Cheap homes for sale & real estate in Portland, CT

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NEW 27 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Portland, CT:
Set directly on the banks of the Connecticut River, 5 Wellwyn Drive in Portland offers a rare opportunity to own a truly special piece of waterfront land with breathtaking, unobstructed views up and down the river. From sunrise to sunset, the ever-changing scenery provides a front-row seat to one of Connecticut's most iconic waterways. Situated on 3.57 acres with direct river frontage, the property offers a setting that is both private and picturesque, making it an ideal canvas for those with vision. The existing home is in need of substantial renovation or replacement, presenting an exceptional opportunity for investors, builders, or buyers looking to create a custom riverfront retreat tai

$234,900

3 beds1 bath2,036 sq ft

5 Wellwyn Dr, Portland, CT 06480

Expansive acreage • 3.57 acres • Unobstructed views

ABOUT THIS HOME
Cheap Home for sale in Portland, CT:
One floor living at its best especially in this price range and condition. This 3 Bedroom 1,440 sq ft ranch set in a desirable, scenic neighborhood offering flexible living. The spacious living room features a fireplace and bay window, creating a bright and welcoming space. A large eat-in kitchen offers ample room for everyday dining and entertaining. Three comfortable bedrooms feature hardwood floors and generous natural light. A finished, heated bonus room provides exceptional versatility and may serve as a family room, dining area, or study with hardwood floors, a bay window, and sliders opening to a spacious raised deck-ideal for relaxing or hosting guests. Enjoy a peaceful residential

$329,000

3 beds1 bath1,416 sq ft

5 Buttonhook Dr, Portland, CT 06480

Large eat-in kitchen • Walk-out basement • Spacious raised deck

ABOUT THIS HOME
Cheap Home for sale in Portland, CT:
Fantastic Location! Whether you're just starting out or looking to downsize, this home is perfect for you! This charming 3-bedroom, 2-bath ranch is just minutes away from downtown. It features a recently remodeled kitchen with butcher block countertops, white cabinetry, and stainless steel appliances. The dining area includes a built-in corner cabinet and sliders that lead out to the deck. The formal living room boasts a stunning floor-to-ceiling fieldstone gas fireplace and beautiful hardwood flooring. Spacious Family Room with built-in features and a cozy gas fireplace, complemented by vaulted ceilings and wood laminate flooring. The lower level offers a finished space perfect for a worko

$399,900

3 beds2 baths1,496 sq ft

24 William St, Portland, CT 06480

0.29 acre lot • Garage • Built 1955

ABOUT THIS HOME
Cheap Home for sale in Portland, CT:
Well maintained ranch with potential, Ready and awaiting your vision. Hardwood floors under carpets. Bring your ideas and make this home your own. The property is being sold As-is. Inspections for informational purpose only.

$339,900

3 beds2 baths1,880 sq ft

11 Edgewood Rd, Portland, CT 06480

0.25 acre lot • Garage • Built 1955

ABOUT THIS HOME
Cheap Home for sale in Portland, CT:
Two-Family Home - Investment or Owner-Occupant Opportunity. Spacious two-family home located near the heart of downtown Portland, offering a flexible opportunity for both investors and owner-occupants. Each unit provides comfortable living space with separate utilities and plenty of natural light. Conveniently situated along Main Street, this property is close to local shops, restaurants, schools, and town amenities. Downtown Portland and the Connecticut Riverfront are just minutes away, as are several local golf courses and public parks. The location provides easy access to Route 66, Middletown, and surrounding towns. Portland continues to see steady growth with new mixed-use and commercia

$439,999

5 beds2 baths2,615 sq ft

548 Main St, Portland, CT 06480

Separate utilities • Natural light • Two-family home

Property at 0 Gadpouch Rd, Portland, CT 06480

$60,000

— beds— baths— sq ft

0 Gadpouch Rd, Portland, CT 06480

Property at 76 Maple Rd, Portland, CT 06480

$135,000

— beds— baths— sq ft

76 Maple Rd, Portland, CT 06480

Property at Jobs Pond Rd, Portland, CT 06480

$110,000

— beds— baths— sq ft

Jobs Pond Rd, Portland, CT 06480

Property at 432 Cox Rd #3, Portland, CT 06480

$124,900

— beds— baths1,817 sq ft

432 Cox Rd #3, Portland, CT 06480

Property at 408 Cox Rd #7, Portland, CT 06480

$99,900

— beds— baths1,817 sq ft

408 Cox Rd #7, Portland, CT 06480

Property at 402 Cox Rd #8, Portland, CT 06480

$99,900

— beds— baths1,817 sq ft

402 Cox Rd #8, Portland, CT 06480

Property at 420 Cox Rd #5, Portland, CT 06480

$99,900

— beds— baths1,817 sq ft

420 Cox Rd #5, Portland, CT 06480

Property at 414 Cox Rd #6, Portland, CT 06480

$99,999

— beds— baths1,817 sq ft

414 Cox Rd #6, Portland, CT 06480

Property at 426 Cox Rd #4, Portland, CT 06480

$124,900

— beds— baths1,817 sq ft

426 Cox Rd #4, Portland, CT 06480

Property at 438 Cox Rd #2, Portland, CT 06480

$99,900

— beds— baths1,817 sq ft

438 Cox Rd #2, Portland, CT 06480

Property at 444 Cox Rd #1, Portland, CT 06480

$99,900

— beds— baths1,817 sq ft

444 Cox Rd #1, Portland, CT 06480

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ABOUT THIS HOME
Cheap Home for sale in Portland, CT:
Ranch on level lot, one floor living w partially finished basement. 1 car attached garage. Easy access to highways and shopping. This sale is as is (Estate Sale).

$340,000

3 beds1 bath1,392 sq ft

38 Old Middletown Ave, East Hampton, CT 06424

Level lot • One floor living • 0.77 acre lot

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Cheap Home for sale in Portland, CT:
Welcome to this updated, energy-efficient home, located just minutes from Wesleyan University, downtown Middletown, restaurants, shopping, and the riverfront. With solar panels, a newer kitchen, and a surprisingly deep backyard, this property blends convenience, modern comfort, and value. The first floor offers a bright living room with hardwood floors, a large eat-in kitchen with white cabinetry, stainless appliances, ample counter space, and first-floor laundry, plus a generously sized primary bedroom suite for desirable one-level living. Upstairs are two additional bedrooms with great natural light, and the clean, divided basement provides excellent storage and workshop potential. Outsid

$285,000

3 beds1 bath1,057 sq ft

581 High St, Middletown, CT 06457

Large eat in kitchen • Newer kitchen • Bright living room

ABOUT THIS HOME
Cheap Home for sale in Portland, CT:
Welcome home to this beautifully updated Cape set on 1.42 acres with a spacious, fully fenced yard. Thoughtfully refreshed throughout, this charming home offers a bright eat-in kitchen that opens to an elevated deck-perfect for morning coffee or evening grilling. The cozy living room features warm natural light, creating an ideal space to relax or entertain. Convenience shines with a first-floor bedroom and a renovated full bath, offering true one-level living when needed. Upstairs, you'll find additional flex space-great for a home office, guest room, or creative retreat. The walk-out lower level adds even more potential. Currently unfinished, it includes laundry and opens to a covered dec

$285,000

1 bed1 bath768 sq ft

135 W High St, East Hampton, CT 06424

First-floor bedroom • Updated cape • Elevated deck

ABOUT THIS HOME
Cheap Home for sale in Portland, CT:
Timeless Colonial rich with historic charm, minutes from downtown Middletown, Wesleyan University & Middlesex Hospital, this home offers the perfect blend of convenience & character. Featuring 4 nice sized bedrooms, high ceilings, original woodwork & a warm inviting layout. The detached garage adds extra storage or workshop potential & the walk-up attic offers endless possibilities for expansion or a creative retreat. Whether you're drawn to the architectural details or the unbeatable location, this unique property is ready to welcome its next chapter.

$325,000

4 beds1.5 baths2,005 sq ft

175 Lincoln St, Middletown, CT 06457

Walk-up attic • Unbeatable location • Detached garage

ABOUT THIS HOME
Cheap Home for sale in Portland, CT:
Property to be sold in "as is" condition Contingent upon probate approval. This is home is located convenient to Shopping center and and route 9. First floor main bedroom with full bath Addition three bedrooms on the upper level and a full bath. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Ramp A detached two car garage.

$339,900

4 beds2 baths1,704 sq ft

42 Saybrook Rd, Middletown, CT 06457

Builtin hutch • 0.32 acre lot • 2 garage spots

ABOUT THIS HOME
Cheap Home for sale in Portland, CT:
Welcome to your dream cottage-style home by the scenic Lake Pocotopaug in East Hampton. This rare property offers not one but two charming homes; ideal for a multi-generational living or generating rental income. The main residence features a cozy 1 bedroom, 1 full bath layout with new HVAC, updated water system, and a private deck overlooking beautiful outdoor scenery. The second home includes a remodeled 1 bedroom and 1 full bath, with brand new kitchenet and HVAC; ready to serve as a guesthouse, rental unit, or extension of your primary space. Located 0.7 miles down the street from Sears Park, where you can enjoy easy access to lakeside swimming, a playground, and tennis courts. Nearby y

$324,999

2 beds2 baths1,113 sq ft

11 West St, East Hampton, CT 06424

Private deck • Kayaking rentals • Remodeled kitchenet

Property at 565 High St, Middletown, CT 06457

$275,000

— beds— baths2,192 sq ft

565 High St, Middletown, CT 06457

Property at 33 Lincoln St, Cromwell, CT 06416, 1 bed, 1 bath

$249,000

1 bed1 bath656 sq ft

33 Lincoln St, Cromwell, CT 06416

Property at 5 Shelley St, Cromwell, CT 06416, 3 beds, 1 bath

$329,900

3 beds1 bath912 sq ft

5 Shelley St, Cromwell, CT 06416

Property at 50 Garfield Ave, Middletown, CT 06457, 3 beds, 2 baths

$389,900

3 beds2 baths1,366 sq ft

50 Garfield Ave, Middletown, CT 06457

Property at 10 Silver St, Middletown, CT 06457, 4 beds, 1.5 baths

$279,999

4 beds1.5 baths1,415 sq ft

10 Silver St, Middletown, CT 06457

Property at 17 Oakwood Mnr, Cromwell, CT 06416, 2 beds, 1 bath

$366,000

2 beds1 bath1,055 sq ft

17 Oakwood Mnr, Cromwell, CT 06416

Property at 23 Hotchkiss St, Middletown, CT 06457, 2 beds, 1.5 baths

$300,000

2 beds1.5 baths1,378 sq ft

23 Hotchkiss St, Middletown, CT 06457

Property at 3 W Street Hts, Cromwell, CT 06416, 3 beds, 1 bath

$354,900

3 beds1 bath1,392 sq ft

3 W Street Hts, Cromwell, CT 06416

Property at 291 Main St, Cromwell, CT 06416, 3 beds, 2 baths

$295,900

3 beds2 baths1,312 sq ft

291 Main St, Cromwell, CT 06416

Property at 146 Liberty St, Middletown, CT 06457, 3 beds, 1.5 baths

$318,000

3 beds1.5 baths1,340 sq ft

146 Liberty St, Middletown, CT 06457

Property at 2843 Main St, Rocky Hill, CT 06067, 2 beds, 1.5 baths

$350,000

2 beds1.5 baths1,298 sq ft

2843 Main St, Rocky Hill, CT 06067

Property at W High St, East Hampton, CT 06424

$89,900

— beds— baths— sq ft

W High St, East Hampton, CT 06424

Property at 18 west street Ter, Cromwell, CT 06416

$199,900

— beds— baths— sq ft

18 west street Ter, Cromwell, CT 06416

Property at 28 & 33 River Rd, Cromwell, CT 06416

$138,000

— beds— baths— sq ft

28 & 33 River Rd, Cromwell, CT 06416

Cheap Homes for Sale in Portland

There are currently 16 cheap homes for sale in Portland at a median listing price of $414K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Portland stay on the market for 36 days. This map is refreshed with the newest listings in Portland every 15 minutes.

In the past month, 10 homes have been sold in Portland. In addition to houses in Portland, there was also 1 condo, 0 townhouses, and 2 multi-family units for sale in Portland last month. Find your dream home in Portland 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 Portland are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Portland. Our Portland real estate stats and trends will give you more information about home buying and selling trends in Portland. If you're looking to sell your home in the Portland area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Portland with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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