Homes for Sale near Capital Prep Harbor Upper School

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  /38

  $234,900

  • 2 Beds
  • 2 Baths
  • 1,297 Sq Ft

  50 Greenhouse Rd Unit 41C, Bridgeport, CT 06606

  Conveniently located, minutes away from Merritt Parkway, major highways, SHU, shopping, mall, restaurants and entertainment. Rare find, spacious 2Br. 2Ba. condo. 1297 sq.ft. ranch style on the top floor with central air-conditioning. Eat-in alley kitchen adjacent to formal dining room with sliding door leading to the balcony overlooking treed court yard. Airy living room for entertaining.

  Violette Gallagher Gallagher & Miras Real Estate

  50 Greenhouse Rd Unit 41C, Bridgeport, CT 06606
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  /40

  $599,900

  • 5 Beds
  • 3 Baths
  • 2,126 Sq Ft

  285 Alba Ave, Bridgeport, CT 06606

  NEW CONSTRUCTION!! Just completed, GORGEOUS 5!! BR, 3 FULL BA, Colonial, located on a quiet dead-end street. Loaded with extra's and upgrades- Grade "A" hardwood floors, double crown moldings, custom lighting. HUGE custom Kitchen with tons of cabinet space, breakfast bar, quartz counters, tile backsplash, and beautiful hood. Open Dining Room has sliders to a large maintenance free deck. Oversize

  Richard Morse Richard Morse Real Estate, LLC

  285 Alba Ave, Bridgeport, CT 06606
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  /21

  $309,900

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft

  76 White St, Bridge Port, CT 06610

  Welcome to this charming 3-bedroom, 2-bath home in a solid Bridgeport location-ideal for first-time buyers or anyone looking for a move-in ready property with great potential. The home offers a convenient layout with spacious bedrooms, a functional kitchen, and comfortable living areas. With its low-maintenance condition and close proximity to schools, shopping, and major highways, this is the

  Victor Santana Santana Realty Group LLC

  76 White St, Bridge Port, CT 06610
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  /33

  $395,000

  • 2 Beds
  • 1 Bath
  • 1,626 Sq Ft

  80 Holly St, Milford, CT 06460

  Charming Ranch at the End of a Quiet Cul-de-Sac! Looking to downsize or skip condo living? This adorable 2-bedroom, 1-bath ranch offers the perfect alternative! Tucked away at the end of a peaceful cul-de-sac, this home welcomes you with a freshly painted exterior, a new bluestone walkway and front steps, and a smooth, brand-new driveway. Inside, enjoy hardwood floors throughout the living room,

  Barbara Zink Coldwell Banker Realty

  80 Holly St, Milford, CT 06460
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  /26

  $199,000

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  176 Edwards St, Bridgeport, CT 06606

  Priced to sell! Welcome to 176 Edwards St located in Bridgeport in a great little neighborhood. This home offers 4 spacious bedrooms, 2 full bathrooms, 1,516 sq ft, hardwood floors, tile and so much more! Home has fire damage. Motivated to sell, bring ALL offers!!! CASH/HARD MONEY PREFERRED.

  Adam Devine Dorrance Realty

  176 Edwards St, Bridgeport, CT 06606
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  /39

  $540,000

  • 2 Beds
  • 3.5 Baths
  • 2,508 Sq Ft

  73 Harbour View Place, Stratford, CT 06615

  Welcome to Harbour Woods-A Waterfront Community Like No Other! Enjoy serene water views from this sun-filled tri-level unit, visible from the living room, deck, and luxurious primary bedroom. The main level features an open-concept layout with a spacious kitchen with granite countertops, a dining area, and a living room with a fireplace, dramatic atrium window, and access to the rear deck-perfect

  James Millington William Raveis Real Estate

  73 Harbour View Place, Stratford, CT 06615
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  /29

  $580,000

  • 4 Beds
  • 2 Baths
  • 1,742 Sq Ft

  195 Arctic St, Bridgeport, CT 06608

  Modern Two-Family Opportunity - 195 Arctic Street, Bridgeport, CT. Looking for new construction without the price tag or wait time? Look no further. This beautifully built, two-year-old duplex in the heart of Bridgeport offers all the benefits of modern living, with one vacant unit ready for owner occupancy or rental income. Located in the vibrant East Bridgeport Historic District, 195 Arctic

  Lauren Freedman Coldwell Banker Realty

  195 Arctic St, Bridgeport, CT 06608
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  /35

  $389,900

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

  90 Olive St, Bridgeport, CT 06605

  BACK ON MARKET with Updates!! Brand New kitchen appliances and updated lighting for the second floor Charming Multi Family at 90 Olive St, Bridgeport, CT. This property is the perfect blend of convenience and opportunity! First floor features 2 spacious bedrooms 1 bath. Second floor spacious 1 bedroom 1 bath. This property has a lot of potential! Schedule a viewing and see for yourself! Sold as is

  Aubrey Thigpen BHGRE Gaetano Marra Homes

  90 Olive St, Bridgeport, CT 06605
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  /32

  $399,000

  • 4 Beds
  • 2 Baths
  • 1,572 Sq Ft

  514 Peet St, Bridgeport, CT 06606

  Welcome to 514 Peet St! This is an excellent opportunity for both investors and owner-occupant buyers. This adorable Cape Cod-style home sits on a corner lot in the desirable Upper North End, located on a quiet street just two miles from Sacred Heart University. The home features four spacious bedrooms, two full bathrooms, an eat-in kitchen, and a partially finished, heated basement-adding an

  Jennifer Capozziello Coldwell Banker Realty

  514 Peet St, Bridgeport, CT 06606
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  /9

  $39,000

  • 2 Beds
  • 1 Bath
  • 650 Sq Ft

  347 Weber St Unit 21 Building 97, Stratford, CT 06614

  Affordable 2nd floor 2 bedroom unit in Stratford with a location close to shopping, medical facilities, bus line and near highways. 1 Assigned parking spot, large grass area for play, quiet location. Fees include everything; taxes, sewer, water, heat, hot water. Pets allowed, this unit needs a bit of TLC but has great potential at this price. Success Village requires a minimum of 650 credit score

  Kimberly Camella Roy RE/MAX Right Choice

  347 Weber St Unit 21 Building 97, Stratford, CT 06614
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  /31

  $485,000

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft

  445 Emerald Place, Stratford, CT 06614

  Welcome to 445 Emerald! Well-maintained ranch home in North Stratford, close to restaurants, shopping, schools, and highways. Enjoy entertaining in the cozy living room with a brick fireplace and hardwood floors in both the living and dining areas. The eat-in kitchen features stainless steel appliances and opens to a deck overlooking a spacious, fenced-in yard. The master suite includes a walk-in

  Courtney McManus The Agency

  445 Emerald Place, Stratford, CT 06614
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  /40

  $1,499,000 Open Thu 11AM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 3,226 Sq Ft

  362 Joan Dr, Fairfield, CT 06824

  Stop scrolling - this could be THE ONE! Stunning 4BR Colonial with thoughtful open floor plan, sited in the highly desirable neighborhood of lower Greenfield Hill. This exquisite home has been beautifully renovated from top to bottom with high-end finishes - Designer lighting, custom cabinetry, shiplap, and grasscloth wall coverings, to name just a few. The sprawling, fully fenced, private

  Carol Langeland William Pitt Sotheby's Int'l

  362 Joan Dr, Fairfield, CT 06824
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  /38

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,912 Sq Ft

  95 Hillside Ave, Bridgeport, CT 06604

  Welcome to 95 Hillside Avenue, Bridgeport, CT 06604 - a charming and well-maintained home offering comfort, space, and great outdoor living. This 2-bedroom, 2 full-bath residence features a finished basement, perfect for additional living space, a home office, or recreation area. Step outside to enjoy a fully fenced-in yard ideal for entertaining, pets, or simply relaxing. The above-ground pool

  Arcy Khan BHGRE Gaetano Marra Homes

  95 Hillside Ave, Bridgeport, CT 06604
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  /21

  $339,000

  • 3 Beds
  • 1 Bath
  • 1,424 Sq Ft

  595 William St, Bridgeport, CT 06608

  Charming Colonial with Multi-Family Potential 595 William Street is a 3-bed, 1-bath Colonial in Bridgeport's East End, offering 1,424 sq ft of living space on a 3,920 sq ft lot. Built in 1892, this home features a spacious layout, full basement, walk-up attic, and off-street parking.Close to downtown and public transit. Sold as is.

  Rosa Gallego Five Stars Realty

  595 William St, Bridgeport, CT 06608
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  /35

  $699,000

  • 11 Beds
  • 4 Baths
  • 3,200 Sq Ft

  171 Ashton St, Bridgeport, CT 06606

  Huge home in Bridgeport's sought-after North End-an expansive and fully renovated up to 11 bedrooms, 4-bathrooms home offering over 3,200 sq. ft. of living space. This spacious residence features bright living and dining areas, a modern kitchen with updated appliances, with a fully-finished lower level unit for added space. Enjoy outdoor living with a large backyard and the convenience of

  Ed Villeda William Pitt Sotheby's Int'l

  171 Ashton St, Bridgeport, CT 06606
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  /32

  $395,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  83 Indian Field Rd, Bridgeport, CT 06606

  Fully Renovated Home! Prime North End Neighborhood! This cozy masterpiece is everything you've been looking for. Updated kitchen (with white shaker cabinets, quartz countertops, and all new stainless-steel appliances). Updated Bathroom (with Brazilian tile work, new fixtures, and an abundance of elegance). Recessed lighting, designer floors, beautiful bay window, and an affordable price!

  Daniel D. Thomas D. Thomas Homes

  83 Indian Field Rd, Bridgeport, CT 06606
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  /39

  $525,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,436 Sq Ft

  2851 Old Town Rd, Bridgeport, CT 06606

  New to market, this beautifully renovated 1,436 square foot Cape Cod-style home is located on Old Town Road in the highly desirable North End of Bridgeport, just moments from the Trumbull town line. This prime location offers both the charm of a residential neighborhood and convenient proximity to major roadways including the Merritt Parkway and I-95, as well as Sacred Heart University and nearby

  Ralph Lewis Coldwell Banker Realty

  2851 Old Town Rd, Bridgeport, CT 06606
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  /35

  $1,375,000 Open Sun 12:30PM - 2PM

  • 3 Beds
  • 4.5 Baths
  • 3,190 Sq Ft

  181 Housatonic Dr, Milford, CT 06460

  Spectacular and picturesque, this 3,190 sq ft Mid-Century Modern waterfront retreat is set directly on the Housatonic River, offering 1.09 acres of natural beauty & complete privacy. A true sanctuary for water enthusiasts, the property includes a private deep-water dock-bring your boat right to your doorstep and enjoy the tranquil flow of riverfront living. Designed to harmonize with its

  Frank D'Ostilio Houlihan Lawrence WD

  181 Housatonic Dr, Milford, CT 06460
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  /21

  $419,900

  • 3 Beds
  • 1.5 Baths
  • 1,550 Sq Ft

  314 Judson Place, Bridgeport, CT 06610

  Well kept classic colonial, located in desirable Mill Hill neighborhood. It has an oversized living room, dining room, eat in kitchen and enclosed all season front porch. Three bedrooms located on second floor with 1.5 bathrooms. 2 tier rear decks, detached garage and 2 driveways. Home is turnkey and ready for its new owner. Save on energy cost with solar panels. Walking distance to Bridgeport

  Jorge Cintron Vylla Home (CT) LLC

  314 Judson Place, Bridgeport, CT 06610
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  /26

  $439,900

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  165 Douglas St, Stratford, CT 06614

  Welcome to effortless one-level living in this super sweet and sunny 2-bedroom gem, where comfort meets harmony in all the right ways. The inviting living room is anchored by a cozy brick fireplace with custom mantel -perfect for chilly nights or a stylish focal point all year round. The fully applianced galley style kitchen with granite counters offers both efficiency and charm, and there's even

  Judy Szablak Coldwell Banker Realty

  165 Douglas St, Stratford, CT 06614
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  /27

  $489,000

  • 3 Beds
  • 1 Bath
  • 1,072 Sq Ft

  1331 Mill Plain Rd, Fairfield, CT 06824

  MULTIPLE OFFERS! HIGHEST & BEST DUE WEDNESDAY 6/18 AT NOON!!! Opportunity Knocks! Amazing 3 BR ranch in highly sought after neighborhood. This flat .22 acre lot has all the potential & more! One level living at it's finest, this cozy home features an inviting sun-filled living room, which flows nicely into the dining area/eat-in kitchen. 3 spacious bedrooms, full bath & huge pantry as well! This

  James Wood Coldwell Banker Realty

  1331 Mill Plain Rd, Fairfield, CT 06824
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  /12

  $115,000

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  819 Connecticut Ave Unit 6, Bridgeport, CT 06607

  Beautiful two bedroom Co-op with eat-in kitchen, granite countertops. Close to all transportation and major highways. Contingent upon Wilmot Board. Must be owner occupied.

  Tanisha Washington BHGRE Gaetano Marra Homes

  819 Connecticut Ave Unit 6, Bridgeport, CT 06607
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  /26

  $739,900

  • 3 Beds
  • 2 Baths
  • 2,105 Sq Ft

  3481 Park Ave, Fairfield, CT 06825

  WHEN ONLY NEW WILL DO SHOWS LIKE A BRAND NEW HOME INSIDE AND OUT! NOTHING TO DO BUT MOVE-IN! CHECK OUT THIS EXQUISITE 3 BEDROOM, 2 BATH 3 LEVEL HOME WITH OFFICE WHICH INCLUDES THE POTENTIAL OF 4TH BEDROOM. THIS HOME HAS GREAT NATURAL LIGHTS AND SKYLIGHTS WHICH OPENS UP TO GORGEOUS HARDWOOD FLOORS, BUILT-INS, FIREPLACE, DINING ROOM, COVERED FRONT PORCH AND BACK TREX DECK TO LEVEL BACKYARD. THIS

  Matthew Palumbo William Raveis Real Estate

  3481 Park Ave, Fairfield, CT 06825
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  /22

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,724 Sq Ft

  65 Bennett St, Fairfield, CT 06825

  Located on a quiet cul-de-sac in the heart of sought-after Stratfield, this charming and updated Cape (full renovation, 2017) offers the perfect blend of comfort, convenience, and style. Featuring open floor plan, 4 bedrooms, 2 full bathrooms, sunroom and a finished lower level, this home is ideally situated close to shopping, dining, major commuting routes, the train, and just a short drive to

  Denise Walsh William Raveis Real Estate

  65 Bennett St, Fairfield, CT 06825
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  /12

  $260,000

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft

  75 Wheeler Ave Unit 205, Bridgeport, CT 06606

  Mint condition unit, with remodeled kitchen. Features 4 rooms, 2 bedrooms and 1 full bath, all good size, laundry room inside the unit, central air conditioning, located on the second floor with elevator, one reserved parking space, North End location.

  Domingos Dias RE/MAX Right Choice

  75 Wheeler Ave Unit 205, Bridgeport, CT 06606
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  /26

  $279,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  110 Asylum St, Bridgeport, CT 06610

  110 Asylum Street is officially on the market and ready for its next chapter! Freshly renovated Brand new appliances & updated kitchen Modern bathroom Clean, unfinished basement Fenced-in backyard Move-in ready Whether you're an owner-occupant or an investor, this property checks all the boxes. Don't miss your chance-schedule your showing today!

  Lisa Nussbaum Top Tier Realty Group, LLC

  110 Asylum St, Bridgeport, CT 06610
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  /6

  $175,000

  • Land
  • 0.31 Acre
  • $564,516 per Acre

  320 Union Ave, Bridgeport, CT 06607

  Don't miss this excellent investment opportunity at 320 Union Ave. in Bridgeport. Lot B offers a buildable 0.187-acre parcel with utilities (electric, public water, and sewer) available at the street. Situated in a convenient location near local amenities, public transportation, and just minutes from major highways, this land is ideal for new development or future appreciation. A smart addition

  Jimmy Edwards Redfin Corporation

  320 Union Ave, Bridgeport, CT 06607
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  /23

  $379,000

  • 3 Beds
  • 2.5 Baths
  • 1,267 Sq Ft

  111 Hollywood Ave, Bridgeport, CT 06606

  Schedule your appointment today to view this 1,267 sq ft home with additional space in the basement that can be finished for extra living space. This home offers 3-beds, 2.5-baths, 0.115 acres and so much more. Seller is motivated, bring all offers!!!

  Adam Devine Dorrance Realty

  111 Hollywood Ave, Bridgeport, CT 06606
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  /4

  $499,900

  • 4 Beds
  • 1.5 Baths
  • 1,744 Sq Ft

  163 North St, Trumbull, CT 06611

  A classic four-bedroom, one-and-a-half bath Colonial nestled in the desirable Nichols section of Trumbull. Set on a picturesque and deep 0.42-acre lot, this home offers incredible potential for the right person looking to renovate and restore. The main level features a spacious living room with a large bay window and wood-burning brick fireplace, a kitchen with a dining area, a main-level

  Jay Cannone William Raveis Real Estate

  163 North St, Trumbull, CT 06611
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  /39

  $2,995,000 Open Thu 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 3,774 Sq Ft

  40 Fairfield Beach Rd, Fairfield, CT 06824

  Unobstructed views of Long Island Sound, a bespoke beach path steps from your front door & a heated, saltwater, gunite pool w/waterfall framed by seagrass & sky--your Hamptons retreat awaits, right here in Fairfield County. Exquisite renovation completed in 2025 w/a refined coastal palette & curated designer finishes, this home is flooded w/natural light & features a show-stopping chef's kitchen

  Kate Cacciatore William Raveis Real Estate

  40 Fairfield Beach Rd, Fairfield, CT 06824
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  /15

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,692 Sq Ft

  239 Graham St, Stratford, CT 06615

  Welcome to this sun-washed Cape Cod at 239 Graham Street sitting moments from Stratford's Metro-North station, prized for its direct New Haven Line service toward NYC. Inside, enjoy a bright main and upper-level living providing even more space when you include the finished lower level-room to relax, flex and host guests. You'll find three adaptable bedrooms, two full baths, a flex space upstairs

  India Headley Epique Realty LLC

  239 Graham St, Stratford, CT 06615
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  /22

  $819,000

  • 11 Beds
  • 5 Baths
  • 4,188 Sq Ft

  49 Dover St, Bridgeport, CT 06610

  Investor Alert - Rare Opportunity! This 4-family property at 49 Dover St. brings in the income of FIVE units - a rare find with serious earning potential! Four 2-bedroom units PLUS an additional 3-bedroom unit Strong rental history with long-term, reliable, on-time paying tenants Cash flow from day one With consistent performance and steady income, this is the kind of investment that helps

  Lisa Nussbaum Top Tier Realty Group, LLC

  49 Dover St, Bridgeport, CT 06610
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  /36

  $739,500

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  86 Lorma Ave, Trumbull, CT 06611

  Picture perfect! Move right in to this meticulous and bright Cape Cod/Colonial style home set on beautiful manicured property. You will fall in love with this lovely home inside and out! Step inside to be welcomed by great spaces that flow from one room to the next for wonderful living and entertaining enjoyment. The living room flows to the dining room that opens to the bright and spacious

  Shari Nerreau Coldwell Banker Realty

  86 Lorma Ave, Trumbull, CT 06611
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  /40

  $800,000

  • 4 Beds
  • 1.5 Baths
  • 2,729 Sq Ft

  319 Wheeler Park Ave, Fairfield, CT 06825

  Spacious Stratfield home situated on a quiet dead end street in this highly desirable neighborhood of Fairfield is finally on the market!! This custom Cape Cod-style residence offers the perfect blend of charm, comfort, and convenience. Updates include a 5 year old roof, exterior cedar siding, deck, updated bathrooms and kitchen and generator. Featuring 4 spacious bedrooms, this beautifully

  Stacy Pfannkuch Century 21 AllPoints Realty

  319 Wheeler Park Ave, Fairfield, CT 06825
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  /14

  $459,900

  • 5 Beds
  • 2 Baths
  • 3,458 Sq Ft

  Unlisted Address

  Spacious 2 Family in good condition. Structurally sound Southend neighborhood.

  George Peele BHGRE Shore & Country

  Unlisted Address
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  /40

  $460,000

  • 3 Beds
  • 2 Baths
  • 2,248 Sq Ft

  145 Arlington St, Bridgeport, CT 06606

  HIGHEST and BEST in by Monday 6/16/2025 @ 4pm. Thank you! Welcome to this beautifully renovated, move-in-ready home! This charming property offers an ideal blend of modern updates and inviting spaces. The chef's dream kitchen is equipped with a breakfast/lunch counter, complemented by a cozy dining area, perfect for everyday living or entertaining guests. The main level features three spacious

  Jeffrey Mcternan Higgins Group Real Estate

  145 Arlington St, Bridgeport, CT 06606
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  /21

  $430,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,503 Sq Ft

  35 Chevvy St, Stratford, CT 06614

  Welcome home to this meticulously maintained 3-bedroom, 1-bathroom Cape style residence, cherished by its original owner! Nestled in a desirable Stratford neighborhood, this home offers classic charm and an exceptional outdoor living experience. Step inside and discover a warm and inviting interior, perfect for everyday living. The traditional Cape layout provides a comfortable flow throughout.

  Kimberly Hammac Weichert Realtors MRG

  35 Chevvy St, Stratford, CT 06614
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  /32

  $420,000

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  55 Osborne St, Stratford, CT 06614

  Welcome home to this charming ranch nestled in the desirable Longbrook neighborhood. The main level offers a comfortable layout with a bright living room, dining area, and an updated kitchen featuring stainless steel appliances, butcher block countertops, and a new sink. Three bedrooms and a full bath with a tub/shower complete the main floor. The finished lower level adds flexible living space

  Brandy Hall Higgins Group Real Estate

  55 Osborne St, Stratford, CT 06614
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  /29

  $515,000

  • 3 Beds
  • 1.5 Baths
  • 1,548 Sq Ft

  40 Cutspring Rd, Stratford, CT 06614

  Welcome to this beautifully cared-for North End Colonial, ready for its next chapter! From the moment you step inside, you'll notice the warmth of wide-plank maple hardwood floors that flow throughout the home. The front-to-back living room offers great natural light, a charming brick fireplace, and custom built-ins-perfect for relaxing or entertaining. Just off the living room is a sunny bonus

  Denise Curcio William Raveis Real Estate

  40 Cutspring Rd, Stratford, CT 06614
• 

  

  /23

  $649,900

  • 3 Beds
  • 1 Bath
  • 1,573 Sq Ft

  45 Kenwood Ave, Fairfield, CT 06824

  Step into timeless elegance with this beautifully remodeled 3-bedroom, 1.5-bathroom colonial, offering 1,573 square feet of refined living space. Boasting great curb appeal, this home welcomes you with a charming front porch, perfect for sipping your morning coffee or reading your favorite book. Inside, you'll find classic period details with sophisticated modern updates. Gorgeous millwork,

  Anthony Fabrizio Coldwell Banker Realty

  45 Kenwood Ave, Fairfield, CT 06824

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