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.
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 | 31 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...
236 Maple Shade Road
Middletown, Connecticut 06457
$759,000 | Coming Soon
3 Beds | 3 Baths | 3283 Sqft | 1.13 Acres | Days on Market
Property Type: Single Family For Sale
Welcome to South Farms, where staycation is a way of life. This custom-built home is made for lazy mornings on the wraparound porch and sunny afternoons by the pool - all behind a brand-new full privacy fence with an acre of land. The grounds bloom spring through fall, and a char...
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 | 11 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 ...
1258 Saybrook Road
Middletown, Connecticut 06457
$449,900 | Under Contract - Continue
3 Beds | 2 Baths | 2106 Sqft | 1.53 Acres | 5 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...
40 Hillcrest Avenue
Middletown, Connecticut 06457
$374,999 | Under Contract
3 Beds | 2 Baths | 1724 Sqft | 0.25 Acres | 10 Days on Market
Property Type: Single Family For Sale
Adorable Cape-style home nestled in the highly desirable Farm Hill neighborhood! Perched on a hill, this charming 1945 residence offers lovely views from the sunroom and is filled with character throughout. Enjoy cozy evenings in the den featuring exposed brick with the impressiv...
9 Round Hill Road
Middletown, Connecticut 06457
$430,000 | Coming Soon
3 Beds | 3 Baths | 2067 Sqft | 0.48 Acres | Days on Market
Property Type: Single Family For Sale
Classic Colonial on a picture-perfect lot with sweeping pastoral views in one of Middletowns most scenic settings! This home offers solid bones, generous room sizes, and loads of potential for anyone ready to add their own touches. The sun-filled living room offers oversized wind...
4 Crown Street
Middletown, Connecticut 06457
$284,500 | Active
2 Beds | 1 Baths | 936 Sqft | 0.17 Acres | 3 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 ...
364 Coleman Road
Middletown, Connecticut 06457
$475,000 | Active
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...
38 Wildflower Lane
Middletown, Connecticut 06457
$414,900 | Active
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...
116 Schuyler Avenue
Middletown, Connecticut 06457
$359,000 | Coming Soon
3 Beds | 2 Baths | 1470 Sqft | 0.22 Acres | 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, ...
125 Stevens Lane
Middletown, Connecticut 06457
$349,900 | Active
4 Beds | 2 Baths | 1664 Sqft | 0.25 Acres | 4 Days on Market
Property Type: Single Family For Sale
Bring your growing family to this spacious colonial! 4 bedrooms with two on first floor. 2 full baths. Eat in kitchen. Living room with fireplace. Spacious room at top of staircase can potentially be 5th bedroom! Hardwood floors thru-out. Walk out basement to level yard. Deck. Wh...
15 Mulberry Lane
Middletown, Connecticut 06457
$465,000 | Active
3 Beds | 3 Baths | 1813 Sqft | 0.17 Acres | 4 Days on Market
Property Type: Single Family For Sale
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-concept main level designed for comfortable everyday living and effortless enterta...
175 Rolling Green
Middletown, Connecticut 06457
$499,999 | Active
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 | Active
4 Beds | 2 Baths | 1328 Sqft | 0.06 Acres | 4 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....
779 Ridge Road
Middletown, Connecticut 06457
$480,000 | Active
3 Beds | 3 Baths | 2642 Sqft | 0.45 Acres | 4 Days on Market
Property Type: Single Family For Sale
Nestled in the highly desirable South Farms neighborhood, this well-maintained home is filled with quality features and timeless appeal. Car enthusiasts and hobbyists will appreciate the impressive 4-car garage, offering exceptional space for vehicles, storage, or the perfect wor...
193 Ridge Road
Middletown, Connecticut 06457
$369,900 | Active
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...
67 Bell Street
Middletown, Connecticut 06457
$499,900 | Under Contract - Continue
3 Beds | 2 Baths | 2398 Sqft | 4.6 Acres | 22 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 | 13 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 | 43 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...
824 Randolph Road
Middletown, Connecticut 06457
$319,900 | Coming Soon
2 Beds | 3 Baths | 1282 Sqft | 0.23 Acres | 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...
110 Freeman Road
Middletown, Connecticut 06457
$699,999 | Active
4 Beds | 2 Baths | 2070 Sqft | 1 Acres | 78 Days on Market
Property Type: Single Family For Sale
VERY unique property. Use to be a goat farm. Contains 6 outbuildings consisting of a 3 bay open shed - perfect for storing just about anything, a 3 story red bank barn this barn is huge 3 levels inside - would be perfect for car storage, boats, trailers, jet skiis anything you ne...
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...
30 Murray Street
Middletown, Connecticut 06457
$399,900 | Under Contract - Continue
3 Beds | 2 Baths | 1412 Sqft | 0.23 Acres | 24 Days on Market
Property Type: Single Family For Sale
Welcome to 30 Murray St, a charming ranch-style home offering the perfect blend of comfort and convenience. This well-maintained house features 3 spacious bedrooms and 2 full bathrooms, providing plenty of space for families, guests, or a home office. The single level layout offe...
85 Ten Acre Road
Middletown, Connecticut 06457
$439,900 | Under Contract - Continue
3 Beds | 3 Baths | 2016 Sqft | 0.47 Acres | 19 Days on Market
Property Type: Single Family For Sale
Welcome home to this beautifully maintained 3-bedroom ranch, ideally situated at the top of a quiet dead-end road offering privacy, tranquility, and scenic views. Surrounded by spectacular perennial gardens thoughtfully designed by a master gardener, this property provides year-r...
1175 Main Street
Middletown, Connecticut 06457
$525,000 | Under Contract - Continue
3 Beds | 2 Baths | 1814 Sqft | 0.48 Acres | 25 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 ...
347 Farm Hill Road
Middletown, Connecticut 06457
$399,900 | Active
3 Beds | 1 Baths | 1974 Sqft | 0.28 Acres | 9 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...
103 Prospect Street
Middletown, Connecticut 06457
$209,900 | Active
3 Beds | 2 Baths | 1160 Sqft | 0.12 Acres | 103 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...
475 Ballfall Road
Middletown, Connecticut 06457
$315,000 | Active
4 Beds | 1 Baths | 1509 Sqft | 3.3 Acres | 55 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 ...
193 Scarborough Lane
Middletown, Connecticut 06457
$899,900 | Under Contract - Continue
4 Beds | 5 Baths | 3576 Sqft | 1.37 Acres | 18 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. ...
38 Sylvan Drive
Middletown, Connecticut 06457
$450,000 | Under Contract
3 Beds | 3 Baths | 2100 Sqft | 0.48 Acres | 5 Days on Market
Property Type: Single Family For Sale
Welcome to 38 Sylvan Drive, a beautifully maintained raised ranch nestled on a quiet cul-de-sac in the highly sought-after Sylvan Run neighborhood. Rarely available, this exceptional home offers the perfect combination of comfort, curb appeal, and an unbeatable location. Featuri...
390 Ballfall Road
Middletown, Connecticut 06457
$399,900 | Under Contract
3 Beds | 3 Baths | 2092 Sqft | 2.65 Acres | 4 Days on Market
Property Type: Single Family For Sale
Beautifully Maintained Home with Finished Lower Level & Private Backyard Retreat. Come discover this exceptionally well-maintained home featuring an inviting open floor plan and a spacious lot in a convenient location. Hardwood flooring flows through the living room and all three...
91 Berkeley Road
Middletown, Connecticut 06457
$319,900 | Under Contract - Continue
3 Beds | 1 Baths | 1092 Sqft | 0.25 Acres | 18 Days on Market
Property Type: Single Family For Sale
Welcome to this bright and beautifully maintained split-level home in Middletown, CT! 91 Berekely Rd is sure to charm you with its inviting curb appeal, landscaping, updated modern kitchen, solar panels for energy efficiency and so much more. Hardwood floors, updated appliances a...
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...
49 Partridge Lane
Middletown, Connecticut 06457
$999,000 | Active
4 Beds | 5 Baths | 4234 Sqft | 3.23 Acres | 18 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...
2 Hillside Court
Middletown, Connecticut 06457
$224,900 | Active
3 Beds | 2 Baths | 957 Sqft | 0.16 Acres | 61 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 ...
1409 Millbrook Road
Middletown, Connecticut 06457
$1,295,000 | Active
4 Beds | 4 Baths | 2656 Sqft | 39.36 Acres | 16 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...
58 Brown Street
Middletown, Connecticut 06457
$459,900 | Under Contract - Continue
3 Beds | 3 Baths | 1456 Sqft | 0.34 Acres | 54 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 ...
14 Lake Drive
Middletown, Connecticut 06457
$325,000 | Under Contract - Continue
3 Beds | 2 Baths | 1248 Sqft | 0.14 Acres | 29 Days on Market
Property Type: Single Family For Sale
**Deadline for highest and best offers is Wednesday 8 PM** Welcome to 14 Eastlake Drive in Middletown, CT-a fantastic opportunity for first-time home buyers! This inviting ranch-style house offers the perfect blend of comfort, convenience, and style. Step inside to discover vault...
3 Flower Street
Middletown, Connecticut 06457
$259,000 | Under Contract - Continue
3 Beds | 1 Baths | 1280 Sqft | 0.07 Acres | 60 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...
7 Evergreen Avenue
Middletown, Connecticut 06457
$149,000 | Under Contract
4 Beds | 1 Baths | 1765 Sqft | 0.17 Acres | 6 Days on Market
Property Type: Single Family For Sale
Investor opportunity with great potential on a charming street. This property has been substantially gutted and requires a complete renovation, including plumbing, HVAC, windows, roof, and repairs related to a roof leak. The layout offers excellent possibilities, with an open flo...
175 Newfield Street
Middletown, Connecticut 06457
$325,000 | Active
3 Beds | 1 Baths | 1075 Sqft | 0.22 Acres | 31 Days on Market
Property Type: Single Family For Sale
It has style, it has grace, it has a new roof (3 years old) - you will absolutely love this place!! THIS is the cape youve been waiting for! Ideal floorplan - the primary bedroom on the first floor faces the backyard; the relaxing living room has a wood burning fireplace; the ren...
210 Ridge Road
Middletown, Connecticut 06457
$385,000 | Under Contract - Continue
3 Beds | 2 Baths | 1570 Sqft | 0.42 Acres | 25 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...
88 Bailey Road
Middletown, Connecticut 06457
$349,000 | Under Contract - Continue
3 Beds | 3 Baths | 2242 Sqft | 0.53 Acres | 33 Days on Market
Property Type: Single Family For Sale
Welcome to 88 Bailey Road in Middletown! Dont miss this fantastic opportunity to own an adorable ranch at an exceptional value. Set on 0.53 acres, this 1,252 sq. ft. home features an open floor plan with 3 bedrooms, 1 full bath, and 2 half baths, along with hardwood floors, a coz...
152 Middle Street
Middletown, Connecticut 06457
$380,000 | Under Contract - Continue
3 Beds | 2 Baths | 1582 Sqft | 0.72 Acres | 43 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 ...
57 Ridge Road
Middletown, Connecticut 06457
$300,000 | Under Contract
3 Beds | 1 Baths | 1412 Sqft | 0.17 Acres | 5 Days on Market
Property Type: Single Family For Sale
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 a...
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 | 56 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...
33 Knoll Ridge Court
Middletown, Connecticut 06457
$785,000 | Under Contract
4 Beds | 3 Baths | 3054 Sqft | 0.35 Acres | 34 Days on Market
Property Type: Single Family For Sale
This beautifully designed home offers the perfect blend of comfort, flexibility, and multigenerational living. The main level features impressive 9-foot ceilings that create an open, airy feel . The kitchen has loads of counters as well as an island and dining area which leads to...
29 Copper Beech Drive
Middletown, Connecticut 06457
$849,900 | Active
5 Beds | 4 Baths | 3452 Sqft | 1.05 Acres | 46 Days on Market
Property Type: Single Family For Sale
Tucked away on a quiet, highly desirable cul-de-sac of only 7 homes in the sought-after South Farms district, this beautifully crafted 5-bedroom, 3.5-bathroom colonial features a stunning brick-front facade and exceptional curb appeal. Boasting a coveted 3-car attached garage, th...
492 Long Hill Road
Middletown, Connecticut 06457
$400,000 | Active
3 Beds | 2 Baths | 1536 Sqft | 0.46 Acres | 32 Days on Market
Property Type: Single Family For 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-free ownership and energy savin...
315 Ridge Road
Middletown, Connecticut 06457
$499,000 | Under Contract - Continue
3 Beds | 3 Baths | 2645 Sqft | 2.16 Acres | 31 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...
44 Chamberlain Hill Road
Middletown, Connecticut 06457
$849,000 | Active
6 Beds | 4 Baths | 5599 Sqft | 8.5 Acres | 140 Days on Market
Property Type: Single Family For Sale
Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering excepti...
7 Portland Street
Middletown, Connecticut 06457
$169,900 | Active
3 Beds | 1 Baths | 1440 Sqft | 0.04 Acres | 31 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...
76 Thimble Rock Road
Middletown, Connecticut 06457
$675,000 | Active
4 Beds | 4 Baths | 2671 Sqft | 2.62 Acres | 32 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...
25 Pleasant View Drive
Middletown, Connecticut 06457
$479,900 | Under Contract - Continue
3 Beds | 3 Baths | 2030 Sqft | 0.46 Acres | 69 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 | 39 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 | 40 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...
325 Barbara Road
Middletown, Connecticut 06457
$349,900 | Under Contract
3 Beds | 2 Baths | 1836 Sqft | 0.3 Acres | 28 Days on Market
Property Type: Single Family For Sale
Youre not seeing things-this home is priced to move! Welcome to easy, one-level living in a highly desirable, walkable neighborhood in Middletown, Connecticut. This charming ranch-style home offers 3 bedrooms, 1.2 baths, and an attached one-car garage, delivering both comfort and...
408 Maromas Road
Middletown, Connecticut 06457
$465,000 | Under Contract
3 Beds | 2 Baths | 2176 Sqft | 1.39 Acres | 36 Days on Market
Property Type: Single Family For Sale
Immaculate 3-bedroom, 2-bath ranch offering a bright, lifestyle-focused layout across two levels. The main level showcases a spacious eat-in kitchen with granite countertops and opens directly to a low-maintenance composite deck-perfect for morning coffee or easy outdoor dining. ...
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...
43 Flynn Lane
Middletown, Connecticut 06457
$550,000 | Under Contract
3 Beds | 3 Baths | 2583 Sqft | 1.25 Acres | 12 Days on Market
Property Type: Single Family For Sale
Located in the desirable Westfield section of Middletown, this well cared for home offers one of the lowest fire taxes in town and sits on a beautiful 1.25 acre lot. Lovingly owned since 2004, the Seller has raised their family here, creating a warm and inviting home ready for it...
694 Millbrook Road
Middletown, Connecticut 06457
$469,999 | Under Contract
3 Beds | 2 Baths | 2742 Sqft | 1.04 Acres | 3 Days on Market
Property Type: Single Family For Sale
Contemporary/Cape Cod on over a 1 acre lot, which abuts to a land trust. Large living room with fireplace and soaring ceilings tastefully painted. Kitchen and dining room opens to the nearly, full length of home trex deck. Two bedrooms on main level. Upper level is the primary su...
Lot 3a Nathan Hale Road
Middletown, Connecticut 06457
$549,900 | Active
3 Beds | 3 Baths | 1761 Sqft | 0.17 Acres | 46 Days on Market
Property Type: Single Family For Sale
Welcome to Nathan Hale Estates, Middletowns thoughtfully designed private-way community built by Silvin Homes, where timeless design, quality craftsmanship, and modern comfort come together effortlessly. This beautifully designed new construction colonial offers an elegant open-c...
34 Inverness Lane
Middletown, Connecticut 06457
$299,609 | Active
4 Beds | 2 Baths | 1328 Sqft | 0.06 Acres | 53 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...
Lot 2 Nathan Hale Road
Middletown, Connecticut 06457
$499,900 | Active
3 Beds | 2 Baths | 1540 Sqft | 0.17 Acres | 47 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...
Lot 1 Nathan Hale Road
Middletown, Connecticut 06457
$499,900 | Active
3 Beds | 2 Baths | 1540 Sqft | 0.17 Acres | 47 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...
12 Copper Beech Drive
Middletown, Connecticut 06457
$914,900 | Under Contract - Continue
4 Beds | 4 Baths | 4393 Sqft | 1.04 Acres | 60 Days on Market
Property Type: Single Family For Sale
Welcome to a luxury home that delivers elegance, comfort, privacy, and lifestyle in every detail. From the dramatic two-story foyer to the expansive open floor plan, this meticulously maintained residence immediately makes a statement. Soaring ceilings, gleaming hardwood floors, ...
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...
19 Kent Court
Middletown, Connecticut 06457
$350,000 | Active
3 Beds | 2 Baths | 2160 Sqft | 0.1 Acres | 55 Days on Market
Property Type: Single Family For Sale
Beautiful Colonial tucked away on a quiet cul-de-sac offering comfort, space, and modern updates. The inviting living room features a large picture window and cozy wood-burning fireplace, creating the perfect gathering space. Updated kitchen includes granite countertops, with ple...
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 | 75 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...
145 Webster Lane
Middletown, Connecticut 06457
$649,900 | Active
2 Beds | 2 Baths | 1555 Sqft | 0.1 Acres | 272 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...
137 Webster Lane
Middletown, Connecticut 06457
$589,900 | Active
2 Beds | 2 Baths | 1430 Sqft | 0.1 Acres | 315 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...
Lot 3 Nathan Hale Road
Middletown, Connecticut 06457
$499,900 | Active
3 Beds | 2 Baths | 1540 Sqft | 0.17 Acres | 125 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...
25 Clinton Avenue
Middletown, Connecticut 06457
$170,000 | Under Contract
2 Beds | 2 Baths | 1761 Sqft | 0.14 Acres | 47 Days on Market
Property Type: Single Family For Sale
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!!...
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...