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$1,425

Welcome to 460 Main Street, Unit #10, located in the heart of Downtown Middletown! This well-maintained 1-bedroom, 1-bath apartment offers comfortable and convenient living just steps from Main Street's restaurants, shopping, entertainment, and local amenities. The unit features a functional layout, plenty of natural light, and the added convenience of an in-unit washer and dryer. Offered at $1,425 per month and ready for immediate occupancy. Don't miss this opportunity to enjoy downtown living in a convenient location. Schedule your showing today!

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24204711 MLS

Welcome to 460 Main Street, Unit #10, located in the heart of Downtown Middletown! This well-maintained 1-bedroom, 1-bath apartment offers comfortable and convenient living just steps from Main Street's restaurants, shopping, entertainment, and local amenities. The unit features a functional layout, plenty of natural light, and the added convenience of an in-unit washer and dryer. Offered at $1,425 per month and ready for immediate occupancy. Don't miss this opportunity to enjoy downtown living in a convenient location. Schedule your showing today!

460 Main St Unit 10, Middletown

$310,000

Welcome to 286 Russell Street, a warm and cozy cottage-style home bursting with curb appeal and gorgeous architectural details. A welcoming, adorable front porch invites you inside to discover a main level showcasing hardwood floors and lovely trim work throughout. The inviting living space centers around a detailed fireplace, creating the perfect environment for crisp evenings, while a lovely sunroom offers a bright, serene retreat to relax and unwind. At the heart of the home is a beautifully renovated kitchen (2018), boasting high-quality finishings and a highly functional layout. The main floor features two bedrooms and a bathroom, while the spacious attic, currently functioning as an office and family room, is a fully recognized third bedroom, complete with its own closet and distinct character. Modern efficiency seamlessly blends with classic craftsmanship. The entire home was fully insulated with premium spray foam in 2026, keeping utility bills low and temperatures stable all year long. Additional high-value upgrades include a brand-new washer and dryer set installed in 2026. Situated in a prime Middletown location, this move-in-ready gem sits just a short distance from the Pat Kidney Sports Complex, offering access to a premier multi-use athletic facility. It is easy to walk or drive to downtown in a little over one and a half miles. Schedule your tour today!

3 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24199523 MLS

Welcome to 286 Russell Street, a warm and cozy cottage-style home bursting with curb appeal and gorgeous architectural details. A welcoming, adorable front porch invites you inside to discover a main level showcasing hardwood floors and lovely trim work throughout. The inviting living space centers around a detailed fireplace, creating the perfect environment for crisp evenings, while a lovely sunroom offers a bright, serene retreat to relax and unwind. At the heart of the home is a beautifully renovated kitchen (2018), boasting high-quality finishings and a highly functional layout. The main floor features two bedrooms and a bathroom, while the spacious attic, currently functioning as an office and family room, is a fully recognized third bedroom, complete with its own closet and distinct character. Modern efficiency seamlessly blends with classic craftsmanship. The entire home was fully insulated with premium spray foam in 2026, keeping utility bills low and temperatures stable all year long. Additional high-value upgrades include a brand-new washer and dryer set installed in 2026. Situated in a prime Middletown location, this move-in-ready gem sits just a short distance from the Pat Kidney Sports Complex, offering access to a premier multi-use athletic facility. It is easy to walk or drive to downtown in a little over one and a half miles. Schedule your tour today!

286 Russell St, Middletown

$449,900

Welcome to 147 Ridge Rd, a stunning, completely remodeled home located in the highly desirable South Farms district of Middletown! This beautifully updated property has been renovated from top to bottom and is truly move-in ready. The heart of the home is the spectacular open-concept kitchen, featuring beautiful quartz countertops and seamless flow into a bright, light-filled living room with a decorative stone fireplace. Throughout the home, you'll find beautifully refinished hardwood floors and two beautifully updated bathrooms, each featuring elegant inlaid tile showers. The dining room features a slider to an impressive 16-foot deck, creating the perfect setting for indoor and outdoor entertaining, relaxing, and enjoying the private surroundings. Major updates include a new roof and windows, a newer furnace, and new electrical wiring and electrical panel. Every detail has been thoughtfully updated to create a comfortable, stylish, and modern home. This is a must-see property! Schedule your private showing today and experience everything 147 Ridge Rd has to offer.

3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24199578 MLS

Welcome to 147 Ridge Rd, a stunning, completely remodeled home located in the highly desirable South Farms district of Middletown! This beautifully updated property has been renovated from top to bottom and is truly move-in ready. The heart of the home is the spectacular open-concept kitchen, featuring beautiful quartz countertops and seamless flow into a bright, light-filled living room with a decorative stone fireplace. Throughout the home, you'll find beautifully refinished hardwood floors and two beautifully updated bathrooms, each featuring elegant inlaid tile showers. The dining room features a slider to an impressive 16-foot deck, creating the perfect setting for indoor and outdoor entertaining, relaxing, and enjoying the private surroundings. Major updates include a new roof and windows, a newer furnace, and new electrical wiring and electrical panel. Every detail has been thoughtfully updated to create a comfortable, stylish, and modern home. This is a must-see property! Schedule your private showing today and experience everything 147 Ridge Rd has to offer.

147 Ridge Rd, Middletown

$419,000

Exceptional mixed-use investment opportunity convenient to downtown Middletown! This property features 2 commercial units and 3 residential units, offering a balanced blend of commercial and residential income that makes it an ideal addition to any investor's portfolio. Both commercial spaces are currently vacant, making this an excellent opportunity for someone who wants to open their own business on the ground floor while collecting steady rental income from the apartments upstairs. The commercial spaces enjoy excellent street frontage and high visibility along busy East Main Street, providing strong exposure for retail, office, or service-oriented businesses-with one of the commercial units already featuring a dedicated kitchen. The 3 residential units offer versatile 1, 2, and 3 bedroom layouts, each featuring 1 full bathroom. These units offer strong rental appeal in a highly desirable location. Situated within walking distance to restaurants, shopping, entertainment, public transportation, and local amenities, this property benefits from Middletown's vibrant atmosphere. Whether you're looking to expand your investment portfolio, generate multiple income streams, or establish your business while collecting residential rental income, this versatile property offers outstanding potential. Convenient access to Route 9, I-91, Wesleyan University, and surrounding communities. Make an appointment today to view this property!

8 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24190092 MLS

Exceptional mixed-use investment opportunity convenient to downtown Middletown! This property features 2 commercial units and 3 residential units, offering a balanced blend of commercial and residential income that makes it an ideal addition to any investor's portfolio. Both commercial spaces are currently vacant, making this an excellent opportunity for someone who wants to open their own business on the ground floor while collecting steady rental income from the apartments upstairs. The commercial spaces enjoy excellent street frontage and high visibility along busy East Main Street, providing strong exposure for retail, office, or service-oriented businesses-with one of the commercial units already featuring a dedicated kitchen. The 3 residential units offer versatile 1, 2, and 3 bedroom layouts, each featuring 1 full bathroom. These units offer strong rental appeal in a highly desirable location. Situated within walking distance to restaurants, shopping, entertainment, public transportation, and local amenities, this property benefits from Middletown's vibrant atmosphere. Whether you're looking to expand your investment portfolio, generate multiple income streams, or establish your business while collecting residential rental income, this versatile property offers outstanding potential. Convenient access to Route 9, I-91, Wesleyan University, and surrounding communities. Make an appointment today to view this property!

71 E Main St, Middletown

$1,350

Well-maintained 1-bedroom, 1-bath apartment available for $1,395 per month. The kitchen comes fully equipped with a cooktop, microwave, refrigerator, and dishwasher, and opens to a dedicated dining/eating area. Heat and hot water are included in the rent, while electricity is the tenant's responsibility. Conveniently located near shopping, dining, public transportation, and major commuter routes. A great opportunity for comfortable and affordable living in a desirable location. DO NOT CALL listing agent, please only email or contact Olivia - 860.338.4788

1 Beds ⋅ ACTIVE Status ⋅ 24181216 MLS

Well-maintained 1-bedroom, 1-bath apartment available for $1,395 per month. The kitchen comes fully equipped with a cooktop, microwave, refrigerator, and dishwasher, and opens to a dedicated dining/eating area. Heat and hot water are included in the rent, while electricity is the tenant's responsibility. Conveniently located near shopping, dining, public transportation, and major commuter routes. A great opportunity for comfortable and affordable living in a desirable location. DO NOT CALL listing agent, please only email or contact Olivia - 860.338.4788

460 Main St Unit 15, Middletown

$1,700

Opportunity awaits at 166 College Street Rear in the heart of Middletown's Historic District. This charming two-bedroom rental offers an unbeatable location just steps from Wesleyan University and downtown Middletown's vibrant restaurants, shops, and entertainment. Heat and hot water are included in the rent, providing added value and convenience. Off-street parking is available. Enjoy the perfect blend of historic neighborhood charm and walkable city living. Don't miss this opportunity to make this ideally located apartment your next home.

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24180424 MLS

Opportunity awaits at 166 College Street Rear in the heart of Middletown's Historic District. This charming two-bedroom rental offers an unbeatable location just steps from Wesleyan University and downtown Middletown's vibrant restaurants, shops, and entertainment. Heat and hot water are included in the rent, providing added value and convenience. Off-street parking is available. Enjoy the perfect blend of historic neighborhood charm and walkable city living. Don't miss this opportunity to make this ideally located apartment your next home.

166 College St Unit 2, Middletown

$950,000

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.

ACTIVE Status ⋅ 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

$2,000

Central downtown district. Welcome to the Historic Pythian Building with an interesting ownership history as hotel and former meeting place of the Pythian Knights. Large 3-bedroom unit on top floor, offers an open floor plan with kitchen, living room and full bath. Great tenant value with all utilities included. There isn't any onsite parking for tenants. There are municipal parking lots nearby where Main Street tenants are offered a discounted monthly rate to park. Tenants provide an application, credit report and background check at their own expense. No smoking or vaping is permitted anywhere inside the building and apartment. No pets allowed.

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24147286 MLS

Central downtown district. Welcome to the Historic Pythian Building with an interesting ownership history as hotel and former meeting place of the Pythian Knights. Large 3-bedroom unit on top floor, offers an open floor plan with kitchen, living room and full bath. Great tenant value with all utilities included. There isn't any onsite parking for tenants. There are municipal parking lots nearby where Main Street tenants are offered a discounted monthly rate to park. Tenants provide an application, credit report and background check at their own expense. No smoking or vaping is permitted anywhere inside the building and apartment. No pets allowed.

360 Main St Unit 3-B, Middletown