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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
2 Sonoma Ln Unit 2, Middletown
$549,900
2 Beds ⋅ 3 Baths ⋅ 24215482 MLS ⋅ Sonoma Woods BLDG.
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
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
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
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
630 Ridgewood Rd, Middletown
$550,000
3 Beds ⋅ 3 Baths ⋅ 24195246 MLS
Enjoy the best of both worlds in this newer, move-in-ready home nestled along a peaceful country road in Middletown's sought-after Westfield section. Set against beautiful open-space vistas stretching for miles, this property offers a rare sense of privacy and tranquility while remaining conveniently close to everything Middletown has to offer. The inviting open floor plan features a well-appointed kitchen with a center island, an abundance of cabinetry, pantry closet and adjoining family room, all positioned to take full advantage of the spectacular countryside views. A versatile first-floor office or dining room provides the perfect space for working from home, hobbies or guests. The convenient mudroom offers direct access to the garage, keeping everyday life organized. Upstairs, the spacious primary suite features a private full bath, while two additional generously sized bedrooms provide plenty of room for family or guests. The walkout lower level offers excellent potential for future finished living space, recreation, a home gym or simply exceptional storage. Enjoy peaceful country living without sacrificing convenience, with easy access to trendy downtown Middletown, Wesleyan University and the Connecticut Riverfront. Middletown is a vibrant and diverse community offering an impressive array of restaurants, shopping, arts, entertainment, recreation and year-round activities. A wonderful opportunity to enjoy space, views and modern living.

630 Ridgewood Rd, Middletown
149 Spring St, Middletown
$524,900
4 Beds ⋅ 4 Baths ⋅ 24208994 MLS
Welcome to this well-maintained two-family home, ideally suited for multigenerational living, extended-family arrangements, or an owner-occupant seeking income potential. Situated on a corner lot near downtown Middletown, this expansive property occupies a double lot totaling approximately 0.33 acres and offers abundant indoor and outdoor space. The home features high 11-foot ceilings, graceful archways, and oversized windows that fill the interior with exceptional natural light. Both units offer comfortable living areas, and the finished lower level provides a second kitchen full bath & laundry. A family room with a fireplace offers excellent flexibility and may serve as a potential third bedroom. The kitchen is equipped with granite countertops, while natural-gas heat and air-conditioning units provide year-round comfort. Outside, enjoy plentiful parking, a detached two-car garage with attic. The generous double lot offers room to relax, garden, entertain, or explore future possibilities, subject to local approvals. Conveniently located close to downtown Middletown, shopping, restaurants, and everyday amenities, this is a rare opportunity to own a spacious and adaptable two-family residence in a highly accessible location.

149 Spring St, Middletown
227 E Main St, Middletown
$600,000
9 Beds ⋅ 6 Baths ⋅ 24209312 MLS
Exceptional Mixed Use 3-Unit Investment Opportunity in Middletown! Well-maintained three-unit property offering the feel of townhouse-style living with the income potential of a multifamily investment. Each spacious unit features 3 bedrooms, 1 full bath, 1 half bath, an eat-in kitchen, abundant natural light, basement storage, and washer/dryer hookups. A standout feature is the private under-building garage for each unit with direct access, plus ample off-street parking and a rear driveway. Separate utilities provide added convenience for ownership and management. Ideally located near downtown Middletown, Wesleyan University, Middlesex Health, shopping, dining, parks, and major commuter routes. An excellent opportunity for an investor or owner-occupant looking to generate rental income while building equity. Property being Sold As Is. Agent/Owner related.

227 E Main St, Middletown
225 Pearl St, Middletown
$579,900
6 Beds ⋅ 3 Baths ⋅ 24208519 MLS
Group showing Sunday, 10/18, 12 noon! Fantastic investment opportunity just minutes from Downtown Middletown! This beautifully maintained three-family property offers a great combination of location, condition, and long-term investment potential. All three units offer two large bedrooms. Each unit also enjoys its own private porch or balcony, giving tenants valuable outdoor space. This property has been well cared for with significant updates throughout, including impeccably updated mechanicals, helping take some of the worry out of owning a multifamily property. A three-car detached garage in the rear adds even more value, along with additional off-street parking. Located on a quiet, desirable street close to Downtown Middletown, the property offers easy access to restaurants, shopping, Wesleyan University, major routes, and everything the downtown area has to offer. Whether you're looking to add a solid three-family to your investment portfolio or live in one unit while collecting rent from the other two, this is the type of multifamily property that is getting harder to find. Great location, private outdoor spaces, garage, strong updates, and three income-producing units all in one property. Don't wait on this one-schedule a showing and see the opportunity for yourself!

225 Pearl St, Middletown
35 Sonoma Ln Unit 35, Middletown
$589,000
2 Beds ⋅ 3 Baths ⋅ 24208777 MLS ⋅ Sonoma Woods BLDG.
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
25 Wanda Ln, Middletown
$599,000
4 Beds ⋅ 3 Baths ⋅ 24208360 MLS
Beautiful and spacious 4-bedroom Colonial in a desirable Middletown neighborhood. This approximately 2,313-sq-ft home features a large master bedroom suite with walk-in closet, remodeled granite kitchen, pantry closet, hardwood floors, two-story foyer, fireplace, generous living spaces, central air, main-level laundry, and a 2-car attached garage. The finished lower level provides valuable additional about 650-sq-ft living, recreation and office space. Outside, enjoy your own private summer retreat with a large deck and backyard swimming pool, perfect for entertaining or relaxing with family and friends. Situated on approximately 0.35 acres with convenient access to shopping, dining, schools, parks and major roads. Driveway is being expanded with pavers and concrete retaining wall blocks. A wonderful opportunity to own a spacious Middletown home with the outdoor amenities buyers are looking for!

25 Wanda Ln, Middletown
609 Newfield St, Middletown
$599,609
2 Baths ⋅ 24207348 MLS
Located along the highly visible Newfield Street corridor, 609 Newfield Street is a converted mid-century ranch now used as professional office space. Originally built in 1950 as a single family home, the 1,500 sq ft building has been fully adapted for commercial use and currently houses Innovative Properties. The layout provides multiple private offices, meeting areas, and a welcoming reception space. The 1.09-acre lot offers ample off-street parking and room for exterior improvements. Its flexible design also makes the property a strong candidate for group home use. The owner is willing to complete modifications or provide a credit for required updates. Owner financing is available. Located within Middletown's NPC zone, the property supports a wide variety of professional, service, and light retail uses, including medical, dental, legal, salon, specialty retail, or care-based operations. With strong drive-by exposure on Route 3, convenient neighborhood access, and close proximity to local schools and amenities, 609 Newfield Street offers excellent visibility and adaptability for a business or organization seeking a ready-to-occupy space in one of Middletown's most active commercial corridors. AGENT OWNER

609 Newfield St, Middletown
85 Oakcliff 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
20 Chimney Hill Rd, Middletown
$599,999
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
137 Webster Ln Unit 2-42, 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
18-A Talcott Ridge Dr, 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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