Browse All Middletown CT Waterfront Properties for Sale

*Highest & best offers due Sunday Oct. 25 by 4pm* CUTE RANCH HOME IN A GREAT NEIGHBORHOOD! Large eat-in kitchen with plenty of cabinet & counter space and a new oven range (2026.) Nice sized living room and 3 bedrooms, all with hardwood floors! Get cozy in the partially finished lower level with a wood burning stove, newer faux wood laminate floor that ADDS APPROX 330SQFT of beautiful living space. From the deck, enjoy your view of a huge, level, open backyard. The property backs to Upper Mill Pond that the seller has done some fishing and stand-up paddleboarding from! 2 sheds offer great storage. There's a solar panel Power Purchase Agreement (PPA,) for $206/month to lower electricity costs. The panels were installed in 2023 along with a new 200amp electrical service. New hot water heater in February 2026. Seller also has chickens! You can take over their care and reap the benefits of fresh eggs, or seller will find them a new home, your choice. Close to shops, restaurants, donuts, highway access, Middlesex Hospital and all the amazing food on Main Street!

116 Dorothy Dr, Middletown

$369,900

2 Beds ⋅ 1 Baths ⋅ 24207901 MLS

LAKESIDE LIVING ON CRYSTAL LAKE! Welcome to 142 Crystal Lake Road, where everyday living feels like a getaway. Set on picturesque Crystal Lake, this charming 2-bedroom, 1-bath home offers the rare opportunity to enjoy waterside living from your own backyard. Step inside and you'll find 1,188 square feet of comfortable living space with a warm, inviting feel. The home features an updated kitchen, updated bathroom, and an updated primary bedroom, along with important mechanical updates including the boiler and water heater. A stone fireplace/pellet stove creates a cozy focal point for relaxing on cooler evenings. Outside, the private deck is the perfect place to enjoy morning coffee, dinner overlooking the water, or quiet evenings taking in the changing seasons. With direct lake frontage, you'll have the opportunity to enjoy kayaking, fishing, and the peaceful beauty of Crystal Lake right at home. A detached one-car garage provides additional convenience and storage, while the approximately half-acre lot offers a wonderful balance of privacy and waterfront enjoyment.

142 Crystal Lake Rd, Middletown

$379,000

4 Beds ⋅ 2 Baths ⋅ 24207911 MLS

Welcome to 74 Boston Rd in Middletown, CT, a beautifully renovated home that has been gutted down to the studs and rebuilt with nearly everything brand new. This spacious property offers 4 bedrooms plus a bonus room previously used as a children's bedroom, along with 2 full bathrooms. Designed to feel like new construction, the home features a new roof with new plywood and shingles, new siding with insulation, new interior framing, drywall, flooring, doors, brand-new energy-efficient LED light fixtures, recessed lighting in the living room, dining room, and large laundry room, plus double-pane windows throughout. The updated kitchen includes new cabinets, quartz countertops, refrigerator, dishwasher, microwave, stove/oven range, and faucet. Both bathrooms include new vanities, faucets, toilets, porcelain tile flooring, and porcelain tile shower walls. Brand New Driveway. Major upgrades also include new insulation inside the walls, all-new plumbing pipes, a brand-new gas line, a new tankless high-efficiency gas boiler for heat and hot water, a brand-new 200 AMP electrical panel, and all new electrical wiring, outlets, and switches. Permits were pulled for electrical, HVAC, plumbing, and general construction, and all permits were successfully closed with inspections passed. Sitting on a huge 0.97-acre lot with a brook behind the yard, this move-in-ready home offers modern comfort, space, and peace of mind, like a new construction would.

74 Boston Rd, Middletown

$415,000

4 Beds ⋅ 2 Baths ⋅ 24197069 MLS

Welcome to 104 Bell Street - a rare find on 2.6 private acres in the heart of Middletown. This 4-bedroom, 2 full bath home offers a truly unique setting where you drive down a long, secluded driveway and cross a bridge over Sawmill Brook to arrive at your own private oasis. Fully updated throughout, this home features a renovated kitchen, updated bathrooms, new flooring, new 200-amp electrical service, new AC unit and furnace, new oil tank, an updated well system, and a resurfaced bridge. The wooded, incredibly private lot offers endless potential - whether you envision expanded outdoor living, gardens, or simply the peace and quiet of your own retreat tucked away from the world. Despite the secluded feel, the property is easy to show and conveniently located with quick access to I-91, Wesleyan University, and downtown Middletown. With so much already done, this is a move-in ready home with room to dream on 2.6 acres. Buyer to verify flood zone designation and obtain flood insurance quotes prior to purchase. Agent/Owner.

104 Bell St, Middletown

$950,000

24174532 MLS

This property abuts 35 acres of mixed conservation land and offers views of the Connecticut River and two nearby state parks, ensuring the scenery will remain protected and undeveloped. The spectacular, lightly wooded parcel is the result of combining three approved lots within the River Park Subdivision to create one exceptional private homesite with breathtaking river views. Underground electrical is already in place-just bring your plans. The property is easily accessible via approved private roads maintained by an association, with a properly constructed 18-foot wide gravel Scovill Road.

Scovill Rd, Middletown

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Browse All Middletown CT Waterfront Properties for Sale

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