Vintage homes for sale & real estate in 06416, CT

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SHORT SALE

ABOUT THIS HOME
Vintage Home for sale in 06416, CT:
Attention investors, contractors, and handy buyers! Opportunity awaits at 29 Shadow Lane in one of Cromwell's most desirable locations. This home is ready for someone with vision to bring it back to life and unlock its full potential. Conveniently located just down the road from TPC River Highlands, home of the Travelers Championship, with easy access to shopping, dining, highways, and everything Cromwell has to offer. Whether you're looking for your next investment, renovation project, or a home to make your own, this property offers plenty of possibilities in an incredible location. Property is being sold as-is. Potential short sale. Contingent upon bank approval. More photos coming soon

$315,000

3 beds1 bath1,230 sq ft

29 Shadow Ln, Cromwell, CT 06416

Desirable location • 0.86 acre lot • Built 1850

ABOUT THIS HOME
Vintage Home for sale in 06416, CT:
INCREDIBLE!!! Gorgeous 3 bedroom, 2.5 bath colonial in Cromwell that has it all! Originally built in 1948, taken down and rebuilt in 2017! Everything was rebuilt and redone! Gorgeous chef's kitchen with granite, subway tile, high end appliances. .. island and double sink. First floor laundry room. Wide open floor plan with double sized living room with vaulted ceiling and fireplace. So many windows! Hardwood floors throughout. .. Spectacular primary suite with vaulted tray ceiling and primary bath with extra large step in shower. .. All mechanicals were replaced in 2017.. Gas heat and central air. Public utilities. Recently installed paver patio. Fully fenced yard. Gorgeous plantings and a

$475,000

3 beds2.5 baths1,680 sq ft

56 Timber Hill Rd, Cromwell, CT 06416

Vaulted ceiling • Primary suite • Chef's kitchen

ABOUT THIS HOME
Vintage Home for sale in 06416, CT:
You'll fall in love with this beautiful 3-bedroom, 1.5-bath oversized ranch-style home with large garage, private backyard, pool, and so much more! Welcome to 14 Alexander Drive in Cromwell, where main-floor living is truly at its finest. This move-in-ready home features an open-concept living and dining area with beautiful hardwood flooring, a large picture window, and fireplace. The kitchen offers stainless steel appliances, granite countertops, and ample white cabinetry. You'll also find three bedrooms, a full bath, half bath, main-level laundry, and a large family room with built-ins leading to a sunroom with large sliders overlooking the private backyard, patio, deck, and pool-perfect

$469,900

3 beds1.5 baths1,396 sq ft

14 Alexander Dr, Cromwell, CT 06416

Large family room • Private backyard • Sunroom

ABOUT THIS HOME
Vintage Home for sale in 06416, CT:
If you're looking for Farm Land, look no further! Beautiful 3-bedroom, 1.5-bath ranch set on an incredible 3.71 acres in Cromwell! This home has been extremely well cared for and it shows throughout. Step inside through the spacious, welcoming foyer and into a comfortable, easy-flowing layout. The open eat-in kitchen flows nicely into the living room, featuring charming built-ins and a fireplace that creates a warm and inviting space. The home also offers central air, central vac, a 2-car garage, and convenient one-level living. Outside is where this property truly sets itself apart. The 3.71 acres offer a peaceful and private setting with serene views of a neighboring farm and a beautiful

$609,900

3 beds1.5 baths1,466 sq ft

157 Evergreen Rd, Cromwell, CT 06416

Open pasture • Small greenhouse • 3.71 acres

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COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 06416, CT:
Group showing 10/3 10:30am-12:30pm! Fantastic investment opportunity just minutes from Downtown Middletown! This beautifully maintained three-family property offers a great combination of location, condition, and long-term investment potential. All three units offer two large bedrooms. Each unit also enjoys its own private porch or balcony, giving tenants valuable outdoor space. This property has been well cared for with significant updates throughout, including impeccably updated mechanicals, helping take some of the worry out of owning a multifamily property. A three-car detached garage in the rear adds even more value, along with additional off-street parking. Located on a quiet, desirab

$579,900

6 beds3 baths2,991 sq ft

Undisclosed address, Middletown, CT 06457

Private porch • Private balcony • Updated mechanicals

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 06416, CT:
Ideal for an investor or owner occupant this 2 family home offers 2 units 5 rooms with 3 bedrooms each. The first floor unit with hardwood floors 3 spacious bedrooms, refreshed bath, and a kitchen with a walk in pantry. The second floor has been remodeled with 3 bedrooms and the primary bedroom with a large walk in closet or storage room. Updated kitchen, laminate floor, white cabinets and walk in pantry and refreshed full bath with tile tub surround and floor. This property has a front porch and a rear porches. A walk up attic offers additional space with an option for future expansion. A full basement with a full bath and a finished room. Furnaces and Hot water heaters replaced in 2021. D

$369,900

6 beds2 baths2,442 sq ft

42 Grand St, Middletown, CT 06457

Remodeled kitchen • Front porch • Rear porches

ABOUT THIS HOME
Vintage Home for sale in 06416, CT:
CUTE AS A BUTTON! This move-in ready home on almost an acre of land, has several wonderful updates! New boiler 2025, new oil tank 2024, chimney was rebuilt from the roof line up in 2025, wood stove in living room 2013, roof approx 14 years old, driveway sealed in June, flooring in the kitchen/dining room/living room & bedroom 2022, light fixtures 2022, bathroom exhaust fan 2025, blinds 2025, storm door 2023, water heater 2023, dishwasher 2024, oven range 2025, washer 2026, dryer 2022 and the town put in a new water meter a few weeks ago! PUBLIC WATER & SEWER. This home is well cared for, clean and just as nice as the photos show it to be. Beautiful yard! Quiet neighborhood in a

$221,900

1 bed1 bath897 sq ft

79 Plumb Rd, Middletown, CT 06457

Driveway sealed • New boiler • Wood stove

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 06416, CT:
Welcome to this Charming Cape Cod with Sunlit Family Room & Backyard Oasis with 3-bedrooms and 2-bathrooms offering seamless indoor-outdoor living. The main level features a first-floor bedroom, a cozy living room with a fireplace, and a spacious, sun-drenched family room off the kitchen. Highlighted by skylights and a wall of windows, the family room flows out to a deck complete with a retractable canopy-perfect for outdoor dining overlooking the expansive backyard. The Eat-In Kitchen boasts Stainless Steel Appliances and ample cabinet storage. Additional features include HARDWOOD FLOORS throughout, CENTRAL VACUUM and Hook-Up for GENERATOR. Some KEY UPDATES & FEATURES Newer Sys

$399,900

3 beds1.5 baths1,774 sq ft

3351 Main St, Rocky Hill, CT 06067

First-floor bedroom • Backyard oasis • Deck

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 06416, CT:
WOW!!! Run - do not walk to see this amazing property! Extremely versatile floor plan with first floor bedroom and den or second bedroom with full bath and laundry for easy first floor living. Upstairs offers two large bedrooms and additional full bath. The open kitchen, dining room and sitting area makes for an amazing space for entertaining or just enjoying. Plenty of large windows, letting the outside in, filling this home with sunlight. The large first floor bath with laundry is a pleasure. Additional half bath on first floor for guests. Oversized living room with beautiful brick fireplace and bow window adds to the first floor amenities. In addition to attached garage, one will enjoy a

$489,900

4 beds2.5 baths2,600 sq ft

184 Congdon St E, Middletown, CT 06457

Brick fireplace • High ceilings • First floor bedroom

ABOUT THIS HOME
Vintage Home for sale in 06416, CT:
Welcome to Arawana Estates, where historic charm meets modern comfort in a truly unique setting! Located within a beautifully converted mansion, this rarely available penthouse-style condo offers a spacious & distinctive layout filled with character & natural light. High ceilings, hardwood floors, recessed lighting, oversized windows & custom built-ins create a warm & inviting atmosphere throughout. The updated kitchen features crisp white cabinetry, leathered granite countertops with breakfast-bar seating, stainless steel appliances & a new Bosch dishwasher. Beautifully appointed baths offer granite finishes, subway tile & a relaxing soaking tub. The imp

$329,900

3 beds1.5 baths1,346 sq ft

122 Newfield St Unit 3A, Middletown, CT 06457

Converted mansion • Natural light • Recessed lighting

Property at 271 Main St, East Berlin, CT 06023, 3 beds, 1.5 baths

$529,900

3 beds1.5 baths2,037 sq ft

271 Main St, East Berlin, CT 06023

Property at 436 Main St, Portland, CT 06480, 3 beds, 2 baths

$255,000

3 beds2 baths1,155 sq ft

436 Main St, Portland, CT 06480

Property at 164 Airline Ave, Portland, CT 06480, 3 beds, 1.5 baths

$250,000

3 beds1.5 baths1,326 sq ft

164 Airline Ave, Portland, CT 06480

Property at 46 Meech Rd, Middletown, CT 06457, 3 beds, 2 baths

$245,000

3 beds2 baths1,267 sq ft

46 Meech Rd, Middletown, CT 06457

Property at 104 Bell St, Middletown, CT 06457, 4 beds, 2 baths

$425,000

4 beds2 baths1,352 sq ft

104 Bell St, Middletown, CT 06457

Property at 194 Liberty St, Middletown, CT 06457, 7 beds, 2 baths

$390,000

7 beds2 baths2,476 sq ft

194 Liberty St, Middletown, CT 06457

Property at 18 Portland St, Middletown, CT 06457, 5 beds, 3 baths

$90,000

5 beds3 baths1,558 sq ft

18 Portland St, Middletown, CT 06457

Property at 480 Main St, Middletown, CT 06457, 8 beds, 9 baths

$1,300,000

8 beds9 baths13,837 sq ft

480 Main St, Middletown, CT 06457

Property at 7 Portland St, Middletown, CT 06457, 3 beds, 1 bath

$169,900

3 beds1 bath1,440 sq ft

7 Portland St, Middletown, CT 06457

Property at 19 Portland St, Middletown, CT 06457, 5 beds, 2 baths

$299,000

5 beds2 baths1,760 sq ft

19 Portland St, Middletown, CT 06457

Property at Portland St, Middletown, CT 06457, 8 beds, 4 baths

$900,000

8 beds4 baths5,176 sq ft

Portland St, Middletown, CT 06457

Vintage Homes for Sale in 06416

There are currently 4 vintage homes for sale in 06416 at a median listing price of $325K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 06416 stay on the market for 24 days and receive 4 offers. This map is refreshed with the newest listings in 06416 every 15 minutes.

In the past month, 15 homes have been sold in 06416. In addition to houses in 06416, there were also 23 condos, 0 townhouses, and 2 multi-family units for sale in 06416 last month. Find your dream home in 06416 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 06416 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 06416. If you're looking to sell your home in the 06416 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 06416 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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