Homes for Sale near Middletown High School

• 

  

  

  /30

  $225,000

  • 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
• 

  Explore Middletown High School

• 

  

  

  /33

  $229,000

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  111 Dekoven Dr Unit 703, Middletown, CT 06457

  Enjoy one-level living in the heart of downtown Middletown! This high-rise ranch condo at Rivers Edge offers 2 bedrooms and 2 full baths, along with the convenience of an in-unit washer and dryer. The spacious living room features custom built-ins and opens via slider to a private balcony showcasing beautiful views of the Connecticut River Valley and a slight view of CT River. Residents enjoy a

  

  Cheryl Zalewski

  eXp Realty

  (860) 788-4711

  111 Dekoven Dr Unit 703, Middletown, CT 06457
• 

  

  

  /14

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,299 Sq Ft

  6 Hillside Ct, Middletown, CT 06457

  Welcome to this beautifully maintained Colonial that showcases modern living, featuring a bright and inviting open floor plan on the first floor with updated flooring throughout where the spacious living room flows seamlessly into the Kitchen and dining room, ideal for both everyday living and entertaining. The first floor comes complete with a convenient full bath on the main level and new

  

  Alex Rodrigues

  RE/MAX RISE

  (860) 454-6247

  6 Hillside Ct, Middletown, CT 06457
• 

  

  

  /28

  $349,900

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  110 Smith St, Middletown, CT 06457

  Get ready to enjoy easy living at 110 Smith Street! This home brings the updates and the fun, starting with a brand-new roof and a new aboveground 21' carbon fiber pool that's ready for summer. Entertain on the patio while enjoying your flat and semi-private backyard. The full unfinished basement-complete with laundry hookups and a full bath-offers tons of potential for future expansion or hobby

  Joseph Bajorski Commercial Services Realty

  110 Smith St, Middletown, CT 06457
• 

  

  

  /15

  $125,000

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft

  13 Burgundy Hill Ln Unit 13, Middletown, CT 06457

  Welcome to 13 Burgundy Hill Lane in Middletown's Peppermill Village. This first floor 1-bedroom condo presents a harmonious blend of modern comfort and convenience. Recently refreshed with fresh paint and new flooring, the interior exudes an air of contemporary elegance. The kitchen boasts newer cabinets and countertops, providing both style and functionality. As an end unit, enjoy enhanced

  Amru Abo-Alaial RE/MAX One

  13 Burgundy Hill Ln Unit 13, Middletown, CT 06457
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  /11

  $1,500,000

  • 1 Bed
  • 1 Bath
  • 11,033 Sq Ft

  530 Main St, Middletown, CT 06457

  Prime Mixed-Use Investment Opportunity - Downtown Middletown, CT. This asset currently produces 9.7 cap annually, features a total of 16 units, including 4 retail storefronts and 12 on1-bedroom residential apartments. The retail spaces are currently occupied by established neighborhood businesses, including a grocery store, Boost Mobile, a barber shop, and a convenience store-providing steady

  Geni Silva Ethos Rlty, LLC

  530 Main St, Middletown, CT 06457
• 

  

  /40

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  404 Newfield St, Middletown, CT 06457

  Welcome to this beautiful fully updated 3-bedroom 2 full bath ranch offering the perfect blend of comfort, style, and convenience. This move-in ready home features a bright and open floor plan with modern finishes throughout, including an updated kitchen with sleek cabinetry, stylish countertops, and stainless steel appliances. The spacious living area flows seamlessly into the dining space,

  Lois Donnelly RE/MAX One

  404 Newfield St, Middletown, CT 06457
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  /29

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  314 Timber Ridge Rd, Middletown, CT 06457

  This beautifully maintained raised ranch sits proudly on a .62 acre lot surrounded by natural beauty. Bathed in abundant sunlight the home offers a warm inviting atmosphere throughout. The expansive eat in kitchen is generously sized to accommodate a large dining table making it perfect for everyday living and entertaining with direct access to the deck. All bedrooms are spacious and offer

  Alana Wall-Galvin Suburban Homes & Condos

  314 Timber Ridge Rd, Middletown, CT 06457
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  /27

  $650,000 Open Sun 11AM - 2PM

  • 5 Beds
  • 2.5 Baths
  • 3,083 Sq Ft

  135 Saddle Hill Dr, Middletown, CT 06457

  Some homes check the boxes. This one checks the boxes and gives you the backyard everyone wishes they had. Set in a sought-after neighborhood of beautifully maintained homes, this farmhouse-style Colonial offers the perfect mix of charm, comfort, and resort-style living. The backyard is truly unforgettable with a gunite pool featuring a jacuzzi and waterfall, spacious patio for entertaining, and

  Debbie Huscher Real Broker CT, LLC

  135 Saddle Hill Dr, Middletown, CT 06457
• 

  

  /39

  $395,000

  • 9 Beds
  • 3 Baths
  • 3,906 Sq Ft

  259 Pearl St, Middletown, CT 06457

  Great investment opportunity with added flexibility for an owner occupant. This clean and well maintained three unit multi family offers three similar updated layouts, each with 3 bedrooms, a spacious eat in kitchen with pantry, and a large living room that gives every unit a comfortable, functional feel. Two units are currently rented, while the second floor is vacant, creating an ideal setup

  Mike Rethis Coldwell Banker Realty

  259 Pearl St, Middletown, CT 06457
• 

  

  /21

  $375,000

  • 5 Beds
  • 2 Baths
  • 2,243 Sq Ft

  121 Saybrook Rd, Middletown, CT 06457

  Come see this two family investment property in the heart of Middletown, offering over 2,200 sq. ft. of living space. Each unit is thoughtfully laid out and provides comfortable, functional living. The first floor unit features three bedrooms, a full bathroom, and spacious living and dining areas. The second-floor unit offers two bedrooms, one full bathroom, and access to a full walk-up attic

  Michael Reiman William Raveis Real Estate

  121 Saybrook Rd, Middletown, CT 06457
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  /38

  $434,900

  • 5 Beds
  • 3 Baths
  • 1,644 Sq Ft

  207 Timber Ridge Rd, Middletown, CT 06457

  Don't miss this beautiful Cape Cod featuring five bedrooms and three full baths. Well maintained and thoughtfully updated, this home has seen many renovations over the past three years and is filled with natural light throughout. The main floor offers two bedrooms, a comfortable living room, and a welcoming kitchen perfect for everyday cooking and gathering. The kitchen opens to a large deck,

  Himanshu Singh Singh Realty

  207 Timber Ridge Rd, Middletown, CT 06457
• 

  

  /25

  $172,500

  • 1 Bed
  • 1.5 Baths
  • 738 Sq Ft

  111 Dekoven Dr Unit 708, Middletown, CT 06457

  This condo unit will dazzle you! It has been tastefully remodeled with modern conveniences, flooring and kitchen appliances. Sliding glass doors from your living room lead to your private balcony, overlooking the Ct. River with spectacular views all year long. Relax in your outdoor living space and take in the sensational sunsets, breathtaking fall foilage and amazing Four of the July fireworks

  Sally McMahon William Raveis Real Estate

  111 Dekoven Dr Unit 708, 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
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  /35

  $334,000

  • 3 Beds
  • 2 Baths
  • 1,236 Sq Ft

  1 Yellow Wood St, Middletown, CT 06457

  Bright and spacious home with an open floor plan. Features an oversized deck overlooking the yard, along with a paver patio, gardens, and electrical in place for a potential hot tub. The finished lower level offers flexible living space ideal for a family room, recreation area, or home office. Generous garage space provides additional storage. Located in a community offering amenities such as

  Stephen Mele Houlihan Lawrence

  1 Yellow Wood St, Middletown, CT 06457
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  /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
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  /4

  $149,500

  • 4 Beds
  • 1 Bath
  • 1,765 Sq Ft

  7 Evergreen Ave, Middletown, CT 06457

  Opportunity awaits at 7 Evergreen Ave in Middletown! This spacious 4-bedroom home offers over 1,700 square feet and is ready for a full transformation. With much of the property taken down to the studs, it presents a blank canvas for contractors, investors, or buyers looking to customize a home to their exact vision. The layout offers solid potential with generous room sizes and the opportunity

  Anthony La Penna Exceptional Real Estate LLC

  7 Evergreen Ave, Middletown, CT 06457
• 

  

  /16

  $376,900

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

  56 Bidwell Terrace, Middletown, CT 06457

  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 plenty of off street parking.

  Andrew Roach KD Realty

  56 Bidwell Terrace, Middletown, CT 06457
• 

  

  /28

  $275,000

  • 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. Built in 1900, this classic brick Colonial has been thoughtfully updated while preserving its timeless character. Inside, you will find bright, inviting living spaces, a well appointed kitchen with updated appliances, and flexible rooms that can fit a variety of needs, whether you

  Jonathan Zuromski Real Broker CT, LLC

  23 Hotchkiss St, Middletown, CT 06457
• 

  

  /15

  $249,900

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

  47 Trolley Crossing Ln Unit 47, Middletown, CT 06457

  Welcome to this beautiful two-story condo in the sought-after Trolley Crossing Lane in Middletown. This well-located 2-bedroom, 1.5-bath home offers comfort, convenience, and move-in-ready condition. The main level features an open-concept living and dining area, perfect for everyday living and entertaining. Sliding doors lead to a private deck and outdoor green space, an ideal spot for morning

  Anubha Agarwal Reddy Realty, LLC

  47 Trolley Crossing Ln Unit 47, Middletown, CT 06457
• 

  

  /16

  $350,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft

  3 Blue Bird Rd, Middletown, CT 06457

  Charming 3-Bedroom Home in Sought-After Wesleyan Hills Community! Come see this well maintained 3-bedroom, 2-full-bath home located in the desirable Wesleyan Hills neighborhood. The kitchen features stainless steel appliances and tile flooring, opening to a dining room with a sliding door that leads to a spacious 15'x14' deck-perfect for entertaining or relaxing outdoors. The finished lower level

  Jody Bonaiuto William Raveis Real Estate

  3 Blue Bird Rd, Middletown, CT 06457
• 

  

  /40

  $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
• 

  

  /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
• 

  

  /20

  $140,000

  • 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
• 

  

  /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
• 

  

  /14

  $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
• 

  /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
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  /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
• 

  

  /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
• 

  /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
• 

  /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
• 

  /2

  $12,000

  • Land
  • 0.13 Acre
  • $92,308 per Acre

  0 Dunn St Unit 24162046, Middletown, CT 06457

  Residential lot located off Butternut Street in Middletown on Dunn Street, offering an opportunity for buyers, builders, or investors looking to secure land in an established area. Conveniently situated near local amenities, shopping, dining, parks, and commuter routes. Buyers are encouraged to perform their own due diligence regarding zoning, utilities, wetlands, frontage, and buildability.

  John Brewer Exceptional Real Estate LLC

  0 Dunn St Unit 24162046, 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
• 

  

  /5

  $499,900 New Construction

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

  8 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

  8 Nathan Hale Rd, 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
• 

  

  /22

  $649,900 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 -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
• 

  

  /17

  $589,900 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," 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
• 

  

  /39

  $675,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 4,385 Sq Ft

  87 Wanda Ln, Middletown, CT 06457

  Set on a beautifully landscaped 0.37-acre lot in a quiet cul-de-sac setting, this spacious Colonial offers 4 bedrooms, 2.5 bathrooms, and approximately 3,500 square feet of living space. Built in 2003 and surrounded by similar well-sized homes, the property offers a strong blend of space, layout, and neighborhood consistency. Thoughtfully designed for both everyday living and entertaining, the

  Jonathan Zuromski Real Broker CT, LLC

  87 Wanda Ln, Middletown, CT 06457

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