Moving to Middletown CT | real estate for sale in Middletown Connecticut | Property Statistics of living in Middletown
Middletown is the largest municipality in Middlesex County and offers the county's most diverse housing market. Residential options include historic neighborhoods, downtown condominiums, multifamily properties, suburban developments, and higher-end residential enclaves. The presence of Wesleyan University, a vibrant downtown district, and significant healthcare and employment centers supports strong housing demand. Investors are often drawn to multifamily opportunities, while owner-occupants benefit from the city's broad range of price points and housing styles.
897 East Street
Middletown, Connecticut 06457
$554,900 | Active
3 Beds | 3 Baths | 2797 Sqft | 0.35 Acres | 13 Days on Market
Property Type: Single Family For Sale
Beautifully updated Saltbox Colonial in Middletowns Westfield neighborhood! This 3-bedroom, 2.5-bath home offers a spacious, open floor plan with the perfect balance of classic charm and modern updates. The updated kitchen featuring granite countertops, stainless steel appliances...
286 Russell Street
Middletown, Connecticut 06457
$310,000 | Coming Soon
3 Beds | 1 Baths | 1488 Sqft | 0.17 Acres | Days on Market
Property Type: Single Family For Sale
Welcome to 286 Russell Street, a warm and cozy cottage-style home bursting with curb appeal and gorgeous architectural details. A welcoming, adorable front porch invites you inside to discover a main level showcasing hardwood floors and lovely trim work throughout. The inviting ...
87 Meech Road
Middletown, Connecticut 06457
$469,000 | Active
4 Beds | 3 Baths | 2369 Sqft | 0.26 Acres | 2 Days on Market
Property Type: Single Family For Sale
Welcome to this beautifully updated, bright and spacious home, conveniently located in a desirable Middletown neighborhood. Thoughtfully updated inside and out, this home offers an inviting layout with generous living spaces. The living room is centered around a cozy fireplace, w...
25 Garfield Avenue
Middletown, Connecticut 06457
$400,000 | Coming Soon
3 Beds | 2 Baths | 1623 Sqft | 0.17 Acres | Days on Market
Property Type: Single Family For Sale
Tastefully updated and move-in ready, this charming 3-bedroom, 2-bath home is located in Middletowns desirable South Farms area. The spacious family room features a vaulted ceiling and brand-new skylights, creating a bright and welcoming gathering space. The updated kitchen offer...
147 Ridge Road
Middletown, Connecticut 06457
$449,900 | Active
3 Beds | 2 Baths | 1772 Sqft | 0.35 Acres | 2 Days on Market
Property Type: Single Family For Sale
Welcome to 147 Ridge Rd, a stunning, completely remodeled home located in the highly desirable South Farms district of Middletown! This beautifully updated property has been renovated from top to bottom and is truly move-in ready. The heart of the home is the spectacular open-con...
1511 Country Club Road
Middletown, Connecticut 06457
$450,000 | Active
2 Beds | 2 Baths | 3319 Sqft | 1.25 Acres | 11 Days on Market
Property Type: Single Family For Sale
Welcome to 1511 Country Club Rd, a charming 2-bedroom Cape with the posability of 5- bedrooms offering comfort, character, and exceptional versatility. This inviting home features a flexible layout with a private in-law suite or separate living space-perfect for multi-generationa...
85 Oakcliff Road
Middletown, Connecticut 06457
$615,000 | Active
4 Beds | 3 Baths | 1908 Sqft | 1.11 Acres | 4 Days on Market
Property Type: Single Family For Sale
Welcome Home! 85 Oakcliff is a beautifully updated 4-bedroom, 2.5 bath home in a desirable Middletown neighborhood, privately set back from the road. Featuring an updated kitchen, new windows throughout, remodeled baths and a finished walk-out basement with a full bathroom this h...
49 Harvard Court
Middletown, Connecticut 06457
$515,000 | Active
4 Beds | 3 Baths | 2592 Sqft | 0.5 Acres | 2 Days on Market
Property Type: Single Family For Sale
Welcome home to this extremely spacious 4-bedroom, 2.5-bath Colonial tucked away on a cul-de-sac, offering the best of both worlds-a quiet neighborhood setting with convenient access to everything Middletown has to offer. The open and inviting layout provides plenty of room to ga...
70 Bielefield Road
Middletown, Connecticut 06457
$317,000 | Active
2 Beds | 2 Baths | 1776 Sqft | 0.11 Acres | 4 Days on Market
Property Type: Single Family For Sale
Move right in to this well-maintained raised ranch offering comfortable living and a functional floor plan. Enter through the street-level foyer, where youll find access to the attached garage, a full bathroom, laundry area, utility room, and a versatile room that is perfect for ...
46 Meech Road
Middletown, Connecticut 06457
$255,000 | Active
3 Beds | 2 Baths | 1267 Sqft | 0.22 Acres | 6 Days on Market
Property Type: Single Family For Sale
Cute 3-bedroom Cape with loads of potential! The spacious living room features a cozy fireplace and sliders leading to a private backyard-perfect for relaxing or entertaining. An open kitchen flows into the dining room, creating a comfortable layout for everyday living. Convenien...
69 Ledgebrook Lane
Middletown, Connecticut 06457
$499,900 | Active
3 Beds | 3 Baths | 1699 Sqft | 0.8 Acres | 6 Days on Market
Property Type: Single Family For Sale
Welcome home to this beautifully maintained Contemporary Colonial, perfectly situated on a peaceful cul-de-sac in a desirable neighborhood. Offering the ideal blend of style, comfort, and functionality, this home features 2.5 baths, efficient natural gas heat, newer central air, ...
171 Smith Street
Middletown, Connecticut 06457
$369,900 | Active
4 Beds | 1 Baths | 1958 Sqft | 0.51 Acres | 7 Days on Market
Property Type: Single Family For Sale
Welcome Home!! Hurry, Theres still time to swim in your pool and enjoy the labor day celebrations in your new home! This adorable Cape boasts 4 bedrooms, an Open Layout, Fully Finished Basement, and an Enchanting private, flat fenced yard with a pool, Magnificent Weeping Willow t...
25 Morgan Street
Middletown, Connecticut 06457
$379,900 | Active
4 Beds | 2 Baths | 2024 Sqft | 0.3 Acres | 14 Days on Market
Property Type: Single Family For Sale
Welcome home to this charming Cape Cod-style house, offering 1,874 square feet of comfortable living space, plus an additional 150 square feet of finished space in the basement. This inviting four-bedroom, 2 full bath home is nestled in a wonderful neighborhood, combining timeles...
76 George Street
Middletown, Connecticut 06457
$429,000 | Active
3 Beds | 2 Baths | 1581 Sqft | 0.91 Acres | 7 Days on Market
Property Type: Single Family For Sale
Welcome to 76 George St, Middletown! This 1,600 SF home offers 3 bedrooms, a spacious kitchen, and plenty of potential to make the property your own. The walk-out lower level features roughed-in plumbing, creating an exciting opportunity for additional living space, a recreation ...
110 Freeman Road
Middletown, Connecticut 06457
$599,900 | Active
4 Beds | 2 Baths | 2070 Sqft | 1 Acres | 114 Days on Market
Property Type: Single Family For Sale
Historic 1868 South Farms area of Middletown Home with Exceptional Outbuildings Step back in time while enjoying the comfort of modern updates in this distinctive 1868 home, set on a property filled with character, history, and functionality. The home features three bedroo...
7 Reservoir Road
Middletown, Connecticut 06457
$379,000 | Active
3 Beds | 2 Baths | 1346 Sqft | 0.43 Acres | 9 Days on Market
Property Type: Single Family For Sale
Built in 1979, this beautifully updated Cape Cod offers the perfect blend of timeless charm and modern convenience. This move-in-ready home features an updated kitchen, three spacious bedrooms, and two full bathrooms, along with a flexible floor plan designed to accommodate a var...
20 Chimney Hill Road
Middletown, Connecticut 06457
$799,000 | Active
4 Beds | 3 Baths | 4271 Sqft | 0.98 Acres | 12 Days on Market
Property Type: Single Family For Sale
Nestled in the sought-after Chimney Hill neighborhood, this spacious Colonial offers over 4,200 square feet of thoughtfully designed living space on a beautifully landscaped lot. The home features 4 bedrooms, 2.5 bathrooms, a bright, open floor plan, generous living and dining ar...
824 Randolph Road
Middletown, Connecticut 06457
$299,900 | Active
2 Beds | 3 Baths | 1282 Sqft | 0.23 Acres | 13 Days on Market
Property Type: Single Family For Sale
Welcome to 824 Randolph Rd, Middletown! Youll fall in love with this beautiful ranch offering the convenience of one-floor living, a two-car garage, and an inviting in-ground pool with patio thats perfect for relaxing or entertaining. Step inside to find a bright, spacious living...
145 Webster Lane
Middletown, Connecticut 06457
$675,000 | Active
2 Beds | 2 Baths | 1555 Sqft | 0.1 Acres | 308 Days on Market
Property Type: Single Family For Sale
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 sect...
104 Bell Street
Middletown, Connecticut 06457
$425,000 | Active
4 Beds | 2 Baths | 1352 Sqft | 2.6 Acres | 14 Days on Market
Property Type: Single Family For Sale
Welcome to 104 Bell Street - a rare find on 2.6 private acres in the heart of Middletown. This 4-bedroom, 2 full bath home offers a truly unique setting where you drive down a long, secluded driveway and cross a bridge over Sawmill Brook to arrive at your own private oasis. Fully...
49 Partridge Lane
Middletown, Connecticut 06457
$948,000 | Active
4 Beds | 5 Baths | 4234 Sqft | 3.23 Acres | 54 Days on Market
Property Type: Single Family For Sale
Lakeshore Realty is proud to present 49 Partridge Lane, a beautifully maintained home tucked away on a quiet cul-de-sac in one of Middletowns most desirable neighborhoods. Designed for both everyday living and entertaining, this exceptional home features a bright, open floor plan...
166 McCormick Lane
Middletown, Connecticut 06457
$688,000 | Active
4 Beds | 3 Baths | 2876 Sqft | 0.35 Acres | 16 Days on Market
Property Type: Single Family For Sale
Welcome home to this beautifully maintained 5-bedroom, 2.5-bath Colonial, ideally located in the heart of vibrant Middletown. Enjoy easy access to Middletowns many wonderful restaurants and downtown charm, with Middlesex Health, Wesleyan University, and the scenic CT River all ju...
145 Monarca Drive
Middletown, Connecticut 06457
$1,350,000 | Active
3 Beds | 4 Baths | 3456 Sqft | 2.38 Acres | 18 Days on Market
Property Type: Single Family For Sale
A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the ext...
104 Higby Road
Middletown, Connecticut 06457
$425,000 | Active
3 Beds | 1 Baths | 1112 Sqft | 0.5 Acres | 18 Days on Market
Property Type: Single Family For Sale
Welcome to this charming 3-bedroom, 1-bath ranch nestled on the highly sought-after Higby Road. Set on a generous half-acre lot, this home offers the perfect opportunity for first-time buyers, downsizers, or anyone looking to add their personal touch. Inside, youll find comfortab...
49 George Street
Middletown, Connecticut 06457
$385,000 | Active
3 Beds | 2 Baths | 1440 Sqft | 0.32 Acres | 19 Days on Market
Property Type: Single Family For Sale
Welcome home to this beautifully remodeled 3 bedroom, 2 full bath home thats truly move in ready! Enjoy relaxing on the inviting front porch or entertaining in the fenced backyard. The updated kitchen features stainless steel appliances, plenty of cabinet and counter space, and ...
4 Crown Street
Middletown, Connecticut 06457
$284,500 | Under Contract - Continue
2 Beds | 1 Baths | 936 Sqft | 0.17 Acres | 20 Days on Market
Property Type: Single Family For Sale
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 ...
21 Inverness Lane
Middletown, Connecticut 06457
$229,900 | Under Contract - Continue
3 Beds | 1 Baths | 1328 Sqft | 0.06 Acres | 15 Days on Market
Property Type: Single Family For Sale
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, youll be met with an updated kitchen and a comfortable dining ...
1258 Saybrook Road
Middletown, Connecticut 06457
$449,900 | Under Contract
3 Beds | 2 Baths | 2106 Sqft | 1.53 Acres | 3 Days on Market
Property Type: Single Family For Sale
Lovingly cared for home set in a beautiful yard with mature plantings and natural rock outcroppings. Lots of space in this charming home including a sunroom surrounded by windows that opens to a deck. The eat-in kitchen with Corian counters and tile backsplash leads to the formal...
492 Long Hill Road
Middletown, Connecticut 06457
$389,900 | Active
3 Beds | 2 Baths | 1536 Sqft | 0.46 Acres | 68 Days on Market
Property Type: Single Family For Sale
PRICE REDUCED FOR QUICK SALE! 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-f...
61 West Street
Middletown, Connecticut 06457
$465,000 | Active
2 Beds | 3 Baths | 1525 Sqft | 1.9704 Acres | 21 Days on Market
Property Type: Single Family For Sale
Experience elevated living in this brand-new luxury townhome, thoughtfully designed with quality craftmanship, modern finishes, and an open concept layout ideal for everyday living and entertaining. This is a spacious 2 bedroom 2.5 bath home. The chef-inspired kitchen showcases G...
61 West Street
Middletown, Connecticut 06457
$419,900 | Active
1 Beds | 2 Baths | 1250 Sqft | 1.9704 Acres | 21 Days on Market
Property Type: Single Family For Sale
Experience elevated living in this brand-new luxury townhome, thoughtfully designed with quality craftsmanship, modern finishes, and an open-concept layout ideal for everyday living and entertaining. This spacious 1-bedroom, 1.5-bath home features a versatile loft perfect for a h...
2 Hillside Court
Middletown, Connecticut 06457
$224,900 | Active
3 Beds | 2 Baths | 957 Sqft | 0.16 Acres | 97 Days on Market
Property Type: Single Family For Sale
Beautifully updated home tucked away on a quiet cul-de-sac offering the perfect blend of comfort, functionality & major recent improvements. The open floor plan creates a bright, inviting feel, complemented by hardwood floors throughout the main level. The kitchen was updated in ...
475 Ballfall Road
Middletown, Connecticut 06457
$299,900 | Active
4 Beds | 1 Baths | 1509 Sqft | 3.3 Acres | 91 Days on Market
Property Type: Single Family For Sale
Welcome to this charming Colonial-style home set on a generous 3.3-acre lot, offering the perfect blend of comfort, space, and modern updates. The exterior showcases classic appeal with a welcoming front entry & an attached 2 car garage, all surrounded by open land that provides ...
24 Annette Place
Middletown, Connecticut 06457
$365,000 | Under Contract
3 Beds | 2 Baths | 988 Sqft | 0.49 Acres | 6 Days on Market
Property Type: Single Family For Sale
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 thats hard to find: its already done. Extensively remodeled in 2018, the home blends timeless finishes with the kind of major updates buyers hope for but rarely get...
210 Ridge Road
Middletown, Connecticut 06457
$385,000 | Under Contract
3 Beds | 2 Baths | 1570 Sqft | 0.42 Acres | 4 Days on Market
Property Type: Single Family For Sale
Dont miss this one. Screened in porch, perennial gardens, fruit trees. Solar System Owned - say bye bye to electric bills. New roof May 2026. Built in 1933 with attention to detail and strength - 2 steel beams in basement. Wood floors, livingroom with fireplace, diningroom with c...
58 Brown Street
Middletown, Connecticut 06457
$459,900 | Under Contract
3 Beds | 3 Baths | 1456 Sqft | 0.34 Acres | 67 Days on Market
Property Type: Single Family For Sale
Impeccably maintained and move-in ready, this stunning Colonial blends timeless charm with modern comfort in an exceptional setting near Wadsworth Falls State Park and the historic Wadsworth Mansion. Designed for both everyday living and elegant entertaining, the home features a ...
85 Ten Acre Road
Middletown, Connecticut 06457
$425,000 | Under Contract - Continue
3 Beds | 3 Baths | 2016 Sqft | 0.47 Acres | 14 Days on Market
Property Type: Single Family For Sale
HIGHEST AND BEST by 5pm Friday July24th. Seller reserves the right to accept an offer at any time prior to the deadline. Nestled near the end of a quiet dead-end road, this beautifully maintained 3-bedroom ranch offers peaceful country living with picturesque pasture views. Stunn...
103 Prospect Street
Middletown, Connecticut 06457
$209,900 | Under Contract - Continue
3 Beds | 2 Baths | 1160 Sqft | 0.12 Acres | 120 Days on Market
Property Type: Single Family For Sale
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 vi...
116 Schuyler Avenue
Middletown, Connecticut 06457
$359,000 | Under Contract
3 Beds | 2 Baths | 1470 Sqft | 0.22 Acres | 6 Days on Market
Property Type: Single Family For Sale
Welcome to 116 Schuyler Ave! This home is conveniently located on a dead end close to Middletowns 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, ...
417 Mile Lane
Middletown, Connecticut 06457
$370,000 | Under Contract - Continue
3 Beds | 2 Baths | 1440 Sqft | 0.43 Acres | 14 Days on Market
Property Type: Single Family For Sale
Beautifully maintained ranch offering the perfect blend of comfort, style, and functionality! This move-in-ready home features 3 spacious bedrooms and 2 full bathrooms, including a generous primary suite with a private en-suite bath. The bright and inviting living spaces are idea...
76 Thimble Rock Road
Middletown, Connecticut 06457
$649,900 | Active
4 Beds | 4 Baths | 2671 Sqft | 2.62 Acres | 68 Days on Market
Property Type: Single Family For Sale
Tucked away on a quiet cul-de-sac in Middletowns South End near the Durham line, 76 Thimble Rock Road offers approximately 2,600 square feet of well-maintained living space. This 4-bedroom, 2 full, 2 half bath Colonial has been carefully cared for over the years by a single owner...
Lot 1 Nathan Hale Road
Middletown, Connecticut 06457
$499,900 | Under Contract
3 Beds | 2 Baths | 1540 Sqft | 0.17 Acres | 48 Days on Market
Property Type: Single Family For Sale
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, youre welcomed...
315 Ridge Road
Middletown, Connecticut 06457
$499,000 | Under Contract
3 Beds | 3 Baths | 2645 Sqft | 2.16 Acres | 35 Days on Market
Property Type: Single Family For Sale
The perfect blend of privacy and natural beauty, makes this home a wonderful retreat. Nestled on a spacious lot set back from the road, youll enjoy serene surroundings that connect you with nature, as the property abuts the Brock farm and its idyllic open pastures. The lovingly m...
15 Mulberry Lane
Middletown, Connecticut 06457
$465,000 | Under Contract
3 Beds | 3 Baths | 1813 Sqft | 0.17 Acres | 6 Days on Market
Property Type: Single Family For Sale
*Multiple offers received! Please submit offers by Thursday, July 15th at noon.* Move right into this light-filled, spacious high ranch nestled on a quiet, low-traffic street in the highly sought-after Riverbend neighborhood. A dramatic two-story foyer welcomes you into an open-c...
347 Farm Hill Road
Middletown, Connecticut 06457
$399,900 | Under Contract - Continue
3 Beds | 1 Baths | 1974 Sqft | 0.28 Acres | 26 Days on Market
Property Type: Single Family For Sale
Welcome home to this beautifully remodeled brick ranch, perfectly situated in a highly desirable neighborhood. This move-in-ready home offers three spacious bedrooms and two full bathrooms, combining classic charm with modern updates throughout. Step inside to find a welcoming l...
193 Ridge Road
Middletown, Connecticut 06457
$369,900 | Under Contract
3 Beds | 2 Baths | 1525 Sqft | 0.28 Acres | 4 Days on Market
Property Type: Single Family For Sale
*HIGHEST AND BEST OFFER DEADLINE - TUESDAY, JULY 14th AT 12:00pm ET* Welcome home to 193 Ridge Rd, a 3-bedroom, 2-full-bath gem, lovingly updated but full of warmth and charm. Step onto the large front porch and youll feel it - this ones different. The updated kitchen shines with...
364 Coleman Road
Middletown, Connecticut 06457
$475,000 | Under Contract
3 Beds | 2 Baths | 1805 Sqft | 0.52 Acres | 3 Days on Market
Property Type: Single Family For Sale
Some homes are built to impress. Others are built to be lived in. This extraordinary farmhouse does both. A charming covered front porch, framed by mature perennial gardens that bloom with the seasons, welcomes you home. Its the kind of place where evenings are best spent watchin...
175 Rolling Green
Middletown, Connecticut 06457
$499,999 | Under Contract
4 Beds | 3 Baths | 3363 Sqft | 0.22 Acres | 4 Days on Market
Property Type: Single Family For Sale
****Highest and Best by Monday July 13 at 5:00pm.**** This beautifully maintained Colonial, tucked away on a quiet cul-de-sac, in the highly sought after Riverbend development is a must-see! Filled with natural light and abundant storage, this home also features two spacious deck...
63 Braeburn Lane
Middletown, Connecticut 06457
$180,000 | Under Contract - Continue
4 Beds | 2 Baths | 1328 Sqft | 0.06 Acres | 21 Days on Market
Property Type: Single Family For Sale
This contemporary 4-bedroom home offers a functional layout, great living space, and an excellent opportunity to add your personal touch! The first floor features a bright, open-concept kitchen with a stainless steel refrigerator and oven, seamlessly flowing into the dining area....
38 Wildflower Lane
Middletown, Connecticut 06457
$414,900 | Under Contract
2 Beds | 3 Baths | 1860 Sqft | 0.18 Acres | 3 Days on Market
Property Type: Single Family For Sale
Turn-key home in the sought-after Riverbend Community in Middletowns desirable Westfield neighborhood offers suburban tranquility with excellent convenience. Inside, soaring ceilings grace the living and dining areas, a fireplace adds warmth to the living room, and hardwood floor...
66 East Street
Middletown, Connecticut 06457
$349,900 | Under Contract
3 Beds | 2 Baths | 1514 Sqft | 0.44 Acres | 7 Days on Market
Property Type: Single Family For Sale
This lovely contemporary offers 3 bedrooms with hardwood flooring, 1-1/2 baths with a beautiful fenced in back yard. Your lover level includes a recreation room, a half bath and an additional bedroom. There is an oil-fired stove in lower level for energy extra savings. The lower ...
1020 Bartholomew Road
Middletown, Connecticut 06457
$524,900 | Under Contract - Continue
3 Beds | 3 Baths | 1952 Sqft | 4.5 Acres | 48 Days on Market
Property Type: Single Family For Sale
Welcome to your own PRIVATE RETREAT! Nestled on a SECLUDED 4.5-ACRE LOT, this well-built RANCH-STYLE HOME offers the perfect blend of PRIVACY, COMFORT, and OPPORTUNITY. Enjoy TRUE ONE-LEVEL LIVING featuring 3 BEDROOMS and 2.5 BATHS, including a PRIMARY SUITE with its own FULL BA...
46 Bretton Road
Middletown, Connecticut 06457
$497,900 | Under Contract
4 Beds | 4 Baths | 3622 Sqft | 0.31 Acres | 19 Days on Market
Property Type: Single Family For Sale
Experience the perfect blend of historic charm and modern comfort in this exceptional Colonial home. From the moment you enter the spacious foyer, youll be captivated by the craftsmanship, warmth, and timeless elegance that define this residence. The formal dining room, living r...
598 High Street
Middletown, Connecticut 06457
$437,900 | Under Contract - Continue
3 Beds | 2 Baths | 1714 Sqft | 0.19 Acres | 28 Days on Market
Property Type: Single Family For Sale
Rarely does a home blend historic character, creative energy & walkable in-town living so effortlessly. Nestled on a beautifully landscaped corner lot just moments from Wesleyan University, vibrant downtown Middletown & the Connecticut River waterfront, this thoughtfully updated ...
67 Bell Street
Middletown, Connecticut 06457
$499,900 | Under Contract - Continue
3 Beds | 2 Baths | 2398 Sqft | 4.6 Acres | 39 Days on Market
Property Type: Single Family For Sale
BEST AND FINAL DEADLINE 6/30 at 4pm!! Welcome to 67 Bell Street, a beautifully updated ranch-style home set on over 4 private acres in one of Middletowns most desirable locations. Offering approximately 1,500 square feet of comfortable one-level living, this thoughtfully maintain...
835-#E Long Hill Road
Middletown, Connecticut 06457
$319,900 | Under Contract - Continue
2 Beds | 3 Baths | 1294 Sqft | 0 Acres | 30 Days on Market
Property Type: Single Family For Sale
Welcome to 835 Long Hill Road, Unit E, in the desirable Wesleyan Hills community. This beautifully updated 2-bedroom, 2.5-bath townhouse-style condominium offers comfortable, low-maintenance living with a bright, open floor plan. The main level features an updated kitchen, spacio...
65 Deerfield Avenue
Middletown, Connecticut 06457
$273,000 | Under Contract
2 Beds | 1 Baths | 912 Sqft | 0.12 Acres | 4 Days on Market
Property Type: Single Family For Sale
Welcome home to this lovingly maintained Cape Cod-style house with the convenience of one-floor living in the highly desireable South Farm neighborhood. This charming home features a spacious two-bedroom layout filled with natural sunlight throughout. The inviting eat-in kitchen ...
37 Cranberry Lane
Middletown, Connecticut 06457
$619,000 | Under Contract
3 Beds | 4 Baths | 3644 Sqft | 0.78 Acres | 18 Days on Market
Property Type: Single Family For Sale
Set on a beautiful, private lot in one of Middletowns most desirable neighborhoods, 37 Cranberry Lane offers the perfect blend of space, style, and comfort. This impressive Contemporary Colonial features soaring cathedral ceilings, sun-filled spaces, and an open layout designed f...
50 Garfield Avenue
Middletown, Connecticut 06457
$395,000 | Under Contract - Continue
3 Beds | 2 Baths | 1274 Sqft | 0.17 Acres | 60 Days on Market
Property Type: Single Family For Sale
Completely renovated and a truly move-in ready Cape Cod style home. Major improvements include a new roof, new siding, new windows, a beautifully remodeled kitchen, remodeled bathrooms, and brand-new appliances, giving you peace of mind and low-maintenance living for years to com...
117 David Drive
Middletown, Connecticut 06457
$485,000 | Under Contract
3 Beds | 3 Baths | 1826 Sqft | 0.78 Acres | 11 Days on Market
Property Type: Single Family For Sale
Nestled at the end of a quiet cul-de-sac, this beautifully maintained Colonial offers the perfect blend of privacy, comfort, and timeless charm on nearly an acre of professionally landscaped grounds surrounded by nature. A welcoming front porch framed by classic pillars invites y...
82 Wilcox Road
Middletown, Connecticut 06457
$399,000 | Under Contract
3 Beds | 2 Baths | 1513 Sqft | 0.47 Acres | 39 Days on Market
Property Type: Single Family For Sale
Country living right in Middletown. Fantastic views, rural atmosphere. Eat in kitchen with a breakfast bar. Lower level with walk out ability. Wood burning fireplace, built in bookcases and a wet bar. Fenced in private rear yard with a large deck. Access from the rear yard to lan...
36 Hunting Hill Avenue
Middletown, Connecticut 06457
$330,000 | Under Contract
2 Beds | 2 Baths | 1157 Sqft | 0.28 Acres | 19 Days on Market
Property Type: Single Family For Sale
Step into the charm of this vintage circa 1860 bungalow cottage, thoughtfully updated for todays lifestyle. Offering 1,157 square feet, this inviting home features 2 bedrooms and 2 full bathrooms, blending historic character with modern upgrades. Recent improvements include a new...
1175 Main Street
Middletown, Connecticut 06457
$525,000 | Under Contract - Continue
3 Beds | 2 Baths | 1814 Sqft | 0.48 Acres | 42 Days on Market
Property Type: Single Family For Sale
Beautiful Move in ready 1814 sq ft 3-bedroom ranch home with a sun porch on 1/2 acre and a large detached garage. Nice yard and well landscaped. A very unique property with room to grow! Complete with new lighting, it is freshly painted with new dove gray carpeting thru out the b...
6 Hillside Court
Middletown, Connecticut 06457
$270,000 | Under Contract
3 Beds | 2 Baths | 1299 Sqft | 0.1 Acres | 125 Days on Market
Property Type: Single Family For Sale
Excellent opportunity in a quiet. Ideal for rental portfolio expansion, or owner-occupants looking to build equity. All offers welcome. Fast closing available. featuring a bright and inviting open floor plan on the first floor with updated flooring throughout where the spacious ...
193 Scarborough Lane
Middletown, Connecticut 06457
$899,900 | Under Contract - Continue
4 Beds | 5 Baths | 3576 Sqft | 1.37 Acres | 35 Days on Market
Property Type: Single Family For Sale
Exceptional quality and craftsmanship define this highly sought-after home in Scarborough Lane within Highland Farms, located in the desirable Westfield area of Middletown. Offering 11 beautifully appointed rooms, this residence showcases premium finishes and thoughtful details t...
46 Tavern Circle
Middletown, Connecticut 06457
$599,900 | Under Contract
4 Beds | 4 Baths | 4132 Sqft | 1.02 Acres | 8 Days on Market
Property Type: Single Family For Sale
Fantastic home located in Westfield Hills community with plenty of space to roam. This 3/4 bedroom home offers it all. The first floor boasts a large open kitchen with good size eating area, formal dining room, front to back great room and first floor family room with fireplace. ...
87 Lewis Street
Middletown, Connecticut 06457
$319,000 | Under Contract
3 Beds | 1 Baths | 1361 Sqft | 0.23 Acres | 5 Days on Market
Property Type: Single Family For Sale
Welcome home to this charming Cape Cod, lovingly maintained by the same family for more than 60 years. This is the kind of home that buyers rarely come across, filled with character, original charm, and a level of care that is evident from the moment you step inside. Many origina...
1409 Millbrook Road
Middletown, Connecticut 06457
$1,295,000 | Active
4 Beds | 4 Baths | 2656 Sqft | 39.36 Acres | 52 Days on Market
Property Type: Single Family For Sale
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 fea...
3 Flower Street
Middletown, Connecticut 06457
$259,000 | Under Contract - Continue
3 Beds | 1 Baths | 1280 Sqft | 0.07 Acres | 77 Days on Market
Property Type: Single Family For Sale
Move right into this centrally located Middletown home! This 3 bedroom, 1 full bath home offers comfort, many updates, and timeless character in the heart of Middletown. Inside, youll find a spacious living room perfect for entertaining lots of family and friends, along with touc...
152 Middle Street
Middletown, Connecticut 06457
$380,000 | Under Contract - Continue
3 Beds | 2 Baths | 1582 Sqft | 0.72 Acres | 60 Days on Market
Property Type: Single Family For Sale
Charming Cape Cod-style home offering 3 bedrooms and 2 full bathrooms in a convenient location near major highways, shopping, dining, and local amenities. This well-maintained home features original hardwood floors throughout, a functional layout, and a spacious first-floor prima...
65 Prout Hill Road
Middletown, Connecticut 06457
$435,000 | Under Contract
3 Beds | 2 Baths | 1654 Sqft | 0.45 Acres | 4 Days on Market
Property Type: Single Family For Sale
Dont miss this beautifully maintained split-level home featuring numerous upgrades and exceptional care throughout. Hardwood floors enhance the main living level, where the Living room, with a brick fireplace, opens to the Dining room, which is highlighted by attractive built-in ...
30 Snipes Terrace
Middletown, Connecticut 06457
$349,000 | Under Contract
3 Beds | 3 Baths | 1654 Sqft | 0.41 Acres | 7 Days on Market
Property Type: Single Family For Sale
****MULTIPLE OFFERS - HIGHEST & BEST - FRIDAY 6/19 6PM**** --Charming Cape on a Quiet Middletown Cul-de-Sac-- Tucked away on a peaceful road, this classic Cape Cod-style home offers 1654 sq ft of living space on a beautiful 0.41-acre lot. Mature trees, a lovely front slope, and a...
650 Ridgewood Road
Middletown, Connecticut 06457
$589,000 | Under Contract - Continue
3 Beds | 2 Baths | 1452 Sqft | 0.43 Acres | 73 Days on Market
Property Type: Single Family For Sale
Get ready to fall in love with this beautiful newer construction ranch that perfectly blends modern style with easy, carefree living! Bright, open, and filled with natural light, this home welcomes you with gorgeous hardwood floors throughout and an open floor plan made for every...
7 Portland Street
Middletown, Connecticut 06457
$169,900 | Active
3 Beds | 1 Baths | 1440 Sqft | 0.04 Acres | 67 Days on Market
Property Type: Single Family For Sale
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 S...
25 Pleasant View Drive
Middletown, Connecticut 06457
$479,900 | Under Contract - Continue
3 Beds | 3 Baths | 2030 Sqft | 0.46 Acres | 86 Days on Market
Property Type: Single Family For Sale
Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautif...
17 Inverness Lane
Middletown, Connecticut 06457
$234,900 | Under Contract
3 Beds | 1 Baths | 1209 Sqft | 0.06 Acres | 5 Days on Market
Property Type: Single Family For Sale
***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...
72 Annello Way
Middletown, Connecticut 06457
$650,000 | Under Contract - Continue
4 Beds | 3 Baths | 2734 Sqft | 0.35 Acres | 56 Days on Market
Property Type: Single Family For Sale
Tucked at the end of a quiet cul-de-sac in Middletowns desirable Westfield section, this beautifully maintained home offers the perfect blend of comfort, flexibility, and space. The welcoming floor plan is designed for both everyday living and entertaining, featuring a spacious k...
33 Inverness Lane
Middletown, Connecticut 06457
$299,609 | Active
4 Beds | 2 Baths | 1328 Sqft | 0.06 Acres | 76 Days on Market
Property Type: Single Family For Sale
Welcome to this spacious move in ready four bedroom, two bath home located in the desirable Highland section of Middletown. This well maintained property features an updated kitchen with granite countertops and stainless steel appliances, offering both style and functionality. Th...
72 Durant Terrace
Middletown, Connecticut 06457
$375,000 | Under Contract
3 Beds | 3 Baths | 1446 Sqft | 0.11 Acres | 14 Days on Market
Property Type: Single Family For Sale
Built in 2010 and meticulously maintained, this Cape-style home offers the perfect blend of comfort, flexibility, and peace of mind. From the moment you arrive, youll appreciate that everything has already been done for you - simply move in and enjoy. Inside, hardwood floors flow...
34 Inverness Lane
Middletown, Connecticut 06457
$299,609 | Active
4 Beds | 2 Baths | 1328 Sqft | 0.06 Acres | 89 Days on Market
Property Type: Single Family For Sale
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 todays lifestyle. Step inside to dis...
146 Liberty Street
Middletown, Connecticut 06457
$249,609 | Under Contract
3 Beds | 2 Baths | 1340 Sqft | 0.19 Acres | 97 Days on Market
Property Type: Single Family For Sale
146 Liberty Street, Middletown, CT offers a three bedroom, one and a half bath home renovated in 2023. The main level features a functional layout with updated finishes and timeless details, along with a mudroom and a three season porch. All bedrooms are located on the second flo...
38 Harris Street
Middletown, Connecticut 06457
$324,900 | Under Contract
3 Beds | 2 Baths | 1894 Sqft | 0.14 Acres | 4 Days on Market
Property Type: Single Family For Sale
** OFFER DEADLINE: MONDAY 5/18 - 6PM ** 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 ...
265 Briarwood Lane
Middletown, Connecticut 06457
$559,900 | Under Contract
3 Beds | 3 Baths | 3036 Sqft | 0.37 Acres | 2 Days on Market
Property Type: Single Family For Sale
Welcome to a lifestyle that blends neighborhood charm with everyday convenience in one of Middletowns most connected and vibrant locations. Nestled within a planned community, this completely updated 3-bedroom, 2.5-bath home offers the perfect balance of comfortable living, moder...
38 Johnson Street
Middletown, Connecticut 06457
$350,000 | Under Contract - Continue
3 Beds | 2 Baths | 2226 Sqft | 0.17 Acres | 92 Days on Market
Property Type: Single Family For Sale
Looking for a charming home? This one is dying to meet you! Welcome to this character-filled Middletown home blending classic details with thoughtful updates. Freshly painted with original wood trim and refinished hardwood floors, it offers warmth and charm throughout. The kitche...
Portland Street
Middletown, Connecticut 06457
$1,100,000 | Active
8 Beds | 4 Baths | 5176 Sqft | 0.35 Acres | 98 Days on Market
Property Type: Multi-Family For Sale
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 res...
137 Webster Lane
Middletown, Connecticut 06457
$589,900 | Active
2 Beds | 2 Baths | 1430 Sqft | 0.1 Acres | 351 Days on Market
Property Type: Single Family For Sale
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 beaut...
Lot 4 Nathan Hale Road
Middletown, Connecticut 06457
$499,900 | Under Contract
3 Beds | 2 Baths | 1540 Sqft | 0.18 Acres | 2 Days on Market
Property Type: Single Family For Sale
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, cre...
18-A Talcott Ridge Drive
Middletown, Connecticut 06457
$549,000 | Under Contract
3 Beds | 2 Baths | 1850 Sqft | 1.12 Acres | 10 Days on Market
Property Type: Single Family For Sale
Award-winning builder, Reinhard Von Hollander proudly presents The Cameron, one of his most sought-after models; sure to please the most discerning buyer. Quality and design meet as the home features a customizable, open floor plan, presenting future homeowners with an opportunit...