Middletown, CT Houses for Sale

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  /33

  $449,900

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

  95 Training Hill Rd, Middletown, CT 06457

  Welcome to 95 Training Hill Road - Where Comfort Meets Convenience in Middletown! Discover this beautifully updated ranch-style gem in one of Middletown's most desirable areas. Featuring 4 spacious bedrooms and 2 full bathrooms, this home is perfect for anyone seeking style, space, and functionality. Step inside to an inviting open floor plan that flows effortlessly from room to room - ideal

  

  Guillermo Araujo

  Five Stars Realty

  (860) 935-6055

  95 Training Hill Rd, Middletown, CT 06457
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  /40

  $570,000 Open Sun 10AM - 12PM

  • 4 Beds
  • 2.5 Baths
  • 2,813 Sq Ft

  16 Snow Ridge S, Middletown, CT 06457

  Nestled near the top of highly desirable Westfield Hills on a private cul-de-sac, this bright, oversized Colonial offers space, comfort, and charm. With 4 bedrooms-including a spacious master suite with a walk-in closet, large office, and private bath with jacuzzi tub and shower-this home is built for relaxed living. A second full bath completes the upper level. Downstairs, the open layout is

  Bruce Bayles

  William Raveis Real Estate

  (860) 499-4536

  16 Snow Ridge S, Middletown, CT 06457
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  /23

  $185,000

  • 2 Beds
  • 1 Bath
  • 791 Sq Ft

  21 Portland St, Middletown, CT 06457

  Packed with character and smart updates, this charming 2-bedroom, 1-bath Colonial offers a fantastic opportunity for first-time buyers, investors, or anyone seeking a manageable and affordable home in a central location. Built in 1900 and offering 871 square feet of well-used space, this home proves that good things really do come in small packages. Inside, you'll find a comfortable and

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 248-7149

  21 Portland St, Middletown, CT 06457
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  /40

  $675,000

  • 5 Beds
  • 2 Baths
  • 5,678 Sq Ft

  1066 Washington St, Middletown, CT 06457

  This remarkable home is one of Middletown's most valuable treasures. It is considered to be one of the best examples of Georgian architecture and quite the mansion in it's day. It was built in 1742 for Judge Seth Wetmore, a very successful merchant and considered one of the CT Valley elite River Gods, It has exceptional appointments, including stunning wall panelling, refinished original wide

  

  Donna-Jean Dargie

  Eagle Eye Realty PLLC

  (860) 421-4629

  1066 Washington St, Middletown, CT 06457
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  /38

  $419,900

  • 4 Beds
  • 2 Baths
  • 1,980 Sq Ft

  106 Lorraine Terrace, Middletown, CT 06457

  COMPLETELY RENOVATED WOODLAND OASIS IN SOUGHT-AFTER WESTFIELD! This stunning split-level home sits on a private 0.47-acre lot blending modern luxury with natural charm. Freshly painted inside and out with new architectural roof and high-efficiency central AC. The showstopping kitchen features white-shaker cabinetry, granite countertops, stainless appliances, and herringbone blue tile backsplash.

  

  Romanee Ives

  Cornerstone Homes Plus, Inc.

  (860) 750-9769

  106 Lorraine Terrace, Middletown, CT 06457
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  /34

  $534,900 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  613 Ridgewood Rd, Middletown, CT 06457

  Exceptionally maintained 4 bedroom, 2.5 bath Colonial home built in 1996 is located on a secluded 1.5 acre lot, nestled away in the Westfield neighborhood of Middletown. This property offers maximum privacy, surrounded by beautiful trees and hardly visible from the road. Upon entering the home, you immediately appreciate the open concept, hardwood flooring, wainscoting and abundance of natural

  Gregory Clancy eXp Realty

  613 Ridgewood Rd, Middletown, CT 06457
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  /39

  $469,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,188 Sq Ft

  131 Spring Brook Dr, Middletown, CT 06457

  Welcome to this beautifully maintained contemporary colonial offering the perfect blend of space, comfort, and convenience-ideally located just minutes from I-91 and Route 9 for easy commuting. Step inside to find an updated kitchen featuring abundant cabinetry, generous counter space, double ovens, and serene backyard views. The open-concept layout seamlessly connects the kitchen to the family

  Angela Aresco Carl Guild & Associates

  131 Spring Brook Dr, Middletown, CT 06457
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  /19

  $599,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 5 Baths
  • 2,573 Sq Ft

  846 Arbutus St, Middletown, CT 06457

  You are going to fall in love with this sprawling ranch with an upstairs loft! The floor plan is amazing with a very large primary bedroom with a large bathroom and two additional large bedrooms, sharing Jack and Jill baths. The backyard is pictures and features a well manicured fenced in yard with boundaries of beauty!

  Nancy Newman LPT Realty

  846 Arbutus St, Middletown, CT 06457
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  /35

  $494,900

  • 4 Beds
  • 3 Baths
  • 2,404 Sq Ft

  70 Birchwood Dr, Middletown, CT 06457

  This home is truly a must see! When you walk inside the front door at 70 Birchwood Drive, you find your dining room with vaulted ceiling, kitchen, 1st floor bedroom, full bath, office space and a gorgeous family room with beams and a fireplace! That's all on the main level! From the family room area, you have access to a great backyard oasis, complete with large deck, above ground pool & 2 sheds.

  Jennifer Hussey Century 21 Clemens Group

  70 Birchwood Dr, Middletown, CT 06457
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  /35

  $648,900

  • 4 Beds
  • 4 Baths
  • 2,612 Sq Ft

  106 Northview Dr, Middletown, CT 06457

  Welcome to your personal oasis just in time for Summer! Located at the end of a private cul-de-sac, this lovely Georgian Colonial sits on .79 acres of beautifully manicured grounds and features a stunning inground pool. Fenced for privacy but with unobstructed sky for maximum fun in the sun. The adjacent breezeway offers plenty of shade & perfect layout for rest & relaxation on your wicker

  George Muniz Keller Williams NY Realty

  106 Northview Dr, Middletown, CT 06457
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  /31

  $439,900 Open Sat 2PM - 4PM

  • 3 Beds
  • 1.5 Baths
  • 1,579 Sq Ft

  412 Pine St, Middletown, CT 06457

  So much charm!! Absolutely gorgeous, fully remodeled Colonial in a beautiful area of Middletown, right on the outskirts of the Wesleyan campus. Walk into the stunning front to back living room with fireplace and hardwood floors, (hardwood floors throughout the entire house are all refinished). There is an added bonus room off of the living room with its own separate entrance and closet which

  Tracey Precourt Century 21 Clemens Group

  412 Pine St, Middletown, CT 06457
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  /40

  $559,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 3,487 Sq Ft

  1155 Arbutus St, Middletown, CT 06457

  Looking for quiet country living with city convenience? Here is your new home. Tucked away on a verdant wooded lot of just over an acre, this inviting home offers the perfect combination of restful privacy and accessibility - tranquility at home and only minutes from major highways and downtown Middletown's vibrant dining and entertainment scene. When you arrive, you're welcomed by a charming

  Michael Reiman William Raveis Real Estate

  1155 Arbutus St, Middletown, CT 06457
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  /36

  $509,900

  • 4 Beds
  • 2.5 Baths
  • 2,198 Sq Ft

  1037 Bartholomew Rd, Middletown, CT 06457

  Experience the ease of one-level living in this oversized ranch with a fully finished walkout basement, set on a private 0.8-acre lot surrounded by trees for a peaceful country feel-just minutes from everything Middletown has to offer. The main floor features 3 spacious bedrooms and 1.5 baths, with updated bathrooms that include new vanities, sinks, tub/shower combos, and toilets. The eat-in

  Devon Taylor Assael Dave Jones Realty, LLC

  1037 Bartholomew Rd, Middletown, CT 06457
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  /20

  $475,000

  • 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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  /3

  $449,900 New Construction

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

  00 Villa St, Middletown, CT 06457

  DON"T SETTLE on Your Home: Take this opportunity to get the House of your Dreams... This lot has a picturesque view with over 100 feet of secluded River views (No Flood Ins. Needed) on a cul-de-sac with 120 ft. of road frontage. This lot already has an ideal home option with 3bd, 2 bath, open concept custom Kitchen (quartz countertops, Island, Tile floor), Dining room with sliders to deck area,

  Lisa Sherman My Realtor, LLC

  00 Villa St, Middletown, CT 06457
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  /40

  $699,900 Open Sat 11:30AM - 1PM

  • 4 Beds
  • 2 Baths
  • 3,328 Sq Ft

  96 Middle Haddam Rd, East Hampton, CT 06456

  Welcome to this beautiful home in the heart of historic Middle Haddam - a stunning 1918 barn thoughtfully transformed into a warm and character-filled home, nestled on a private, picturesque 5-acre lot complete with paddock. This one-of-a-kind property seamlessly blends rustic charm with modern comforts. Step inside to find rich hardwood floors throughout and a show-stopping living room featuring

  Margaret Wilcox William Raveis Real Estate

  96 Middle Haddam Rd, East Hampton, CT 06456
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  /29

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft

  61 Navadon Pkwy, Middletown, CT 06457

  Charming Cape at the end of a peaceful Cul-de-Sac in a friendly community setting & Move-In Ready! Fully remodeled just five years ago, this home combines updated style with dependable comfort, making it a perfect choice for buyers looking to be located in a desirable, low-traffic neighborhood Convenient to a wide variety of dining, shopping, and amenities. Highlighted features include the

  Donna Lynn Naeher BHGRE Gaetano Marra Homes

  61 Navadon Pkwy, Middletown, CT 06457
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  /35

  $299,900

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  153 Ballfall Rd, Middletown, CT 06457

  This charming 2-3 bedroom ranch has it all! The flexible third room-perfect as a nursery or home office-includes its own closet. Enjoy the ease of single-level living with a bright, welcoming kitchen and an open layout ideal for everyday comfort. Cozy up to two wood-burning fireplaces, with the second located in the basement, offering flexibility for future expansion or additional living space.

  Joshua Brown KW Legacy Partners

  153 Ballfall Rd, Middletown, CT 06457
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  /39

  $395,000

  • 4 Beds
  • 2 Baths
  • 2,406 Sq Ft

  33 Bellevue Place, Middletown, CT 06457

  Let the sunshine in! Vintage 1927 Gambrel, center-hall colonial has abundant sunshine throughout. It's a perfect blend of classic architecture and modern amenities: newer first floor addition creates a primary master suite with flexibility for an in-law suite instead. Here, this home is powered by owner's solar panels. No monthly leasing payments due, just savings! Enter into a foyer with open

  Patricia Flynn Sterling REALTORS

  33 Bellevue Place, Middletown, CT 06457
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  /39

  $799,900 Open Sat 12PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 3,916 Sq Ft

  36 Old Johnson Ln, Middletown, CT 06457

  Tucked at the end of a quiet cul-de-sac, this stunning property offers privacy and luxury, surrounded by woods and backing to 120 acres of conservation land for enjoying nature year-round. A six-year-old $100K Tesla solar panel system brings monthly electric bills to under $20. The system includes Tesla Powerwall batteries, eliminating the need for a generator, ensuring seamless transitions

  Heather Smith Our Home Realty Advisors

  36 Old Johnson Ln, Middletown, CT 06457
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  /33

  $250,000

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

  46 Middlefield St, Middletown, CT 06457

  A great opportunity to finish interior design of a nicely located property in the heart of Middletown. Interior has been gutted and at the beginning stages of complete renovation. Studs are exposed and two full baths have new plumbing and electrical in place. Current design plan includes 2 possibly 3 bedrooms or small day room, office, playroom or den. One full bath on each floor, kitchen, living

  Frank Balisciano Coldwell Banker Realty

  46 Middlefield St, Middletown, CT 06457
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  /40

  $330,000

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  13 Little River Ln, Middletown, CT 06457

  Welcome to Life at "The Farms"! Discover the perfect blend of comfort and convenience in this beautifully updated home, ideally located just minutes from everything you need. Enjoy quick access to highways, shopping, coffee shops, and just a 6-minute drive to vibrant Downtown Middletown - a true restaurant mecca! Summer is calling - and you'll be ready to answer with your very own gorgeous,

  Bruce Bayles William Raveis Real Estate

  13 Little River Ln, Middletown, CT 06457
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  /26

  $298,500

  • 4 Beds
  • 2 Baths
  • 1,702 Sq Ft

  10 Stirling Ct, Middletown, CT 06457

  Beautifully restyled, this home boasts new luxury plank flooring throughout, new interior paint throughout, new SS appliances, Quartz countertops, white cabinetry, newly tiled and painted full bathrooms and more. A single family home with the perks of the PUD (planned unit development), the HOA is only $500/yr. A rare first floor primary bedroom suite with private entrance, full bath and walk in

  Denise Walsh William Raveis Real Estate

  10 Stirling Ct, Middletown, CT 06457
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  /40

  $550,000 Open Sun 12PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,548 Sq Ft

  20 Webster Ln Unit 20, Middletown, CT 06457

  Welcome to your new home, why wait for new construction when this beautifully upgraded home is move-in ready, waiting for you! Located in a sought-after active adult community in the desirable Westfield area, this stunning home offers an ideal open floor plan w/hardwood floors throughout. The heart of the home is the spacious kitchen, featuring a 6-foot granite island, high-end stainless steel

  Brittany O'Hara William Raveis Real Estate

  20 Webster Ln Unit 20, Middletown, CT 06457
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  /20

  $425,000

  • 3 Beds
  • 3 Baths
  • 1,800 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
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  /39

  $805,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 2.5 Baths
  • 3,010 Sq Ft

  455 East St, Middletown, CT 06457

  This extraordinary center-chimney colonial blends rich history with modern elegance. Once a farm and Christmas movie set, this magnificent property now belongs to a master gardener/florist. Featuring exquisite king's lumber floors, 6 charming fireplaces, spacious bedrooms, the home offers both historic character and modern comfort. The 3-bay garage includes a specialized artist/garden workshop

  Christine Oleynick Keller Williams Realty

  455 East St, Middletown, CT 06457
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  /15

  $375,000

  • 4 Beds
  • 1.5 Baths
  • 2,005 Sq Ft

  175 Lincoln St, Middletown, CT 06457

  Step into timeless elegance with this spacious single-family Colonial, built in the 1800s and rich with historic charm. Located just minutes from downtown Middletown, Wesleyan University, and Middlesex Hospital, this home offers the perfect blend of convenience and character. Featuring 4 nice sized bedrooms, this home boasts high ceilings, original woodwork, and a warm inviting layout. The

  Michelle Mazzotta eXp Realty

  175 Lincoln St, Middletown, CT 06457
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  /34

  $350,000

  • 5 Beds
  • 2 Baths
  • 2,275 Sq Ft

  8 Batt St, Middletown, CT 06457

  Discover 8 Batt St, Middletown, CT-a stunning 5-bed, 2-bath ranch blending single-level ease with modern updates. Nestled in a quiet, family-friendly area, this move-in-ready home offers comfort and style. Step into a bright foyer leading to a spacious living room with hardwood floors and large windows. The updated kitchen boasts stainless steel appliances, quartz counters, a breakfast nook, and

  Luke Florian SSG Real Estate LLC

  8 Batt St, Middletown, CT 06457
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  /28

  $239,900

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  120 Saybrook Rd, Middletown, CT 06457

  Welcome to 120 Saybrook Road in Middletown-a delightful 2-bedroom, 1-bath home offering 1,008 square feet of comfortable living space. Perfectly situated for easy access to shopping, dining, major highways, and more, this home is ideal for anyone seeking a blend of charm and convenience. Step inside to find a warm, inviting layout with plenty of natural light and cozy living areas. The kitchen

  Sean Doran William Raveis Real Estate

  120 Saybrook Rd, Middletown, CT 06457
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  /9

  $245,000

  • 4 Beds
  • 2 Baths
  • 2,054 Sq Ft

  15 Wall St, Middletown, CT 06457

  Step into this generously sized Colonial, offering four spacious bedrooms and a flexible floor plan. The inviting living room flows seamlessly into a formal dining room-perfect for entertaining. Enjoy cooking in the large eat-in kitchen, complete with sliders that lead out to a private deck, ideal for outdoor dining and relaxation. Upstairs, you'll find four well-proportioned bedrooms, providing

  Lisa Sader-Goede Aspen Realty Group

  15 Wall St, Middletown, CT 06457
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  /21

  $289,999

  • 4 Beds
  • 1.5 Baths
  • 1,415 Sq Ft

  10 Silver St, Middletown, CT 06457

  Newly reduced and full of potential-10 Silver Street now comes with a $10,000 price improvement and buyers choice of $15,000 closing credit or full kitchen remodel. A sample rendering from Wren Kitchens is included to inspire your vision. Located in the heart of Middletown, this home offers charm, convenience, and flexible value-all just minutes from restaurants, shops, and Wesleyan University.

  Sacha Armstrong William Pitt Sotheby's Int'l

  10 Silver St, Middletown, CT 06457
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  /36

  $335,000

  • 2 Beds
  • 1 Bath
  • 1,240 Sq Ft

  25 Sunnyslope Dr, Middletown, CT 06457

  This charming 2-bedroom ranch is a comfortable and convenient one-level living experience. Featuring hardwood floors throughout, the home has warmth and character overlooking peaceful farmlands and a view of the rolling hills of Middletown. The large kitchen comes equipped with a breakfast nook and plenty of cabinet space. It has an additional room off the backside, which can be used for an

  Lisa Burns Executive Real Estate Inc.

  25 Sunnyslope Dr, Middletown, CT 06457
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  /39

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  5 Westmont Dr, Middletown, CT 06457

  Conveniently located close to Wesleyan University and just minutes from downtown Middletown, this beautifully updated home offers a perfect blend of comfort and potential. The main level features a spacious primary bedroom with a full bath, providing ease and accessibility. Upstairs, you'll find two additional bedrooms with gleaming hardwood floors. The eat-in kitchen has new SS appliances,

  Natuzza Dimasi William Raveis Real Estate

  5 Westmont Dr, Middletown, CT 06457
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  /29

  $387,000

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft

  20 Mulberry Ln, Middletown, CT 06457

  Charming Colonial in a Desirable Neighborhood Don't miss this amazing opportunity to own a charming colonial in a highly sought-after neighborhood! Nestled in a peaceful cul-de-sac, this cozy, well-maintained home offers a space efficient floor plan and is part of a planned unit development (PUD). This home also includes a weather protected entrance on an inviting front porch. The first floor

  Noreen Sinclair Berkshire Hathaway NE Prop.

  20 Mulberry Ln, Middletown, CT 06457
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  /36

  $649,900 Open Sat 1PM - 2:30PM

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  896 East St, Middletown, CT 06457

  *OWNER FINANCING AT 6 PERCENT !!! FOR QUALIFIED BUYERS * WELCOME TO YOUR DREAM HOME! THIS NEW CONSTRUCTION COLONIAL OFFERS SPACIOUS THREE BEDROOMS, 2.5 BATHS AN ADDITIONAL BONUS ROOM THAT IS PERFECT FOR 4TH BEDROOM OFFICE OR PLAYROOM. STEP INSIDE TO FIND BEAUTIFUL HARDWOOD FLOORS THROUGHOUT AND AN OPEN-CONCEPT LAYOUT. THE KITCHEN FEATURES CLASSIC WHITE CABINETRY, A GENEROUS CENTER ISLAND AND A

  Geraldine Mattera Luxe Realty LLC

  896 East St, Middletown, CT 06457
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  /5

  $729,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  462 Higby Rd, Middletown, CT 06457

  Price Reduced! 4 bedroom home in a country setting near elementary school. Close to highway. Propane fired hydro-air heating and cooling. On floor plan. Gas fireplace, oak flooring, walkin closet, tile shower in master suite, main bath. lot size is a flat acre and half with city water, $2500.00 allowance for Appliances. Under construction. estimated completion- June

  David White OwnerEntry.com

  462 Higby Rd, Middletown, CT 06457
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  /13

  $669,995 New Construction

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

  2 Webster Ln, Middletown, CT 06457

  Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "STOW IV," at 123 Webster Lane has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile in the

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  2 Webster Ln, Middletown, CT 06457
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  /12

  $589,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

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

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "KIRBY II," available for occupancy in late 2025! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,555 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of white cabinetry with

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  145 Webster Ln Unit 2-41, Middletown, CT 06457
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  /4

  $809,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,192 Sq Ft

  0 Primrose Ln, Middletown, CT 06457

  The Alder plan will be offered in the next phase! Separate spaces for guests or extended family on the first floor with private bedroom and bath! We have other beautiful 4 bedroom plans as well if you are looking for all 4 bedrooms on the second level, please ask for details! Set on a picturesque property, this 75 single family home community boasts an open space design with common greens and

  Daniela Volo Calcagni Real Estate

  0 Primrose Ln, Middletown, CT 06457
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  /25

  $705,900 New Construction

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

  99 Primrose Ln, Middletown, CT 06457

  Beautiful Daphne floor plan will be offered in the next phase of lots. Dreaming of a home with one level living that isn't age restricted? This open concept design is ideal for entertaining with a free-flowing dining & family room off the kitchen, while separating the first-floor owner's suite from the main living area - allowing for privacy. Two additional bedrooms, full bath & loft area are

  Daniela Volo Calcagni Real Estate

  99 Primrose Ln, Middletown, CT 06457

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