Middletown CT Single Family Real Estate, Homes for Sale

3 Beds ⋅ 3 Baths ⋅ 24207436 MLS

Welcome to this gorgeous 3-bedroom, 3.5-bath Colonial nestled on a desirable cul-de-sac in a highly sought-after neighborhood. Filled with natural light, this beautifully updated home offers comfort, space, and functionality throughout. The home has been thoughtfully updated within the past two years.The inviting living room features beautiful flooring and flows seamlessly into the dining area, creating an ideal space for entertaining. The updated kitchen offers new appliances, abundant natural light, and convenient access to the sunroom-perfect for relaxing and enjoying the surroundings. The oversized family room provides plenty of space for quality time with family and friends.Upstairs, you'll find generously sized bedrooms, with updated carpeting throughout the second floor. The spacious primary suite features hardwood flooring, a ceiling fan, and a private bath with a Jacuzzi tub and separate standing shower. Additional ceiling fans throughout the home enhance comfort and airflow.The finished walkout basement adds valuable living space and includes a full bathroom, making it ideal for a media room, recreation area, home office, or entertaining space. Step outside to enjoy the beautiful backyard and patio, perfect for gatherings, outdoor dining, and summer celebrations.This wonderful home offers a great combination of updates, space, and location. The seller has spent $161,000 to keep the house updates. Don't miss the opportunity to make it your own dream home!

184 Rolling Grn, Middletown

$539,900

3 Beds ⋅ 3 Baths ⋅ 24207248 MLS

Welcome to Sylvan Run, a welcoming Westfield neighborhood where spacious homes, three cul-de-sacs and a convenient Middletown location come together. This beautifully updated Saltbox Colonial offers an impressive amount of living space with a layout designed for both everyday comfort and entertaining. Step inside to hardwood floors and a bright, inviting interior. The updated kitchen features granite countertops with stainless steel appliances. The open floor plan makes the stunning custom pellet stove fireplace the focal point of family room with vaulted ceilings adding to the spacious feel. Two sets of sliding doors connect the main living spaces to the expansive rear deck and fully fenced back yard. A formal dining room and living room provide even more flexibility on the main level. Upstairs, the spacious primary suite offers dual closets and an updated private bath. An open hallway overlooking the family room below enhances the homes bright, airy feel, while two additional generously sized bedrooms and full bath complete the second floor. Need even more space? The finished lower level offers exceptional versatility for a recreation room, home gym, office, media room or playroom along with a dedicated laundry room and cedar closet. Outside enjoy your evenings on the expansive deck overlooking the fenced backyard or take advantage of the Sylvan Run neighborhood - perfect for a stroll, bike ride or enjoy the picnic area.

897 East St, Middletown

$244,900

4 Beds ⋅ 1 Baths ⋅ 24205927 MLS

Set on a quiet dead-end street near Wesleyan University and downtown Middletown, 27 Fairview Ave is a classic 1934 Colonial with character, convenience, and potential. This estate property features 1,235 sq ft, 4 bedrooms, 1 full bath, (with room for a 2nd bath on the upper level) and walk-in attic space. MAJOR RECENT IMPROVEMENTS INCLUDE: NEW ROOF IN 2024 (stripped & reroofed=1 layer), NEW 200 AMP ELECTRICAL SERVICE IN 2025, a NEW OIL BOILER AND OIL TANK in 2025 as well as a NEW CEILING IN both the LIVING ROOM and ONE BEDROOM, all of which creates a strong starting point for a remodel. The traditional layout offers defined living spaces, a manageable footprint, and room to bring fresh ideas to the kitchen, bath, finishes, and overall design. Its central Middletown location provides easy access to nearby campus, downtown shops, restaurants, parks, and commuter routes. Best suited for an investor or contractor. This property will not qualify for FHA or VA financing. Cash, renovation loan or conventional financing only. This home to be sold strictly AS-IS. Seller will not make any repairs. Sale is subject to Probate Court approval.

27 Fairview Ave, Middletown

$549,900

3 Beds ⋅ 3 Baths ⋅ 24204996 MLS

Set well back from the road on 4.6 secluded acres, this beautifully maintained ranch combines generous one-level living with a bright, welcoming feel throughout. Large windows on all sides bring in abundant natural light and frame views of the expansive landscaping, lawn, and surrounding trees. The spacious remodeled kitchen anchors the home's everyday living, with beautifully crafted cabinetry, substantial granite countertops, a large custom center island, and generous workspace, complemented by expansive backyard views and seamless flow to the outdoor living space. The private bedroom wing includes a generous remodeled primary suite with hardwood floors, 3 spacious closets, and a modern private bath designed for the comfort, style, and functionality today's buyers expect. Just beyond the primary suite, a dedicated office with extensive built-ins offers flexible space for working from home, studying, meetings, or enjoying a hobby. The living and dining rooms flow together with warm hickory floors and custom millwork, while a thoughtfully designed mudroom/pantry just off the kitchen adds character and function with built-in cubbies and cabinetry. Outside, the broad, open lawn offers room to gather, play, garden, or enjoy the private setting. A Trex deck and paver patio extend the living space outdoors, creating an inviting place to relax or entertain. Meticulously cared for and truly move-in ready, this home feels spacious, comfortable, and private from the moment you arrive.

1446 Randolph Rd, Middletown

$429,900

3 Beds ⋅ 2 Baths ⋅ 24207126 MLS

Welcome to 18 Gibson Lane, ideally situated in Middletown's desirable Westfield section. This inviting 3 bedroom, 2 bath home offers an open floor plan designed for everyday living and easy entertaining. Enjoy the year round comfort of central air and natural gas heat. The spacious layout provides a wonderful opportunity to make this home your own. Conveniently located close to shopping, major roadways and Middletown's vibrant downtown, where you'll find an excellent selection of restaurants, cafes and local amenities. A great opportunity to own a one level home in a sought after area with convenience, comfort and an easy lifestyle. INTERIOR PHOTOS COMING SOON!

18 Gibson Ln, Middletown

$221,900

1 Beds ⋅ 1 Baths ⋅ 24206820 MLS

CUTE AS A BUTTON! This move-in ready home on almost an acre of land, has several wonderful updates! New boiler 2025, new oil tank 2024, chimney was rebuilt from the roof line up in 2025, wood stove in living room 2013, roof approx 14 years old, driveway sealed in June, flooring in the kitchen/dining room/living room & bedroom 2022, light fixtures 2022, bathroom exhaust fan 2025, blinds 2025, storm door 2023, water heater 2023, dishwasher 2024, oven range 2025, washer 2026, dryer 2022 and the town put in a new water meter a few weeks ago! PUBLIC WATER & SEWER. This home is well cared for, clean and just as nice as the photos show it to be. Beautiful yard! Quiet neighborhood in a fantastic part of town near the Cromwell line!

79 Plumb Rd, Middletown

$389,000

2 Beds ⋅ 3 Baths ⋅ 24205251 MLS

You'll fall in love with this move-in condition colonial located at the end of a cul-de-sac. The yard is level and partially fenced with a large deck ideal for three-season cookouts and relaxation. The bright interior has plenty of room for hosting gatherings. The recently remodeled kitchen adjoins the dining room so the cook can join the conversation. Upstairs are two bedrooms each with hardwood floors and their own newly remodeled baths. There's a full basement for exercising and storage ideal for future finishing. All this convenient to highways, shopping, and recreation. Don't miss this one!

46 Clarence Ct, Middletown

$280,000

3 Beds ⋅ 2 Baths ⋅ 24206413 MLS

Beautifully renovated and ready for its next chapter, this charming 3-bedroom, 2-bath home offers comfortable living with modern updates throughout. The main living spaces provide a warm and inviting setting, while three bedrooms upstairs offer privacy and plenty of room to spread out. The spacious primary bedroom features vaulted ceilings, adding an open and airy feel. Conveniently located near major highways, this home is an excellent choice for commuters while still being close to shopping, dining, and everyday conveniences. With thoughtful renovations already completed, there's nothing left to do but move in and enjoy!

6 Hillside Ct, Middletown

$379,900

3 Beds ⋅ 2 Baths ⋅ 24205306 MLS

Well maintained 3 bedroom home with flexible floor plan. 1 bedroom on the first floor, as well as 2 full baths, Living room, and eat-in kitchen. The second floor has 2 additional bedrooms. 1st Floor Laundry. New Furnace. Splits for air condioning. 200 amp elec. Panel w/ Generator hook up. New detached 3 car garage with loft are above.

64 Ryan St, Middletown

$379,900

3 Beds ⋅ 2 Baths ⋅ 24206199 MLS

FULLY UPDATED & TURN KEY! Welcome to 672 East Main Street, a beautifully renovated home offering extensive update inside and out. This meticulously maintained property features a new roof, siding, windows, front door, flooring, interior paint, kitchen cabinets, updated kitchen and bathrooms, and so much more. Enjoy the convenience of a dedicated washer and dryer located on the main floor, making everyday living easy and convenient without the need to go up or down. Outside, enjoy new landscaping, a new concrete walkway, and a new back patio, creating a fresh and welcoming exterior. Located close to everything, with easy access to Route 9 and just minutes from Downtown Middletown, you'll enjoy convenient access to shopping, dining, entertainment, and everyday amenities. With so many major improvements already completed, this home is truly move-in ready and turn-key. Just unpack, settle in, and enjoy!

672 E Main St, Middletown

$380,000

3 Beds ⋅ 2 Baths ⋅ 24205840 MLS

Gorgeous move in ready Ranch completely remodeled from roof to basement. This is just what you have been searching for. A beautiful custom home with great curb appeal on a newly landscaped lot with oversized paved parking area and granite trimmed garden area. Located close to schools, shopping and major highways it is priced right for the many amenities this property has for you. Seller used only the best materials and craftsmanship for the entire house. You will love the new kitchen with white cabinetry, tiled flooring, stone counters and new designer stainless appliances. Stunning hardwood floors throughout the house gleam from the oversized windows overlooking the front and back yard letting sunlight stream in all day long. The soft grey interior color has endless possibilities for decor. New lighting, new exquisite tiled baths and a trim package only found in quality homes add to the extra list. The Primary bedroom has a bath with a tiled stall shower with pebble floor. Rarely available in this price point is a 3 bedroom ranch home with a new completed lower level for additional living space. New Baseboard hot water heating, w/two split central air systems, all new electrical, plumbing, siding, roof and windows. The lower level boasts a full basement ready for your furniture that is can be used as a recreation room or office suite. You will be amazed at the upscale style and quality that went into this home. Don't hesitate to view, this Ranch is spectacular

45 Spencer Dr, Middletown

$689,000

2 Beds ⋅ 2 Baths ⋅ 24205132 MLS

Expect the best! Carefree living at Founders' Ridge, the premier award-winning 55+ community in Central Connecticut! Introducing the highly sought-after Kirby II model home, now available for IMMEDIATE occupancy. This is the last Kirby II available at this price point. Located in Middletown's desirable Westfield section, this thoughtfully designed 1,555-square-foot, single-level home offers an ideal blend of comfort, style, and convenience. Inside, you'll find elegant white cabinetry, quartz countertops, and a spacious walk-in pantry that combine beauty with functionality. Hardwood flooring flows throughout the main living areas, while the bathrooms and laundry room feature durable tile flooring. A bright bay window in the front room fills the space with natural light and offers sweeping views. Outside, the private rear patio provides the perfect setting for relaxing or entertaining. Additional highlights include natural gas heating and central air conditioning for year-round comfort. Some photos are of similar homes and may include optional upgrades. Agent/owner related.

Unit 2-41 Webster Ln Unit 145, Middletown

$415,000

3 Beds ⋅ 2 Baths ⋅ 24204682 MLS

This home is located in a sought-after section of Westfield near the Cromwell town line convenient to highways.Vaulted ceilings in the living room/family room/dining area create a bright modern feeling perfect for entertaining. All are connected to an eat-in kitchen where you can sit at the island and keep the cook company. The two bedrooms are both comfortable retreats. The lower level has a large third bedroom with privacy for guests or teens. You'll enjoy the extra room with a full walk-out ideal for games, exercise, parties and gatherings. All this within minutes of commuter highways, shopping, and recreation. You'll love to call this home!

55 Moss Gln, Middletown

$119,000

1 Beds ⋅ 1 Baths ⋅ 24204389 MLS

*** BRAND NEW MOBILE HOME - Modern, Stylish & Ready for You! *** Be the first to call 500 Washington Street #9 home! Located in Middletown Mobile Home Park, this brand-new 1-bedroom, 1-full-bath mobile home offers fresh, modern living with everything new from the start. A welcoming 6' front porch adds charm and the perfect spot to relax outdoors. Inside, enjoy a bright, thoughtfully designed interior featuring a beautiful kitchen with new stainless steel appliances, including refrigerator, dishwasher, microwave/hood vent, and upgraded smooth-top electric range. With 200-amp electrical service and an efficient, easy-to-maintain layout, this home offers comfort, convenience, and the peace of mind that comes with owning brand new. Mobile home scheduled to be delivered onsite October 9, 2026, with anticipated move-in availability October 30, 2026. Why renovate when you can start fresh? Don't miss this opportunity to be the very first owner-schedule your showing and make #9 yours! ***Note: Home to be delivered and installed onsite. Sketch is a rendering of the New Mobile Home Model. Colors and Details may differ. New Mobile Home on Pad Site - Taxes to be determined. Purchaser to verify with local municipality.***

500 Washington St Unit #9, Middletown

$135,000

2 Beds ⋅ 2 Baths ⋅ 24204426 MLS

*** BRAND NEW 2-BEDROOM, 2-BATH MOBILE HOME - Fresh, Modern & Ready for You! *** Welcome to 500 Washington Street #6 in Middletown Mobile Home Park! Be the first to call this brand-new 2-bedroom, 2-full-bath mobile home yours. Designed with modern comfort and easy living in mind, this beautiful home offers a fresh, stylish interior and the peace of mind that comes with owning brand new. At the heart of the home is a beautifully appointed kitchen featuring elegant Glacier Quartzite countertops and new stainless steel appliances, including refrigerator, dishwasher, microwave/hood vent, and upgraded smooth-top electric range. The desirable 2-bedroom, 2-bath layout provides added privacy and flexibility-perfect for a guest room, home office, or additional living needs. Additional features include 200-amp electrical service and an efficient, low-maintenance design. Mobile home scheduled to be delivered onsite October 9, 2026, with anticipated move-in availability October 30, 2026. Everything is new, and all that's missing is you! Don't miss your opportunity to be the very first owner-schedule your showing and make #6 your new home! ***Note: Home to be delivered and installed onsite. Sketch is a rendering of the New Mobile Home Model. Colors and Details may differ. New Mobile Home on Pad Site - Taxes to be determined. Purchaser to verify with local municipality.***

500 Washington St Unit #6, 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

$749,900

4 Beds ⋅ 3 Baths ⋅ 24204169 MLS

NEW CONSTRUCTION MODERN COLONIAL Beautiful 4-bedroom, 21/2-bath Modern Colonial privately situated on 1.8 acres of rolling country hills. Currently under construction & not yet complete. Exterior features include vinyl siding, Harvey windows, architectural shingles, Trex front porch with white railings, & paved driveway not yet complete. The lot will be professionally graded, topsoiled, and seeded. The approximately 2,232 sq. ft. home features 31/4" natural-finish white oak flooring, tile baths, square-edge flat trim, recessed lighting, & inset floor registers. The kitchen offers white shaker cabinets, quartz counters, navy-blue eat-at island, stainless farmhouse sink, built-in hood, propane stove, & an appliance allowance. The family room features a gas fireplace. The primary suite includes a coffered ceiling with crown molding, walk-in closet with custom shelving,& bath with double vanity, quartz counter, and walk-in rain-head shower. Four bedrooms include a flexible 4th bedroom/bonus room, plus second-floor laundry. Additional features include white bathroom vanities, quartz bath counters, hydro-air heating/cooling, Insta-hot combination boiler/hot water system, 200-amp service, well & septic, oversized 2-car garage with openers, unfinished basement, and Trex rear deck. Adjacent 2.8-acre lot also available, with plans for a home in the same Modern Colonial style. AI-enhanced photos of anticipated finished home/landscaping- actual appearances may vary

85 Freeman Rd, Middletown

$439,900

3 Beds ⋅ 3 Baths ⋅ 24203636 MLS

This Dutch style Colonial offers a perfect blend of traditional charm and the airy feel everyone is looking for. From the moment you step inside, you see the open floor plan, creating a seamless flow that's well suited for quiet weeknights or for hosting a crowd. Access the multi-level deck off the back of the family room for outdoor enjoyment. The beautifully updated kitchen features stylish finishes and plenty of prep space for the home chef. The first floor is complete with an oversized full bathroom, and convenient mudroom space between kitchen and garage. On the second floor, a generous primary bedroom with great closet space is on one side of the hallway, with 2 secondary bedrooms on the other. A large bathroom with jetted tub and double sinks allows space for everyone's morning routine. The layout provides incredible flexibility, including a fourth bedroom located in the finished walkout lower level. With access to a full bath, this space serves as a private and comfortable guest suite or home office. The lower level adds significant versatility to the home with its laundry area, rec room with wet bar and slider that walks out to the lower-level patio with hot tub. Situated in a prime Middletown location, you're just moments away from the local park and Moody elementary school. With quick access to the highway the commute to work is a breeze. This home is ready for its next chapter!

141 Cimarron 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

$454,900

3 Beds ⋅ 2 Baths ⋅ 24203125 MLS

This charming three-bedroom, one-and-a-half-bath English Tudor sits on a landscaped corner lot and offers a wonderful mix of classic details and modern updates. The beautifully updated kitchen features white and gray cabinetry, quartz countertops, a farmhouse sink, breakfast bar, stainless steel appliances, and plenty of storage and workspace. From there, the layout flows into the dining room with its original corner hutch, followed by a tiled sunroom that leads out to the patio. The living room features hardwood flooring, built-in bookcases, and a wood-burning fireplace. A convenient half bathroom completes the main level. Upstairs, you'll find a primary bedroom with a walk-in closet, two additional bedrooms, and a tastefully renovated full bathroom. Approximately 430 square feet of finished space in the lower level includes a family room with a bar, workshop, laundry room with a utility sink, and additional storage. The property also includes a detached two-car garage and paved driveway.

147 Old Mill Rd, Middletown

$399,900

3 Beds ⋅ 2 Baths ⋅ 24200766 MLS

Oversized Ranch with Incredible Outdoor Living! This 3 Bedroom, 2 full Bath home offers 1,236 sq. ft., a mighty 2-car attached garage, and a picture-perfect backyard oasis! The inviting foyer opens to an expansive Living Room/Dining Room combination featuring an attractive gas fireplace and sliders to an amazing deck, patio, and backyard. The bright, spacious eat-in Kitchen captures the morning sun and offers a generous breakfast nook and plenty of counter space. The laundry is conveniently located at the far end of the Kitchen. Down the hall are 3 good-sized bedrooms and a welcoming full bath. The Master Bedroom Suite features crown molding, a Master Bathroom with a walk-in shower, and a walk-in closet. Step outside to a sprawling 30' x 15' deck/patio plus an adjacent 12' x 9' patio, creating an exceptional retreat for relaxing or entertaining. The large, flat backyard gives you plenty of room to enjoy it all! The 30' long, cozy front porch is another perfect spot to relax and watch the sunrise. The basement is huge, completely open, ready for finish (Family Room, Game Room, Work Shop). Comfort and efficiency come from 2 split units for heating and A/C, plus a newer heat pump for efficient heating, cooling, and improved electric bills. There are also select baseboard units and radiant ceiling heat, with the split units providing the greatest efficiency. City water and sewer complete the package. The home you've been waiting for! Highest/Best offers by Sun, Sept. 6, 7:00 PM.

65 Murray St, Middletown

$110,000

3 Beds ⋅ 1 Baths ⋅ 24202339 MLS

Bring Your Vision to Life! This 3-bedroom single-family home offers approximately 1,300 square feet of living space and is situated on a quiet dead-end street. Featuring a cozy backyard and a layout with plenty of potential, this property is an excellent opportunity for buyers looking to renovate and create a home tailored to their style. With some updating and TLC, this home has the potential to truly shine. A great opportunity for a homeowner, investor, or renovator looking to add value and make it their own. Sold AS-IS

17 Miller St, Middletown

$1,200,000

3 Beds ⋅ 4 Baths ⋅ 24202531 MLS

A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a waterfall element & circular drive. The home's facade showcases board & batten siding, stone & striking black windows, gutters & trim. A covered front entry with a custom-built on-site front door & oversized 10-ft garage doors complete the curb appeal. Inside, every detail has been carefully designed & executed. Custom paneled walls conceal hidden features, including a discreet foyer closet & a hidden half bath accessed through the paneling along w/built-in storage for convenience. The open-concept living space is breathtaking, highlighted by soaring ceilings, exposed beams & a stunning central fireplace that anchors the home. The chef's kitchen is both beautiful & functional, featuring high-end cabinetry, a farmhouse sink, a large center island w/waterfall quartz edges & additional storage below. 1 wing of the home includes 2 guest bedrooms, a full bath & a cleverly enclosed laundry area finished walnut, keeping it completely out of sight. The primary suite offers a luxurious bath w/a walk-in shower, double vanities, walk-in closet, & a unique double-seater, lay-down soaking tub.

145 Monarca Dr, Middletown

$104,900

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

$330,000

3 Beds ⋅ 2 Baths ⋅ 24201680 MLS

Welcome to 19 Kent Court, a charming Colonial tucked away on a quiet cul-de-sac in Middletown. This inviting home offers comfortable living space, thoughtful updates. The main level features a spacious living room with a large picture window and wood-burning fireplace, creating a warm and welcoming atmosphere. The updated kitchen offers granite countertops, ample cabinet space, and easy access to the deck-perfect for outdoor dining and entertaining. A formal dining room and convenient half bath complete the first floor. Upstairs, the spacious primary bedroom features a walk-in closet, along with two additional bedrooms and an updated full bathroom. The finished basement provides valuable additional living space that can be used as a home office, gym, recreation room, or additional living area. Recent improvements include a 1-year-old HVAC system, Mini split system, newer roof and boiler, and energy-efficient 2-year-old solar panels, helping provide greater energy efficiency and potentially lower utility costs. The property also includes a one-car garage.

19 Kent Ct, Middletown

$349,900

3 Beds ⋅ 2 Baths ⋅ 24201520 MLS

Located in desirable South Farms, this charming 3 bed, 1.5 bath Cape offers a comfortable and versatile floor plan with the convenience of a 1st floor primary bedroom. Warm hardwood flooring and abundant natural light create an inviting atmosphere throughout the main living areas, while the 1st floor layout provides the ease of one-level living where it matters most. The spacious primary bedroom boasts a large walk-in closet and is conveniently located just off the living area next to the recently renovated full bathroom with tub and modern shower tile. The recently renovated kitchen features modern, soft-close cabinets, stainless steel appliances, timeless subway tile backsplash, granite composite sink and an abundance of cabinet and counter space. Step outside the slider from the dining room to enjoy the rear deck overlooking the fenced-in backyard, offering a great space for relaxing, grilling, or outdoor entertaining. A mudroom with laundry brings the house, garage and backyard access conveniently together. The upper level offers 2 spacious bedrooms and a large half bath. An oversized garage provides additional storage with a workbench and room to work as well. Additional features include a newer roof, new hot water heater, newer vinyl fence, a driveway that fits 4 cars, lots of storage space in the basement and located just minutes from thriving downtown, Middlesex hospital, Wesleyan and convenient access to the highway yet tucked away in an established neighborhood.

34 Overlook Ave, 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

$579,000

4 Beds ⋅ 3 Baths ⋅ 24200663 MLS

Welcome to 220 Randolph Rd - This spacious 4-bedroom, 2.5-bath Colonial offers the rare opportunity to enjoy 2.53 acres of privacy in the heart of Middletown. The first floor features a welcoming living room with a propane fireplace, an open-concept eat-in kitchen, and a convenient primary suite complete with a walk-in closet and a large en-suite bathroom featuring both a shower and jetted tub. A half bath and easily accessible laundry area complete the main level. Upstairs, you'll find three additional bedrooms, a full bathroom with double sinks, and a versatile bonus loft space at the top of the stairs-perfect for a play area, reading nook, home office, or whatever suits your needs. The second-level flooring is ready for your personal touch, offering the opportunity to make the space truly your own. The spacious, stand-up attic offers abundant storage and the opportunity to be transformed into a bonus room or additional living space. The basement provides even more room to grow, with ample space and the potential to be finished to suit your needs. Outside, the property truly shines. Set far back from the road and surrounded by both woods and farmland, the expansive backyard creates a private retreat where you can enjoy summer barbecues and gatherings.

220 Randolph 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

$369,900

3 Beds ⋅ 2 Baths ⋅ 24200173 MLS

Welcome to 46 Middlefield Street in Middletown! This beautifully remodeled home offers three bedrooms, two full bathrooms, and stylish updates throughout. The brand-new kitchen features sleek quartz countertops and modern finishes, creating an inviting space for cooking and entertaining. The refreshed interior combines contemporary style with comfortable, functional living spaces, making this home truly move-in ready. Conveniently located near shopping, dining, schools, and major routes, this property is an excellent opportunity for today's buyer. Schedule your private showing and see all this updated home has to offer!

46 Middlefield St, Middletown

$625,000

3 Beds ⋅ 3 Baths ⋅ 24201081 MLS

Welcome to 23 Brookview Lane, a spacious Colonial tucked into the desirable Westfield section of Middletown. Set in a beautiful residential community, this home offers a great combination of space, privacy, and a comfortable layout with plenty of room to grow. Inside, beautiful hardwood floors run through much of the main living area, while the fireplace creates a warm focal point and a perfect place to gather. The kitchen and dining areas offer plenty of room for everyday living and entertaining, with direct access to the rear deck overlooking the backyard. Upstairs, you'll find spacious bedrooms and a primary suite complete with its own private full bathroom and walk-in closet, giving the homeowners a comfortable space of their own. The additional bedrooms offer plenty of flexibility for family, guests, or a home office. Downstairs, the fully finished walk-out lower level adds another dimension to the home and can easily serve as a second family room, recreation space, office, gym, or playroom. One of the highlights of the property is the outdoor setting. Step out onto the deck and enjoy views of the private, lightly wooded backyard, creating a peaceful setting for morning coffee, summer gatherings, or simply relaxing at the end of the day. The attached two-car garage and sizable private driveway provide ample parking and additional convenience. Located just minutes from Spencer School, Middletown High School, shopping, restaurants, parks, and major commuter routes, Broo

23 Brookview Ln, 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

$349,800

3 Beds ⋅ 2 Baths ⋅ 24200848 MLS

Built in 2000 and located in the Westfield neighborhood , this single family home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, unfinished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. Seller WILL NOT ACTIVATE UTILITIES. View home, inspect and confirm all listing information prior to making offer. Seller will NOT allow water service to be turned on for any reason. Property sold "AS-IS" without contingencies. Please check with City/County/Zoning/Tax and other records to determine details to their satisfaction.

5 Lorraine Ter, Middletown

$779,000

6 Beds ⋅ 4 Baths ⋅ 24199581 MLS

A truly extraordinary residence where distinctive architecture, exceptional privacy and sophisticated design come together to create a home unlike any other. Privately set on 3.5 acres, this beautifully renovated contemporary offers more than 5,500 square feet of impressive living space, with soaring interiors, walls of windows and an abundance of natural light creating a seamless connection to the surrounding landscape. The beautifully designed kitchen features quartz countertops, stainless steel appliances, double ovens, and generous space for gathering and entertaining. Two striking stone fireplaces serve as dramatic focal points, adding warmth, texture and character to the home's expansive living spaces. Offering six bedrooms and three-and-a-half beautifully renovated baths, the versatile floor plan provides exceptional flexibility for today's lifestyle. With its generous proportions and abundance of private and flexible spaces, the home is ideally suited for multigenerational living, extended family, guests, or those seeking dedicated space for a home office or home-based business. A fabulous loft provides yet another versatile area for a family room, office or game room. The spacious primary suite offers a walk-in closet, beautifully updated bath and private patio overlooking the peaceful surroundings. Throughout the home, meticulous details, interesting architectural elements and thoughtfully designed spaces create a sense of character rarely found in

44 Chamberlain Hill Rd, Middletown

$310,000

3 Beds ⋅ 1 Baths ⋅ 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

$400,000

3 Beds ⋅ 2 Baths ⋅ 24192947 MLS

Tastefully updated and move-in ready, this charming 3-bedroom, 2-bath home is located in Middletown's desirable South Farms area. The spacious family room features a vaulted ceiling and brand-new skylights, creating a bright and welcoming gathering space. The updated kitchen offers abundant cabinet storage, granite countertops, stainless steel appliances, and a center island. The dining room showcases hardwood flooring, a wood-burning fireplace, and access to a four-season sunroom complete with a custom-built bar, perfect for entertaining year-round. The first floor includes a bedroom with hardwood floors, a full bath, and an additional flex room ideal for a home office, playroom, or hobby space. Upstairs you'll find two additional bedrooms and a second full bath with a stand-up shower. Relax outdoors on the back deck under the gazebo overlooking the yard. Additional highlights include a one-car under-house garage, additional room in basement perfect for workout room or storage, brand-new roof with 50 year transferable warranty, and numerous updates throughout. Conveniently located within walking distance to schools and just minutes from Main Street Middletown, shopping, dining, and major highways.

25 Garfield Ave, Middletown

$449,900

3 Beds ⋅ 2 Baths ⋅ 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

$585,000

4 Beds ⋅ 3 Baths ⋅ 24198723 MLS

Welcome Home! 85 Oakcliff is a beautifully updated 4-bedroom, 2.5 bath home in a desirable Middletown neighborhood, privately set back from the road. Featuring an updated kitchen, new windows throughout, remodeled baths and a finished walk-out basement with a full bathroom this home offers space, flexibility and privacy. The finished lower level provides potential for an in-law apartment or separate living space, subject to town approval, making it ideal for extended family, guests, a home office or recreation. The expansive deck overlooks a beautiful yard for entertaining, a game of catch or running with your favorite four legged pal. Close to major highways, 20 minutes from Downtown Hartford, 35 minutes to New Haven, 45 minutes to CT Casinos, a little over an hour to the Rhode Island line and minutes from Wesleyan University, great shopping and restaurants in downtown Middletown! Major updates include: Brand New Septic- 2019 Kitchen remodeled - 2024 All windows replaced - 2024 Basement remodeled - 2023 Garage doors replaced - 2023 Full bathroom remodeled - 2022 AC air handler & condenser - 2021 Electrical upgrades & generator hookup - 2021 Well pump - 2021 Front door - 2021 Paver walkway & gutter/fascia improvements - 2020 Chimney repair & cap - approx. 2019 Boiler -2014 With a private setting, extensive updates, 4 bedrooms, 2.5 baths and a versatile walk-out lower level, this Middletown Colonial is ready to welcome its next owner!

85 Oakcliff Rd, Middletown

$317,000

2 Beds ⋅ 2 Baths ⋅ 24194383 MLS

Move right in to this well-maintained raised ranch offering comfortable living and a functional floor plan. Enter through the street-level foyer, where you'll find access to the attached garage, a full bathroom, laundry area, utility room, and a versatile room that is perfect for a home office, den, workout room, or man cave. The main level features a bright eat-in kitchen, a spacious living room, and two bedrooms. Step outside from the kitchen onto the Brand-new deck. An ideal spot for morning coffee or entertaining family and friends. A standing room attic primed for remodeling provides storage and offers excellent potential to be finished for additional living space, subject to local approvals. The low-maintenance yard is perfect for those seeking easy upkeep while still enjoying outdoor space. Situated on a quiet street, this home is conveniently located near a park, schools, shopping, restaurants, and major commuter routes. Don't miss this wonderful opportunity to own this 1776 square feet America's house. Has a lot of possibilities for a growing family.

70 Bielefield Rd, Middletown

$245,000

3 Beds ⋅ 2 Baths ⋅ 24199236 MLS

Cute 3-bedroom Cape with loads of potential! The spacious living room features a cozy fireplace and sliders leading to a private backyard-perfect for relaxing or entertaining. An open kitchen flows into the dining room, creating a comfortable layout for everyday living. Conveniently located near major roads while tucked away in a quiet neighborhood. The home needs some TLC, but the possibilities are endless to make it your own and add your personal touches!

46 Meech Rd, Middletown

$289,900

3 Beds ⋅ 2 Baths ⋅ 24199099 MLS

Welcome to 177 Front Street, a charming farmhouse-style home in Middletown's desirable Farm Hill District. This 3-bedroom, 1.5-bath home offers a functional layout with comfortable living space, a formal dining room, and plenty of natural light throughout. Recent updates include fresh interior paint, newer Stainless Steel appliances and countertops, and freshly painted wood cabinetry, giving the kitchen a clean, refreshed feel while maintaining the home's original character. Outside, enjoy the cedar front porch, a great spot to relax year-round, along with a rear deck overlooking the level backyard. This lovely home is located just minutes from downtown Middletown, shopping, restaurants, major highways, and everyday conveniences. A move-in-ready home with farmhouse charm, thoughtful updates, and a location that makes getting around easy.

177 Front St, Middletown

$499,900

3 Beds ⋅ 3 Baths ⋅ 24198344 MLS

Welcome home to this beautifully maintained Contemporary Colonial, perfectly situated on a peaceful cul-de-sac in a desirable neighborhood. Offering the ideal blend of style, comfort, and functionality, this home features 2.5 baths, efficient natural gas heat, newer central air, vinyl siding, and 200-amp electrical service for added peace of mind. The remodeled kitchen is the heart of the home, designed for both everyday living and entertaining. Just beyond, the inviting living room showcases a custom hearth surrounding a cozy gas fireplace insert, creating the perfect place to gather year-round. Upstairs, the spacious primary suite offers a private full bath, walk-in closet, and a relaxing retreat at the end of the day. Ceiling fans in every room provide added comfort throughout the home. Need extra space? You'll love the incredible Great room featuring skylights that flood the area with natural light, making it ideal for a family room, home office, playroom, or fitness space. Step outside to a large deck overlooking a private backyard, beautifully complemented by mature landscaping and an in-ground sprinkler system to keep everything looking its best with ease. A two-car attached garage completes this exceptional property. If you've been searching for a move-in ready home that offers quality updates, generous living space, and a fantastic location, this Contemporary Colonial is one you won't want to miss!

69 Ledgebrook Ln, 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

$429,000

3 Beds ⋅ 2 Baths ⋅ 24196637 MLS

Welcome to 76 George St, Middletown! This 1,600 SF home offers 3 bedrooms, a spacious kitchen, and plenty of potential to make the property your own. The walk-out lower level features roughed-in plumbing, creating an exciting opportunity for additional living space, a recreation area, or a possible in-law apartment. Set on nearly one acre of land, the property offers additional road frontage on Boston Rd and the potential for an additional structure, subject to zoning and approvals. With generous land, flexible space, and multiple possibilities for future use, this property offers an excellent opportunity for homeowners, investors, or those looking to create additional living space. A lease-to-own option is also available. Don't miss this unique opportunity-bring your vision and explore the possibilities!

76 George St, Middletown

$450,000

2 Beds ⋅ 2 Baths ⋅ 24196263 MLS

Welcome to 1511 Country Club Rd, a charming 2-bedroom Cape with the posability of 5- bedrooms offering comfort, character, and exceptional versatility. This inviting home features a flexible layout with a private in-law suite or separate living space-perfect for multi-generational living, guests, a private home office or income possibility. Step outside to enjoy the expansive backyard, offering plenty of room for entertaining, gardening, or relaxing. A fenced-in area provides a safe and secure space for people or pets to play, while the rest of the large yard offers endless opportunities to enjoy the outdoors. Whether you're looking for your first home, room to grow, or a property with flexible living options, this charming Cape is a wonderful place to make your next home.

1511 Country Club Rd, Middletown

$699,000

4 Beds ⋅ 3 Baths ⋅ 24197740 MLS

Nestled in the sought-after Chimney Hill neighborhood, this spacious Colonial offers over 4,200 square feet of thoughtfully designed living space on a beautifully landscaped lot. The home features 4 bedrooms, 2.5 bathrooms, a bright, open floor plan, generous living and dining areas, and a spacious kitchen perfect for everyday living and entertaining. The family room provides a warm gathering space, while the primary suite offers a private retreat with ample closet space and an en-suite bath. Additional highlights include a two-car attached garage, a large backyard ideal for outdoor entertaining, and a prime location just minutes from downtown Middletown, Wesleyan University, shopping, dining, parks, and major commuter routes. This is a rare opportunity to own a beautiful home in one of Middletown's most desirable neighborhoods.

20 Chimney Hill Rd, Middletown

$299,900

2 Beds ⋅ 3 Baths ⋅ 24197288 MLS

Welcome to 824 Randolph Rd, Middletown! You'll fall in love with this beautiful ranch offering the convenience of one-floor living, a two-car garage, and an inviting in-ground pool with patio that's perfect for relaxing or entertaining. Step inside to find a bright, spacious living room with a beautiful fireplace, an eat-in kitchen with stainless steel appliances, and a dining room featuring a cozy wood stove. Most of the interior has been freshly painted, giving the home a fresh, welcoming feel throughout. The home offers two full bathrooms, plus a convenient half bath located just off the primary suite and with easy access to the pool-perfect for guests while entertaining. The expansive basement offers endless possibilities for a home gym, office, media room, or additional living space. Complete with energy-efficient solar panels, this home truly has something for everyone!

824 Randolph Rd, Middletown

$379,000

3 Beds ⋅ 2 Baths ⋅ 24197179 MLS

Built in 1979, this beautifully updated Cape Cod offers the perfect blend of timeless charm and modern convenience. This move-in-ready home features an updated kitchen, three spacious bedrooms, and two full bathrooms, along with a flexible floor plan designed to accommodate a variety of lifestyles. Step outside to enjoy the stunning stamped concrete patio and expansive backyard-perfect for entertaining or simply relaxing outdoors. A rare three-car garage provides exceptional storage, workspace, and parking. Conveniently located near shopping, dining, parks, and major commuter routes, this home offers comfort, functionality, and an ideal location. Don't miss your opportunity to own this exceptional property. Schedule your private showing today!

7 Reservoir Rd, Middletown

$289,900

2 Beds ⋅ 1 Baths ⋅ 24197062 MLS

Welcome home to this well-maintained ranch in Middletown! The spacious living room and dining area feature beautiful hardwood floors, creating a warm and inviting space for everyday living and entertaining. The kitchen offers newer stainless steel appliances and durable laminate flooring. In addition to two generously sized bedrooms, you'll find a versatile bonus room that's perfect for a home office, craft room, or flex space to fit your needs. Major updates include a new boiler and hot water heater installed in 2020, along with solar panels added in 2023 for increased energy efficiency. Step outside to enjoy the large, level backyard-ideal for gardening, play, entertaining, or simply relaxing. Conveniently located close to shopping, dining, parks, and major highways, this move-in-ready home is one you won't want to miss!

115 Markham St, Middletown

$425,000

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

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