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17 E Lake Pl, Middletown
$329,000
3 Beds ⋅ 2 Baths ⋅ 24204544 MLS
Welcome home to this beautifully updated property tucked away on a quiet cul-de-sac offering privacy, ample parking, and a spacious backyard perfect for relaxing, entertaining, or enjoying the outdoors. Inside, you'll find an updated and upgraded kitchen and bathrooms, complemented by newer vinyl windows and a newer roof for added peace of mind. A large two-car garage provides plenty of room for vehicles along with valuable additional storage. Conveniently located near the Cromwell/Middletown line, this home is a commuter's delight with easy access to Route 9, Route 372, and I-91. Enjoy being just minutes from restaurants, shopping, supermarkets, Wesleyan University, Wadsworth Falls State Park, Powder Ridge Park and Resort and many other area amenities. Offering a great combination of privacy, convenience, updates, and accessibility, this home is ready for its next chapter. AS-IS sale. Inspection for buyers' information only.

17 E Lake Pl, Middletown

170 Rising Trail Dr Unit 170, Middletown
$175,000
3 Beds ⋅ 2 Baths ⋅ 24203716 MLS ⋅ Beacon Hill Towne Homes BLDG.
Opportunity awaits in this spacious three-bedroom, one-and-a-half-bath townhouse offering three levels of flexible living space and immediate occupancy. Enjoy the convenience of your own private entrance and a covered carport that helps protect your vehicle from the elements year-round. The main level features a functional kitchen and an open living and dining area with sliders leading to outdoor space-perfect for relaxing or entertaining. Upstairs, you'll find two comfortable bedrooms, a full bath, and conveniently located second-floor laundry. The private third-floor bedroom offers separation from the rest of the home and includes a dedicated storage area, making it ideal for a bedroom, home office, or quiet retreat. Pets are allowed, giving pet owners the freedom to truly feel at home. With its practical layout, valuable amenities, immediate availability, and attractive price, this townhouse is ready for its next owner. Schedule your showing today!

170 Rising Trail Dr Unit 170, Middletown

868 Long Hill Rd Unit 868, Middletown
$219,900
3 Beds ⋅ 2 Baths ⋅ 24203872 MLS ⋅ Ridgely Condo I BLDG.
MULTIPLE OFFERS RECEIVED - PLEASE SUBMIT HIGHEST AND BEST BY END OF DAY MONDAY SEPT 7, 2026. Bring Your Vision to Wesleyan Hills! This is the kind of opportunity buyers love-a 3-bedroom, 11/2-bath townhouse in the desirable Wesleyan Hills community, priced more than $70,000 below other condos in the complex. If you've been looking for a home where you can put your own stamp on things and build equity along the way, this could be the one. Freshly painted from top to bottom, the home gives you a clean starting point for your updates and ideas. The living room features a cozy fireplace, perfect for gathering on chilly evenings, while the generously sized deck is ready for morning coffee, afternoon relaxing, or summer entertaining. And then there's Wesleyan Hills itself. Set on 288 beautifully planned acres, the community offers an uncommon connection to nature, with about 30 acres of woods, fields, ponds, and two miles of walking paths winding through the property, complete with bridges and tunnels. It feels like a peaceful retreat while still being close to everything you need. Downtown Middletown is less than 10 minutes away, with restaurants, shopping, and the energy of Wesleyan University nearby. Easy access to Route 9 and Route 17 makes commuting toward Hartford or New Haven convenient as well. Sold as-is and priced with the opportunity in mind, this is your chance to create the home you've been imagining-at a price that gives you room to make it your own.

868 Long Hill Rd Unit 868, Middletown

105 Spring St, Middletown
$309,900
5 Beds ⋅ 2 Baths ⋅ 24203700 MLS
**Multiple Offers, Highest and Best Due EOD Wednesday, 9/9/26** Opportunity knocks in the heart of Middletown! This two-family home sits just minutes from Route 9, public transportation, and the Main Street corridor with its restaurants, shops, and year-round events. Live in one unit and have a tenant help pay your mortgage, or add a solid two-family to the portfolio - a great fit for owner-occupants and investors alike. Unit 1 has been freshly updated with new flooring, fresh paint, an updated kitchen and bath, and ceiling fans. Unit 2 offers a functional layout with an enclosed sun porch and its own private entry. Separate utilities, including two electrical panels and two heating systems, keep operating simple. Additional highlights include enclosed porches, new flooring and updates throughout, an open unfinished basement with plenty of storage, and off-street parking for multiple vehicles. Appliances will be provided with the right offer. Close to Wesleyan University, hospitals, parks, and commuter routes to Hartford and the shoreline. Easy to show - schedule today! Agent Owner

105 Spring St, Middletown

123 Fisher Rd, Middletown
$359,999
3 Beds ⋅ 2 Baths ⋅ 24196726 MLS
Welcome to 123 Fisher Rd, a charming 3-bedroom, 2-bath Cape offering a flexible floor plan and plenty of space to suit today's lifestyle. One of the home's standout features is the main-level bedroom, which is currently being used as an additional living space. This versatile room provides an excellent opportunity for a family room, home office, den, or comfortable first-floor bedroom depending on your needs. The main level offers a welcoming flow between the living areas, kitchen, full bathroom, and flexible bonus space. Upstairs, you'll find additional bedrooms that provide privacy and room for family or guests. With two full bathrooms and a traditional Cape layout, the home offers both functionality and flexibility. Located in a convenient Middletown setting, 123 Fisher Rd is close to everyday amenities, shopping, dining, parks, schools, and major roadways. Schedule your showing today before it's too late!

123 Fisher Rd, Middletown

108 High St, Middletown
$399,900
6 Beds ⋅ 2 Baths ⋅ 24202328 MLS
Welcome to this character-filled, turn-of-the-century two-family Colonial in the heart of Middletown, ideally located directly across from Wesleyan University and within walking distance of downtown, restaurants, shops, and public transportation. Each spacious unit offers three bedrooms, a generous living room with a fireplace, beautiful built-in cabinetry, wood flooring, and French doors opening to a sunroom. Large, open kitchens with walk-in pantries provide ample space and functionality, while charming period details throughout reflect the home's original character. The first-floor unit is vacant and move-in ready, while the second-floor unit is currently tenant-occupied, offering immediate rental income. A new roof adds significant value, while the interiors still provide opportunities for updates and personal touches. Situated on a corner lot with two separate driveways accessed from different streets, plus a convenient walkout basement. An excellent opportunity for an owner-occupant or investor!

108 High St, Middletown

74 Grove St, Middletown
$374,500
3 Beds ⋅ 2 Baths ⋅ 24202551 MLS
Welcome to this beautifully remodeled two-family home ideally located within walking distance of vibrant downtown Middletown! This property offers the perfect blend of modern updates, spacious living, and unbeatable convenience. Both units have been fully remodeled with new appliances and updates throughout, making this an excellent opportunity for an owner-occupant, investor, or multi-generational living arrangement. Enjoy the added charm and versatility of enclosed back porches, perfect for relaxing, extra storage. A standout feature is the walk-up attic, offering approximately 650 additional square feet of living space-an incredible opportunity to create additional bedrooms, an office, recreation room, or whatever best suits your needs. Natural gas heat and hot water, separate utilities. Common laundry area in the basement with brand new washer and dryer. Step outside and enjoy everything Middletown has to offer, with parks, restaurants, shops, and downtown attractions all just a short walk away. Located in the heart of a lively and growing community, this home combines convenience, character, and future potential. Move-in ready, fully updated, and in a fantastic location-this is a two-family opportunity you won't want to miss!

74 Grove St, Middletown

774 Long Hill Rd Unit 774, Middletown
$299,900
3 Beds ⋅ 2 Baths ⋅ 24201757 MLS ⋅ Ridgely Condo Ii BLDG.
Welcome to 774 Long Hill Road, a meticulously maintained 3-bedroom, 1.5-bath townhouse in the desirable Wesleyan Hills community. Lovingly cared for by the same owner for the past 20 years, this home offers durable, easy-care laminate flooring throughout and annually serviced mechanicals for added peace of mind. The spacious eat-in kitchen opens through sliding doors to a large private deck, perfect for outdoor dining and relaxation. A finished lower level provides additional flexible living space for a recreation room, home office or gym. Additional highlights include a new washer, thermal windows, low-maintenance vinyl siding, two parking spaces and a roof approximately 10 years old. Set across 288 scenic acres, Wesleyan Hills offers a truly special neighborhood setting with ponds, fields, wooded open spaces and approximately two miles of walking paths connected by charming footbridges and tunnels. The community is also home to the historic Barns at Wesleyan Hills, a picturesque event venue overlooking the water. Just moments away, the beautiful Wadsworth Mansion and surrounding parklands offer miles of additional trails, seasonal events and popular outdoor summer concerts. Enjoy peaceful surroundings and a wonderful sense of community, all just three miles from vibrant downtown Middletown.

774 Long Hill Rd Unit 774, Middletown

500 Washington St Unit #4, Middletown
$99,999
2 Beds ⋅ 1 Baths ⋅ 24201126 MLS
*** Remodeled Home in Middletown Mobile Home Park *** Welcome to 500 Washington Street #4, a beautifully refurbished 1986 Peerless Supra offering fresh, move-in-ready living in a convenient Middletown location. This 14' x 60' home features 840 sq. ft., 2 bedrooms and 1 full bath, with extensive updates throughout. The brand-new kitchen shines with quartz countertops, new cabinetry, refrigerator, electric range, sink and faucet. Enjoy new flooring throughout, fresh interior paint, new closet doors and a new front door. The remodeled bath features a new tub/shower insert, vanity and toilet. Additional improvements include a brand-new central A/C system, new electrical line, added insulation, new skirting and stairs, plus new washer/dryer hookups. Thoughtfully refreshed from top to bottom, this inviting home combines modern finishes, comfort and low-maintenance living. Move right in and enjoy - Schedule your private showing today! (On new pad site - taxes to be determined. Purchaser to verify with local municipality.)

500 Washington St Unit #4, Middletown

130 Spencer Dr, Middletown
$349,000
5 Beds ⋅ 2 Baths ⋅ 24201926 MLS
Welcome to this spacious 1952 Middletown Colonial, where classic charm meets low-maintenance living in a quiet neighborhood. Step inside a welcoming foyer with an entry closet that opens into a sun-drenched living area highlighted by a large bay window. The home features stunning hardwood floors throughout, flowing into a functional kitchen complete with natural wood cabinets, Corian countertops, a matching backsplash, and durable laminate flooring. Designed for effortless lifestyle flexibility, the main level hosts two bedrooms, including the primary bedroom, alongside a full bathroom with a tub/shower. Upstairs, you will find three additional bedrooms, perfect for a home office or private gym, and a second full bathroom with a tub/shower. The expansive basement is perfect for a hobbyist equipped with a dedicated tool workbench, storage shelving, and a laundry area with a washer and dryer. Outside, the home has low-maintenance vinyl siding and a cleared, level rear yard with mature landscaping and a handy tool shed. This prime location keeps you tranquil at home while placing you just minutes from Wesleyan University, downtown restaurants, nightlife, and scenic walks at Harborpark or Wadsworth Falls State Park. Commuting is a breeze with instant access to Route 9 and Route 66. This turn-key five-bedroom gem blends comfort, space, and ultimate Connecticut convenience.

130 Spencer Dr, Middletown

492 Long Hill Rd, Middletown
$379,900
3 Beds ⋅ 2 Baths ⋅ 24201428 MLS
Welcome home to this beautifully renovated 3-bedroom, 2-bathroom raised ranch in Wesleyan Hills, where all the major work is already done for you. This move-in ready home features a brand new roof and new efficient boiler, giving you years of worry-free ownership and energy savings. The heart of the home is a stunning new kitchen with crisp white shaker cabinets, quartz countertops, and modern finishes that's perfect for everyday living and entertaining. Both full bathrooms have been completely updated with contemporary tile, vanities, and fixtures. The raised ranch layout offers bright main-level living space plus flexible finished lower-level space ideal for a family room, home office, or guest suite. Conveniently located on Long Hill Rd with easy access to Route 9, schools, and Middletown's shops and dining, this home delivers the perfect blend of comfort, style, and location. With all the big-ticket items checked off the list, all you need to do is unpack.

492 Long Hill Rd, Middletown

100 Jacobs Ter, Middletown
$339,900
3 Beds ⋅ 1 Baths ⋅ 24200402 MLS
Welcome to 100 Jacobs Terrace, an adorable, move-in-ready, one-floor home, tucked away at the end of a quiet dead-end street with a convenient turnaround. Offering easy single-level living, this home features three bedrooms and one full bath with a comfortable and practical layout. Step outside to the fully fenced yard, where a nice deck and pergola create the perfect setting for morning coffee, outdoor dining, entertaining, or simply relaxing. While the home does not have a basement, there is a shed and attic space to provide additional storage. Ideally located in a peaceful residential setting while still close to all that Middletown has to offer, this home is convenient to shopping, dining, parks, schools, downtown Middletown, Wesleyan University, and major highways. Whether you're a first-time buyer, downsizing, or simply looking for the ease of one-floor living, 100 Jacobs Terrace is a wonderful place to call home.

100 Jacobs Ter, Middletown

53 Spring St, Middletown
$364,900
5 Beds ⋅ 3 Baths ⋅ 24199686 MLS
This well maintained colonial, located just steps from the bustling downtown of Middletown, is ready for its new owner! Three units, all on different floors, offer flexible plans for owner-occupants and investors alike! The first and second floor units are comfortably controlled with high efficiency Navien units, both with a 2 bed/1 bath layout. The third unit is also natural gas, and provides a generous sized 1 bed/1 bath unit. The units themselves are mostly updated, some with fresh paint and tile work tastefully done. A two car garage and off street parking provide ultimate convenience for owners and/or tenants. Lively flower beds decorate the front walkway, adding to the curb appeal. A back staircase seconds as small deck platforms overlooking the backyard. Whether living in one unit and renting the others for residual income, or adding this wonderful opportunity to your investment portfolio, this one is NOT to miss. Schedule your private showing today!

53 Spring St, Middletown

171 Smith St, Middletown
$369,900
4 Beds ⋅ 1 Baths ⋅ 24198560 MLS
Back on Market, and meant to be for You!! This adorable Cape boasts 4 bedrooms, an Open Layout, Fully Finished Basement, and an Enchanting private, flat fenced yard with a pool, Magnificent Weeping Willow tree, Firepit, and Gazebo. The Main level welcomes a friendly open layout connecting the open kitchen to the living room with cozy wood burning fireplace, Primary bedroom, Full bathroom, and another bedroom which can be used as an office if a 4th is not needed, as well as a laundry area quietly tucked away. Enter the Breezeway with dramatic wood vaulted ceiling, and french doors looking out to the patio and pool, which is currently being used as a Romantic Dining Room. Upstairs you will find two ample sized bedrooms. The Fully Finished basement offers more room for an In-Law possibility complete with kitchen and full bath. The oversized Tandem garage will hold 3 compact cars, or two large trucks and motorcycles, or hobbies. The roof is 5 years old, and the solar panels are owned and convey with the home at no additional cost to save you money on your electric bill. Located in a convenient location for commuting close to 91, route 9, close to shopping, restaurants, golf courses and more. Must Come see!!

171 Smith St, Middletown

234 S Main St Unit 203, Middletown
$269,900
2 Beds ⋅ 2 Baths ⋅ 24196275 MLS ⋅ Parker House BLDG.
Step into a piece of history with all the comforts of modern living! Located in a beautifully renovated factory building that was thoughtfully converted to condominiums in 1987, this distinctive residence is part of a property listed on the National Register of Historic Places. Rich in character and architectural charm with exposed beams, wood ceiling and brick walls, this meticulously maintained condo offers a unique lifestyle in one of the area's most desirable locations. Enjoy the convenience of being just a short walk to vibrant downtown Middletown, where you'll find exceptional restaurants, boutique shopping, entertainment, Wesleyan University, and Middlesex Hospital. Inside, you'll appreciate the many recent updates, including a beautifully remodeled kitchen, with stainless steel appliances that are only four years old. Gleaming hardwood floors in the living and dining room. Major mechanicals have already been taken care of, with the central air conditioning system, furnace, and water heater all replaced just two years ago, providing comfort and peace of mind for years to come. Whether you're looking for a primary residence or a weekend retreat, this one-of-a-kind home combines historic character, modern amenities, and an unbeatable walkable location. Don't miss your opportunity to own a truly special property.

234 S Main St Unit 203, Middletown

45 Annette Pl, Middletown
$394,500
3 Beds ⋅ 2 Baths ⋅ 24195917 MLS
Welcome to 45 Annette Place! This beautifully maintained home is truly move-in ready and has so much to offer. The updated kitchen features granite countertops, stainless steel appliances, and recessed lighting, creating a bright and modern space. Hardwood floors flow throughout the living room and bedrooms, adding warmth and timeless appeal. The partially finished basement provides additional living space and is complete with a cozy pellet stove-perfect for relaxing year-round. Need room for vehicles, hobbies, or storage? The impressive 3-car garage offers endless possibilities. Outside, you'll be welcomed by beautifully landscaped grounds that add exceptional curb appeal and create a wonderful outdoor setting to enjoy. This is a home you'll be proud to own!

45 Annette Pl, Middletown

104 Higby Rd, Middletown
$399,999
3 Beds ⋅ 1 Baths ⋅ 24195038 MLS
Welcome to this charming 3-bedroom, 1-bath ranch nestled on the highly sought-after Higby Road. Set on a generous half-acre lot, this home offers the perfect opportunity for first-time buyers, downsizers, or anyone looking to add their personal touch. Inside, you'll find comfortable one-level living with a functional layout, hardwood floors, and a cozy fireplace. Additional features include an attached garage, partially finished basement for extra living or storage space, and a peaceful backyard with plenty of room to relax or entertain. Conveniently located near shopping, dining, parks, and major commuter routes, this home combines a desirable location with endless potential. Don't miss your chance to make this Higby Road gem your own!

104 Higby Rd, Middletown

201 College St Unit 20, Middletown
$179,900
2 Beds ⋅ 2 Baths ⋅ 24193843 MLS ⋅ Hamlin Court BLDG.
This freshly painted townhouse-style condo offers 2 bedrooms, 1.5 bathrooms, newer windows, updated appliances, newer flooring throughout, and an open-concept layout. The main level features a spacious living room that flows into the dining area and kitchen, along with access to a private terrace. The kitchen includes tile flooring, a mosaic tile backsplash, and appliances replaced within the past three years. Upstairs are two bedrooms with spacious closets, a full bathroom, and convenient in-unit laundry with a new washer and dryer. Previously rented for $1,900 per month, this investor-friendly unit offers strong income potential. Additional features include a dedicated storage unit, one assigned parking space, and visitor parking. Ideally located within walking distance of Downtown Middletown, Wesleyan University, and Middlesex Hospital, with easy access to restaurants, shopping, and major commuter routes.

201 College St Unit 20, Middletown

93 Carriage Crossing Ln Unit 93, Middletown
$215,000
2 Beds ⋅ 2 Baths ⋅ 24188722 MLS ⋅ Carriage Crossing BLDG.
Welcome home to this sought-after condo complex at Carriage Crossing, where you will find this two bedroom two full bath unit, with open concept space. The galley kitchen has pantry. Both bathrooms have granite countertops and soft close cabinetry. In unit washer and dryer. Living room has a cozy wood-burning fireplace. Primary bedroom has a walk-in closet, and both bedrooms have their own full baths, and offer plenty of room. Unit offers recently replaced washer/dryer, water heater and the microwave. HVAC replaced 4 years ago. Take advantage of the incredible amenities, including an inground pool, clubhouse, basketball court, fitness center, racquetball, and tennis courts, and clubhouse available for events. This association is Pet friendly (allowing up to two pets small dogs only and/or cats) Conveniently located near shopping, dining, major highways and downtown Middletown. Also located near major employers and Medical centers, including Middlesex Hospital, and easy commutes to Yale New Haven Hospital and Harford Hospital, and near Wesleyan University. Property is ideal for owner occupants or investors seeking low maintenance living in a well managed community.

93 Carriage Crossing Ln Unit 93, Middletown

194 Liberty St, Middletown
$390,000
7 Beds ⋅ 2 Baths ⋅ 24188106 MLS
Owner occupied or investors! Fully renovated investment opportunity in the heart of Middletown! This well-maintained 7 bedrooms 2 bath, multifamily property has been completely remodeled and offers immediate cash flow with tenants already in place. Each unit is currently rented, providing strong and stable rental income from day one. Updates include modern kitchens, renovated bathrooms, updated flooring, fixtures, and mechanical improvements throughout. The property has been thoughtfully upgraded while maintaining its charm and functionality. Ideal for investors seeking a turnkey asset with reliable tenants and minimal deferred maintenance. Conveniently located near shopping, restaurants, schools, public transportation, and major highways. Don't miss this opportunity to add a fully occupied, income-producing property to your portfolio. Being SOLD AS-IS. OWNER/AGENT.

194 Liberty St, Middletown

714 Long Hill Rd Unit 714, Middletown
$249,000
3 Beds ⋅ 2 Baths ⋅ 24176493 MLS ⋅ Ridgely Condo BLDG.
Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your own private deck overlooking a peaceful, quiet setting. The finished walk-out lower level provides additional flexible living space ideal for a family room, home office, or gym. Conveniently located just minutes from downtown Middletown, Wesleyan University, Middlesex Hospital, shopping, restaurants, and major highways, this property offers easy access to everything while still enjoying a serene neighborhood atmosphere. Enjoy nearby parks, hiking trails, golf courses, and the Connecticut River waterfront. A wonderful opportunity to own in one of Middletown's most desirable communities

714 Long Hill Rd Unit 714, Middletown

2 Hillside Ct, Middletown
$224,900
3 Beds ⋅ 2 Baths ⋅ 24175733 MLS
Beautifully updated home tucked away on a quiet cul-de-sac offering the perfect blend of comfort, functionality & major recent improvements. The open floor plan creates a bright, inviting feel, complemented by hardwood floors throughout the main level. The kitchen was updated in 2022 with new cabinetry, quartz countertops & a clean modern look ideal for everyday living. The flexible layout includes a convenient first-floor bedroom, while upstairs offers two generously sized bedrooms. Both bathrooms were tastefully renovated in 2022. Additional updates completed in 2022 include the roof, gutters, siding, electrical panel, water heater & fresh interior paint throughout the entire home, providing peace of mind for years to come. Move-in ready with modern updates in a desirable cul-de-sac setting.

2 Hillside Ct, Middletown

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