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105 Castle Dr, Stratford
$460,000
3 Beds ⋅ 1 Baths ⋅ 24180268 MLS
For over 40 years, this special Cape Cod has been more than just a house, it has been home. Tucked away on the corner of Castle Drive in Stratford's desirable North End, this lovingly maintained property has been cared for by the same owner since 1984 & is now ready to welcome its next chapter. Set on an oversized .34-acre lot, nearly twice the size of many neighborhood properties, the home offers an abundance of outdoor space to enjoy, garden, entertain, or simply relax. A rear patio provides the perfect setting for summer gatherings, while the attached two-car garage & connecting breezeway add convenience and charm. Inside, you'll find a warm & inviting floor plan featuring hardwood flooring throughout most of the home, decorative wood-like beams in the living room, & a wood-burning fireplace with insert for cozy New England evenings. The main level offers a spacious living room, dining room, applianced kitchen with tile flooring, newer dishwasher, refrigerator, microwave, & electric range, along with a full bath & a first-floor bedroom with double-door closet that functions beautifully as a main floor primary bedroom. Upstairs are two additional larger bedrooms, while the unfinished basement provides exceptional storage space & includes a washer, dryer, scrub sink, & convenient newer Bilco door access to the backyard. Important updates include a roof replaced in 2023, first-floor replacement windows, oil tank replaced in 2018, newer Bilco door, security system, and camera

105 Castle Dr, Stratford

3193 Main St, Bridgeport
$700,000
3 Baths ⋅ 24178867 MLS
Charming Multifamily and Mixed Use Opportunity. Welcome to this spacious 1913 built multifamily gem in Bridgeport's desirable North End! This 3,601 sq ft building on a .11 acre lot offers excellent street presence and foot traffic along Main Street. Perfect for multi-generational living or as a 2-family home with income potential, this versatile property can be reimagined with comfortable living spaces for extended families. The ground level supports mixed-use possibilities (commercial or residential, the 1st floor was used as a dental office for many years), while the overall layout lends itself beautifully to creating multiple living units - ideal for families who want to stay close while generating rental income from extra units. This home has been recently refreshed with new paint, new windows, gleaming hardwood floors boasting historic character and is set in a growing, convenient neighborhood in the heart of the North End of the city. So close to so much - shopping, restaurants, medical facilities, and all of the amenities you can expect in a great commuter location! One not to miss!

3193 Main St, Bridgeport

291 Islandview Rd, Stratford
$510,000
4 Beds ⋅ 2 Baths ⋅ 24173304 MLS
From the moment you arrive, this charming Cape-style home welcomes you with warmth, thoughtful updates, and a layout designed for today's lifestyle. Step inside to a bright, open main living area where the living room, dining room, and kitchen flow seamlessly together. A bonus is the easy transition to a stunning brand new 19' x 24' Trex deck that extends your living outdoors. The kitchen is stylish featuring stainless steel appliances, granite counters, a custom tile backsplash, and porcelain tile flooring that continues into the dining space. Hardwood floors in the living room continue to the spacious primary bedroom and second bedroom. A beautifully updated full bath showcases a custom tiled shower, pedestal sink, tile flooring, and a frosted glass door that fills the room with natural light. Adding a unique touch of character, each bedroom features French doors and subtle details that truly set this home apart. Upstairs, you'll find two additional bedrooms: one with built-in shelves that might serve as a meditation room or even a home gym. The second full bathroom features a walk-in shower with custom tile, marble top vanity, luxury plank flooring and frosted glass door. A cozy family room is found in the lower level with a row of windows for natural light & summer breezes along with a dedicated laundry area, and generous storage area with utility closet and direct access to the attached 2 car garage. This home is generator-ready set-up for year-round peace of mind

291 Islandview Rd, Stratford

34 Hawley Glen, Unit 34, Stratford
$300,000
1 Beds ⋅ 2 Baths ⋅ 24184886 MLS ⋅ Hawley Glen BLDG.
Why rent when you can own! Easy and affordable living in this one bedroom 1.5 bath townhouse condominium in the north end of Stratford. Tucked away at the rear of the desirable Hawley Glen complex, this light-filled townhouse enjoys a peaceful setting overlooking a private wooded area. Thoughtfully updated with a bright, open layout, the home offers comfortable living and modern appeal. The neutral kitchen features white cabinetry, ample granite counter space, all appliances included, and a generous dining area that flows seamlessly into the spacious living room. French doors lead to a private deck, creating the perfect spot to relax and enjoy the tranquil surroundings. Upstairs, the primary bedroom offers a walk-in closet and an en-suite full bath. Abundant storage throughout makes this home live larger than its size. The unfinished lower level with high ceilings provides excellent space for storage, a home gym, or future expansion possibilities. Additional features include HVAC replaced 2017, hot water heater 2025, gas heat, central air conditioning, low monthly maintenance, a one-car detached shared garage. Conveniently located close to shopping, restaurants, commuting routes, and everyday amenities. Don't miss out on this tremendous value.

34 Hawley Glen, Unit 34, Stratford

380 Harlem Ave, Bridgeport
$570,000
4 Beds ⋅ 2 Baths ⋅ 24168466 MLS
Investor opportunity in Bridgeport's desirable North End. Two-family on an oversized, level lot with a long driveway for several cars, positioned in one of Fairfield County's last affordable entry points as the city steps into a new chapter of growth. Brand new roof May 2026. Both units are 2 bed, 1 bath with gas utilities. First floor is the larger unit with hardwood floors, spacious bedrooms, and an eat-in kitchen. Upstairs unit includes a rear porch with potential to be reimagined as a 3 season sunroom. Basement offers storage. The biggest opportunity is the oversized two-car garage with unfinished loft above, which is currently rented providing additional income. Multiple paths to force appreciation: finish the loft into a studio efficiency, or convert the full structure into a 2-3 bedroom ADU, potentially providing an additional $2,000-$2,800/mo (buyer to perform due diligence with the City). Current rents sit under market, with lots of room for growth. Bridgeport is having a moment, with major momentum from Steelpointe Harbor redevelopment, downtown revitalization, Total Mortgage Arena, and infrastructure investment reshaping the landscape. Rental demand driven by NYC commuter access via Metro-North, the Port Jefferson ferry to Long Island, student housing demand from Sacred Heart University and the University of Bridgeport, and travel nurse demand from Bridgeport Hospital and St. Vincent's Medical Center. Don't miss your opportunity.

380 Harlem Ave, Bridgeport

476 Ruth St, Bridgeport
$432,500
4 Beds ⋅ 2 Baths ⋅ 24187142 MLS
You will fall in love with this beautifully remodeled cape (located in the heart of the North End). Freshly painted and boasting designer cabinets, granite countertops, stainless steel appliances, refinished hardwood floors, and beautiful bathrooms. Light, bright, and easy flowing... you'll love the abundance of space / storage. From the finished walk-up attic (possible 5th bedroom), to the expansive basement...this home lives "larger" than it looks. Enjoy premium aluminum siding, newer windows, and a new (Navien) combi tankless water heater/heating system. With a driveway for multiple cars, outdoor shed, and an sizeable outdoor deck (sounded by a nicely landscaped yard) you'll be impressed. Unbeatable location. 4 minutes to Sacred Heart University. 5 minutes to St. Vincent's Hospital. 6 minutes to the Trumbull Mall and Merritt Parkway / I-95 Connector. Walk to bus lines, schools, shopping, and entertainment. Additional area amenities include: North End Tennis Courts, Soccer Fields, Walking Trails, and Playgrounds. The Fairchild Wheeler Golf Course and 2 of Bridgeport's top ranked schools are practically in your backyard. Don't let this one pass you by. Schedule your showing today!

476 Ruth St, Bridgeport

2756 Madison Ave Unit 1A, Bridgeport
$182,000
2 Beds ⋅ 1 Baths ⋅ 24165752 MLS ⋅ Madison Gardens BLDG.
Welcome to this first floor stunning 2 bedroom apartment with a private deck in a highly desirable Upper North End neighborhood in Bridgeport. The living room is spacious with natural light, kitchen is big enough for family dinner with built-in cabinets, electric range, dishwasher and stainless steel refrigerator. In unit washer and dryer are both one year old. The wood deck in the back is good for family relaxing, coffee, tea, and entertainment. The condo provides a reserved parking and a private basement storage. The common charge includes gas heat, water, warm water, sewer and ground maintenance. Just minutes away to shopping, schools, museum, college, restaurants and major highways. Please bring your cash offer and make it to be your home!

2756 Madison Ave Unit 1A, Bridgeport

185 Cherry Hill Dr Unit 1A, Bridgeport
$185,000
2 Beds ⋅ 1 Baths ⋅ 24133981 MLS ⋅ Madison Gardens BLDG.
Welcome to Madison Gardens located in the Upper North End, minutes to Sacred Heart University and short drive to Fairfield University. This Move in condition 1st floor unit features 2 bedrooms, large living room, galley kitchen, deck off the kitchen and full-sized bathroom. Lots of closet space with additional storage unit in basement. Laundry hook-ups is right outside the bathroom. Heat and Hot water are included in the HOA. Assigned parking for one vehicle with additional parking available (unassigned). You are within a few minutes drive to everything including 0.1 miles to all major shopping and restaurants : 1.1 miles to the Merritt Parkway : 1.3 miles to Sacred Heart University : 1.4 miles to Route 8 : 2.4 miles to Bridgeport train station : 4 miles to I-95 North & South ramps : 3.7 miles to Seaside Park : 1.4 miles to Beardsley Park : 1.3 miles to St. Vincent hospital : 3 miles to Bridgeport hospital, Yale New Haven health : 3.7 miles to Housatonic Community College : 4.1 miles University of Bridgeport : 4.2 miles Paier College of Art : 4.6 miles to Fairfield University.

185 Cherry Hill Dr Unit 1A, Bridgeport

150 Hillcrest Rd, Bridgeport
$420,000
4 Beds ⋅ 1 Baths ⋅ 24181484 MLS
Renovated in 2020, this stylish Cape blends modern upgrades with the warmth... A welcoming front porch sets the tone-perfect for morning coffee, seasonal decor, or simply enjoying the fresh air. The main level features an open, inviting layout with a living room, dining area, and a contemporary kitchen appointed with sleek cabinetry, quartz countertops, stainless-steel appliances and access to oversized deck perfect for outdoor grilling. Hardwood floors run throughout. Offering 4 spacious bedrooms and a full modern bath, two on main level and two on upper providing comfort and versatility. The walkout lower level is ideal as a family room, playroom, home office, or guest space. The dedicated mudroom off the driveway adds valuable organization potential, making daily routines smoother and more efficient. Wonderful large backyard with great patio on lower level perfect for relaxing or entertaining. Located in the desirable North End of Bridgeport, with quick access to Route 15, I95, and just 50 miles from NYC. Just mins to Beardsley Zoo & park perfect for walking, playing tennis, baseball, and splash pad

150 Hillcrest Rd, Bridgeport

68 Cornell St, Bridgeport
$390,000
3 Beds ⋅ 3 Baths ⋅ 24180534 MLS
Charming classic Colonial located in a convenient North End neighborhood, offering a wonderful combination of character, functionality, and additional living space. The main level features a welcoming living room with a cozy fireplace, a formal dining room perfect for entertaining, an eat-in kitchen with ample space for everyday meals, a bright and inviting sunroom, and a convenient half bath. The second floor includes three bedrooms, one of which provides access to the finished walk-up attic, offering flexible space that can be used as a home office, playroom, hobby area, or additional storage. The full bathroom is thoughtfully equipped with both a shower and a walk-in tub for added comfort and accessibility. The finished lower level expands the home's living space and includes a second full bathroom, making it ideal for a family room, recreation area, home gym, or guest accommodations. Outside, enjoy a private backyard perfect for relaxing, gardening, or outdoor gatherings. A spacious deck provides plenty of room for entertaining and summer barbecues. Additional highlights include a two-car detached garage and solar panels, helping to improve energy efficiency and reduce utility costs. Conveniently located near shopping, dining, parks, schools, and major commuter routes, this home offers a great opportunity to enjoy comfortable living in a desirable North End location.

68 Cornell St, Bridgeport

248 Salem St, Bridgeport
$430,000
4 Beds ⋅ 2 Baths ⋅ 24149563 MLS
This well-maintained Colonial home features traditional design elements and thoughtfully arranged living spaces. The property offers timeless appeal with practical layouts for comfortable everyday living. This recently updated four-bedroom, two-bathroom home offers accessible ground-floor living with a main level bedroom and full bathroom. Three additional bedrooms are located on the upper level, along with another full bathroom and a sunporch off one bedroom. The dining area provides dedicated space for meals and gatherings. The welcoming front porch creates an inviting entrance, while the private backyard features secure boundaries for outdoor enjoyment. A detached garage provides covered parking and storage options. The unfinished lower level offers potential for future expansion or additional storage. Fresh paint throughout ensures move-in readiness. The location provides easy access to Routes 8/25 and sits minutes from downtown, with Saint Vincents Hospital nearby for added convenience.

248 Salem St, Bridgeport

775 Bucks Hill Rd, Waterbury
$425,000
3 Beds ⋅ 3 Baths ⋅ 24166052 MLS
Welcome to this beautifully maintained 3-bedroom, 3 full bathroom home tucked away on a quiet cul-de-sac in the desirable Bucks Hill area of Waterbury. Set in a secluded location, this property offers the perfect blend of privacy, comfort, and modern efficiency. Step inside to find a bright and inviting layout with spacious living areas, ideal for both everyday living and entertaining. The home features central air conditioning for comfort and energy-efficient solar panels to help reduce utility costs. Kitchen has been recently updated as well. The finished basement with walk-out access provides additional versatile living space-perfect for a family room, guest suite, home office, or in-law potential. With three full bathrooms, convenience and functionality are built into every level of the home. Outside, enjoy the peaceful surroundings from your private setting, all while being just minutes from local amenities, schools, and major routes. The cul-de-sac location enhances the sense of tranquility with minimal traffic. This is a rare opportunity to own a move-in-ready home combining modern upgrades, flexible living space, and a serene setting. Professional Pictures will be updated including the interior of the home.

775 Bucks Hill Rd, Waterbury

277 Alba Ave, Bridgeport
$600,000
4 Beds ⋅ 3 Baths ⋅ 24166270 MLS
GORGEOUS NEW CONSTRUCTION by experienced local builder. 4BR, 3FULL baths. Open-Floor plan with 9' ceilings, very large Kitchen with HUGE island- a perfect gathering spot. The entire home features stunning REAL hardwood floors, crown moldings, and beautiful trim work. First floor Office. Open staircase with detail work. Upstairs find the Large Primary Suite with stunning tiled bath, huge shower, and a generous walk-in closet. 3 more BR's, another full bath, and laundry closet complete the 2nd floor. Central A/C, zoned heat & A/C, covered front porch, and a beautiful stone patio out back. This large lot in set back from the road and offers a lot of privacy. HUGE yard surrounded by trees! This gorgeous home is 100% complete and ready to go. All inspections have been completed by the City and the C.O. has been issued.

277 Alba Ave, Bridgeport

70 Guilford Dr, Bridgeport
$445,000
2 Beds ⋅ 1 Baths ⋅ 24176121 MLS
The 2 bed, 1 bath colonial home has a bright and airy floor plan with a formal dinner room, kitchen and sunroom to the huge wood deck for all your outdoor barbeques and entertainment. House has oil heat and hardwood floor throughout. The main level boasts a foyer with closet, an inviting spacious living room, a formal dining room, kitchen and a sunroom. The 2nd floor boasts a very good size Primary Bedroom with a regular closet and a walk-in closet, an updated full bath features new floor with a beautiful vanity in the hallway, 2nd bedroom has hardwood floor and a very good view of the private backyard. Renovated lower level can be a family room or an entertainment space. A beautiful Japanese maple tree offers shade to the deck. One spacious attached car garage, newer oil tank, washer and dryer. It is ideal for daily living in desirable North End neighborhood in Bridgeport. Situate just minutes from Trumbull mall, groceries, stores and restaurants. It's a great start home in a quiet and decent neighbor. The house will be as is, please submit your highest and best offer by 2pm on 26th.

70 Guilford Dr, Bridgeport

472 Anton St, Bridgeport
$475,000
3 Beds ⋅ 2 Baths ⋅ 24163413 MLS
Beautifully maintained and spacious 3BR/2BA North End ranch-style home offering over 1,600 sqft of versatile living space with exceptional flexibility and income-producing potential.The main living area features a bright sun-filled living room with oversized bay window, updated flooring, and a clean modern feel throughout. The spacious eat-in kitchen is beautifully updated with white cabinets, stylish tile backsplash, and ample dining space. Three generously sized bedrooms and a full bath complete the main part of the home. A standout feature is the expansive bonus family room wing with an additional full bath, den, and separate rear access, creating an ideal setup for a legal accessory apartment / in-law suite, extended family living, guest quarters, or flexible work-from-home space. The enclosed porch/laundry room and mudroom add even more functionality and storage. Enjoy private outdoor patio space, a level yard, and ample off-street parking. Ideally located in the highly desirable North End just minutes to Sacred Heart University, St. Vincent's Medical Center, shopping, restaurants, parks, Trumbull Mall, Merritt Parkway, Route 8, and Metro-North access for an easy commute. A rare opportunity for owner-occupants, multigenerational buyers, or investors seeking flexible living space in one of Bridgeport's most convenient locations.

472 Anton St, Bridgeport

206 Bridgeview Pl, Stratford
$540,000
4 Beds ⋅ 2 Baths ⋅ 24160191 MLS
Experience serene riverfront living in this beautifully updated 4-bedroom single-family home, offering breathtaking views of the Housatonic River. This property stands out as it requires no flood insurance, making it a worry-free investment. Imagine enjoying sunny days filled with kayaking, jet skiing and all your favorite summer water activities right from your own backyard. The kitchen boasts new cabinets, complemented by elegant quartz countertops and a stylish backsplash. The cozy living room features a traditional wood burning fireplace. Enjoy the blend of new ceramic and wood flooring throughout the home. The home features 1.5 newly renovated bathrooms, designed with contemporary finishes. Generous recessed lighting enhances the ambiance of the living spaces. The interior has been freshly painted, creating a clean and welcoming atmosphere. Equipped with solar panels to reduce energy costs and promote sustainability. A Generac generator to assure uninterrupted power. Enjoy the outdoors on the Trex deck, perfect for alfresco dining, entertaining or relaxing while taking in the scenic river views. Nearby access to Route 110, Route 15, Interstate 95 and Metro North Train Station this property is perfect for anyone looking to enjoy quick access to major roadways while still enjoying the tranquility of residential living.

206 Bridgeview Pl, Stratford

84 Jewett Ave, Bridgeport
$425,000
3 Beds ⋅ 2 Baths ⋅ 24177240 MLS
Excellent location in North End. Very Close to Sacred Heart University and Saint Vincent's Hospital. Investment opportunity for college or hospital rental. Walk to stores. Close to mall and good commute location near Merritt Pkwy. House was totally remodeled when purchased in 2020.Great size living room that could double as dining room also. Dining room could double as office or spare room. Hardwood floors in most rooms. Close to/Borders Fairfield and Trumbull lines.. Food shops, stores and restaurants close by. Large, Private backyard with sunny deck. Ample parking for 4 cars and fenced on 3 sides. Public buses are a short walk to Main Street. New Roof 2020.Windows replaced. Beautiful, sunny home in an ideal location and move in ready.

84 Jewett Ave, Bridgeport

150 Summit St, Bridgeport
$380,000
3 Beds ⋅ 2 Baths ⋅ 24177051 MLS
Welcome to this beautifully maintained Dutch Colonial Revival-style home located in the desirable North End of Bridgeport. Full of charm and character, this home offers the perfect blend of classic architectural details and modern updates. The first floor features a spacious and multi-dimensional layout designed for today's lifestyle, offering flexible living space for a living room, home office, and cozy lounge area. The updated kitchen showcases white shaker cabinets, modern finishes, and a functional flow perfect for everyday living and entertaining. A stylish shiplap fireplace adds warmth and character to the main living space. Upstairs, all bedrooms are conveniently located on the second floor, creating privacy and separation from the main entertaining areas. Additional attic space provides excellent storage potential. This well-cared-for home also features updated bathrooms, timeless curb appeal, and comfortable living spaces throughout. Conveniently located near parks, shopping, restaurants, highways, and schools, this is a wonderful opportunity to own a move-in ready home with both charm and functionality. Home is sold As is.

150 Summit St, Bridgeport

200 Woodmont Ave Unit 130, Bridgeport
$220,000
3 Beds ⋅ 2 Baths ⋅ 24126068 MLS ⋅ Coachlight Square BLDG.
Coachlight Square located in the North End between Main & Madison offers exceptional convenience to everyday amenities including a plethora of restaurants, coffee shops, grocery stores, medical, health and fitness facilities plus public transportation. Minutes to Sacred Heart University, St Vincent's Hospital and Veteran's Memorial Park. The complex offers a quiet atmosphere, private woodland setting and a community pool and club house. The townhouse style interior is move-in ready with beautiful, bright windows throughout. Four distinct levels are separated by a few steps in-between which creates a unique, flowing plan with excellent closet / storage space. Recent improvements include new carpet in the living room, stairs and upstairs hall, updated powder room, newer full size washer. The bright white eat-in-kitchen walks out to a private deck shaded by mature trees. There is a spacious and secure storage unit located in the complex. Assigned parking spot right by the unit & plenty of visitor parking. Important note - the HOA fees include heat, water, hot water, regular maintenance and repairs, landscaping including leaf cleanup, snow removal and trash pickup . Maximum of two small pets per unit.

200 Woodmont Ave Unit 130, Bridgeport

123 Harlem Ave, Bridgeport
$480,000
3 Beds ⋅ 2 Baths ⋅ 24151840 MLS
Welcome to this stunningly remodeled colonial where modern elegance meets classic colonial charm. This home boasts three generous bedrooms and one and a half bathrooms, providing ample space for comfortable living. Enter into a bright and inviting atmosphere, highlighted by a stunning eat-in kitchen featuring beautiful tiled floors, custom shaker cabinets, sleek quartz countertops, and brand new stainless steel appliances. The living room and formal dining room are ideal for entertaining and family gatherings. Each room features new light fixtures that add a modern touch and illuminate the space beautifully. Refinished hardwood floors, all new hardware and freshly painted throughout. Convenience is key with a laundry area located on the upper level. Fenced in yard, detached two-car garage. This home is truly a must-see.

123 Harlem Ave, Bridgeport

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