Newest Homes for Sale in Middletown, CT

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  /29

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  94 Cynthia Ln Unit A6, Middletown, CT 06457

  Welcome home to Quail Run Village! Hard to find 3 bedroom condo in prime location! Remarkable and well maintained 3-level townhouse nestled in a quiet yet convenient location in Middletown with 1.5 bathrooms, attached 1-car garage, association pool, and ample additional parking. This unit features laminate wood floors, stainless steel appliances, washer/dryer, and a private deck. You will enjoy

  94 Cynthia Ln Unit A6, Middletown, CT 06457
• Explore Middletown

• 

  

  /2

  $229,900 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  59 Trolley Crossing Ln Unit 59, Middletown, CT 06457

  Welcome to 59 Trolley Crossing in Middletown, a beautifully updated and move-in-ready townhouse that perfectly blends modern style with comfort. This spacious home features a bright, open-concept floor plan spanning two levels of living space, complete with the rare convenience of a two-car garage. On the main level, you'll find a large living area and a dining room with sliders leading to a

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 934-0581

  59 Trolley Crossing Ln Unit 59, Middletown, CT 06457
• 

  

  /2

  $225,000

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  44 Carriage Crossing Ln Unit 44, Middletown, CT 06457

  Enjoy easy, single-level living in this desirable first-floor 2-bedroom, 2-bath condo offering 840 square feet of comfortable and thoughtfully updated space. This well-maintained unit features in-unit laundry, central air conditioning, and a newer HVAC system (approximately 3-4 years old) for efficient, year-round comfort. Both bathrooms have been tastefully remodeled, including a converted

  Michael Kusy Evermark Property Group

  44 Carriage Crossing Ln Unit 44, Middletown, CT 06457
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  /36

  $200,000

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft

  111 Dekoven Dr Unit 506, Middletown, CT 06457

  Welcome to River's Edge-where comfort, convenience, and vibrant downtown living come together in one beautifully maintained 2-bedroom, 2-bath condo. Perfectly positioned just steps from Middletown's Main Street and the scenic Connecticut River, this bright, one-level condo offers an inviting open-concept layout designed for easy living. The remodeled kitchen features stainless steel appliances

  

  Cheryl Zalewski

  eXp Realty

  (860) 481-4968

  111 Dekoven Dr Unit 506, Middletown, CT 06457
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  /32

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,605 Sq Ft

  15 Blue Spruce St, Middletown, CT 06457

  Peek inside, then fall in love with this beautiful home in the d/esirable Wesleyan Hills community. Thoughtfully updated and well maintained, this home offers refinished hardwood floors completed just last week, creating a fresh and warm feel throughout. The updated kitchen opens comfortably to the main living areas, making everyday living and entertaining easy. Bathrooms were remodeled in 2020

  Carly Luciér Our Home Realty Advisors

  15 Blue Spruce St, Middletown, CT 06457
• 

  

  /39

  $925,000

  • 6 Beds
  • 3.5 Baths
  • 5,599 Sq Ft

  44 Chamberlain Hill Rd, Middletown, CT 06457

  Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz

  Gary Peacock Berkshire Hathaway NE Prop.

  44 Chamberlain Hill Rd, Middletown, CT 06457
• 

  

  /21

  $164,900

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

  45 Mckenna Dr, Middletown, CT 06457

  OWNER OCCUPANTS ONLY. CAN'T BE RENTED. NO INVESTORS. CASH ONLY! THIS IS A CO-OP: BUYERS OWN A SHARE AND MUST COMPLETE AN APPLICATION. Bright and move in ready, this end unit townhouse in the Wadsworth Grove Co-op offers three bedrooms, 1.5 baths and an inviting open layout. Hardwood floors flow through the main and upper levels, and the freshly painted interior features new crown molding and a

  Christian Salaman Coldwell Banker Realty

  45 Mckenna Dr, Middletown, CT 06457
• 

  

  /19

  $425,000

  • 3 Beds
  • 3.5 Baths
  • 1,104 Sq Ft

  6 Bidwell Terrace, Middletown, CT 06457

  Beautiful new construction property in Middletown CT. 3 bedrooms, 3 bathrooms. Large back yard. 1 car automated garage and additional spaces for a car. Corner lot. House comes with 1 year warranty, transferable to new owner. Brand new stainless steel appliances. Central air. Only carpet in bedrooms, rest is beautiful hard wood floors. Close to Middlesex hospital, downtown, and Wesleyan

  Derek Greene Derek Greene

  6 Bidwell Terrace, Middletown, CT 06457
• 

  

  /7

  $1,450,000

  • 8 Beds
  • 10 Baths
  • 13,837 Sq Ft

  480 Main St, Middletown, CT 06457

  Welcome to Main St in Middletown! This 10 Unit mixed use brick beauty is anchored by 2 established commercial tenants on the ground level and 8 massive (900+Sq Ft) one-bedroom residential units above- an incredible opportunity for a stabilized asset with additional room for growth in a highly competitive location and market! The long-term ground-floor commercial tenants provide reliable income

  Lindy Hoyt Century 21 AllPoints Realty

  480 Main St, Middletown, CT 06457
• 

  

  /11

  $249,609

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

  146 Liberty St, Middletown, CT 06457

  146 Liberty Street, Middletown, CT offers a three bedroom, one and a half bath home renovated in 2023. The main level features a functional layout with updated finishes and timeless details, along with a mudroom and a three season porch. All bedrooms are located on the second floor, along with a full bath. Additional features include a detached two car garage. Property is being sold as a short

  Keith Murphy Innovative Properties

  146 Liberty St, Middletown, CT 06457
• 

  /2

  $249,000

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  210 Dripps Rd, Middletown, CT 06457

  A rare opportunity to own a beautiful parcel featuring an historic property in a very quiet area. Amazingly, this home is in the same unspoiled setting of almost 300 years, with over 100 acres of protected land beyond its 2.36 acre parcel. Rich in character and rooted in local history, this property offers a unique canvas for restoration or redevelopment, with no neighbors crowding this

  Anna Carabetta Berkshire Hathaway NE Prop.

  210 Dripps Rd, Middletown, CT 06457
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  /7

  $149,900

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  227 Burgundy Hill Ln Unit 227, Middletown, CT 06457

  Second Floor Townhouse style condo conveniently located in Middletown's Westfield area. Unit features 2 bedrooms, large living with vaulted ceilings, additional loft space could be used as 3rd bed or office space, in unit laundry, exterior storage closet, and balcony. Condo complex features inground pool, and is on direct access to the areas walking/biking trails, city bus line, and just minutes

  Michelle Manter Berkshire Hathaway NE Prop.

  227 Burgundy Hill Ln Unit 227, Middletown, CT 06457
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  /27

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,186 Sq Ft

  177 Pearl St, Middletown, CT 06457

  This updated classic 1900 Colonial has timeless charm with many improvements and is a great opportunity for first-time buyers. The home offers an updated bright kitchen featuring brand-new appliances, three bedrooms and one refreshed bathroom, all enhanced by fresh interior paint and refinished or newly installed flooring throughout. A detached one-car garage adds convenience and storage. With

  Heather Kilbourn Cavanaugh & Company LLC

  177 Pearl St, Middletown, CT 06457
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  /29

  $305,000

  • 6 Beds
  • 2 Baths
  • 1,576 Sq Ft

  105 Spring St, Middletown, CT 06457

  Discover a great opportunity to own an affordable 2-family property at 105 Spring St in Middletown, a rare offering in today's market. Both units are currently occupied on month-to-month, providing flexibility for investors looking to adjust rents and significantly improve cash flow. Each spacious unit features 3 bedrooms and is in relatively good condition, with updates made over time, making

  Warren Juall HOMESELL

  105 Spring St, Middletown, CT 06457
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  /40

  $365,000 Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 2,937 Sq Ft

  523 Chamberlain Hill Rd, Higganum, CT 06441

  Discover comfort, space, and exceptional flexibility in this wellmaintained and thoughtfully updated home offering nearly 3,000 sq ft of living space in the peaceful surroundings of Higganum. Set on a serene lot, this property has been cared for and improved over the years and features bright, generously sized rooms including a large living room, formal dining area, and a wellappointed kitchen

  Warren Juall HOMESELL

  523 Chamberlain Hill Rd, Higganum, CT 06441
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  /29

  $434,900

  • 4 Beds
  • 2 Baths
  • 1,963 Sq Ft

  63 Millbrook Rd, Middletown, CT 06457

  Welcome home to rustic Connecticut charm paired with flexible living space and timeless character. You are greeted by a warm living area featuring exposed wood beams and a beautiful stone fireplace that anchors the space with cozy appeal. Just beyond, your kitchen offers an abundance of cabinetry, giving you ample storage and functionality for everyday living and entertaining. Step outside and

  Krystal Pulley Tier 1 Real Estate

  63 Millbrook Rd, Middletown, CT 06457
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  /13

  $179,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  201 College St Unit 26, Middletown, CT 06457

  Welcome to Hamlin Court Condominiums, where historic charm meets comfortable, modern living. This well-maintained 1-bedroom, 1-bath ranch-style condo (Unit 26) offers a move-in-ready opportunity in one of Middletown's most desirable locations. The unit features fresh paint and new flooring throughout, creating a clean, bright, and inviting atmosphere. The kitchen is in good condition, offering

  Jacob Mochkin Roundtree Realty LLC

  201 College St Unit 26, Middletown, CT 06457
• 

  

  /22

  $414,900

  • 2 Beds
  • 1.5 Baths
  • 1,090 Sq Ft

  82 Westfield Terrace, Middletown, CT 06457

  This tastefully updated ranch offers 2 Bedrooms plus separate office/sunroom and NEW Mudroom/ laundry all on one level in the desirable Westfield section of Middletown. Enjoy a crisp white kitchen and rich hardwood floors. A bright great room with a defined dining area creates a warm space for hosting family and friends. On just over half an acre of beautiful grounds, this home blends comfort,

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  82 Westfield Terrace, Middletown, CT 06457
• 

  /2

  $350,000

  • Land
  • 21.46 Acres
  • $16,309 per Acre

  0 Middle St, Middletown, CT 06457

  21.46 Acres Commercial Industrial Land. Lot is behind the 7.5 acre lot also for sale.Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access:

  Nancy Newman LPT Realty

  0 Middle St, Middletown, CT 06457
• 

  

  /23

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  14 Forest Glen Cir Unit 10, Middletown, CT 06457

  Spacious Ranch-Style Condo - Over 1,000 Sq. Ft. of Comfortable Living! You'll love the space in this beautifully designed ranch-style condo offering over 1,000 square feet of easy, single-level living! Featuring 2 bedrooms and 2 full baths, this home combines convenience with a warm, inviting layout. The large living room showcases a cozy fireplace and slider to the private deck, perfect for

  Jody Bonaiuto William Raveis Real Estate

  14 Forest Glen Cir Unit 10, Middletown, CT 06457
• 

  /2

  $100,000

  • Land
  • 8.18 Acres
  • $12,225 per Acre

  0 Bell St Unit 24149149, Middletown, CT 06457

  This scenic and beautiful lot has a stream running through it. The location is spectacular on this very quiet street located minutes to interstate 91 makes travel super easy. No test have been done.

  Nancy Newman LPT Realty

  0 Bell St Unit 24149149, Middletown, CT 06457
• 

  /2

  $750,000

  • Land
  • 7.5 Acres
  • $100,000 per Acre

  0 Middle St, Middletown, CT 06457

  7.5 Acres Commercial Industrial Land. Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access: Minutes to I-91 (Exit 20) Highly flexible IOP zoning

  Nancy Newman LPT Realty

  0 Middle St, Middletown, CT 06457
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  /36

  $559,000

  • 3 Beds
  • 2.5 Baths
  • 2,579 Sq Ft

  672 Laurel Grove Rd, Middletown, CT 06457

  This charming, well cared for colonial is the perfect place to create memories. A rare find, home is built in 2006 and it only had 1 person living there. This home boasts 4 bedrooms, master has an ensuite, 2.5 baths, laundry upstairs, full dining room and front to back living room for all your gatherings. A full basement and a 2 car garage provide ample storage and room to grow. This home is move

  Joseph Ercolani William Raveis Real Estate

  672 Laurel Grove Rd, 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
• 

  

  /4

  $339,900

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

  42 Saybrook Rd, Middletown, CT 06457

  This is home is located convenient to Shopping center 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. Property to be sold in as is condition, Contingent upon probate approval

  Ramona B Gonzalez Berkshire Hathaway NE Prop.

  42 Saybrook Rd, Middletown, CT 06457
• 

  

  /22

  $329,900

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

  27 Barbara Rd, Middletown, CT 06457

  Calling all investors! Duplex located in residential neighborhood with tenants already in place! Two side by side units, both townhouse style. Detached garage and ample yard space makes this a unique and appealing piece of property. Many recent updates in both units, including new flooring & partial roof repair completed in 2025. Both units have enclosed porches in the front and back of house.

  Karen Kesten William Raveis Real Estate

  27 Barbara Rd, 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
• 

  

  /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
• 

  

  /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
• 

  

  /40

  $249,900

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

  7 W Meadow Ln Unit 5, Middletown, CT 06457

  Welcome to The Meadows and this rarely available two bedroom condo! This townhouse has two baths (one full, one half) and a kitchen with a bay window that fills the space with natural light. There is plenty of counterspace as well, making it the ideal layout for daily living or wonderful entertaining. The entire condo is spacious and open, yet has a cozy-feel when enjoying the fireplace on winter

  Margaret Mullaney William Raveis Real Estate

  7 W Meadow Ln Unit 5, 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
• 

  

  /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

  $409,100

  • 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
• 

  

  /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
• 

  

  /19

  $935,000

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

  54 Washington St, Middletown, CT 06457

  PERMIT IN HAND READY TO BUILD! 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

  Ariel Tortora William Raveis Real Estate

  54 Washington St, 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
• 

  

  /34

  $525,000

  • 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
• 

  

  /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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