Greater Bridgeport Planning Region, CT Homes for Sale

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  /28

  $1,425,000

  • 14 Beds
  • 6 Baths
  • 6,578 Sq Ft

  1389 Pembroke St, Bridge Port, CT 06608

  Well-maintained 6-family investment property offering a strong opportunity for both immediate cash flow and long-term upside. The building features a mix of spacious 2- and 3-bedroom units, all with generous layouts that appeal to quality tenants. Units have been updated/renovated, and the property is currently occupied with good-paying tenants, making this a turnkey addition to any portfolio.

  Lisa Nussbaum Top Tier Realty Group, LLC

  1389 Pembroke St, Bridge Port, CT 06608
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  /38

  $1,890,000

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,046 Sq Ft

  3 Cedar Pond Rd, Westport, CT 06880

  Tucked away at the end of a long private drive, this exceptional property offers rare privacy just mins from everything Westport has to offer. Set on 2.1 acres, 3 Cedar Pond Rd is a true hidden oasis in the heart of town. Custom-built by noted architect George White as a 'replica' Colonial, the home reflects the timeless character of early CT architecture & was recognized by the Westport Historic

  Shannon Manning The Riverside Realty Group

  3 Cedar Pond Rd, Westport, CT 06880
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  /21

  $795,000

  $90K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,930 Sq Ft

  35 Knapps Hwy, Fairfield, CT 06825

  Welcome home to this beautifully remodeled cape which boasts 3 bedrooms, 3 full bathrooms, walk-in closets, stainless steel appliances, a finished lower level, a sun room and new, efficient mechanicals that keep energy costs down. The home is close to parks, shopping, golf, tennis courts, Fairfield's excellent schools and has a private, fenced back yard. There is plenty of parking in the attached

  Thomas Chanaca Chanaca Real Estate

  35 Knapps Hwy, Fairfield, CT 06825
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  /14

  $36,900

  $12K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 401 Sq Ft

  3 Granfield Ave, Bridgeport, CT 06610

  Affordable one bedroom home. A new gas range and refrigerator enhance the kitchen as well as a stackable washer/dryer and microwave. Cash only for purchase and must show a gross monthly income of near $4,000 and credit score near of 650. Owner occupied only and there is a $100 non-refundable application with an expeditated acceptance process. The current HOA of $739.25 includes a $100 assessment

  Michael Henetz William Raveis Real Estate

  3 Granfield Ave, Bridgeport, CT 06610
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  /9

  $560,000

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft

  78 Fairmount Ave, Bridgeport, CT 06606

  Ready for a new owner, Great location two family , home owner used the property like single family , new baths , great condition , big back yard new roof . Sold As-is .

  Marta Arroyo William Raveis Real Estate

  78 Fairmount Ave, Bridgeport, CT 06606
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  /40

  $500,000

  Open Sat 11AM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,657 Sq Ft

  775 Stratford Rd, Stratford, CT 06615

  This is more than a home, it's a lifestyle. Perfectly placed in the heart of Lordship, where coastal living meets everyday convenience. This adorable 3-bedroom, 1.5-bath, cape offers the perfect blend of functionality and lifestyle, featuring a convenient first-floor bedroom ideal for guests, flexible living, or easy one-level living. Inside, you'll find inviting spaces, including a great sunroom

  Kayla Giacobbe Compass Connecticut, LLC

  775 Stratford Rd, Stratford, CT 06615
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  /15

  $60,000

  • 2 Beds
  • 1 Bath
  • 658 Sq Ft

  260 Success Ave Unit 21, Bridgeport, CT 06610

  A MUST SEE BEAUTIFUL WELL MAINTAINED 2 BED 1 BATH SECOND FLOOR UNIT. TAXES ,HEAT AND HOT WATER INCLUDED. PLUS 1 ASSIGNED PARKING SPOT WITH VISTORS PARKING IN PAVED LOT.

  Meagan Bamberg Amo Realty

  260 Success Ave Unit 21, Bridgeport, CT 06610
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  /12

  $319,900

  $9K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  969 Maplewood Ave, Bridgeport, CT 06605

  Welcome Home! This charming, "move-in ready" fully updated 3-Bedroom, 1-bathroom single-family residence is a premier opportunity for a first-timer or investor. The 1st floor open floor plan allows everyone to share the same space. Some of the recent updates include a new roof, hot water heater, bathroom and new flooring through-out the home. The new fenced level-yard is perfect for pets,

  Ortiz Jes Carrena Property Mgmt & Realty

  969 Maplewood Ave, Bridgeport, CT 06605
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  /20

  $995,000

  • 15 Beds
  • 4,570 Sq Ft

  357 Norman St, Bridgeport, CT 06605

  Excellent Investment Opportunity! This historic and well-maintained apartment building offers an exceptional chance to expand your portfolio with a strong performing asset. Spanning approximately 4,570 sqft., the property features 15 residential units plus an on-site office, ideal for property management convenience. This building offers a varied floor plan of efficient studio units, appealing to

  Catherine Aaron Berkshire Hathaway NE Prop.

  357 Norman St, Bridgeport, CT 06605
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  /7

  $209,900

  • 1 Bed
  • 1 Bath
  • 752 Sq Ft

  300 Meadowside Rd Unit 311, Milford, CT 06460

  Welcome to Oyster Bay Condominiums. The Condominium features a Kitchen with full amenities. The Living Room is spacious with access to the Outside Balcony. The Bedroom has a King Size Bed. Also, one Full sized Bathroom. Basement includes coin-operated laundry washer and dryer.

  John Jaser West Shore Realty

  300 Meadowside Rd Unit 311, Milford, CT 06460
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  /15

  $625,000

  • 5 Beds
  • 3 Baths
  • 2,999 Sq Ft

  205 Hawkins St Unit 207, Derby, CT 06418

  Three family building in Derby with long term tenants in place. All tenants are month to month

  Damion Matthews Pro Property Management, LLC

  205 Hawkins St Unit 207, Derby, CT 06418
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  /40

  $599,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft

  79 Soundview Ave, Milford, CT 06460

  Coastal living at its finest on SOUNDVIEW AVE, the street name says it all! Don't miss the opportunity to see this 3 Bedroom, 2 Full bath home with a large sprawling yard: RARE within the beach community! This house features vaulted ceilings, skylights, wood beams, plenty of natural light, in-home water views & hardwood floors. The living room is spacious & airy, including a cozy wood burning

  John Sivak Coldwell Banker Realty

  79 Soundview Ave, Milford, CT 06460
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  /21

  $2,490,000

  New Construction

  • 4 Beds
  • 4 Baths
  • 5,200 Sq Ft

  lot7B Nicolina Way, Newtown, CT 06470

  A rare opportunity to create the home you've always imagined in beautiful Newtown. Nestled within the desirable Oak Ridge Estates, this exquisite new construction offering blends tranquility, elegance, and modern comfort in an exceptional setting. Surrounded by peaceful natural beauty, yet just moments from town, major highways, and everyday conveniences, this is where serenity meets easy living.

  Magda Ballaro William Raveis Real Estate

  lot7B Nicolina Way, Newtown, CT 06470
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  /16

  $215,000

  • 1 Bed
  • 1.5 Baths
  • 1,248 Sq Ft

  50 Birdseye St Unit 401, Stratford, CT 06615

  Welcome to #401 at Tide Harbor. This beautifully situated unit features a spacious balcony with vast views of the Housatonic River and Long Island Sound. The open floor plan offers a generous living and dining area that flows seamlessly into the kitchen, complete with marble countertops, stainless steel appliances, and space for either an eat-in area or island. The oversized primary suite

  Jenny Walsh Coldwell Banker Realty

  50 Birdseye St Unit 401, Stratford, CT 06615
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  /17

  $49,900

  • 1 Bed
  • 1 Bath
  • 99,999 Sq Ft

  109 Waterman St, Bridgeport, CT 06607

  Welcome to this charming newly renovated studio, including finished basement, in the sought-after Gateway Co-op, ideally located in Bridgeport. This inviting unit features a smart layout with plenty of natural light, offering both comfort and convenience. Close to highways, shopping, restaurants, and public transit-perfect for easy, low-maintenance living.

  Waltter Inoa BHGRE Gaetano Marra Homes

  109 Waterman St, Bridgeport, CT 06607
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  /3

  $349,000

  $70K PRICE DROP

  • Land
  • 11,325 Sq Ft
  • $1,342,308 per Acre

  0 Pinewood Trail, Trumbull, CT 06611

  A rare find with 100' of direct waterfront access to Pinewood Lake with deeded lake rights. The current owner has received zoning approval from the town so that the new owner may build an idyllic dream home and enjoy all that lake life has to offer including a beach, club house, pedestrian friendly neighborhood, nearby public pool and several town parks. The Pinewood Lake Association owns the

  Brian Fitzgerald Coldwell Banker Realty

  0 Pinewood Trail, Trumbull, CT 06611
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  /40

  $499,999

  $50K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,825 Sq Ft

  3461 Main St, Bridge Port, CT 06606

  Charming Colonial in Bridgeport's North End! Welcome to this classic Colonial home in the desirable North End of Bridgeport, CT, ideally located close to Sacred Heart University. This inviting residence features four bedrooms and two and a half bathrooms, offering comfortable space for everyday living. The home includes a dining room with a fireplace, a spacious living room, and plenty of natural

  Rosania Melo Rosania Melo Broker

  3461 Main St, Bridge Port, CT 06606
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  /13

  $275,000

  $14K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 835 Sq Ft

  116 Foxwood Close Unit 116, Milford, CT 06461

  Welcome to Fox Wood !!! Highly sought after complex with all amenities. This 1 bed 1 bath 2nd floor walk up recently updated is perfect for starter home or down sizer. Privacy and scenic grounds are ideal, a must see !!! Won't last, book an appt !!!

  Herman Huang Keller Williams Prestige Prop.

  116 Foxwood Close Unit 116, Milford, CT 06461
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  /40

  $310,000

  • 3 Beds
  • 1 Bath
  • 938 Sq Ft

  85 Drome Ave, Stratford, CT 06615

  Don't miss this adorable 3-bedroom, 1-bath bungalow-style cottage nestled on a level 0.13-acre lot in convenient Stratford! Built in 1910 and bursting with character, this 938 sq ft gem is ready for its next chapter. Step inside to find hardwood floors throughout, a kitchen with stainless steel appliances, and a bright, welcoming layout. The enclosed front porch is the perfect spot to unwind

  Cory Clark Berkshire Hathaway NE Prop.

  85 Drome Ave, Stratford, CT 06615
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  /17

  $479,900

  • 4 Beds
  • 2.5 Baths
  • 1,188 Sq Ft

  457 Vincellette St, Bridgeport, CT 06606

  Charming Cape-style home on a corner lot in Bridgeport's North End, conveniently located near Sacred Heart University. This well-maintained property features 4 bedrooms, 3 full bathrooms, and a finished basement offering additional living space. Recent updates include a new roof. Spacious driveway provides off-street parking for up to 4 cars. Great opportunity in a desirable location! Currently

  Edgar Nava eRealty Advisors, Inc.

  457 Vincellette St, Bridgeport, CT 06606
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  /36

  $849,000

  • 3 Beds
  • 1.5 Baths
  • 1,383 Sq Ft

  289 Old Mill Rd, Fairfield, CT 06824

  Classic colonial meets charming, convenient location! Make this vintage home your own. Quality craftsmanship abounds in the home - from the detailed moldings to the large windows to the hardwood floors that run throughout the entire home! 9' ceilings in all first floor rooms but one. Relax and unwind on the inviting front porch. Recline in the private backyard with large patio and inviting deck

  John Foran Compass Connecticut, LLC

  289 Old Mill Rd, Fairfield, CT 06824
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  /38

  $1,799,000

  • 3 Beds
  • 3.5 Baths
  • 3,141 Sq Ft

  127 Spruce St, Southport, CT 06890

  Enjoy stylish and easy living in this spectacular townhome on Southport's storybook Spruce Street. Move in and enjoy or purchase as a reliable rental option, easy to manage with low HOA fees. Thoughtful design by renowned local architect Jack Franzen ensures a sophisticated and smart floor plan featuring top-quality finishes, high ceilings and beautiful wood floors. A great home for entertaining

  Ellen Fusco Compass Connecticut, LLC

  127 Spruce St, Southport, CT 06890
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  /32

  $637,000

  $13K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,446 Sq Ft

  73 Orange St, Bridgeport, CT 06607

  Location, location!! Investors and owner-occupants looking for a strong multifamily opportunity - this one's for you! Don't miss your chance to see this oversized 3-unit property in Bridgeport's East End, conveniently located near I-95 and Metro North stations for easy commuting. Units 1 and 2 each feature 2 bedrooms and 1 bath, with updated kitchens, spacious layouts, and tall ceilings that give

  John Nigro Keller Williams Realty Prtnrs.

  73 Orange St, Bridgeport, CT 06607
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  /33

  $349,500

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  63 Minerva St, Derby, CT 06418

  Prime investment opportunity in Derby! 2 spacious apartments consisting of two 2 bedrooms & 1 full bath each. First floor has been updated with luxury vinyl, second floor showcases beautiful refinished hardwoods floors. Each unit has their own seperate laundry hookups. There is a 3rd floor attic accessed from outside. Check with the town to make it a possible 3 family! Located minutes from Route

  Linda Conchado Century 21 AllPoints Realty

  63 Minerva St, Derby, CT 06418
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  /11

  $1,695,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,642 Sq Ft

  1025 Field Dr, Orange, CT 06477

  Experience the opportunity to build a beautifully crafted new construction home by Olsen Built Homes, ideally located in the award-winning Amity school district. Designed with timeless appeal and quality craftsmanship, this five-bedroom residence offers a thoughtful balance of elegance, comfort, and modern living. The home features a bright, open main living area with high ceilings and abundant

  Tom Cavaliere Coldwell Banker Realty

  1025 Field Dr, Orange, CT 06477
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  /28

  $300,000

  Open Sat 10AM - 2PM

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  12 Kings Wood Manor Unit B, Shelton, CT 06484

  Welcome to easy, low maintenance living in this beautifully updated condo tucked within the desirable Kingswood Manor community. Thoughtfully refreshed throughout, this home offers a clean, modern feel with stylish finishes and a layout that lives larger than expected. The main level features an open concept living space filled with natural light, highlighted by sleek luxury vinyl flooring and a

  Tony Persaud KW Legacy Partners

  12 Kings Wood Manor Unit B, Shelton, CT 06484
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  /28

  $251,900

  Open Sat 11AM - 1PM $13K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 959 Sq Ft

  40 Heather Ridge, Shelton, CT 06484

  Welcome home to Heather Ridge-this spacious and refreshing 2-bedroom, 1-bath condo in Shelton offers the perfect combination of comfort, convenience, and modern living. Located in the desirable area and minutes from Huntington center and Bridgeport Avenue, you'll love being close to shopping, restaurants, transportation, and Route 8 for an easy commute. The bright eat-in kitchen features, freshly

  Denise Napoleone William Raveis Real Estate

  40 Heather Ridge, Shelton, CT 06484
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  /24

  $399,000

  $26K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  220 Melville Dr, Fairfield, CT 06825

  Welcome to 220 Melville Drive in Fairfield, a charming brick half duplex. Hardwood floors run throughout the home, beginning on the main level where a comfortable living room flows into the eat in kitchen perfect for everyday living and entertaining. Upstairs, the bedrooms offer a quiet retreat with natural light and updated bathroom with skylight. Outside, enjoy the convenience of a private two

  Lauren Iraeta KW Legacy Partners

  220 Melville Dr, Fairfield, CT 06825
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  /39

  $1,695,000

  Open Thu 10AM - 2PM Coming Soon

  • 5 Beds
  • 5.5 Baths
  • 5,308 Sq Ft

  110 Sport Hill Rd, Redding, CT 06896

  A rare blend of scale, privacy and value, this beautifully maintained Redding retreat offers over 6,000 square feet of flexible living space. From the gracious front entry, the home unfolds with purpose and ease. To the right, a private library/home office creates a quiet place to work. Straight ahead, the living room frames peaceful views of the pool and grounds, while the formal dining room

  Tara Hawley Coldwell Banker Realty

  110 Sport Hill Rd, Redding, CT 06896
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  /29

  $899,900

  Open Sat 12PM - 2PM $99K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  100 Tashua Rd, Trumbull, CT 06611

  Welcome to 100 Tashua Road, a beautifully crafted 4-bedroom, 2.5-bath home perfectly situated on a private, tree-lined lot in one of Trumbull's most desirable areas. Offering comfort, space, and exceptional privacy, this property is ideal for those seeking a peaceful setting without sacrificing convenience. This home has been completely renovated by a well respected builder in town and the pride

  Brian Fitzgerald Coldwell Banker Realty

  100 Tashua Rd, Trumbull, CT 06611
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  /40

  $624,900

  $83K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,926 Sq Ft

  66 Sunset Hill Dr, Monroe, CT 06468

  Set on the 5th fairway of the Whitney Farms Golf Course is where you will find this 3 bedroom, 3 1/2 bath colonial. A sunny front entry welcomes you into the home, where the formal living room and dining room are positioned at the front, offering classic entertaining spaces. The eat-in kitchen is located at the back of the home and features white cabinetry, granite countertops, and stainless

  Sharon Tudino Coldwell Banker Realty

  66 Sunset Hill Dr, Monroe, CT 06468
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  /39

  $3,995,000

  • 6 Beds
  • 7 Baths
  • 9,025 Sq Ft

  80 Bayberry Ln, Westport, CT 06880

  Privately tucked away at the end of a long circular drive on 6+ acres, this exceptional country estate blends timeless elegance with the warmth and comfort of everyday living. Though grand in scale, the home feels intimate and inviting, designed for both relaxed living and memorable entertaining. Exquisite architectural details, a covered mahogany veranda, sunroom, library, and exceptional

  Michelle Genovesi William Raveis Real Estate

  80 Bayberry Ln, Westport, CT 06880
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  /24

  $769,900

  Open House 5/30

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

  5763 Park Ave, Fairfield, CT 06825

  This ranch style sits on a generous lot and has a nicely landscaped backyard. The property offers a living room, a good-sized kitchen with quality appliances and a beautiful backsplash, 2 ample bathrooms, and 3 bedrooms. Hardwood floors through. A backyard patio ideal for entertaining or relaxation. A fully finished basement can be used for extra living space or entertainment. Plenty of parking

  Nathaniel Correa Smart Realty Services Corp

  5763 Park Ave, Fairfield, CT 06825
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  /36

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,755 Sq Ft

  25 Cartright St Unit 5D, Bridgeport, CT 06604

  Stunning End-Unit 3-Bedroom, 2-Bath NYC-Style Condo - Nestled in the heart of the highly sought-after Brooklawn community, this spacious 1,755 sq ft New York City-style condominium blends contemporary comfort with urban sophistication. Located just steps from the Fairfield town line, Unit 5D offers the perfect balance of city convenience and suburban tranquility. Step into a welcoming large foyer

  Pamela Williams Real Broker CT, LLC

  25 Cartright St Unit 5D, Bridgeport, CT 06604
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  /34

  $479,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,736 Sq Ft

  365 Roosevelt Ave, Stratford, CT 06615

  Welcome to this beautifully updated home, thoughtfully designed for both everyday living and effortless entertaining.The open-concept layout creates a seamless flow between living spaces, offering an inviting atmosphere for gatherings large & small.This home features four bedrooms, including a convenient main-level bedroom, & two full bathrooms, providing flexibility & comfort for a variety of

  Karen Liss-uomoleale Coldwell Banker Realty

  365 Roosevelt Ave, Stratford, CT 06615
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  /34

  $639,900

  • 4 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  44 Monroe Rd, Shelton, CT 06484

  Great possibilities await with this large Raised Ranch! First time offered in over 50 years. This one owner home is nestled on an acre lot with fruit trees and space to expand. It has been well maintained in need of some TLC and boasting with potential. Many wonderful features include a main level family room with vaulted ceilings, carpet and 2 decks, eat in kitchen, large living room with a

  Deborah Shuster Enterprise Realty, Inc.

  44 Monroe Rd, Shelton, CT 06484
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  /32

  $1,699,000

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

  34 Orchard Rd, Milford, CT 06460

  Rebuilt inside and out in 2019, this home offers a bright, open layout designed for everyday living and elegant entertaining-just steps from Long Island Sound with the rare benefit of no flood or wind insurance required. The main level features a chef's kitchen with high-end appliances, walk-in pantry and breakfast nook that flows into the dining and family rooms. Upstairs, the vaulted primary

  Frank D'Ostilio Houlihan Lawrence WD

  34 Orchard Rd, Milford, CT 06460
• 

  

  /32

  $1,329,000

  Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  310 Main St, Westport, CT 06880

  Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen

  Barbara Bross Coldwell Banker Realty

  310 Main St, Westport, CT 06880
• 

  

  /31

  $689,500

  • 1 Bed
  • 1.5 Baths
  • 1,650 Sq Ft

  36 Shipyard Ln Unit C, Milford, CT 06460

  Experience luxury coastal living in the heart of downtown Milford! This stunning 1 Bedroom, 1.5 Bath, 1,650 sq ft condominium is located in a prestigious gated complex overlooking picturesque Milford Harbor and offers the ultimate walkable lifestyle-just steps to the Metro-North/New York City train station, Milford's beautiful Historic Green, boutique shopping, and 20+ restaurants. An impressive

  Stephanie Ellison Ellison Homes Real Estate

  36 Shipyard Ln Unit C, Milford, CT 06460
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  /37

  $369,999

  Open Sun 10AM - 12PM

  • 2 Beds
  • 1 Bath
  • 1,282 Sq Ft

  70 Guilford Dr, Bridgeport, CT 06606

  The 2 bed, 1 bath colonial home has a bright and airy floor plan with a formal dinner room, kitchen and sunroom to the huge wood deck for all your outdoor barbeques and entertainment. House has oil heat and hardwood floor throughout. The main level boasts a foyer with closet, an inviting spacious living room, a formal dining room, kitchen and a sunroom. The 2nd floor boasts a very good size

  Catherine Jia Coldwell Banker Realty

  70 Guilford Dr, Bridgeport, CT 06606

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