Homes for Sale in 06457

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  /38

  $449,900

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

  95 Training Hill Rd, Middletown, CT 06457

  The single-family home at 95 Training Hill Road in Middletown, Connecticut, is a charming ranch-style residence featuring four bedrooms and two bathrooms. The interior boasts an open floor plan with flowing rooms. The kitchen is equipped with newer appliances and updated cabinets. Additional highlights include a full basement, a newer air conditioning unit, and a newer roof, ensuring the home is

  

  Guillermo Araujo

  Five Stars Realty

  (860) 743-0759

  95 Training Hill Rd, Middletown, CT 06457
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• 

  

  

  /36

  $489,900

  • 3 Beds
  • 2 Baths
  • 2,260 Sq Ft

  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
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  /38

  $429,999

  • 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.

  106 Lorraine Terrace, Middletown, CT 06457
• 

  

  

  /39

  $399,900

  • 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
• 

  

  

  /40

  $580,000

  • 4 Beds
  • 3.5 Baths
  • 3,756 Sq Ft

  36 Mcgrath Dr, Middletown, CT 06457

  Welcome to your dream home! This spacious Colonial offers the perfect blend of comfort, style, and convenience. Inside, you'll find a thoughtfully designed layout ideal for both entertaining and everyday living. The main floor features a bright, eat-in kitchen, a formal dining room for special occasions, a cozy living room, a welcoming family room, and a private office - all complemented by a

  Tom Derick Executive Real Estate Inc.

  36 Mcgrath Dr, Middletown, CT 06457
• 

  

  /38

  $549,900

  • 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
• 

  

  /40

  $589,999 Open Sat 12PM - 2PM

  • 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

  16 Snow Ridge S, Middletown, CT 06457
• 

  

  /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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  /37

  $679,900 Open Sun 1PM - 2:30PM

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

  896 East St, Middletown, CT 06457

  ***OWNER FINANCING FOR LESS THAN BANK RATES!!! FOR QUALIFIED BUYERS *** THIS STUNNING NEW CONSTRUCTION SHOWCASES EXCEPTIONAL QUALITY AND THOUGHTFUL DESIGN, REQUIRING NO UPGRADES!! THE SPACIOUS MODERN KITCHEN FEATURES QUARTZ COUNTERS, A SIX FOOT ISLAND AND $10,000 WORTH OF STAINLESS STEEL APPLIANCES, A 12'x5' BUTLER PANTRY FOR ADDED CONVENIENCE, A FORMAL DINING ROOM AND FRONT TO BACK LIVING ROOM

  Geraldine Mattera Luxe Realty LLC

  896 East St, Middletown, CT 06457
• 

  

  /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
• 

  

  /31

  $289,900 Open Sun 11:30AM - 2:30PM

  • 4 Beds
  • 2 Baths
  • 1,601 Sq Ft

  65 Stevens Ln, Middletown, CT 06457

  Run do not walk to see this amazing story book home. Extremely versatile offering 2 bedrooms on the first floor with a full bath and 2 bedrooms upstairs with additional full bath. This picturesque Cape sits a beautiful level landscaped lot offering magnificent center patio with pergola draped with mature grape vines. Perfect for all your outdoor entertaining and Barbecue's. The interior of this

  Mark Toledo Berkshire Hathaway NE Prop.

  65 Stevens Ln, Middletown, CT 06457
• 

  

  /21

  $379,000 Open Sat 12PM - 1PM

  • 6 Beds
  • 3 Baths
  • 2,480 Sq Ft

  35 Clinton Ave, Middletown, CT 06457

  **OPPORTUNITY**Sidewalk lined neighborhood with this well cared for 3 family home resting at the end of the street! Fully fenced, large, covered patio in the backyard, plenty of paved off street parking, detached 3 car garage & more! Lower level is unfinished, great for storage & laundry! All units feature 2 bedrooms, 1 full bath, kitchen & living room! 1st floor with a covered porch & 2nd floor

  Eugene Kirouac Premier Re Group LLC

  35 Clinton Ave, Middletown, CT 06457
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  /12

  $127,500

  • 1 Bed
  • 1 Bath
  • 579 Sq Ft

  117 Burgundy Hill Ln Unit 117, Middletown, CT 06457

  Want to be the first to live in this total rebuilt condominium?? This building at Peppermill Village was where there was a fire in February of 2024 that destroyed many units. Insurance and Association rebuilt building and now ready for occupancy. Unit offers 1 bedroom that is carpeted, has laminate in Livingroom and kitchen, New everything. Owner putting stainless steel appliances in the next

  Kerry Hart William Raveis Real Estate

  117 Burgundy Hill Ln Unit 117, Middletown, CT 06457
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  /12

  $449,900 Open Sun 2PM - 4PM

  • 5 Beds
  • 2 Baths
  • 2,262 Sq Ft

  23 Silver St, Middletown, CT 06457

  Take advantage of this chance to own a versatile multi-unit property that combines space, flexibility, and strong investment potential. Whether you're planning to live in one unit and rent out the other or fully lease the entire property, this is an excellent opportunity to build long-term equity. Each unit features generous living areas and spacious bedrooms-perfect for attracting reliable

  Yvonne Bailey I'Lann Realty, LLC

  23 Silver St, Middletown, CT 06457
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  /36

  $350,000

  • 4 Beds
  • 1.5 Baths
  • 2,042 Sq Ft

  191 Long Hill Rd, Middletown, CT 06457

  Step into timeless charm with this delightful 4-bedroom home, one and a half baths, and 2,042 square feet of living space. Set on a level 0.46-acre lot surrounded by beautiful countryside, this circa-1860 gem is full of character and ready for your personal touch. Enjoy peaceful views and outdoor strolls with a lovely walking path just across the street. The location is convenient to all your

  Carol Farmer William Raveis Real Estate

  191 Long Hill Rd, 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
• 

  

  /14

  $374,900

  • 7 Beds
  • 4 Baths
  • 2,236 Sq Ft

  68 High St, Middletown, CT 06457

  Two family home rented until March 2026! Immediate investment opportunity! Large 2-unit home located within a few minutes of Wesleyan University and downtown Middletown! Tenants pay for their own heat and hot water too! Well maintained home that you'll be proud to add to your investment portfolio!

  Dawn Satagaj William Raveis Real Estate

  68 High St, Middletown, CT 06457
• 

  

  /13

  $399,900

  • 11 Beds
  • 4 Baths
  • 5,039 Sq Ft

  84 High St, Middletown, CT 06457

  Captivating original woodwork throughout this home! Dining room with built-ins, great wood floors and room after room! There are 10 bedrooms in unit #1! Currently used as a rental property, this home could continue as a solid investment, but, would make a spectacular home for someone looking to bring this beauty back to glory! This location is ideal for anyone! Walk to downtown Middletown and

  Dawn Satagaj William Raveis Real Estate

  84 High St, Middletown, CT 06457
• 

  

  /39

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft

  176 Highmeadow Ln, Middletown, CT 06457

  Enjoy everyday living and unforgettable moments in this move-in-ready home located in the sought-after South Farms neighborhood of Middletown. This home features 3 bedrooms, 2 full bathrooms, 2 car garage, partially finished basement and an energy-efficient solar panel system, helping to reduce utility costs. Step inside to a bright and welcoming main level, freshly painted and featuring brand

  Kara Pedersen Carl Guild & Associates

  176 Highmeadow Ln, Middletown, CT 06457
• 

  

  /28

  $249,900

  • 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

  $255,000

  • 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
• 

  

  /13

  $360,000

  • 6 Beds
  • 3 Baths
  • 2,622 Sq Ft

  23 Portland St, Middletown, CT 06457

  This is a fantastic, possible owner-occupied investment opportunity! This spacious 3 family house with back yard is available now, in heart of downtown Middletown. The 2nd and 3rd floors are already rented, providing immediate income. The 2nd-floor kitchen has been recently renovated with updated counters and cabinets. Each unit has separate electrical panels, boilers, and water heaters, all of

  Sacha Armstrong William Pitt Sotheby's Int'l

  23 Portland St, Middletown, CT 06457
• 

  

  /20

  $299,999

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

  10 Silver St, Middletown, CT 06457

  Welcome to 10 Silver Street in Middletown! This charming colonial featuring a newer roof, brand new gas boiler, newer windows, wood floors, has been freshly painted and is move-in ready. The main floor boasts an oversized kitchen, a bright living room, a half bath, and a versatile flex space that can be used as an office, additional bedroom, or family room. Upstairs, you'll find three generously

  Sacha Armstrong William Pitt Sotheby's Int'l

  10 Silver St, Middletown, CT 06457
• 

  

  /23

  $194,900

  • 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.

  21 Portland St, Middletown, CT 06457
• 

  

  /34

  $368,000

  • 4 Beds
  • 1.5 Baths
  • 1,778 Sq Ft

  27 Catherine St, Middletown, CT 06457

  Multiple Offers are in, DEADLINE FOR B&H is 04/27 @8 PM - Welcome to 27 Catherine Street, a lovingly preserved 1924 Colonial nestled in Middletown's North End. Catherine Street is beloved by many, offering the best of both worlds. Just a short walk to downtown and tucked away on a quiet CT cul-de-sac. From the moment you arrive, you're welcomed by the home's front porch with classic tapered

  Sacha Armstrong William Pitt Sotheby's Int'l

  27 Catherine St, Middletown, CT 06457
• 

  

  /36

  $355,000

  • 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
• 

  

  /38

  $420,000

  • 4 Beds
  • 2 Baths
  • 2,214 Sq Ft

  156 S Main St, Middletown, CT 06457

  Pull into the long private driveway-room for 6-8 cars-and you'll feel the instant charm of this beautifully renovated brick two-family. The inviting front porches and classic brick facade are paired with new vinyl siding and dual-pane windows, blending timeless curb appeal with smart energy efficiency. Behind the home, a flat level lot offers a peaceful green space and a two-car garage just

  Alan Stewart Jr. ASJ Realty Partners

  156 S Main St, Middletown, CT 06457
• 

  

  /15

  $299,900

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft

  80 Prospect St, Middletown, CT 06457

  Discover a fantastic opportunity at 80 Prospect Street! This beautifully remodeled 2-family home in the heart of Middletown boasts newer mechanicals and brand-new appliances in both units, perfect for comfortable living or rental income. The 3-car garage is great for storage or the car enthusiast, and yet the home still has ample off-street parking. The second floor unit has a partially finished

  Paul Magliochetti Coldwell Banker Realty

  80 Prospect St, Middletown, CT 06457
• 

  

  /7

  $230,000

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

  52 Rising Trail Dr, Middletown, CT 06457

  Spacious townhouse in the charming and cozy Beacon Hills condo community. Conveniently located minutes from major highways, public transportation, shopping centers, restaurants, medical facilities, downtown Middletown, and the Wesleyan University campus. The property offered "As Is". Subject to short sale approval. Short Sale Rider & As Is Riders must be included with the Purchase Offer.

  Thomas Galvin Precision Realty LLC

  52 Rising Trail Dr, Middletown, CT 06457
• 

  

  /24

  $299,000 Open Sun 2PM - 3PM

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

  71 E Main St, Middletown, CT 06457

  This four unit brick building sits on a corner lot within very close proximity to downtown Middletown. A vacant commercial space on the ground level provides a potential owner operator with tremendous opportunity. Three residential units fill the upper two floors including a one bedroom, two bedroom, and three bedroom apartment. The commercial space was once operated as a bar/restaurant and

  Connor Wenchell VC Property Group, LLC

  71 E Main St, Middletown, CT 06457
• 

  

  /18

  $210,000

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  3 Linden St, Middletown, CT 06457

  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 Dorrance Realty

  3 Linden St, Middletown, CT 06457
• 

  

  /29

  $397,000

  • 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
• 

  

  /33

  $300,000

  • 5 Beds
  • 2 Baths
  • 2,112 Sq Ft

  50 Liberty St, Middletown, CT 06457

  Turnkey Two-Family Investment Opportunity in the Heart of Middletown Welcome to 50 Liberty Street, a fully updated 2-family property offering both historic charm and modern efficiency-perfect for investors looking to expand their portfolio with minimal upfront work. Located just blocks from downtown Middletown, this property provides strong rental potential in a high-demand area. Each spacious

  Jonathan Zuromski Real Broker CT, LLC

  50 Liberty St, Middletown, CT 06457
• 

  

  /40

  $719,900 Open Sat 12:30PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 4,382 Sq Ft

  34 Watch Hill Dr, Middletown, CT 06457

  Set high on Watch Hill, this stunning 3-4 bedroom, 2.5-bath Colonial offers breathtaking views and over 4,382 SqFt of living space on a 1.04-acre lot. The main level features gorgeous hardwood floors, a formal dining room, and a spacious living room with a cozy wood-burning fireplace. The chef's kitchen is a dream, with granite countertops, stainless steel appliances, a wall oven, a glass

  Joe Cafasso eXp Realty

  34 Watch Hill Dr, Middletown, CT 06457
• 

  

  /7

  $145,000

  • Land
  • 3.58 Acres
  • $40,503 per Acre

  0 Mountain Laurel Dr, Middletown, CT 06457

  Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

  Siobhan McLaughlin William Raveis Real Estate

  0 Mountain Laurel Dr, Middletown, CT 06457
• 

  

  /31

  $349,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  310 Newfield St, Middletown, CT 06457

  MOVE-IN ready 3-bedroom & 2 bathroom home just minutes from Wesleyan University. Main floor ADDITIONAL ROOM of 312 SQFT perfect for a den, family room or home office with its own entry way. New flooring throughout the whole house adds to a beautiful modern flow. Updated kitchen with new stainless-steel appliances, granite countertop, Lazy-Susan corner cabinets and custom open shelving. Both

  Jackie Espinoza Berkshire Hathaway NE Prop.

  310 Newfield St, Middletown, CT 06457
• 

  

  /8

  $299,900

  • Land
  • 17 Acres
  • $17,809 per Acre

  0 Round Hill Lot 17 Rd, Middletown, CT 06457

  Great opportunity to own this 16.84 acre parcel of vacant land in an R60 zone. Well and septic required. Property can be purchased separately and/or together with additional 5.62 acre adjacent parcel. Possibility of subdividing and the buyer is responsible for doing their own due diligence with the town.

  Peter Carbutti Carbutti & Co., Realtors

  0 Round Hill Lot 17 Rd, Middletown, CT 06457
• 

  

  /35

  $327,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  155 Dorothy Dr, Middletown, CT 06457

  Welcome to this charming 3-bedroom, 2-bathroom ranch home offering 960 sq. ft. of main-level living space plus a full basement for added versatility. Nestled on a dead-end road in the center of South Farms district of Middletown, this home provides plenty of outdoor space, including a semi-private backyard and new deck - perfect for relaxation and entertaining! Inside, the inviting living room

  Devon Taylor Assael Dave Jones Realty, LLC

  155 Dorothy Dr, Middletown, CT 06457
• 

  

  /6

  $150,000

  • 2 Beds
  • 1 Bath
  • 709 Sq Ft

  225 Burgundy Hill Ln, Middletown, CT 06457

  Welcome to Peppermill Village! This adorable two bedroom, one bath, condo is ideal for an investor or owner occupied! Large bedrooms with ample closet space and a spacious living room with newly installed vinyl flooring throughout. This unit has an assigned parking spot and visitor spaces for guests! This complex offers washer and dryer units in the basement for added convivence! Pet friendly!

  Maria Convertito Regency Real Estate, LLC

  225 Burgundy Hill Ln, Middletown, CT 06457
• 

  

  /4

  $159,900

  • Land
  • 4.40 Acres
  • $36,341 per Acre

  174 Old Road Dr, Middletown, CT 06457

  Gorgeous lot! Previous home on property was demolished after fire. The views are incredible of Higby Mountain!

  Nancy Newman KW Legacy Partners

  174 Old Road Dr, Middletown, CT 06457

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