Homes for Sale near Capital Prep Harbor Upper School

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  /38

  $950,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,205 Sq Ft

  198 Castle Ave, Fairfield, CT 06825

  Refined and thoughtfully updated 4-bedroom, 2.5-bath Colonial blending timeless architecture with over 1,300+ sq ft of new construction. Originally built in 1941 and significantly expanded, the home offers approximately 2,205 sq ft of living space upon completion (anticipated January 2026). The main level features a bright, open layout with remodeled living and dining areas and hardwood flooring

  Tatiana Mendoza Coldwell Banker Realty

  198 Castle Ave, Fairfield, CT 06825
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• 

  

  

  /25

  $780,000

  • 2 Beds
  • 2 Baths
  • 1,733 Sq Ft

  206 Sterling St, Fairfield, CT 06825

  This charming cape has been beautifully maintained and thoughtfully updated, providing peace of mind and comfort throughout. Ideally located near all of the great amenities that Fairfield has to offer, with easy access to the Merritt and 95. The cozy dining area opens into a bright modern kitchen featuring marble countertops, updated appliances and a dry bar which is perfect for everyday living

  Sarah Callands Coldwell Banker Realty

  206 Sterling St, Fairfield, CT 06825
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  /34

  $249,900

  • 1 Bed
  • 1 Bath
  • 755 Sq Ft

  27 Nash Ln Unit 5, Bridgeport, CT 06605

  High end renovations that retain the charm of the historic Black Rock Garden Co-op complex! Custom kitchen with exposed brick, quartz countertops, stainless steel GE appliances, washer in hallway nook, floating glass shower, gorgeous hardwood floors throughout, hot water baseboard heat, insulated, tilt-in windows, and office with transom windows off living room/dining room. Open porch to enjoy

  Gail Robinson William Raveis Real Estate

  27 Nash Ln Unit 5, Bridgeport, CT 06605
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  /13

  $35,900

  • 1 Bed
  • 1 Bath
  • 401 Sq Ft

  5 Granfield Ave, Bridgeport, CT 06610

  Attractive price for this light and bright freshly painted move in second floor ranch style one bedroom owned by Success Village. A new range/ hood and refrigerator complement the home, and a stackable washer and dryer will also be installed. Home must be owner occupied and must have a minimum gross monthly income near $4,000 and a credit score of near 650 or higher. HOA includes heat, water,

  Michael Henetz William Raveis Real Estate

  5 Granfield Ave, Bridgeport, CT 06610
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  /9

  $634,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,131 Sq Ft

  420 Greenwood St, Bridgeport, CT 06606

  Step into timeless charm with this beautifully crafted Colonial-style home, newly built in 2025. Situated on a 0.11-acre lot, this elegant single-family residence blends classic design with modern comfort. Featuring four spacious bedrooms, two full bathrooms, and a convenient half bath, this home offers plenty of room for both relaxation and entertaining. The thoughtfully designed layout includes

  Joanna Escobar Century 21 Scala Group

  420 Greenwood St, Bridgeport, CT 06606
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  /19

  $240,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,645 Sq Ft

  270 East Ave, Bridgeport, CT 06610

  Welcome to this move-in ready home, recently painted, new vinyl flooring and new carpet in bedrooms waiting for its new owners. Four bedrooms noted in public record, but it has three bedrooms and one and half bathrooms. This property features a spacious layout. Bright natural light flows throughout, creating a warm and inviting atmosphere that's perfect for both everyday living and entertaining.

  Sandy Chang Century 21 Scala Group

  270 East Ave, Bridgeport, CT 06610
• 

  

  /10

  $619,000

  • 4 Beds
  • 2 Baths
  • 2,071 Sq Ft

  25 Clover St, Stratford, CT 06614

  Welcome to 25 Clover Street, a well maintained two-family home perfect for owner-occupants or investors. This property offers two spacious units. Each unit boasts 2 spacious bedrooms, an eat-in-kitchen, living room and 1 full bath. The basement has plenty of storage for each unit, separate utilities and laundry. Outside, you will find a two-car garage and a fantastic backyard patio area, perfect

  Charly Talledo William Raveis Real Estate

  25 Clover St, Stratford, CT 06614
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  /33

  $49,900

  • Land
  • 0.11 Acre
  • $453,636 per Acre

  926 Hart St, Bridgeport, CT 06606

  This lot would need a variance according to the Planning & Zoning Department at Bridgeport City Hall. 916 Hart Street is an adjacent lot and is buildable now, according to the Planning & Zoning Department.

  Janet Warren William Raveis Real Estate

  926 Hart St, Bridgeport, CT 06606
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  /34

  $329,900

  • 3 Beds
  • 1 Bath
  • 995 Sq Ft

  209 Trumbull Ave, Bridgeport, CT 06606

  Welcome to 209 Trumbull Ave - a lovely 3-bedroom, 1-bath home offering a flexible layout, inviting living spaces, and a strong indoor-outdoor connection. The main level features a bright and comfortable living room, an updated kitchen with granite counters and ample cabinet space, and a dining area that flows seamlessly to the oversized rear deck. The layout provides an easy, natural flow between

  Michael Wright RE/MAX Right Choice

  209 Trumbull Ave, Bridgeport, CT 06606
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  /2

  $175,000

  • Land
  • 0.12 Acre
  • $1,458,333 per Acre

  28 Wilkins Ave, Bridgeport, CT 06606

  Build your vision from the ground up! Located in an established residential neighborhood, this 0.09 acre lot at 28 Wilkins Avenue offers a prime opportunity for new construction in Bridgeport. Whether you're a developer, investor, or future homeowner, this centrally located parcel is ready for your next project.

  Melanie Billie BHGRE Gaetano Marra Homes

  28 Wilkins Ave, Bridgeport, CT 06606
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  /2

  $249,000

  • Land
  • 0.14 Acre
  • $1,778,571 per Acre

  691 E Main St, Bridgeport, CT 06608

  Prime development opportunity in Bridgeport's East Side! 631 East Main Street offers high visibility and excellent street frontage along a well-trafficked corridor. Zoned IHI zoning code, e.g., "Mixed-Use/Commercial", this level lot provides flexible use potential - ideal for retail, office, multi-family, or mixed-use development. Public utilities are available in the street. Conveniently located

  Melanie Billie BHGRE Gaetano Marra Homes

  691 E Main St, Bridgeport, CT 06608
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  /40

  $1,000,000

  • 7 Beds
  • 5 Baths
  • 7,715 Sq Ft

  1365 E Main St, Bridgeport, CT 06608

  Prime Mixed-Use Investment Opportunity in Bridgeport's East End. Investors take notice! Do not miss this exceptional income-generating opportunity located in the heart of the East End. This versatile mixed-use property offers immediate multi-stream revenue potential, featuring three residential apartments, a commercial storefront, and a detached 3-car garage capable of generating additional

  Brethela Love J & S Realty Services, LLC

  1365 E Main St, Bridgeport, CT 06608
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  /7

  $559,900

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft

  403 Indian Ave, Bridgeport, CT 06606

  Nicely maintained 2 family with plenty of off street parking large back yard. Hardwood floor and modern updates.

  Brian Gee Brian Gee Real Estate LLC

  403 Indian Ave, Bridgeport, CT 06606
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  /25

  $399,999 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,002 Sq Ft

  21 Matthews St, Milford, CT 06460

  Welcome home to this beautifully maintained 2-bedroom residence offering comfort, style, and convenience in a prime location. The main level features hardwood flooring throughout and a bright, modern kitchen highlighted by elegant marble countertops-perfect for both everyday living and entertaining. The spacious primary bedroom includes a private en-suite bathroom, creating a peaceful retreat.

  Sade Tejuoso TEJ Realty Group

  21 Matthews St, Milford, CT 06460
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  /19

  $600,000

  • 8 Beds
  • 3 Baths
  • 3,328 Sq Ft

  464 Wilmot Ave, Bridgeport, CT 06607

  Property is ready for the next owner. Looking to get your foot into the field of ownership and being a Landlord, here you are. This is a two family that operates as a three family. Each unit has its own meter. Come take a look and make an offer. AS IS SALE.

  Ruth-Ann Mitchell Larracuente & Johnson Realty, LLC

  464 Wilmot Ave, Bridgeport, CT 06607
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  /28

  $555,000

  • 4 Beds
  • 2 Baths
  • 3,097 Sq Ft

  274 Park St, Bridgeport, CT 06608

  Very well maintained 2 family home. Each unit has 2 bedrooms, eat in kitchen, living room and bathroom. This home has so much to offer. It has a finished insulated basement for additional space. 2 car garage and plenty of parking space in the private driveway. This home also has a private backyard perfect for entertainment. Located in a convenient location close to public transportation, major

  Valeria Amarante Century 21 Scala Group

  274 Park St, Bridgeport, CT 06608
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  /38

  $998,000

  • 4 Beds
  • 2 Baths
  • 1,735 Sq Ft

  52 Robin Ln, Fairfield, CT 06824

  Immaculate University area split level home on beautiful lot which is just over one third of an acre with classic stone wall. Perfect blank canvas to expand or rebuild completely or simply enjoy its comfort as it was built. Great schools, close to shopping, and less than two miles to the beach! Two Fairfield train stations for extra commuter convenience and just one hour and fifteen minutes to

  Janet Warren William Raveis Real Estate

  52 Robin Ln, Fairfield, CT 06824
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  /24

  $304,999 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 991 Sq Ft

  495 Vincellette St Unit 12, Bridgeport, CT 06606

  Welcome to Cedar Crest Condominiums!This meticulously maintained first-floor unit is bright, and spacious. Featuring two large bedrooms and two fully renovated bathrooms, it offers both comfort and style. The open dining and living area boasts beautiful hardwood floors, and a sliding door leads to a private balcony, perfect for relaxing. The beautiful kitchen offers all stainless steel

  Tatiana Mendoza Coldwell Banker Realty

  495 Vincellette St Unit 12, Bridgeport, CT 06606
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  /38

  $719,500 Open Sat 10AM - 1PM

  • 8 Beds
  • 3 Baths
  • 3,423 Sq Ft

  203 Wayne St, Bridgeport, CT 06606

  SOLID 3 FAMILY NORTH END INVESTMENT GENERATING $6,500 PER MONTH FEATURES 1ST AND 2ND FLOOR 3 BEDROOM UNITS, SEPARATE HEAT, HOT WATER AND ELECTRIC FOR EACH UNIT, FULL WALK OUT LOWER LEVEL LAUNDRY, STORAGE AND FUTURE POTENTIAL PLUS AN OVERSIZED CORNER LOT WITH 2 CAR GARAGE AND OFF STREET PARKING. IDEAL, CONVENIENT LOCATION CLOSE TO SCHOOLS, SACRED HEART UNVERSITY, RETAIL/SHOPPING, PARKS AND REC,

  John Hackett William Raveis Real Estate

  203 Wayne St, Bridgeport, CT 06606
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  /39

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,014 Sq Ft

  316 Goldenrod Ave, Bridgeport, CT 06606

  Lovely 4 Bedroom -2 1/2 Bathroom Cape, located on Bridgeport's desired North End. This is a well-maintained home showing pride of ownership. Many new updates, including a sump pump, new tiled floors in the kitchen and bathrooms, a new water heater installed 12/2026, and lots of closets. Large, bright, warm, and cozy family room with sliders to the deck. Finished lower level with 1/2 Bathroom,

  Terri Mickle Property Choices Real Estate

  316 Goldenrod Ave, Bridgeport, CT 06606
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  /29

  $194,900 Open Sun 1PM - 3:30PM

  • 1 Bed
  • 1 Bath
  • 817 Sq Ft

  132 Bennett St Unit 302, Bridgeport, CT 06605

  Recently remodeled 3rd-floor unit offering a functional open layout with a living room, dining area, kitchen, and one bedroom. The kitchen was updated by the current owner in 2023, adding a modern touch to the space. Includes two assigned parking spaces and an ideal location for commuters, with easy access to the train, public transportation, and nearby towns. Enjoy being just a short walk from

  Deborah Angal Coldwell Banker Realty

  132 Bennett St Unit 302, Bridgeport, CT 06605
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  /39

  $1,775,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 6 Baths
  • 4,150 Sq Ft

  706 Judd St, Fairfield, CT 06824

  Stunning move-in-ready NEW construction home in Fairfield's highly desirable University area, thoughtfully built by established local builders Coppola & Sons. This custom home set upon a perfect flat corner lot with lovely outdoor patio offers over 4,100 sqft of beautifully designed living space with an open-concept layout, encompassed by gorgeous Marvin windows providing abundant natural light,

  Melissa Montagno Higgins Group Real Estate

  706 Judd St, Fairfield, CT 06824
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  /24

  $565,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 1.5 Baths
  • 2,285 Sq Ft

  715 Wilcoxson Ave, Stratford, CT 06614

  Charming Tudor-style home on a desirable corner lot! This beautifully updated residence features 5 bedrooms, 1.5 baths, and a full attic with an additional bedroom, offering plenty of space for family and guests. Enjoy a sun-filled sunroom, formal dining room, cozy fireplace, and an eat-in kitchen perfect for entertaining. The spacious backyard is ideal for summer barbecues, while the 2-car

  Jeannette Zapata Home Sweet Home Realty & Devel

  715 Wilcoxson Ave, Stratford, CT 06614
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  /19

  $315,000

  • 1 Bed
  • 1 Bath
  • 852 Sq Ft

  239 Hollister St, Stratford, CT 06615

  welcome to this wonderful cape ranch-style house. This home is waiting for you and your loves ones to start new memories. It is located in the center of Stratford, a very quiet and beautiful place to live. Don't let go this unique opportunity. SCHEADULE YOUR TOUR TODAY

  Anabel Morocho eXp Realty

  239 Hollister St, Stratford, CT 06615
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  /40

  $2,699,000

  • 3 Beds
  • 3.5 Baths
  • 4,643 Sq Ft

  5060 Main St, Stratford, CT 06614

  Welcome to this stunning waterfront retreat on the scenic Housatonic River, offering panoramic views, luxury, and comfort. Perfect for relaxing or entertaining, this home features 3 spacious bedrooms, 3.5 baths, and a finish able bonus room above the 2-car garage-ideal for a guest suite or office. Elevator to all three levels provides added convenience. A stone wall and gated entry lead to a

  Karen Cross William Raveis Real Estate

  5060 Main St, Stratford, CT 06614
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  /29

  $549,999

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  670 Wigwam Ln, Stratford, CT 06614

  New year, new home! Welcome to 670 Wigwam Lane, a nicely re-modeled colonial style home in the desireable St. Mark-Hilltop neighborhood! Home has a new kitchen with sparkling strainless steel appliances and a re-modeled bathroom and laundry area on the first floor! There are 3 large bedrooms on the upper level. Nice, level corner lot situated on .35 acres. Large, deep driveway with a 2 car

  Paul DeVitto Devitto Realty Group LLC

  670 Wigwam Ln, Stratford, CT 06614
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  /9

  $255,000

  • 2 Beds
  • 1 Bath
  • 994 Sq Ft

  936 Chopsey Hill Rd, Bridgeport, CT 06606

  "Rare redevelopment opportunity in Bridgeport's sought-after North End!" This offering includes three separately assessed parcels -936 Chopsey Hill Road, 475 Alba Ave. and 495 Alba Ave. - all to be conveyed together. No exceptions!! Total list price for all 3 parcels combined is $519,900. (936 Chopsey Hill Rd $255,000 + 475 Alba Ave. $142,750 + 495 Alba Ave. $122,150) property taxes combined are

  Cindy Cox William Raveis Real Estate

  936 Chopsey Hill Rd, Bridgeport, CT 06606
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  /17

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft

  383 Birmingham St, Bridgeport, CT 06606

  Welcome to this charming 2-bedroom, 2-bath home, ideally positioned on a corner lot in a highly sought-after neighborhood. Whether you're a first-time homebuyer ready to step into homeownership or looking to downsize without compromise, this is an opportunity you won't want to miss. Inside, you'll find a cozy and inviting layout designed for comfortable, everyday living. The finished walk-out

  Carolyn Colon-Ortega Century 21 Scala Group

  383 Birmingham St, Bridgeport, CT 06606
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  /7

  $1,999,000 New Construction

  • 6 Beds
  • 5.5 Baths
  • 4,709 Sq Ft

  280 Tuckahoe Ln, Fairfield, CT 06824

  Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms and 5.5 baths, providing flexibility for

  Elizabeth Casey William Raveis Real Estate

  280 Tuckahoe Ln, Fairfield, CT 06824
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  /5

  $999,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 3,515 Sq Ft

  22 Knollwood Dr, Fairfield, CT 06824

  Warm and inviting Colonial located in the highly sought-after University neighborhood of Fairfield. This 4-bedroom, 3.5-bath home offers exceptional flexibility with a fully finished walk-out basement featuring a full bathroom and separate entrance, ideal for multigenerational living or a potential in-law setup. From the moment you arrive, the home's beautiful exterior, attractive color palette,

  Melanie LeRoy William Raveis Real Estate

  22 Knollwood Dr, Fairfield, CT 06824
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  /15

  $319,900

  • 2 Beds
  • 1 Bath
  • 744 Sq Ft

  646 Merritt St, Bridgeport, CT 06606

  Charming 2-bedroom home located on a quiet, low-traffic block, offering both comfort and convenience. This well-maintained property features a bright living space, an eat-in kitchen, and a private yard perfect for relaxing or entertaining. Ideally situated near shopping, dining, schools, and major roadways-making everyday living easy. A great opportunity for homeowners or investors alike!

  Ishwar Rameshar Besmatch Real Estate

  646 Merritt St, Bridgeport, CT 06606
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  /3

  $345,000

  • 3 Beds
  • 1.5 Baths
  • 1,565 Sq Ft

  231 Deforest Ave, Bridgeport, CT 06607

  Welcome to 231 Deforest Avenue! This three-bedroom (plus attic space) single-family colonial is full of potential. Enjoy your morning coffee on the porch, take a walk to the marina just two blocks away to enjoy the Long Island Sound, or take a stroll to the neighborhood park just minutes away. There is currently new construction in progress next door, as new buyers are securing their place in the

  Kerian Wilson-Evans William Raveis Real Estate

  231 Deforest Ave, Bridgeport, CT 06607
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  /27

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 1,978 Sq Ft

  405 Westfield Ave, Bridgeport, CT 06606

  Colonial house in the North End of Bridgeport, with 3 Bedrooms, Living room, Dining room and extra room that can be used as an office. Kitchen fully equipped with stainless steel appliances, quartz countertops and an island. Dining room leads out to a large deck. Private Backyard with deck great for entertaining, family gatherings or just a quiet place to unwind. Selling "as is". This is a must

  Carmen Ayala Century 21 Scala Group

  405 Westfield Ave, Bridgeport, CT 06606
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  /14

  $289,900

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  50 Birdseye St Unit 104, Stratford, CT 06615

  Bright and sunny spacious end unit 2 bedroom condo with an open floor plan. Living room dining combo has luxury plank vinyl floor and sliders to covered balcony with some water views. Eat in kitchen has stainless steel appliances and granite counters with opening to dining room. Master bedroom has a remodeled full bath and lots of closet space. Second bedroom and half bath in hallway. Utility

  Joanne Begg Berkshire Hathaway NE Prop.

  50 Birdseye St Unit 104, Stratford, CT 06615
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  /40

  $2,800,000

  • 5 Beds
  • 5.5 Baths
  • 8,925 Sq Ft

  145 Galloping Hill Rd, Fairfield, CT 06824

  Exceptional scale and timeless elegance define this impressive 5-bedroom, 6-bath residence offering over 8,200 square feet of refined living space in one of Fairfield's most desirable locations. Thoughtfully designed for both grand entertaining and comfortable everyday living, the home features expansive sun-filled rooms, high ceilings, and a seamless flow throughout the main living areas. A

  Susan Gardella William Pitt Sotheby's Int'l

  145 Galloping Hill Rd, Fairfield, CT 06824
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  /40

  $635,000 Open Sat 2PM - 4PM

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

  1107 Naugatuck Ave, Milford, CT 06461

  THIS IS THE HOME YOU'VE BEEN WAITING FOR! Beautifully updated and truly move in ready, this 3 bed/2 bath Colonial features modern upgrades, custom carpentry, and a sensational backyard! As you enter, you're welcomed by a warm and inviting living room with wood burning fireplace and gleaming HW floors. The space opens seamlessly into a stunning renovated kitchen showcasing granite countertops,

  Adriana Miller William Raveis Real Estate

  1107 Naugatuck Ave, Milford, CT 06461
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  /2

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,789 Sq Ft

  2100-2102 E Main St, Bridgeport, CT 06610

  Great investment opportunity at 2100-2102 East Main Street, Bridgeport! This fully occupied two-family home offers immediate cash flow with excellent upside potential. Each unit features 2 bedrooms and 1 full bath, providing functional layouts that appeal to long-term tenants. Located in a prime Bridgeport location, the property is conveniently close to shopping, dining, public transportation,

  Ana Pena William Raveis Real Estate

  2100-2102 E Main St, Bridgeport, CT 06610
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  /33

  $480,000

  • 4 Beds
  • 2 Baths
  • 1,377 Sq Ft

  54 Agnes St, Bridgeport, CT 06606

  Welcome to 54 Agnes Street, a rare North End cul-de-sac opportunity in Bridgeport. Offered As Is at $480,000, this property invites you to bring your designer, architect, or builder and curate the home you've always wanted. The tree-lined, level lot sits within the Lomax Residential Development, with covenants, restrictions, and planned City water and sewer designed to support a cohesive

  Elizabeth Anderson Realty ONE Group Connect

  54 Agnes St, Bridgeport, CT 06606
• 

  

  /33

  $1,749,999

  • 16 Beds
  • 8 Baths
  • 5,824 Sq Ft

  25 Whittier St, Bridge Port, CT 06605

  Exceptional investment opportunity in Bridgeport's desirable Black Rock neighborhood. This 8-unit multifamily property features eight 2-bedroom, 1-bathroom units, each with spacious layouts ideal for tenants seeking comfort and convenience. The building is well-maintained, with separate utilities and strong rental history, making it a turnkey addition to any portfolio. Located just minutes from

  Zach Pinto Alpha Capital Realty, LLC

  25 Whittier St, Bridge Port, CT 06605
• 

  

  /7

  $599,000

  • Land
  • 0.26 Acre
  • $2,303,846 per Acre

  2152 Barnum Ave, Stratford, CT 06615

  Great development opportunity. Fully approved site for 34 residential units, underneath parking with lobby. Located near public transportation, close to I-95 and Metro North. Views of the Bridgeport skyline and beach rights for tenants. Come take advantage of this great opportunity to grow your portfolio.

  Stephen Shapiro ASJ Realty Partners

  2152 Barnum Ave, Stratford, CT 06615

Showing Results 41 - 80, Page 2 of 8