Homes for Sale near Capital Prep Harbor Upper School

• 

  

  

  /28

  $258,000

  • 2 Beds
  • 1 Bath
  • 1,023 Sq Ft

  177 Kennedy Dr, Bridgeport, CT 06606

  Welcome to Candlelight Terrace in Bridgeport's sought-after North End. This move-in ready 2-bedroom condo offers 1,023 sq. ft. with an open-concept layout, abundant natural light, and a clean, modern feel, just minutes from the Fairfield line.The fully renovated kitchen features modern cabinetry, stainless steel appliances, and new solid-surface countertops. New engineered wood flooring, fresh

  Agi Zwierz William Raveis Real Estate

  177 Kennedy Dr, Bridgeport, CT 06606
• 

  

  

  /34

  $429,900

  • 3 Beds
  • 1.5 Baths
  • 1,389 Sq Ft

  2 Reeds Ln, Stratford, CT 06614

  This 3 bedroom 1.5 bath Colonial is located with in a short walk to Paradise Green. An over sized lot that abut Exchange park which has a basketball court and playground. 2 Reeds Lane has a closed in porch to enjoy morning coffee and a large living room with hardwood flooring. The eat-in kitchen and half bath/laundry room complete this level. The kitchen leads to a deck and access to the amazing

  Lisa Valenti Century 21 AllPoints Realty

  2 Reeds Ln, Stratford, CT 06614
• 

  

  /2

  $80,000

  • Land
  • 5,227 Sq Ft
  • $666,667 per Acre

  67 Lincoln Ave, Milford, CT 06460

  Massive opportunity to own land in highly desired town of Milford. Lot at the end of the street. Minutes away from shopping, dining, and schools. Easy access to major highways. Buyers to do their own research.

  Mike Tarantino West Shore Realty

  67 Lincoln Ave, Milford, CT 06460
• 

  

  

  /4

  $1,350,000

  • Land
  • 1.96 Acres
  • $688,776 per Acre

  2643 Easton Turnpike, Fairfield, CT 06825

  This is a 1.96 acre parcel of land zoned R-3 that includes an 1,800 sf two story, eight room, three bedroom house that was built in 1924. It is currently rented for $4,000 per month. The roof is about ten years old. There is an 85+/- foot strip of land that runs along the northerly border of this property that has power lines running through it. An area of wetlands also exists, which is primarily

  Stephen Hodson Hodson Realty, Inc.

  2643 Easton Turnpike, Fairfield, CT 06825
• 

  

  

  /15

  $780,000

  • 10 Beds
  • 4 Baths
  • 2,999 Sq Ft

  120 Milne St Unit 122, Bridgeport, CT 06604

  Excellent investment opportunity at 120 Milne Street. This well-maintained four-unit multifamily property features spacious two-bedroom units, offering a highly desirable layout for tenants and strong rental demand in the area. Two of the units are currently empty and newly renovated, providing a great opportunity for an investor to place tenants at current market rents or for a homebuyer to live

  Aharon Cowen Roundtree Realty LLC

  120 Milne St Unit 122, Bridgeport, CT 06604
• 

  

  /17

  $480,000

  • 5 Beds
  • 1.5 Baths
  • 2,226 Sq Ft

  133 E Eaton St, Bridgeport, CT 06604

  Welcome to 133 East Eaton Street, a charming and well-maintained home nestled in the north End of Bridgeport, just few minutes away from Sacred Heart University. This inviting property offers a perfect blend of comfort, functionality, and value-ideal for homeowners and investors alike. Step inside to discover a bright and spacious layout featuring generously sized bedrooms, a welcoming living

  JEAN-PAUL JEAN-LOUIS One 11 Realty

  133 E Eaton St, Bridgeport, CT 06604
• 

  

  /21

  $789,000

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  37 Biro St, Fairfield, CT 06825

  Well-maintained two-family home in desirable Fairfield. Both units feature brand-new appliances and separate in-unit laundry, offering convenience and efficiency for owners or tenants. The roof is approximately 6 years old, and furnaces are about 10 years old, providing peace of mind and reduced capital expenses. Ideal for owner-occupants or investors seeking a solid multi-family property with

  Carlos Ventura Ventura Group Realty LLC

  37 Biro St, Fairfield, CT 06825
• 

  

  /31

  $659,000

  • 9 Beds
  • 3 Baths
  • 3,236 Sq Ft

  43 Elmwood Ave Unit 45, Bridgeport, CT 06605

  Solid three-family home featuring three bedrooms in each unit. This well-maintained property has been owned and cared for by the same owner for over 25 years. Recent upgrades within the last five years include a new asphalt shingle roof, updated exterior siding, and upgraded mechanicals, including gas furnaces and hot water heaters. All three units have been freshly painted, with updated kitchens

  Jennifer Capozziello Coldwell Banker Realty

  43 Elmwood Ave Unit 45, Bridgeport, CT 06605
• 

  

  /40

  $3,300,000

  • 6 Beds
  • 8 Baths
  • 6,214 Sq Ft

  750 Burr St, Fairfield, CT 06824

  No need to journey to the South of France...this extraordinary estate brings European romance & luxury to coveted Fairfield, CT. Beyond grand gates lies a private world where beauty, security, & serenity exist in perfect harmony. Magazine-worthy grounds define the estate, featuring a gorgeous pool, spectacular CA Redwood Pool House w/ full kitchen, covered entertaining spaces, mature gardens,

  Julie Vanderblue Higgins Group Real Estate

  750 Burr St, Fairfield, CT 06824
• 

  

  /22

  $1,400,000

  • 6 Beds
  • 4 Baths
  • 4,485 Sq Ft

  135 Grace St, Fairfield, CT 06825

  Tucked away at the end of a quiet dead-end street, this beautifully maintained property consists of two half duplex units, offering in each approximately 1,950 square feet of thoughtfully designed, open-concept living space - perfect for both everyday living and entertaining. The property features a spacious, private fenced-in yard, ideal for outdoor gatherings, or simply relaxing in your own

  Matt Lahey Higgins Group Real Estate

  135 Grace St, Fairfield, CT 06825
• 

  

  /36

  $459,900

  • 3 Beds
  • 1.5 Baths
  • 1,605 Sq Ft

  3922 Main St, Stratford, CT 06614

  Stately Tudor colonial located just above Paradise Green with lots of charm throughout. Entry foyer with French door leads to large living room with fireplace with door to covered side porch. Formal dining room with double French doors. Eat in kitchen with updated flooring and refrigerator. Three ample bedrooms and two of them have walk in closets. Walk up attic on top floor with great potential

  Janet Warren William Raveis Real Estate

  3922 Main St, Stratford, CT 06614
• 

  /2

  $25,000

  • 51 Sq Ft

  0 Harbour View Place Unit BS25, Stratford, CT 06615

  Offering complete access to the Long Island Sound, this boat slip is in a prime location awaiting your arrival. It has a depth of 3 1/2 feet at low tide and can accommodate up to a 38-foot boat. Stationed at the mouth of the Housatonic River, this boat slip offers electricity and water at the dock, an on-dock storage bin, and access to the condo's clubhouse restrooms, which feature showers and

  Marissa Papa Preston Gray Real Estate

  0 Harbour View Place Unit BS25, Stratford, CT 06615
• 

  

  /10

  $365,000

  • 5 Beds
  • 2.5 Baths
  • 2,310 Sq Ft

  48 Opal St, Milford, CT 06461

  Spacious Cape Cod-style home offering approximately 2,300 sq ft of living space, ready for your vision and updates. This property features a flexible layout with a main level that includes a full kitchen, living room, three bedrooms, and a full bathroom. The upper level offers an in-law suite setup with private access, including a separate staircase from the mudroom/side entrance-ideal for

  Ethan Maddalena Berkshire Hathaway NE Prop.

  48 Opal St, Milford, CT 06461
• 

  

  /9

  $375,000

  • Land
  • 12,632 Sq Ft
  • $1,293,103 per Acre

  37 8th Ave, Milford, CT 06460

  True opportunity in a very sought after beach community in town. Enjoy a true slice of paradise with a potential second and third floor ocean view. You get the best of both worlds, an elevated tranquil lot with breathtaking wilderness and a quick walk to a privately gated beach. You will be amazed how peaceful and secluded the neighborhood is all the while being very close to the highway to make

  Mitchell Delancy LAER Realty Partners

  37 8th Ave, Milford, CT 06460
• 

  

  /25

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft

  70 Orange St, Stratford, CT 06615

  Welcome to a charming home full of potential and ready for your personal touch! This property offers a solid layout with spacious living areas, abundant natural light, and a comfortable flow perfect for everyday living. The home features generously sized bedrooms, a functional kitchen, and classic details throughout, and presents a great opportunity to customize and modernize to your own taste.

  Marcia Lopez eXp Realty

  70 Orange St, Stratford, CT 06615
• 

  

  /39

  $479,900 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  34 Terrill Rd, Stratford, CT 06614

  Nestled in the highly sought-after Paradise Green neighborhood of Stratford, on one of the nicest streets in town...this charming Cape home offers a perfect blend of classic character & modern comfort. Thoughtfully designed & beautifully maintained, the home welcomes you through a gracious front foyer that sets the tone for the warmth and comfort throughout. The main living spaces are both

  Stacy Pfannkuch Century 21 AllPoints Realty

  34 Terrill Rd, Stratford, CT 06614
• 

  

  /17

  $249,999

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft

  25 Cartright St Unit 7E, Bridgeport, CT 06604

  Stunning end unit 2-bedroom, 2-bath condo located in the desirable Brooklawn area of Bridgeport near the Fairfield line. This spacious 1,363 sq ft 7th-floor unit features wood flooring throughout and a bright, open-concept living and dining area. Enjoy treetop views from your private balcony. The unit offers an updated kitchen and bathrooms, a large primary suite with full bath, and generous

  Sasha Iyamu ERIS, LLC

  25 Cartright St Unit 7E, Bridgeport, CT 06604
• 

  

  /3

  $1,699,000 New Construction

  • 4 Beds
  • 4 Baths
  • 3,700 Sq Ft

  217 Fairland Dr, Fairfield, CT 06825

  This stunning 3,700 square foot new construction Colonial features 4 spacious bedrooms and 4 full baths. The home is thoughtfully designed for today's lifestyle. The open-concept kitchen boasts a large quartz center island and flows seamlessly into the eating area and dramatic cathedral-ceiling family room. The primary suite is a true retreat, featuring cathedral ceilings, oversized walk-in

  Madeline O'Shea Coldwell Banker Realty

  217 Fairland Dr, Fairfield, CT 06825
• 

  

  /25

  $650,000

  • 6 Beds
  • 3 Baths
  • 3,183 Sq Ft

  98-100 Carroll Ave, Bridgeport, CT 06607

  Discover this nicely maintain 3 family house located minutes away from Steelpointe Harbor. The first and second floor features a living room, dining room, two bedrooms with bath. The third floor has one bedroom and bath. Whether you're an investor looking to add to your portfolio or owner occupant this multi family is for you. Sold as-is. Tenant occupied. Second floor tenant will moved out upon

  Velma Taylor Jason Mitchell Real Estate Connecticut LLC

  98-100 Carroll Ave, Bridgeport, CT 06607
• 

  

  /24

  $264,900

  • 3 Beds
  • 1 Bath
  • 1,031 Sq Ft

  1735 Central Ave, Bridgeport, CT 06610

  Welcome to this charming brick townhouse! The bright living room flows into a cozy eat-in kitchen. It features three bedrooms and one bathroom, with hardwood floors throughout. Outside, you'll discover a fenced-in backyard, perfect for play area.

  Katiria Chiluisa RE/MAX Right Choice

  1735 Central Ave, Bridgeport, CT 06610
• 

  

  /3

  $575,000

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

  664-666 Iranistan Ave, Bridgeport, CT 06605

  Great Potencial two-family home offerings an exceptional opportunity for both investors and owner-occupants alike. Whether you're seeking to live in one unit while generating rental income from the other or expanding your investment portfolio. This versatile property features two spacious units each consisting of 2 bedrooms and 1 full bathroom with beatiful hardwood floors throughout.A finished

  Angela Nieto US Asset Realty

  664-666 Iranistan Ave, Bridgeport, CT 06605
• 

  

  /7

  $725,000

  • 5 Beds
  • 3 Baths
  • 2,483 Sq Ft

  855 Brewster St Unit 857, Bridgeport, CT 06605

  An incredible investment opportunity in a highly desirable Black Rock Neighborhood. This well maintained 3 Family property is perfect for investors or owner occupied. Ideally located within walking distance to the Fairfield Metro Train Station, shops and restaurants along Fairfield Ave. It's a short drive to I-95 and Downtown Fairfield and Black Rock Turnpike. This 3 Family home has 5 Bedrooms, 3

  Doug Munson Munson Real Estate

  855 Brewster St Unit 857, Bridgeport, CT 06605
• 

  

  /13

  $435,000

  • 4 Baths
  • 1,752 Sq Ft

  43-45 Granfield Ave, Bridgeport, CT 06610

  Fully Detached 4-Family with Value-Add Upside in Bridgeport Welcome to 43-45 Granfield Ave - a well-located, detached 4-family property offering major income potential. Each unit features a studio or junior 1-bedroom layout, with four total units in place. The property is currently generating income with all units occupied, and offers a clear path to increase rents to market rate. With a

  Lisa Nussbaum Top Tier Realty Group, LLC

  43-45 Granfield Ave, Bridgeport, CT 06610
• 

  

  /30

  $1,349,000 Open Sat 1:30PM - 3:30PM

  • 3 Beds
  • 3 Baths
  • 2,140 Sq Ft

  27 Brookdale Rd, Fairfield, CT 06824

  Turnkey, beautifully renovated & expanded...this home feels like NEW! This University home tucked away in one of the sweetest neighborhoods...so convenient to downtown, restaurants, train, beaches, shopping and walk to elementary, park, ballfield & pickleball. Featuring a flexible floor plan w/over 2,100 sq.ft. including 3 spacious bedrooms (main level option or office), 3 full designer

  Stacey DiDio Coldwell Banker Realty

  27 Brookdale Rd, Fairfield, CT 06824
• 

  

  /16

  $595,000

  • 8 Beds
  • 3 Baths
  • 2,888 Sq Ft

  Unlisted Address

  Fantastic 2 family with a finished attic addi,tional kitchen and bath plus bedroom, great for those in need of space or possible 3rd apartment. Home shows pride of ownership and has been lovingly maintained. Home sits high above Pequonnock river.

  WINSTON ORTEGA GT Properties

  Unlisted Address
• 

  

  /39

  $725,000

  • 7 Beds
  • 3 Baths
  • 2,387 Sq Ft

  695 Shelton St, Bridgeport, CT 06608

  Welcome to this exceptional multi-family property located in the desirable East Side of Bridgeport. Built in 2023, this modern residence presents a unique investment opportunity with its contemporary design. Each unit features spacious layouts, abundant natural light making it ideal for both tenants and owners. The property is conveniently situated near local amenities, schools, and public

  Oswaldo Torres Las Americas Real Estate

  695 Shelton St, Bridgeport, CT 06608
• 

  

  /35

  $749,900

  • 4 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  83 Florence Ave, Milford, CT 06460

  Better Than New - Stylish 4BR Colonial Built in 2019 Welcome home to this beautifully maintained, 4 Bedroom, 2.5 Bath Colonial offering 2,258 sq ft of thoughtfully designed living space. Perfectly situated on a quiet dead-end street, this home combines modern style, comfort, and convenience in one exceptional package.Step inside to a gracious foyer featuring custom moldings and a tastefully

  Stephanie Ellison Ellison Homes Real Estate

  83 Florence Ave, 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
• 

  

  /5

  $68,500

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  610 Wilmot Ave Unit 6, Bridgeport, CT 06607

  Enjoy this well-kept 2 bedroom, 1 bath ranch apartment-style co-op offering comfortable and convenient living. This home features an enclosed porch, perfect for use as an additional room ideal for a home office or laundry area. Enjoy added storage in the basement and the ease of maintenance-free living, with heat, hot water, and grounds upkeep included in the HOA. A great opportunity for

  Autumn Furlow Howard Hanna Rand Realty

  610 Wilmot Ave Unit 6, Bridgeport, CT 06607
• 

  

  /6

  $359,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  88 Avon St, Milford, CT 06461

  Nice colonial in Milford, close to shopping & restaurants. 3 Bedroom, 1.5 Baths, hardwood floors on 2nd floor. Under Carpets. Enjoy the summer going to area beaches. Convenient location. Property being Sold as is, inspections done for information only.

  David Smith Showcase Realty, Inc.

  88 Avon St, Milford, CT 06461
• 

  

  /36

  $559,900

  • 5 Beds
  • 2.5 Baths
  • 2,403 Sq Ft

  1036-1038 Maplewood Ave, Bridgeport, CT 06605

  Back on the market as of 04/14/2026. Renovated in 2025 this 2 family home features 11 Rooms, 5 Bedrooms, 2 Full & 1 Half Bathrooms. Apartment 1 features 5 Rooms, 2 Bedrooms, 1 Bathroom. Apartment 2 features 2 floors of living with 6 Rooms, 3 Bedrooms, 1 Full & 1 Half Bathroom. You are within a few minutes drive to everything including | 0.45 miles to I-95 | 0.5 miles to all major shopping | 1.1

  Paul Ferreira RE/MAX Right Choice

  1036-1038 Maplewood Ave, Bridgeport, CT 06605
• 

  

  /35

  $575,000

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

  65 Benton St, Fairfield, CT 06825

  ATTENTION ALL!! This is 3 level townhouse in mint condition. Shining hardwood floors,large open kitchen with granite counters,stainless appliances and dining area plus a spacious family room. This stylish home offers three bedrooms, two and a half updated baths with marble floors and a roomy private master suite. Two other bedrooms are bright and sunny w/ lots of natural light through the entire

  Juan Garcia Sunbelt Sales & Development

  65 Benton St, Fairfield, CT 06825
• 

  

  /16

  $1,699,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,420 Sq Ft

  50 Ocean Ave, Milford, CT 06460

  Custom new construction opportunity in a sought-after Milford Beach community, just a half block to the sandy shoreline. Designed with a refined Nantucket inspired aesthetic, this home will offer thoughtfully curated finishes and a layout that blends coastal elegance with modern living. The open concept design features light-filled living spaces with water views, creating a seamless connection to

  Laurie Quatrella Higgins Group Real Estate

  50 Ocean Ave, Milford, CT 06460
• 

  

  /22

  $375,000

  • 4 Beds
  • 1 Bath
  • 1,386 Sq Ft

  110 Wilkins Ave, Bridgeport, CT 06606

  Offered for the first time, this cherished family home presents an opportunity to own a solid property with exceptional bones and endless potential. Featuring many original finishes and fixtures, this 4-bedroom, 1-bath home is ready for your personal touch and creative vision. The home showcases classic mid-century details throughout, including distinctive Youngstown steel kitchen cabinets.

  Amanda Zorovich New Roots Realty

  110 Wilkins Ave, Bridgeport, CT 06606
• 

  

  /32

  $1,800,000

  • 6 Beds
  • 6.5 Baths
  • 3,897 Sq Ft

  622,644 Melville Ave, Fairfield, CT 06825

  The combination of 622 and 644 Melville Av, two adjacent properties which would provide an ideal setting for a very unique and rare opportunity for a very special family compound on a private acre of land. This package would include garages with 5 bays , inground pool and remodeled in-law apartment. Please refer to listings 24167602 and 24167599 for complete details. * 622 Melville Ave. was

  John Shea William Raveis Real Estate

  622,644 Melville Ave, Fairfield, CT 06825
• 

  

  /14

  $644,900

  • 6 Beds
  • 3 Baths
  • 2,582 Sq Ft

  23-25 Morgan Ave, Bridge Port, CT 06606

  This is an excellent opportunity for first-time buyers to live more affordably than renting. It's also a great investment opportunity. The property is conveniently located near shopping centers, restaurants, Boys and Girls clubs, and Central High School.

  Mitchell Stevenson William Raveis Real Estate

  23-25 Morgan Ave, Bridge Port, CT 06606
• 

  

  /6

  $575,000

  • 6 Beds
  • 2 Baths
  • 3,113 Sq Ft

  196 Park St, Bridgeport, CT 06608

  Come take a look at this well maintained multi. Each unit has 3 bedrooms 1 bath with plenty of space. Tenants are M to M good property for owner occupy or investment. Plenty of off-street parking with new asphalt driveway. Property being sold AS IS Condition and a Hubbard Clause attached seller is actively looking.

  Gregorio Santiago Weichert, Realtors-On The Mark

  196 Park St, Bridgeport, CT 06608
• 

  

  /32

  $899,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,566 Sq Ft

  153 North St, Trumbull, CT 06611

  Thoughtfully designed and beautifully maintained, this better than new home in Trumbull's sought-after Nichols neighborhood offers the perfect blend of modern living and everyday comfort. Set on a private, level lot, this 4-bedroom, 2.5-bath Expanded Cape features a bright, open layout with flexible living spaces to suit today's lifestyle. The sun-filled kitchen is the heart of the home, complete

  Jennifer Thomas-Heath Houlihan Lawrence

  153 North St, Trumbull, CT 06611
• 

  

  /40

  $400,000

  • 6 Beds
  • 3 Baths
  • 4,415 Sq Ft

  105 Washington Terrace, Bridgeport, CT 06604

  Step into timeless charm with this spacious 5-6 bedroom, 3 full bath Queen Anne Victorian Colonial, rich in natural wood character and full of endless potential. This strong, well-built home offers approximately 4,952 sq ft of potential living space, including a finished basement and finished walk-up attic, and also features a new roof. The main level showcases a welcoming foyer that sets the

  Lucy Larracuente-Johnson Larracuente & Johnson Realty, LLC

  105 Washington Terrace, Bridgeport, CT 06604
• 

  

  /14

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,128 Sq Ft

  218 Virginia Ave Unit C, Bridgeport, CT 06610

  Located in the Nob Hill community within the highly sought-after Beardsley Park area of Bridgeport, this beautifully maintained three-bedroom condominium offers an exceptional opportunity for both investors and homebuyers. Situated on the second floor, this updated unit features spacious bedrooms, a formal dining room, a modern kitchen, and a bright living room. The complex is particularly

  Alberim Klenja RE/MAX Precision Realty

  218 Virginia Ave Unit C, Bridgeport, CT 06610

Showing Results 121 - 160, Page 4 of 9