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$229,900
4 Beds 2 Baths 24168596 MLS Beacon Hill Towne Homes BLDG.
Spacious 4-bedroom, 1.5-bath townhome located in the Beacon Hill Towne Homes community. Offering four levels of living space, this home features a large living room with a fireplace, a generous dining area, and a finished walk-out basement that provides flexible space for a family room, home office, gym, or recreation area. Enjoy the convenience of a carport and a prime location directly adjacent to the community's in-ground pool and clubhouse. Beacon Hill Towne Homes is a pet-friendly community with walking trails and beautifully maintained grounds. Ideally situated near the Cromwell line, this home offers easy access to I-91 North and South, shopping, restaurants, and everyday conveniences. Outdoor enthusiasts will appreciate being just across the street from the Mattabesset Trail, providing miles of scenic hiking and walking opportunities. A fantastic combination of space, amenities, and location-don't miss this opportunity!

98 Rising Trail Dr Unit 98, Middletown

$497,900
4 Beds 4 Baths 24179489 MLS
Experience the perfect blend of historic charm and modern comfort in this exceptional Colonial home. From the moment you enter the spacious foyer, you'll be captivated by the craftsmanship, warmth, and timeless elegance that define this residence. The formal dining room, living room, and sunroom showcase remarkable original plaster crown molding, a rare architectural detail that highlights the home's rich character. The beautifully updated kitchen features soapstone countertops, stainless steel appliances, and a classic swinging door that opens to the dining room. Just beyond, a private balcony provides the perfect setting for morning coffee or evening relaxation. A stylishly renovated half bath is conveniently located near the rear entry. The inviting living room centers around a gas-insert fireplace accented by stunning Art Deco sconces, while the adjacent sunroom offers terracotta tile flooring and abundant natural light, creating an ideal retreat for reading, relaxing, or enjoying the changing seasons. The home features four bedrooms and three-and-a-half bathrooms. The spacious primary suite includes a beautifully appointed full bath with a large tiled shower. Two additional bedrooms share a charming period-inspired full bath complete with the original tub, sink, and elegant vintage fixtures. The finished walk-up attic serves as a generous fourth bedroom and includes additional flexible space ideal for a home office, hobby room, studio, or extra storage.

46 Bretton Rd, Middletown

$549,900
3 Beds 3 Baths 24179145 MLS
Welcome to Nathan Hale Estates, Middletown's thoughtfully designed private-way community built by Silvin Homes, where timeless design, quality craftsmanship, and modern comfort come together effortlessly. This beautifully designed new construction colonial offers an elegant open-concept layout with thoughtfully created living spaces and high-end finishes. The main level features a beautifully appointed chef's kitchen with a large center island flowing effortlessly into the open-concept main living area, creating an ideal space for entertaining and everyday living. Filled with natural light, the spacious living and dining areas offer a seamless layout designed with both comfort and functionality in mind. A convenient first-floor half bath and attached garage complete the thoughtfully designed layout. Upstairs, you'll find two generously sized secondary bedrooms accompanied by a beautifully appointed shared full bath, along with a luxurious primary suite featuring a walk-in closet and private primary bath designed for comfort and relaxation. A separate second-floor laundry area adds everyday convenience. Additional features include luxury vinyl flooring throughout the main living areas, carpeting in the bedrooms, tile in the bathrooms, central air, and generous builder allowances to personalize finishes throughout the home. Enjoy the perfect balance of privacy and convenience, located just minutes from shopping, dining, parks, and offering an easy commute to the shoreline

Lot 3a Nathan Hale, Middletown

$499,900
3 Beds 2 Baths 24179107 MLS
Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary bedrooms connected by a Jack-and-Jill style full bath. The home then leads you into a stunning open-concept design perfect for everyday living and entertaining. A chef-inspired kitchen complete with a large island fit for entertaining flows seamlessly into an expansive family room featuring a cozy gas fireplace and direct access to the backyard patio. Privately situated, the luxurious primary suite offers spacious walk-in closets and a beautifully designed primary bath complete with a walk-in shower. Additional features include high-end luxury vinyl flooring throughout the main living areas, carpeting in the bedrooms, tile in the bathrooms, energy-efficient systems, central air, and quality finishes throughout. Generous builder allowances allow buyers to personalize appliances, tile, flooring, cabinetry, and granite countertops. Conveniently located near shopping, dining, parks, major commuter routes, and the Connecticut shoreline. Optional two-car garage upgrade available. Builder requires a one-time construction-to-permanent loan financed by Elm Tree Funding.

Lot 2 Nathan Hale, Middletown

$499,900
3 Beds 2 Baths 24178985 MLS
Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary bedrooms connected by a Jack-and-Jill style full bath. The home then leads you into a stunning open-concept design perfect for everyday living and entertaining. A chef-inspired kitchen complete with a large island fit for entertaining flows seamlessly into an expansive family room featuring a cozy gas fireplace and direct access to the backyard patio. Privately situated, the luxurious primary suite offers spacious walk-in closets and a beautifully designed primary bath complete with a walk-in shower. Additional features include high-end luxury vinyl flooring throughout the main living areas, carpeting in the bedrooms, tile in the bathrooms, energy-efficient systems, central air, and quality finishes throughout. Generous builder allowances allow buyers to personalize appliances, tile, flooring, cabinetry, and granite countertops. Conveniently located near shopping, dining, parks, major commuter routes, and the Connecticut shoreline. Optional two-car garage upgrade available. Builder requires a one-time construction-to-permanent loan financed by Elm Tree Funding.

Lot 1 Nathan Hale, Middletown

$1,300,000
12 Beds 8 Baths 24178851 MLS
Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user potential for contractors, storage, workshop space, or additional rental income. Projected 8.2% cap at current occupancy, with stabilization potential of approximately 9.4-9.8% upon lease of the 2nd garage. Residential units feature a desirable mix of 1-, 2-, and 3-bedroom layouts with updates completed over time, including newer boilers and water heaters. Off-street parking, minutes to Route 9, downtown Middletown, and walking distance to Wesleyan University. Property conveyed as-is.

13-15 Portland St, Middletown

$395,000
3 Beds 2 Baths 24178648 MLS
Completely renovated and a truly move-in ready Cape Cod style home. Major improvements include a new roof, new siding, new windows, a beautifully remodeled kitchen, remodeled bathrooms, and brand-new appliances, giving you peace of mind and low-maintenance living for years to come. Ideally located in the heart of Middletown, this inviting 3-bedroom, 2-bath home welcomes you with a warm living room centered around a classic fireplace. The stunning eat-in kitchen has been thoughtfully redesigned with stylish finishes. The main level features two comfortable bedrooms and a beautifully updated full bath. Upstairs, the spacious primary suite offers a private retreat complete with a dedicated office or sitting area, abundant built-in storage, and an updated full bath with a walk-in shower. Additional highlights include basement laundry, generous storage space, and a detached one-car garage with an attached storage shed for tools, outdoor equipment, and seasonal items. Step outside to enjoy the private patio, an ideal setting for morning coffee, outdoor dining, or relaxing at the end of the day. With all the major renovations already completed, this turnkey home is ready for you to move in and start enjoying it!

50 Garfield Ave, 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

$299,000
3 Beds 2 Baths 24176493 MLS Ridgely Condo BLDG.
Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your own private deck overlooking a peaceful, quiet setting. The finished walk-out lower level provides additional flexible living space ideal for a family room, home office, or gym. Conveniently located just minutes from downtown Middletown, Wesleyan University, Middlesex Hospital, shopping, restaurants, and major highways, this property offers easy access to everything while still enjoying a serene neighborhood atmosphere. Enjoy nearby parks, hiking trails, golf courses, and the Connecticut River waterfront. A wonderful opportunity to own in one of Middletown's most desirable communities

714 Long Hill Rd Unit 714, Middletown

$459,900
3 Beds 3 Baths 24177462 MLS
Impeccably maintained and move-in ready, this stunning Colonial blends timeless charm with modern comfort in an exceptional setting near Wadsworth Falls State Park and the historic Wadsworth Mansion. Designed for both everyday living and elegant entertaining, the home features a bright and inviting kitchen appointed with quality appliances, tasteful tile flooring, and direct access to the attached garage for added convenience. The spacious living and dining areas offer an open, welcoming atmosphere filled with natural light. A stylish half bath completes the main level. Step outside to enjoy a private backyard retreat featuring a fully fenced, level lot, an expansive deck perfect for outdoor gatherings, and a large storage shed. Upstairs, you'll find three generously sized bedrooms, including a primary suite with a beautifully updated en-suite bath. The lower level offers additional versatility with a dedicated laundry area and a space ideal for a home gym, media room, or office. Recent upgrades including a newer roof, siding, and windows provide peace of mind and lasting value. Central air ensures year-round comfort. Ideally situated near scenic parks, walking trails, and local landmarks, this exceptional property offers the perfect balance of elegance, comfort, and location. A rare opportunity not to be missed.

58 Brown St, Middletown

$375,000
3 Beds 3 Baths 24175825 MLS
Built in 2010 and meticulously maintained, this Cape-style home offers the perfect blend of comfort, flexibility, and peace of mind. From the moment you arrive, you'll appreciate that everything has already been done for you - simply move in and enjoy. Inside, hardwood floors flow throughout the main level, where the versatile layout is designed to fit a variety of lifestyles. The spacious main-floor primary suite features a full bath, walk-in closet. There is convenient first-floor laundry and a half bath as well. Upstairs, you'll find 2 more bedrooms, one so large it could easily serve as an additional primary suite. Another full bath as well! The oversized eat-in kitchen offers abundant space for cooking, entertaining, and gathering around a large table. Sliders lead directly to the back deck - the perfect spot for grilling and outdoor dining all summer long. Major updates provide added value and confidence, including all new appliances in 2024, CAIR installed in 2020, and a natural gas furnace that has been serviced annually. Even better, the seller will purchase the solar panels at closing, allowing the new owner to enjoy the benefits of owned solar energy and lower utility costs from day one. Attached one car garage is a plus. Nicely sized side yard that's easy to enjoy without overwhelming maintenance. This is the kind of home buyers wait for, well cared for and truly move in ready. Subject to sellers finding suitable housing, actively looking! Excuse the boxes!

72 Durant Ter, Middletown

$380,000
3 Beds 2 Baths 24174089 MLS
Charming Cape Cod-style home offering 3 bedrooms and 2 full bathrooms in a convenient location near major highways, shopping, dining, and local amenities. This well-maintained home features original hardwood floors throughout, a functional layout, and a spacious first-floor primary bedroom. Additional highlights include two laundry areas located on the main level and in the basement for added convenience, along with a versatile bonus room situated between the dining area and garage that can accommodate a variety of uses such as a home office, sitting room, or hobby space. Enjoy the beautiful yard, newer driveway, whole-house generator, leaf guard gutter protection system and solid craftsmanship through-out. With great bones and endless potential, this home presents a wonderful opportunity to make it your own. Don't miss the opportunity to own this charming home!

152 Middle St, Middletown

$389,900
3 Beds 2 Baths 24175189 MLS
PRICE REDUCED FOR QUICK SALE! 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

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

2 Hillside Ct, Middletown

$559,900
3 Beds 3 Baths 24175571 MLS
Welcome to a lifestyle that blends neighborhood charm with everyday convenience in one of Middletown's most connected and vibrant locations. Nestled within a planned community, this completely updated 3-bedroom, 2.5-bath home offers the perfect balance of comfortable living, modern style, and easy access to everything the area has to offer. From the moment you step inside, you'll appreciate that everything has already been done - simply move in and enjoy. The fully remodeled kitchen serves as the heart of the home with crisp cabinetry, beautiful quartz countertops, stainless appliances, an oversized island for gathering, and finishes that blend timeless design with everyday function. Hardwood floors and inviting living spaces create warmth and flexibility throughout, while the thoughtful layout offers room to entertain, work from home, or simply relax and unwind. Upstairs, the spacious primary suite provides a peaceful retreat complete with a beautifully remodeled bathroom designed with comfort and style in mind. Additional bedrooms offer flexibility for guests, hobbies, office space, or changing lifestyle needs. Major updates throughout the home provide peace of mind, including a roof only 4 years old, allowing the next owner to enjoy a truly turnkey experience. Outside your door, enjoy the feeling of a true neighborhood community while being just minutes from Middletown's thriving downtown filled with local restaurants, coffee shops, arts, live music, Wesleyan

265 Briarwood Ln, Middletown

$159,900
1 Beds 2 Baths 24174644 MLS River's Edge BLDG.
Premium Connecticut River views from this 9th floor, almost end unit on the bridge side. This beautiful unit is in move in condition. It includes a newly renovated kitchen, 1.5 updated bathrooms, freshly painted, and new flooring throughout. The laundry is conveniently located in the unit and there are plenty of closets in this well laid out condo. The building has a comcrete wall construction which ensures peace and quiet in your unit. The building has a secure entry, and is well maintained with an unbeatable location, a short walk to Middlertowns vibrant downtown and the Wesleyan University campus. The condo is close to ourdoor activities, including hiking, biking, kayaking and the Ct. River and shoreline. The HOA includes heat, air conditioning, a spacious gym and heated pool, and community room for social activities along with water/sewer, hot water, trash, landscape/snow removal and professional property management. Elevators and HVAC systems have been updated recently. The unit comes with private storage and assigned parking! Near to Rt 9 - and I-91- 20 min. to Hartford, 30 min. to New Haven. Come see this beautiful unit today!

111 Dekoven Dr Unit 908, Middletown

$259,000
3 Beds 1 Baths 24172327 MLS
Move right into this centrally located Middletown home! This 3 bedroom, 1 full bath home offers comfort, many updates, and timeless character in the heart of Middletown. Inside, you'll find a spacious living room perfect for entertaining lots of family and friends, along with touches of classic 1900s charm including a beautiful wood staircase and original railing details that add warmth and character throughout the home. The fully-fenced backyard is a perfect space for summer barbeques, relaxing, and keeping your pets safe with easy access to the detached 1-car garage. Updates include 1 year old windows with a transferable 25-year warranty, a 1 year old oil tank, a 3 year old furnace, and a 3 year old fence, offering peace of mind for years to come. Rough plumbing started for a second bath in the basement. Enjoy an unbeatable location just a 5 minute walk to the Connecticut River, Harbor Park, and vibrant downtown Middletown, known for it's bustling dining scene, local shops, parades, and community events on the Green. Close walk to Middlesex Hospital and not far from Wesleyan University. Commuters will appreciate convenient access to Rte 9 along with multiple nearby highways. A wonderful opportunity to own in a great town!

3 Flower St, Middletown

$324,900
3 Beds 2 Baths 24173942 MLS
** OFFER DEADLINE: MONDAY 5/18 - 6PM ** Spacious and thoughtfully expanded, this ranch-style home offers nearly 1,500 square feet of comfortable living space on the main level in a quiet neighborhood just minutes from downtown Middletown. Featuring a brand new central air system (2026), newer windows, new porch, and a freshly updated deck, this home is packed with value and versatility. Step inside to find a bright and inviting living room with hardwood flooring and a large bay window that fills the space with natural light. The eat-in kitchen offers newer stainless steel appliances, ample cabinet space, and easy access to the back deck - perfect for entertaining or relaxing outdoors. Down the hall, you'll find a massive office, playroom (or 4th bedroom!), convenient main-level laundry, and a spacious full bathroom with tile flooring. A 2006 addition significantly expanded the home, creating two generously sized guest bedrooms and a large primary ensuite complete with high ceilings, abundant natural light, and a bright full bathroom for added comfort and convenience. The finished lower level provides even more living space with a spacious recreation area, additional storage, workshop space, and access to the oversized two-car garage. Outside, enjoy a fully fenced backyard ideal for pets, play, or gardening. A rare combination of space, updates, and location - this Middletown gem is ready to welcome its next owner!

38 Harris St, Middletown

$300,000
3 Beds 2 Baths 24173819 MLS
Welcome to 118 Grove Street, a well-maintained two-family property located in the heart of Middletown. Situated on a quiet corner lot in a desirable neighborhood, this home is just minutes from downtown Middletown and Wesleyan University. This property is easy to manage and ideal for both owner-occupants and investors, featuring natural gas, separate utilities, two electric panels, and laundry in each unit. The first-floor unit offers two bedrooms, one full bath, and a formal dining room accented with beautiful crown molding and classic charm throughout. The second-floor unit is a spacious one-bedroom, one-bath layout featuring abundant natural light and a comfortable, functional floor plan. Whether you are looking to expand your investment portfolio or occupy one unit while generating rental income from the other, this property presents a fantastic opportunity. Schedule your showing today! Agent is related to Seller.

118 Grove St, Middletown

$339,900
4 Beds 2 Baths 24172703 MLS
Updated two-family in a fantastic Middletown location just minutes from Wesleyan University, downtown shopping, and Route 9 - great for an owner-occupant or investor, with one unit delivered open at the end of the month and ready for immediate occupancy. Recent improvements have all the major boxes checked: brand new roof, brand new water heaters, plus updated kitchens, updated baths, and newer flooring throughout - all completed within the last five years. Everything is properly split for hassle-free two-family living: separate natural gas heat with two boilers, two electric panels, and two gas meters - no shared utilities, clean books, easy management. The first-floor unit features in-unit laundry, while both units offer a comfortable layout with multiple bedrooms, a full bath, eat-in kitchen, and a covered front porch overlooking the neighborhood. Outside you'll find a private off-street driveway with parking for multiple vehicles, a level yard, mature shade trees, and a metal storage shed for added convenience. Whether you're looking to offset your mortgage with rental income, expand your investment portfolio, or set up a multi-generational living arrangement, 37-39 Hotchkiss delivers strong fundamentals, modern updates, and a prime walkable location near one of Connecticut's premier university towns. Don't miss this one! Agent Owner

37-39 Hotchkiss St, Middletown

$749,900
9 Beds 6 Baths 24171799 MLS
Outstanding Mixed-Use Investment Opportunity at 227 East Main Street, Middletown, CT Now offered at a newly reduced price, 227 East Main Street presents an exceptional opportunity for investors or owner-occupants seeking strong income potential and long-term value. This well-maintained mixed-use property features three spacious townhouse-style residential units, each offering 3 bedrooms, 1 full bath, 1 half bath, bright living spaces, and eat-in kitchens-highly desirable layouts that help attract and retain tenants. A standout feature is that each unit includes its own private under-house garage with direct access, creating the convenience and feel of a single-family home. The property also offers ample off-street parking and a driveway behind the building, providing easy access and added convenience for residents and guests. Separate utilities, hardwood floors, abundant natural light, and additional basement storage further enhance the property's appeal and ease of management. Ideally located near downtown Middletown, shopping, dining, parks, major commuter routes, Wesleyan University, and Middlesex Health, this property benefits from strong rental demand and excellent accessibility. With its price improvement, desirable townhouse-style units, private garages, ample parking, and proven income-producing potential, 227 East Main Street is a compelling investment opportunity in the heart of Middletown. Agent owner related.

227 E Main St, Middletown

$479,900
3 Beds 3 Baths 24170759 MLS
Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautiful hardwood floors throughout the main living areas, adding warmth and appeal. The spacious living room is highlighted by a cozy fireplace, creating the perfect setting for relaxing evenings at home. The updated kitchen offers modern finishes, plenty of cabinetry, and a layout ideal for both everyday living and entertaining. Downstairs, the fully finished basement expands your living space and includes a custom bar perfect for hosting gatherings, game nights, or creating your own private retreat. Step outside to enjoy the large yard, offering plenty of space for outdoor entertaining, gardening, or simply unwinding in your own private setting. A 2 car garage with ample storage. A truly move in ready home not to be missed. AGENT RELATED TO SELLER

25 Pleasant View Dr, Middletown

$645,000
4 Beds 2 Baths 24162489 MLS
VERY unique property. Use to be a goat farm. Contains 6 outbuildings consisting of a 3 bay open shed - perfect for storing just about anything, a 3 story red bank barn this barn is huge 3 levels inside - would be perfect for car storage, boats, trailers, jet skiis anything you need covered - you rent it out for storage, a 1 car detached heated garage with an office and a furnace with a separate oil tank, a feed shed, a detached garage for the house and an outhouse. The home has 4 bedroom on the 2nd floor - one of the bedrooms would be perfect for an office as it has a lot of outlets, a walk up attic that is floored , a large updated bathroom on the 2nd floor, a cedar closet, and a very unique curved wall upstairs. The 1st floor has a front living room, a formal dining room, a laundry rm with a 1/2 bath/pantry, and a large updated kitchen. There are 2 fireplaces in the home - both of them have been closed up and are currently not working. Beautiful solid wood doors. There is a full basement. Front and back staircases. This home over the years has been lovingly updated. Included in the sale is a separate lot - map is in disclosures. Please do not drive onto property and walk around without an agent present. Shown by appointment only.

110 Freeman Rd, Middletown

$350,000
3 Beds 2 Baths 24169081 MLS
Looking for a charming home? This one is dying to meet you! Welcome to this character-filled Middletown home blending classic details with thoughtful updates. Freshly painted with original wood trim and refinished hardwood floors, it offers warmth and charm throughout. The kitchen features newer appliances, an antique sink, and great natural light with porch access. A dedicated laundry room includes updated washer, dryer, and utility sink. Upstairs offers three bedrooms, plus a full bath with a walk-in shower. The partially finished attic adds a full-size room, cedar closet, and extra storage. The primary bedroom features a private porch with views of the Arrigoni Bridge. Outside, enjoy established plantings, a detached two-car garage, walk-out basement, and three enclosed porches. Relax with sunset views from the front porch overlooking St. John's Cemetery.

38 Johnson St, Middletown

$1,500,000
1 Beds 1 Baths 24166400 MLS
Prime Mixed-Use Investment Opportunity - Downtown Middletown, CT. This asset currently produces 9.7 cap annually, features a total of 16 units, including 4 retail storefronts and 12 on1-bedroom residential apartments. The retail spaces are currently occupied by established neighborhood businesses, including a grocery store, Boost Mobile, a barber shop, and a convenience store-providing steady foot traffic and consistent rental income.The residential component consists of twelve 1-bedroom units, offering strong demand in this vibrant downtown location. The asset include: mostly of windows recently replaced, hardwired smoke detectors throughout, fire sprinkler system installed, tenants cover their own electric utilities. Well-maintained asset with value-add potential. Street parking is readily available, and tenants can get a residential permit for approximately $55/month for access to designated parking lots nearby. The asset is well located in downtown Middletown, the property benefits from high visibility, walkability, and proximity to restaurants, shopping and public transportation.

530 Main St, Middletown

$1,100,000
8 Beds 4 Baths 24163304 MLS
Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized plumbing-providing peace of mind for years to come. All properties are connected to natural gas, adding efficiency and convenience. One unit has been fully renovated, supplies to renovate the other units are located in the workshop. The standout feature is the expansive heated workshop with electricity and plumbing already in place, opening the door to endless possibilities-ideal for contractors, hobbyists, storage, or potential additional income use. Set on a combined .25-acre lot, plus two separate parcels (.08 and .02 acres), this offering provides flexibility rarely found * Expand your portfolio with strong rental income potential * Build on the additional lot (buyer to do due diligence) * Or enjoy extra outdoor space as a private side yard. Whether you're an investor looking for solid cash flow or an owner-occupant seeking supplemental income, this property delivers versatility, updates, and long-term value in one compelling package.

Portland Street, Middletown

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