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1511 Country Club Rd, Middletown
$410,000
4 Beds ⋅ 2 Baths ⋅ 24216990 MLS
Welcome to 1511 Country Club Road, a remarkably versatile property offering 4-bedroom functionality situated on an expansive 1.25-acre parcel on a peaceful, non-through street. A charming entry introduces the main Cape, which features two comfortable bedrooms, a full bath, and an upper loft ready to serve as a home office, recreation room, or potential third bedroom. Seamlessly connected yet private, the dedicated in-law/secondary living quarters boast their own bedroom and an additional loft space currently utilized as a primary suite-ideal for multi-generational living, extended guests, or a dedicated private wing. Peace of mind comes built-in with a brand-new septic system. Outside, the sprawling acre-and-a-quarter grounds provide mature greenery, a fenced-in play/pet area, and boundless room for entertaining, gardening, or outdoor expansion. A rare combination of privacy, acreage, and adaptable living space.

1511 Country Club Rd, Middletown

360 Chauncey Rd, Middletown
$345,000
3 Beds ⋅ 2 Baths ⋅ 24216264 MLS
Do you love downtown Middletown, but want to live in a quieter area? 360 Chauncey Road is the answer you're looking for! Enjoy what Middletown has to offer while being tucked away in a quiet area. This property offers 3-4 bedrooms, two full bathrooms, hardwood floors, harvey windows and a yard to enjoy. Throughout the home you'll find pockets of character that make it unique; the wood paneling on the ceilings, the bathroom trim, or the covered porch paired with a charming blue door. The eat-in kitchen has plenty of counter and cabinet space, all your needed appliances, and access to the brand new deck. The main floor bedroom is accompanied with a full bath and another potential bedroom, study, rec room, or dining room. Upstairs are the two spacious bedrooms with another full bath and crawl space storage. In the basement you'll find a ton of storage and future expandable space. Enjoy dedicated laundry space & shelving with access to outside. Outside, the back deck overlooks the level yard with plenty of tree cover for the Summer months and offering beautiful views in the Fall. Come check out 360 Chauncey Road and then head downtown to enjoy some of the incredible restaurants and shops Middletown has to offer, or hit the nearby hiking trails at Millers Pond or Crystal Lake! Updates include Brand new 2026 deck, 2021 plastic septic tank, 2022 well pump, 2026 well tank & water softener, 2019 roof, and AO Smith 2021 water heater. Take advantage of this well maintained home!

360 Chauncey Rd, Middletown

368 Bow Ln, Middletown
$399,000
2 Beds ⋅ 1 Baths ⋅ 24217601 MLS
Antique 2-Bedroom Cape with Country Charm, 15+ Acres of Land and Endless Potential! Looking for a home with character, charm, over 15 acres of land, and the opportunity to make it your own? This quaint antique 2-bedroom Cape is nestled in a peaceful country setting, with beautiful views from the front porch and backyard that truly make this property special! This antique home received a new roof in the Spring, but it needs your vision and creativity to make the space your own while exploring its potential. The first floor includes an eat-in- kitchen, a laundry room, a full bathroom, and a bonus room. Upstairs, you'll find two bedrooms and a storage area. The bonus on the main level that could serve as a 1st floor bedroom, office or a library, or simply be considered flex space? Enjoy a peaceful country setting while remaining conveniently close to Route 9, Middlesex Health, Middlesex Community College, Wesleyan University, shopping, and the restaurants and amenities of downtown Middletown. If you're looking for an antique home with character and the opportunity to add your personal touch, this could be the one for you!

368 Bow Ln, Middletown

150 Millbrook Rd, Middletown
$340,000
4 Beds ⋅ 1 Baths ⋅ 24203998 MLS
Set on approximately 5.2 acres in Middletown, this historic 4-bedroom home offers a unique opportunity to enjoy space, privacy, and the character of an older property. Built in 1760, the home offers approximately 1,680 square feet of living space and plenty of room to explore the possibilities. The expansive parcel provides a peaceful setting with ample outdoor space for gardening, recreation, entertaining, or simply enjoying the privacy of your own property. Inside, the home offers four bedrooms and one full bath, providing a flexible layout with plenty of potential to make the space your own. The generous acreage creates opportunities for those looking for more land while still being conveniently located in Middletown. Whether you're looking for a property with history, land, or the opportunity to bring your own vision to life, 150 Millbrook Road is worth a look. Come see the property and discover its potential for yourself.

150 Millbrook Rd, Middletown

404 Newfield St, Middletown
$450,000
3 Beds ⋅ 3 Baths ⋅ 24217472 MLS
One level living with room for expansion in this spacious ranch. Three bedrooms and 3 full baths with and oversize mudroom between the house and garage give you lots of options. Oversized 2 car garage gives you plenty of room for storage in the event you may want to finish off the lower level of this home. Completely remodeled home allows you peace of mind knowing all you have to do is move in. New Windows, new roof, new gutters, new flooring in kitchen and living room and remaining floors refinished The kitchen offers lots of countertop space, cabinets, quartz countertops, island, stainless steel appliances and room for the dining table. Recessed lighting and tile back splash finish off the detail. All three bedrooms are roomy and the master bedroom offers a fully renovated master bath with tiled walk in shower. Keep the open fireplace or add a pellet or wood stove to give you that New England feel while keeping the chill off. The basement would make for great additional living space as there is already a full bath there. New Bilco door and steps to basement. Updated mechanicals including new gas boiler, city water and sewer will give you peace of mind. New roof, windows and fresh paint throughout. There is a shared driveway however there is room from survey (in photos) that was done to have a private driveway. Located near the heart of Middletown, with so many options when it comes to dining, shopping or entertainment.

404 Newfield St, Middletown

9 Magnolia Ave, Middletown
$285,000
4 Beds ⋅ 1 Baths ⋅ 24217261 MLS
Welcome to 9 Magnolia Place, a charming and well-maintained Middletown home offering an impressive list of thoughtful updates inside and out. Tucked along a quiet dead end, this 4-bedroom home combines character, comfort and many of the major improvements buyers appreciate. Recent updates include new kitchen cabinetry, new quartz countertops, sink and faucet, a metal range hood, and fresh interior paint throughout nearly every room, both hallways and the upper staircase. Approximately a year and a half ago, the first 10 feet of the exterior sewer line were replaced, another valuable improvement to the property. Additional improvements over the years include newer vinyl siding with insulation, energy-efficient double-pane replacement windows, a designer front entry door and surrounding structure, added attic/crawl-space and ceiling insulation, and an updated large shower/bath with generous built-in shelving. The home is equipped with an oil-fired Crown heating system, an above-ground oil tank, a newer A.O. Smith water heater and solar panels. The roof features high-performance asphalt shingles, reported by the seller to carry a 50-year rating and designed for winds up to 130 mph, along with updated gutters. Outside, enjoy a partially fenced backyard, storage shed and a wonderful covered rear deck overlooking the yard-a comfortable spot for morning coffee, outdoor dining or simply relaxing. A full unfinished basement with hatchway access provides additional storage

9 Magnolia Ave, Middletown

2 Sonoma Ln Unit 2, Middletown
$549,900
2 Beds ⋅ 3 Baths ⋅ 24217347 MLS
Your Next Chapter Starts at 2 Sonoma Lane! Looking for low-maintenance living without sacrificing space, style, or flexibility? Welcome to Sonoma Woods, one of Middletown's sought-after 55+ communities! This beautifully maintained detached home offers approximately 1,903 sq. ft., 2 bedrooms, 2.5 baths, and a layout full of surprises! Step inside to soaring cathedral ceilings, hardwood floors, and a spacious living room with a cozy gas fireplace. The inviting kitchen features granite countertops, abundant cabinetry, and a breakfast nook, while the dining area opens to a private deck, perfect for morning coffee or entertaining. The main-level primary suite offers a walk-in closet and full bath with double vanities and a tiled shower. First-floor laundry adds everyday convenience. Upstairs, discover a second bedroom, full bath, bonus room, and loft offering incredible flexibility. But here's the fun part! Behind charming bookshelf barn doors awaits a hidden retreat that's anything but ordinary! Create your own private speakeasy-inspired lounge, movie hideaway, reading sanctuary, or creative studio. The possibilities are limited only by your imagination! A full basement offers exceptional storage, while the attached two-car garage adds convenience. Enjoy central air, a community clubhouse, and more time for the things you love. Less upkeep, more freedom, and a secret space all your own. Welcome home to 2 Sonoma Lane!

2 Sonoma Ln Unit 2, Middletown

5 Castanea Ct, Middletown
$375,000
2 Beds ⋅ 1 Baths ⋅ 24217229 MLS
Charming ranch sitting on a corner lot in a pretty cul-de-sac neighborhood! Hardwood floors, central a/c and a finished basement! The living room with hardwood floors leads to the dining room and kitchen with new flooring and dishwasher. Two bedrooms with hardwood floors and a full bath finishes the main level. Downstairs is large den with new carpeting and a dry bar, perfect for entertaining! The one car attached garage is spacious and offers more storage! The deck overlooks the pretty lot that boarders a babbling brook (no flood insurance required). Roof and central air are approximately 10 years old. Come enjoy one-level living just minutes from bustling downtown with numerous restaurant, shops and activities! Welcome Home!

5 Castanea Ct, Middletown

400 Coleman Rd, Middletown
$425,000
3 Beds ⋅ 2 Baths ⋅ 24216846 MLS
Don't miss this pristine and charming Gambrel Colonial on a perfect level half acre, offering a quiet setting, gorgeous views, generous outdoor living spaces, and tasteful renovations in every room. Infused with beautiful natural light, this right-sized home offers 1718 sf with loads of windows (11 have been replaced by this owner), 3 bedrooms, and 2 bathrooms. The main floor space takes full advantage of its front-to-back design with two living/family rooms anchored by a central combined kitchen and dining room. The kitchen was renovated in 2026 with new LifeProof flooring, solid surface counters, subway tile backsplash, paint, and lighting. With separate coffee bar area and pantry and cool exposed brick, the kitchen offers great storage and is large enough for a long dining table, and can accommodate an island too! The family room features a wood-burning fireplace for cozy nights. The second floor offers a full bathroom and 3 generously sized bedrooms and spacious hallway, all updated with paint and featuring new flooring. The large remodeled full bath (2024) features marble tile tub surround and gorgeous hexagonal floor tile. More to love: half bath (remodeled 2023); new A/C (2023); new paver patio, garage doors, and shed (2021); new siding (2020); full basement; underground pet fence; and generator-ready.

400 Coleman Rd, Middletown

126 Rolling Grn, Middletown
$474,900
3 Beds ⋅ 3 Baths ⋅ 24215505 MLS
Welcome to 126 Rolling Green in Middletown! This spacious Ranch-style home combines comfortable one-level living with versatile additional space and an inviting setting in a fantastic neighborhood. The main level features three bedrooms, two full baths and a convenient laundry room, offering an easy and functional layout for everyday living. Step inside to discover abundant natural light and a formal dining room with vaulted ceilings and an elegant Palladian-style window. The spacious eat-in kitchen offers extensive cabinetry, recessed lighting, and a large pantry, opening to a versatile adjoining room with vaulted ceilings, a wine rack, and beverage refrigerator - perfect for entertaining or everyday relaxation. The living room features a natural gas fireplace, creating a warm and welcoming gathering space. The primary bedroom offers a large walk-in closet and an en-suite bathroom with a stand-up shower and Jacuzzi-style tub. Two additional bedrooms and two full bathrooms complete the main-level living space.

126 Rolling Grn, Middletown

55 Berkeley Rd, Middletown
$370,000
3 Beds ⋅ 2 Baths ⋅ 24216927 MLS
Welcome to 55 Berkeley Road, a charming New England Cape nestled on a quiet, low-traffic street in Middletown. Offering 3 bedrooms, 1.5 baths, and approximately 1,386 square feet of living space, this inviting home blends classic character with modern updates and a versatile floor plan. The living room features a cozy fireplace, while the formal dining room provides an ideal setting for everyday meals and entertaining. The beautifully updated kitchen boasts quartz countertops, a farmhouse sink, and a subway tile backsplash, combining style and functionality. A main-level bedroom offers added convenience and flexibility, while the partially finished lower level features a spacious family room with a second fireplace that is perfect for recreation, entertaining, or relaxing. Outside, the .32-acre lot provides plenty of room for gardening, outdoor gatherings, and recreation. A detached one-car garage and ample off-street parking add to the home's appeal. Additional highlights include public water and sewer and a convenient location just minutes from Wesleyan University, downtown Middletown's vibrant shops and restaurants, and Route 9. With its timeless Cape Cod charm, thoughtful updates, and desirable location, 55 Berkeley Road is ready to welcome you home!

55 Berkeley Rd, Middletown

14 Cimarron Rd, Middletown
$419,900
3 Beds ⋅ 2 Baths ⋅ 24216288 MLS
This meticulously maintained raised ranch offers 2,712 square feet of total living space on a beautiful 0.41-acre lot. Vaulted ceilings with skylights enhance the living and dining rooms, while hardwood floors flow through both spaces and the eat-in kitchen. A wood-burning fireplace adds warmth and character to the living room. The up-dated kitchen features granite countertops and stainless steel appliances. Three bedrooms and two full baths include a primary bath with a shower. Six-panel raised doors add a classic touch throughout the home. The lower level provides additional living space with a wood-burning stove, a pine ceiling, and a separate laundry room. Central air conditioning, a newer roof, an attached two-car garage, and pull-down attic storage offer comfort and convenience. A stone walkway and beautiful backyard enhance the outdoor setting. Conveniently located near highways, this move-in-ready home is ready to welcome its next owners.

14 Cimarron Rd, Middletown

106 S Front St, Middletown
$319,999
3 Beds ⋅ 2 Baths ⋅ 24215963 MLS
WELCOME HOME to 106 S. Front Street, Middletown! Conveniently located near town with easy access to Route 9, this inviting 3-bedroom, 2-bath home offers comfortable living, charming details, and move-in-ready appeal. Inside, beautiful hardwood floors and fresh paint create a bright, welcoming atmosphere. The cozy living room fireplace adds warmth and character, while the relaxing sun porch provides the perfect spot for morning coffee, quiet reading, or unwinding at the end of the day. Outside, the lovely backyard offers plenty of room to gather, entertain, and enjoy the crisp autumn air-with space to create your own fire pit area... With its comfortable layout, inviting outdoor space, and convenient location, this home is ready for its next chapter-and it may not be available for long. Convenient Location, close to shopping, downtown with wonderful restaurants and Route 9 and the hospital easy commute. Don't miss the opportunity to make 106 S. Front Street yours! Schedule your private viewing and start imagining life in your new home today!

106 S Front St, Middletown

32 Autumn Ln Unit 32, Middletown
$425,000
3 Beds ⋅ 3 Baths ⋅ 24215323 MLS
What a beautiful opportunity to own in Autumn Meadows, a 55+ community in bustling Middletown. Featuring hardwood floors throughout both the main level and the lower level in-law apartment, this property offers comfortable living, versatile space and a wonderful layout. The main level features two bedrooms and two full bathrooms, including a spacious primary suite complete with a full bath and walk-in closet. The large kitchen boasts stainless steel appliances and granite countertops, while the convenient main level laundry is tucked away in a hallway closet. Just off the living room, a newer deck overlooks open space, providing a lovely spot to relax and enjoy the outdoors. The lower level in-law apartment offers excellent additional living space, featuring one bedroom, kitchen, dining area and living room with cozy free standing gas fireplace. A deck off the lower level provides another outdoor retreat, making this space ideal for extended family or guests. With its inviting layout, beautiful hardwood floors, multiple outdoor living spaces and flexible in-law accomodations, this home offers a wonderful opportunity to enjoy easy living in a 55+ community.

32 Autumn Ln Unit 32, Middletown

116 Dorothy Dr, Middletown
$259,900
3 Beds ⋅ 1 Baths ⋅ 24214896 MLS
*Highest & best offers due Sunday Oct. 25 by 4pm* CUTE RANCH HOME IN A GREAT NEIGHBORHOOD! Large eat-in kitchen with plenty of cabinet & counter space and a new oven range (2026.) Nice sized living room and 3 bedrooms, all with hardwood floors! Get cozy in the partially finished lower level with a wood burning stove, newer faux wood laminate floor that ADDS APPROX 330SQFT of beautiful living space. From the deck, enjoy your view of a huge, level, open backyard. The property backs to Upper Mill Pond that the seller has done some fishing and stand-up paddleboarding from! 2 sheds offer great storage. There's a solar panel Power Purchase Agreement (PPA,) for $206/month to lower electricity costs. The panels were installed in 2023 along with a new 200amp electrical service. New hot water heater in February 2026. Seller also has chickens! You can take over their care and reap the benefits of fresh eggs, or seller will find them a new home, your choice. Close to shops, restaurants, donuts, highway access, Middlesex Hospital and all the amazing food on Main Street!

116 Dorothy Dr, Middletown

1040 Washington St, Middletown
$460,000
3 Beds ⋅ 1 Baths ⋅ 24214279 MLS
Step Back in Time - with Comfort and Charm! Built in 1881, this lovingly maintained antique home is filled with character, warmth, and timeless beauty. Nestled on 2.62 acres of peaceful, picturesque grounds, this special property offers a rare blend of history, privacy, and possibility. Step inside and discover 1,964 sq. ft. of inviting living space where the craftsmanship of a bygone era shines through. Rich woodwork, vintage hardware, charming built-ins, and delightful architectural details create an atmosphere that simply cannot be replicated in today's homes. Each room tells a story, offering warmth, character, and a sense of nostalgia. The partially finished attic offers exciting possibilities for expanded living space, a creative studio, or a home office, allowing the next owner to imagine what could be. Outside, enjoy the beauty of mature trees, picturesque surroundings, and plenty of room to roam. Whether relaxing in the peaceful setting, enjoying nature, or envisioning your own outdoor retreat, the possibilities are endless. A detached garage and charming garden shed complement this wonderful property. More than just a house, this is a home that has been cherished through the years and is ready for its next chapter. Warm, welcoming, and full of soul, it awaits someone who appreciates the beauty and individuality of an antique home. Come experience the magic of this 1881 gem.

1040 Washington St, Middletown

37 Valley Dr, Middletown
$525,000
4 Beds ⋅ 3 Baths ⋅ 24212608 MLS
Welcome to 37 Valley Drive! Offering over 2,400 square feet of living space, this spacious 4-bedroom, 2.5-bath home features a versatile floor plan, distinctive architectural details, and numerous recent improvements! The main level offers a generously sized kitchen opening to an impressive great room featuring soaring vaulted ceilings, skylights, and a cozy fireplace. A bright and inviting sunroom provides additional living space with vaulted ceilings, skylights, and newly installed flooring. You'll also find an expansive bonus room, currently enjoyed as a billiards room, featuring beautiful exposed beams and plenty of space for entertaining, recreation, a home theater, or additional gathering space. An additional bedroom and living area provide flexibility for guests, a home office, or a potential extended-family arrangement with some finishing touches. Upstairs, the primary bedroom features its own private full bathroom, while the additional bedrooms share a beautifully updated second full bathroom. Exposed beams in the bedrooms add warmth and architectural character throughout the upper level. Recent improvements include fresh interior paint and new flooring in the upstairs bedrooms. Additional highlights include a roof approximately 6 years old, a newer hot water heater approximately 3 years old, central air conditioning, and a whole-house generator for added peace of mind. Step outside onto the beautiful newly constructed deck, perfect for entertaining, dining, or

37 Valley Dr, Middletown

12 Brookview Ln, Middletown
$499,000
3 Beds ⋅ 3 Baths ⋅ 24214047 MLS
Welcome to 12 Brookview Lane, located in Middletown's desirable Westfield neighborhood! This beautifully maintained 3 bedroom, 2.5 bathroom home offers a wonderful combination of space, style, and functionality. Step inside to discover inviting, spacious living areas accented by beautiful hardwood floors. The stylishly updated kitchen features an open layout that flows effortlessly into the surrounding living space, creating an ideal setting for both everyday living and entertaining. A generously sized bonus room offers endless possibilities, whether you envision a home office, playroom, media room, or additional gathering space. The partially finished basement provides even more flexible living space to suit your needs. With its thoughtful layout, tasteful updates, and versatile spaces, this home offers comfort and convenience in a fantastic Middletown location. Come see all that 12 Brookview Lane has to offer!

12 Brookview Ln, Middletown

36 Mcdowell Rd, Middletown
$384,900
3 Beds ⋅ 2 Baths ⋅ 24214296 MLS
Discover the perfect blend of comfort, privacy, and convenience at 36 McDowell Road! This updated two car ranch is tucked away on a quiet cul-de-sac and features a flat, fully fenced in yard ready for you to enjoy your own private outdoor retreat. Inside, you'll find a remodeled kitchen with granite countertops, two renovated bathrooms, and refinished flooring. Additional updates include three new mini split AC and heating as well, new radiators, recessed lighting, newer windows, a brand new deck, and a new washer and dryer. The basement offers excellent potential for additional living space. Conveniently located near shopping centers, restaurants, and everyday essentials, this Middletown home is ready for its next owner!

36 Mcdowell Rd, Middletown

495 Ridge Rd, Middletown
$549,900
5 Beds ⋅ 4 Baths ⋅ 24213729 MLS
Welcome to this beautiful 10-room home offering 3,316 square feet of living space, five bedrooms, three full bathrooms, and a half bath. Mature landscaping enhances the property's charm and creates an inviting setting. The spacious layout offers. Plenty of room for everyday living and entertaining with flexibility to suit your needs. The first-floor primary bedroom features a private full bathroom for convenient main level living. Three fireplaces add warmth and character, including one in the basement. Where you'll find a half bath. There is an outbuilding equipped with heat, air conditioning and sink provides additional space for hobbies, a workshop, or create a pursuit. With generous living space and distinctive features throughout, this lovely property is ready for its new owners to make it their own.

495 Ridge Rd, Middletown

35 Sonoma Ln Unit 35, Middletown
$589,000
2 Beds ⋅ 3 Baths ⋅ 24210931 MLS
Homes in Sonoma Woods don't come available often, and Unit 35 offers one of the largest models in this sought-after 55+ Middletown community. With 2 bedrooms, 2.5 baths, walkout basement with an exercise or craft room, and nearly 2,000 sq ft of living space, this home delivers the ease of condo living without giving up the space you want. The comfortable main level features a fireplace and a heated sunroom overlooking the back of the property, creating additional year-round living space and leading directly onto the deck for relaxing or entertaining. The full walkout basement offers more than 1,000 sq ft, with a portion already finished for even more usable space while still providing plenty of room for storage, hobbies, a workshop or future possibilities. An attached garage, natural gas heat and central air add everyday convenience. Built in 2005, this spacious unit offers a great opportunity for buyers looking to right-size without feeling like they have to squeeze into their next home. With limited turnover in Sonoma Woods, opportunities like this can be hard to find. If you've been waiting for a home in this community, could Unit 35 be the one worth making a move for?

35 Sonoma Ln Unit 35, Middletown

526 Westfield St, Middletown
$424,900
3 Beds ⋅ 2 Baths ⋅ 24213654 MLS
Lovingly updated and maintained one floor living featuring a roomy eat in kitchen, living room with fireplace. A large primary bedroom with French doors to the deck, provides a large walk in closet an en suite bath with walk in shower and jet tub. The floors throughout the principal rooms of the home are hardwood with the exception of the kitchen and baths with tile flooring. There are two other bedrooms and a family bath also with a walk in shower. The current owners added a one car detached garage, installed a new oil tank and added a very useful workbench in the basement section where double doors allow for entry of their sit down mower. There is a nest system to make off site adjustments to heat and A/C and exterior cameras that are not currently connected to police, fire departments but could be. The deck is two tiered, has a gazebo and is the perfect spot for friends and families to gather. The rear yard is fully fenced for those who have pets that can enjoy a protected outdoor area. Please allow at least 2-3 hours notice to show.

526 Westfield St, Middletown

19 Sonoma Ln Unit 19, Middletown
$584,900
2 Beds ⋅ 2 Baths ⋅ 24213623 MLS
A rare opportunity to own a beautifully appointed, original-owner ranch, just 12 years young! Set on a cul-de-sac with a private backyard, this 1,822-square-foot home offers the ease of one-level living with two bedrooms, a dedicated office, and two full baths. An inviting entry foyer, with a tray ceiling, welcomes you into an open floor plan enhanced by hardwood floors throughout, crown molding, and recessed lighting. The sunroom provides a delightful place to relax, with an atrium door opening to the deck for easy indoor-outdoor enjoyment. The spacious primary bedroom features a generous walk-in closet, while natural gas heating and cooking add everyday convenience. An enormous basement offers exciting potential for future expansion, and a two-car garage completes this appealing home. A seldom-available ranch combining comfort, thoughtful details, and room to grow!

19 Sonoma Ln Unit 19, Middletown

217 Ridge Rd, Middletown
$349,900
3 Beds ⋅ 2 Baths ⋅ 24213449 MLS
Welcome to 217 Ridge Road! Nestled in Middletown's desirable South Farms neighborhood, this charming 1913 Colonial seamlessly blends historic character with modern conveniences. An inviting covered front porch sets the tone for the warmth and charm found throughout. Step inside to discover beautiful hardwood floors, a spacious living room with a gas fireplace, and a formal dining room featuring timeless built-ins. The kitchen offers a center island and flows into a convenient laundry area, half bath, and mudroom with access to the backyard deck. Upstairs, you'll find three comfortable bedrooms and a full bath, while the finished walk-up attic provides an additional 291 square feet of versatile space, perfect for a home office, playroom, or creative retreat. A partially finished basement offers even more possibilities. Enjoy peace of mind with numerous improvements including a newer furnace, oil tank, vinyl siding, windows, and energy-efficient mini-split systems providing supplemental heating and cooling. Outside the level lot offers plenty of room for outdoor entertaining, gardening, or simply relaxing. Conveniently located near shopping, restaurants, parks, and downtown Middletown, this home offers the perfect combination of character, comfort, and convenience. Schedule your private showing today!

217 Ridge Rd, Middletown

43 Jefferson Ave, Middletown
$440,000
3 Beds ⋅ 2 Baths ⋅ 24212850 MLS
Welcome to 43 Jefferson Ave, Middletown! This charming 3-bedroom brick ranch offers comfort, space, and convenience in an established neighborhood. The spacious living room features beautiful hardwood floors and a cozy fireplace. The generously sized kitchen and dining area offer ample cabinetry, a center island, and direct access to the rear deck. All three bedrooms are conveniently located on the main level with hardwood flooring and plenty of natural light. The finished lower level adds valuable living space with a recreation/family room and second fireplace, half bath, laundry area, workshop, and storage-perfect for a home office, gym, entertainment area, or hobbies. Outside, enjoy the spacious rear deck, private driveway, detached one-car garage with additional storage space, and well-maintained yard. A newer roof adds peace of mind, while the classic brick exterior provides timeless curb appeal. Conveniently located near shopping, restaurants, schools, parks, downtown Middletown, and major commuting routes. With its easy one-level living, flexible lower-level space, garage, deck, newer roof, and desirable location, 43 Jefferson Ave is ready for its next owner. Schedule your private showing today!

43 Jefferson Ave, Middletown

972 Ridgewood Rd, Middletown
$415,000
3 Beds ⋅ 2 Baths ⋅ 24212078 MLS
Beautiful views, abundant natural light, and distinctive architectural details define 972 Ridgewood Road. This three-bedroom, one-and-a-half-bath ranch pairs hardwood floors throughout the main living areas with a kitchen renovated in 2018, featuring granite countertops, custom storage drawers, and updated appliances. The adjoining dining room centers on a wood-burning fireplace, while two sets of French doors open to a striking living/sitting room with cathedral ceilings, an inviting setting for entertaining, a library, or a private office. The mostly finished walkout lower level, finished in 2020, offers additional living space, a half bath, laundry, and separate utility and storage areas. A three-car garage accommodates vehicles and hobbies, while the generous yard invites gardening, gathering, and enjoying the views. Thoughtful improvements include double-hung replacement windows (2019), picture windows and solar installation (2020), a UV water filter (2021), and a well expansion tank (2020). A roof and electrical panel replaced in 2017, plus a septic tank and leaching field installed in 2016, round out the updates. Enjoy Middletown's Main Street dining and shopping and the trails and waterfalls of Wadsworth Falls State Park. Schedule your showing to experience this home's memorable blend of character, light, and views.

972 Ridgewood Rd, Middletown

181 Brown St, Middletown
$375,000
3 Beds ⋅ 2 Baths ⋅ 24212609 MLS
**Highest and Best offers due Tuesday 10/13 at 10am** All that's left to do is call the moving company! Welcome to 181 Brown Street, a charming home on a quiet Middletown street with so much already done for you. The hardwood floors were just refinished and the interior freshly painted throughout, while the kitchen and main bathroom have both been remodeled within the last five years. The roof and boiler were also replaced during that time. One of the highlights inside is the oversized living room, giving you plenty of space for both relaxing and entertaining. Out back, you'll find a private yard with a peaceful, nature-filled feel and plenty of birds to enjoy. There's a covered back porch plus a deck with direct access from the primary bedroom, giving you a couple of great spots to sit outside and unwind. The basement includes a second full bathroom and laundry area, with additional space ready for you to make your own. Pull-down attic stairs provide even more storage. Outside, a newer paved driveway offers plenty of room for multiple vehicles, along with a carport and attached garage. The carport leads into the garage, with direct access into the home. Tucked away from the busier roads but still close to local schools, the new Big Y, and all the restaurants, shops and events that downtown Middletown has to offer, this is one you'll want to see!

181 Brown St, Middletown

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