Greater Bridgeport Planning Region, CT Homes for Sale

• 

  

  

  /19

  $575,000

  • 4 Beds
  • 2 Baths
  • 3,325 Sq Ft

  359 Pacific St, Bridgeport, CT 06604

  This very well-maintained two-family home offers an excellent opportunity for investors or buyers looking to live in one unit and rent the other for income. Each unit features 2 bedrooms, 1 bath, and beautiful hardwood floors, providing warm and inviting living spaces that appeal to quality tenants. Both units enjoy laundry in the basement. The first-floor unit has full access to the basement for

  Renee Macklin William Raveis Real Estate

  359 Pacific St, Bridgeport, CT 06604
• 

  

  

  /13

  $689,000

  • 4 Beds
  • 2 Baths
  • 1,935 Sq Ft

  4 Ascolese Rd, Trumbull, CT 06611

  Updated Ranch which features 5 bedrooms and 2 full bath. Legal 2 bedroom apartment in lower level with separate driveway and entrance. Updated kitchen and bathrooms. Heated sunroom was used as family room. Many updates include crown moldings, gazebo and recessed lights. Private fully fenced rear yard. Conveniently located. Tenant is in place in lower level apartment. He will be moving out. Upper

  Ruth Miner Country Club Properties

  4 Ascolese Rd, Trumbull, CT 06611
• 

  

  

  /33

  $539,999

  • 6 Beds
  • 2 Baths
  • 3,160 Sq Ft

  226-228 Lenox Ave, Bridgeport, CT 06605

  Great opportunity for investors or owner-occupants! This spacious two-family home offers ample living space and is conveniently located near the Black Rock area. The property features updated kitchens and bathrooms, newer water heaters, and an updated plumbing system, providing added value and peace of mind. A one-car garage and shared driveway offer convenient off-street parking. Whether you're

  Diane Roldan The Bella Group, LLC

  226-228 Lenox Ave, Bridgeport, CT 06605
• 

  

  

  /26

  $1,500,000

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  772 Rowland Rd, Fairfield, CT 06824

  An incredibly RARE OPPORTUNITY on one of Fairfield's most coveted streets in the sought-after beach area! Just a few homes from the beach, this FEMA-compliant 3-bedroom, 2-bath cottage was completely rebuilt/renovated in 2013 and offers the perfect combination of coastal living, investment potential, and future possibilities. Enjoy the home as your own beach retreat while generating exceptional

  Julie Vanderblue Higgins Group Real Estate

  772 Rowland Rd, Fairfield, CT 06824
• 

  

  

  /14

  $474,900

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,965 Sq Ft

  38 Micko Dr, Seymour, CT 06483

  This impeccably built, soon-to-be-completed 2 bed /2.5 bath townhouse offers a rare combination of modern, customizable design, premium materials, and exceptional comfort. Located within a newly constructed, peaceful, and private community, this three-story residence is thoughtfully designed to deliver bright, spacious living areas, everyday functionality, and timeless elegance. A perfect balance

  Erika Windisch Keller Williams Prestige Prop.

  38 Micko Dr, Seymour, CT 06483
• 

  

  /4

  $575,000

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

  664-666 Iranistan Ave, Bridgeport, CT 06605

  This exceptional two-family home presents a fantastic opportunity for both investors and owner-occupants alike. Live in one unit while generating rental income from the other, or add a valuable income-producing asset to your investment portfolio. Each unit features 2 spacious bedrooms, a bright and inviting living room ,dining room and a full bathroom, offering a comfortable and functional floor

  Angela Nieto US Asset Realty

  664-666 Iranistan Ave, Bridgeport, CT 06605
• 

  

  /36

  $699,900

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  40 Sconset Cir Unit 40, Shelton, CT 06484

  Welcome to this stunning home in the sought-after Cranberry Hill Estates! Built in 2011, this beautifully maintained single-family residence offers over 2,600 sq. ft. of luxurious living space with a thoughtfully designed open floor plan. The exterior boasts incredible curb appeal with an inviting front porch, attractive rooflines, minimal-step entry, and convenient main-level garage access. Step

  Marissa Papa Preston Gray Real Estate

  40 Sconset Cir Unit 40, Shelton, CT 06484
• 

  

  /5

  $70,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  93A Karen Ct, Bridgeport, CT 06606

  Cozy 2 bedroom co-op in Bridgeport's North End located in a well kept community with many expenses included in the HOA (RE taxes, water, sewer, heat, hot water, grounds maintenance, common area maintenance, snow removal, trash removal and management). A little TLC and some personal touches will make this townhouse home for years to come!

  Thomas Chanaca Chanaca Real Estate

  93A Karen Ct, Bridgeport, CT 06606
• 

  

  /40

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  35 Bruce Dr, Shelton, CT 06484

  Welcome to this spacious Raised Ranch offering an open, light-filled floor plan designed for comfortable living and effortless entertaining. The living and dining rooms feature soaring vaulted ceilings and a sliding glass door that opens to an expansive multi-level deck, seamlessly blending indoor and outdoor living. The bright eat-in kitchen is enhanced by a skylight, filling the space with

  Elizabeth Casey William Raveis Real Estate

  35 Bruce Dr, Shelton, CT 06484
• 

  

  /40

  $3,399,900

  • 5 Beds
  • 8 Baths
  • 8,657 Sq Ft

  344 Fence Row Dr, Fairfield, CT 06824

  Old-world craftsmanship meets modern indulgence. Set on a peaceful, tree-lined street,this home offers total privacy and timeless curb appeal. Soaring ceilings, hand-finished millwork, and custom detail are evident throughout. This grand 5BR/6.5BA light filled residence pairs classic entertaining spaces - formal LR, formal DR, & a wood-paneled library w/wet bar & full BA-with modern amenities

  Krista Alecia Coldwell Banker Realty

  344 Fence Row Dr, Fairfield, CT 06824
• 

  

  /38

  $184,000

  Open Sat 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 689 Sq Ft

  37 Enid St Unit A, Bridgeport, CT 06606

  NORTH END. Welcome to this well-maintained 1-bedroom, 1-bathroom condo located in the desirable Villa Maria complex in Bridgeport's North End. This inviting unit offers a spacious layout, a functional kitchen, and abundant natural light throughout. Hot water is included in the common charges, and the unit comes with assigned parking for added convenience. Ideally situated near shopping,

  Johncarlo Morales Keller Williams Realty Prtnrs.

  37 Enid St Unit A, Bridgeport, CT 06606
• 

  

  /32

  $640,000

  Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,205 Sq Ft

  28 Brook Rd, Trumbull, CT 06611

  Welcome to the market 28 Brook Road! This charming Colonial-style home is located in the highly sought-after Long Hill district of town and within the Jane Ryan School District. Loved by the same owners for the past 43 years, this 4 Bedroom 3 Full-Bath home is sited on a beautiful .67 acre corner-lot on a small dead-end street offering you 2,205 sq. ft of sun-filled living space. Should you need

  Ryan Miller William Pitt Sotheby's Int'l

  28 Brook Rd, Trumbull, CT 06611
• 

  

  /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
• 

  

  /40

  $1,329,000

  • 5 Beds
  • 4.5 Baths
  • 4,158 Sq Ft

  286 Black Rock Turnpike, Redding, CT 06896

  The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous

  Nora Ryan Houlihan Lawrence WD

  286 Black Rock Turnpike, Redding, CT 06896
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  /37

  $1,175,000

  $275K 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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  /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

  $489,900

  $10K PRICE DROP

  • 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
• 

  

  /35

  $450,000

  Open Sat 2PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,645 Sq Ft

  1412 Windward Rd Unit 1412, Milford, CT 06461

  Welcome to 1412 Windward Road in Caswell Cove, one of Milford's hidden gems for waterfront living along the Housatonic River. This spacious 1,645 sq. ft. garden-level ranch offers 2 bedrooms, 2 updated full baths, a detached garage and the ease of one-level living, all complemented by beautiful water views and spectacular sunsets. The generous floor plan features a spacious living room with

  Amie Belile William Raveis Real Estate

  1412 Windward Rd Unit 1412, Milford, CT 06461
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  /40

  $999,000

  Open Sat 11:30AM - 1:30PM $151K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,136 Sq Ft

  44 Washington Pkwy, Stratford, CT 06615

  Welcome to 44 Washington Parkway, a beautifully appointed home in Stratford's sought-after Lordship neighborhood, where spectacular views of Long Island Sound, the beach access and the "Seawall" enhance everyday living. This 4-bedroom, 3-bath home has been thoughtfully designed to capture the beauty of its surroundings while offering comfortable spaces for both everyday living and entertaining.

  Sharon Tudino Coldwell Banker Realty

  44 Washington Pkwy, Stratford, CT 06615
• 

  

  /40

  $5,995,000

  Coming Soon

  • 5 Beds
  • 7 Baths
  • 5,595 Sq Ft

  298 Harbor Rd, Southport, CT 06890

  What began as the restoration of sea captain Ward Buckley's 1834 home became something far more extraordinary. The years-long transformation of 298 Harbor Road, recently featured in Architectural Digest, brought together architect JP Franzen and Moore House Design to carefully preserve and reimagine nearly two centuries of history. No detail was too small and no opportunity to honor the original

  Wendy Ryan Brown Harris Stevens

  298 Harbor Rd, Southport, CT 06890
• 

  

  /38

  $1,159,000

  • 4 Beds
  • 3.5 Baths
  • 4,227 Sq Ft

  4 Nature Ln, Shelton, CT 06484

  Your search ends here. This custom-built home has been completely renovated within the past five years and sits on just under 2 acres of beautifully landscaped privacy on a quiet cul-de-sac. Enjoy sweeping views of the Housatonic River and Great River Golf Course from the spacious redesigned Trex deck and newly built gazebo. The main level is made for entertaining, with a large living/game room

  John Hackett William Raveis Real Estate

  4 Nature Ln, Shelton, CT 06484
• 

  

  /24

  $650,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,165 Sq Ft

  105 Welchs Point Rd, Milford, CT 06460

  Located in Bayview this large colonial home offers the opportunity to enjoy a wonderful beach community close to absolutely all amenities. The primary bedroom is 18x24. The entire home has been recently painted inside and most rooms have hardwood floors. The kitchen has an abundance of oak cabinets and the counterspace is wonderful. The first floor family room is also 18x24. In all, the house has

  Barbara Oliver Coldwell Banker Realty

  105 Welchs Point Rd, Milford, CT 06460
• 

  

  /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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  /9

  $299,900

  $30K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  114 Colony St, Bridgeport, CT 06610

  All brick property with detached garage. 3 bedrooms and 2 baths.

  Ishwar Rameshar Besmatch Real Estate

  114 Colony St, Bridgeport, CT 06610
• 

  /2

  $649,900

  • 8 Beds
  • 3 Baths
  • 5,196 Sq Ft

  679 Norman St Unit 681, Bridgeport, CT 06605

  Very spacious multi family home! Shows well and in very nice condition. Corner lot lends available parking space on side and in back yard areas. Well maintained by owner and shows very well. A great property for live in or investment!

  Grace Keller Gary Knauf Real Estate Services, Inc

  679 Norman St Unit 681, Bridgeport, CT 06605
• 

  

  /36

  $665,000

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft

  681 Jennings Rd, Fairfield, CT 06824

  Welcome to this beautiful home at 681 Jennings Rd, Fairfield, CT! This well-maintained property offers a flexible and functional layout with 3 bedrooms and 2 full bathrooms. The second floor features two spacious bedrooms, a full bathroom, and beautiful hardwood floors. The main level includes an additional bedroom, a bright living room and dining room with hardwood flooring, a beautifully

  EDUARDO SUAREZ William Pitt Sotheby's Int'l

  681 Jennings Rd, Fairfield, CT 06824
• 

  

  /17

  $650,000

  • 4 Beds
  • 2 Baths
  • 2,352 Sq Ft

  45 Grasso Terrace Unit 47, Bridgeport, CT 06604

  Tucked away in the tranquil Brooklawn neighborhood just a few doors down from the Fairfield line, this impeccably maintained two-family home offers the perfect blend of classic charm & modern updates. Whether you're looking for a solid investment or a place to call home w/ additional rental income, this property shines with pride of ownership & a location that's hard to beat. Each unit boasts a

  Helene Daly Compass Connecticut, LLC

  45 Grasso Terrace Unit 47, Bridgeport, CT 06604
• 

  

  /39

  $549,900

  • 2 Beds
  • 2 Baths
  • 1,744 Sq Ft

  25 Orowoc Trail, Shelton, CT 06484

  Welcome to this beautiful 2/3-bedroom, 2-full-bath ranch-style home, built in 2022 and perfectly situated in the convenient and highly sought-after Long Hill neighborhood. Offering easy one-level living, this newer home combines comfort, functionality, and versatility. The updated kitchen features stainless-steel appliances, a tiled backsplash, granite countertops, and a large breakfast bar. The

  Marissa Papa Preston Gray Real Estate

  25 Orowoc Trail, Shelton, CT 06484
• 

  

  /39

  $1,395,000

  $100K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 6,775 Sq Ft

  74 Black Rock Turnpike, Redding, CT 06896

  Old Redding charm meets elevated modern living at this exceptional gated Contemporary Colonial offering over 4,700 SF plus approximately 1,800 SF of finished walk-out lower level. Set behind stately iron gates and stone pillars, a private drive leads to a dramatic marble foyer and grand staircase. The custom Clark Construction kitchen, enhanced in 2023, features dual full-size Thermador ovens,

  Brianna Carvalho Compass Connecticut, LLC

  74 Black Rock Turnpike, Redding, CT 06896
• 

  

  /33

  $390,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  567 Roosevelt Dr, Oxford, CT 06478

  Welcome to 567 Roosevelt Drive, an inviting and completely refurbished 2-bedroom, 1-bath ranch offering modern comfort and timeless charm. Nestled near scenic Lake Zoar and the Housatonic River, this home provides the perfect balance of tranquility and convenience. Step inside to find an open, light-filled layout featuring a beautifully updated kitchen, comfortable living space, and a cozy

  Steve Jones Jr KW Legacy Partners

  567 Roosevelt Dr, Oxford, CT 06478
• 

  

  /39

  $875,655

  • 2 Beds
  • 2 Baths
  • 2,324 Sq Ft

  1 Campfield Dr, Fairfield, CT 06825

  Completely renovated and move-in ready, this stunning modern Colonial is located in Fairfield's desirable Tunxis Hill neighborhood. Meticulously remodeled from top to bottom, the home seamlessly blends contemporary style with timeless charm. Featuring 3 bedrooms with lots of natural light, an additional flexible office space and 2 full baths, the thoughtfully designed interior showcases a chef's

  Catherine Aaron Berkshire Hathaway NE Prop.

  1 Campfield Dr, Fairfield, CT 06825
• 

  

  /39

  $3,400,000

  • 5 Beds
  • 5.5 Baths
  • 6,753 Sq Ft

  1760 Hillside Rd, Fairfield, CT 06824

  Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private

  Andrew Whiteley Brown Harris Stevens

  1760 Hillside Rd, Fairfield, CT 06824
• 

  

  /40

  $699,900

  • 3 Beds
  • 2 Baths
  • 2,102 Sq Ft

  16 Velvet St, Trumbull, CT 06611

  Nestled on a secluded setting surrounded by protected reservoir property, this one-of-a-kind ranch offers the privacy of a country retreat just minutes from everything Trumbull has to offer. Designed for comfortable living and effortless entertaining, the home features an expansive open-concept family room and dining room with soaring vaulted ceilings, gleaming hardwood floors, custom built-ins

  Elizabeth Casey William Raveis Real Estate

  16 Velvet St, Trumbull, CT 06611
• 

  

  /15

  $469,000

  $6K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 742 Sq Ft

  9 Wood Ave, Milford, CT 06460

  Beautifully redone beach house, 150 feet away from the beach in Milford, incredible ocean views from the newly redone sunroom. The kitchen has been totally redone with all new cabinetry, quartz countertops, an all new deep sink and appliances. All the floors and the walls have been redone and an off suite full standup tile shower with glass doors has been added. Ample parking and decent size

  Bradford Kelley SalCal Real Estate Connections

  9 Wood Ave, Milford, CT 06460
• 

  

  /39

  $3,850,000

  • 5 Beds
  • 4.5 Baths
  • 3,921 Sq Ft

  406 Harbor Rd, Southport, CT 06890

  This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the

  Wendy Ryan Brown Harris Stevens

  406 Harbor Rd, Southport, CT 06890
• 

  

  /40

  $679,999

  Open Sun 11AM - 1PM $20K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 2,284 Sq Ft

  83 Lindy St, Milford, CT 06460

  YOUR SEARCH ENDS HERE! SUN, SAND, and SPACE Welcome to your own slice of coastal living in one of Milford's sought-after beach communities. This beautifully maintained Colonial offers flexibility for family, guests, a home office, or hobbies. A perfect combination of classic charm, modern updates, and the space to live, gather, and make lasting memories. Inside, you'll find a warm and inviting

  Kevin Macharelli Better Living Realty, LLC

  83 Lindy St, Milford, CT 06460
• 

  

  /40

  $750,000

  Open Sun 11AM - 12:30PM

  • 3 Beds
  • 4 Baths
  • 2,583 Sq Ft

  560 River Rd Unit 33, Shelton, CT 06484

  Welcome to this stunning 3-bedroom, 2 full and 2 half bath townhome in Shelton Cove, a Toll Brothers' sought-after waterfront community nestled along the banks of the Housatonic River. Designed for both everyday living & effortless entertaining, the main level features an open-concept layout with a spacious kitchen, dining area & living room. Filled with natural light, the inviting LR is anchored

  Sharon Tudino Coldwell Banker Realty

  560 River Rd Unit 33, Shelton, CT 06484
• 

  

  /31

  $985,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 1,701 Sq Ft

  741 Old Stratfield Rd, Fairfield, CT 06825

  Completely renovated from top to bottom, this stunning 4-bedroom, 2.5-bath home seamlessly blends modern luxury with timeless charm in Fairfield's highly desirable University area. Offering 1,1701 square feet of beautifully finished living space, plus a 352-square-foot unfinished basement , this move-in-ready residence delivers exceptional style, comfort, and versatility. The open-concept floor

  Thomas Simjian Keller Williams Coastal

  741 Old Stratfield Rd, Fairfield, CT 06825
• 

  

  /36

  $320,000

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,236 Sq Ft

  26 Washington St, Derby, CT 06418

  Perched high atop a hill in the heart of Derby, this spacious 4-bedroom, 2.5-bath home offers beautiful views, a private setting, and plenty of room for everyone. Ideal for extended or multigenerational living, the flexible floor plan features generous living spaces and endless potential to customize to your needs. Enjoy the convenience of an in-town location while relaxing in the peaceful

  Sabrina Janco Century 21 Bay-Mar Realty

  26 Washington St, Derby, CT 06418
• 

  

  /40

  $605,000

  $30K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,426 Sq Ft

  446 Hammerstone Ln Unit B, Stratford, CT 06614

  Welcome to 446 Hammerstone Lane, a beautifully updated Thoreau-style ranch located in a desirable 55+ community offering comfort, convenience, and resort-style living. This inviting home features 2 spacious bedrooms and 3 full bathrooms, with an open-concept kitchen and living area that provides excellent flow-perfect for entertaining. The fully finished lower level expands your living space with

  Monica Osorio Realty ONE Group Connect

  446 Hammerstone Ln Unit B, Stratford, CT 06614

Showing Results 361 - 400, Page 10 of 18