39 properties for sale in Toilsome Hill

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Spacious and inviting 2-bedroom, 2-bath condo featuring a large private balcony with stunning views of Long Island Sound. This well-appointed unit offers high ceilings, beautiful hardwood flooring, and generously sized rooms throughout. The eat-in kitchen provides ample space for dining, with a convenient laundry just off the kitchen. The primary suite boasts abundant closet space and a full en-suite bath. The second bedroom is ideally located near the second full bathroom, perfect for guests or additional space. Enjoy resort-style living at the desirable Inwood, offering a 24-hour manned concierge, pool and pool house, fitness center, lounge/library, and more. Ideally situated just minutes from Sacred Heart University and the Merritt Parkway, providing convenience and a peaceful setting. Main entry and 2 main hallway renovation is projected to be completed by Fall/Winter 2026. Ask about upcoming assessment.*Agents See Agent Remarks

Welcome to the Brownstones at 3300 Park Avenue. This beautifully maintained townhouse is move-in ready, offering three spacious stories plus a fully finished basement with additional storage. Ideally located directly across from Fairfield, this condo features a charming private front patio as well as a large private back patio PRICE REDUCTION! This beautiful, one- of- a- kind brownstone townhouse-style condo has just undergone a significant price reduction by a motivated seller! Truly spectacular, this property features 4 bedrooms, 3 1/2 baths, three levels of living, plus a finished basement.offering nearly 3,000 square feet of exceptional living space, this is a rare opportunity you won't want to miss!

Welcome to Inwood South! This spacious two-bedroom, two-full-bath apartment offers comfortable single-level living with a bright, open layout and generously sized rooms throughout. The eat-in kitchen provides plenty of space for casual dining, while the sprawling living area opens to a large private balcony-perfect for relaxing and enjoying the outdoors. Both bedrooms are nicely sized, including a primary bedroom with its own full bath. Enjoy the convenience of high-rise living along with the many amenities offered by the Inwood South HOA, including a swimming pool, club house, gym and additional community amenities. A wonderful opportunity to enjoy spacious, low-maintenance living in a desirable and well-established complex. Unit does come with two spaces, one covered and the other uncovered

WELCOME TO THIS BEAUTIFULLY UPDATED BRICK RANCH OFFERING THE PERFECT BLEND OF CLASSIC CHARM AND MODERN UPDATES! SITUATED ON A SPACIOUS CORNER LOT, THIS HOME FEATURES 3 GENEROUS BEDROOMS, GLEAMING HARDWOOD FLOORS, FRESH PAINT, RECESSED LIGHTING, AND AN INVITING FLOOR PLAN FILLED WITH NATURAL LIGHT. THE OVERSIZED LIVING ROOM WITH FIREPLACE PROVIDES A WARM AND COMFORTABLE SPACE FOR RELAXING OR ENTERTAINING, WHILE THE WELL-MAINTAINED INTERIOR IS READY FOR ITS NEXT OWNER TO MOVE RIGHT IN. OUTSIDE, ENJOY A LARGE PAVED DRIVEWAY LEADING TO A DETACHED TWO-CAR GARAGE, ATTRACTIVE CURB APPEAL, AND A LEVEL YARD WITH PLENTY OF ROOM FOR OUTDOOR ENJOYMENT. CONVENIENTLY LOCATED NEAR SHOPPING, RESTAURANTS, PARKWAYS, SCHOOLS, AND PUBLIC TRANSPORTATION, THIS HOME OFFERS BOTH COMFORT AND ACCESSIBILITY. THIS IS AN OPPORTUNITY YOU WILL NOT WANT TO MISS! WELCOME TO THIS BEAUTIFULLY UPDATED BRICK RANCH OFFERING THE PERFECT BLEND OF CLASSIC CHARM AND MODERN UPDATES! SITUATED ON A SPACIOUS CORNER LOT, THIS HOME

Park Royal is an iconic mid-century hi-rise in the heart of Bridgeport, and includes an elevator, 24-hour doorman, beautiful two-story lobby, resident lounge, recently renovated laundry room (shared among residents on 6th floor), reserved parking area, and IN-GROUND POOL to enjoy in the Summertime. Reasonable common fees of $341 include heat, hot water, AND air conditioning. This 6th floor unit is studio-style with a spacious open floorplan and plenty of storage, including room for both living and dining, open bedroom area, kitchen with newer stainless steel appliances, full bathroom with tub/shower, and ample closet space. There is also potential to add a wall to the current layout and separate the bedroom area entirely. Perfect for investors looking for a low maintenance property with on-site front desk and management, or someone looking for easy living and the opportunity to make this unit your own. Currently occupied by a wonderful tenant at@$1350/MO on a month to month basis. *Cas

Welcome Home! This massive colonial with a whopping 1,957 SQFT 4 Bedrooms and 2 Full bathrooms.Welcome Home! This massive colonial with a whopping 1,957 SQFT 4 Bedrooms and 2 Full bathrooms. The Location on this home could not be more perfect not only with the hospital within walking distance but also the Trumbull Mall being 5 mins away. All of your needs are within shouting distance. This astonishing Colonial will just steal your heart, from the kitchen with Recess lighting and Marble countertops and newer appliances. But a recently renovated second floor bathroom with a bubble bathtub and stand-up shower and I hope you don't forget the his and hers sinks that is Granite.This home offers a finished attic which is one of the bedrooms with massive space and storage.The 2nd floor sunroom creates just a perfect space for home office or a beautiful sitting room to unwind from a hard days work. The Flat backyard offers a Gazebo and still enough space for any family get-togethers with a fron

Excellent turnkey investment opportunity in Bridgeport's desirable North End! This spacious 6-bedroom, 2-bathroom Colonial is ideally suited for student rental investors, offering immediate rental income with tenants secured through 2028. Conveniently located near Sacred Heart University, the home features beautiful hardwood floors, abundant natural light, generously sized bedrooms, and an updated kitchen with white cabinetry, granite countertops, stainless steel appliances, and subway tile backsplash. The main level offers a bright, spacious living room, inviting dining area, and kitchen with additional space for casual dining. All six bedrooms are situated across the upper two floors, providing separation from the main living areas and an ideal layout for student housing. The partially finished lower level offers two additional bonus rooms, perfect for a home gym, media room, or flexible recreational space. Additional highlights include a detached two-car garage, ample driveway parki

A beautifully maintained 3-bedroom, 1-bath single-family home of thoughtfully updated living space in Bridgeport's most desirable North End neighborhood. The updated kitchen flows naturally into a versatile room - ideal as a home office, sunroom, or reading nook - with direct access to a spacious deck and a generous, well-kept backyard perfect for outdoor entertaining. Both the kitchen and bath have been tastefully renovated, and the care put into this home is evident throughout. The attached garage and storage area are crowned by a charming decorative overhang that adds character and curb appeal rarely found at this level. A home that has been loved - and it shows. Potential to add bathroom in basement or at the top of the stairs, dormer roof

Spacious three-family home in a prime North End location, situated on an oversized corner lot with a detached two-car garage and fenced-in yard featuring a paver patio. Each unit offers generous living space with updates throughout, including beautiful hardwood floors, detailed millwork, and modern kitchens with updated appliances. The first. And second-floor units are currently being used as three-bedroom apartments. The first-floor unit also features one full and one half bath. The basement provides additional partially finished storage space along with laundry hookups. The first-floor unit can be delivered vacant, offering an excellent opportunity for an owner-occupant while generating rental income from the remaining units. A great option for both investors and owner-occupants in a desirable North End location

NEW CONSTRUCTION! Welcome to 310 Birmingham St in the highly sought after North End. This Raised Ranch home consists of 5-bedrooms and 3-full baths with an open floor plan. The main level has a large eat-in kitchen with LG Stainless Steel appliances, Quartz counter tops and subway tile backsplash. Slider that leads to an amazing bluestone patio. Primary Suite with full bath and walk-in closet. Two generously sized bedrooms. The lower lever has two spacious bedrooms, huge playroom/gym/mancave, full bathroom and laundry room

Move right into this beautifully renovated Colonial in the highly desirable Brooklawn neighborhood! This move-in ready home features a bright, open-concept first floor with an exposed beam, gleaming hardwood floors, and abundant natural light. The stunning kitchen offers marble countertops, quality stainless steel appliances, a natural gas range with downdraft ventilation, and plenty of space for cooking and entertaining. The flexible floor plan includes a spacious front-to-back first-floor bedroom or home office, plus three additional bedrooms on the second floor. A walk-up attic provides excellent storage potential, while the unfinished basement offers additional space and direct garage access. Enjoy year-round comfort and energy efficiency with a newer natural gas heating system. Additional updates include thermopane windows, architectural shingle roof, vinyl siding, quality lighting fixtures, and an attractive stone walkway and front steps that create exceptional curb appeal. Step

Welcome to 900 Merritt Street, this charming 2 bedroom, 2 baths home located in Bridgeport's desirable North End. Features spacious bedrooms, 2 full bathrooms, and a bright, inviting living area, perfect for relaxing evenings with warm character. The layout offers great flow of everyday living. Garage for convenient parking and extra storage, along with a private outdoor space ideal for entertaining, gardening or simple enjoying the outdoor. Schedule your showing today! Highest and best requested by Saturday, 5/16/2026, at 6:00pm

North End Cape on level yard that Rooster River flows through! Covered front porch opens to large hallway, Living room with generous window, eat in Kitchen opens to 16' Deck overlooking babbling sound of flowing water, Den(could be converted to BR) and spacious Bath. Upper level has walkup to BR/Den which opens to walk-in storage offering expansion option. Lower-level floods during storms and there is no active furnace or water heater. Water and plumbing are off. There is no baseboard on upper floor. Sold As Is, Cash or hard money preferred. Agent is related to seller's representative

Welcome to 636 Merritt Street in Bridgeport! Offered by owner, this home is in good condition and being sold as is, with plenty of opportunity to make it your own. Great for investors - so much potential to expand. Enjoy a fenced-in yard with mature bushes and shrubs, plus a patio for relaxing or entertaining. A garage and extra-long driveway provide ample parking. The walk-up attic offers potential for future expansion - it runs the entire length of the house, open floor plan on main level. Very close to SHU. A wonderful opportunity for buyers seeking a home with inviting outdoor space and room to grow

Beautiful single family home, well maintained. Good size rooms, 2 bedrooms, 2 full bathrooms, hardwood floor in main level. Located in a desirable neighborhood close to major highways, train statin, Park ave (bus line), st Vincent Hospital, Trumbull mall, Sacred Heart University and more. Bonus space in full the basement 3 bedrooms, family room and full bathroom

This North End gem has been lovingly maintained, cherished, and cared for by the same family for approximately 64 years. Filled with light, charm, and character, this Cape offers a wonderful opportunity for homeowners, investors, or buyers looking to create a property with excellent income potential. The main level features a spacious living room with hardwood floors, an inviting eat-in kitchen that opens to a comfortable family room / den, and a formal dining room perfect for entertaining. A 1st floor bedroom and full bath add convenience and flexibility, making one-level living possible. Upstairs, you

Welcome to 214 Burnsford Ave, Bridgeport, CT 06606-a spacious Colonial offering 5 bedrooms, 3 full bathrooms, and approximately 2,480 square feet of living space.The main residence features a bright living room, formal dining room, and an inviting kitchen designed for everyday living. Upstairs, you'll find four generously sized bedrooms, including a primary suite with its own private full bathroom. The first floor also offers a separate living area with a bedroom, full bath, kitchen, and living room-ideal for a potential in-law setup or guest quarters. An unfinished full basement provides ample storage and future expansion possibilities. Outside, enjoy a level, fenced backyard perfect for entertaining, gardening, or relaxing. A detached one-car garage, private driveway, and additional off-street parking add to the home's convenience. Located close to schools, shopping, parks, restaurants, public transportation, and major highways, this property combines space, versatility, and an excel

Well maintained side by side two family home in desirable North End of Bridgeport. Each unit consists of large eat-in kitchen, open to living room. Two bedrooms with hardwood flooring. Full basement with washer and dryer hook-ups. Detached two car garage

Colonial house in the North End of Bridgeport, with 3 Bedrooms, Living room, Dining room and extra room that can be used as an office. Kitchen fully equipped with stainless steel appliances, quartz countertops and an island. Dining room leads out to a large deck. Private Backyard with deck great for entertaining, family gatherings or just a quiet place to unwind. Selling as is. New lower price! Schedule your private showing today!

Move right into this beautifully renovated Colonial in the highly desirable Brooklawn neighborhood! This move-in ready home features a bright, open-concept first floor with an exposed beam, gleaming hardwood floors, and abundant natural light. The stunning kitchen offers marble countertops, quality stainless steel appliances, a natural gas range with downdraft ventilation, and plenty of space for cooking and entertaining. The flexible floor plan includes a spacious front-to-back first-floor bedroom or home office, plus three additional bedrooms on the second floor. A walk-up attic provides excellent storage potential, while the unfinished basement offers additional space and direct garage access. Enjoy year-round comfort and energy efficiency with a newer natural gas heating system. Additional updates include thermopane windows, architectural shingle roof, vinyl siding, quality lighting fixtures, and an attractive stone walkway and front steps that create exceptional curb appeal. Step

ALL OFFERS TO BE IN BY Wed, 9/23 at 6pm. Charming, updated, and full of versatility, this home proves that a well-designed space can offer more than meets the eye. Featuring three bedrooms plus a flexible additional room that can easily serve as a home office, dining room, guest space, playroom, or whatever best fits your needs. The renovated kitchen and two beautifully updated full bathrooms add modern comfort, while the inviting layout gives the home a warm and welcoming feel throughout. Step outside to enjoy a lovely fenced-in backyard with plenty of space to relax, entertain, garden, or let pets play. With thoughtful updates already completed and a flexible floor plan, this home is ready for its next owner to simply move in and enjoy

Fully renovated, North End Cape now offers 4 bedrooms and 2 full bathrooms with thoughtful improvements throughout. Since its recent purchase, the home has been upgraded with a brand new kitchen, modern bathrooms, fresh finishes, and a newly added bedroom to create more flexible living space. The layout offers bright main living areas, updated finishes, and practical functionality for today's buyers. Additional features include a full basement, detached garage, off-street parking, and a convenient North End location close to shopping, schools, parks, and major roadways. A strong option for buyers looking for a turnkey home with meaningful updates in an established Bridgeport neighborhood

North End Cape on level yard that Rooster River flows through! Covered front porch opens to large hallway, Living room with generous window, eat in Kitchen opens to 16' Deck overlooking babbling sound of flowing water, Den(could be converted to BR) and spacious Bath. Upper level has walkup to BR/Den which opens to walk-in storage offering expansion option. Lower-level floods during storms and there is no active furnace or water heater. Water and plumbing are off. There is no baseboard on upper floor. Sold As Is, Cash or hard money preferred. Agent is related to seller's representative

Welcome to 900 Merritt Street, this charming 2 bedroom, 2 baths home located in Bridgeport's desirable North End. Features spacious bedrooms, 2 full bathrooms, and a bright, inviting living area, perfect for relaxing evenings with warm character. The layout offers great flow of everyday living. Garage for convenient parking and extra storage, along with a private outdoor space ideal for entertaining, gardening or simple enjoying the outdoor. Schedule your showing today! Highest and best requested by Saturday, 5/16/2026, at 6:00pm

NEW CONSTRUCTION! Welcome to 290 Birmingham St in the highly sought after North End. This Raised Ranch home consists of 5-bedrooms and 3-full baths with an open floor plan. The main level has a large eat-in kitchen with LG Stainless Steel appliances, Quartz counter tops and subway tile backsplash. Slider that leads to an amazing bluestone patio. Primary Suite with full bath and walk-in closet. Two generously sized bedrooms. The lower lever has two spacious bedrooms, huge playroom/gym/mancave, full bathroom and laundry room

A beautifully maintained 3-bedroom, 1-bath single-family home of thoughtfully updated living space in Bridgeport's most desirable North End neighborhood. The updated kitchen flows naturally into a versatile room - ideal as a home office, sunroom, or reading nook - with direct access to a spacious deck and a generous, well-kept backyard perfect for outdoor entertaining. Both the kitchen and bath have been tastefully renovated, and the care put into this home is evident throughout. The attached garage and storage area are crowned by a charming decorative overhang that adds character and curb appeal rarely found at this level. A home that has been loved - and it shows. Potential to add bathroom in basement or at the top of the stairs, dormer roof

Fully renovated and move-in ready, 347 Goldenrod Avenue offers 3 bedrooms, 2 full baths and approximately 1,200 square feet of living space. The extensive renovation includes a brand-new kitchen with new appliances, two new full bathrooms, new flooring, fresh paint, and new fixtures and finishes throughout. The bright, functional floor plan offers comfortable living with a fresh, modern feel throughout. Outside, a fully fenced backyard with patio provides additional space for entertaining, outdoor dining or everyday enjoyment. Just minutes from Sacred Heart University, shopping and dining, with easy access to I-95 and the Merritt Parkway, 347 Goldenrod Avenue offers a turnkey opportunity in a highly convenient location