Homes in ZIP Code 06457

• 

  

  

  /27

  $650,000

  Pending

  • 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
• 

  

  

  /15

  $2,800 Per Month

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

  75 Birdsey Ave, Middletown, CT 06457

  SHORT TERM RENTAL -- FULLY FURNISHED Agents, are you seeking short term stay for your clients? All, are you buying or selling a home? Relocating for work and need a comfortable place to stay short term? Look no further! Enjoy a centrally located stay where you and your family will be close to everything Middletown has to offer. Middletown is well known for its wide variety of restaurants,

  Natalie Grant Nat's Honey Bee Real Estate

  75 Birdsey Ave, Middletown, CT 06457
• 

  $675,000

  Sold Jun 30, 2025

  226 Old Mill Rd, Middletown, CT 06457

  • 6 Beds
  • 3.5 Baths
  • 3,576 Sq Ft
  • Built 1927

  Last Sold Summary

  • $189/SF
  • 24 Days On Market

  Current Estimated Value $694,490

  Last Listing Agent Jackie Williams Sterling REALTORS

  226 Old Mill Rd, Middletown, CT 06457
• 

  Est $827,014

  Not Listed For Sale

  49 Miner St, Middletown, CT 06457

  • 5 Beds
  • 6 Baths
  • 3,968 Sq Ft
  • Built 1999

  49 Miner St, Middletown, CT 06457

  Last Sold Summary

  • 98 Days On Market
• 

  

  

  /40

  $529,900

  Pending

  • 6 Beds
  • 3 Baths
  • 2,636 Sq Ft

  324 Washington St, Middletown, CT 06457

  Highest & Best 06/08/26 8:00PM. Rarely does an opportunity come along that offers this level of flexibility, lifestyle, and income potential all in one exceptional property. Completely renovated from top to bottom just a few years ago, this stunning home combines modern finishes, thoughtful design, and turnkey convenience with virtually every major component already updated - allowing you to

  Tyler Phelps eXp Realty

  324 Washington St, Middletown, CT 06457
• 

  

  /21

  $2,000 Per Month

  • 3 Beds
  • 1 Bath
  • 14,820 Sq Ft
  • House for Rent

  360 Main St Unit 3-B, Middletown, CT 06457

  Central downtown district. Welcome to the Historic Pythian Building with an interesting ownership history as hotel and former meeting place of the Pythian Knights. Large 3-bedroom unit on top floor, offers an open floor plan with kitchen, living room and full bath. Great tenant value with all utilities included. There isn't any onsite parking for tenants. There are municipal parking lots nearby

  Patricia Flynn Sterling REALTORS

  360 Main St Unit 3-B, Middletown, CT 06457
• 

  $290,000

  Sold Jul 05, 2025

  10 Stirling Ct, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,702 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $170/SF
  • 29 Days On Market

  Current Estimated Value $303,729

  Last Listing Agent Denise Walsh William Raveis Real Estate

  10 Stirling Ct, Middletown, CT 06457
• 

  Est $425,847

  Not Listed For Sale

  300 Old Mill Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 1926

  300 Old Mill Rd, Middletown, CT 06457

  Last Sold Summary

  • 25 Days On Market
• 

  

  /31

  $170,000

  $80K PRICE DROP Pending

  • 2 Beds
  • 1.5 Baths
  • 1,761 Sq Ft

  25 Clinton Ave, Middletown, CT 06457

  POTENTIAL SHORT SALE. A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Social & Co Realty

  25 Clinton Ave, Middletown, CT 06457
• 

  

  /7

  $1,250 Per Month

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • House for Rent

  278 S Main St, Middletown, CT 06457

  Beautifully remodeled second-floor one-bedroom apartment offering clean, comfortable living in a convenient Middletown location. This freshly painted unit features a newer kitchen and updated bathroom, creating a bright, move-in ready space with modern appeal. Plenty of off-street parking available, with laundry conveniently located nearby. Pet inquiries welcome (please ask for details). Ideally

  Michelle Lorenzetti Premier Re Group LLC

  278 S Main St, Middletown, CT 06457
• 

  $574,000

  Sold Sep 16, 2025

  39 Bartlett Hollow Unit 39, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 3,147 Sq Ft
  • Built 2014

  Last Sold Summary

  • $182/SF
  • 47 Days On Market

  Last Listing Agent Siobhan McLaughlin William Raveis Real Estate

  39 Bartlett Hollow Unit 39, Middletown, CT 06457
• 

  Est $290,383

  Not Listed For Sale

  565 Newfield St Unit 27, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 1,676 Sq Ft
  • Built 1991

  565 Newfield St Unit 27, Middletown, CT 06457

  Last Sold Summary

  • 2 Days On Market
• 

  

  /22

  $300,000

  $60K PRICE DROP Pending

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

  118 Grove St, Middletown, CT 06457

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

  Lindsay Alexander The Heritage Group, LLC

  118 Grove St, Middletown, CT 06457
• 

  

  /16

  $1,395 Per Month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Apartment for Rent

  666 Main St Unit B1, Middletown, CT 06457

  Newly Renovated 1-Bedroom Apartment - Downtown Middletown - $1,395 month. Welcome to Main Street, Middletown! This beautifully renovated one-bedroom apartment is located in the heart of the historic downtown district, surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Situated on the second floor, this bright and inviting apartment features new flooring,

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit B1, Middletown, CT 06457
• 

  $360,000

  Sold May 19, 2026

  110 Smith St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1959

  Last Sold Summary

  • 3% Above List Price
  • $375/SF
  • 3 Days On Market

  Current Estimated Value $345,496

  Last Listing Agent Joseph Bajorski Commercial Services Realty

  110 Smith St, Middletown, CT 06457
• 

  Est $362,656

  Not Listed For Sale

  60 Miner St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,004 Sq Ft
  • Built 1981

  60 Miner St, Middletown, CT 06457

  Last Sold Summary

  • 27 Days On Market
• 

  

  /24

  $198,000

  Open Sun 10AM - 12PM

  • 2 Beds
  • 1 Bath
  • 845 Sq Ft

  1221 Washington St Unit 8, Middletown, CT 06457

  This 2-bedroom loft-style townhouse at Woodgate offers a smart, functional layout in a community that recently completed a full exterior renovation - new roofs, siding, windows, decks, and doors throughout. The main level features a vaulted living room, galley kitchen, full bath, guest bedroom, and first-floor laundry. Upstairs, the primary suite includes large windows and an open balcony

  Cory Winkelmann William Pitt Sotheby's Int'l

  1221 Washington St Unit 8, Middletown, CT 06457
• 

  

  /5

  $1,395 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  460 Main St, Middletown, CT 06457

  Recently renovated 1-bedroom, 1-bath apartment conveniently located in downtown Middletown. Heat and hot water are included in the rent; tenant is responsible for electricity. The unit features a washer hookup for added convenience and offers comfortable living space with modern updates throughout. On-street parking is available. Pets may be considered with management approval. Close to shopping,

  Santo Gulino William Raveis Real Estate

  460 Main St, Middletown, CT 06457
• 

  $511,000

  Sold May 01, 2026

  70 Timothy Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 3,043 Sq Ft
  • Built 1991

  Last Sold Summary

  • 10% Above List Price
  • $168/SF
  • 38 Days On Market

  Current Estimated Value $482,995

  Last Listing Agent Jordan Ostrofsky LPT Realty

  70 Timothy Dr, Middletown, CT 06457
• 

  Est $281,191

  Not Listed For Sale

  148 Evergreen Cir, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 976 Sq Ft
  • Built 1967

  148 Evergreen Cir, Middletown, CT 06457

  Last Sold Summary

  • 102 Days On Market
• 

  

  /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
• 

  

  /21

  $2,000 Per Month

  • 3 Beds
  • 1 Bath
  • 1,076 Sq Ft
  • Apartment for Rent

  39 Grand St Unit 3, Middletown, CT 06457

  Welcome to this beautifully renovated 3-bedroom, 1-bathroom 3rd floor apartment in Middletown. Conveniently located close to downtown shops and restaurants. This unit features hardwood floors, fresh paint, and is move-in ready. Laundry hook-up's are available in the basement. On-Street Parking only.

  Joel Chaparro Carbutti & Co., Realtors

  39 Grand St Unit 3, Middletown, CT 06457
• 

  $400,000

  Sold Jul 31, 2025

  158 Higby Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1956

  Last Sold Summary

  • $296/SF
  • 62 Days On Market

  Current Estimated Value $418,993

  Last Listing Agent Elizabeth Harrison Hagel & Assoc. Real Estate

  158 Higby Rd, Middletown, CT 06457
• 

  Est $392,291

  Not Listed For Sale

  580 Hunting Hill Ave, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,350 Sq Ft
  • Built 1948

  580 Hunting Hill Ave, Middletown, CT 06457

  Last Sold Summary

  • 48 Days On Market
• 

  

  /31

  $300,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,412 Sq Ft

  57 Ridge Rd, Middletown, CT 06457

  Welcome to 57 Ridge Road, where nearly 150 years of New England character meet a home that has been quietly and completely modernized - so all that is left to do is move in. Built in 1879, it carries the warmth of its era without the headaches that usually come with a house its age. The big work is done: all-new windows, 200-amp electrical, and an efficient natural-gas heating and hot-water

  Jonathan Zuromski Real Broker CT, LLC

  57 Ridge Rd, Middletown, CT 06457
• 

  

  /15

  $4,500 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,888 Sq Ft
  • House for Rent

  833 Millbrook Rd, Middletown, CT 06457

  Wake up to panoramic countryside views and unwind each night with sunsets over Daniels Farm. Perched on an elevated lot in the desirable South Farms area, this home offers a peaceful, quiet setting with scenic views from nearly every room-bringing every season right to your window. The outdoor space features a deck with an integrated speaker system, perfect for entertaining or relaxing, while

  Debbie Huscher Real Broker CT, LLC

  833 Millbrook Rd, Middletown, CT 06457
• 

  $315,000

  Sold Jan 08, 2026

  31 Broadview Pkwy, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft
  • Built 1958

  Last Sold Summary

  • 5% Above List Price
  • $228/SF
  • 6 Days On Market

  Current Estimated Value $323,620

  Last Listing Agent James Harrington Carl Guild & Associates

  31 Broadview Pkwy, Middletown, CT 06457
• 

  Est $347,198

  Not Listed For Sale

  191 Congdon St E, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft
  • Built 1949

  191 Congdon St E, Middletown, CT 06457

  Last Sold Summary

  • 8 Days On Market
• 

  

  /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
• 

  

  /14

  $1,800 Per Month

  • 2 Beds
  • 1 Bath
  • 813 Sq Ft
  • Apartment for Rent

  203 E Main St, Middletown, CT 06457

  Welcome to 203 East Main Street. This freshly renovated apartment is ready for its next tenants. Boasting a fully remodeled kitchen with stainless steel appliances, a fully remodeled bathroom, 2 spacious bedrooms and living area, schedule your showing today before it's gone. Located conveniently near amenities including groceries, public transportation, easy highway access, within minutes from

  Anthony LaCava Berkshire Hathaway NE Prop.

  203 E Main St, Middletown, CT 06457
• 

  $537,000

  Sold Jun 05, 2026

  600 Laurel Grove Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,366 Sq Ft
  • Built 1998

  Last Sold Summary

  • 10% Above List Price
  • $227/SF
  • 6 Days On Market

  Current Estimated Value $476,735

  Last Listing Agent Derek Greene Derek Greene

  600 Laurel Grove Rd, Middletown, CT 06457
• 

  Est $496,826

  Not Listed For Sale

  102 Valley Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,676 Sq Ft
  • Built 1991

  102 Valley Dr, Middletown, CT 06457

  Last Sold Summary

  • 15 Days On Market
• 

  

  /39

  $284,900

  $15K PRICE DROP Pending

  • 3 Beds
  • 1 Bath
  • 1,532 Sq Ft

  64 High St, Middletown, CT 06457

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

  Michelle Mazzotta eXp Realty

  64 High St, Middletown, CT 06457
• 

  

  /8

  $1,450 Per Month

  • 3 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  590 High St Unit 2N, Middletown, CT 06457

  Second-floor 3-bedroom, 1-bath apartment offering a practical layout with plenty of natural light. The primary bedroom features a walk-in closet, and washer and dryer hookups are available in the unit for added convenience. Conveniently located near shopping, restaurants, parks, major roadways, and public transportation, providing easy access to everyday amenities. Immediate availability. No

  Michelle Mandel Carl Guild & Associates

  590 High St Unit 2N, Middletown, CT 06457
• 

  $210,000

  Sold Apr 14, 2026

  159 Carriage Crossing Ln Unit 159, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Built 1988

  Last Sold Summary

  • 14% Above List Price
  • $276/SF
  • 15 Days On Market

  Last Listing Agent Michele Devanney ERA Hart Sargis-Breen

  159 Carriage Crossing Ln Unit 159, Middletown, CT 06457
• 

  Est $274,645

  Not Listed For Sale

  24 Afton Terrace, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1971

  24 Afton Terrace, Middletown, CT 06457

  Last Sold Summary

  • 69 Days On Market
• 

  

  /28

  $234,900

  Pending

  • 3 Beds
  • 1 Bath
  • 1,209 Sq Ft

  17 Inverness Ln, Middletown, CT 06457

  ***HIGHEST AND BEST BY 12PM ON 6/10*** Enjoy your tour of this thoughtfully updated unit in the upper section of the Highlands at Westlake complex. As you arrive at the home, you will notice the upgrade of energy efficiency with the addition of solar panels and a new roof in 2024. Welcoming you into the home is a large kitchen and dining area remodeled in 2025 with white cabinets and stone

  Michael Weaver Real Broker CT, LLC

  17 Inverness Ln, Middletown, CT 06457
• 

  

  /16

  $2,199 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • Townhouse for Rent

  27 Woodside Cir Unit 33, Middletown, CT 06457

  Fully renovated top to the bottom. Very quiet residential neighborhood. Lots of yard in the front and back. Tons of parking space. 3 bedrooms and 2 full bathrooms. Open concept living, dining and kitchen. Hardwood floors throughout the house. Mud room. Tons of storage in the basement. Tenant pays for all the utilities.

  Naima Mazouzi Eagle Eye Realty PLLC

  27 Woodside Cir Unit 33, Middletown, CT 06457
• 

  $385,000

  Sold Mar 20, 2026

  7 Blue Bell Ln, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,568 Sq Ft
  • Built 1973

  Last Sold Summary

  • 5% Above List Price
  • $246/SF
  • 37 Days On Market

  Current Estimated Value $384,676

  Last Listing Agent Steve Wollman Wollman Realty

  7 Blue Bell Ln, Middletown, CT 06457
• 

  Est $422,842

  Not Listed For Sale

  148 Miner St, Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 2,706 Sq Ft
  • Built 1810

  148 Miner St, Middletown, CT 06457

  Last Sold Summary

  • 5 Days On Market

Showing Results 201 - 240, Page 6 of 18