Portland, CT Homes for Sale under $300,000

/32
$280,000
- 3 Beds
- 2 Baths
- 1,155 Sq Ft
436 Main St, Portland, CT 06480

Tucked away on a private rear lot off Main Street, this charming 3-bedroom, 2-bath Cape offers a great opportunity to make it your own! The .41-acre property features a spacious side yard with plenty of room for outdoor enjoyment, gardening, or entertaining. The first floor offers an open-concept living room, dining area, and kitchen with high ceilings, plus a full bathroom. Upstairs, you'll find

Cheryl Zalewski

eXp Realty

436 Main St, Portland, CT 06480
Explore Portland
/4
$250,000
- 3 Beds
- 1.5 Baths
- 1,326 Sq Ft
164 Airline Ave, Portland, CT 06480

Calling all INVESTORS and BOATERS, as well as anyone else willing to give this cozy nest some TLC! Situated walking distance to the NEW River Bend Landing, a short distance to Birdon Marina and a hop, skip and a jump to the Members-Only Meriden Motor Boat Club, all this home needs, is a vision to bring this Cape to life! Brand new furnace and all new pipes; half bathroom has started a

Vaiva Baltonis Coldwell Banker Realty

164 Airline Ave, Portland, CT 06480
/40
$172,500

$16K PRICE DROP
- 1 Bed
- 1 Bath
- 592 Sq Ft
52 Jobs Gate 2, Portland, CT 06480

WATERFRONT ! Enjoy This Cozy WATERFRONT Home located in Portland, CT. Grab your Coffee every morning and Walk down and Jump right in the Water! Don't miss enjoying this summer 2026 & the summers to come, Family Fun in this Home on Jobs Pond ! This Home has full views overlooking THE WATER! This Home offers a Living room with views overlooking the Water, open Kitchen & Dining area, Bedroom, newer

Ron Jedziniak eXp Realty

52 Jobs Gate 2, Portland, CT 06480
/12
$99,900
- Land
- 1.23 Acres
- $81,220 per Acre
402 Cox Rd Unit 8, Portland, CT 06480

NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

Steven Lepore West Wind Realty, LLC

402 Cox Rd Unit 8, Portland, CT 06480
/10
$299,000
- 2 Beds
- 1 Bath
- 732 Sq Ft
11 Jobs Gate 1, Portland, CT 06480

Must see this beautiful peaceful waterfront home. This charming year-round home offers 2 bedrooms, 1 full bath, a cozy living room, and a kitchen overlooking the sparkling lake, creating the perfect setting to relax and unwind. Enjoy swimming, kayaking, and fishing right from your backyard while taking in the tranquil water views and natural surroundings. This home offer a New Roof, new water

Roseanne Scacca Dan Combs Real Estate

11 Jobs Gate 1, Portland, CT 06480
/12
$124,900
- Land
- 2.8 Acres
- $44,607 per Acre
432 Cox Rd Unit 3, Portland, CT 06480

NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

Steven Lepore West Wind Realty, LLC

432 Cox Rd Unit 3, Portland, CT 06480
/7
$189,900
- Land
- 12.27 Acres
- $15,477 per Acre
184 Cox Rd, Portland, CT 06480

Absolutely top-tier parcel of Land offering over 12 acres of exceptional privacy, natural beauty, and serene surroundings. Accessed at the top of your very own private road (Molly Lane), this remarkable lot sits high with lots of potential with many level areas to build- ideal for creating a truly special custom estate. This is not an ordinary piece of land; it represents a rare opportunity to

Anna Zastem Macchio William Raveis Real Estate

184 Cox Rd, Portland, CT 06480
/8
$119,000

$6K PRICE DROP
- Land
- 2.82 Acres
- $42,199 per Acre
182 Cox Rd, Portland, CT 06480

Approved 2.82-acre residential building lot in Portland, zoned R-25 and ready for your build. The lot sits off Cox Road with solid frontage and a gradual rise from the street, giving the site natural elevation and privacy without fighting the topography. Established tree cover provides natural screening on the upper portions of the lot, and surrounding parcels carry single-family homes, setting

Carl Guild Carl Guild & Associates

182 Cox Rd, Portland, CT 06480
/12
$99,900
- Land
- 1.04 Acres
- $96,058 per Acre
438 Cox Rd Unit 2, Portland, CT 06480

NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

Steven Lepore West Wind Realty, LLC

438 Cox Rd Unit 2, Portland, CT 06480
/12
$99,900
- Land
- 1.34 Acres
- $74,552 per Acre
444 Cox Rd Unit 1, Portland, CT 06480

NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

Steven Lepore West Wind Realty, LLC

444 Cox Rd Unit 1, Portland, CT 06480

Connecticut Middlesex County

Home Prices in Portland, CT

The median home sale price in Portland, CT is $390,000, down 5% year-over-year. Homes in Portland sell in 34 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price $390,000	Median Single Family Sale Price $396,500
Median Townhouse Sale Price $350,000	Median 2 Bedroom Sale Price $340,000
Median 1 Bedroom Sale Price $171,250	Average Price Per Sq Ft $253
Number of Homes for Sale 9	Last 12 months Home Sales 67
Months of Supply 1.60	Median List Price $384,950
Median Change From 1st List Price -2%	Median Home Sale Price YoY Change -5%

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