Trumbull Real Estate

Homes for Sale in Trumbull, CT Between $500,000 to $600,000

Welcome to your dedicated resource for Homes for Sale Between $500,000 to $600,000 in Trumbull, CT. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Trumbull, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $500,000 to $600,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Trumbull, CT Homes for Sale Between $500,000 to $600,000

4280 Madison Ave, Trumbull
$599,000
3 Beds ⋅ 2 Baths ⋅ 24205611 MLS
NEW PRICE! Exceptional value and an outstanding opportunity to own a spacious, move-in-ready home in Trumbull. Welcome to this well-maintained 3-bedroom, 2-bathroom split-level home situated on a large corner lot. An expansive kitchen offers generous cabinet and counter space, complemented by a spacious dining room that comfortably accommodates holiday celebrations, special occasions, and everyday gatherings. Together, these inviting spaces create a natural setting for bringing family and friends together. The flexible layout provides comfortable living and entertaining areas, along with three well-sized bedrooms, two full bathrooms, split-system A/C, a newer roof, and a 2-car attached garage. A wide long driveway provides ample parking for multiple vehicles, adding convenience for both daily living and visiting guests. The finished basement offers approximately 300 additional square feet of versatile living space not included in the reported total square footage-ideal for a recreation room, home office, gym, or additional gathering space. Outside, the fenced-in yard offers privacy and plenty of room for entertaining, pets, gardening, or relaxing. Conveniently located minutes from Sacred Heart University, Trumbull Mall, the Merritt Parkway, major highways, shopping, restaurants, and everyday essentials. A wonderful opportunity to enjoy generous space, comfort, and convenience in a desirable Trumbull neighborhood.

4280 Madison Ave, Trumbull
23 Great Neck Rd, Trumbull
$599,000
4 Beds ⋅ 2 Baths ⋅ 24177853 MLS
Nestled on a quiet cul-de-sac along a picturesque, tree-lined street, this charming ranch offers the perfect blend of comfort, convenience, and classic New England appeal. Ideally located just moments from Trumbull High School and Hillcrest Middle School, this home places you in one of Trumbull's most desirable neighborhoods. Step inside to find recently installed hardwood and vinyl flooring that add a fresh, modern touch throughout the home. Major mechanical updates provide peace of mind, including a newer furnace, oil tank, hot water heater, and central air unit. Enjoy summer in style with a private, tree-lined backyard perfect for entertaining, barbecues, or simply relaxing outdoors. The setting offers exceptional privacy while still being conveniently close to everything you need. Commuters will appreciate easy access to Route 25, the Merritt Parkway, and Route 8, while nearby shops, coffee spots, dining, and everyday conveniences are just around the corner. Discover everything Trumbull is known for, from its top-rated schools and beautiful parks to scenic walking trails, recreational amenities, and popular local dining. With a strong sense of community and conveniences nearby, this is a wonderful place to call home. *Note: There is an additional 600 square feet of space not included in the public record above the garage*

23 Great Neck Rd, Trumbull
93 Woolsley Ave, Trumbull
$585,000
3 Beds ⋅ 2 Baths ⋅ 24206749 MLS
OPEN HOUSE CANCELLED SUNDAY DUE TO FALLEN BRANCHES. Welcome to 93 Woolsley Avenue nestled in a beautiful Trumbull neighborhood that offers just what you envision when searching for a place to call home! Featuring 3 bedrooms and 2 full baths, this home combines classic character with a warm and welcoming interior. The updated kitchen includes white cabinetry, sleek stainless steel appliances and opens to a family room highlighted by a vaulted ceiling, sliders leading to the exterior and access to a 2 car attached garage. From the kitchen, easily transition into the formal dining room, while the living room offers a fireplace and classic picture window, creating an inviting gathering space. A first-floor primary bedroom and full bath provide the convenience of main-level living. Upstairs, you'll find two generously sized bedrooms along with a second full bathroom. Outside, a deck overlooks the private, level, fully fenced backyard, with plenty of room for outdoor entertaining, gardening, play time, or simply relaxing. This home provides plenty of potential to update and personalize to suit your style. Approximately 50 miles from New York City, and just .5 mile from the fabulous Pequonnock River biking/walking trail. Conveniently located near, playgrounds, popular restaurants, shopping areas and highways. As a Trumbull resident, you have access to 2 community pools, a golf course and top-rated schools. Truly, an incredible opportunity to make this home your own!

93 Woolsley Ave, Trumbull
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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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