Properties For Sale in Middletown, CT

26+ acres of unique land in a picturesque rural setting. Easy access to RTs 9 & 17. Previous site work completed. Endless possibilities for your dream home.

Charming Cape-style home with spacious living room, fireplace, eat-in kitchen, and screened-in porch. Features 3 bedrooms with walk-in closets, partially finished basement, and newer furnace/hot water heater. Sold as-is.

8 cleared and graded building lots near Nathan Hale school. Easy access to Mason's Landing and downtown Middletown. Public utilities available. Site design, floor plans, and marketing plans available.

Spacious 2-family home with nearly 2,000 sq ft of living space. Updated second-floor unit with refinished hardwood floors and in-unit laundry. Detached 2-level garage and driveway. Perfect for owner-occupants seeking rental income.

Cozy Cape Cod home with 2 bedrooms, 1.5 bathrooms, wood-burning stove, hardwood floors, new deck, and large backyard. Perfect for those seeking a quiet, peaceful retreat.

Cape Cod with 6 rooms, 2 bedrooms, and 1 bath. Detached garage, vinyl siding, eat-in kitchen, fireplace, hardwood floors, full basement. Sold as-is.

Well-built ranch home with low-maintenance brick exterior, newer roof, and great yard with outdoor fireplace. Spacious interior boasts 3 bedrooms, 2.5 bathrooms, large kitchen, 2-car garage with workshop, and finished lower level with fireplace and wet bar. Perfect for families seeking a move-in ready home.

Totally rehabbed beautiful home with high-quality materials, new appliances, fenced patio, 3 bedrooms, 2 baths, large family room, and 2-car garage. Perfect for families seeking a move-in ready home.

Beautifully updated 4-bedroom Colonial in Middletown offers modern upgrades & serene wooded backdrop. Move-in ready with remodeled primary suite, finished basement, & newly leveled backyard. Enjoy privacy & convenience near schools, parks & highways. Features 2021 roof & propane hookup.

Spectacular, wooded property with breathtaking CT River views. Three approved lots combined for privacy. Underground electric installed. One residential dwelling allowed. Association-maintained private roads.

Build your dream home or subdivide this lightly wooded lot with public water & sewer. Great road frontage & gentle slope make subdivision easy. Ideal for builders, horse enthusiasts, or multiple buyers. Enjoy a serene setting with easy highway access.

Cozy home near Wadsworth Mansion, perfect for starting out or downsizing. Features updated kitchen, new bathroom, recent roof, central air, patio, carport, vinyl siding, and more!

Charming colonial home with many updates: new roof, new HW heater, new electrical panel, new windows, and new central AC. Features spacious living room with fireplace, formal dining room, eat-in kitchen with granite countertops, 2.5 bathrooms, 3 bedrooms, large primary bedroom with en-suite bathroom, large shed, and attached 2-car garage. Fully fenced backyard perfect for entertaining.

Charming Middletown home with spacious living areas, modern kitchen, and private backyard. Perfect for relaxation and entertaining, conveniently located near amenities and parks.

Beautifully remodeled raised ranch on 1 acre with updated kitchen, expansive deck, finished lower level offering potential in-law apartment, oversized 2-car garage, and security cameras. Minutes from I-91 & Route 9.

Split level home with attached in-law apartment featuring full kitchen, living room, 1.1 baths, and 2 bedrooms. Main home boasts hardwood floors, replacement windows, finished walk-out lower level with full bath and fireplace. Lovely backyard perfect for entertaining.

Stunning turn-key property offering versatile living spaces. Features include a massive deck overlooking the pool, granite countertops, stainless steel appliances, and a private sauna. The primary suite boasts vaulted ceilings and a jacuzzi tub. Ideal for entertaining and comfortable living.

Two-family investment property with private parking, a spacious yard, and a brand new roof. Great income potential!

Welcome home to this beautiful 4-bedroom, 2-bath Cape style home! New kitchen with stainless steel appliances & built-in shelving. Hardwood floors, fireplace, & updated bathrooms. Move-in ready!

Immaculately maintained corner lot home with many updates: new roof (2023), updated kitchen with granite counters & SS appliances, wood floors, updated bathrooms, finished lower level family room with wood stove, 2-car garage with extra storage, large deck, flat backyard, shed, whole house generator, central vacuum, central air & irrigation. Ideal for families seeking move-in ready comfort and convenience.

Gorgeous huge lot with incredible mountain views, located at the end of a long private shared road. Ideal for those seeking seclusion and breathtaking scenery.

6.5-acre property with a barn, stream, and subdivision potential. Ideal for a custom home, hobby farm, or equestrian activities. Peaceful rural setting, yet close to amenities. Offers a blend of natural charm and development potential.

Rare opportunity! Own a 3-bed, 2-bath single-family home & a 2-family investment property on one lot. Recent updates include roofs, boilers, and furnaces. Offers off-street parking for 5-6 cars. Ideal for investors or multi-generational living.

Stunning 5-bedroom, 2-bath colonial. Hardwood floors, updated kitchen with granite countertops, primary suite with remodeled bathroom. Partially finished lower level, newer roof & siding, solar panels. Spacious backyard with patio.

Spacious 2-family home (3000 sqft) with 2-car garage and private driveway. Each unit features a large living room, dining room, eat-in kitchen, 2 bedrooms, and a bathroom. Great investment opportunity! AS-IS sale; will not pass FHA.

Exceptional custom-built energy-efficient home on a serene 2-acre lot. Features an open floor plan, vaulted ceilings, expansive eat-in kitchen with island and fireplace, 1st floor primary suite with walk-in closets, office, 3 additional bedrooms (1 ensuite), partially finished lower level, wrap-around deck, 4-season sunroom, oversized heated garage, and professionally landscaped yard. Perfect for those seeking luxury and tranquility.

Charming 7-room Cape Cod home with 4 bedrooms & 1 renovated bathroom. Features updated kitchen with new appliances, deck, fireplace, refinished hardwood floors, new roof, and more. Move-in ready!

Charming 3-bedroom ranch home near the university and downtown. Finished basement with 2 workspaces, sunroom with electric heat/AC, new bathroom vanity (2025), oil tank (2022), and water heater (2022). Generator included!

Spacious 3-family house in downtown Middletown. 2nd and 3rd floors rented, providing immediate income. 1st floor gutted and framed for a 2-bedroom unit, ready for customization. Updated kitchens, separate utilities. Ideal for owner-occupancy or investment.

Charming 1930s Tudor home in Middletown, CT, offering timeless elegance. Features expansive family room with cathedral ceilings, formal dining room, updated kitchen, and screened porch. Minutes from downtown amenities and CT shoreline.

Historic 5-bedroom colonial home with tasteful updates, 3-car garage, 6 fireplaces, saltwater pool, hot tub, and 2-story barn. Perfect for large families or those seeking a unique property with event space.

Charming colonial home with a brick exterior, offering six rooms, updated kitchen with granite counters and stainless steel appliances, new flooring and light fixtures, walk-up attic with two additional rooms, full basement, and a new roof and heating boiler. Perfect for families.

Spacious 4-bedroom, 3-bathroom colonial perfect for families. Features a large eat-in kitchen, cozy living room, finished basement, and lovely backyard. Conveniently located near schools and shopping.

3 beautiful home sites in Middletown's Westfield section. This classic Cape Cod-style home boasts an open floor plan, vaulted ceilings, a corner fireplace, a large kitchen, and a spacious primary suite with an oversized bathroom. Upstairs, you'll find 2 large bedrooms and an oversized full bath. Granite counters, hardwood floors, and decks are included.

Charming Cape Cod-style home near Wesleyan University. Features hardwood floors, updated half bath, large basement for storage, central AC, and a recently replaced oil boiler. Ideal for first-time homebuyers or investors.

Stunning new construction home with modern kitchen, granite counters, stainless steel appliances, butler's pantry, formal dining room, living room with fireplace, 3 bedrooms plus bonus room, primary suite with soaking tub and walk-in closet. Hardwood floors, energy efficient windows, oversized lot. Perfect blend of luxury and practicality.

Spacious 5-bedroom home with in-law suite, 2-car garage, and 4 full baths. Features a main level with formal dining room, large living room, and kitchen. Master suite has hydro tub and a full bath. Upstairs sunroom and deck. Partially finished lower level with fireplace. Whole house generator.

Investor special! Fixer-upper with original charm. Sale contingent on seller finding suitable housing.

Move-in ready 3-bed, 2-bath home in Middletown's South Farms! Open floor plan, hardwood floors, custom bar, granite countertops, Trex deck, finished basement with full bath & kitchen, perfect in-law suite or home office. Owned solar panels, new windows & updated systems.

Charming split-level home in Middletown, CT, offering comfort and convenience. Features a large backyard, recent repairs, fresh paint, refinished hardwood floors, and a new well tank and filter. Minutes from shops and restaurants, and close to I-91 for easy commutes.