Trumbull Real Estate

Homes for Sale with a Pool in Trumbull, CT

Welcome to your dedicated resource for homes for sale with a pool 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 with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Trumbull, CT

$1,100,000
5 Beds ⋅ 5 Baths ⋅ 24194448 MLS
Welcome to 117 Church Hill Rd. A one-of-a-kind, 1913 generational colonial home lovingly cared for by the current owner for the past 50 years, this stately center-staircase home offers over 5600 sq ft of living space blending old world charm with modern amenities. The original footprint, built on a solid stone foundation, has been expanded from the original 1344 sq ft of living space to keep up with an ever-growing family. The first floor features a chef's style kitchen that flows directly into the dining room and sunroom, offering expansive views over the large backyard and kidney shaped in-ground pool. The living room and sunroom provide great spaces for entertaining as well as two custom-designed fireplaces perfect for winter gatherings. On the second floor you'll find four bedrooms, three full bathrooms and a large family room. Ascending to the third floor you'll find another full bedroom and bath, perfect for an in-law suite or a growing family - accessible from the first floor by three staircases. The lower level is completely finished, offering a custom-built office, playroom, a full laundry room (all with abundant storage), and a screened-in porch with a third fireplace. Floors throughout the home are solid hardwood or tile. The outdoor space is truly exceptional - brick walkways lead to a number of mature plantings as well as a custom-built in-ground heated pool and fire pit, perfect for family gatherings or just a lazy Sunday afternoon.

117 Church Hill Rd, Trumbull
$995,000
5 Beds ⋅ 4 Baths ⋅ 24165397 MLS
Welcome to this multi-generational dream home featuring a private in-law suite with separate entrance, set on a peaceful 0.85-acre lot in one of Trumbull's most desirable neighborhoods. This exceptional ranch-style residence offers approximately 4,016 sq ft of versatile living space. The main level includes 4 bedrooms and 2 full bathrooms, a beautifully designed kitchen, and an inviting family room with brick fireplace and built-ins creating a warm gathering space. The walk-out lower-level in-law suite offers its own kitchen, 1 bedroom, 1 full and 1 half bathroom, private entrance, and patio overlooking the backyard-ideal for extended family or guests. Outdoor amenities create a true backyard retreat featuring lush landscaping, a tranquil koi pond, babbling brook, outdoor kitchen, stone fire pit, and an above-ground pool with surrounding deck. An outdoor theater setup provides entertainment day or night. Seasonal gardens showcase peonies, azaleas, tulips, daffodils, hydrangeas, lilacs, hyacinths, spiderwort, orange day lilies, Asian bleeding hearts, and a striking flaming pink Love Tree in the front yard. Energy-efficient upgrades include new solar panels, Tesla battery backup, and EV charger for off-grid capability. Designed for relaxation and entertaining, this unique property blends comfort, flexibility, and resort-style living. Seller relocating-priced to sell quickly.

57 Gray Rock Rd, Trumbull
$949,900
5 Beds ⋅ 4 Baths ⋅ 24203434 MLS
Wonderful and unique opportunity at this 1820s colonial with an inground pool and multiple outbuildings. The 5 bedroom home has modern additions to the floor plan including a first level primary bedroom suite with spacious full bath and walk-in closet. On the other side of the house a modern eat-in kitchen has been added with lots of counter and cabinet space, antique beams and granite counters. The kitchen is open to a great room with cathedral ceilings, skylights and French doors. The dining room is expansive with room for a 14 seat table. A formal living room and office round out the ground level. Upstairs are four additional bedrooms and another full bath. Behind the home is a 3 bay garage with a finished room above. At the rear of the lot is a large L-shaped red barn. All this in a lovely setting just across the street from the Tashua Knolls golf course.

394 Tashua Rd, Trumbull
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