Browse All Middletown CT 2 Bedroom Properties for Sale

2 Beds ⋅ 2 Baths ⋅ 24207598 MLS

Founders' Ridge Award-Winning 55+ Adult Community! The "Kirby II" has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile in the bathrooms and laundry. Enjoy an expanded deck and 4 Season Sun Room, plus elegant crown molding. The home is equipped with natural gas and central A/C for your comfort. Available for occupancy 2027. Some photos of Similar homes Agent/Owner related.

130 Webster Ln, Middletown

$234,999

2 Beds ⋅ 1 Baths ⋅ 24206382 MLS ⋅ Forest Glen BLDG.

"WOW" Run - do not walk to see this spectacular 2nd floor Forest Glen condo! One floor living at its best. The open concept will impress with large great room with fireplace, oversized galley kitchen with breakfast bar, stainless steel appliances including brand new refrigerator, and dining area. Sliders leading to your fantastic-sized deck to enjoy the summer months and outdoor space. Large windows throughout makes this home exceptionally bright and sunny. Good-sized primary bedroom with plenty of closet space. Second bedroom or office. Recent updates include top of the line entire new heating and cooling system with smart thermostat, brand new sliders, new flooring in kitchen, freshly painted. Just bring yourself and all your things and move right in! Convenient location on Cromwell border with easy access to major highways, shopping and dining. Just a short 5-minute drive to downtown Middletown offering an array of restaurants from fine dining to pizza, Main Street shopping and picturesque CT River boardwalk. An easy 25-minute ride to some of CT's most beautiful shoreline towns and beaches.

14 Forest Glen Cir Unit 13, Middletown

$389,000

2 Beds ⋅ 3 Baths ⋅ 24205251 MLS

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

46 Clarence Ct, Middletown

$199,900

2 Beds ⋅ 2 Baths ⋅ 24197276 MLS ⋅ Carriage Crossing BLDG.

Welcome to this bright and inviting condo offering comfortable, low-maintenance living! The open living and dining area features soaring vaulted ceilings, oversized windows that fill the space with natural light, and a cozy, wood burning fireplace with built-in shelving. Off the living room is a private outdoor space, perfect for enjoying your morning coffee or relaxing at the end of the day. The kitchen offers ample cabinet and counter space, a convenient breakfast bar, tile flooring, and in-unit laundry. The 2 spacious bedrooms feature a walk-in closet in one and a double closet in the other, both with direct access to their private full bathroom. Neutral finishes and new carpeting throughout showcase a clean canvas ready for your personal style. The new heat pump for the central air and forced hot air provide efficiency and energy savings. Abundant storage including an exterior storage unit right outside your door add to the everyday convenience. Amenities just a short walk away include a pool, jacuzzi, sauna, tennis court, basketball court, racketball court, and clubhouse with kitchen to host larger gatherings at no additional cost. All while centrally located on the Middletown/Cromwell line with easy access to major highways, shops and restaurants. New features include heat pump, hot water heater 2022 and dishwasher 3-4 years old. Just bring your finishing touches and make this well-designed condo your own!

316 Carriage Crossing Ln Unit 316, Middletown

$199,000

2 Beds ⋅ 2 Baths ⋅ 24205649 MLS ⋅ Hamlin Court BLDG.

Welcome to a bright and updated townhouse-style condo offering a comfortable layout and several features that set it apart. The first floor has been refreshed with luxury vinyl plank flooring and includes a spacious living area, dining space, and modern-style kitchen. Upstairs, two bedrooms are accompanied by a versatile bonus room featuring a vaulted ceiling and skylight, offering an ideal spot for a home office, reading room, gym, or creative space. Newer windows installed in 2020. One of the best highlights is the private composite deck overlooking the courtyard, creating an enjoyable outdoor space without the maintenance of a traditional yard. The unit also includes in-unit laundry, dedicated enclosed basement storage, 1 parking spot in the private lot and some overflow parking. With the association currently having capacity for rentals, this condo offers flexibility for an owner occupant or investor. Conveniently located next to Wesleyan's art building, near Downtown Middletown, Wesleyan University, shopping, dining, and major commuter routes. Cash buyers only.

201 College St Unit 10, Middletown

$289,900

2 Beds ⋅ 2 Baths ⋅ 24205925 MLS ⋅ Laurel Ridge BLDG.

Rare Laurel Ridge Opportunity! This beautifully updated, and move in condition unit is located in a small quiet complex in the Wesleyan Hills section of town. No work to do Just enjoy your space featuring a modern style updated kitchen with dark wood cabinetry, granite counters and stainless appliances. Sit back and relax in the living room with French door access to your private deck with views of a treed yard or sit by the wood burning fireplace in cooler weather which is right around the corner. A stackable full sized washer and dryer are conveniently located on the upper level along with 2 generous size bedrooms. NO CARPET! All engineered hardwood flooring throughout the entire living space. Need more space? The basement is unfinished and ready for expansion ideas. The complex has nearby walking trails and Wadsworth State Park for outdoor fun. Not far from all that Middletown has to offer. Additionally this is part of the Wesleyan Hills Association which includes the ponds, the lawns around the ponds, the three miles of footpaths, the four bridges on the paths, and the Barns complex.

1 Canterbury Ct Unit 2, 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

$199,900

2 Beds ⋅ 2 Baths ⋅ 24205044 MLS ⋅ Trolley Crossing BLDG.

This townhouse style condo is in a great location with easy access to both Hartford and New Haven. Close to the Rt 9 and I-91 highway ramps. This 2 bedroom 1 1/2 bath unit is in need of updating but well worth the efforts. Ready for your upgrades, along with a private deck in the complex. Key features include: - Parking: 2-car garage plus 2 dedicated driveway spaces in front of the garage, providing ample parking. - Included Amenities: Newer washer and dryer, plus a 65" wall-mounted TV. Stereo rack system 200 AMP electric Service - Updates: Roof was replaced in 2025. AC unit and Furnace were all replaced in 2013. Swimming pool in the complex. Low H.O.A cost compared to other area condo's - Exterior: Assessment repairs are underway, with new siding and painting scheduled for completion soon. Driveway repairs.

95 Trolley Crossing Ln Unit 95, Middletown

$135,000

2 Beds ⋅ 2 Baths ⋅ 24204426 MLS

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

500 Washington St Unit #6, Middletown

$249,900

2 Beds ⋅ 2 Baths ⋅ 24198658 MLS ⋅ Carriage Crossing BLDG.

Welcome to 210 Carriage Crossing Lane, a desirable end-unit condo offering comfort, convenience, and low-maintenance living in the popular Carriage Crossing community. This bright and inviting 2-bedroom, 2-bath home features an open floor plan with a vaulted ceiling and fireplace in the living room, creating a spacious and comfortable gathering area. The kitchen opens easily to the main living space, while in-unit laundry adds everyday convenience. Step outside to your private patio, perfect for relaxing or enjoying your morning coffee, with additional exterior storage for added functionality. Carriage Crossing offers an impressive selection of amenities, including a clubhouse, swimming pool, fitness center, and tennis/racquetball facilities. Conveniently located near shopping, restaurants, Route 9 and I-91, this end unit combines a great location with easy condo living. Whether you're looking for your first home, downsizing, or simply seeking a low-maintenance lifestyle, 210 Carriage Crossing is one you won't want to miss!

210 Carriage Crossing Ln Unit 210, Middletown

$104,900

2 Beds ⋅ 1 Baths ⋅ 24201126 MLS

*** Remodeled Home in Middletown Mobile Home Park *** Welcome to 500 Washington Street #4, a beautifully refurbished 1986 Peerless Supra offering fresh, move-in-ready living in a convenient Middletown location. This 14' x 60' home features 840 sq. ft., 2 bedrooms and 1 full bath, with extensive updates throughout. The brand-new kitchen shines with quartz countertops, new cabinetry, refrigerator, electric range, sink and faucet. Enjoy new flooring throughout, fresh interior paint, new closet doors and a new front door. The remodeled bath features a new tub/shower insert, vanity and toilet. Additional improvements include a brand-new central A/C system, new electrical line, added insulation, new skirting and stairs, plus new washer/dryer hookups. Thoughtfully refreshed from top to bottom, this inviting home combines modern finishes, comfort and low-maintenance living. Move right in and enjoy - Schedule your private showing today! (On new pad site - taxes to be determined. Purchaser to verify with local municipality.)

500 Washington St Unit #4, Middletown

$317,000

2 Beds ⋅ 2 Baths ⋅ 24194383 MLS

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

70 Bielefield Rd, Middletown

$289,900

2 Beds ⋅ 2 Baths ⋅ 24199007 MLS ⋅ Luther Ridge At Middletown Condos BLDG.

Designed for convenient one-floor living, this well-maintained home features 2 bedrooms and 2 full bathrooms with a bright, open floor plan. The kitchen offers warm cherry cabinetry, a dishwasher, and plenty of functionality, while tile flooring throughout provides easy maintenance. Enjoy the comfort and efficiency of central air, natural gas heat, and natural gas hot water. This is a wonderful opportunity for those seeking a smaller community and low-maintenance lifestyle. One owner must be 60 years of age or older. Move right in and enjoy easy, single-level living!

606 Congdon St W Unit 6, Middletown

$450,000

2 Beds ⋅ 2 Baths ⋅ 24196263 MLS

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

1511 Country Club Rd, Middletown

$299,900

2 Beds ⋅ 3 Baths ⋅ 24197288 MLS

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

824 Randolph Rd, Middletown

$289,900

2 Beds ⋅ 1 Baths ⋅ 24197062 MLS

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

115 Markham St, Middletown

$269,900

2 Beds ⋅ 2 Baths ⋅ 24196275 MLS ⋅ Parker House BLDG.

Step into a piece of history with all the comforts of modern living! Located in a beautifully renovated factory building that was thoughtfully converted to condominiums in 1987, this distinctive residence is part of a property listed on the National Register of Historic Places. Rich in character and architectural charm with exposed beams, wood ceiling and brick walls, this meticulously maintained condo offers a unique lifestyle in one of the area's most desirable locations. Enjoy the convenience of being just a short walk to vibrant downtown Middletown, where you'll find exceptional restaurants, boutique shopping, entertainment, Wesleyan University, and Middlesex Hospital. Inside, you'll appreciate the many recent updates, including a beautifully remodeled kitchen, with stainless steel appliances that are only four years old. Gleaming hardwood floors in the living and dining room. Major mechanicals have already been taken care of, with the central air conditioning system, furnace, and water heater all replaced just two years ago, providing comfort and peace of mind for years to come. Whether you're looking for a primary residence or a weekend retreat, this one-of-a-kind home combines historic character, modern amenities, and an unbeatable walkable location. Don't miss your opportunity to own a truly special property.

234 S Main St Unit 203, Middletown

$465,000

2 Beds ⋅ 3 Baths ⋅ 24195232 MLS

Experience elevated living in this brand-new luxury townhome, thoughtfully designed with quality craftmanship, modern finishes, and an open concept layout ideal for everyday living and entertaining. This is a spacious 2 bedroom 2.5 bath home. The chef-inspired kitchen showcases GE stainless steel appliances, white shaker cabinetry, premium quartz countertops, sleek black hardware, and coordinating designer fixtures throughout. Beautifully finished bathrooms, spacious living areas, prefinished engineered hardwood flooring, and abundant natural light creates a sophisticated yet inviting atmosphere. Additional features include central air, city water and sewer, washer and dryer hookups, an attached one car garage with dedicated storage, and professionally designed landscaping with blue stone steppingstones leading to the sidewalk. Ideally located in desirable Middletown, this exceptional new construction community offers low maintenance luxury living just minutes from vibrant downtown, Weslyn University, Wadsworth Falls State Park, the Connecticut River, restaurants, shopping, entertainment and major highways.

61 W St Unit 15, Middletown

$174,499

2 Beds ⋅ 2 Baths ⋅ 24195105 MLS ⋅ Hamlin Court BLDG.

Welcome to Hamilton Court! This beautifully remodeled 2 bedroom, 1.5 bath townhouse offers stylish updates, low-maintenance living, and an unbeatable location just one block from Wesleyan University. Renovated within the last year, this move-in-ready home features a remodeled kitchen with updated appliances, renovated bathrooms, new flooring, brand-new carpeting, freshly painted walls and trim, and modern finishes throughout. The bright and inviting main level offers an open layout with a spacious living room flowing into the dining area and kitchen, creating the perfect space for everyday living and entertaining. A convenient half bath and private front terrace add to the home's appeal. Upstairs, you'll find two generously sized bedrooms, including a primary suite with a walk-in closet and en-suite bathroom. An in-unit washer and dryer provide added convenience. Enjoy one assigned parking space and a prime location within walking distance to downtown Middletown, Middlesex Hospital, restaurants, shopping, parks, and entertainment, with easy access to major commuter routes. Whether you're looking for a primary residence or an investment opportunity near Wesleyan University, this turnkey townhouse is one you won't want to miss. Property is being sold AS IS, WHERE IS.

201 College St Unit 22, Middletown

$257,000

2 Beds ⋅ 2 Baths ⋅ 24192644 MLS ⋅ Newfield Commons BLDG.

spacious 2-bed townhouse in a quiet complex near shopping, coffee, restaurants and the high school. You'll enjoy a peaceful spot to sip your coffee on the upgraded trex deck & with a view of the woods. Heat pump is under 10yrs, CAIR, Low HOA cost includes trash and snow removal. super spacious primary suite and bath with double sinks. Finish the basement for even more space. This is the perfect place to start out. Some upgrades will make this home shine, but well-loved for years. Visitor parking is a plus too!

675 Newfield St Unit 9, Middletown

$179,900

2 Beds ⋅ 2 Baths ⋅ 24193843 MLS ⋅ Hamlin Court BLDG.

This freshly painted townhouse-style condo offers 2 bedrooms, 1.5 bathrooms, newer windows, updated appliances, newer flooring throughout, and an open-concept layout. The main level features a spacious living room that flows into the dining area and kitchen, along with access to a private terrace. The kitchen includes tile flooring, a mosaic tile backsplash, and appliances replaced within the past three years. Upstairs are two bedrooms with spacious closets, a full bathroom, and convenient in-unit laundry with a new washer and dryer. Previously rented for $1,900 per month, this investor-friendly unit offers strong income potential. Additional features include a dedicated storage unit, one assigned parking space, and visitor parking. Ideally located within walking distance of Downtown Middletown, Wesleyan University, and Middlesex Hospital, with easy access to restaurants, shopping, and major commuter routes.

201 College St Unit 20, Middletown

$215,000

2 Beds ⋅ 2 Baths ⋅ 24188722 MLS ⋅ Carriage Crossing BLDG.

Welcome home to this sought-after condo complex at Carriage Crossing, where you will find this two bedroom two full bath unit, with open concept space. The galley kitchen has pantry. Both bathrooms have granite countertops and soft close cabinetry. In unit washer and dryer. Living room has a cozy wood-burning fireplace. Primary bedroom has a walk-in closet, and both bedrooms have their own full baths, and offer plenty of room. Unit offers recently replaced washer/dryer, water heater and the microwave. HVAC replaced 4 years ago. Take advantage of the incredible amenities, including an inground pool, clubhouse, basketball court, fitness center, racquetball, and tennis courts, and clubhouse available for events. This association is Pet friendly (allowing up to two pets small dogs only and/or cats) Conveniently located near shopping, dining, major highways and downtown Middletown. Also located near major employers and Medical centers, including Middlesex Hospital, and easy commutes to Yale New Haven Hospital and Harford Hospital, and near Wesleyan University. Property is ideal for owner occupants or investors seeking low maintenance living in a well managed community.

93 Carriage Crossing Ln Unit 93, Middletown

$145,000

2 Beds ⋅ 1 Baths ⋅ 24182065 MLS ⋅ Sumnerbrook Mill BLDG.

Super investment or owner occupancy in this spacious 2 bedroom, 1 full bath condo that exudes charm and character in the old mill building. Located on the 3rd floor, this unit offers privacy and tranquility. The floor plan allows for a private dining experience, a well equipped kitchen, and parquet wood flooring throughout the living areas with fresh carpet to the bedroom level. The bedrooms are located on the upper level of this townhouse style unit and share a full bathroom. The windows let in nice natural light and the large window ledges provide great space for natural plantings to flourish.The mill building has a pond and running water with an area to enjoy the peaceful sights and sounds of nature. Take a look, whether as an investment or as a private residence, this could be a great opportunity!

1 Russell St Unit 22, Middletown

$229,900

2 Beds ⋅ 2 Baths ⋅ 24184158 MLS ⋅ River's Edge BLDG.

Come see this beautiful freshly painted two bedroom, 2 bath remodeled unit which has Corian countertops and white cabinetry for a bright and light kitchen. All kitchen appliances are stainless steel and the flooring is tile. Walk into the dining room/living room with tile flooring and overhead fan to the slider for some extra views of the CT. River! Both bedrooms have Bamboo wood flooring with large windows and closets. The washer and dryer are in the unit. The HOA covers heat, hot water, water and sewer, air conditioning, trash, heated indoor pool, fitness room, community room, plowing, renovated elevator and ground maintenance. The fob opens the pool, fitness, storage and community room to enter. Each unit has it's own storage in the basement of this complex. It's close to Middlesex Hospital, Wesleyan University, Tates (riverfront restaurant) and downtown Middletown with shops and restaurants.

111 Dekoven Dr Unit 609, 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

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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