Greater Bridgeport Planning Region, CT Homes for Sale

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  /40

  $2,178,000

  • 5 Beds
  • 4.5 Baths
  • 5,154 Sq Ft

  16 Robin Hood Ln, Easton, CT 06612

  This stately Colonial, tucked away at the end of a quiet cul de sac in Easton, blends timeless architecture with resort style living. A grand brick facade welcomes you inside to an impressive two story foyer with gleaming marble floors and dramatic Palladian windows, creating a magazine worthy first impression. Crown molding, soaring ceilings, and hardwood floors add warmth and elegance

  Bogdan Stefanide KW Legacy Partners

  16 Robin Hood Ln, Easton, CT 06612
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  /35

  $479,900

  Open Sun 1PM - 4PM

  • 2 Beds
  • 2.5 Baths
  • 1,855 Sq Ft

  11 Sprucebrook Trail Unit 11, Monroe, CT 06468

  Welcome to 11 Sprucebrook Trail in the desirable Northbrook Condominium Complex. This beautifully maintained Barclay end-unit sits at the end of a quiet cul-de-sac, offering privacy, comfort, and low-maintenance living. The main level features gleaming hardwood floors, a spacious sun-lit kitchen with Stainless Steel appliances and Corian countertops, plus a bright three-season room with skylights

  Jared Randall Redfin Corporation

  11 Sprucebrook Trail Unit 11, Monroe, CT 06468
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  /30

  $699,999

  $100K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,834 Sq Ft

  67 Wilbar Ave, Milford, CT 06460

  Nestled in right off of the desirable Gulf Street, this charming Colonial offers the perfect blend of coastal beauty and timeless character. Featuring 4 spacious bedrooms and 1.5 baths, this inviting home boasts picturesque views of the harbor and Spencer's Marina, creating a waterfront backdrop that can be enjoyed year-round. Step outside to the patio where you can relax and entertain while

  Stacy Blake Stacy Blake Realty LLC

  67 Wilbar Ave, Milford, CT 06460
• 

  

  

  /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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  /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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  /40

  $2,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,430 Sq Ft

  590 Gulf St, Milford, CT 06460

  Perched high atop a scenic bluff, this extraordinary coastal retreat offers some of the most breathtaking water views in all of Milford, with sweeping, nearly 360-degree vistas of Long Island Sound and the neighboring bay. Set on over an acre of land, this is a truly rare opportunity to own one of the area's largest parcels with such expansive, unobstructed waterfront scenery. Originally built in

  Stacy Blake Stacy Blake Realty LLC

  590 Gulf St, Milford, CT 06460
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  /40

  $2,999,000

  New Construction Open Sun 12PM - 2PM

  • 6 Beds
  • 6 Baths
  • 4,922 Sq Ft

  36 E Main St, Westport, CT 06880

  Nestled in the heart of Westport, Connecticut, this stunning new construction residence redefines elegant suburban living with unparalleled sophistication, timeless grace and is complete and ready for immediate occupancy. Boasting six generous bedrooms and six luxurious bathrooms, the home features soaring nine-foot ceilings that bathe its expansive interiors in natural light and create an

  Paul Plonsky Realty ONE Group Connect

  36 E Main St, Westport, CT 06880
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  /39

  $1,549,999

  Open Sun 11:30AM - 2PM

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

  694 Jennings Rd, Fairfield, CT 06824

  Exceptional opportunity to own what is essentially a brand-new home in Fairfield University area. Expanded with a full second-story addition and reconstructed from the original foundation up, this remarkable residence offers 3,290 square feet of beautifully finished living space with virtually every major component newly built. Designed for today's lifestyle, the open-concept floor plan features

  Karim Douich William Raveis Real Estate

  694 Jennings Rd, Fairfield, CT 06824
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  /40

  $1,575,000

  • 5 Beds
  • 4 Baths
  • 3,861 Sq Ft

  125 Ridgewood Dr, Milford, CT 06460

  If you've been searching for a custom home with unique architectural details, this is the one. Nestled in one of Milford's most sought-after neighborhoods, it's just steps from the scenic bluffs overlooking the pristine Long Island Sound with water access for swimming & kayak launching. Completely rebuilt in 2023 while preserving its magnificent stone fireplace, this home offers over 3,800 square

  Ewa Zaniewska William Raveis Real Estate

  125 Ridgewood Dr, Milford, CT 06460
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  /33

  $560,000

  $39K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,082 Sq Ft

  69 Richard Blvd, Shelton, CT 06484

  Opportunity awaits in this 3-bedroom Colonial located on a quiet cul-de-sac in a desirable subdivision surrounded by higher-priced homes. Enjoy beautiful valley and river views from the spacious deck, perfect for relaxing or entertaining. The home features a formal living room, formal dining room, and an eat-in kitchen with hardwood floors. The main level also offers a spacious family room and

  Kurt Jain NextHome Real Estate Services

  69 Richard Blvd, Shelton, CT 06484
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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
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  /38

  $3,695,000

  Open Sun 1PM - 3PM

  • 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
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  /11

  $575,000

  $25K PRICE INCREASE

  • 3 Beds
  • 1 Bath
  • 1,958 Sq Ft

  360 Garder Rd, Monroe, CT 06468

  Bring your vision to this unique property nestled on almost 4 picturesque acres in desirable Monroe, CT. Set back from the road and surrounded by nature, this home offers a rare chance to create something truly special in a location that's increasingly hard to find. The existing house needs renovation but provides a solid footprint and endless potential whether you're looking to restore, expand,

  Carolyn Colon-Ortega Century 21 Scala Group

  360 Garder Rd, Monroe, CT 06468
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  /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
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  /40

  $3,149,000

  $346K PRICE DROP

  • 7 Beds
  • 8 Baths
  • 11,075 Sq Ft

  214 Good Hill Rd, Weston, CT 06883

  Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with

  John Schiaroli Coldwell Banker Realty

  214 Good Hill Rd, Weston, CT 06883
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  /19

  $840,000

  $500K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,613 Sq Ft

  231 W River St, Milford, CT 06460

  ATTENTION SMALL BUSINESS OWNERS! UNLOCK THE ULTIMATE LIVE-WORK OPPORTUNITY! For the first time in over 50 years, the iconic Almond Building is available-perfect for entrepreneurs seeking the ideal blend of business and lifestyle. This is your chance to own not only a charming 1920s Cape Cod residence in the prestigious Duck Pond neighborhood, but also a highly visible commercial warehouse with

  Christine Lovejoy Houlihan Lawrence WD

  231 W River St, Milford, CT 06460
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  /38

  $590,000

  $60K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,179 Sq Ft

  27 Valley Rd, Shelton, CT 06484

  Nestled in the Huntington section of Shelton, this charming one-of-a-kind 3 (possibly 4) bedroom Cape Cod offers the perfect blend of privacy, character, and convenience. Set on a peaceful, beautifully landscaped 1.5-acre wooded property, the home features a scenic brook, multiple landscaped yard areas, and a gorgeous backyard. With endless possibilities for outdoor living - including

  Julia Wargo The Agency

  27 Valley Rd, Shelton, CT 06484
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  /37

  $6,495,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,260 Sq Ft

  16 Westport Ave, Westport, CT 06880

  Experience the future of coastal living in this brand-new smart home located just steps from the sands of Compo Beach. This is the only just-completed residence on the Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/battery storage, intelligent load management, leak detection w/automatic water shutoff, energy-recovery ventilation, radiant

  Karen Scott Compass Connecticut, LLC

  16 Westport Ave, Westport, CT 06880
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  /30

  $799,000

  $96K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,050 Sq Ft

  50 Deerfield Dr, Easton, CT 06612

  Beautifully sited on 3 private acres in Easton's Aspetuck Valley, this Center Hall Colonial lovingly maintained by its original owner, the home is now ready to welcome its next owner. Located on a friendly cul-de-sac. The main level features traditional formal spaces; living room, dining room, office/library and a spacious family room with a fireplace, perfect for gatherings. A large eat in

  Jackie Seawright William Pitt Sotheby's Int'l

  50 Deerfield Dr, Easton, CT 06612
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  /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
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  /4

  $1,100,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,739 Sq Ft

  0 North St, Milford, CT 06461

  Proposed New Construction, build this beautiful home or let's design your dream home!! Level 1 acre lot with many possibilities. Great location close to everything. Lot is actually off of Stiles St, see photos for map. Quality custom home builder with 25 years experience and over 150 homes built.

  Phil Pedros Philips Real Estate

  0 North St, Milford, CT 06461
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  /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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  /31

  $474,900

  $15K PRICE DROP

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

  293 Guinea Rd, Monroe, CT 06468

  A rare opportunity to own a ranch-style home that combines comfortable one-level living with versatile finished lower-level space. This 3-bedroom, 1.5-bath home features a bright and inviting living room with a cozy pellet stove that flows seamlessly into the dining area, creating an ideal setting for both everyday living and entertaining. The main level is completed by three bedrooms, a full

  Santo Miletes BHGRE Gaetano Marra Homes

  293 Guinea Rd, Monroe, CT 06468
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  /20

  $550,000

  • 8 Beds
  • 3 Baths
  • 2,679 Sq Ft

  18-20 Clinton Ave, Bridgeport, CT 06605

  This very large 2,679 sqft 2 family property is perfect for any home owner or investor. The 1st floor unit consists of 3 bedrooms and 1 bathroom. The 2nd unit is a very spacious two floor apartment that has 5 bedrooms and 2 bathrooms that was recently updated. Conveniently located just minutes from I-95 and I-91. Schedule your showing today!!!

  Thomas Payne Century 21 Scala Group

  18-20 Clinton Ave, Bridgeport, CT 06605
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  /40

  $8,450,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 9,893 Sq Ft

  10 Beltas Farm Ln, Westport, CT 06880

  Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home blends timeless elegance w/ modern luxury & showcases the finest craftsmanship throughout.Designed with an uncompromising attention to detail, features include exquisite millwork, stunning custom cabinetry, spectacular ceiling

  Linda Skolnick Coldwell Banker Realty

  10 Beltas Farm Ln, Westport, CT 06880
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  /29

  $789,900

  • 3 Beds
  • 2.5 Baths
  • 2,390 Sq Ft

  560 River Rd Unit 30, Shelton, CT 06484

  Shelton Cove ~ Riverfront Community ~ Pristine 3 Bedroom End Unit with Primary Bedroom and Bathroom on the Main Level. 2 Additional bedrooms with bathroom and large loft on the upper level. Finished Walkout basement - Composite Deck. Oversized 2 Car Garage. Can be purchased furnished

  Juliet Savignano Coldwell Banker Realty

  560 River Rd Unit 30, Shelton, CT 06484
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  /2

  $150,000

  • Land
  • 1.69 Acres
  • $88,757 per Acre

  174 1/2 Prospect St, Ansonia, CT 06401

  Privacy, space, and location - all in one. Build the home you've always imagined on this beautiful 1.69 acre rear building lot, set back from the road for enhanced privacy and a peaceful setting. Offering generous space in a highly convenient location, this property provides easy access to Route 8, shopping centers, restaurants, schools, and everyday amenities. Enjoy the perfect balance of

  MARCIA LOPES Premium Realty, LLC

  174 1/2 Prospect St, Ansonia, CT 06401
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  /25

  $635,000

  $28K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,070 Sq Ft

  784 E Broadway, Milford, CT 06460

  Perfectly suited for investors, owner-occupants, or those seeking a charming vacation retreat, this beautifully maintained home offers the best of shoreline living with water views, close proximity to Silver Sands Beach and steps away from two public beach access walkways. Located just 1.5 miles from downtown, enjoy a quick bike ride to local shops, restaurants, and all the area has to offer.

  Holli Shanbrom Coldwell Banker Realty

  784 E Broadway, Milford, CT 06460
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  /9

  $3,750,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  22 Brett Rd, Fairfield, CT 06824

  Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  /25

  $2,899,999

  • 14 Beds
  • 13 Baths
  • 9,590 Sq Ft

  1795 North Ave, Bridgeport, CT 06604

  Baldwin Pearson & Co, Inc. is pleased to present 1795 North Avenue, Bridgeport, CT, an exceptional opportunity to acquire a turnkey multifamily asset in one of Fairfield County's strongest rental markets. This impressive brick apartment building consists of 15 fully renovated residential units and offers investors a stable, low-maintenance income-producing property with significant long-term

  Daniel Shawah Baldwin Pearson & Co., Inc

  1795 North Ave, Bridgeport, CT 06604
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  /35

  $599,000

  • 2 Beds
  • 2.5 Baths
  • 2,331 Sq Ft

  15 Jasmine Cir, Milford, CT 06461

  Welcome to the desirable Baldwin Station 55+ community which is well designed for comfort and style. This lovely unit offers 9' ceilings open floor plan with spacious living room dining room combination and fully equipped kitchen with corian countertops and breakfast area. The main level bedroom suite comes with a jetted tub plus shower and walk in closet. This perfect single detached unit also

  Aurelia Michelson Berkshire Hathaway NE Prop.

  15 Jasmine Cir, Milford, CT 06461
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  /40

  $11,995,000

  New Construction

  • 5 Beds
  • 7 Baths
  • 6,050 Sq Ft

  14 Owenoke Park, Westport, CT 06880

  Summer starts here. Set on prestigious Owenoke Park steps from Compo Beach, this brand-new 6,050 sqft coastal masterpiece delivers the ultimate Westport lifestyle - pool and spa, Gray's Creek waterfront access, Long Island Sound views throughout, and a rare 3-car garage. Five ensuite bedrooms, double-island kitchen with scullery, elevator, primary suite sauna, and a lower-level loggia built for

  Deirdre Andreoli Compass Connecticut, LLC

  14 Owenoke Park, Westport, CT 06880
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  /11

  $699,900

  $89K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,195 Sq Ft

  225 Winnepoge Dr, Fairfield, CT 06825

  Endless opportunities clean up, move in, expand or build your new dream house. Lake Hills Association...enjoy all the beautiful beaches, kayaking, swimming, etc.

  Stacey DiDio Coldwell Banker Realty

  225 Winnepoge Dr, Fairfield, CT 06825
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  /40

  $1,695,000

  $80K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,822 Sq Ft

  129 Davis Hill Rd, Weston, CT 06883

  Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary

  Georgia Wasserman Coldwell Banker Realty

  129 Davis Hill Rd, Weston, CT 06883
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  /32

  $1,999,900

  $250K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,381 Sq Ft

  125 Battery Park Dr, Bridgeport, CT 06605

  Perched on a quiet cul-de-sac, this exceptional home offers breathtaking 220-degree panoramic views of Long Island Sound, Black Rock Harbor, and Fayerweather lighthouse. Designed for effortless main-level living, the residence captures stunning water views from the living room, dining room, and luxurious primary bedroom suite. The remodeled primary bath features elegant marble flooring with

  Gail Robinson William Raveis Real Estate

  125 Battery Park Dr, Bridgeport, CT 06605
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  /39

  $749,900

  $35K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,754 Sq Ft

  4386 Main St, Stratford, CT 06614

  Spoil yourself! Move right into this beautifully renovated 3-bedroom, 2.5-bath expanded Cape located in Stratford's desirable Mill River neighborhood! This move-in-ready home offers the perfect blend of comfort, style and convenience. The main level features a stunning designer kitchen with a center island, double ovens, stainless steel appliances, and a new gas range. The kitchen flows

  Jill Taylor RE/MAX Right Choice

  4386 Main St, Stratford, CT 06614
• 

  /2

  $950,000

  • 6 Beds
  • 6 Baths
  • 5,304 Sq Ft

  50 Carleton Ave, Bridgeport, CT 06604

  On the market for the first time in nearly 20 years. This legal 6 family is a cash cow with loads of growth potential. Each unit boasts a living room, dining room, eat-in-kitchen, one bedroom and a full bathroom. There is potential to convert each unit into a two bedroom. The property is currently fully occupied, so new owners will have immediate cash flow. The long standing tenants are currently

  Thomas Chanaca Chanaca Real Estate

  50 Carleton Ave, Bridgeport, CT 06604
• 

  /2

  $699,000

  • Land
  • 16,117 Sq Ft
  • $1,889,189 per Acre

  1 Battery Park Dr, Bridgeport, CT 06605

  Welcome to an exceptional opportunity in the highly sought after enclave at Black Rock! Nestled on a .37 acre lot this parcel boasts unparrelled vistas of the majestic Long Island Sound a canvas for your visionary masterpiece. This prime location beckons investors and builders alike to sieze the potential of coastal living at its finest. Edmbrace the allur of seaside living and capitalize on this

  Steven Koleno Beycome of Connecticut

  1 Battery Park Dr, Bridgeport, CT 06605
• 

  

  /40

  $6,795,000

  • 7 Beds
  • 6.5 Baths
  • 9,209 Sq Ft

  21 Compo Pkwy, Westport, CT 06880

  A rare offering in Westport's coveted Compo Beach neighborhood, this extraordinary estate sits on a prized double lot just moments from Compo Beach, Longshore Club, train & vibrant downtown. Featured in Westport Magazine, the property masterfully blends the charm of a beautifully preserved historic residence from 1928 w/ a remarkable 6,000 sq ft addition completed in 2008. The result is a

  Sarah Fair William Raveis Real Estate

  21 Compo Pkwy, Westport, CT 06880

Showing Results 81 - 120, Page 3 of 18