Homes for Sale in 06457

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  /35

  $549,900

  • 3 Beds
  • 3 Baths
  • 2,310 Sq Ft

  80 Elizabeth Ln, Middletown, CT 06457

  Built in 2000 and beautifully reimagined, this home has been extensively remodeled to blend modern style with everyday comfort. Step inside and be wowed by the all-new kitchen, featuring propane cooking, sleek finishes, and plenty of space to unleash your inner chef. The updated baths continue the fresh, contemporary feel. Smart home technology runs throughout, with Google smart dimmers and new

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 544-5895

  80 Elizabeth Ln, Middletown, CT 06457
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  /40

  $419,900

  • 4 Beds
  • 2 Baths
  • 2,674 Sq Ft

  779 Millbrook Rd, Middletown, CT 06457

  Step back in time with this remarkably well-preserved 1789 four-bedroom, two-bath historic treasure, set on **park-like grounds** in a peaceful country setting. Rich in character, the home boasts wide plank floors**, intricate original raised paneling, six fireplaces and exquisite woodworking throughout. Many original features remain, including a rare **stone sink in the old buttery, blending

  

  Gene Pica

  RE/MAX Alliance

  (860) 791-3415

  779 Millbrook Rd, Middletown, CT 06457
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  /33

  $429,900

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

  95 Training Hill Rd, Middletown, CT 06457

  Discover comfort, space, and modern updates in this beautifully renovated ranch-style home, ideally located in one of Middletown's most sought-after neighborhoods. Featuring 4 spacious bedrooms and 2 full bathrooms, this home offers the perfect balance of style and functionality for today's lifestyle. Step into a bright, open-concept layout that flows seamlessly-perfect for both everyday living

  

  Guillermo Araujo

  Five Stars Realty

  (860) 901-0519

  95 Training Hill Rd, Middletown, CT 06457
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  /33

  $249,000

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

  234 S Main St Unit 414, Middletown, CT 06457

  With ceilings that soar, wood beams and wood floors; this property will make a lover of charm feel immediately at home. This amazing brick building is aptly on the National Register of Historic Places, blending a vintage feel and modern conveniences. A quick 10 minute walk will get you to Wesleyan University or downtown to a multitude of restaurants and activities. If you're more of a homebody,

  

  Sarah Murphy

  William Raveis Real Estate

  (860) 846-3466

  234 S Main St Unit 414, Middletown, CT 06457
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  /35

  $349,900

  • 3 Beds
  • 3 Baths
  • 1,176 Sq Ft

  105 Hawks Nest Cir, Middletown, CT 06457

  Welcome to this spacious 3-bedroom, 3-bath raised ranch with great features inside and out. This home offers low-maintenance vinyl siding, a 2-car attached garage, and a fully finished lower level with a walk-out. The main floor boasts a bright and open layout with generous living space, while the kitchen and dining area flow easily for entertaining or everyday living. The finished basement

  

  Amy Rio

  Executive Real Estate Inc.

  (959) 456-9945

  105 Hawks Nest Cir, Middletown, CT 06457
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  /40

  $600,000

  • 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) 698-4509

  301 Bell St, Middletown, CT 06457
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  /32

  $549,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,219 Sq Ft

  100 Jack English Dr, Middletown, CT 06457

  Tucked away at the end of a quiet cul-de-sac, this newer custom-built colonial is located on one the premier lots in the development and is the perfect place to call home! The kitchen features custom cabinetry, premium stainless-steel appliances, oversized granite countertops with bar height seating, and a cozy eat in nook for everyday meals. A formal dining room provides the perfect space for

  Tracy Wilson Lamacchia Realty

  100 Jack English Dr, Middletown, CT 06457
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  /18

  $249,000

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  55 Trolley Crossing Ln Unit 55, Middletown, CT 06457

  The one you have been waiting for, welcome home to 55 Trolley Crossing! Nestled in a serene location at the back of the complex. This beautifully updated (2025) bright and beautiful end unit townhome offers tranquility along with convenience. This lovely home comes complete with all new mechanicals, newly updated kitchen complete with brand new quartz countertops and stainless steel appliances,

  Jason Saphire www.HomeZu.com

  55 Trolley Crossing Ln Unit 55, Middletown, CT 06457
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  /40

  $535,000

  • 3 Beds
  • 3 Baths
  • 2,116 Sq Ft

  746 Saybrook Rd, Middletown, CT 06457

  Imagine a home that feels like a fresh start-where everything is new, thoughtfully designed, and ready for you. This young construction Middletown home offers the peace of mind that comes with modern living, paired with the convenience of being close to Wesleyan, Middlesex Hospital, highways, and downtown. No projects, no stress-just a clean slate to make your own. Inside, sunlight pours into

  Dawn Ezold Naples Realty Group, LLC

  746 Saybrook Rd, Middletown, CT 06457
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  /36

  $485,000

  • 3 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  74 Clarence Ct, Middletown, CT 06457

  This oversized 3-bedroom, 2.5-bath Cape Cod with attached 2 car garage located on a desirable cul-de-sac has a finished basement with plenty of storage. This home has been beautifully updated inside and out. Step into a bright interior with refinished hardwood floors throughout. The stunning new kitchen with all-new cabinetry, and appliances, and a gas stove, The primary suite on the main level

  Adrian Scarpa Marino Realty LLC

  74 Clarence Ct, Middletown, CT 06457
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  /34

  $599,000

  • 3 Beds
  • 3.5 Baths
  • 3,576 Sq Ft

  208 Highmeadow Ln, Middletown, CT 06457

  A rare find in South Farms! This spacious Colonial showcases a cathedral-ceiling entryway, 3 bedrooms, and 3.5 baths. The standout primary suite features a walk-in closet and a full-size jacuzzi. With two living areas, a dining room, laundry room, and a versatile bonus room downstairs for a bedroom, office, or playroom, this home offers both flexibility and flow. A full basement and 2-car garage

  Danielle Spada Coldwell Banker Realty

  208 Highmeadow Ln, Middletown, CT 06457
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  /32

  $225,000

  • 2 Beds
  • 3 Baths
  • 1,600 Sq Ft

  8 Countryside Ln Unit 2, Middletown, CT 06457

  Convenient to Rte. 9 and 17. Quiet complex. Living room, Dining area and kitchen on main floor with a half bath. 2 spacious bedrooms and a full bath on the 2nd floor. Basement is nicely finished with another half bath and laundry. Nice deck in rear with access from the kitchen. Unit is being sold subject to probate approval.

  AJ Dugal Clermont Real Estate

  8 Countryside Ln Unit 2, Middletown, CT 06457
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  /19

  $457,800

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  77 Lindsey Rd, Middletown, CT 06457

  End of Cul de Sac Location! Spacious 3 BR, 2 1/2 BA Colonial on .42 Acre setting. Attached 2 car garage, eat-in kitchen, Living room with fireplace, Dining Room plus family room which opens to large rear deck and private rear yard. Conveniently located close to schools, Rt 9, Medical Facilities and shopping.

  Sandy Orsie Berkshire Hathaway NE Prop.

  77 Lindsey Rd, Middletown, CT 06457
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  /37

  $225,000

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  94 Cynthia Ln Unit D4, Middletown, CT 06457

  WOW rarely available in desirable Quall Run Village. Known for its central Middletown location , well managed association and a fantastic pool. This townhome offers a sense of privacy and its extremely quiet. The garage is under the unit and it provides security when coming home. The laundry is just off the garage and there is plenty of space for storage. This home is well maintained and has a

  Joseph Ercolani William Raveis Real Estate

  94 Cynthia Ln Unit D4, Middletown, CT 06457
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  /20

  $455,000

  • 4 Beds
  • 1 Bath
  • 1,075 Sq Ft

  35 Boston Rd, Middletown, CT 06457

  Welcome to 35 Boston Ave, Middletown, a classic 4-bedroom Cape Cod-style home with great potential! This home offers a functional layout with two bedrooms on the first floor and two additional bedrooms upstairs, making it ideal for a variety of living arrangements. Featuring hardwood floors throughout, an eat-in kitchen, and a full unfinished basement, this home is ready for your personal touch.

  Michael Calabro Coldwell Banker Calabro

  35 Boston Rd, 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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  /35

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft

  50 Garfield Ave, Middletown, CT 06457

  Welcome Home, Fall in love with this move in ready 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 and front walkway. Located close to schools, shopping & major highways it is priced right for the many amenities this property has for

  Jackie Williams Sterling REALTORS

  50 Garfield Ave, Middletown, CT 06457
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  /40

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,576 Sq Ft

  122 Newfield St Unit 2A, Middletown, CT 06457

  Step into timeless elegance with this beautifully updated ranch-style home, part of a charming historical mansion once owned by E. Kent Hubbard and now known as Arawana Estates (a planned community). Originally built in 1900 and thoughtfully converted into six unique residences just five years ago, this home blends classic character with modern comfort. A private entrance leads up to almost 1600

  Beth Cantor Coldwell Banker Realty

  122 Newfield St Unit 2A, Middletown, CT 06457
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  /40

  $1,900,000

  • 4 Beds
  • 4.5 Baths
  • 5,661 Sq Ft

  120 Chamberlain Hill Rd, Middletown, CT 06457

  Situated on almost 13 acres in the heart of CT, this stunning Colonial offers peace and nature while being located conveniently to everything including beaches, highways, Middlesex hospital, Wesleyan University, CT river, and Middletown's thriving downtown with an abundance of shops, restaurants and activities. An entertainer's paradise with a backyard oasis boasting a heated, gunite, in-ground

  Jeff Petersen Century 21 AllPoints Realty

  120 Chamberlain Hill Rd, Middletown, CT 06457
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  /15

  $145,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1271 Washington St Unit 7, Middletown, CT 06457

  Ranch-style condo with 3 rooms, 1 bedroom, and 1 bathroom. The fully applianced kitchen includes washer and dryer. Primary bedroom features sliders leading to a private patio. FHA Case #061-579895. Property is classified as Insured (IN), which means it is eligible for standard FHA 203(b) financing. The property is also eligible for FHA 203(k) rehabilitation financing, as well as Conventional and

  Michael Calabro Coldwell Banker Calabro

  1271 Washington St Unit 7, Middletown, CT 06457
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  /40

  $385,500 Open Sat 1:30PM - 3:30PM

  • 4 Beds
  • 2 Baths
  • 1,518 Sq Ft

  102 Main Street Extension, Middletown, CT 06457

  Two-family home located in Middletown offering 4 rooms, 2 bedrooms, and 1 bathroom in each unit. Both units have been fully remodeled with new kitchens featuring stainless steel appliances, updated bathrooms, new flooring, and modern finishes. Recent updates include new roof, vinyl siding, thermopane windows, gutters, and water heaters. Gas heat. Property to be sold in as-is condition. This

  Michael Calabro Coldwell Banker Calabro

  102 Main Street Extension, Middletown, CT 06457
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  /27

  $409,000

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  166 Elizabeth Ln, Middletown, CT 06457

  Welcome home to 166 Elizabeth Lane! Nestled on a cul-de-sac street with underground utilities, this beautiful 3-4 Bedroom, 2 Bath home is filled with natural light and ready for its new owners. Step inside to find a freshly painted interior and gleaming hardwood floors. The first floor features a spacious living room with wood burning fireplace, a formal dining room, large kitchen with newer

  Brian Kubeck Coldwell Banker Realty

  166 Elizabeth Ln, Middletown, CT 06457
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  /15

  $305,000 Open Sun 11AM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,102 Sq Ft

  11 Huber Ave, Middletown, CT 06457

  This recently-updated home is in move-in condition on a quiet dead-end street adjacent to the Wesleyan Campus. 3 bedrooms upstairs with spacious closets and plenty of natural light; dining room, open kitchen, pantry, full bath, and living room downstairs. 3rd bedroom upstairs could be converted into a second bath. Partially-finished basement with laundry and work/storage space. Fully-fenced

  Jason Saphire www.HomeZu.com

  11 Huber Ave, Middletown, CT 06457
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  /16

  $329,000

  • 3 Beds
  • 1.5 Baths
  • 1,075 Sq Ft

  31 Navadon Pkwy, Middletown, CT 06457

  Welcome to your new home! This charming Cape Cod style house boasts a primary bedroom and a full bath on the first floor, with two additional bedrooms and a half bath on the second floor. The home features air conditioning, a walk-out basement, and a two-car garage. Outside, you'll find a deck in the backyard, perfect for enjoying the outdoors. The property is conveniently located near Route 66,

  Heather Kilbourn Cavanaugh & Company LLC

  31 Navadon Pkwy, Middletown, CT 06457
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  /30

  $154,900

  • 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

  $385,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 1,956 Sq Ft

  505 Hunting Hill Ave, Middletown, CT 06457

  Welcome home to 505 Hunting Hill Ave! Enjoy the convenience of living in vibrant South Farms in Middletown, with its rich culture, town amenities, and restaurants, all while being just a short walk to schools, parks, playing fields, town pool, the library, bus lines, and more. Nestled in a sought-after neighborhood, this home is designed for all lifestyles. Featuring four bedrooms, 2+ baths,

  Hayley Marcous Coldwell Banker Realty

  505 Hunting Hill Ave, Middletown, CT 06457
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  /15

  $360,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,346 Sq Ft

  81 Dorothy Dr, Middletown, CT 06457

  Charming 3-Bedroom Cape with Modern Upgrades Welcome to 81 Dorothy Drive! This beautifully maintained Cape offers the perfect blend of charm and modern updates. Step inside to a warm and inviting living room featuring a cozy fireplace, ideal for relaxing evenings. The updated kitchen is a chef's delight with granite countertops and plenty of cabinet space. Enjoy seamless indoor-outdoor living

  Nancy Newman LPT Realty

  81 Dorothy Dr, Middletown, CT 06457
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  /29

  $325,000

  • 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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  /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 $274k. 14 1-bedroom units and 4 1-bedroom w/loft units. 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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  /16

  $179,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  135 Carriage Crossing Ln Unit 135, Middletown, CT 06457

  Welcome to 135 Carriage Crossing Lane, a well-kept and move-in-ready condo located in the highly sought-after Carriage Crossing community. This inviting unit features vaulted ceilings and large windows, enhancing the sense of space and inviting natural light throughout. A versatile loft, accessed by a spiral staircase, is ideal for a home office, reading nook, or additional living area. Equipped

  Sean Wilding LPT Realty - IConn Team

  135 Carriage Crossing Ln Unit 135, Middletown, CT 06457
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  /20

  $369,900

  • 4 Beds
  • 2 Baths
  • 1,754 Sq Ft

  58 Durant Terrace, Middletown, CT 06457

  Welcome to 58 Durant Terrace - a well-maintained 2-family home nestled in a quiet, desirable neighborhood just minutes from downtown Middletown, Wesleyan University, shopping, and dining. This versatile property offers two spacious units, each with 2 bedrooms, 1 full bath, bright living spaces, and hardwood flooring throughout. Ideal for investors or owner-occupants, live in one unit and rent the

  Michelle Lorenzetti Premier Re Group LLC

  58 Durant Terrace, Middletown, CT 06457
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  /7

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  1A Pomeroy Place, Middletown, CT 06457

  This Colonial Home is situated on a small cul de sac near the bustling Main st of Middletown and Wesleyan University. This home also offers 3 Bedrooms, 1.5 Baths, 2 Car Garage, and a Partially Finished Basement.

  Craig Ings Hill Top Real Estate, LLC

  1A Pomeroy Place, Middletown, CT 06457
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  /9

  $329,900

  • 7 Beds
  • 2 Baths
  • 1,965 Sq Ft

  1 Pomeroy Place, Middletown, CT 06457

  This 2-Family is good for investment or owner occupancy while situated on a cul de sac near the bustling Main st of Middletown and Wesleyan University. This home also offers an open walk out basement, and separate gas utilities.

  Craig Ings Hill Top Real Estate, LLC

  1 Pomeroy Place, Middletown, CT 06457
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  /36

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  101 Mill St, Middletown, CT 06457

  Nestled on a private lot in desirable Middletown, 101 Mill Street is a stunning brick ranch that masterfully blends classic charm with modern functionality. This meticulously maintained home boasts 1,682 square feet of thoughtfully designed living space, featuring three spacious bedrooms and 2 beautifully appointed baths. The heart of the home is an extra-large kitchen, perfect for culinary

  The Hamre Group Real Broker CT, LLC

  101 Mill St, Middletown, CT 06457
• 

  /2

  $249,900

  • Land
  • 16.84 Acres
  • $14,840 per Acre

  0 Round Hill Lot 17 Rd, Middletown, CT 06457

  Great opportunity to own this 16.84 acre parcel of vacant land in an R60 zone. Well and septic required. Possible owner financing available. Please do not walk the property without permission.

  Peter Carbutti Carbutti & Co., Realtors

  0 Round Hill Lot 17 Rd, Middletown, CT 06457
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  /39

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,851 Sq Ft

  98 Cranberry Ln, Middletown, CT 06457

  CENTER HALL COLONIAL (4 bed,3.5 bath,walk-out lower level) on .38 acre lot next to 7+ acres of private Cranberry Lane Estates' woodlands. Two-story entry is flanked by formal dining room & front sitting room each with beautiful windows & hardwood floors.Enjoy the open layout & the casement window bay extension in the living room that capture the beauty of private yard & undevelopable land. Eat-in

  Gary Guyette Berkshire Hathaway NE Prop.

  98 Cranberry Ln, Middletown, CT 06457
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  /33

  $349,900

  • 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
• 

  

  /23

  $174,900

  • 2 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  1 Russell St Unit 11, Middletown, CT 06457

  Live in a beautiful piece of history! These converted condos are housed within the oldest surviving textile mill in Middletown, situated at the corner of East Main St. & Russell St. in the South Farms district of town. This lovely updated 2-bedroom condo combines the charm of a vintage brick exterior with the sleek updates of modern living. Inside, you'll find an open & airy layout, updated

  Michelle Mazzotta eXp Realty

  1 Russell St Unit 11, Middletown, CT 06457
• 

  

  /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 KW Legacy Partners

  146 Liberty St, Middletown, CT 06457
• 

  

  /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

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