Homes for Sale near Fairfield College Preparatory

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  /36

  $708,000

  • 4 Beds
  • 3.5 Baths
  • 2,268 Sq Ft

  42 Fairway Green, Fairfield, CT 06825

  Nestled on a quiet cul-de-sac, this charming Colonial-style home offers nearly 2,300 square feet of above-grade living space, featuring 4 sizeable bedrooms and 3.5 bathrooms. Step inside to find a functional and inviting layout. The entryway flows seamlessly into the eat-in kitchen, where vinyl flooring extends throughout, offering plenty of potential for updates to make it your own. The

  Matthew Hyde William Raveis Real Estate

  42 Fairway Green, Fairfield, CT 06825
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  /40

  $4,375,000

  • 6 Beds
  • 11 Baths
  • 10,414 Sq Ft

  5 Boxwood Ln, Westport, CT 06880

  Refined living awaits on Boxwood Lane, a prime Hunt Club cul-de-sac featuring tranquil private entrances to stately colonial style homes. From its cobblestone-lined, semi-circular driveway to the backyard pool and bluestone patio oasis, the grounds of 5 Boxwood Lane are simply spectacular. The home itself stands apart, meticulously designed with exquisite details and custom amenities. Four

  Karen Scott Compass Connecticut, LLC

  5 Boxwood Ln, Westport, CT 06880
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  /12

  $500,000

  • 3 Beds
  • 1.5 Baths
  • 1,967 Sq Ft

  866 Merritt St, Bridgeport, CT 06606

  Come see this spacious Colonial situated on a corner lot with two car detached garage. This house is beaming with potential! Living room with fireplace, eat in kitchen with an abundance of cabinetry, three spacious bed rooms and one full and one half baths. This house is located in a sought after area close to Sacred Heart University and many local businesses it is in need of some tender love and

  Rosania Melo Century 21 Scala Group

  866 Merritt St, Bridgeport, CT 06606
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  /10

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,460 Sq Ft

  500 Dewey St, Bridgeport, CT 06605

  Please DO NOT DISTURB the occupant. Contact with occupants is prohibited. Opportunity to own a charming colonial-style home constructed in 1937. Offering over 1,400 square feet of living space, features 3 bedrooms and 1 full bathroom. This property includes the added benefit of off-street parking, ensuring ease and accessibility. Step outside into your own private fenced backyard ideal for family

  Jonathan Gineo Silver and Oak Realty

  500 Dewey St, Bridgeport, CT 06605
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  /37

  $3,599,000

  • 6 Beds
  • 5 Baths
  • 3,961 Sq Ft

  320 Pine Creek Ave, Fairfield, CT 06824

  Direct Waterfront Home with Separate 2BR Cottage, LI Sound views, large dock and spectacular sunsets. #320 (Main House) is 3129 sf, 100 percent FEMA compliant and was completely renovated in 2018. This perfect beach home is a light filled 4BR/4Bath, waterfront dream with direct access to both the LI Sound and Pine Creek. Expansive windows and open floor plan allow natural light to flow seamlessly

  Deirdre Andreoli Compass Connecticut, LLC

  320 Pine Creek Ave, Fairfield, CT 06824
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  /7

  $1,590,000

  • Land
  • 0.77 Acre
  • $2,064,935 per Acre

  4942,49 Main St, Bridgeport, CT 06606

  Owner/Broker Redevelopment opportunity. Four parcels to be sold as a package. The addresses are 4942 and 4934 Main Street,10 and 12 Ochsner Place.The front properties are zoned Rx1 and the back house, which has fire damage is zoned RA. The total parcel is .77 of an acre. Potential uses could be offices, apartments. Owner has preliminary plans for 42 One bedroom apartments with 34 car parking

  Mark Greengarden Coldwell Banker Realty

  4942,49 Main St, Bridgeport, CT 06606
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  /28

  $749,900

  • 6 Beds
  • 3 Baths
  • 2,941 Sq Ft

  560 Garfield Ave Unit 562, Bridgeport, CT 06606

  Discover a prime investment with this low-maintenance multi-family home, generating a steady annual income of $70,800. Nestled in the quiet, desirable and sought-after North End, this property offers great potential for increased rental income, as current rents are below market value. 560 Garfield Avenue offers 7 bedrooms, 4 full baths, each unit featuring a nicely sized kitchen with dining area,

  Mariana DaSilva William Raveis Real Estate

  560 Garfield Ave Unit 562, Bridgeport, CT 06606
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  /40

  $2,599,000

  • 11 Beds
  • 10 Baths
  • 15,118 Sq Ft

  124 Old Battery Rd, Bridgeport, CT 06605

  A very special Fairfield County Connecticut Gold Coast mansion at St. Mary's-by-the-Sea and Long Island Sound. Experience The Chimneys, an architectural gem designed by Charles Wellington Walker in 1928. This Georgian Revival home won America's Finest Home Award in 2015. The 54-foot Grand Hall features a sweeping staircase with hand-wrought iron balustrades. Eleven artful fireplaces add warmth

  Gail Robinson William Raveis Real Estate

  124 Old Battery Rd, Bridgeport, CT 06605
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  /14

  $190,000

  • 1 Bed
  • 1 Bath
  • 825 Sq Ft

  50 Greenhouse Rd Unit 33C, Bridgeport, CT 06606

  WELCOME TO THIS SPACIOUS AND MOVE-IN READY ONE-BEDROOM CONDO LOCATED IN A CONVENIENT AND DESIRABLE NEIGHBORHOOD. THIS WELL-MAINTAINED HOME OFFERS A GREAT COMBINATION OF COMFORT AND STYLE, FEATURING A BEAUTIFULLY REMODELED KITCHEN WITH MODERN APPLIANCES AND AMPLE CABINET SPACE. THE OPEN FLOOR PLAN FLOWS SEAMLESSLY FROM THE LIVING ROOM TO THE KITCHEN, THE BEDROOM IS SPACIOUS AND OFFERS PLENTY OF

  Charles Scott Tri-State Realty

  50 Greenhouse Rd Unit 33C, Bridgeport, CT 06606
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  /8

  $639,900

  • 6 Beds
  • 3 Baths
  • 2,968 Sq Ft

  Unlisted Address

  This well-maintained 3-family home at 610 Hawley Avenue offers a prime investment opportunity or a comfortable owner-occupied residence. Situated in the desirable Brooklawn neighborhood, the property is conveniently located near St. Vincent's Hospital and public transportation, providing easy access to local amenities and commuter routes. This property is ideal for investors seeking steady

  Ana Pena William Raveis Real Estate

  Unlisted Address
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  /40

  $1,999,991

  • 4 Beds
  • 4.5 Baths
  • 5,737 Sq Ft

  215 Paddock Hill Ln, Fairfield, CT 06824

  Paddock Hill Manor is a stunning French Colonial home on 2.03 lush-green acres in the area's pre-eminent gated community, The Ridge. Majestically located on a quiet cul-de-sac steps from Patterson Country Club Golf C. The home blends grandeur and sophistication for entertaining and daily living. Natural light floods the newly painted interiors and refinished hardwood flrs. The grand two-story

  Sholeh Janati Weinbaum Higgins Group Bedford Square

  215 Paddock Hill Ln, Fairfield, CT 06824
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  /39

  $10,250,000

  • 6 Beds
  • 9 Baths
  • 5,920 Sq Ft

  828 Sasco Hill Rd, Fairfield, CT 06824

  "Pebbles" | Iconic Sasco Hill Estate Timeless Design. Storied Past. Unrivaled Views. A distinguished Georgian Revival estate set on nearly 3 acres, the largest lot along this coveted stretch of Sasco Hill. With sweeping, unobstructed views of the Country Club of Fairfield, Southport Harbor, Long Island Sound, and the Manhattan skyline, this iconic property offers an extraordinary blend of

  Wendy Ryan Brown Harris Stevens

  828 Sasco Hill Rd, Fairfield, CT 06824
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  /36

  $529,000

  • 8 Beds
  • 2 Baths
  • 2,385 Sq Ft

  369 Park St, Bridgeport, CT 06608

  Spacious Single-Family Home with Multi-Generational Potential & Modern Updates Discover this inviting 2,358 sq. ft. 10 rooms single-family home, offering a perfect blend of comfort and convenience. The main level features a bright living room, a vaulted dining room, and an eat-in kitchen equipped with stainless steel appliances and updated cabinets, making it a stylish and functional space for

  Elizabeth Anderson Realty ONE Group Connect

  369 Park St, Bridgeport, CT 06608
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  /17

  $195,000

  • 2 Beds
  • 1 Bath
  • 754 Sq Ft

  325 Lafayette St Unit 1302, Bridgeport, CT 06604

  2 Bed, 2 Bath Loft Condo in Gated Community - Lofts on LafayetteStep into this stunning 2-bed, 1-bath loft condo at Lofts on Lafayette, where industrial charm meets modern convenience. Featuring an open floor plan, this unique space is defined by exposed brick, wood beams, & soaring 10+ ft ceilings, creating an airy & inviting atmosphere. The beautifully refinished hardwood floors run throughout,

  Andrei Balaj Higgins Group Real Estate

  325 Lafayette St Unit 1302, Bridgeport, CT 06604
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  /17

  $99,900

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  35 Sims St, Bridgeport, CT 06604

  Nestled in the historic seaside village, this 2-bedroom, 1-bathroom coop offers a rare opportunity for homeownership just a short walk from the beach. With a private backyard, this unit provides a unique outdoor retreat-perfect for enjoying fresh coastal air, container gardening, or simply unwinding. Lower level includes storage space and washer dryer hookup. Residents enjoy access to a

  Samuel Ham Real Broker CT, LLC

  35 Sims St, Bridgeport, CT 06604
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  /15

  $209,900

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  81 Cherry Hill Dr Unit 1B, Bridgeport, CT 06606

  REDUCE,REDUCE,REDUCE for fast sell, Beautiful Condo, Ranch Styles 2 BR 1 Bath at North End Bridgeport, location right of Madison Avenue. This complex is surrounded by mature shrubs and located on a pretty tree-lined street giving the condo an open feeling. The future of the unit, when you get in at the unit, you can see Big living room with nice and clean hardwood floor. The eat-in kitchen is

  Flamur Canaj Coldwell Banker Realty

  81 Cherry Hill Dr Unit 1B, Bridgeport, CT 06606
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  /15

  $254,900

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  2996 Madison Ave Unit A, Bridgeport, CT 06606

  Welcome to this beautiful and well maintained condo located in the desirable North end of Bridgeport. This unit has both convenience and tranquility. Situated within walking distance to public transportation, 1.4 miles from the Trumbull shopping mall, 2.1 Miles from St. Vincent's medical hospital and just 1.3 miles from Sacred Heart University, this is the perfect property for any investor

  Leondra Amin CB Country to Coast Realty

  2996 Madison Ave Unit A, Bridgeport, CT 06606
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  /40

  $2,649,000

  • 4 Beds
  • 4.5 Baths
  • 6,600 Sq Ft

  342 Greens Farms Rd, Westport, CT 06880

  Calling all renovators, designers, and discerning buyers seeking an extraordinary Westport estate. Opportunity awaits at 342 Greens Farms Road, set on 2.02 lush acres just steps from Connecticut's Gold Coast. This 1861 Victorian home, complemented by a thoughtful, high-quality 2008 rear addition, features over 6600 square feet of living space with Audubon Society land bordering the rear and side.

  Adrienne Durkin Compass Connecticut, LLC

  342 Greens Farms Rd, Westport, CT 06880
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  /13

  $399,000

  • 4 Beds
  • 2 Baths
  • 1,425 Sq Ft

  127 Jones Ave, Bridgeport, CT 06604

  Excellent investment opportunity or an ideal owner-occupied residence. Each unit features spacious layouts, modern upgrades, and thoughtful design, ensuring comfort and functionality. The property boasts separate utilities, a private backyard, and ample parking, adding to its appeal. Conveniently located near schools, shopping, public transportation, and major highways, this home provides both

  Oswaldo Torres Las Americas Real Estate

  127 Jones Ave, Bridgeport, CT 06604
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  /11

  $375,000

  • Land
  • 2.90 Acres
  • $129,310 per Acre

  18 Hunt Ln, Weston, CT 06883

  Approximately 2.90 acres of undeveloped land located in a desirable residential area, overlooking the beautiful Aspetuck River. A mixture of mature trees and open space provides a natural setting for buyers to build their dream home. The lot provides access to local amenities, including shopping, dining, and recreational opportunities. This tranquil setting presents an excellent opportunity for

  Barbara Zaccagnini Coldwell Banker Realty

  18 Hunt Ln, Weston, CT 06883
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  /22

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  160 Fairfield Woods Rd Unit 2, Fairfield, CT 06825

  Nestled in a sought-after community, this charming townhouse offers the perfect blend of convenience and comfort. Ideally located near two universities, grocery stores, shopping, restaurants, town beaches, and with easy access to major highways, this home is perfect for those looking for both accessibility and a peaceful setting. The first floor features a well-appointed kitchen that flows into a

  Katerina Hendrickson Coldwell Banker Realty

  160 Fairfield Woods Rd Unit 2, Fairfield, CT 06825
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  /22

  $699,900

  • 9 Beds
  • 3 Baths
  • 3,318 Sq Ft

  724 Capitol Ave Unit 726, Bridgeport, CT 06606

  Investor welcome come see this well maintained legal two family home with finished attic. Unit 1 offers five rooms, three bedrooms, one full bath, Unit 2 offers 10 rooms, 8 bedrooms, one full bath, large windows, good sized rooms, hardwood flooring throughout, driveway that accommodates up to five cars. Walkable distance to many local businesses, Grocery stores, pharmacy, restaurants, shopping &

  Rosania Melo Century 21 Scala Group

  724 Capitol Ave Unit 726, Bridgeport, CT 06606
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  /28

  $615,000

  • 6 Beds
  • 2 Baths
  • 2,805 Sq Ft

  580 Shelton St, Bridgeport, CT 06608

  Come see this well maintained two family investment opportunity! Unit 1 with four good sized rooms, Livingroom, eat in kitchen, Unit two with two bedrooms, one full bath, Eat in kitchen, and accesses finished attic for more useable space with 5 huge detached garage. Located close to the restaurants, groceries, bus line in walking distance. I-95 North & South. Don't miss this property in this

  Rosania Melo Century 21 Scala Group

  580 Shelton St, Bridgeport, CT 06608
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  /27

  $495,000

  • 5 Beds
  • 2 Baths
  • 2,126 Sq Ft

  738 Platt St, Bridgeport, CT 06606

  North End Location... Beautiful Colonial very spacious, tons of natural light, 4 nice sized bedrooms on the upper level and additional bedroom on the main level, 2 full bathrooms, hard wood floors, Gorgeous kitchen with quarts counter tops and much more. Request your private tour today..

  Blanca Ponce Realty ONE Group Connect

  738 Platt St, Bridgeport, CT 06606
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  /5

  $499,000

  • 4 Beds
  • 3 Baths
  • 1,409 Sq Ft

  265 Vincellette St, Bridgeport, CT 06606

  Welcome to Bridgeport's North End! This beautiful and spacious four-bedroom, three-bath single-family home presents comfortable living in a sought-after area. Conveniently located near the Trumbull Mall, restaurants, libraries, and public transportation-this property has everything you need for an easy, vibrant lifestyle.

  Oswaldo Torres Las Americas Real Estate

  265 Vincellette St, Bridgeport, CT 06606
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  /39

  $1,495,000

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  785 Post Rd E Unit 102, Westport, CT 06880

  Located in the heart of Westport, The Gables of Westport presents a collection of eight luxury townhomes and five flats, offering the ease of in-town living with close proximity to Metro-North Train, Longshore Club and Park, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM Home, these residences boast open floor plans and

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 102, Westport, CT 06880
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  /38

  $2,100,000

  • 6 Beds
  • 4 Baths
  • 2,956 Sq Ft

  315 Nichols St, Bridgeport, CT 06608

  RARE 10 Unit portfolio between 2 recently upgraded properties with additional commercial business opportunity available for sale. The properties are located at 315 Nichols St #317, Bridgeport & 420-428 Pembroke St, Bridgeport. Each property is located on a corner lot ~ just across the street from each other for convenience. The portfolio consists of 8 residential apartments with 2 commercial

  Aileen O'Connell Coldwell Banker Realty

  315 Nichols St, Bridgeport, CT 06608
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  /40

  $599,900

  • 4 Beds
  • 1.5 Baths
  • 1,855 Sq Ft

  35 Querida St, Bridgeport, CT 06604

  WELCOME TO THIS BEAUTIFULLY MAINTAINED 4-BEDROOM COLONIAL, A TRUE GEM IN THE SOUGHT-AFTER NORTH END NEIGHBORHOOD OF BRIDGEPORT. THIS HOME FEATURES GLEAMING HARDWOOD FLOORS THROUGHOUT, ADDING WARMTH AND CHARACTER TO EVERY ROOM. EACH BEDROOM BOASTS SPACIOUS CLOSETS, OFFERING AMPLE STORAGE FOR ALL YOUR NEEDS. IN ADDITION TO THE FOUR BEDROOMS, THE HOME FEATURES A FLEXIBLE ROOM ON THE FIRST FLOOR THAT

  Charles Scott Tri-State Realty

  35 Querida St, Bridgeport, CT 06604
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  /6

  $390,000

  • Land
  • 2.00 Acres
  • $195,000 per Acre

  6 Fox Run Ln, Westport, CT 06880

  This secluded property in Westport, CT at 6 Fox Run Lane offers an opportunity to submit your desired dream home plans to Westport on this picturesque 2 acres of rare undeveloped land. The lot is nestled in a prestigious upscale neighborhood and offers a tranquil bucolic setting, and is surrounded by nature. The new owner may design a custom home to suit your family's needs and preferences

  Derek Greene Derek Greene

  6 Fox Run Ln, Westport, CT 06880
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  /35

  $4,300,000

  • 7 Beds
  • 5 Baths
  • 6,000 Sq Ft

  378 Penfield Rd, Fairfield, CT 06824

  Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

  Helene Salerno Preoh, LLC

  378 Penfield Rd, Fairfield, CT 06824
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  /37

  $4,300,000

  • 7 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  394 Penfield Rd, Fairfield, CT 06824

  Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

  Helene Salerno Preoh, LLC

  394 Penfield Rd, Fairfield, CT 06824
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  /38

  $25,000,000

  • 5 Beds
  • 5.5 Baths
  • 11,450 Sq Ft

  122 Beachside Ave, Westport, CT 06880

  A GOLD COAST opportunity: 6.6 acres of pristine estate living culminating at 400 ft of direct Long Island Sound waterfront.A winding drive from the famed Beachside Ave enclave leads past the tennis pavilion, through the shaded trees and into a cobblestone courtyard with fountain and perfectly manicured garden entry.Stepping through the front door, the striking view of blue water tops the lush

  Leslie Clarke Compass Connecticut, LLC

  122 Beachside Ave, Westport, CT 06880
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  /19

  $899,000

  • 14 Beds
  • 6 Baths
  • 11,114 Sq Ft

  387 Clinton Ave, Bridgeport, CT 06605

  INVESTORS TAKE NOTICE of this opportunity to own this 11,114 sq ft building with two amazing CASH Flow options. Zoning approved conversion to 15 units consisting a unit mix of 3 1beds and 12 Studios. also could easily have 10 one bedroom units. Possibilities are endless with this amazing opportunity. Also there is an option to Use existing building as a 20 unit rooming house .

  Edward Zislis Higgins Group Real Estate

  387 Clinton Ave, Bridgeport, CT 06605
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  /22

  $198,000

  • 1 Bed
  • 1 Bath
  • 911 Sq Ft

  2370 North Ave Unit 5A, Bridgeport, CT 06604

  Spacious 1-bedroom condo in sought-after Brooklawn, perfectly located near I-95! This 5th-floor gem boasts a bright, semi-open layout, a private balcony for relaxing, and a custom-designed closet. Enjoy the convenience of a 24-hour doorman, assigned parking, and on-site laundry. It's dog-friendly, too! Your dream condo awaits-schedule a tour today!

  Johan Tola Keller Williams Realty Group

  2370 North Ave Unit 5A, Bridgeport, CT 06604
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  /15

  $475,000

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

  86 Vanguard St, Bridgeport, CT 06606

  This recently renovated house is currently rented through May 31, 2026. On an oversized lot of more than 1/3 acre there is plenty to enjoy open space. If financing, please include an appraisal gap clause.

  Robert Rosenfeld Keller Williams Prestige Prop.

  86 Vanguard St, Bridgeport, CT 06606
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  /6

  $1,995,000

  • Land
  • 7 Acres
  • $285,000 per Acre

  1375 Westport Turnpike, Fairfield, CT 06824

  27+ acres of serene land along the Aspetuck River spreading between Fairfield and Weston. (7 acres in Fairfield). A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold

  Kim Tromba Keller Williams Realty

  1375 Westport Turnpike, Fairfield, CT 06824
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  /2

  $160,000

  • Land
  • 0.11 Acre
  • $1,454,545 per Acre

  511 Berkshire Ave, Bridgeport, CT 06608

  Come and check out this nice size lot with a road frontage of 36 feet by 125 feet long. Close to Bridgeport industrial zone. Please check with city of Bridgeport for potential uses. a purchaser is always responsible for conducting their own diligence to thoroughly investigate the lot and understand its condition, potential issues, and legal status before committing to a purchase.

  Ivana Pimenta Keller Williams Realty

  511 Berkshire Ave, Bridgeport, CT 06608
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  /9

  $794,999

  • 13 Beds
  • 4 Baths
  • 3,411 Sq Ft

  980 Pembroke St, Bridgeport, CT 06608

  Welcome to 980 Pembroke Street! This amazing four-family building has been recently renovated making it a fantastic opportunity. The top floors each have four-bedroom units with spacious brand new eat-in kitchens. Hard wood floors throughout, and modern bathrooms and ample parking. The first floors are currently occupied by tenants adding to the property's income potential. Whether you're

  Lisa Nussbaum Top Tier Realty Group, LLC

  980 Pembroke St, Bridgeport, CT 06608
• 

  

  /34

  $775,000

  • 8 Beds
  • 4 Baths
  • 4,956 Sq Ft

  60-62 Cedar St, Bridgeport, CT 06608

  Whether you're looking for an investment or looking for a place to call home either one can't fail with this versatile property located conveniently to I-95 just a few steps away. While you can move right in a few updates here and there could get top dollar for these spacious units with this big dollar improvement of a newer roof. Rare four family home with good income potential.

  Angel Torres Century 21 Scala Group

  60-62 Cedar St, Bridgeport, CT 06608
• 

  

  /21

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 2,620 Sq Ft

  40 Martha Place, Bridgeport, CT 06606

  "Welcome to 40 Martha Pl, a spacious and versatile 3-bedroom, 2.5-bath home located in Bridgeport's sought-after North End. This home features an ideal blend of comfort and flexibility, featuring a two-car garage and an in-law setup on the lower level-perfect for extended family or guests. Enjoy the convenience of nearby shopping, dining, and parks, along with easy access to major highways. With

  Kurt Jain NextHome Real Estate Services

  40 Martha Place, Bridgeport, CT 06606

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