Greater Bridgeport Planning Region, CT Homes for Sale

• 

  

  /2

  $575,000

  Open Sat 11AM - 1PM

  • 4 Beds
  • 1 Bath
  • 2,304 Sq Ft

  65 Westmere St, Bridgeport, CT 06606

  Welcome to 65 Westmere Street, a beautifully maintained 4-bedroom home offering comfort, character, and thoughtful updates throughout. From the moment you arrive, you'll feel the warm and inviting atmosphere this home provides. Inside, you'll find freshly painted spaces, beautiful hardwood floors, an updated kitchen with stainless steel appliances including refrigerator, microwave, dishwasher,

  Laura Krzewski Realtor Bolanos & Associates LLC

  65 Westmere St, Bridgeport, CT 06606
• 

  

  

  /40

  $5,549,000

  • 4 Beds
  • 5 Baths
  • 7,105 Sq Ft

  80 Compo Rd N, Westport, CT 06880

  Timeless design meets modern sustainability in this stunning shingle-style home, set on 1.5 private in-town acres. Sunlight fills every room through oversized Kolbe windows, showcasing park-like grounds and mature plantings. The kitchen impresses with custom cabinetry, a handcrafted zinc island, and top-tier Wolf and Sub-Zero appliances. Step outside to a spectacular bluestone patio with an

  Adrienne Durkin Compass Connecticut, LLC

  80 Compo Rd N, Westport, CT 06880
• 

  

  

  /39

  $2,799,000

  $151K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,188 Sq Ft

  1235 Fairfield Beach Rd, Fairfield, CT 06824

  TWO incredible waterside opportunities await! That's right, not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the

  John Foran Compass Connecticut, LLC

  1235 Fairfield Beach Rd, Fairfield, CT 06824
• 

  

  

  /27

  $400,000

  Open Sat 9AM - 12PM Coming Soon

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

  246 Lenox Ave, Bridgeport, CT 06605

  ***Live, Invest, or Launch Your Business - The Choice is Yours***

  Sarah Doyle Century 21 Scala Group

  246 Lenox Ave, Bridgeport, CT 06605
• 

  

  

  /32

  $639,000

  Open House 5/30

  • 3 Beds
  • 1.5 Baths
  • 1,928 Sq Ft

  602 Fan Hill Rd, Monroe, CT 06468

  This fully renovated Cape-style home offers 4 spacious bedrooms and 2 baths, all set within a serene natural oasis. The sleek kitchen with an island opens to a bright living room, complete with a trendy electric fireplace. The fully renovated basement includes a separate laundry area and direct access to the backyard. Outside you can enjoy a charming pond and lush greenery. This home has been

  David White OwnerEntry.com

  602 Fan Hill Rd, Monroe, CT 06468
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  /29

  $2,200,000

  $550K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 6,330 Sq Ft

  25 Old Rd, Westport, CT 06880

  Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

  Zach Wright William Pitt Sotheby's Int'l

  25 Old Rd, Westport, CT 06880
• 

  

  /25

  $710,000

  $70K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,733 Sq Ft

  206 Sterling St, Fairfield, CT 06825

  This charming cape has been beautifully maintained and thoughtfully updated, providing peace of mind and comfort throughout. Ideally located near all of the great amenities that Fairfield has to offer, with easy access to the Merritt and 95. The cozy dining area opens into a bright modern kitchen featuring marble countertops, updated appliances and a dry bar which is perfect for everyday living

  Sarah Callands Coldwell Banker Realty

  206 Sterling St, Fairfield, CT 06825
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  /21

  $370,500

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,343 Sq Ft

  24 Chestnut Hill Rd, Sandy Hook, CT 06482

  Contemporary style Home. The home is located 1/4 mile from the Main Road. Privacy and Wooded lot. Features include, 5 Rooms-3 Bedrooms-1.1 Bathrooms, according to the Town card. Kitchen with a Dining area. Living Room has a Vaulted ceiling and a Fireplace. 2 Bedrooms and Full Bathroom, Main Level. 3RD Bedroom and Half Bathroom, Upper Level. Deck with views. Unfinished, Full Basement with

  Mark Lyons Reo Real Estate Connection

  24 Chestnut Hill Rd, Sandy Hook, CT 06482
• 

  

  /12

  $1,950,000

  • 18 Beds
  • 9 Baths
  • 16,832 Sq Ft

  340 Main St, Bridgeport, CT 06604

  Excellent corner, brick property for sale in the vibrant South Side of Bridgeport. Amazing value add opportunity in one of the most active rental markets in Connecticut.

  Daniel Shawah Baldwin Pearson & Co., Inc

  340 Main St, Bridgeport, CT 06604
• 

  

  /22

  $3,995,000

  $305K PRICE DROP

  • 6 Beds
  • 7.5 Baths
  • 5,628 Sq Ft

  11 Clapboard Hill Rd, Westport, CT 06880

  An antique jewel set on 3.5 extraordinary acres in the heart of Greens Farms, ready to be transformed into your forever home. Brimming with timeless charm and endless potential, this rare offering showcases beautiful period details, including arched doorways, custom built-ins, and charming deep-set windows that reflect the home's historic character. The gracious main house is complemented by a

  Meredith Cohen Serhant Connecticut, LLC

  11 Clapboard Hill Rd, Westport, CT 06880
• 

  

  /13

  $35,900

  $14K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 401 Sq Ft

  5 Granfield Ave, Bridgeport, CT 06610

  Attractive price for this light and bright freshly painted move in second floor ranch style one bedroom owned by Success Village. A new range/ hood and refrigerator complement the home, and a stackable washer and dryer will also be installed. Home must be owner occupied and must have a minimum gross monthly income near $4,000 and a credit score of near 650 or higher. HOA includes heat, water,

  Michael Henetz William Raveis Real Estate

  5 Granfield Ave, Bridgeport, CT 06610
• 

  

  /34

  $699,900

  Open Sat 11AM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,582 Sq Ft

  44 Haverhill Rd, Trumbull, CT 06611

  Welcome to this Beautifully maintained Raised Ranch in a quiet residential area desirable sought-after Tashua neighborhood. This home offers comfort, space and flexibility for today's lifestyle. The main level features Living room, dining room. Three generously sized bedrooms with hardwood floors master bedroom with tiled full bath and walk in closet. Large Eat in kitchen with plenty of cabinets.

  Filomena Ramos Coldwell Banker Realty

  44 Haverhill Rd, Trumbull, CT 06611
• 

  

  /35

  $433,900

  • 4 Beds
  • 3.5 Baths
  • 2,392 Sq Ft

  34 Bellevue Terrace, Seymour, CT 06483

  This impressive, move-in-ready home showcases extensive updates and an abundance of natural light throughout. Expansive windows frame beautiful views, while multiple open decks create seamless indoor-outdoor living. The main level features three spacious bedrooms and two full bathrooms, including one with a relaxing jacuzzi tub. The updated kitchen is equipped with stainless steel appliances and

  Aurelia Michelson Berkshire Hathaway NE Prop.

  34 Bellevue Terrace, Seymour, CT 06483
• 

  

  /40

  $12,000,000

  • 7 Beds
  • 10 Baths
  • 9,129 Sq Ft

  4800 Congress St, Fairfield, CT 06824

  This offering is for 4800 Congress St, a one of a kind estate consists of main residence on 10.92 acres, pool, barn pool house/gym, heated paddle court, and an office pavilion. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street,offering seclusion with proximity to NYC. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century

  Leslie Razook William Pitt Sotheby's Int'l

  4800 Congress St, Fairfield, CT 06824
• 

  

  /5

  $569,999

  • 3 Beds
  • 2.5 Baths
  • 2,992 Sq Ft

  36 Kenwood Rd, Milford, CT 06460

  Charming, expansive Cape, a mile from the beach!! . The solar panels will help with your electric bill, no escalation clause! The home offers just under a half acre of perfectly flat outdoor space with a fire pit and a big deck. There is central air/oil heat and hot water and a two car garage. The location is wonderful, with the beach, parks, tennis, pickle ball and basketball courts all within a

  Steven Koleno Beycome of Connecticut

  36 Kenwood Rd, Milford, CT 06460
• 

  

  /27

  $760,000

  $30K PRICE DROP

  • 13 Beds
  • 4 Baths
  • 3,457 Sq Ft

  59-61 Myrtle Ave, Bridgeport, CT 06604

  Investor's Dream in Prime Bridgeport Location! Rare opportunity to own a large multi-family property just minutes from the University of Bridgeport campus! This spacious residence offers a total of 13 bedrooms, 3 full bathrooms, and 2 half baths, currently rented by the room-ideal for steady rental income. Features include a detached 2-car garage, a nice backyard, and close proximity to parks,

  Rosania Melo Rosana Melo Realty

  59-61 Myrtle Ave, Bridgeport, CT 06604
• 

  /2

  $235,000

  • Land
  • 6.54 Acres
  • $35,933 per Acre

  54 Rock House Rd, Easton, CT 06612

  A 6.54-acre parcel of undeveloped, rugged land located off Rock House Road in Easton. purchaser is responsible for completing independent verification diligence and confirming feasibility. Access is provided via an approximately 600-foot-long, 50-foot-wide right-of-way to the property, identified by a fence line. If you plan to walk the land, hiking boots are required and an appointment must be

  Pilar Rios US Asset Realty

  54 Rock House Rd, Easton, CT 06612
• 

  

  /25

  $589,900

  • 3 Beds
  • 1.5 Baths
  • 1,571 Sq Ft

  22 Elizabeth St, Trumbull, CT 06611

  Move right into this beautifully maintained 3 bedroom, 1.5 bathroom Cape offering 1,571 square feet of comfortable living space, perfectly situated on a level, professionally landscaped corner lot. The living room features a charming fireplace, while the formal dining room showcases classic built-ins. The main level offers a spacious bedroom and a full bathroom with a double sink vanity. The

  Anthony Fabrizio Coldwell Banker Realty

  22 Elizabeth St, Trumbull, CT 06611
• 

  

  /4

  $10,500,000

  Coming Soon

  • 4 Beds
  • 5.5 Baths
  • 10,522 Sq Ft

  47 Charcoal Hill Rd, Westport, CT 06880

  Designed by renowned architect and builder Frazier Forman Peters, this stone estate is set on nearly 3.5 private, meticulously landscaped acres in Westport. Crafted over more than two decades, the residence reflects exceptional artistry, scale, and craftsmanship. A gated entry and winding stone drive arrive at a stately porte-cochere and attached two-car garage, establishing a grand sense of

  Jonathan Ducharme Serhant Connecticut, LLC

  47 Charcoal Hill Rd, Westport, CT 06880
• 

  /2

  $399,900

  • Land
  • 3.5 Acres
  • $114,257 per Acre

  364 Orange Ave, Milford, CT 06461

  Former apple orchard. Pesticides were found. The parcel is partially in a R-30 zone and partially in a R-A zone. A three lot subdivision was approved at one time. A subdivision is needed from the existing home that is there. The home and barn are not included. A survey has been done. This is a beautiful property with possibilities. Buyer will need to do due diligence. Call for details.

  Walter Nichols Property World

  364 Orange Ave, Milford, CT 06461
• 

  

  /32

  $289,900

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  70 Ferry Ct, Stratford, CT 06615

  Welcome home to Village Square, a waterfront condo community along the Housatonic River! Move-in ready, this cozy and well-maintained first-floor 1-bedroom, 1-bath unit is perfect for a starter home, downsizing, or owning a place of your own. The bright and airy bedroom features a walk-in closet, while the open-concept living area offers flexible space for both living and dining. Enjoy vinyl

  Sergio Bedoya William Raveis Real Estate

  70 Ferry Ct, Stratford, CT 06615
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  /37

  $1,550,000

  Open Sun 1PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 3,129 Sq Ft

  179 Lawrence Rd, Fairfield, CT 06824

  Location, Location!! Welcome to 179 Lawrence Road - this home is a beautifully maintained and thoughtfully updated 4 bedroom, 2.5 bath Colonial on a level 0.26-acre lot in one of Fairfield's most desirable neighborhoods. Located on a quiet, welcoming street whose entire length is lined with mature oak trees, the neighborhood is just moments from downtown shops, restaurants, top-rated schools,

  Elizabeth Steffen Higgins Group Bedford Square

  179 Lawrence Rd, Fairfield, CT 06824
• 

  

  /24

  $650,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,109 Sq Ft

  36 North St, Trumbull, CT 06611

  Tucked away on a private, oversized lot (2.8 acres) in the highly sought-after Nichols neighborhood, this hidden gem offers over 2000 square feet of bright and inviting living space. Set back from the street and surrounded by mature trees, the home provides a peaceful, "in-the-woods" feel while still being conveniently located near schools, shopping, parks, library and all major routes. Inside,

  Danielle Smith William Raveis Real Estate

  36 North St, Trumbull, CT 06611
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  /8

  $389,900

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

  56 Peet St, Bridgeport, CT 06606

  North end Cape -Bring youir creative ideas to decorate and update this cute cape, needing some TLC. Poised on corner lot, 3 br , erat in kitchen with large deck, hardwood wood florrs through out and garage under house. Lots of storage on upper level in eaves On busline and close to major shopping and transportation.

  Cynthia Gennarini Town & Country Investments

  56 Peet St, Bridgeport, CT 06606
• 

  

  /35

  $330,000

  • 3 Beds
  • 1.5 Baths
  • 1,397 Sq Ft

  337 Jewett Ave, Bridgeport, CT 06606

  North End Brick Cape which has so much opportunity is here diamond in the rough. You can turn it into your dream with your touches. Close to everything, schools, dining, parks, major transportation, I 95, Merritt Parkway. Brick home with a nice layout. This has living room with fireplace, dining room, eat in kitchen, family room with sliders to a deck, full and half bath, bedroom all on first

  Teresa Bennett eXp Realty

  337 Jewett Ave, Bridgeport, CT 06606
• 

  

  /19

  $90,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  347 Iranistan Ave, Bridgeport, CT 06604

  Have you always wanted to live by the water? Now is your chance! Charming Cape style Townhome with large eat-in tiled floor kitchen and pantry, Living room with bay window, dining room, spiral staircase, tile bath, 2 bedroom end unit, fenced patio, appliances are in as is condition, hardwood throughout, needs some updates, walk or ride your bike to Beach and Park, full basement with hatchway.

  Barbara Whelan Coldwell Banker Realty

  347 Iranistan Ave, Bridgeport, CT 06604
• 

  

  /38

  $1,877,000

  Open Sat 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 4,352 Sq Ft

  1960 North St, Fairfield, CT 06824

  This timeless colonial sits beautifully behind a long sweep of native New England stone wall that Greenfield Hill is known for. Fully renovated and expanded in 2010, every decision was made with intention: preserve the home's classic character while creating the open, connected spaces today's lifestyle demands. Rooms that flow and breathe, quality millwork and molding details, and hardware and

  Linda Blackwell Houlihan Lawrence

  1960 North St, Fairfield, CT 06824
• 

  

  /36

  $6,499,000

  Open Sat 1PM - 4PM

  • 5 Beds
  • 7 Baths
  • 6,189 Sq Ft

  775 Sasco Hill Rd, Fairfield, CT 06824

  775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully

  Suzy Ryan William Raveis Real Estate

  775 Sasco Hill Rd, Fairfield, CT 06824
• 

  

  /40

  $4,300,000

  • 6 Beds
  • 7 Baths
  • 7,170 Sq Ft

  129 Quarter Horse Ln, Fairfield, CT 06824

  Tucked away on a quiet cul-de-sac in the heart of Greenfield Hill,this exceptional 7,100-sqft estate is set on two meticulously landscaped acres,offering a rare blend of timeless elegance & modern luxury.A sweeping two-tiered bluestone terrace frames the stunning 20'x40' heated gunite pool,creating a private outdoor sanctuary designed for both relaxation & grand-scale entertaining.Completely

  Julie Vanderblue Higgins Group Real Estate

  129 Quarter Horse Ln, Fairfield, CT 06824
• 

  

  /36

  $649,900

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  240 Cedarhurst Ln, Milford, CT 06461

  Nestled on a beautiful, level 0.80-acre lot in one of Milford's most sought-after North of the Post Road neighborhoods, this sprawling 3-bedroom, 2-bath ranch offers 1,708 square feet of comfortable living space and endless potential to make it your own. Designed for both everyday living and effortless entertaining, the sun-filled floor plan begins with a welcoming living room featuring hardwood

  Stephanie Ellison Ellison Homes Real Estate

  240 Cedarhurst Ln, Milford, CT 06461
• 

  

  /35

  $664,900

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  9 Academy Rd, Trumbull, CT 06611

  Beautifully updated 3-bedroom, 2-bath home located on a quiet double cul-de-sac in the highly desirable Daniels Farm School District. Just minutes from Indian Ledge Park with scenic trails and playgrounds, this move-in ready home offers comfort, style, and flexibility. The bright living room features a wood-burning fireplace and abundant natural light. The main level includes a spacious lounge

  Sandy Strickling Sky Realty Group

  9 Academy Rd, Trumbull, CT 06611
• 

  

  /26

  $1,649,000

  • 4 Beds
  • 6 Baths
  • 5,717 Sq Ft

  23 Aldo Dr, Woodbridge, CT 06525

  Set at the end of a tranquil cul-de-sac, this distinguished 4-bedroom, 6-bath Colonial offers refined elegance, exceptional craftsmanship, and a rare sense of privacy. A dramatic living room welcomes you with coffered ceilings, oversized windows, a sophisticated home theater system, and one of two beautifully appointed fireplaces-creating an ideal setting for both grand-scale entertaining and

  Sam Galatas Sam Galatas

  23 Aldo Dr, Woodbridge, CT 06525
• 

  

  /40

  $1,000,000

  • 7 Beds
  • 5 Baths
  • 7,715 Sq Ft

  1365 E Main St, Bridgeport, CT 06608

  Prime Mixed-Use Investment Opportunity in Bridgeport's East End. Investors take notice! Do not miss this exceptional income-generating opportunity located in the heart of the East End. This versatile mixed-use property offers immediate multi-stream revenue potential, featuring three residential apartments, a commercial storefront, and a detached 3-car garage capable of generating additional

  Brethela Love J & S Realty Services, LLC

  1365 E Main St, Bridgeport, CT 06608
• 

  

  /12

  $559,900

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft

  403 Indian Ave, Bridgeport, CT 06606

  Nicely maintained 2 family with plenty of off street parking and a large back yard. Hardwood floor and modern updates. Close to major transportation hub and shopping centers. Great affordable investment opportunity.

  Brian Gee Brian Gee Real Estate LLC

  403 Indian Ave, Bridgeport, CT 06606
• 

  

  /19

  $485,000

  Open Sat 11AM - 2PM

  • 2 Beds
  • 1 Bath
  • 1,212 Sq Ft

  22 Country Ln, Trumbull, CT 06611

  Located within minutes of Town, Shopping and Merritt Pkwy, this vintage 6RM CAPE combines Charm with Convenience! HDWD floors accent Living RM w/fplc, Dining RM and 2 BRS on MAIN Level. A 4-Season Sunroom provides additional space for Den or Office. The 2nd Floor bonus room is perfect for overflow guests! Enjoy the large backyard and patio for outside entertaining. 22 Country Lane makes a

  Carol McCullough Berkshire Hathaway NE Prop.

  22 Country Ln, Trumbull, CT 06611
• 

  

  /16

  $169,000

  • 1 Bed
  • 1 Bath
  • 604 Sq Ft

  2370 North Ave Unit 4C, Bridgeport, CT 06604

  Welcome to The Regency, where comfort, simplicity, and convenience come together in Bridgeport's desirable Brooklawn neighborhood. This bright and well-maintained one-bedroom condo offers an easy, low-maintenance lifestyle with a layout that feels open and inviting from the moment you step inside. Natural light fills the spacious living and dining area, complemented by hardwood floors and a

  Shane Mason-Fryer KW Legacy Partners

  2370 North Ave Unit 4C, Bridgeport, CT 06604
• 

  

  /37

  $1,249,000

  • 3 Beds
  • 3.5 Baths
  • 4,830 Sq Ft

  34 Canoe Brook Rd, Trumbull, CT 06611

  Nestled directly across from the peaceful, tree-lined shores of Canoe Brook Lake, this exceptional home offers nearly 5,000 square feet of luxurious, light-filled living with lovely water views from multiple vantage points.The main floor features an expansive, flowing open-concept kitchen, dining, and living area designed for effortless entertaining and everyday enjoyment. Soaring windows and

  Betsy Banks William Raveis Real Estate

  34 Canoe Brook Rd, Trumbull, CT 06611
• 

  

  /31

  $199,999

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  15 Cherry Hill Dr Unit 2A, Bridgeport, CT 06606

  Did you sell your house and looking to downsize into a beautiful completely updated condo in a well kept complex? Then, this is perfect. CASH AND OWNER-OCCUPANCY ONLY: Immaculately maintained and fully renovated second-floor two-bedroom ranch-style condo in a quiet, well-kept Upper North End complex near the Trumbull line and Sacred Heart University, featuring brand-new sheetrock, plumbing,

  Lucy Larracuente-Johnson Larracuente & Johnson Realty, LLC

  15 Cherry Hill Dr Unit 2A, Bridgeport, CT 06606
• 

  

  /22

  $359,900

  • 3 Beds
  • 1.5 Baths
  • 1,851 Sq Ft

  205 S Main St, Seymour, CT 06483

  Beautifully maintained and full of charm, 3-bedroom, 1.5-bath Cape-style single-family home with garage in Seymour offers comfort, functionality, and timeless appeal. Featuring gleaming hardwood floors throughout much of the home and newer windows that provide abundant natural light and improved energy efficiency, this inviting property is ready for its next owner. A spacious layout offers

  John Rodican All Connecticut Realty

  205 S Main St, Seymour, CT 06483
• 

  

  /40

  $2,999,000

  Open Sat 1PM - 3PM

  • 5 Beds
  • 7 Baths
  • 7,317 Sq Ft

  3080 Sturges Hwy, Westport, CT 06880

  Welcome to 3080 Sturges - set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by soaring ceilings,

  Ryan Sullivan Berkshire Hathaway NE Prop.

  3080 Sturges Hwy, Westport, CT 06880

Showing Results 121 - 160, Page 4 of 18