Middletown, CT Homes

• 

  Est $310,388 Not Listed For Sale

  791 Long Hill Rd Unit F, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 1,449 Sq Ft
  • Built 1986

  791 Long Hill Rd Unit F, Middletown, CT 06457

  Last Sold Summary

  • 4% Below List Price
  • $222/SF
  • 14 Days On Market

  • Last Sold Price $322,000
  • Jul 09, 2024

  Last Listing Agent Stefania Bramato Berkshire Hathaway Home Services
• 

  

  

  /5

  $595,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 2,562 Sq Ft

  220 Coleman Rd, Middletown, CT 06457

  Positioned on a beautifully landscaped lot, this impressive brick home combines timeless design with exceptional indoor & outdoor living. The main level showcases hardwood floors throughout, soaring ceilings & an open floor plan centered around a stunning floor-to-ceiling stone fireplace. The kitchen is thoughtfully designed with granite countertops, limestone backsplash & stainless steel

  Michelle Mazzotta eXp Realty

  220 Coleman Rd, Middletown, CT 06457
• 

  $375,000 Sold Nov 04, 2025

  122 Newfield St Unit 2A, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,576 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $238/SF
  • 24 Days On Market

  Last Listing Agent Beth Cantor Coldwell Banker Realty

  122 Newfield St Unit 2A, Middletown, CT 06457
• 

  Est $117,129 Not Listed For Sale

  70 Burgundy Hill Ln, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 581 Sq Ft
  • Built 1987

  70 Burgundy Hill Ln, Middletown, CT 06457

  Last Sold Summary

  • 4% Above List Price
  • $194/SF
  • 29 Days On Market

  • Last Sold Price $113,000
  • Apr 08, 2025

  Last Listing Agent Michael Disla eXp Realty
• 

  

  /2

  $159,000

  • Land
  • 2.22 Acres
  • $71,622 per Acre

  Lot 2 Coleman Rd, Middletown, CT 06457

  Fantastic opportunity to build your dream home on this approved 2.22-acre lot. This lovely parcel offers a peaceful, country setting while still being close to everything-just minutes to Route 9, downtown Middletown, and local shops, restaurants, and schools. The engineered site plan is complete and available for a 2,000 sq ft colonial, providing a smooth path toward construction!

  Dori Degennaro William Raveis Real Estate

  Lot 2 Coleman Rd, Middletown, CT 06457
• 

  $147,000 Sold Apr 30, 2026

  111 Dekoven Dr Unit 1105, Middletown, CT 06457

  • 1 Bed
  • 1.5 Baths
  • 752 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $195/SF
  • 7 Days On Market

  Current Estimated Value $145,693

  Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

  111 Dekoven Dr Unit 1105, Middletown, CT 06457
• 

  Est $144,421 Not Listed For Sale

  1251 Washington St Unit 5, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 704 Sq Ft
  • Built 1985

  1251 Washington St Unit 5, Middletown, CT 06457

  Last Sold Summary

  • 38% Above List Price
  • $149/SF
  • 15 Days On Market

  • Last Sold Price $105,000
  • Aug 09, 2023

  Last Listing Agent Clare Guest William Raveis Real Estate
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  /5

  $499,900 Pending

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

  4 Nathan Hale Rd, Middletown, CT 06457

  This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set

  Jenna Talbot Coldwell Banker Realty

  4 Nathan Hale Rd, Middletown, CT 06457
• 

  $502,500 Sold Jun 20, 2025

  31 Sherman Lee Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • Built 1999

  Last Sold Summary

  • 4% Above List Price
  • $243/SF
  • 3 Days On Market

  Current Estimated Value $506,251

  Last Listing Agent Matt Donafrio GRL & Realtors, LLC

  31 Sherman Lee Dr, Middletown, CT 06457
• 

  Est $189,382 Not Listed For Sale

  274 Carriage Crossing Ln, Middletown, CT 06457

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

  274 Carriage Crossing Ln, Middletown, CT 06457

  Last Sold Summary

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

  • Last Sold Price $172,500
  • Jun 28, 2024

  Last Listing Agent Lou Raven eXp Realty
• 

  

  /40

  $375,917 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,370 Sq Ft

  69 Denison Rd, Middletown, CT 06457

  Charming ranch-style home offering style, comfort, and space for everyone! With a main-level accessory apartment, this property presents excellent potential for an in-law suite or income opportunity. Enjoy an open-concept layout perfect for both everyday living and effortless entertaining. The kitchen features a new granite island, stainless steel appliances, dutch door, and a breakfast bar open

  Bianca Scala William Raveis Real Estate

  69 Denison Rd, Middletown, CT 06457
• 

  $460,000 Sold Oct 30, 2025

  33 Bartlett Hollow Unit 33, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,401 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Above List Price
  • $328/SF
  • 57 Days On Market

  Current Estimated Value $465,382

  Last Listing Agent Deborah Pach Compass Connecticut, LLC

  33 Bartlett Hollow Unit 33, Middletown, CT 06457
• 

  Est $711,732 Not Listed For Sale

  40 Annello Way, Middletown, CT 06457

  • 5 Beds
  • 4 Baths
  • 3,178 Sq Ft
  • Built 2007

  40 Annello Way, Middletown, CT 06457

  Last Sold Summary

  • 16% Above List Price
  • $194/SF
  • 1 Day On Market

  • Last Sold Price $615,000
  • Aug 29, 2023

  Last Listing Agent Michelle MacNeil William Raveis Real Estate
• 

  

  /19

  $129,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 840 Sq Ft

  500 Washington St Unit 5, Middletown, CT 06457

  Welcome to a beautifully refreshed mobile home at the Middletown Mobile Home Park - an exciting community being revitalized and transforming into both mobile homes and apartments. This Imperial Mobile Home has been thoughtfully refurbished with new flooring, fresh paint, and select new windows, along with double storm windows for added efficiency and comfort. Major improvements include a newly

  Susan Cafourek Berkshire Hathaway NE Prop.

  500 Washington St Unit 5, Middletown, CT 06457
• 

  $350,000 Sold Sep 26, 2025

  390 Butternut St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,721 Sq Ft
  • Built 1920

  Last Sold Summary

  • 5% Below List Price
  • $203/SF
  • 31 Days On Market

  Current Estimated Value $365,072

  Last Listing Agent Scott Nardozzi Cavanaugh & Company LLC

  390 Butternut St, Middletown, CT 06457
• 

  Est $290,663 Not Listed For Sale

  24 Spencer Dr, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Built 1955

  24 Spencer Dr, Middletown, CT 06457

  Last Sold Summary

  • 6% Above List Price
  • $201/SF
  • 3 Days On Market

  • Last Sold Price $275,000
  • Jul 07, 2023

  Last Listing Agent Mary Jean Agostini RE/MAX
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  /38

  $324,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,894 Sq Ft

  38 Harris St, Middletown, CT 06457

  Spacious and thoughtfully expanded, this ranch-style home offers nearly 1,500 square feet of comfortable living space on the main level in a quiet neighborhood just minutes from downtown Middletown. Featuring a brand new central air system (2026), newer windows, new porch, and a freshly updated deck, this home is packed with value and versatility. Step inside to find a bright and inviting living

  Chris Farrell Carbutti & Co., Realtors

  38 Harris St, Middletown, CT 06457
• 

  $555,000 Sold Nov 10, 2025

  100 Jack English Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,219 Sq Ft
  • Built 2019

  Last Sold Summary

  • 1% Above List Price
  • $250/SF
  • 5 Days On Market

  Current Estimated Value $569,948

  Last Listing Agent Tracy Wilson Lamacchia Realty

  100 Jack English Dr, Middletown, CT 06457
• 

  Est $351,150 Not Listed For Sale

  158 Russell St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,121 Sq Ft
  • Built 1939

  158 Russell St, Middletown, CT 06457

  Last Sold Summary

  • 10% Above List Price
  • $151/SF
  • 20 Days On Market

  • Last Sold Price $320,000
  • Jun 20, 2023

  Last Listing Agent Cory Tyler Berkshire Hathaway Home Services
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  /14

  $169,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  201 College St Unit 26, Middletown, CT 06457

  Welcome to Hamlin Court Condominiums, where historic charm meets comfortable, modern living. This well-maintained 1-bedroom, 1-bath ranch-style condo (Unit 26) offers a move-in-ready opportunity in one of Middletown's most desirable locations. The unit features fresh paint and new flooring throughout, creating a clean, bright, and inviting atmosphere. The kitchen is in good condition, offering

  Jacob Mochkin Roundtree Realty LLC

  201 College St Unit 26, Middletown, CT 06457
• 

  $350,000 Sold Dec 08, 2025

  80 Russell St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,089 Sq Ft
  • Built 1999

  Last Sold Summary

  • $168/SF
  • 135 Days On Market

  Current Estimated Value $375,202

  Last Listing Agent Santo Gulino William Raveis Real Estate

  80 Russell St, Middletown, CT 06457
• 

  Est $144,333 Not Listed For Sale

  111 Dekoven Dr Unit 905, Middletown, CT 06457

  • 1 Bed
  • 1.5 Baths
  • 752 Sq Ft
  • Built 1989

  111 Dekoven Dr Unit 905, Middletown, CT 06457

  Last Sold Summary

  • $193/SF
  • 47 Days On Market

  • Last Sold Price $145,000
  • Jan 07, 2025

  Last Listing Agent Adam Zak Century 21 Classic Homes
• 

  

  /33

  $195,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  138 Carriage Crossing Ln Unit 138, Middletown, CT 06457

  **Highest and Best by 4/26 at 5pm.** Welcome home to this move-in ready 1-bedroom condominium with loft space in the highly desirable Carriage Crossing community. You will fall in love with this homes soaring ceilings, and flexible layout. First floor features a spacious living room with fireplace and custom mantel made with reclaimed barn wood, kitchen with granite counters, custom cabinets with

  Brian Kubeck Coldwell Banker Realty

  138 Carriage Crossing Ln Unit 138, Middletown, CT 06457
• 

  $525,000 Sold Jan 21, 2026

  63 Meadowood Dr, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 3,339 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Above List Price
  • $157/SF
  • 11 Days On Market

  Current Estimated Value $531,748

  Last Listing Agent Joseph Harvey Best Real Estate Brokerage LLC

  63 Meadowood Dr, Middletown, CT 06457
• 

  Est $591,849 Not Listed For Sale

  1478 Bartholomew Rd, Middletown, CT 06457

  • 4 Beds
  • 4 Baths
  • 2,382 Sq Ft
  • Built 2001

  1478 Bartholomew Rd, Middletown, CT 06457

  Last Sold Summary

  • 5% Above List Price
  • $237/SF
  • 67 Days On Market

  • Last Sold Price $565,000
  • Mar 31, 2025

  Last Listing Agent Tanya Bottaro Real Broker CT, LLC
• 

  

  /16

  $350,000 Pending

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

  3 Blue Bird Rd, Middletown, CT 06457

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

  Jody Bonaiuto William Raveis Real Estate

  3 Blue Bird Rd, Middletown, CT 06457
• 

  $355,000 Sold Jul 30, 2025

  60 Old Mill Rd, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft
  • Built 1947

  Last Sold Summary

  • 8% Above List Price
  • $253/SF
  • 48 Days On Market

  Current Estimated Value $358,798

  Last Listing Agent Laura Frisch Coldwell Banker Realty

  60 Old Mill Rd, Middletown, CT 06457
• 

  Est $220,074 Not Listed For Sale

  94 Cynthia Ln Unit C7, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1977

  94 Cynthia Ln Unit C7, Middletown, CT 06457

  Last Sold Summary

  • 13% Above List Price
  • $211/SF
  • 6 Days On Market

  • Last Sold Price $195,000
  • Aug 15, 2023

  Last Listing Agent Mary Ellen Maloney Realty Executives Boston West
• 

  

  /31

  $399,900

  • 8 Beds
  • 4 Baths
  • 2,916 Sq Ft

  37 Loveland St, Middletown, CT 06457

  Large 8 bedroom duplex ready for a new owner occupant or eager investor. This home has the potential to possibly facilitate an additional bedroom. Located just five minutes from downtown, Middlesex Hospital and just a stones throw from the prestigious Wesleyan University. This home from the outside can be very deceiving. There are three levels of moderate living space on both sides. On the main

  Davone Biggins Berkshire Hathaway NE Prop.

  37 Loveland St, Middletown, CT 06457
• 

  $250,000 Sold Sep 08, 2025

  1 Countryside Ln Unit 5, Middletown, CT 06457

  • 2 Beds
  • 3 Baths
  • 1,088 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $230/SF
  • 24 Days On Market

  Current Estimated Value $251,303

  Last Listing Agent Heather Chirumbolo Berkshire Hathaway NE Prop.

  1 Countryside Ln Unit 5, Middletown, CT 06457
• 

  Est $260,391 Not Listed For Sale

  6 W Meadow Ln Unit 5, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1988

  6 W Meadow Ln Unit 5, Middletown, CT 06457

  Last Sold Summary

  • 4% Above List Price
  • $223/SF
  • 2 Days On Market

  • Last Sold Price $250,000
  • Jul 31, 2024

  Last Listing Agent Richie Beaumont Coldwell Banker Realty
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  /7

  $1,450,000 Under Contract

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

  480 Main St, Middletown, CT 06457

  Welcome to Main St in Middletown! This 10 Unit mixed use brick beauty is anchored by 2 established commercial tenants on the ground level and 8 massive (900+Sq Ft) one-bedroom residential units above- an incredible opportunity for a stabilized asset with additional room for growth in a highly competitive location and market! The long-term ground-floor commercial tenants provide reliable income

  Lindy Hoyt Century 21 AllPoints Realty

  480 Main St, Middletown, CT 06457
• 

  $470,000 Sold Nov 07, 2025

  203 E Main St, Middletown, CT 06457

  • 9 Beds
  • 4 Baths
  • 1,885 Sq Ft
  • Built 1900

  Last Sold Summary

  • 57% Above List Price
  • $249/SF
  • 101 Days On Market

  Current Estimated Value $349,193

  Last Listing Agent Connor Wenchell VC Property Group, LLC

  203 E Main St, Middletown, CT 06457
• 

  Est $449,401 Not Listed For Sale

  40 Acer Dr, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 2,117 Sq Ft
  • Built 2003

  40 Acer Dr, Middletown, CT 06457

  Last Sold Summary

  • 18% Above List Price
  • $179/SF
  • 17 Days On Market

  • Last Sold Price $380,000
  • Jan 05, 2024

  Last Listing Agent Michelle Mazzotta eXp Realty
• 

  

  /25

  $172,500 Under Contract

  • 1 Bed
  • 1.5 Baths
  • 738 Sq Ft

  111 Dekoven Dr Unit 708, Middletown, CT 06457

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

  Sally McMahon William Raveis Real Estate

  111 Dekoven Dr Unit 708, Middletown, CT 06457
• 

  $225,000 Sold Jun 06, 2025

  6 Countryside Ln Unit 4, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $207/SF
  • 2 Days On Market

  Current Estimated Value $231,897

  Last Listing Agent Deborah Bissonnette eXp Realty

  6 Countryside Ln Unit 4, Middletown, CT 06457
• 

  Est $184,754 Not Listed For Sale

  111 Dekoven Dr Unit 409, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft
  • Built 1989

  111 Dekoven Dr Unit 409, Middletown, CT 06457

  Last Sold Summary

  • 19% Above List Price
  • $153/SF
  • 6 Days On Market

  • Last Sold Price $155,000
  • May 21, 2024

  Last Listing Agent Peter Carbutti Carbutti & Co., Realtors
• 

  /2

  $169,900

  • 1 Bed
  • 1.5 Baths
  • 738 Sq Ft

  111 Dekoven Dr Unit 908, Middletown, CT 06457

  RARE OPPORTUNITY - for a fully renovated, modern one bedroom, 1.5 baths, 9th floor unit with premium water views. Newly renovated kitchen, laundry and plenty of closets are included in this well laid out condo The building has a comcrete wall construction which ensures peace and quiet in your unit. The building has a secure entry, and is well maintained with an unbeatable location, a short walk

  Sally McMahon William Raveis Real Estate

  111 Dekoven Dr Unit 908, Middletown, CT 06457
• 

  $243,700 Sold Jun 23, 2025

  2 Butternut Knolls Unit 2, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,306 Sq Ft
  • Built 1989

  Last Sold Summary

  • 10% Below List Price
  • $187/SF
  • 30 Days On Market

  Current Estimated Value $267,068

  Last Listing Agent Pauline Webb William Raveis Real Estate

  2 Butternut Knolls Unit 2, Middletown, CT 06457
• 

  Est $489,574 Not Listed For Sale

  16 Tuscany Hills Dr, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,507 Sq Ft
  • Built 2007

  16 Tuscany Hills Dr, Middletown, CT 06457

  Last Sold Summary

  • 10% Above List Price
  • $295/SF
  • 7 Days On Market

  • Last Sold Price $445,000
  • Nov 30, 2023

  Last Listing Agent Michelle Pirruccio Carl Guild & Associates

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