Newest Homes for Sale in Middletown, CT

• 

  

  

  /33

  $225,000

  • 3 Beds
  • 2.5 Baths
  • 1,505 Sq Ft

  100 Rising Trail Dr Unit 100, Middletown, CT 06457

  Beautifully updated 3 bedroom 2 and 1/2 bath town house. Large, spacious kitchen with ss appliances and plenty of counter space is open to the dining room. Enjoy the living room with big windows and fireplace, perfect for entertaining. The second floor offers 2 bedrooms, laundry and en suite bathroom. The primary bedroom suite encompasses the third floor with a walk-in closet and full bath. The

  Linda Driscoll Shea & Company Real Estate,LLC

  100 Rising Trail Dr Unit 100, Middletown, CT 06457
• Explore Middletown

• 

  

  

  /15

  $424,900

  • 3 Beds
  • 1.5 Baths
  • 1,925 Sq Ft

  154 Glenwood Terrace, Middletown, CT 06457

  Welcome to 154 Glenwood Terrace, Middletown! This beautifully maintained raised ranch offers comfort, space, and smart upgrades in a desirable neighborhood setting. Featuring numerous updates throughout, this home is move-in ready and designed for easy living. The main level boasts bright, sun-filled living spaces and a seamless flow perfect for everyday living and entertaining. The finished

  Nancy Newman LPT Realty

  154 Glenwood Terrace, Middletown, CT 06457
• 

  

  

  /27

  $244,900

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  211 Carriage Crossing Ln, Middletown, CT 06457

  Welcome to this well-maintained condo located in the desirable Carriage Crossing community. This unit offers a comfortable and functional layout with a spacious living area, well-appointed kitchen, and generously sized bedroom(s). Large windows provide excellent natural light throughout, creating a bright and inviting atmosphere. Additional features include ample closet space, in-unit laundry,

  Victor Santana Santana Realty Group LLC

  211 Carriage Crossing Ln, Middletown, CT 06457
• 

  

  

  /31

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  50 Garfield Ave, Middletown, CT 06457

  Welcome Home, Fall in love and move in for the holidays. Stunning 3 bedroom~2 full bath Cape Cod completely remodeled from exterior to interior. This is what you have been searching for. A beautiful custom home with great curb appeal on .17 acre yard, with a stunning stone patio, front walkway and a new privacy fencing. Located close to schools, shopping & major highways it is priced right for

  Jackie Williams Sterling REALTORS

  50 Garfield Ave, Middletown, CT 06457
• 

  

  /2

  $220,000

  • 5 Beds
  • 2 Baths
  • 1,284 Sq Ft

  21 Eastern Dr, Middletown, CT 06457

  Multifamily property located near the Connecticut River with convenient access to Route 9 and downtown. The first floor consists of a two-bedroom, one bathroom unit that can be brought to rent ready condition with renovations. The second floor is a three-bedroom, one bathroom unit that is currently occupied. The property is being sold as is.

  Michelle Mandel Carl Guild & Associates

  21 Eastern Dr, Middletown, CT 06457
• 

  

  /22

  $369,900

  • 9 Beds
  • 4.5 Baths
  • 3,334 Sq Ft

  57 Ferry St, Middletown, CT 06457

  Now available, this multi-family property located in the heart of downtown Middletown, just minutes from Route 9, is ready to offer endless potential to the right purchaser. Situated seconds off Middletown's ever evolving Main Street, which boasts plenty of shopping, dining, and other amenities, this location is great for owner occupants or investors alike. This multifamily property contains a

  Anthony LaCava Berkshire Hathaway NE Prop.

  57 Ferry St, Middletown, CT 06457
• 

  

  /3

  $199,900

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  163 Cynthia Ln Unit A4, Middletown, CT 06457

  Discover easy, low-maintenance living in this well kept 2 bedroom1 bath townhouse located in a convenient Middletown community. The home features a comfortable layout with a bright living area and an updated kitchen. Generous sized bedrooms with great closet space and well maintained. Enjoy the convenience of being close to shopping and Route 9 or 91. Windows, front door and re insulated in

  Stillianos Pikos Executive Real Estate Inc.

  163 Cynthia Ln Unit A4, Middletown, CT 06457
• 

  

  /24

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,146 Sq Ft

  79 Brechlin Dr, Middletown, CT 06457

  Welcome home to 79 Brechlin Drive, a beautifully updated 2,146 sq ft Colonial situated on a desirable corner lot in the sought-after Westfield Hills Subdivision of Middletown. This 3 bedroom 2.5 bath 2,146 sq ft home sits on a desirable corner lot and features a recently remodeled kitchen, a spacious living room with cathedral ceilings and a wood-burning fireplace, and a large primary suite with

  Sally Annino Berkshire Hathaway NE Prop.

  79 Brechlin Dr, Middletown, CT 06457
• 

  

  /6

  $499,900 Coming Soon

  • 9 Beds
  • 3 Baths
  • 3,606 Sq Ft

  32 Spring St, Middletown, CT 06457

  Located on the edge of downtown Middletown, Spring Street is a quiet one-way street with a dedicated bike lane. Positioned on the corner of Spring Street and Rome Avenue, 32-34 Spring Street is a classic brick duplex with symmetrical front porches and timeless curb appeal. Each unit features a private front entrance that leads into a spacious living room, accented by an elegant central staircase.

  Richard Tabor Berkshire Hathaway NE Prop.

  32 Spring St, Middletown, CT 06457
• 

  

  /35

  $499,900

  • 3 Beds
  • 3 Baths
  • 3,456 Sq Ft

  109 Red Clover Cir, Middletown, CT 06457

  Wonderful opportunity! Private Contemporary Cape in desirable Wesleyan Hills best location on a quiet cul-de-sac that backs up to serene Wadsworth Falls State Park forest land. WOW! This sun-filled home with lots of glass allows you to view nature from every room. Very impressive open LR/DR and Family Room with cathedral ceilings accented by historical antique barn beams! Two primary BR suites.

  Diane Sayers William Raveis Real Estate

  109 Red Clover Cir, Middletown, CT 06457
• 

  

  /26

  $400,000

  • 2 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  644 Bartholomew Rd Unit 4, Middletown, CT 06457

  Exquisite showcase residence by an award-winning builder, where superior craftsmanship and refined design shine at every turn. This impeccably maintained home welcomes you with gleaming hardwood floors, soaring 9-foot ceilings, and elegant crown molding throughout the main level, creating an atmosphere of timeless sophistication. Designed for both everyday comfort and elevated entertaining, the

  

  Bridget Morrissey

  Bridget Morrissey Realty LLC

  (860) 854-7896

  644 Bartholomew Rd Unit 4, Middletown, CT 06457
• 

  

  /5

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  5 Nathan Hale Rd, Middletown, CT 06457

  This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set

  Jenna Talbot Coldwell Banker Realty

  5 Nathan Hale Rd, Middletown, CT 06457
• 

  

  /22

  $399,900 Pre-Foreclosure

  • 5 Beds
  • 2.5 Baths
  • 2,169 Sq Ft

  49 Hemlock Place, Middletown, CT 06457

  This inviting home is set in a quiet, well-kept neighborhood abutting town lands and within walking distance to the high school, offering both convenience and a peaceful setting. The lower level features an open floor plan where the dining, living, and family rooms flow seamlessly together, all accented by beautiful hardwood flooring. The first floor also includes an updated kitchen with granite

  Cortney Emshwiller-Swokla Coldwell Banker Realty

  49 Hemlock Place, Middletown, CT 06457
• 

  

  /11

  $209,900

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  161 Cynthia Ln Unit E5, Middletown, CT 06457

  Beautiful, updated two bedroom, one full bathroom condominum close to all the amenities Middletown has to offer. As you enter you will see the oversized living room with newer flooring that is perfect for relaxing. Thereafter, you will see the meticulously maintained white kitchen with stainless steel appliances. Upstairs you will find two generous sized bedrooms and full bathroom. Adding to the

  Vincent Engingro William Raveis Real Estate

  161 Cynthia Ln Unit E5, Middletown, CT 06457
• 

  

  /38

  $280,000

  • 3 Beds
  • 1 Bath
  • 1,057 Sq Ft

  581 High St, Middletown, CT 06457

  Welcome to this updated, energy-efficient home, located just minutes from Wesleyan University, downtown Middletown, restaurants, shopping, and the riverfront. With solar panels, a newer kitchen, and a surprisingly deep backyard, this property blends convenience, modern comfort, and value. The first floor offers a bright living room with hardwood floors, a large eat-in kitchen with white

  Abby Breau New England Prestige Realty

  581 High St, Middletown, CT 06457
• 

  

  /12

  $225,000

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  94 Cynthia Ln Unit D-5, Middletown, CT 06457

  Discover comfortable and convenient living in this well-kept 2-bedroom, 1-bath condo offering a functional layout across 930 sq ft. Perfect for entertaining family and friends-or simply enjoying peaceful days at home-this inviting space provides versatility for any lifestyle. Located just 10 minutes from Cromwell's shopping and dining and only 5 minutes from vibrant downtown Middletown, you'll

  LeAndra Trotman William Raveis Real Estate

  94 Cynthia Ln Unit D-5, Middletown, CT 06457
• 

  

  /18

  $289,000

  • 3 Beds
  • 1.5 Baths
  • 1,438 Sq Ft

  11 E Lake Dr, Middletown, CT 06457

  Welcome to this inviting 3-bedroom, 1.5-bathroom home, offering 1,438 sq. ft. of living space on a 0.16-acre lot. Nestled in a desirable neighborhood of Middletown, this property combines comfort, convenience, and character. Key Features: 3 Spacious Bedrooms - Plenty of natural light and versatile space for family, guests, or a home office. 1.5 Bathrooms - A full bath plus a convenient half bath

  Thomas Mele Dorrance Realty

  11 E Lake Dr, Middletown, CT 06457
• 

  

  /33

  $325,000

  • 4 Beds
  • 1.5 Baths
  • 2,005 Sq Ft

  175 Lincoln St, Middletown, CT 06457

  Timeless Colonial rich with historic charm, minutes from downtown Middletown, Wesleyan University & Middlesex Hospital, this home offers the perfect blend of convenience & character. Featuring 4 nice sized bedrooms, high ceilings, original woodwork & a warm inviting layout. The detached garage adds extra storage or workshop potential & the walk-up attic offers endless possibilities for expansion

  Michelle Mazzotta eXp Realty

  175 Lincoln St, Middletown, CT 06457
• 

  

  /4

  $339,900

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft

  42 Saybrook Rd, Middletown, CT 06457

  Property to be sold in "as is" condition Contingent upon probate approval. This is home is located convenient to Shopping center and and route 9. First floor main bedroom with full bath Addition three bedrooms on the upper level and a full bath. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Ramp A detached two car garage.

  Ramona B Gonzalez Berkshire Hathaway NE Prop.

  42 Saybrook Rd, Middletown, CT 06457
• 

  

  /31

  $219,900

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  14 Rising Trail Dr, Middletown, CT 06457

  Welcome to 14 Rising Trail Dr in Middletown! This beautifully updated townhouse is truly move-in ready, featuring fresh paint throughout, brand-new flooring, and a stylishly updated bathroom. The bright and open layout offers comfortable living spaces, perfect for both everyday living and entertaining. Located in a convenient area close to shopping, dining, parks, and major commuter routes, this

  Timothy Faucher eXp Realty

  14 Rising Trail Dr, Middletown, CT 06457
• 

  

  /33

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  95 Training Hill Rd, Middletown, CT 06457

  Welcome to the perfect blend of comfort, style, and modern living! This beautifully renovated ranch-style home is tucked away in one of Middletown's most sought-after neighborhoods, offering 4 spacious bedrooms, 2 full bathrooms, and a layout designed for today's lifestyle. Step inside to a bright open-concept living area that flows effortlessly-ideal for gatherings, entertaining, or simply

  

  Guillermo Araujo

  Five Stars Realty

  (860) 467-8709

  95 Training Hill Rd, Middletown, CT 06457
• 

  

  /39

  $365,000

  • 4 Beds
  • 3 Baths
  • 1,876 Sq Ft

  574 Butternut St, Middletown, CT 06457

  Wonderful, fully remodeled Cape with a unique layout that truly sets it apart! This home offers 2 large bedrooms on the main level and 2 additional bedrooms on the lower level, along with 3 full bathrooms-ideal for flexible living arrangements. The beautifully updated kitchen features shaker-style cabinets, granite counters, and brand-new stainless steel appliances. The dining room opens to a

  Tracey Precourt Century 21 Clemens Group

  574 Butternut St, Middletown, CT 06457
• 

  

  /29

  $355,000

  • 4 Beds
  • 1.5 Baths
  • 2,540 Sq Ft

  180 Bailey Rd, Middletown, CT 06457

  Fantastic investment opportunity in Middletown! This unique single-family home with a fully permitted ADU offers exceptional versatility and strong rental income. The property features three fully rented units-a spacious upper-level unit, a ground-level unit, and a private ADU attached off the back. Together, these units currently generate $3,400/month, and all existing tenants will convey with

  Thomas Mele Dorrance Realty

  180 Bailey Rd, Middletown, CT 06457
• 

  

  /39

  $425,000 Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft

  523 Chamberlain Hill Rd, Higganum, CT 06441

  Discover comfort, space, and flexibility in this beautifully maintained 4-bedroom, 2-bathroom home offering nearly 3,000 sq ft of living space in peaceful Higganum. Set on a serene lot, this property blends classic charm with modern convenience and provides an ideal layout for multi-generational living. Step inside to find bright, generously sized rooms, including a large living room, formal

  Victor Santana Santana Realty Group LLC

  523 Chamberlain Hill Rd, Higganum, CT 06441
• 

  

  /15

  $1,200,000

  • Land
  • 29.37 Acres
  • $40,858 per Acre

  0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457

  29.37 Acres/ 14 lots of unique Wooded land rolling hills, lush forests. ATTENTION BUYERS /BUILDERS ENDLESS OPPORTUNITY TO EXPLORING DEVELOPMENT POTENTIAL this raw piece of land is a blank canvas ready for your vision. Easy access to nearby school's shops and highways.

  Irene Smaga Global Real Estate Services, LLC

  0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457
• 

  

  /24

  $275,000

  • 2,192 Sq Ft

  565 High St, Middletown, CT 06457

  Welcome to 565 High St, Middletown, CT. This unique commercial building is located in the heart of a residential neighborhood. It has operated as a karate dojo since 1998. The space is perfect for a hall, dance studio or open space. With dormered ceilings and a spacious basement this building is a perfect creative space. It has potential for renovations and to be converted for multiple uses. The

  David Tobin William Raveis Real Estate

  565 High St, Middletown, CT 06457
• 

  

  /6

  $649,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  Lot 3 Coleman Rd, Middletown, CT 06457

  A functional layout in an ideal setting! This is a TO BE BUILT 2,006 sq ft home on a nice sized 2.12 acre lot. A traditional style house plan featuring an open concept Kitchen and Family Room space with hardwood flooring throughout the first floor. The Dining Room will have decorative picture frame molding creating a timeless feel. Relax and recharge in the large Primary Bedroom suite. Three

  Dori Degennaro William Raveis Real Estate

  Lot 3 Coleman Rd, Middletown, CT 06457
• 

  

  /20

  $279,999

  • 4 Beds
  • 1.5 Baths
  • 1,415 Sq Ft

  10 Silver St, Middletown, CT 06457

  Be Home for the Holidays! A fresh new chapter begins at 10 Silver Street, where a brand-new kitchen renovation transforms the heart of this Middletown home. The modern, new design features crisp white cabinetry, soft-close drawers, granite counters with rich natural veining, stainless-steel appliances, matte black fixtures, and a sleek tile backsplash-creating a space that's both functional and

  Sacha Armstrong William Pitt Sotheby's International Realty

  10 Silver St, Middletown, CT 06457
• 

  

  /7

  $574,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  4 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  4 Nathan Hale Rd, Middletown, CT 06457
• 

  /2

  $159,000

  • Land
  • 2.22 Acres
  • $71,622 per Acre

  Lot 2 Coleman Rd, Middletown, CT 06457

  Fantastic opportunity to build your dream home on this approved 2.22-acre lot. This lovely parcel offers a peaceful, country setting while still being close to everything-just minutes to Route 9, downtown Middletown, and local shops, restaurants, and schools. The engineered site plan is complete and available for a 2,000 sq ft colonial, providing a smooth path toward construction!

  Dori Degennaro William Raveis Real Estate

  Lot 2 Coleman Rd, Middletown, CT 06457
• 

  

  /15

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,974 Sq Ft

  347 Farm Hill Rd, Middletown, CT 06457

  This charming brick ranch offers so much potential! The spacious, sun-filled living room features hardwood floors and a cozy fireplace. The open kitchen and dining area provide an ideal layout for everyday living and entertaining. Just off the kitchen is a small bonus room-perfect for a future walk-in pantry or mudroom. Upstairs, you'll find three comfortable bedrooms and a full bath. The lower

  Lisa Sader-Goede Aspen Realty Group

  347 Farm Hill Rd, Middletown, CT 06457
• 

  

  /7

  $574,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  3 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  3 Nathan Hale Rd, Middletown, CT 06457
• 

  

  /7

  $574,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  2 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  2 Nathan Hale Rd, Middletown, CT 06457
• 

  /2

  $430,600

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  5 Lorraine Terrace, Middletown, CT 06457

  REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 2000, this two story home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, covered front porch, fully finished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. "As is" cash only sale with no

  Sherry Price Realhome Services & Solutions

  5 Lorraine Terrace, Middletown, CT 06457
• 

  

  /11

  $129,000

  • Land
  • 3.58 Acres
  • $36,034 per Acre

  0 Mountain Laurel Dr, Middletown, CT 06457

  Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

  Siobhan McLaughlin William Raveis Real Estate

  0 Mountain Laurel Dr, Middletown, CT 06457
• 

  

  /32

  $364,900

  • 3 Beds
  • 2 Baths
  • 2,052 Sq Ft

  160 Boston Rd, Middletown, CT 06457

  Step into timeless New England charm with this beautifully updated historic colonial farmhouse that perfectly blends classic character with modern comfort. Every corner of this home reflects care and craftsmanship, with thoughtful improvements that make it both beautiful and reliable for years to come. The property features a freshly updated exterior, structural enhancements, a newer roof (2024

  Emily Braman Berkshire Hathaway NE Prop.

  160 Boston Rd, Middletown, CT 06457
• 

  

  /22

  $629,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

  145 Webster Ln Unit 2-41, Middletown, CT 06457

  Experience Carefree Living at Founders' Ridge - the Premier 55+ Award-Winning Community! Introducing our newest Model Home -the "KIRBY II", now available for early 2026 occupancy! Nestled in the highly desirable Westfield section of Middletown, this thoughtfully designed 1,555 sq. ft. single-level home offers both luxury and ease in one perfect package. Elegant Interior Features include stunning

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  145 Webster Ln Unit 2-41, Middletown, CT 06457
• 

  

  /34

  $338,900

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft

  18 Phedon Pkwy, Middletown, CT 06457

  Beautiful Spacious Custom Built ONE Owner Home in Desirable Neighborhood. Unigue Cobblestone Exterior. When entering from the front door you're met with a beautiful staircase and a large living room with wood burning fireplace. Many windows provide tons of natural light. To your right is a formal dining room that has held large crowds for the holiday feasts. Main level has a full updated bath as

  Robin Rios Berkshire Hathaway NE Prop.

  18 Phedon Pkwy, Middletown, CT 06457
• 

  

  /19

  $945,000

  • 19 Beds
  • 18 Baths
  • 12,288 Sq Ft

  54 Washington St, Middletown, CT 06457

  In the heart of Middletown and within walking distance to countless amenities, 54 Washington Street offers both location and opportunity. Once home to the Italian American Club, the building carries a unique history and is now ready for a new vision. This spectacular building has received zoning approval to convert this once community/event space to residential units. Take advantage of the

  Ariel Tortora William Raveis Real Estate

  54 Washington St, Middletown, CT 06457
• 

  

  /30

  $144,900

  • 2 Beds
  • 1 Bath
  • 698 Sq Ft

  56 Burgundy Hill Ln Unit 56, Middletown, CT 06457

  Welcome to 56 Burgundy Hill Lane, Middletown! This totally renovated 2-bedroom ranch-style condo was beautifully remodeled in 2023 with updates in every room. The new kitchen showcases granite countertops, stainless steel appliances, white cabinetry, and modern finishes, while the spacious living/dining area opens through sliding doors to a private covered deck. Two generous bedrooms, a

  Giulia Terese Hagel & Assoc. Real Estate

  56 Burgundy Hill Ln Unit 56, Middletown, CT 06457

Showing Results 1 - 40, Page 1 of 2