Middletown, CT Homes

• 

  

  

  /7

  $574,900 New Construction

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

  3 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  3 Nathan Hale Rd, Middletown, CT 06457
• 

  

  

  /19

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,115 Sq Ft
  • Condo for Rent

  73 Stack St Unit 73 1st Floor, Middletown, CT 06457

  If you are looking for a great 2-bedroom apartment, look no further! Located in the heart of Middletown, close vicinity for Wesleyan University, Middlesex Health and Downtown Middletown. This unit has beautifully refinished hardwood floors, fresh paint throughout, a newly remodeled kitchen, 2 bedrooms, and bathroom. The apartment perfectly blends old-world charm with modern updates, creating a

  73 Stack St Unit 73 1st Floor, Middletown, CT 06457
• 

  $240,000 Sold Sep 23, 2025

  • 874 Sq Ft
  • $275/SF
  • 114 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1957

  184 Frisbie St, Middletown, CT 06457

  2-bedroom 1 bath home offers a fantastic opportunity to build your equity, and with just a little effort its full potential will truly shine! The lower level provides plenty room for storage. Outside the deck overlooks the yard- though it needs some updates it could easily become a perfect spot to relax or entertain. This home is perfect for someone looking for an investment/income property.

  Sheila Soto Puorro Realty Group

  184 Frisbie St, Middletown, CT 06457
• 

  Est $361,661 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,121 Sq Ft

  158 Russell St, Middletown, CT 06457

  158 Russell St, Middletown, CT 06457
• 

  

  

  /7

  $574,900 New Construction

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

  2 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  2 Nathan Hale Rd, Middletown, CT 06457
• 

  

  /15

  $1,600 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Apartment for Rent

  654 High St, Middletown, CT 06457

  654 High Street has two separate rentals available, one on 2nd Floor & 3rd Floor. 2 Bedrooms with closets separated by 1 Full Bathroom. Living and Dining Room with hardwood floors. Kitchen with Washer/Dryer in unit. Balcony off front and rear of unit. Make this your home today!

  Gregory Morse Berkshire Hathaway NE Prop.

  654 High St, Middletown, CT 06457
• 

  $429,900 Sold Sep 22, 2025

  • 2,076 Sq Ft
  • $207/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1993

  20 Benjamin Ln, Middletown, CT 06457

  Fantastic Riverbend Cape! This amazing floor plan offers it all. Open living room large windows and beautiful fireplace, large center dining room, good size kitchen open to large dining room/dining area. First floor primary bedroom with full bath and walkin closet. Additional den/office and powder room. The upper level of this abode offers 2 large bedrooms and an additional full bath. This

  Mark Toledo Berkshire Hathaway NE Prop.

  20 Benjamin Ln, Middletown, CT 06457
• 

  Est $284,399 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,212 Sq Ft

  187 Spencer Dr, Middletown, CT 06457

  187 Spencer Dr, Middletown, CT 06457
• 

  

  /22

  $619,900 Open Sun 12PM - 2PM

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

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

  Experience Carefree Living at Founders' Ridge - the Premier 55+ Award-Winning Community! Introducing our newest Model Home -the "KIRBY II", now available for early 2026 occupancy! Nestled in the highly desirable Westfield section of Middletown, this thoughtfully designed 1,555 sq. ft. single-level home offers both luxury and ease in one perfect package. Elegant Interior Features include stunning

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

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

  

  /27

  $2,700 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,339 Sq Ft
  • Condo for Rent

  751 Long Hill Rd Unit 751 #C, Middletown, CT 06457

  Have you dreamed of living in a Show Case Townhouse Condo? This exceptional rental might be perfect for you!This beautifully finished and decorated home welcomes you with a skylight-lit breakfast nook. The well-appointed kitchen features a pass-through and a breakfast bar in the dining area. A tastefully decorated half bath is conveniently located off the hallway. The open floor plan

  751 Long Hill Rd Unit 751 #C, Middletown, CT 06457
• 

  $325,000 Sold Sep 19, 2025

  • 1,313 Sq Ft
  • $248/SF
  • 24 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  672 E Main St, Middletown, CT 06457

  Welcome to 672 East Main Street, Middletown - a diamond in the rough set on a sprawling 4.25-acre lot. This 3-bedroom, 1.5-bathroom house presents a prime opportunity for builders and house flippers looking for their next lucrative project. While the house is mid-renovation with a significant amount of work remaining, the foundation for a stunning transformation is already laid out. Among the

  Leslie Blaser eXp Realty

  672 E Main St, Middletown, CT 06457
• 

  Est $345,850 Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  71 Spring St, Middletown, CT 06457

  71 Spring St, Middletown, CT 06457
• 

  

  /7

  $549,900 New Construction

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

  1 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  1 Nathan Hale Rd, Middletown, CT 06457
• 

  

  /13

  $1,750 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,944 Sq Ft
  • Apartment for Rent

  41 Oak St Unit 3, Middletown, CT 06457

  Spacious third floor unit in a three family house, ample kitchen freshly painted and hardwood floors throughout Close to Wesleyan University, Downtown stores, shops and restaurants. Easy access to Interstates and just minutes to the shore.

  Tania Pinzon CLS Group

  41 Oak St Unit 3, Middletown, CT 06457
• 

  $290,000 Sold Sep 19, 2025

  • 1,600 Sq Ft
  • $181/SF
  • 41 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1975

  826 Long Hill Rd Unit 826, Middletown, CT 06457

  Don't walk - RUN!!! You'll fall in love with this gorgeous, completely remodeled three level townhouse the minute you step inside! This beautifully decorated condo is located in a desirable small complex in the South End with walking trails, beautiful park, and event space. The bright living room with recessed lighting and gleaming floors leads to the spacious eat-in kitchen with granite

  Brittany O'Hara William Raveis Real Estate

  826 Long Hill Rd Unit 826, Middletown, CT 06457
• 

  Est $477,666 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,639 Sq Ft

  665 Ridgewood Rd, Middletown, CT 06457

  665 Ridgewood Rd, Middletown, CT 06457
• 

  

  /17

  $549,900 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft

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

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," available for occupancy in 2026! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of wood cabinetry with

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

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

  

  /60

  $1,950 - $2,100 total monthly price

  • Studio - 1 Bed
  • 1 Bath
  • 510 Sq Ft
  • Condo for Rent

  179 Butternut St, Middletown, CT 06457

  Summer Savings EventWe’re excited to share an incredible opportunity to save big on your next move!The Flats@Mtown West is offering an exclusive limited-time promotion for new residents:Receive one month of free rent plus complimentary fiber internet—a total value of $2,853 back in your pocket!To take advantage of this special offer, make sure to sign your lease by July 1,

  179 Butternut St, Middletown, CT 06457
• 

  $503,000 Sold Sep 19, 2025

  • 2,260 Sq Ft
  • $223/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  2 Putter Place, Middletown, CT 06457

  Part of beautiful Riverbend - one of 2 homes not part of association so no fees or rules. Beyond stunning! Completely remodeled home. No stone left unturned. The finishes in this abode will blow your socks off, from the high quality countertops, Wolf gas range, beadboard vaulted ceilings, custom walk in showers, amazing flooring, builts in in laundry area with counter, new hot water, heating and

  Mark Toledo Berkshire Hathaway NE Prop.

  2 Putter Place, Middletown, CT 06457
• 

  Est $220,025 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  94 Cynthia Ln Unit C7, Middletown, CT 06457

  94 Cynthia Ln Unit C7, Middletown, CT 06457
• 

  

  /20

  $330,000 Pending

  • 2 Beds
  • 1 Bath
  • 969 Sq Ft

  58 Jacobs Terrace, Middletown, CT 06457

  Turn key single family home tucked away on a picturesque, tree lined street. This beautifully updated residence offers the perfect blend of charm and modern comfort. Featuring two spacious bedrooms, a bright, open living area, and a stunning four-season enclosed room ideal for relaxing or entertaining year-round. Enjoy a large, fully fenced yard perfect for pets, gardening, or outdoor gatherings

  Natalie Zoef Vanguard Private Client Grp

  58 Jacobs Terrace, Middletown, CT 06457
• 

  

  /7

  $1,850 total monthly price

  • 2 Beds
  • 1 Bath
  • 982 Sq Ft
  • House for Rent

  24 Burr Ave Unit 1, Middletown, CT 06457

  Heating included in the rent , laundry hook ups in unit, and parking available! Book your appointments now!

  Christopher Cruz Whitestone Real Estate Group

  24 Burr Ave Unit 1, Middletown, CT 06457
• 

  $425,000 Sold Sep 18, 2025

  • 2,122 Sq Ft
  • $200/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  615 Miner St, Middletown, CT 06457

  Discover the charm of single-level living at 615 Miner St - a spacious, well-loved ranch offering 2,000+ sq ft on 3.2 acres, including a potential subdividable lot. Inside, you'll find 3 bedrooms, 2 baths, and an easy-flowing layout with generous rooms and a welcoming living room anchored by a cozy fireplace. Brand-new sliders open to a 400+ sq ft deck overlooking your own peaceful backyard oasis

  Devon Taylor Assael Dave Jones Realty, LLC

  615 Miner St, Middletown, CT 06457
• 

  Est $265,235 Not Listed For Sale

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

  6 W Meadow Ln Unit 5, Middletown, CT 06457

  6 W Meadow Ln Unit 5, Middletown, CT 06457
• 

  

  /32

  $299,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,074 Sq Ft

  86 Barbara Rd, Middletown, CT 06457

  Welcome to 86 Barbara. Located in a great neighborhood that is far enough from 66 that you don't hear the noise, but close enough to have all the amenities and shopping. Inside you will find hardwood floors through most of the house and a layout that allows for holiday gatherings or get togethers. Past the kitchen you will see a spacious second living room/dining area. The second living room

  Mark Mooney Mooney Real Estate, LLC

  86 Barbara Rd, Middletown, CT 06457
• 

  

  /21

  $1,525 total monthly price

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft
  • Condo for Rent

  16 Lake St Unit 16 Lake Street 2 West, Middletown, CT 06457

  Townhouse style 2 bedroom apartment! This apartment is on the 2nd and 3rd floor of a multi-family. The 1st floor has a living room with hardwood floors, a kitchen with wood laminate flooring, the bathroom is on the main level and an additional room that could be an office or dining room. The 2nd floor has 2 bedrooms and is hardwood flooring throughout. Located minutes from RT 9 and off South Main

  16 Lake St Unit 16 Lake Street 2 West, Middletown, CT 06457
• 

  $201,000 Sold Sep 18, 2025

  • 670 Sq Ft
  • $300/SF
  • 27 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1988

  323 Carriage Crossing Ln, Middletown, CT 06457

  Welcome to the highly desirable Carriage Crossing community!! This bright and sunny 3rd floor, one-bedroom unit is move-in ready featuring many updates. Washer & Dryer included in the unit. Enjoy the condo's fantastic amenities, including a pool, gym, hot tub, sauna and racquetball court. Conveniently located near I-91, downtown Middletown, as well as local shops and restaurants.

  Carol Mancini William Pitt Sotheby's Int'l

  323 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $450,749 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,117 Sq Ft

  40 Acer Dr, Middletown, CT 06457

  40 Acer Dr, Middletown, CT 06457
• 

  

  /16

  $229,000 Pending

  • 6 Beds
  • 3 Baths
  • 3,110 Sq Ft

  71 E Main St, Middletown, CT 06457

  ADD VALUE ALERT! This mixed use asset is offered at $299,000 with an estimated renovation budget of $120,000. Once renovations have been completed, all four units will generate $7,000 in monthly income supporting an after repair value of at least $480,000. The building sits on a corner lot within very close proximity to downtown Middletown. A vacant commercial space on the ground level provides a

  Connor Wenchell VC Property Group, LLC

  71 E Main St, Middletown, CT 06457
• 

  

  /7

  $1,850 total monthly price

  • 2 Beds
  • 1 Bath
  • 982 Sq Ft
  • House for Rent

  24 Burr Ave Unit 2, Middletown, CT 06457

  Heating included in the rent , laundry hook ups in unit, and parking available! Book your appointments now!

  Christopher Cruz Whitestone Real Estate Group

  24 Burr Ave Unit 2, Middletown, CT 06457
• 

  $195,200 Sold Sep 16, 2025

  • 941 Sq Ft
  • $207/SF
  • 8 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  78 Chestnut St, Middletown, CT 06457

  Welcome to this 2-bedroom, 1-bathroom home offering 941 square feet of living space on a 0.35-acre lot. Built in 1940, this property combines classic character with an opportunity for customization. Features include a paved driveway, a one-car detached garage, an enclosed front porch, vinyl siding, a full unfinished basement-perfect for additional storage or future finishing, and enjoy the

  Samantha Storey RE/MAX Coast and Country

  78 Chestnut St, Middletown, CT 06457
• 

  Est $177,392 Not Listed For Sale

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

  111 Dekoven Dr Unit 409, Middletown, CT 06457

  111 Dekoven Dr Unit 409, Middletown, CT 06457
• 

  

  /28

  $369,900 Pending

  • 3 Beds
  • 3 Baths
  • 1,654 Sq Ft

  43 Silver St, Middletown, CT 06457

  Welcome home to this charming and freshly updated 3-bedroom, 3-bath Colonial offering over 1,600 square feet of versatile living space. Perfectly situated on a large, level lot with spacious front and back yards, this home blends classic style with modern convenience. The first floor features a bright living room that opens seamlessly to the kitchen, creating a comfortable flow for everyday

  Luke Eddinger Robert C White & Company LLC

  43 Silver St, Middletown, CT 06457
• 

  

  /60

  $1,950 - $2,100 total monthly price

  • Studio - 1 Bed
  • 1 Bath
  • 510 Sq Ft
  • Condo for Rent

  179 Butternut St, Middletown, CT 06457

  Summer Savings EventWe’re excited to share an incredible opportunity to save big on your next move!The Flats@Mtown West is offering an exclusive limited-time promotion for new residents:Receive one month of free rent plus complimentary fiber internet—a total value of $2,853 back in your pocket!To take advantage of this special offer, make sure to sign your lease by July 1,

  179 Butternut St, Middletown, CT 06457
• 

  $574,000 Sold Sep 16, 2025

  • 3,147 Sq Ft
  • $182/SF
  • 47 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2014

  39 Bartlett Hollow Unit 39, Middletown, CT 06457

  Simplify your living without sacrificing space! This beautiful home boasting 3000sq/ft is tucked along the wooded area in the 55+ community of Bartlett Hollow. Built with energy efficiency and sustainability in mind - geo-thermal heating/cooling, solar panels and a propane fireplace. High ceilings and elegant architectural details throughout. The bright living room lined with windows features the

  Siobhan McLaughlin William Raveis Real Estate

  39 Bartlett Hollow Unit 39, Middletown, CT 06457
• 

  Est $446,309 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,507 Sq Ft

  16 Tuscany Hills Dr, Middletown, CT 06457

  16 Tuscany Hills Dr, Middletown, CT 06457
• 

  

  /36

  $319,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  84 Camp St, Middletown, CT 06457

  Welcome home to this inviting 3-bedroom, 1 bath ranch that combines comfort, convenience, and a beautiful lot to make it your own. This single-level home offers an easy-flow layout featuring a bright living area, a kitchen with newer appliances, and bedrooms with ample closet space. The attached garage adds convenience to the outdoor elements and plenty of space to tinker. Step outside to your

  Emily Curtis William Raveis Real Estate

  84 Camp St, Middletown, CT 06457
• 

  

  /21

  $1,600 total monthly price

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft
  • House for Rent

  359 S Main St Unit 2, Middletown, CT 06457

  This 2nd floor 2 bedroom unit was updated less than a year ago. With over 825 sq ft of living space just waiting for you to move in. Off Street parking is a plus. Heat is included in your monthly rental amount. We are first months rent and two months security deposit. Please no smoking/vaping or pets. A 1 garage bay is also available for an additional $100 per month. This unit is available for

  Scott Nardozzi Cavanaugh & Company LLC

  359 S Main St Unit 2, Middletown, CT 06457
• 

  $720,000 Sold Sep 15, 2025

  • 2,580 Sq Ft
  • $279/SF
  • 6 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2008

  90 Tall Timbers Rd, Middletown, CT 06457

  Welcome to one of the most desirable locations in Middletown's South End! This custom-built, one-owner home blends timeless craftsmanship with modern updates. Inside, you'll find gleaming hardwood floors, custom moldings, built-in cabinetry, and bookcases that showcase the attention to detail throughout. Highlights include a cozy gas fireplace, a first-floor office, and a flexible au pair suite

  Amy Rio Executive Real Estate Inc.

  90 Tall Timbers Rd, Middletown, CT 06457
• 

  Est $339,493 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,375 Sq Ft

  719 Randolph Rd, Middletown, CT 06457

  719 Randolph Rd, Middletown, CT 06457

Showing Results 281 - 320, Page 8 of 18