Homes for Sale near Capital Prep Harbor Upper School

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  /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
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  Explore Capital Prep Harbor Upper School

• 

  

  

  /40

  $1,199,999

  $50K PRICE DROP

  • 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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  /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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  /37

  $755,000

  $20K PRICE DROP

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

  241 Old Stratfield Rd, Fairfield, CT 06825

  !!!ASSUMABLE 3% VA LOAN - APPROX. $468,000 BALANCE!!! A rare opportunity to secure a substantial portion of your financing at just 3% on this fully renovated Fairfield two-family! Current rents total $4,650/month and are believed to be below market, creating a compelling opportunity for owner-occupants and investors alike. Live in one unit and let the other help offset your housing costs or add a

  

  Andrei Balaj

  Higgins Group Real Estate

  241 Old Stratfield Rd, Fairfield, CT 06825
• 

  

  

  /22

  $589,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,337 Sq Ft

  245 Oakwood Dr, Fairfield, CT 06824

  An amazing opportunity to own in a highly desirable University neighborhood - Welcome home to 245 Oakwood Drive. Distinguishable features include a picture perfect move in ready home, hardwood floors, an updated kitchen with granite countertops, freshly painted cabinetry and natural sunlight that brightens daily living. The main level presents beautifully with a bright and inviting living room,

  

  Austin Reid

  William Raveis Real Estate

  245 Oakwood Dr, Fairfield, CT 06824
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  /38

  $499,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  292 Naugatuck Ave, Milford, CT 06460

  Step out of the ordinary and into this amazing Mediterranean-style Ranch, featuring a bright, sunny open floor plan with gleaming hardwood floors and a cozy fireplace. The remodeled eat-in kitchen offers granite counters, stainless steel appliances including a top of the line, Wolf gas stove and Thermador dishwasher, the sliders lead to a covered backyard patio-perfect for relaxing or

  

  Pam Famiglietti

  William Raveis Real Estate

  292 Naugatuck Ave, Milford, CT 06460
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  /40

  $499,900

  $30K PRICE DROP

  • 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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  /20

  $315,000

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  39 Gary St, Bridgeport, CT 06610

  OPPORTUNITY AWAITS where you can make this home even more special with your own customization, Welcome to 39 Gary Street. Located on a quiet street in the convenient Mill Hill neighborhood, this classic Cape has many great features including a private, fully fenced in yard, a modern kitchen and an updated bathroom already in place, this home offers a great starting point to make the rest your

  

  Austin Reid

  William Raveis Real Estate

  39 Gary St, Bridgeport, CT 06610
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  /40

  $679,900

  • 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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  /31

  $650,000

  • 6 Beds
  • 3 Baths
  • 1,913 Sq Ft

  485 Hallett St, Bridgeport, CT 06608

  Discover an exceptional investment or owner-occupied opportunity with this well-maintained two-family home in Bridgeport's East End, being sold together with the adjacent lot at 519 Hallett St. Two parcels are included in the sale, offering additional value and flexibility for the next owner. Each unit features spacious rooms and comfortable living space, making this property ideal for generating

  

  Ariel Edery

  mygoodagent

  485 Hallett St, Bridgeport, CT 06608
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  /24

  $284,990

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,002 Sq Ft

  20 Woodhill Rd, Milford, CT 06461

  Popular Glenwood Condominium Association! Bright and modern secondfloor end unit offering 1 bedroom and 1,002 sq ft of comfortable living. The spacious bedroom easily fits a kingsized set, and the living room features a charming bay window that fills the home with natural light. A bonus area off the living room provides an ideal space for a home office. This unit includes inunit washer and dryer,

  

  Banglian Gao

  United Realty Plus

  20 Woodhill Rd, Milford, CT 06461
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  /19

  $1,625,000

  $74K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,450 Sq Ft

  173 Puritan Rd, Fairfield, CT 06824

  Located in the highly desirable beach area of Fairfield, this charming and beautifully maintained 3-bedroom Cape, situated on a corner lot, offers the perfect blend of classic character and modern convenience. The newly remodeled eat-in kitchen features granite countertops and stylish finishes throughout. Enjoy entertaining in the formal dining room with beautiful built-in hutches or relax in the

  

  Glenn Marr

  Marr Caruso Realty Group

  173 Puritan Rd, Fairfield, CT 06824
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  /25

  $175,000

  $25K PRICE INCREASE

  • 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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  /3

  $450,000

  • Land
  • 6,969 Sq Ft
  • $2,812,500 per Acre

  37 Bartram Ave, Bridgeport, CT 06605

  St Mary's by the Sea flat and cleared building lot. Single family and multifamily possible at this location. Beautiful tree lined street close to the water.

  

  David Krasnoff

  Compass Connecticut, LLC

  37 Bartram Ave, Bridgeport, CT 06605
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  /3

  $799,000

  $51K PRICE DROP

  • 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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  /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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  /30

  $95,000

  • 2 Beds
  • 1 Bath
  • 622 Sq Ft

  317 Court D B-46 Ct Unit 317, Bridgeport, CT 06610

  Beautifully updated from top to bottom, this townhouse-style cooperative offers an affordable opportunity for homeownership. The bright and inviting interior has been thoughtfully renovated throughout and is move-in ready. Outside, enjoy your own fenced front and rear yard areas featuring garden space, a patio for outdoor entertaining, and a storage shed. Off-street parking adds to the home's

  

  Sue Varrone

  Coldwell Banker Realty

  317 Court D B-46 Ct Unit 317, Bridgeport, CT 06610
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  /2

  $375,000

  Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  25 Beechwood Ave, Milford, CT 06460

  Just a short stroll from Walnut Beach, this charming Milford home delivers the relaxed coastal lifestyle you've been looking for. Set on an unusually spacious .17-acre lot for the neighborhood, it blends outdoor living with the warmth and character of a classic coastal home. Inside, you'll find hardwood floors and a bright living room anchored by a large wood-burning fireplace-perfect for cozy

  

  Laura Danforth

  William Raveis Real Estate

  25 Beechwood Ave, Milford, CT 06460
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  /35

  $479,900

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,598 Sq Ft

  102 Andrews Ave, Milford, CT 06460

  Just a short stroll from beautiful Wildmere Beach (no flood insurance needed), this charming ranch offers easy coastal living with thoughtful updates throughout. Enjoy an updated kitchen and bath, hardwood floors, and a semifinished basement for added flexibility. A high efficiency fireplace brings cozy comfort, and the updated mechanicals provide peace of mind. Outside, the fenced in corner lot

  

  Victoria Stillings

  Coldwell Banker Realty

  102 Andrews Ave, Milford, CT 06460
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  /2

  $950,000

  • 18 Beds
  • 4 Baths
  • 4,744 Sq Ft

  1014 Noble Ave, Bridgeport, CT 06608

  Incredible income-generating opportunity with this 18-room legal rooming house, fully compliant and positioned for maximum return. Projected annual income at full capacity $168,300. One room occupied rent-free by on-site property manager. Ideal for investors seeking steady cash flow and minimal vacancies features 16 private rooms 2 efficiency units and 2 shared bathrooms. Average room size: 14' x

  

  Latasha Eaddy

  Eaddy Associates

  1014 Noble Ave, Bridgeport, CT 06608
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  /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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  /32

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  41 Quince St, Bridgeport, CT 06606

  Updated and move-in ready, this well-maintained home offers a refreshed kitchen, fresh interior paint, and a versatile floor plan. The finished lower level includes an additional bedroom, second kitchen, full bath, and separate living space, providing excellent flexibility for extended household living or a potential in-law setup (buyer to perform their own due diligence regarding permitted use).

  

  Rudy Pierre

  YellowBrick Real Estate LLC

  41 Quince St, Bridgeport, CT 06606
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  /2

  $950,000

  • 4 Baths
  • 4,744 Sq Ft

  1014-1016 Noble Ave, Bridgeport, CT 06608

  Incredible income-generating opportunity with this 18-room legal rooming house, fully compliant and positioned for maximum return. Projected annual income at full capacity $168,300. One room occupied rent-free by on-site property manager. Ideal for investors seeking steady cash flow and minimal vacancies features 16 private rooms 2 efficiency units and 2 shared bathrooms. Average room size: 14' x

  

  Latasha Eaddy

  EADDY ASSOCIATES REALTY GROUP LLC

  1014-1016 Noble Ave, Bridgeport, CT 06608
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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
• 

  

  /25

  $329,000

  $30K PRICE INCREASE

  • 3 Beds
  • 1 Bath
  • 1,001 Sq Ft

  332 Palisade Ave, Bridgeport, CT 06610

  Opportunity Alert at 332 Palisade! ... If you've been waiting for a home you can truly make your own, THIS is the one. Bring your ideas, bring your style - this place is ready for a full glow-up! Inside, you'll find three bedrooms (one on the main level and two upstairs), plus a full bathroom and laundry hookups conveniently located on the main floor. There's a very large living room and a bright

  

  Lisa Nussbaum

  Top Tier Realty Group, LLC

  332 Palisade Ave, Bridgeport, CT 06610
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  /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
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  /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
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  /37

  $2,399,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  96 Clinton St, Fairfield, CT 06824

  One of only two new construction homes currently available in Fairfield's coveted Beach neighborhood, an incredible opportunity w/ outstanding market value & just steps to the beach - Welcome Home to 96 Clinton Street. 4 levels of living w/ 2950 sf, elevator shaft ready, 4 bedrooms, 3.5 bath & high end finishes throughout. The open concept main level features custom finishes w/ a chef's kitchen

  

  Jackie Davis

  William Raveis Real Estate

  96 Clinton St, Fairfield, CT 06824
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  /5

  $649,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  460 Stonybrook Rd Unit 1, Stratford, CT 06614

  Welcome to 460 Stony Brook Road, Stratford, CT, where modern living meets the convenience of brand-new construction. These townhouse-style single-family homes offer the privacy of homeownership. Situated on a level lot, you'll appreciate the welcoming curb appeal, a sleek look of light siding and black trim compliments thew private setting, and attached two-car garage-no more clearing snow off

  

  Alan Stewart Jr.

  ASJ Realty Partners

  460 Stonybrook Rd Unit 1, Stratford, CT 06614
• 

  

  /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
• 

  

  /36

  $519,000

  • 4 Beds
  • 2 Baths
  • 1,990 Sq Ft

  184 West Ave, Milford, CT 06461

  Discover exceptional space and everyday convenience in this expanded bungalow located in Milford's desirable Naugatuck Gardens neighborhood. Thoughtfully designed for comfortable living, this home offers four bedrooms, two full baths, and flexible spaces to fit a variety of lifestyles. The welcoming main level features a bright living area with an attached sun room, an impressive eat-in kitchen

  Anissa Paolillo Redfin Corporation

  184 West Ave, Milford, CT 06461
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  /31

  $890,000

  • 10 Beds
  • 5 Baths
  • 3,530 Sq Ft

  80-82 Poplar St, Bridgeport, CT 06605

  Exceptional investment opportunity in Bridgeport's desirable Black Rock neighborhood! This well-maintained three-family property offers strong cash flow with a current gross monthly rental income of $8,600, making it an excellent addition to any investor's portfolio or an ideal owner-occupied opportunity. The first and second floor units each feature 3 bedrooms and 1 full bathroom, while the

  Alexia Andrade US Asset Realty

  80-82 Poplar St, Bridgeport, CT 06605
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  /29

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  110 Minturn Rd, Bridgeport, CT 06606

  Welcome to 110 Minturn Road, a beautifully updated 3-bedroom, 2-bath home ideally situated on a desirable corner lot along the Trumbull/Fairfield border. Move-in ready and thoughtfully renovated, this home features a brand-new kitchen and updated bathrooms, with gorgeous hardwood floors flowing throughout. Enjoy year-round comfort with central heat and air conditioning. The finished lower level

  Alexia Andrade US Asset Realty

  110 Minturn Rd, Bridgeport, CT 06606
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  /12

  $985,000

  $290K 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
• 

  

  /38

  $3,695,000

  • 4 Beds
  • 4.5 Baths
  • 3,744 Sq Ft

  110 Judson Rd, Fairfield, CT 06824

  Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a

  Cindy Raney Coldwell Banker Realty

  110 Judson Rd, Fairfield, CT 06824
• 

  

  /8

  $530,000

  • 4 Beds
  • 3.5 Baths
  • 1,900 Sq Ft

  54 Agnes St, Bridgeport, CT 06606

  "A Modern Colonial Retreat in the Heart of the North End" Experience an elevated standard of living at this soon-to-be-rebuilt Colonial residence offering Gross area 2,259 sq ft of beautifully planned space in Bridgeport's desirable North End. Set on a level, private lot at the end of a peaceful cul-de-sac and framed by lush trees, the property promises both serenity and sophistication. The home

  Elizabeth Anderson Realty ONE Group Connect

  54 Agnes St, Bridgeport, CT 06606
• 

  

  /6

  $455,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,210 Sq Ft

  141 Berwick Ave, Fairfield, CT 06825

  Situated on a quiet dead-end street in the desirable town of Fairfield, this well-maintained 3-bedroom, 2 full-bath single-family home offers comfort, efficiency, and convenience. With approximately 1,200 square feet of living space, the home features a functional layout with bright, inviting rooms throughout. The first-floor living room includes a wood-burning stove, creating a warm and

  Derek Greene Derek Greene

  141 Berwick Ave, Fairfield, CT 06825
• 

  

  /20

  $94,000

  • 2 Beds
  • 1 Bath
  • 722 Sq Ft

  318 Stonybrook Rd, Stratford, CT 06614

  Location, Location, Location at Stonybrook Gardens. This two-bedroom ranch with a private assigned off street parking pad is located directly after the Henry Ave stop sign on the right side. Home needs work but offers the opportunity to make it your own. The heating system including boiler, baseboard heating elements and covers are scheduled to be replaced in the near future. This is a Stonybrook

  Michael Henetz William Raveis Real Estate

  318 Stonybrook Rd, Stratford, CT 06614
• 

  

  /39

  $480,000

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

  110 Ruby Ln, Stratford, CT 06614

  Welcome to 110 Ruby Lane, a spacious and inviting 3-bedroom, 1.5-bath home nestled in a desirable Stratford neighborhood. Thoughtfully designed for comfortable living, this home offers generous living spaces, a finished lower level perfect for a family room, home office, gym, or playroom, and an attached two-car garage. One of the home's standout features is the versatile covered breezeway

  Daniel Villacis Modern Day Real Estate

  110 Ruby Ln, Stratford, CT 06614

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