Derby Real Estate

Derby Real Estate

Welcome to Derby, Connecticut – a charming city nestled in the heart of New Haven County! Known for its rich history and vibrant community spirit, Derby offers a unique blend of small-town charm and modern convenience, making it an ideal place to call home.

With a population of just over 12,000 residents, Derby boasts a welcoming atmosphere that fosters close-knit relationships among neighbors. The city is steeped in history, with roots dating back to the early 17th century. As you stroll through its picturesque streets, you'll find beautifully preserved architecture that tells the story of its past, alongside contemporary developments that reflect its growth and evolution.

Derby is not just about history; it’s also a hub for outdoor enthusiasts. The scenic Housatonic River runs through the city, providing opportunities for fishing, kayaking, and leisurely riverside walks. The city’s parks, such as the expansive Osbornedale State Park, offer lush green spaces perfect for picnics, hiking, and family gatherings.

Culturally rich and diverse, Derby hosts various community events throughout the year, including festivals, farmers' markets, and art shows that celebrate local talent and foster a sense of belonging. The city's convenient location also provides easy access to nearby metropolitan areas, making commuting a breeze.

In Derby, you’ll find a blend of affordability and quality living, with a range of housing options from charming historic homes to modern developments. Whether you’re a first-time homebuyer or looking to settle down, Derby is a hidden gem waiting to be discovered. Come explore the warmth and vibrancy of Derby, where community and history come together beautifully!

Newest Listings in Derby

$345,000
3 Beds ⋅ 2 Baths ⋅ 24194056 MLS ⋅ Orangewood Condo BLDG.
Welcome to 30 Orangewood West! This beautifully maintained 3-bedroom, 2-bath townhome offers the perfect blend of comfort, thoughtful updates, and a true sense of community. Enjoy a bright, freshly painted interior and updated kitchen with granite countertops, Stainless Steel appliances, and a finished lower-level room ideal for a home office, playroom, or gym. Step outside to your private deck with a custom canopy-the only one in this row of units-creating the perfect space to relax or entertain. Major updates include brand-new siding (2025), new hardwood floor throughout the entire home (2025) and a new HVAC system (2024) with a transferable 10-year parts and labor warranty, providing exceptional piece of mind. Located in the welcoming Orangewood West community, where neighbors genuinely look out for one another and families enjoy a friendly, oriented atmosphere, this home is just minutes from Route 8, shopping, dining, and more. Lovingly cared for and filled with wonderful memories. This move-in-ready home is ready for its new chapter.

30 Orangewood W Unit 30, Derby
$459,000
3 Beds ⋅ 2 Baths ⋅ 24192503 MLS
The perfect beginning! Tidy ranch tucked away on lovely level lot is sought after local is destined to impress. Main level features spacious living room appointed with hardwood floors and fireplace, remodeled eating space kitchen offering Bosch and LG stainless appliances, granite counter tops, tile flooring and breakfast nook, laundry room with half bath, three bedrooms all boasting hardwood flooring, and remodeled full bath. Full basement offers an abundance of storage and additional finished room. Additional amenities include new Bryant central air conditioning, Marvin windows, Cetainteed siding, Moen plumbing fixtures, 20 x 17 screened porch and 2 car attached garage!

43 Prairie Ave, Derby
$599,000
6 Beds ⋅ 2 Baths ⋅ 24192791 MLS
EXCELLENT HILLTOP LOCATION. BUILT IN 2010 TWO STORY WITH SAME UPSTAIRS/DOWNSTAIRS LAYOUT OF 3 BEDROOMS, FULL BATH & KITCHEN ON EACH FLOOR. NINE FOOT CEILINGS THROUGHOUT. HUGE BASEMENT. SHED IN BACK FOR TRACTORS, ETC. BEAUTIFUL PROPERTY IN A CONVENIENT LOCATION AVAILABLE IMMEDIATELY. EXECUTOR SALE-NO DISCLOSURES. POSSIBLE SIDE LAND PROPERTY PURCHASE.

63 Academy Hill Rd, Derby
$340,000
4 Beds ⋅ 3 Baths ⋅ 24190362 MLS
Perched high atop a hill in the heart of Derby, this spacious 4-bedroom, 2.5-bath home offers beautiful views, a private setting, and plenty of room for everyone. Ideal for extended or multigenerational living, the flexible floor plan features generous living spaces and endless potential to customize to your needs. Enjoy the convenience of an in-town location while relaxing in the peaceful surroundings of this elevated property, complete with established garden beds. A detached garage, accessed from High Street, adds convenience and functionality. Recent updates include a newer roof and heating system, while solar panels help improve energy efficiency. Don't miss this opportunity to own a well-located home with space, versatility, and scenic charm.

26 Washington St, Derby
$565,000
4 Beds ⋅ 3 Baths ⋅ 24189808 MLS
Welcome to 11 Jeanetti Drive, a beautifully maintained 4-bedroom, 2.5-bath Colonial custom built by the current owner. Set on a landscaped 0.66-acre lot, this home showcases quality craftsmanship, impressive masonry work, and a Belgium block-lined driveway. Hardwood floors and spacious living areas create a warm and inviting atmosphere, while the family room fireplace and finished walkout lower level with a pellet stove provide additional space to enjoy. Outside, an oversized paver patio surrounded by beautiful stonework offers the perfect setting for relaxing or entertaining. Recent updates, including a newer roof and boiler, provide added peace of mind. A rare combination of quality construction, thoughtful updates, and meticulous care, this move-in ready home is not to be missed!

11 Jeanetti Dr, Derby
$369,900
4 Beds ⋅ 2 Baths ⋅ 24191395 MLS
Charming single-family ranch home in a desirable Hilltop/East Derby neighborhood, perfectly situated on a spacious 0.23-acre level lot! This well-maintained newer roof, windows, and vinyl siding. comfortable living space with three generous bedrooms with an optional main level fourth bedroom/office. Updated full bath-ideal for first-time buyers, downsizers. Step inside to find a functional layout featuring a bright eat-in kitchen with oversized dining are, comfortable living areas with fireplace, and ample natural light throughout. The full partially finished basement with fireplace and full bath provides excellent storage or future expansion potential. One car attached garage and expansive backyard create wonderful outdoor living opportunities for gardening, entertaining. Recent updates and classic features make this home move-in ready with room for your personal touches. Conveniently located near parks, shopping, and major routes for easy commuting. Don't miss this fantastic opportunity schedule your private showing today!

152 Ida Ave, Derby
$2,100,000
2 Baths ⋅ 24162469 MLS
PERFECT FOR OWNER OCCUPIED OR INVESTMENT. 8,972 SF. RETAIL/PROFESSIONAL CENTER. 1 ORTHODONTIST PRACTICE AND 4 RETAIL STORES (SUBWAY, EDIBLE ARRANGEMENTS, HOME CARE, & SMOKE SHOP). TOTAL N.O.I.: $137,000/YR, EXCLUDING ADDITIONAL RELIABLE INCOME: 2200 SF DENTAL/MEDICAL. BASEMENT PROVIDES ADDITIONAL 4,284 SF SUPPORT/STORAGE AREA. LOCATED ON EXTREMELY BUSY SHOPPING CORRIDOR (BIG Y, MCDONALDS, WENDYS, CVS, LOWES, ETC), NEW HAVEN AVE 27,000 VPD. SIGNALIZED ACCESS TO ROUTE 34 DIRECTLY IN FRONT OF PROPERTY PROVIDES DISTINCT ADVANTAGE. LAST PROPERTY IN DERBY. NEIGHBORS ORANGE & WOODBRIDGE. CLOSE TO YALE/NEW HAVEN. BUS STOP FROM NEW HAVEN RIGHT IN FRONT OF PROPERTY. 1ST FLOOR & 2ND FLOOR HEIGHT: 12'. BASEMENT HEIGHT: 9'. RENOVATED AND ADDED ELEVATOR: 2001. OWNER RETIRING. PLEASE DO NOT TALK TO ANY TENANTS OR WORKERS. PROOF/SOURCE OF FUNDS REQUIRED BEFORE ANY SHOWINGS. PROPERTY SOLD AS IS. LISTING BROKER RELATED TO OWNER.

Derby
$385,000
3 Beds ⋅ 2 Baths ⋅ 24188557 MLS
Welcome to 50 Hawthorne Ave, a must-see home to appreciate! Motivated sellers moving out of state. This well-maintained single-family home, offering exceptional flexibility, and long-term value in one of Derby's most convenient walkable pockets. Step inside to a bright, inviting layout featuring an oversized kitchen, a spacious living room, a sun filled sitting room, and three well-appointed main floor bedrooms. The floor plan is both functional and comfortable, ideal for everyday living. The partially finished walkout lower level adds even more versatility with a room currently used as a bedroom, full bath, kitchen area, and abundant storage-perfect for extended family, guests, or future conversion. Newer roof (Dec. 2024) 50-yr warranty. Chimney repaired 2024. and new gutters. The fenced yard offers a peaceful retreat with an aboveground pool and deck, creating an ideal space for gardening, outdoor dining, or relaxation. The location is a standout: walk to Roseland Apizza, celebrated as one of the best pizza destinations in CT; enjoy easy access to the Derby Neck Library for community programs and quiet reading; and explore the scenic trails, ponds, and open green spaces of Osborndale Park, all just minutes from your front door. The lower-level walkout can be used for multigenerational living. Located near parks, schools, shopping, and major commuter routes, this home offers both immediate livability and outstanding future potential. This property is being sold "A

50 Hawthorne Ave, Derby
$394,900
2 Beds ⋅ 1 Baths ⋅ 24188960 MLS
Welcome to 105 Sunset Drive! This lovely, updated ranch is set on a level, fully fenced lot-offering the perfect blend of privacy and outdoor relaxation. Inside, you'll find a versatile 2-to-3 bedroom layout, a welcoming living room, and a beautifully updated galley kitchen. Downstairs, the partially finished basement is bright, well-lit, and ready to become your ideal recreation room, home office, or gym. Come view 105 Sunset Drive today and see why this should be your next home!

105 Sunset Dr, Derby
$299,900
3 Beds ⋅ 3 Baths ⋅ 24188279 MLS ⋅ Orangewood East Condo (#1-10) BLDG.
Beautifully updated 3-bedroom, 2.5-bath condo in desirable Orangewood East! This spacious home features stylish updates throughout, a bright and inviting layout, and a generous primary suite with a private balcony and full bath. The large unfinished basement offers excellent storage and endless potential for future living space. Enjoy relaxing or entertaining on the private rear patio. Conveniently located near shopping, dining, parks, and major commuting routes.

116 Shagbark Dr Unit 116, Derby
$349,000
3 Beds ⋅ 3 Baths ⋅ 24186063 MLS ⋅ Daisy Hill BLDG.
Welcome to Daisy Hill, where low-maintenance living meets surprisingly versatile space! This move-in-ready 2-bedroom, 2.5-bath townhouse features an inviting main level with a spacious living and dining area, a kitchen with quartz countertops, and a convenient half bath. Step outside to your private deck! Upstairs, the spacious primary bedroom features its own private full bath, while a second generously sized bedroom is served by an additional full bath. The convenience of second-floor laundry makes everyday living even easier. Need more room? The finished third floor offers endless possibilities as a home office, playroom, guest room, media room, or potential third bedroom. Additional highlights include an attached one-car garage with interior access, a brand-new roof, guest parking, and a convenient Derby location close to shopping, restaurants, and major commuter routes. Whether you're just starting out, looking to simplify, or somewhere in between, this is one you'll want to see!

196 New Haven Ave Unit 431, Derby
$599,999
5 Beds ⋅ 4 Baths ⋅ 24186105 MLS
Discover a rare opportunity to own a beautifully situated home at 23 Washington Street in Derby, Connecticut. Tucked away on a dead-end street, this 5-bedroom property offers exceptional privacy along with breathtaking views and a stunning natural backdrop that changes with the seasons, creating a peaceful and picturesque setting year-round. Step inside to find spacious, light-filled rooms designed for both comfort and everyday living. Large windows invite in abundant natural light while framing the surrounding landscape, making every space feel open and welcoming. The home's layout provides an ideal blend of functionality and charm, perfect for both relaxing and entertaining. The property also features a detached in-law suite with two full bedrooms, ideal for extended family or flexible living arrangements. The primary bath includes heated floors, adding a touch of everyday comfort and luxury. Additional highlights include a full sprinkler system, a sunroom and a playground enhancing both convenience and outdoor enjoyment. Buyers will appreciate the opportunity to bring their own finishing touches and make this home truly their own. Additionally, enjoy spectacular Fourth of July fireworks right from the comfort of your living room. With its unique combination of privacy, scenic views, and versatile living space, this home is truly a rare find in Derby.

23 Washington St, Derby
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