Greater Bridgeport Planning Region, CT Homes for Sale

• 

  

  

  /5

  $779,000

  Open Sat 1PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 2,796 Sq Ft

  40 Morning Glory Terrace, Stratford, CT 06614

  Sophisticated contemporary set in a serene setting set on 2 private acres on a quiet cul-de-sac. The long, scenic driveway creates a true park-like arrival. Inside, the home features beautiful floors in the living, halls and primary bedroom suite, vaulted ceilings with skylights, and a fireplace on the main level. The owners have completed many improvements over the past 17 years, including a new

  Jackie Seawright William Pitt Sotheby's Int'l

  40 Morning Glory Terrace, Stratford, CT 06614
• 

  

  /2

  $35,000

  • Land
  • 35,719 Sq Ft
  • $42,683 per Acre

  0 Chapel St Unit LOT 4, Stratford, CT 06614

  Landlocked with easement. Abuts Eversource property. .82 acre parcel, be creative, buyer advised to perform their own due diligence with Town officials.

  Judy & Joe Real Estate Group RE/MAX Right Choice

  0 Chapel St Unit LOT 4, Stratford, CT 06614
• 

  

  

  /22

  $399,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft

  91 Division St, Ansonia, CT 06401

  Unique Opportunity with Flexible Layout and Oversized Garage. 91 Division Street offers a unique and versatile opportunity for homeowners, investors, business owners, or developers. Currently configured as a single-family residence, the home features two kitchens, three bedrooms, and two full bathrooms, providing flexible living arrangements. The layout and structure suggest the property may have

  Joe Laucella Carey & Guarrera Real Estate

  91 Division St, Ansonia, CT 06401
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  /9

  $375,000

  $25K PRICE DROP

  • Land
  • 12,632 Sq Ft
  • $1,293,103 per Acre

  37 8th Ave, Milford, CT 06460

  True opportunity in a very sought after beach community in town. Enjoy a true slice of paradise with a potential second and third floor ocean view. You get the best of both worlds, an elevated tranquil lot with breathtaking wilderness and a quick walk to a privately gated beach. You will be amazed how peaceful and secluded the neighborhood is all the while being very close to the highway to make

  Mitchell Delancy LAER Realty Partners

  37 8th Ave, Milford, CT 06460
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  /25

  $419,900

  $9K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft

  70 Orange St, Stratford, CT 06615

  Welcome to 70 Orange Street in Stratford - a well-maintained home offering comfort, efficiency, and long-term savings. This property features fully paid-off solar panels, providing meaningful energy savings and helping keep monthly utility costs low and predictable. Inside, you'll find a functional layout with bright living spaces and great natural light throughout. The home offers comfortable

  Marcia Lopez eXp Realty

  70 Orange St, Stratford, CT 06615
• 

  

  /25

  $495,000

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

  86 Vanguard St, Bridgeport, CT 06606

  This recently renovated house is currently rented through May 31, 2027 yielding an 8 percent CAP. On an oversized lot of more than 1/3 acre there is plenty to enjoy open space. Walking distance from Stop & Shop, McD's, Diner and many other retailers and 5 min drive to campus.

  Robert Rosenfeld Keller Williams Prestige Prop.

  86 Vanguard St, Bridgeport, CT 06606
• 

  

  /17

  $249,999

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft

  25 Cartright St Unit 7E, Bridgeport, CT 06604

  Stunning end unit 2-bedroom, 2-bath condo located in the desirable Brooklawn area of Bridgeport near the Fairfield line. This spacious 1,363 sq ft 7th-floor unit features wood flooring throughout and a bright, open-concept living and dining area. Enjoy treetop views from your private balcony. The unit offers an updated kitchen and bathrooms, a large primary suite with full bath, and generous

  Sasha Iyamu ERIS, LLC

  25 Cartright St Unit 7E, Bridgeport, CT 06604
• 

  

  /3

  $1,699,000

  New Construction

  • 4 Beds
  • 4 Baths
  • 3,700 Sq Ft

  217 Fairland Dr, Fairfield, CT 06825

  This stunning 3,700 square foot new construction Colonial features 4 spacious bedrooms and 4 full baths. The home is thoughtfully designed for today's lifestyle. The open-concept kitchen boasts a large quartz center island and flows seamlessly into the eating area and dramatic cathedral-ceiling family room. The primary suite is a true retreat, featuring cathedral ceilings, oversized walk-in

  Madeline O'Shea Coldwell Banker Realty

  217 Fairland Dr, Fairfield, CT 06825
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  /24

  $264,900

  $14K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,031 Sq Ft

  1735 Central Ave, Bridgeport, CT 06610

  Welcome to this charming brick townhouse! The bright living room flows into a cozy eat-in kitchen. It features three bedrooms and one bathroom, with hardwood floors throughout. Outside, you'll discover a fenced-in backyard, perfect for play area.

  Katiria Chiluisa RE/MAX Right Choice

  1735 Central Ave, Bridgeport, CT 06610
• 

  

  /40

  $1,550,000

  $250K PRICE DROP

  • 6 Beds
  • 7 Baths
  • 7,071 Sq Ft

  132 Merrimac Dr, Trumbull, CT 06611

  Welcome to this one-of-a-kind property in Trumbull, offering over 7,000 sf of living space across two separate ranch-style units-perfect for multi-generational living, extended family, or flexible use. With a total of 17 rooms, 6 bedrooms, 5 full & 2 half baths, these two residences blend spaciousness, comfort, and luxury in a breathtaking setting. Upper level has a private entrance. Each unit

  Carl Surrusco William Raveis Real Estate

  132 Merrimac Dr, Trumbull, CT 06611
• 

  

  /20

  $2,800,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  53 Cross Hwy, Westport, CT 06880

  Proposed New Construction, build this beautiful home or let's design your dream home!! 1 acre lot with a brook sets up perfectly for a walk-out basement. Great location close to everything. Quality custom home builder with 25 years experience and over 150 homes built. Existing home to be torn down, taxes shown reflect existing home.

  Phil Pedros Philips Real Estate

  53 Cross Hwy, Westport, CT 06880
• 

  

  /40

  $599,900

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  1 Red Barn Rd, Oxford, CT 06478

  Welcome to this lovingly maintained 2,300+ square foot Colonial, proudly offered by its original owner. This spacious home features a recently updated kitchen with granite countertops and a beautiful bay window overlooking the lovely rear yard. The family room features a custom stone fireplace and access to the half bath and laundry area. There is also a formal living room, and a dining room with

  Karen Griffin Coldwell Banker Realty

  1 Red Barn Rd, Oxford, CT 06478
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  /38

  $1,599,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 3,012 Sq Ft

  71 Aberdeen Way Unit 71, Southport, CT 06890

  Beautiful End Unit, Perfectly situated in Southport, this beautifully appointed 3-bedroom, 3.5-bath Colonial townhouse end unit offers an exceptional lifestyle just moments from village shops, restaurants, Southport Harbor, and the Metro-North train. Thoughtfully updated, the remodeled kitchen features quartz countertops, a sleek backsplash, and premium Bosch appliances, centered around a

  Michael Ferraro Compass Connecticut, LLC

  71 Aberdeen Way Unit 71, Southport, CT 06890
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  /40

  $2,995,000

  • 5 Beds
  • 4.5 Baths
  • 6,456 Sq Ft

  290 Lyons Plain Rd, Weston, CT 06883

  Set on 3 private acres of riverfront property, this classic 1700's colonial is timeless, composed, and rooted in Weston's earliest history. Beyond the elegant facade, a residence unfolds - expansive, impeccably crafted, and quietly refined. Rebuilt to the studs and thoughtfully reimagined for today, it lives fully in the present while honoring its past. The graceful floor plan balances generous

  Susan Seath Compass Connecticut, LLC

  290 Lyons Plain Rd, Weston, CT 06883
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  /3

  $575,000

  • 4 Beds
  • 2 Baths
  • 3,635 Sq Ft

  664-666 Iranistan Ave, Bridgeport, CT 06605

  Great Potencial two-family home offerings an exceptional opportunity for both investors and owner-occupants alike. Whether you're seeking to live in one unit while generating rental income from the other or expanding your investment portfolio. This versatile property features two spacious units each consisting of 2 bedrooms and 1 full bathroom with beatiful hardwood floors throughout.A finished

  Angela Nieto US Asset Realty

  664-666 Iranistan Ave, Bridgeport, CT 06605
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  /7

  $725,000

  $70K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,483 Sq Ft

  855 Brewster St Unit 857, Bridgeport, CT 06605

  An incredible investment opportunity in a highly desirable Black Rock Neighborhood. This well maintained 3 Family property is perfect for investors or owner occupied. Ideally located within walking distance to the Fairfield Metro Train Station, shops and restaurants along Fairfield Ave. It's a short drive to I-95 and Downtown Fairfield and Black Rock Turnpike. This 3 Family home has 5 Bedrooms, 3

  Doug Munson Munson Real Estate

  855 Brewster St Unit 857, Bridgeport, CT 06605
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  /13

  $435,000

  $15K PRICE DROP

  • 4 Baths
  • 1,752 Sq Ft

  43-45 Granfield Ave, Bridgeport, CT 06610

  Fully Detached 4-Family with Value-Add Upside in Bridgeport Welcome to 43-45 Granfield Ave - a well-located, detached 4-family property offering major income potential. Each unit features a studio or junior 1-bedroom layout, with four total units in place. The property is currently generating income with all units occupied, and offers a clear path to increase rents to market rate. With a

  Lisa Nussbaum Top Tier Realty Group, LLC

  43-45 Granfield Ave, Bridgeport, CT 06610
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  /26

  $884,900

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft

  76 Geneva Terrace, Fairfield, CT 06824

  76 Geneva Terrace is a sweet 1,008-square-foot Ranch that delivers effortless one-level living on a peaceful, tree-lined side street. Situated just off the main road, this location provides exceptional access to Fairfield's renowned beaches, the train station, and the vibrant town center. Recently renovated throughout, including floors, the bathroom, and kitchen - cabinets, countertops and

  Zach Pinto Alpha Capital Realty, LLC

  76 Geneva Terrace, Fairfield, CT 06824
• 

  

  /40

  $800,000

  Open Sat 12PM - 2PM

  • 5 Beds
  • 5 Baths
  • 3,884 Sq Ft

  166 Thoreau Dr, Shelton, CT 06484

  Welcome Home! White Hills location! This versatile and expansive colonial offers the perfect blend of togetherness and independence - ideal for multigenerational living. With over 3,884 square feet, 5 bedrooms, and 5 bathrooms (3 full, 2 half), this 1985-built home on 1.36 private acres in the desirable White Hills neighborhood of Shelton lets your loved ones live under one roof while enjoying

  Tony Salerno RE/MAX Heritage

  166 Thoreau Dr, Shelton, CT 06484
• 

  

  /30

  $1,349,000

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

  27 Brookdale Rd, Fairfield, CT 06824

  Turnkey, beautifully renovated & expanded...this home feels like NEW! This University home tucked away in one of the sweetest neighborhoods...so convenient to downtown, restaurants, train, beaches, shopping and walk to elementary, park, ballfield & pickleball. Featuring a flexible floor plan w/over 2,100 sq.ft. including 3 spacious bedrooms (main level option or office), 3 full designer

  Stacey DiDio Coldwell Banker Realty

  27 Brookdale Rd, Fairfield, CT 06824
• 

  

  /29

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 1,813 Sq Ft

  14 Condon Dr, Ansonia, CT 06401

  Welcome to 14 Condon Drive. Solid spacious ranch in desirable Hilltop Area. Featuring 3/4 bedrooms, 1 1/2 bathrooms, low maintenance, vinyl siding, hardwood floors, large 2 car garage, level private yard, full basement (1400 sq ft) with potential to finish for additional living space and storage. Located with easy access to major commuter routes, shopping, dining and parks.

  Michael Cook Botti Realty

  14 Condon Dr, Ansonia, CT 06401
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  /40

  $775,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,305 Sq Ft

  127 Huntingtown Rd, Newtown, CT 06470

  Experience serene country living in this rustic contemporary home privately set on 2.72 acres in a sought-after equestrian neighborhood. Enjoy stunning pastoral views of a neighboring horse farm from a home that combines charm and functionality. Inside, you'll find hardwood floors, vaulted ceilings with exposed beams, and updated windows. Comfort features include central air, a generator, a cozy

  Jill Wolowitz Berkshire Hathaway NE Prop.

  127 Huntingtown Rd, Newtown, CT 06470
• 

  

  /40

  $799,900

  • 4 Beds
  • 2.5 Baths
  • 2,485 Sq Ft

  296 Orange Ave, Milford, CT 06461

  Historic Farmhouse Colonial with Pool, Guest Suite & Walk to Train - Prime Milford, Connecticut Location Best of both worlds-timeless New England charm meets modern luxury living in this beautifully updated 8-room historic Colonial set in a sought-after neighborhood of upscale homes. Ideally located next to the neighborhood grammar school. This 4-bedroom, 2.5-bath home is rich in character with 7

  Stephanie Ellison Ellison Homes Real Estate

  296 Orange Ave, Milford, CT 06461
• 

  

  /27

  $995,000

  • 1 Bath
  • 487 Sq Ft

  3509 Redding Rd, Fairfield, CT 06824

  CHESTNUT GROVE - Wonderful opportunity to enhance an extraordinary, sweeping 2.39 acre parcel in a beautiful and bucolic Greenfield Hill location. This expansive property nestled within a Chestnut Grove, features a stately Barn providing Garage storage suitable for farming equipment and motor vehicles, and a recently constructed second story Studio Apartment enjoying a haven of privacy and

  Victoria Fingelly Higgins Group Real Estate

  3509 Redding Rd, Fairfield, CT 06824
• 

  

  /17

  $818,900

  Open Fri 11AM - 1PM

  • 2 Beds
  • 3.5 Baths
  • 2,047 Sq Ft

  54 Beach Shore Dr Unit 54, Milford, CT 06460

  Experience refined coastal living in the heart of Walnut Beach in Milford CT. Perfectly positioned just across from the shoreline, this sophisticated townhouse offers the rare combination of water views, modern design, and effortless accessibility. From the moment you enter, you're greeted by sun-filled spaces, 9-foot ceilings, and thoughtfully curated finishes. The chef's kitchen-anchored by an

  Anne Santa Maria Berkshire Hathaway NE Prop.

  54 Beach Shore Dr Unit 54, Milford, CT 06460
• 

  

  /20

  $450,000

  • 3 Beds
  • 1 Bath
  • 1,314 Sq Ft

  368 Webb Cir, Monroe, CT 06468

  Set along a quiet, winding residential street in one of Monroe's most desirable pockets, this property presents a strong opportunity to renovate, invest, or create long-term value. A circular driveway adds convenience and curb appeal, setting the tone for the home's potential. Inside, the layout offers generous living space with hardwood flooring throughout much of the main level, anchored by a

  Mustafa Muaremi Coldwell Banker Realty

  368 Webb Cir, Monroe, CT 06468
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  /37

  $1,300,000

  $150K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 4,434 Sq Ft

  97 North St, Milford, CT 06460

  Where 1918 Heritage Meets 2026 Innovation --- Experience the impossible: a Historically Registered 1918 home that doesn't just preserve the past - it powers the future. This isn't a renovation; it's a masterclass in "Invisible Innovation", where period-correct craftsmanship lives in perfect harmony with a carbon-neutral footprint. An historically registered 1918 Colonial Revival Home with state

  Erika Portanova Songer William Pitt Sotheby's Int'l

  97 North St, Milford, CT 06460
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  /5

  $140,000

  • 2 Beds
  • 1 Bath
  • 722 Sq Ft

  36 Bullard Ct, Stratford, CT 06614

  2 bedroom, 1 bath unit with kitchen, living room and laundry located in utility room. The outside offers a very large backyard, large storage shed as well as an attached screened in back porch for added space. Being sold As-Is, needs TLC. Potential buyers will be required to submit $100 application, minimum gross income $3500 a month, and debt to income ratio can not be greater than 36%. Must be

  Charlise Philibert YellowBrick Real Estate LLC

  36 Bullard Ct, Stratford, CT 06614
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  /6

  $22,825,000

  • 8 Beds
  • 10 Baths
  • 12,946 Sq Ft

  11 Beachside Common, Westport, CT 06880

  Direct Waterfront | Greens Farms An extraordinary new waterfront estate by award-winning Coastal Luxury Homes is coming to one of the most coveted stretches of the Connecticut shoreline. Set in the heart of Greens Farms, this spectacular 12,948 square foot modern residence will span four levels and capture sweeping, unobstructed views across Sherwood Island, Burying Hill Beach, and Long Island

  Andrew Whiteley Brown Harris Stevens

  11 Beachside Common, Westport, CT 06880
• 

  

  /27

  $499,900

  • 3 Beds
  • 3 Baths
  • 1,804 Sq Ft

  123 River Rd, Shelton, CT 06484

  Welcome to this spacious 3-bedroom, 3-bath raised ranch offering a functional layout and endless potential. Step inside to a bright and airy living room featuring vaulted ceilings that create an open concept living space. Kitchen features Corian counter tops and tiled backsplash. Formal dining area with sliders to the rear deck. The primary suite includes a private en-suite bath for added comfort

  Marissa Papa Preston Gray Real Estate

  123 River Rd, Shelton, CT 06484
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  /16

  $595,000

  • 8 Beds
  • 3 Baths
  • 2,888 Sq Ft

  Unlisted Address

  Fantastic 2 family with a finished attic addi,tional kitchen and bath plus bedroom, great for those in need of space or possible 3rd apartment. Home shows pride of ownership and has been lovingly maintained. Home sits high above Pequonnock river.

  WINSTON ORTEGA GT Properties

  Unlisted Address
• 

  

  /21

  $789,995

  New Construction $20K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 2,602 Sq Ft

  Lot 10 Woods Way Dr, Shelton, CT 06484

  Welcome to Woods Way, Shelton's newest subdivision. To be built. The Oak model features a main level open floor plan consisting of kitchen with large island, family room with gas fireplace, formal dining room and separate office with a French door. Upstairs features three large bedrooms, including a primary bedroom suite with dual walk-in closets and a luxurious primary bath. 2 car under house

  Marissa Grasso Carey & Guarrera Real Estate

  Lot 10 Woods Way Dr, Shelton, CT 06484
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  /37

  $415,000

  Coming Soon

  • 1 Bed
  • 1.5 Baths
  • 1,050 Sq Ft

  67 Red Cedar Cir, Orange, CT 06477

  Welcome to this hidden gem of 1 bedroom, 1 full and 1 half bathroom well-maintained Ranch in the desirable town of Orange. Silverbrook Estates II is a peaceful 62+ Senior Living Community close to everything. This condo has a spacious floor plan of 1050 square feet with an additional room in the lower level. In the sun filled living room, dining room and kitchen areas is where you will enjoy your

  Bette Devine Coldwell Banker Realty

  67 Red Cedar Cir, Orange, CT 06477
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  /39

  $725,000

  • 7 Beds
  • 3 Baths
  • 2,387 Sq Ft

  695 Shelton St, Bridgeport, CT 06608

  Welcome to this exceptional multi-family property located in the desirable East Side of Bridgeport. Built in 2023, this modern residence presents a unique investment opportunity with its contemporary design. Each unit features spacious layouts, abundant natural light making it ideal for both tenants and owners. The property is conveniently situated near local amenities, schools, and public

  Oswaldo Torres Las Americas Real Estate

  695 Shelton St, Bridgeport, CT 06608
• 

  

  /35

  $749,900

  Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  83 Florence Ave, Milford, CT 06460

  Better Than New - Stylish 4BR Colonial Built in 2019 Welcome home to this beautifully maintained, 4 Bedroom, 2.5 Bath Colonial offering 2,258 sq ft of thoughtfully designed living space. Perfectly situated on a quiet dead-end street, this home combines modern style, comfort, and convenience in one exceptional package.Step inside to a gracious foyer featuring custom moldings and a tastefully

  Stephanie Ellison Ellison Homes Real Estate

  83 Florence Ave, Milford, CT 06460
• 

  

  /37

  $879,000

  Coming Soon

  • 4 Beds
  • 5 Baths
  • 2,672 Sq Ft

  110 Wedgewood Dr, Easton, CT 06612

  Tucked into the peaceful landscape of Easton, this thoughtfully designed contemporary home blends timeless architecture with warmth, comfort, and exceptional livability. Lovingly maintained over the years, the home showcases spacious rooms, effortless flow, and a passive solar design that fills the interior with natural light while embracing the surrounding beauty. Gracious living room with

  Kelly Higgins Coldwell Banker Realty

  110 Wedgewood Dr, Easton, CT 06612
• 

  

  /19

  $424,900

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  310 Douglas St, Bridgeport, CT 06606

  Make this diamond in the ruff your home sweet home. North End Chopsey Hill Custom Cape featuring (double lot), 4 bedrooms, fully applianced kitchen with breakfast nook with tiled floors & center island, living room with hardwood floor & fireplace, finished lower level with access to 2 car garage under, solar panels, and drive ways on either side of the property. In addition, of note, is an

  Dwight Mullings Coldwell Banker Realty

  310 Douglas St, Bridgeport, CT 06606
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  /33

  $749,900

  • 3 Beds
  • 2.5 Baths
  • 2,148 Sq Ft

  14 Serene Dr, Shelton, CT 06484

  Desirable Huntington neighborhood in Shelton at the end of a quiet cul-de-sac. 3-bedroom, 2.5 bath Colonial has many updates and is well-maintained. New updated kitchen offers newer cabinets, granite countertop and appliances. Open floor plan. Formal dining room. Living room. Hardwood floors. The family room offers custom-built-in shelves, a fireplace, vaulted ceiling , sky light. Sliding door to

  Sun Chapman Gary Knauf Real Estate Services, Inc

  14 Serene Dr, Shelton, CT 06484
• 

  

  /40

  $459,000

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

  51 Johnson Ave, Stratford, CT 06614

  Classic colonial with beautiful siding (2022) features a gorgeous kitchen with center island, granite counters, and stainless steel appliances (2023) Newer roof (2017) and boiler (2012/2014) which was serviced in 8/2025. Convenient full bath and first floor laundry located off kitchen. Large living room and formal dining room. Den off living room could be used as a bedroom, just needs a closet.

  Janet Warren William Raveis Real Estate

  51 Johnson Ave, Stratford, CT 06614
• 

  

  /14

  $215,000

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft

  105 Tremont Ave Unit C, Bridgeport, CT 06606

  Manhattan-style contemporary tri-level townhome featuring a unique open loft layout with 1 bedroom and 1 bathroom. This light-filled home offers soaring cathedral ceilings, exposed wood beams, and a dramatic two-story living space. The main level includes a spacious living and dining area, large walk-in closet, and in-unit washer and dryer. The second level features a loft-style primary bedroom

  Martha Gomez MG Team Realty

  105 Tremont Ave Unit C, Bridgeport, CT 06606

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