Middletown, CT Homes for Sale

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  /28

  $209,900

  $30K PRICE DROP

  • 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
• Explore Middletown

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  /28

  $245,000

  Open Sat 2PM - 4PM

  • 2 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  10 Countryside Ln Unit 1, Middletown, CT 06457

  Welcome home to Cedar Ridge! This beautifully maintained 2-bedroom, 1.5-bathroom end-unit townhouse offers 1,319 square feet of bright, thoughtfully designed living space across three finished levels.The main level welcomes you with an expansive living room that flows effortlessly into an open-concept dining area and kitchen-complete with a spacious pantry and seamless access to your private Trex

  Sylvia Russ Berkshire Hathaway NE Prop.

  10 Countryside Ln Unit 1, Middletown, CT 06457
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  /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
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  /40

  $849,000

  $76K 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
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  /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
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  /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

  • 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 RE/MAX One

  3 Nathan Hale Rd, Middletown, CT 06457
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  /12

  $499,900

  New Construction

  • 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 RE/MAX One

  1 Nathan Hale Rd, Middletown, CT 06457
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  /29

  $199,900

  Open Sat 12PM - 2PM Coming Soon

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  198 Carriage Crossing Ln, Middletown, CT 06457

  Welcome to the highly sought-after Carriage Crossing community! This beautifully renovated condo is completely move-in ready and offers the perfect combination of style, comfort, and convenience. The stunning new kitchen features modern cabinetry, updated countertops, and stainless steel appliances, while the fully renovated interior showcases fresh finishes throughout. Enjoy year-round comfort

  Kamil Andrukiewicz New Haus Group LLC

  198 Carriage Crossing Ln, Middletown, CT 06457
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  /5

  $169,900

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  7 Portland St, Middletown, CT 06457

  WELL MAINTAINED 3 BEDROOM, ONE BATH HOME WITH MANY RECENT UPDATES. FEATURES INCLUDE A LARGE EAT-IN KITCHEN, SPACIOUS LIVING ROOM. MAJOR IMPROVEMENTS INCLUDE A ROOF, CHIMNEY AND GUTTERS THAT ARE ONLY TWO YEARS OLD. ALONG WITH FURNACE AND OIL TANK THAT ARE JUST ONE YEAR OLD. MAIN SEWER REPLACED ONE YEAR AGO. A SOLID HOME THAT HAS BEEN CARED FOR OVER THE YEARS AND OFFERS AND EXCELLENT OPPORTUNITY

  Geraldine Mattera Luxe Realty LLC

  7 Portland St, Middletown, CT 06457
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  /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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  /29

  $284,500

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  4 Crown St, Middletown, CT 06457

  Welcome home to this well-maintained 2-bedroom, 1-bath ranch offering easy one-level living and the perfect condo alternative. The inviting floor plan features a spacious living room, formal dining room, and an updated kitchen complete with stainless steel appliances. Beautiful hardwood flooring flows throughout much of the home, while recent updates, including a newer furnace, new hot water

  Ellen Paklos William Raveis Real Estate

  4 Crown St, Middletown, CT 06457
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  /38

  $759,000

  Open Sun 12PM - 3PM Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 3,283 Sq Ft

  236 Maple Shade Rd, Middletown, CT 06457

  Welcome to South Farms, where "staycation" is a way of life. This custom-built home is made for lazy mornings on the wraparound porch and sunny afternoons by the pool - all behind a brand-new full privacy fence with an acre of land. The grounds bloom spring through fall, and a charming chicken coop with its own shed adds hobby-farm charm. Inside, an open-concept layout shines with soaring

  Ashley Cavaliere Coldwell Banker Realty

  236 Maple Shade Rd, Middletown, CT 06457
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  /18

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,664 Sq Ft

  125 Stevens Ln, Middletown, CT 06457

  Bring your growing family to this spacious colonial! 4 bedrooms with two on first floor. 2 full baths. Eat in kitchen. Living room with fireplace. Spacious room at top of staircase can potentially be 5th bedroom! Hardwood floors thru-out. Walk out basement to level yard. Deck. Whether you are a car enthusiast or need a lot of storage space, you will love the oversized detached 2 car heated garage

  Wilson Lamas Regency Real Estate, LLC

  125 Stevens Ln, Middletown, CT 06457
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  /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
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  /25

  $252,000

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

  45 Rising Trail Dr, Middletown, CT 06457

  Just renovated. Kitchen has just been remodeled with new counters, white cabinets, white backsplash and stainless steel appliances. 1st floor is tile floor and there is a pellet stove in corner of livingroom. 1/2 bath on main level has new toilet and vanity. 2nd level offers 2 bedrooms with walk in closets and laundry in hall. Floor's just refinished. 3rd level offers 3rd bedroom and a finished

  Kerry Hart William Raveis Real Estate

  45 Rising Trail Dr, Middletown, CT 06457
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  /24

  $1,300,000

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

  480 Main St, Middletown, CT 06457

  Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love.

  Lindy Hoyt Century 21 AllPoints Realty

  480 Main St, Middletown, CT 06457
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  /37

  $849,900

  $25K PRICE DROP

  • 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
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  /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
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  /22

  $150,000

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  1 Russell St Unit 22, Middletown, CT 06457

  Super investment or owner occupancy in this spacious 2 bedroom, 1 full bath condo that exudes charm and character in the old mill building. Located on the 3rd floor, this unit offers privacy and tranquility. The floor plan allows for a private dining experience, a well equipped kitchen, and parquet wood flooring throughout the living areas with fresh carpet to the bedroom level. The bedrooms are

  Kadji Anderson Berkshire Hathaway NE Prop.

  1 Russell St Unit 22, Middletown, CT 06457
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  /34

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 2,656 Sq Ft

  1409 Millbrook Rd, Middletown, CT 06457

  Nestled on an extraordinary 39-acre estate with breathtaking panoramic views, this stunning custom log home offers the perfect blend of rustic elegance, modern comfort, and exceptional investment potential. Originally built in 2005 with an addition completed in 2014, the home features 4 bedrooms and 3 full bathrooms. The interior showcases soaring cathedral ceilings, beautiful tile flooring,

  Barbara Puorro Puorro Realty Group

  1409 Millbrook Rd, Middletown, CT 06457
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  /5

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,209 Sq Ft

  153 Eastern Dr, Middletown, CT 06457

  Are you looking for a charming 3 bedroom, 1.5 bath Colonial that is located on a quiet street in a desirable neighborhood, offering convenient location just minutes from the shops, restaurants, Wesleyan University, hospitals, and major healthcare centers? This is an excellent choice for anyone seeking an easy commute and access to everyday amenities. Filled with warmth and character, this

  Roseanne Scacca Dan Combs Real Estate

  153 Eastern Dr, Middletown, CT 06457
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  /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
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  $229,900

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft

  21 Inverness Ln, Middletown, CT 06457

  Welcome to 21 Inverness Ln. Make this spacious 3 bedroom your new home. This home is nestled in the sought-after Highland Lake Community. The home features an open floor plan with generous sized rooms. Upon entering, you'll be met with an updated kitchen and a comfortable dining area. The adjacent family room features laminate flooring and sliders to a private fenced in patio complete with a

  Rose Zwolak Century 21 AllPoints Realty

  21 Inverness Ln, Middletown, CT 06457
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  /2

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  85 Ten Acre Rd, Middletown, CT 06457

  Well-maintained 2,016 sq. ft. ranch situated on .47 acres with scenic farmland views. This 3-bedroom home features a primary suite with a private full bath, a spacious 20' x 21' family room with sliders to a bright sunroom, and a deck overlooking the peaceful backyard and open farmland. The formal dining room offers hardwood floors and a picture window with beautiful countryside views. The formal

  Karen Woolley Agora Homes

  85 Ten Acre Rd, Middletown, CT 06457
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  /2

  $750,000

  • Land
  • 41.99 Acres
  • $17,861 per Acre

  0 Middle St, Middletown, CT 06457

  41.99 acres including 3 separate lots.Commercial Industrial Land. Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. 7.88 acres residential lot is abutting and on Bell St. Immediate Access: Minutes to I-91 (Exit 20) Highly flexible IOP zoning allows multiple development strategies Large contiguous acreage suitable for corporate campus, distribution,

  Nancy Newman LPT Realty

  0 Middle St, Middletown, CT 06457
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  /39

  $699,999

  $145K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,070 Sq Ft

  110 Freeman Rd, Middletown, CT 06457

  VERY unique property. Use to be a goat farm. Contains 6 outbuildings consisting of a 3 bay open shed - perfect for storing just about anything, a 3 story red bank barn this barn is huge 3 levels inside - would be perfect for car storage, boats, trailers, jet skiis anything you need covered - you rent it out for storage, a 1 car detached heated garage with an office and a furnace with a separate

  Pam Rizy Berkshire Hathaway NE Prop.

  110 Freeman Rd, Middletown, CT 06457
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  /20

  $405,000

  • 7 Beds
  • 2 Baths
  • 2,476 Sq Ft

  194 Liberty St, Middletown, CT 06457

  Fully renovated investment opportunity in the heart of Middletown! This well-maintained 7 bedrooms 2 bath, multifamily property has been completely remodeled and offers immediate cash flow with tenants already in place. Each unit is currently rented, providing strong and stable rental income from day one. Updates include modern kitchens, renovated bathrooms, updated flooring, fixtures, and

  Amiyra Beauduy Century 21 Scala Group

  194 Liberty St, Middletown, CT 06457
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  /12

  $419,000

  • 9 Beds
  • 5 Baths
  • 3,110 Sq Ft

  71 E Main St, Middletown, CT 06457

  Exceptional mixed-use investment opportunity convenient to downtown Middletown! This property features 2 commercial units and 3 residential units, offering a balanced blend of commercial and residential income that makes it an ideal addition to any investor's portfolio. Both commercial spaces are currently vacant, making this an excellent opportunity for someone who wants to open their own

  Levi Judqin Brass Moon Realty

  71 E Main St, Middletown, CT 06457
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  /17

  $325,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  175 Newfield St, Middletown, CT 06457

  It has style, it has grace, it has a new roof (3 years old) - you will absolutely love this place!! THIS is the cape you've been waiting for! Ideal floorplan - the primary bedroom on the first floor faces the backyard; the relaxing living room has a wood burning fireplace; the renovated full bathroom has a bathtub; the beautifully modernized kitchen is fully applianced and the separate dining

  Vaiva Baltonis Coldwell Banker Realty

  175 Newfield St, Middletown, CT 06457
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  /19

  $347,000

  Open Mon 12PM - 2PM $3K PRICE DROP

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

  19 Kent Ct, Middletown, CT 06457

  Beautiful Colonial tucked away on a quiet cul-de-sac offering comfort, space, and modern updates. The inviting living room features a large picture window and cozy wood-burning fireplace, creating the perfect gathering space. Updated kitchen includes granite countertops, with plenty of cabinet space, and easy access to the deck - ideal for cookouts and outdoor entertainment. The main level also

  Brenda Carocari Realty ONE Group Connect

  19 Kent Ct, Middletown, CT 06457
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  /29

  $365,000

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 988 Sq Ft

  24 Annette Place, Middletown, CT 06457

  Tucked at the quiet end of a cul-de-sac on a level half-acre, this move-in ready split level delivers the one thing that's hard to find: it's already done. Extensively remodeled in 2018, the home blends timeless finishes with the kind of major updates buyers hope for but rarely get. A bright kitchen with granite counters and stainless appliances opens to warm, refined living space, where hardwood

  Jonathan Zuromski Real Broker CT, LLC

  24 Annette Place, Middletown, CT 06457
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  /12

  $299,609

  • 4 Beds
  • 2 Baths
  • 1,328 Sq Ft

  34 Inverness Ln, Middletown, CT 06457

  Welcome to this inviting contemporary home in Middletown offering the perfect blend of comfort, style, and convenience. This well maintained 4 bedroom, 2 bath residence features 1,328 square feet of thoughtfully designed living space ideal for today's lifestyle. Step inside to discover an updated kitchen with modern finishes, providing a functional and attractive space for everyday living and

  Keith Murphy Innovative Properties

  34 Inverness Ln, Middletown, CT 06457
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  /26

  $359,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  116 Schuyler Ave, Middletown, CT 06457

  Welcome to 116 Schuyler Ave! This home is conveniently located on a dead end close to Middletown's shopping and restaurant district, highways, parks and more. This 3 bedroom home was built in 1890 and carries a lot of colonial charm like the incredible hardwood floors throughout, a fully finished attic, and built-in cabinets. The Main level has a full bathroom with a walk-in shower, living room,

  Moira Dill mygoodagent

  116 Schuyler Ave, Middletown, CT 06457
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  /28

  $430,000

  • 3 Beds
  • 2.5 Baths
  • 2,067 Sq Ft

  9 Round Hill Rd, Middletown, CT 06457

  Classic Colonial on a picture-perfect lot with sweeping pastoral views in one of Middletown's most scenic settings! This home offers solid bones, generous room sizes, and loads of potential for anyone ready to add their own touches. The sun-filled living room offers oversized windows and flows easily into the dining area, while the beamed family room delivers warmth and character with wood

  Heidi DeRusso Coldwell Banker Realty

  9 Round Hill Rd, Middletown, CT 06457
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  /29

  $175,000

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft

  222 Carriage Crossing Ln Unit 222, Middletown, CT 06457

  Middletown's Best Buy! Excellent opportunity to own third floor one bedroom condo in desirable Carriage Crossing, a community known for it's distinct contemporary architectural features like vaulted ceilings and oversized windows. This unit features open floor plan with newer flooring through out and private balcony. The Carriage Crossing complex offers in ground pool, tennis court, fitness

  Matthew Guida Eagle Eye Realty PLLC

  222 Carriage Crossing Ln Unit 222, Middletown, CT 06457
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  /38

  $163,000

  $7K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 738 Sq Ft

  111 Dekoven Dr Unit 908, Middletown, CT 06457

  Premium Connecticut River views from this 9th floor, almost end unit on the bridge side. This beautiful unit is in move in condition. It includes a newly renovated kitchen, 1.5 updated bathrooms, freshly painted, and new flooring throughout. The laundry is conveniently located in the unit and there are plenty of closets in this well laid out condo. The building has a comcrete wall construction

  Sally McMahon William Raveis Real Estate

  111 Dekoven Dr Unit 908, 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
• 

  

  /40

  $394,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  492 Long Hill Rd, Middletown, CT 06457

  Welcome home to this beautifully renovated 3-bedroom, 2-bathroom raised ranch in Wesleyan Hills, where all the major work is already done for you. This move-in ready home features a brand new roof and new efficient boiler, giving you years of worry-free ownership and energy savings. The heart of the home is a stunning new kitchen with crisp white shaker cabinets, quartz countertops, and modern

  Atif Seyal RE/MAX Heritage

  492 Long Hill Rd, Middletown, CT 06457
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  /34

  $229,900

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft

  111 Dekoven Dr Unit 609, Middletown, CT 06457

  Come see this beautiful freshly painted two bedroom, 2 bath remodeled unit which has Corian countertops and white cabinetry for a bright and light kitchen. All kitchen appliances are stainless steel and the flooring is tile. Walk into the dining room/living room with tile flooring and overhead fan to the slider for some extra views of the CT. River! Both bedrooms have Bamboo wood flooring with

  Sally McMahon William Raveis Real Estate

  111 Dekoven Dr Unit 609, Middletown, CT 06457

Showing Results 1 - 40, Page 1 of 2

Why Live in Middletown

Middletown, Connecticut, a Hartford suburb with a population of nearly 50,000, boasts a rich history and a vibrant community along the Connecticut River. Originally inhabited by the Wangunk people and later an English settlement, Middletown was once Connecticut’s largest port. Today, it features a thriving downtown area with almost 200 locally owned businesses, including a variety of bars, boutiques, and international restaurants. Wesleyan University significantly contributes to the town's cultural diversity and lively atmosphere. Middletown offers a range of housing options, from historic homes near downtown to more spacious properties in suburban and rural areas like South Farms and Westfield. The town is known for its community events, such as the annual holiday tree lighting, weekly farmers market, and summer concert series on Union Green. Outdoor enthusiasts can enjoy Harbor Park on the Connecticut River, Wadsworth Falls State Park, and Crystal Lake for boating and swimming. Middletown's public schools receive high ratings, and the town is home to Wesleyan University and Middlesex Community College. Commuting is convenient with Interstate 91 providing access to Hartford (17 miles) and New Haven (27 miles), and regional bus services connecting to downtown Hartford. Violent crime rates in Middletown are below the national average, making it a relatively safe place to live. Future development plans include expanding access to the Connecticut Riverfront with mixed-use developments and green spaces.

Learn more about living in Middletown

Frequently Asked Questions

What is the average home price in Middletown, CT?

Homes for sale in Middletown, CT have an average home price of $387,400.

How many homes have sold over the last 12 months in Middletown, CT?

371 homes have sold in Middletown, CT over the last 12 months.

What is the average household income in Middletown, CT?

The average household income in Middletown, CT is $99K.

Is Middletown, CT a safe city?

In general, the safest neighborhoods in Middletown, CT with lower crime scores are Middle Haddam, Westfield and Highland.

What are the most popular zip codes in Middletown, CT?

The most popular zip codes in Middletown, CT include 06457, 06480, 06481, 06416 and 06455.

What are the most popular neighborhoods in Middletown, CT?

The most popular neighborhoods in Middletown, CT with the most homes for sale are Middle Haddam, Westfield and Highland.

How much do you need to make to afford a house in Middletown?

The median home price in Middletown is $350,000. If you put a 20% down payment of $70,000 and had a 30-year fixed mortgage with an interest rate of 6.55%, your estimated principal and interest payment would be $1,780 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $76K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middletown is $99K.

How are the schools in Middletown, CT?

Middletown, CT has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are St John Paul II School, The Independent Day School and Xavier High School. The neighborhoods in Middletown with the highest rated schools are Middle Haddam, Westfield and Highland. Browse all the schools in Middletown, CT to learn more.

Home Prices in Middletown, CT

The median home sale price in Middletown, CT is $358,000, up 12% year-over-year. Homes in Middletown sell in 47 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price $358,000	Median Single Family Sale Price $430,625
Median Townhouse Sale Price $245,000	Median 2 Bedroom Sale Price $245,000
Median 1 Bedroom Sale Price $194,250	Average Price Per Sq Ft $255
Number of Homes for Sale 29	Last 12 months Home Sales 371
Months of Supply 0.90	Median List Price $350,000
Median Change From 1st List Price -2%	Median Home Sale Price YoY Change 12%