Middletown CT Single Family Real Estate, Homes for Sale

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. Seller believes there to be oak hardwood under the carpets. 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

$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! ***HIGHEST & BEST OFFERS BY THURSDAY SEPT. 24 BY 8PM***

79 Plumb Rd, Middletown

$379,000

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

$329,900

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

$349,000

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

Unit 2-41 Webster Ln Unit 145, 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. The new mobile home is now onsite with anticipated move-in availability November 13th. 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: 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. MMHP LLC - one of the parties to the LLC has an active real estate license***

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 #8 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 #8 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. MMHP LLC - one of the parties to the LLC has an active real estate license ***

500 Washington St Unit #8, Middletown

$329,000

3 Beds ⋅ 2 Baths ⋅ 24204544 MLS

***Seller is ready for the next chapter and welcomes reasonable offers*** 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. Some photos virtually staged for illustration purposes 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 to be complete mid Nov. 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

$435,000

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!

65 Murray St, Middletown

$85,000

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

$89,900

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.MMHP LLC - one of the parties to the LLC has an active real estate license.)

500 Washington St Unit #4, 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

$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

$605,000

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

$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

$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

$555,000

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

$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

$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

$649,000

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

$415,000

4 Beds ⋅ 2 Baths ⋅ 24197069 MLS

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

104 Bell St, Middletown

$495,000

3 Beds ⋅ 2 Baths ⋅ 24194620 MLS

Turnkey and beautifully maintained, this inviting home is nestled in a well-kept Middletown subdivision. The open-concept main level features a bright kitchen with granite countertops, a dining area and a comfortable living room - all flowing seamlessly together. Step outside the French doors to a fenced in spacious patio surrounded by low-maintenance turf, creating a peaceful retreat with no grass to mow. A private pool offers the perfect place to cool off on hot summer days or unwind during quiet evenings. The main level also includes a family room, a full bathroom, and a flexible home office that can serve as a fourth bedroom. Upstairs, you will find the primary bedroom, two additional bedrooms, and a second full bathroom with granite finishes. Hardwood floors run throughout the home, complemented by tile in the kitchen and bathrooms. The home's mechanical systems have been carefully maintained and include a top-of-the-line Buderus system also a new installed Heat Flow water heater. Enjoy easy access to Middletown's vibrant downtown dining scene, as well as Routes 9 and 91 for easy commute travel to Hartford and New Haven.

17 Coles 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

$649,900

4 Beds ⋅ 3 Baths ⋅ 24193869 MLS

Welcome to this beautifully maintained 4+-bedroom, 2.5-bath Colonial conveniently located in the heart of Middletown. Freshly painted and move-in ready, this home offers the rare combination of generous living space, flexible room options, entertaining areas, and valuable recent updates-including a new roof in 2025. The spacious eat-in kitchen features a center island and bright breakfast nook with skylight, opening directly into a welcoming great room with a fireplace and built-in sound system. It's an ideal layout for both everyday living and entertaining. But the feature you'll want to see is the approximately 500-square-foot first-floor fifth bedroom/media room. With a projector and surround sound already in place, it's perfect for movie nights, watching the big game, or hosting friends. Because of its size and location, it can easily be transformed into a first-floor primary suite, guest suite, home office, gym, playroom, or recreation space. Upstairs, four generously sized bedrooms provide plenty of room for family, guests, or dedicated work-from-home space. A separate living room and formal dining room offer even more flexibility for entertaining.

166 Mccormick Ln, Middletown

$898,000

4 Beds ⋅ 5 Baths ⋅ 24187393 MLS

Lakeshore Realty is proud to present 49 Partridge Lane, a beautifully maintained home tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods. Designed for both everyday living and entertaining, this exceptional home features a bright, open floor plan, spacious living areas, and a beautifully appointed kitchen complete with premium Viking stainless steel appliances, offering both luxury and performance for the home chef. One of the property's most unique features is its location abutting the Mt. Higby Reservoir, providing a peaceful natural backdrop, enhanced privacy, and picturesque views. Enjoy direct access to nature while relaxing in your private backyard, perfect for entertaining, gardening, or unwinding after a long day. Generously sized bedrooms, well-designed living spaces, and meticulous upkeep make this home truly move-in ready. Conveniently located just minutes from downtown Middletown, Wesleyan University, shopping, dining, parks, golf courses, and major highways, you'll enjoy the perfect combination of tranquility and accessibility. With high-end finishes, a sought-after location, and the rare benefit of bordering protected natural surroundings, 49 Partridge Lane offers an outstanding opportunity to own a home that blends comfort, quality, and lifestyle. Schedule your private showing today!

49 Partridge Ln, Middletown

$1,295,000

4 Beds ⋅ 4 Baths ⋅ 24187574 MLS

Nestled on an extraordinary 39-acre estate with breathtaking panoramic views, this stunning custom log home offers the perfect blend of rustic elegance, modern comfort, and exceptional investment potential. Originally built in 2005 with an addition completed in 2014, the home features 4 bedrooms and 3 full bathrooms. The interior showcases soaring cathedral ceilings, beautiful tile flooring, ceiling fans throughout, and a dramatic two-sided fireplace that serves as a focal point for multiple living areas. German-engineered windows with roll shutters & premium German doors provide exceptional quality. Kitchen features new appliances & an open concept. 2 bedrooms with full bathrooms on the main level offer one-floor living options. The lower level includes 2 oversized garages providing abundant storage, workshop space, and room for recreational equipment. A wood/storage shed adds even more utility. This home is in pristine condition with brand new well, new water heater, and 2 central air units. The property consists of three separately deeded parcels presenting a rare opportunity for future investment, development, or resale. The land features rolling acreage, mature trees, open spaces, and a picturesque man-made pond. Whether you're seeking a private retreat, recreational haven, family compound, or property with investment upside, this one-of-a-kind estate delivers stunning natural beauty, exceptional craftsmanship, and limitless possibilities.

1409 Millbrook Rd, Middletown

$649,900

4 Beds ⋅ 4 Baths ⋅ 24183475 MLS

Tucked away on a quiet cul-de-sac in Middletown's South End near the Durham line, 76 Thimble Rock Road offers approximately 2,600 square feet of well-maintained living space. This 4-bedroom, 2 full, 2 half bath Colonial has been carefully cared for over the years by a single owner and is ready for its next chapter. Inside, you'll find spacious rooms, abundant natural light, hardwood flooring, and solid wood doors throughout. The floor plan provides plenty of flexibility for everyday living, entertaining, working from home, or accommodating changing needs over time. The partially finished walkout lower level adds valuable bonus space and offers a variety of potential uses, including a recreation room, home office, gym, hobby area, or possible in-law setup. Direct access to the yard makes the space feel like a natural extension of the home. Conveniently located near Middletown's amenities while offering a quieter setting, this property provides space, functionality, and quality construction in a sought-after area of town. Estate sale subject to probate court approval.

76 Thimble Rock Rd, Middletown

$849,900

5 Beds ⋅ 4 Baths ⋅ 24177933 MLS

Tucked away on a quiet, highly desirable cul-de-sac of only 7 homes in the sought-after South Farms district, this beautifully crafted 5-bedroom, 3.5-bathroom colonial features a stunning brick-front facade and exceptional curb appeal. Boasting a coveted 3-car attached garage, the home greets you with an abundance of natural light and gleaming hardwood floors flowing seamlessly throughout the main and upper living areas. The spacious, well-designed layout is perfect for both effortless entertaining and comfortable daily living, offering a generous floor plan with an ideal flow. The Ultimate Flexible Space: The true crown jewel of this property is the fully finished walk-out basement that adds an additional 1,070 sq/ft! Configured as a complete, self-contained in-law apartment, this private lower level includes its own separate entrance, full kitchen, living space, bedroom and bath-absolutely perfect for multi-generational living or long-term guests. Situated in a fantastic location, this home offers the generous space you need, the classic aesthetic you desire, and the unique floor plan flexibility that is so incredibly hard to find. Don't miss this versatile gem!

29 Copper Beech Dr, Middletown

$299,900

4 Beds ⋅ 1 Baths ⋅ 24163941 MLS

Welcome to this charming Colonial-style home set on a generous 3.3-acre lot, offering the perfect blend of comfort, space, and modern updates. The exterior showcases classic appeal with a welcoming front entry & an attached 2 car garage, all surrounded by open land that provides privacy and endless possibilities. Step inside to discover a beautifully updated kitchen featuring stainless steel appliances, ample cabinetry, and sleek countertops, ideal for both everyday living & entertaining. The main level offers the convenience of a primary bedroom & first-floor laundry, creating an easy and functional layout for homeowners. The renovated bathroom is tastefully finished with modern fixtures and stylish tile work, adding a touch of luxury to your daily routine. Upstairs, you'll find three additional bedrooms, providing plenty of space for family, guests, or a home office setup. With its spacious acreage, thoughtful updates & conveniently located near local amenities, shopping & major routes, this home offers a unique opportunity to enjoy peaceful living while still having all the modern conveniences you need. **Conventional or cash offers only.**

475 Ballfall Rd, Middletown

$499,900

3 Beds ⋅ 2 Baths ⋅ 24159101 MLS

This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set apart for added privacy, while two additional generously sized bedrooms and a second full bath provide flexibility for guests or home office needs. A dedicated laundry area and convenient entryway from the attached one-car garage enhance everyday functionality. Nathan Hale Estates is a thoughtfully planned residential community in Middletown, Connecticut, offering a quiet neighborhood setting while remaining conveniently close to shopping, dining, schools, parks, and major commuter routes. The central location provides easy access to the shoreline, making this an ideal place for you and your family. The builder offers generous allowances, allowing buyers to thoughtfully curate finishes and selections. Builder requires a one-time construction-to-permanent loan, financed by Elm Tree Funding.

Lot 4 Nathan Hale, Middletown

$589,900

2 Beds ⋅ 2 Baths ⋅ 24123204 MLS

Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of wood cabinetry with granite countertops and a walk-in pantry. Hardwood floors flow through out the main living areas, while tile flooring is featured in the baths and laundry room. A deck at the rear of the home creates the perfect space to relax and entertain. The home is equipped with natural gas and central A/C for year-round comfort. Some photos similar and depict some upgrades. Agent/Owner related. Come see why our motto is "Choose a Carefree Lifestyle!"

137 Webster Ln Unit 2-42, Middletown

$549,000

3 Beds ⋅ 2 Baths ⋅ 24014755 MLS

Award-winning builder, Reinhard Von Hollander proudly presents "The Cameron", one of his most sought-after models; sure to please the most discerning buyer. Quality and design meet as the home features a customizable, open floor plan, presenting future homeowners with an opportunity to make the space truly their own. It comes with 3 bedrooms and 2 full baths, including a spacious primary suite. This suite features a generous walk-in closet and a private bath with a double-sink setup. At the heart of the home, you'll find a sleek, modern kitchen graced with granite countertops, selected by the builder yet tailored to the buyer's preference. This is complemented by a seamless flow into the living areas, encouraging interaction and fostering a sense of community with guests and loved ones. The Cameron offers an exquisite blend of comfort and convenience. Modern charm throughout the home will give you a clean, welcoming feel. The oversized two-car garage not only has space for your vehicles but storage as well! Situated on just over an acre, there are plenty of opportunities to make this a one-of-a-kind oasis. Take advantage of this convenient location with Lyman Orchards and Lyman Orchard's Golf Club, parks, restaurants, shops, and major roadways and highways all within close proximity.

18-A Talcott Ridge Dr, Middletown

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