Studio to 5 Bedroom Homes for Sale in Middletown, CT

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  /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
• Explore Middletown

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  /33

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,053 Sq Ft

  233 Oak Ridge Dr, Middletown, CT 06457

  Enjoy a complete Video Walkthrough OR take a Self-Guided 3D Tour 24/7! This move-in-ready 3 Bedroom, 2 Bath Ranch sits on a quiet cul-de-sac in a desirable neighborhood setting. The home features a 0.46-acre lot with a fully fenced backyard, a 24' x 24' oversized detached 2-car garage, maintenance-free vinyl siding, and a 30' x 15' patio with a fire pit, perfect for gatherings. The roof's

  

  Gregory Hanner

  Garden Realty

  (860) 792-5746

  233 Oak Ridge Dr, Middletown, CT 06457
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  /40

  $585,000

  • 3 Beds
  • 4 Baths
  • 3,853 Sq Ft

  301 Bell St, Middletown, CT 06457

  Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

  

  Gregory Hanner

  Garden Realty

  (860) 689-1459

  301 Bell St, Middletown, CT 06457
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  /32

  $524,900

  • 4 Beds
  • 2.5 Baths
  • 3,105 Sq Ft

  17 Flynn Ln, Middletown, CT 06457

  ***Location, Location, Location*** This stunning Westfield Colonial is nestled within a picturesque enclave of homes, set on a serene 1.1-acre Currier & Ives private lot. The moment you step inside, you'll be greeted by an impressive two-story foyer featuring dramatic open railings. You will enter into spacious rooms and an inviting open floor plan. The generous center formal dining room flows

  Mark Toledo Berkshire Hathaway NE Prop.

  17 Flynn Ln, Middletown, CT 06457
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  /29

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,378 Sq Ft

  23 Hotchkiss St, Middletown, CT 06457

  Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. This classic brick Colonial, built in 1900, has been thoughtfully updated while retaining its timeless character. Inside, you'll find bright living spaces, a well-appointed kitchen with updated appliances, and flexible rooms that adapt to your lifestyle-whether for entertaining,

  Jonathan Zuromski Real Broker CT, LLC

  23 Hotchkiss St, Middletown, CT 06457
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  /33

  $529,900

  • 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
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  /17

  $549,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft

  137 Webster Ln Unit 2-42, Middletown, CT 06457

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," available for occupancy in 2026! 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

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  137 Webster Ln Unit 2-42, Middletown, CT 06457
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  /18

  $2,175,000

  • 1 Bed
  • 1 Bath
  • 11,098 Sq Ft

  123 Burgundy Hill Ln, Middletown, CT 06457

  Portfolio of 18 rental condo units in the Peppermill Village association in Middletown. All units rented, this turnkey investment portfolio offers immediate cash flow. Current Gross Rents of $285k. 13x 1-bedroom units, 4x 1-bedroom w/loft units, and 1x 2-bedroom unit. HOA includes water, sewer, trash, landscape, Snow removal. Tenants responsible for electric utility.

  Travis Preziosi Brickwell Partners LLC

  123 Burgundy Hill Ln, Middletown, CT 06457
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  /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
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  /31

  $222,900

  • 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
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  /31

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  52 Cimarron Rd, Middletown, CT 06457

  52 Cimarron Road, a lovely raised ranch offering three bedrooms and one and a half bathrooms. Hardwood floors flow through the living spaces, and a fireplace is the heart of the living room. The kitchen is fully equipped and flows nicely to the dining and living areas, making everyday routines and gatherings comfortable. The lower level adds additional living space, a laundry room, and storage.

  Heidi Matusik Lamacchia Realty

  52 Cimarron Rd, Middletown, CT 06457
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  /37

  $239,900 Open House 1/03

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  88 Carriage Crossing Ln, Middletown, CT 06457

  Discover easy one-level living in this beautifully updated condo with private rare courtyard facing location, perfectly situated in one of Middletown's most sought-after communities in the desirable Westfield section. This sun-filled home features soaring 16' ceilings in the open living and dining room, creating a bright and airy atmosphere ideal for both everyday living and entertaining. A cozy

  Mary Jean Agostini RE/MAX Right Choice

  88 Carriage Crossing Ln, Middletown, CT 06457
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  /21

  $318,000

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  146 Liberty St, Middletown, CT 06457

  Renovated in 2023, this charming 3-bedroom, 1.5-bath home combines modern updates with timeless character. A large, bright screened-in 3-season front porch welcomes you. Step inside to an open floor plan featuring a quartz kitchen with stainless steel appliances, a spacious dining island, and two convenient access points - one from the front porch and another through a bright mudroom leading to

  Mike Sangapore eXp Realty

  146 Liberty St, Middletown, CT 06457
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  /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
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  /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
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  /35

  $624,900

  • 4 Beds
  • 2.5 Baths
  • 2,285 Sq Ft

  10 Talias Trail, Middletown, CT 06457

  WOW...CHECK OUT THIS NEW PRICE!!! Welcome home to 10 Talias Trail....there is still plenty of time to add this home to your wish list! Unwrap the perfect present in this 4 bedroom 2.5 bath custom-built Colonial. Nestled on a quiet cul-de-sac, this lovely home is just waiting to start a new story. The bright open floor plan has hardwood floors, 9 ft ceilings and custom touches thru out the home.

  Mary Gurrieri RE/MAX Right Choice

  10 Talias Trail, Middletown, CT 06457
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  /23

  $269,000

  • 2 Beds
  • 1 Bath
  • 1,361 Sq Ft

  30 Hemlock Place, Middletown, CT 06457

  Charming Cape-style home featuring 2 bedrooms and 1 bath, offering 1,361 sq ft of comfortable living space on a spacious 0.4-acre lot in Middlesex County. This well-maintained property includes a newer furnace and water heater for added peace of mind. A great opportunity to make this cozy home your own!

  Thomas Mele Dorrance Realty

  30 Hemlock Place, Middletown, CT 06457
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  /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
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  /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
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  /22

  $619,900 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
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  /7

  $210,000

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

  52 Rising Trail Dr, Middletown, CT 06457

  Spacious townhouse in the charming and cozy Beacon Hills condo community. Conveniently located minutes from major highways, public transportation, shopping centers, restaurants, medical facilities, downtown Middletown, and the Wesleyan University campus. The property offered "As Is". Subject to short sale approval. Short Sale Rider & As Is Riders must be included with the Purchase Offer.

  Thomas Galvin Precision Realty LLC

  52 Rising Trail Dr, Middletown, CT 06457
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  /29

  $365,000

  • 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
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  /32

  $314,900

  • 2 Beds
  • 1 Bath
  • 1,154 Sq Ft

  237 Boston Rd, Middletown, CT 06457

  Fall in love with this charming, well-maintained Cape home with attached garage located at 237 Boston Road in Middletown! Step inside to a spacious and welcoming living room featuring beautiful hardwood floors, a cozy fireplace, and an efficient pellet stove - perfect for New England seasons. The main level continues into a bright dining area and kitchen equipped with solid-wood cabinetry,

  Giulia Terese Hagel & Assoc. Real Estate

  237 Boston Rd, Middletown, CT 06457
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  /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
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  /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
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  /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
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  /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
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  /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
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  /18

  $299,000

  • 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
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  /27

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,262 Sq Ft

  491 Long Hill Rd, Middletown, CT 06457

  Welcome home to this beautifully maintained Raised Ranch offering the perfect blend of comfort, style, and functionality. The main level features a sun-filled, open-concept living and dining area with gleaming hardwood floors throughout. Host your gatherings in the well-appointed dining room accented with classic chair rail and shadow box trim. The working kitchen offers refreshed lower cabinets,

  Kristin Daly-Murphy Calcagni Real Estate

  491 Long Hill Rd, Middletown, CT 06457
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  /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
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  /7

  $549,900 New Construction

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

  1 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

  1 Nathan Hale Rd, Middletown, CT 06457
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  /12

  $225,000 Open Mon 12PM - 2PM

  • 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
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  /15

  $299,900

  • 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
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  /30

  $159,900

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  17 Mckenna Dr, Middletown, CT 06457

  HOA includes: TAXES, HEAT & WATER. CASH only purchase & owner-occupants only. LOW electric bill. Townhouse with THREE-bedroom nestled in a quaint & peaceful community of Wadsworth Grove. The interior features a practical layout, designed for easy & manageable living with ample space. Enjoy the charming private patio, tranquil POND VIEWS from this home & lovely walking paths. Enjoy Middletown's

  Michelle Mazzotta eXp Realty

  17 Mckenna Dr, 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
• 

  

  /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
• 

  /2

  $453,200

  • 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
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  /39

  $324,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  91 Highview Terrace, Middletown, CT 06457

  This beautifully updated Ranch offers the ease of single-level living and wonderful privacy at the end of a quiet cul-de-sac, bordered by 275 acres of protected wooded land. The peaceful setting creates an immediate sense of calm. Inside, the main level feels bright and inviting with an open layout and hardwood floors flowing through the living and dining areas-ideal for everyday living or

  Angela Smeriglio William Raveis Real Estate

  91 Highview Terrace, 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

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