Homes for Sale in 06457

• 

  

  

  /37

  $550,000

  Open Sat 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,583 Sq Ft

  43 Flynn Ln, Middletown, CT 06457

  Located in the desirable Westfield section of Middletown, this well cared for home offers one of the lowest fire taxes in town and sits on a beautiful 1.25 acre lot. Lovingly owned since 2004, the Seller has raised their family here, creating a warm and inviting home ready for its next chapter. The main level features hardwood floors and a dramatic cathedral ceiling in the living room with an

  

  Linda O'Hara

  William Raveis Real Estate

  (860) 864-4128

  43 Flynn Ln, Middletown, CT 06457
• 

  

  

  /30

  $200,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,038 Sq Ft

  111 Dekoven Dr Unit 202, Middletown, CT 06457

  Experience easy one-level living in vibrant downtown Middletown at the desirable Rivers Edge community. This high-rise ranch condominium features 2 bedrooms and 2 full bathrooms, plus the added convenience of a washer and dryer combo right in the unit. The generous living room offers direct access through sliding doors to a private balcony where you can relax and take in scenic views of the

  

  Cheryl Zalewski

  eXp Realty

  (860) 485-7124

  111 Dekoven Dr Unit 202, Middletown, CT 06457
• 

  

  

  /34

  $675,000

  Open Sun 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  60 Watch Hill Dr, Middletown, CT 06457

  Welcome to the peaceful and charming Watch Hill Estates community, where elevated living meets timeless elegance. Perched high atop a scenic hill, this stunning Colonial offers sweeping panoramic views stretching across Middletown and Durham, creating a truly breathtaking everyday backdrop. Meticulously maintained and completely turnkey, this exceptional residence blends refined comfort with

  Stephanie Liriano Redfin Corporation

  60 Watch Hill Dr, Middletown, CT 06457
• 

  

  

  /17

  $589,900

  New Construction $40K PRICE INCREASE

  • 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," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 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:

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

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

  

  

  /17

  $549,900

  New Construction Open Sat 1PM - 2:30PM

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

  3 Nathan Hale Rd, Middletown, CT 06457

  Welcome to Nathan Hale Estates, Middletown's thoughtfully designed private-way community built by Silvin Homes, where timeless design, quality craftsmanship, and modern comfort come together effortlessly. This beautifully designed new construction colonial offers an elegant open-concept layout with thoughtfully created living spaces and high-end finishes. The main level features a beautifully

  Jenna Talbot Coldwell Banker Realty

  3 Nathan Hale Rd, Middletown, CT 06457
• 

  

  /12

  $499,900

  New Construction Open Sat 1AM - 2:30PM

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  1 Nathan Hale Rd, Middletown, CT 06457

  Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary

  Jenna Talbot Coldwell Banker Realty

  1 Nathan Hale Rd, Middletown, CT 06457
• 

  

  /34

  $469,999

  • 3 Beds
  • 2 Baths
  • 2,742 Sq Ft

  694 Millbrook Rd, Middletown, CT 06457

  Contemporary/Cape Cod on over a 1 acre lot, which abuts to a land trust. Large living room with fireplace and soaring ceilings tastefully painted. Kitchen and dining room opens to the nearly, full length of home trex deck. Two bedrooms on main level. Upper level is the primary suite with walk in closet, and en suite. Lower level is a walk out and finished for additional living area, with

  Maryann Stanley Century 21 AllPoints Realty

  694 Millbrook Rd, Middletown, CT 06457
• 

  

  /4

  $435,000

  • 5 Beds
  • 2 Baths
  • 2,540 Sq Ft

  62R Silver St, Middletown, CT 06457

  Property is being sold via online auction through Xome. Property is occupied-no interior access. Do not disturb occupants. Sold as-is, sight unseen. All bids must be submitted through Xome. Buyer to verify all information and perform their own due diligence, including condition, occupancy status, utilities, and any required inspections. Auction dates, terms, and conditions available on Xome.

  Michael Calabro Coldwell Banker Calabro

  62R Silver St, Middletown, CT 06457
• 

  

  /22

  $649,900

  New Construction $30K PRICE INCREASE

  • 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 -our sought after "KIRBY II", now available for early 2027 occupancy! This is the last Kirby at this price point! 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

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

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

  

  /40

  $589,000

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  650 Ridgewood Rd, Middletown, CT 06457

  Get ready to fall in love with this beautiful newer construction ranch that perfectly blends modern style with easy, carefree living! Bright, open, and filled with natural light, this home welcomes you with gorgeous hardwood floors throughout and an open floor plan made for everyday living and entertaining alike. The stylish kitchen is truly the heart of the home, featuring granite countertops,

  Jessica Blancato William Pitt Sotheby's Int'l

  650 Ridgewood Rd, Middletown, CT 06457
• 

  

  /25

  $479,900

  • 3 Beds
  • 3 Baths
  • 2,030 Sq Ft

  25 Pleasant View Dr, Middletown, CT 06457

  Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautiful hardwood floors throughout the main living areas, adding warmth and appeal. The spacious living room is highlighted

  Gregory Domingue Coldwell Banker Realty

  25 Pleasant View Dr, Middletown, CT 06457
• 

  

  /35

  $465,000

  • 3 Beds
  • 2 Baths
  • 2,176 Sq Ft

  408 Maromas Rd, Middletown, CT 06457

  Immaculate 3-bedroom, 2-bath ranch offering a bright, lifestyle-focused layout across two levels. The main level showcases a spacious eat-in kitchen with granite countertops and opens directly to a low-maintenance composite deck-perfect for morning coffee or easy outdoor dining. Next on the main level is a sun-filled living room with cathedral ceilings and multiple windows, creating an airy,

  Sandy Fehrs Lamacchia Realty

  408 Maromas Rd, Middletown, CT 06457
• 

  

  /40

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  58 Brown St, Middletown, CT 06457

  Impeccably maintained and move-in ready, this stunning Colonial blends timeless charm with modern comfort in an exceptional setting near Wadsworth Falls State Park and the historic Wadsworth Mansion. Designed for both everyday living and elegant entertaining, the home features a bright and inviting kitchen appointed with quality appliances, tasteful tile flooring, and direct access to the

  Mark Tavares Mark Tavares Realty, LLC

  58 Brown St, Middletown, CT 06457
• 

  

  /12

  $499,900

  New Construction Open Sat 1PM - 2:30PM

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  2 Nathan Hale Rd, Middletown, CT 06457

  Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary

  Jenna Talbot Coldwell Banker Realty

  2 Nathan Hale Rd, Middletown, CT 06457
• 

  

  /40

  $619,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 3.5 Baths
  • 3,644 Sq Ft

  37 Cranberry Ln, Middletown, CT 06457

  Set on a beautiful, private lot in one of Middletown's most desirable neighborhoods, 37 Cranberry Lane offers the perfect blend of space, style, and comfort. This impressive Contemporary Colonial features soaring cathedral ceilings, sun-filled spaces, and an open layout designed for both everyday living and effortless entertaining. The spacious kitchen and living areas flow seamlessly to an

  Tracey Hollerbach Coldwell Banker Realty

  37 Cranberry Ln, Middletown, CT 06457
• 

  

  /28

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  103 Prospect St, Middletown, CT 06457

  This classic 1900 Colonial at 103 Prospect Street offers a chance to bring new life to a well-loved home in a convenient Middletown location. With 1,160 square feet of living space, three bedrooms, and two full baths, the layout is simple and functional, ready for someone with vision to make it their own. The home does require work, making it a great project for investors, renovators, or buyers

  Carl Guild Carl Guild & Associates

  103 Prospect St, Middletown, CT 06457
• 

  

  /40

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,836 Sq Ft

  325 Barbara Rd, Middletown, CT 06457

  You're not seeing things-this home is priced to move! Welcome to easy, one-level living in a highly desirable, walkable neighborhood in Middletown, Connecticut. This charming ranch-style home offers 3 bedrooms, 1.2 baths, and an attached one-car garage, delivering both comfort and convenience. Set on a beautiful third-of-an-acre lot, the property features a brand-new white peastone patio &

  Erik Sousa William Raveis Real Estate

  325 Barbara Rd, Middletown, CT 06457
• 

  

  /40

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  160 Cimarron Rd, Middletown, CT 06457

  Move right into this three bedroom two full bath raised ranch with 2 car garage. House has central air newer mechanicals, finished lower level that can be possibly used for an in law set up. PPA Solar panels for greatly reduced electric bills. Nice fenced in yard with patio, pizza oven, garden area, shed and much more!

  Sal Calafiore SalCal Real Estate Connections

  160 Cimarron Rd, Middletown, CT 06457
• 

  

  /6

  $950,000

  • Land
  • 4.1 Acres
  • $231,707 per Acre

  0 Scovill Rd, Middletown, CT 06457

  This property abuts 35 acres of mixed conservation land and offers views of the Connecticut River and two nearby state parks, ensuring the scenery will remain protected and undeveloped. The spectacular, lightly wooded parcel is the result of combining three approved lots within the River Park Subdivision to create one exceptional private homesite with breathtaking river views. Underground

  Tony Persaud KW Legacy Partners

  0 Scovill Rd, Middletown, CT 06457
• 

  

  /40

  $869,000

  $56K PRICE DROP

  • 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
• 

  

  /16

  $284,900

  • 2 Beds
  • 1.5 Baths
  • 1,944 Sq Ft

  19 Butternut Knolls, Middletown, CT 06457

  Welcome to 19 Butternut Knoll, a beautifully maintained 2-bedroom, 1.5 bath condo located in the sought-after, pet-friendly Butternut Knoll community in Middletown, CT. Offering comfort, convenience, and a peaceful setting, this home features a location that's hard to beat. Step inside to a spacious living room filled with natural light from the oversized window, creating a warm and inviting

  Edison Andrade Coldwell Banker Realty

  19 Butternut Knolls, Middletown, CT 06457
• 

  

  /11

  $349,999

  $40K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,156 Sq Ft

  56 Bidwell Terrace, Middletown, CT 06457

  Seller willing to offer closing cost credit. Beautifully updated home featuring a fully finished lower-level in-law apartment with its own entrance, kitchen, and living space - perfect for rental income or multigenerational living. Offset your mortgage or create a flexible dual-living setup in one of Middletown's most convenient locations. Recently updated kitchen and baths. Huge driveway with

  Andrew Roach KD Realty

  56 Bidwell Terrace, Middletown, CT 06457
• 

  

  /34

  $1,300,000

  • 12 Beds
  • 8 Baths
  • 9,890 Sq Ft

  13 Portland St, Middletown, CT 06457

  Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user

  Sacha Armstrong William Pitt Sotheby's International Realty

  13 Portland St, Middletown, CT 06457
• 

  

  /39

  $1,325,000

  New Construction

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

  145 Monarca Dr, Middletown, CT 06457

  A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a

  Lauren Freedman Coldwell Banker Realty

  145 Monarca Dr, Middletown, CT 06457
• 

  

  /35

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,446 Sq Ft

  72 Durant Terrace, Middletown, CT 06457

  Built in 2010 and meticulously maintained, this Cape-style home offers the perfect blend of comfort, flexibility, and peace of mind. From the moment you arrive, you'll appreciate that everything has already been done for you - simply move in and enjoy. Inside, hardwood floors flow throughout the main level, where the versatile layout is designed to fit a variety of lifestyles. The spacious

  Michelle Pirruccio Carl Guild & Associates

  72 Durant Terrace, 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
• 

  

  /28

  $410,000

  • 3 Beds
  • 1.5 Baths
  • 1,513 Sq Ft

  82 Wilcox Rd, Middletown, CT 06457

  Country living right in Middletown. Fantastic views, rural atmosphere. Eat in kitchen with a breakfast bar. Lower level with walk out ability. Wood burning fireplace, built in bookcases and a wet bar. Fenced in private rear yard with a large deck. Access from the rear yard to land trust trails. Solar panel installation for your savings.

  Tom Vitali Coldwell Banker Realty

  82 Wilcox Rd, Middletown, CT 06457
• 

  

  /19

  $1,100,000

  • 8 Beds
  • 4 Baths
  • 5,176 Sq Ft

  0 Portland St, Middletown, CT 06457

  Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized

  Jamie Smigel Carl Guild & Associates

  0 Portland St, Middletown, CT 06457
• 

  

  /30

  $339,900

  • 4 Beds
  • 2 Baths
  • 1,616 Sq Ft

  37 Hotchkiss St, Middletown, CT 06457

  Updated two-family in a fantastic Middletown location just minutes from Wesleyan University, downtown shopping, and Route 9 - great for an owner-occupant or investor, with one unit delivered open at the end of the month and ready for immediate occupancy. Recent improvements have all the major boxes checked: brand new roof, brand new water heaters, plus updated kitchens, updated baths, and newer

  Warren Juall HOMESELL

  37 Hotchkiss St, Middletown, CT 06457
• 

  

  /32

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,028 Sq Ft

  1136 Randolph Rd, Middletown, CT 06457

  Welcome to 1136 Randolph Rd, Middletown! This beautiful 3-bedroom home features a charming front porch, a rear deck overlooking the backyard, and a nice level lot perfect for enjoying the outdoors. Inside, you'll find warmth and character throughout, including timeless original details such as wide board moldings, original door hardware, a farmhouse sink, and a built-in corner hutch in the dining

  Giulia Terese Hagel & Assoc. Real Estate

  1136 Randolph Rd, Middletown, CT 06457
• 

  

  /8

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 2,040 Sq Ft

  714 Long Hill Rd, Middletown, CT 06457

  Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your

  Santo Gulino William Raveis Real Estate

  714 Long Hill Rd, Middletown, CT 06457
• 

  

  /22

  $339,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft

  118 Grove St, Middletown, CT 06457

  Welcome to 118 Grove Street, a well-maintained two-family property located in the heart of Middletown. Situated on a quiet corner lot in a desirable neighborhood, this home is just minutes from downtown Middletown and Wesleyan University. This property is easy to manage and ideal for both owner-occupants and investors, featuring natural gas, separate utilities, two electric panels, and laundry in

  Lindsay Alexander The Heritage Group, LLC

  118 Grove St, 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
• 

  

  /39

  $284,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,532 Sq Ft

  64 High St, Middletown, CT 06457

  Timeless red brick architecture meets exceptional space & convenience in this spacious, well-maintained home directly across from Wesleyan University. High ceilings & abundant natural light enhance the inviting interior, while the oversized kitchen/dining area offers the perfect setting for everyday living & entertaining. Generously sized rooms throughout provide a clean, open feel with endless

  Michelle Mazzotta eXp Realty

  64 High St, Middletown, CT 06457
• 

  

  /40

  $799,900

  $25K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,560 Sq Ft

  66 Sachem Dr, Middletown, CT 06457

  STUNNING 5-bedroom, 4.5-bath Colonial set on almost 2 private acres in a peaceful cul-de-sac setting. Enter into an elegant dining space with a sun-filled bay window, which flows into a phenomenal, fully remodeled kitchen with shaker-style cabinetry, quartz countertops, an impressive 9-foot island, and plenty of space for casual dining or a cozy sitting area. The kitchen opens to a large family

  Tracey Precourt Century 21 Clemens Group

  66 Sachem Dr, Middletown, CT 06457
• 

  

  /40

  $875,000

  • 5 Beds
  • 3.5 Baths
  • 3,452 Sq Ft

  29 Copper Beech Dr, Middletown, CT 06457

  Tucked away on a quiet, highly desirable cul-de-sac of only 7 homes in the sought-after South Farms district, this beautifully crafted 5-bedroom, 3.5-bathroom colonial features a stunning brick-front facade and exceptional curb appeal. Boasting a coveted 3-car attached garage, the home greets you with an abundance of natural light and gleaming hardwood floors flowing seamlessly throughout the

  Stefania Bramato Berkshire Hathaway NE Prop.

  29 Copper Beech Dr, 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
• 

  

  /17

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,280 Sq Ft

  3 Flower St, Middletown, CT 06457

  Move right into this centrally located Middletown home! This 3 bedroom, 1 full bath home offers comfort, many updates, and timeless character in the heart of Middletown. Inside, you'll find a spacious living room perfect for entertaining lots of family and friends, along with touches of classic 1900s charm including a beautiful wood staircase and original railing details that add warmth and

  Leah Schroeder KW Legacy Partners

  3 Flower St, Middletown, CT 06457
• 

  

  /40

  $785,000

  • 4 Beds
  • 3 Baths
  • 3,054 Sq Ft

  33 Knoll Ridge Ct, Middletown, CT 06457

  This beautifully designed home offers the perfect blend of comfort, flexibility, and multigenerational living. The main level features impressive 9-foot ceilings that create an open, airy feel . The kitchen has loads of counters as well as an island and dining area which leads to a large trex deck boasting a panoramic view. A spacious primary suite serves as a private retreat with a separate

  Nancy Currlin William Raveis Real Estate

  33 Knoll Ridge Ct, Middletown, CT 06457
• 

  

  /26

  $250,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 957 Sq Ft

  2 Hillside Ct, Middletown, CT 06457

  Beautifully updated home tucked away on a quiet cul-de-sac offering the perfect blend of comfort, functionality & major recent improvements. The open floor plan creates a bright, inviting feel, complemented by hardwood floors throughout the main level. The kitchen was updated in 2022 with new cabinetry, quartz countertops & a clean modern look ideal for everyday living. The flexible layout

  Michelle Mazzotta eXp Realty

  2 Hillside Ct, Middletown, CT 06457

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