Homes for Sale in 06457

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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
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  /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
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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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  /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
• 

  

  /11

  $525,000

  • Land
  • 26.43 Acres
  • $19,864 per Acre

  0 Arbutus St Unit 24065180, Middletown, CT 06457

  **26+ Acres of Unique Land** These 3 parcels are found in a picturesque rural setting, the expansive 26+ acres provides a unique opportunity (previous site work completed years ago). The land is easily accessible providing convenient travel to RTs 9 and 17 and to nearby downtown Middletown. Surround yourself with stunning landscapes, including rolling hills, lush forests....this property is a

  Heather Kilbourn Cavanaugh & Company LLC

  0 Arbutus St Unit 24065180, 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
• 

  

  /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
• 

  

  /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
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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

  $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
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  /37

  $239,900

  • 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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  /24

  $499,900 Open Sun 12PM - 2PM

  • 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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  /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
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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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  /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
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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
• 

  

  /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
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  /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
• 

  

  /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
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  /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
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  /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
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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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  /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
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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
• 

  

  /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
• 

  

  /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
• 

  

  /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
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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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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /27

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  168 Lisa Ln, Middletown, CT 06457

  Set on a unique cul-de-sac, this meticulously maintained ranch offers comfort, convenience, and exceptional curb appeal on a beautifully landscaped .82-acre lot. A charming front porch welcomes you home, while mature plantings, an irrigation system, and an elegant stone wall create a peaceful, private outdoor setting. Inside, the well-designed one-level layout includes three bedrooms, with a

  Julie Fitts Ritter eXp Realty

  168 Lisa Ln, Middletown, CT 06457
• 

  

  /35

  $499,900 Open Sun 12PM - 3PM

  • 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
• 

  

  /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
• 

  

  /30

  $159,900

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

  17 Mckenna Dr, Middletown, CT 06457

  Cash preferred but financing is now available! HOA includes: TAXES, HEAT & WATER. 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

  Michelle Mazzotta eXp Realty

  17 Mckenna Dr, Middletown, CT 06457

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