Buck Hill Road is a spacious, character-rich ranch offering privacy, flexibility, and potential. Tucked among mature trees and natural rock outcroppings, the home feels like a private retreat-yet it's just minutes from Fairfield, Westport, and the Merritt Parkway for NYC commuters! Originally built in 1967 and

  Jessica Lane

  Serhant Connecticut, LLC

  125 Buck Hill Rd, Easton, CT 06612
• 

  

  /40

  $755,000

  Open Sun 1PM - 3PM $20K PRICE DROP

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

  241 Old Stratfield Rd, Fairfield, CT 06825

  Completely renovated and thoughtfully updated from top to bottom, this beautifully renovated home offers a rare opportunity to own a turnkey two-family home in Fairfield with stylish modern finishes and carefree ownership for years to come. Ideal for owner-occupants, investors, or multi-generational living, the property features a beautifully updated 1 bedroom, 1 bath apartment on the first floor

  

  Andrei Balaj

  Higgins Group Real Estate

  241 Old Stratfield Rd, Fairfield, CT 06825
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  /28

  $549,900

  $20K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,908 Sq Ft

  695 W Taft Ave, Bridgeport, CT 06604

  Welcome to 695 W Taft Avenue, a beautifully renovated home located in Bridgeport's desirable Brooklawn neighborhood. This move-in-ready property blends classic charm with modern updates throughout, offering a spacious and functional layout ideal for today's lifestyle. The home features generously sized bedrooms, updated finishes, and a bright, inviting interior designed for comfortable living.

  

  Javyn Roundtree

  Roundtree Realty LLC

  695 W Taft Ave, Bridgeport, CT 06604
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  /40

  $599,900

  Open Sun 1:30PM - 3:30PM

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  240 Blackhouse Rd, Trumbull, CT 06611

  A Rare Find at this price point featuring a primary suite with walk-in closet! Welcome home to this beautifully maintained 3-bedroom, 2-full-bath ranch, with no stairs to navigate & a thoughtfully updated interior, this home offers the ease of single-level living without sacrificing space or style. Step inside to find hardwood floors throughout the main level & a spacious eat-in kitchen outfitted

  

  Kristin Egmont

  Coldwell Banker Realty

  240 Blackhouse Rd, Trumbull, CT 06611
• 

  

  /24

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,647 Sq Ft

  162 Sheppard St, Stratford, CT 06614

  Here's a 700-character-style MLS listing description: Welcome home to this well-maintained property featuring attractive vinyl siding and a host of desirable updates. The remodeled kitchen offers modern finishes, ample cabinetry, and a functional layout perfect for everyday living and entertaining. Beautiful hardwood floors add warmth and character throughout the home. Step outside to enjoy the

  

  Rudy Pierre

  YellowBrick Real Estate LLC

  162 Sheppard St, Stratford, CT 06614
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  /7

  $599,900

  • Land
  • 11,325 Sq Ft
  • $2,307,308 per Acre

  2152 Barnum Ave, Stratford, CT 06615

  Exceptional development opportunity in Stratford. This fully approved site for 34 residential units is designed with covered parking, lobby access, and a layout tailored for today's renters seeking convenience and accessibility. Located near Interstate 95, public transportation, and the Metro-North Railroad, this location offers easy commuting throughout Fairfield County and into New York City.

  

  Alan Stewart Jr.

  ASJ Realty Partners

  2152 Barnum Ave, Stratford, CT 06615
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  /7

  $995,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  53 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  Jessica Lane

  Serhant Connecticut, LLC

  53 Sterling St, Fairfield, CT 06825
• 

  

  /7

  $995,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  45 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  Jessica Lane

  Serhant Connecticut, LLC

  45 Sterling St, Fairfield, CT 06825
• 

  

  /7

  $995,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  51 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  Jessica Lane

  Serhant Connecticut, LLC

  51 Sterling St, Fairfield, CT 06825
• 

  

  /7

  $995,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  47 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  Jessica Lane

  Serhant Connecticut, LLC

  47 Sterling St, Fairfield, CT 06825
• 

  

  /20

  $549,900

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,075 Sq Ft

  24 Matthews St, Milford, CT 06460

  Beautifully Maintained Home with walk out lower level, possible in-law - Move-In Ready! Step into this pristine, beautiful home offering an inviting open floor plan designed for comfortable living and effortless entertaining. The main living area features soaring cathedral ceilings, abundant natural light from skylights, recessed lighting, and a cozy wood-burning stove that adds warmth and charm.

  Stacy Blake Stacy Blake Realty LLC

  24 Matthews St, Milford, CT 06460
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  /39

  $1,599,000

  Open Sun 11AM - 1:30PM

  • 4 Beds
  • 4 Baths
  • 3,290 Sq Ft

  694 Jennings Rd, Fairfield, CT 06824

  Exceptional opportunity to own what is essentially a brand-new home in Fairfield University area. Expanded with a full second-story addition and reconstructed from the original foundation up, this remarkable residence offers 3,290 square feet of beautifully finished living space with virtually every major component newly built. Designed for today's lifestyle, the open-concept floor plan features

  Karim Douich William Raveis Real Estate

  694 Jennings Rd, Fairfield, CT 06824
• 

  

  /14

  $415,000

  • 3 Beds
  • 1 Bath
  • 1,472 Sq Ft

  34 Cleveland Ave, Milford, CT 06460

  Welcome to 34 Cleveland Avenue in Milford. This 3 bedroom, 1 full bath home is located on a cul-de-sac in a quiet neighborhood. Convenient to I 95, the Merritt Parkway, shops, restaurants and recreation with beaches minutes away along with Silver Sands State Park and Boardwalk. Enter into a well appointed vestibule to a spacious eat in kitchen/dining area with plenty of cabinet space, a quaint

  Tracy Edwards Stacy Blake Realty LLC

  34 Cleveland Ave, Milford, CT 06460
• 

  

  /40

  $649,000

  Open Sun 3PM - 5PM

  • 3 Beds
  • 3 Baths
  • 1,816 Sq Ft

  1710 Stratfield Rd, Fairfield, CT 06825

  Welcome home to this move-in-ready North Stratfield Cape, where timeless charm meets the space and modern updates. Thoughtfully expanded while preserving its timeless character and curb appeal, this home lives much larger than a traditional Cape. Set behind a classic front-yard picket fence, the home features 3 bedrooms, 3 full bathrooms, and freshly refinished hardwood floors throughout the main

  Tommy Connors Redfin Corporation

  1710 Stratfield Rd, Fairfield, CT 06825
• 

  

  /25

  $212,000

  • 1 Bed
  • 1 Bath
  • 1,007 Sq Ft

  557 Glendale Ave, Bridgeport, CT 06606

  Spacious and freshly painted first-floor 1-bedroom, 1.5-bath condo offering comfortable living in Bridgeport's desirable North End. This inviting unit features an updated eat-in kitchen with stylish cabinetry and countertops, perfect for everyday living and entertaining. The expansive living area provides ample space for both relaxing and dining, with direct access to a private balcony. The

  Jimmy Edwards Redfin Corporation

  557 Glendale Ave, Bridgeport, CT 06606
• 

  

  /12

  $1,100,000

  $175K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 4,498 Sq Ft

  249 Black Rock Ave, Bridgeport, CT 06605

  None

  David Shattuck Amo Realty

  249 Black Rock Ave, Bridgeport, CT 06605
• 

  

  /40

  $324,900

  • 3 Beds
  • 1.5 Baths
  • 1,124 Sq Ft

  302 Dover St, Bridgeport, CT 06610

  A completely and professionally renovated single-family house is waiting for a new owner. This is an excellent opportunity for either an investor or owner-occupied. This house offers on the first floor a large open floor plan for a comfortable living room and dinning room, with a gleaning hard wood floor , a working kitchen with a granite counter top, stainless steel microwave, stove,

  Arbis Faustin Faustin Realty Group

  302 Dover St, Bridgeport, CT 06610
• 

  

  /38

  $599,900

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  45 Woodridge Cir, Trumbull, CT 06611

  Welcome home to this absolutely adorable 3-bedroom, 2-bath ranch set on a picture-perfect flat lot bordering Island Brook Park! From the moment you arrive, you'll fall in love with the charm, curb appeal, and warm, inviting layout this home offers. Inside, you'll find hardwood flooring throughout, complemented by beautiful Brazilian cherry wood flooring in the kitchen and family room area. The

  Marissa Papa Preston Gray Real Estate

  45 Woodridge Cir, Trumbull, CT 06611

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