Portland, CT Homes for Sale with Acreage

/12
$124,900
- Land
- 4.15 Acres
- $30,096 per Acre
426 Cox Rd Unit 4, 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

426 Cox Rd Unit 4, Portland, CT 06480
Explore Portland
/40
$749,000

Open Fri 4PM - 6PM
- 4 Beds
- 4 Baths
- 4,500 Sq Ft
68 High St, Portland, CT 06480

Custom-built by renowned local builder McGinley, this exceptional home is tucked away at the end of a peaceful private road, in the desirable The Highlands subdivision, privately situated on 3.34 acres. Thoughtfully designed and built as the builder's own residence, this spacious home offers quality craftsmanship, character, and incredible versatility throughout. A grand foyer welcomes you into

Jody Smaglis Coldwell Banker Realty

68 High St, Portland, CT 06480
/7
$199,900
- Land
- 12.27 Acres
- $16,292 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
/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
/35
$499,000

$76K PRICE DROP
- 2 Beds
- 2.5 Baths
- 4,205 Sq Ft
286 Marlborough St, Portland, CT 06480

This unique property presents an exceptional opportunity for both investors and owner-occupants seeking flexibility and income potential. The upper level offers a well-appointed two-bedroom, one-bath apartment filled with natural light-perfect for immediate occupancy or reliable rental income. On the first floor, a spacious layout that previously operated as a salon provides a blank canvas for

Kris Robinson Eagle Eye Realty PLLC

286 Marlborough St, 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
/13
$499,900
- 4 Beds
- 3.5 Baths
- 4,390 Sq Ft
57 Summer St, Portland, CT 06480

Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the

Carl Guild Carl Guild & Associates

57 Summer St, Portland, CT 06480
/5
$499,900

Open Sat 1PM - 3PM
- 9 Beds
- 4 Baths
- 3,720 Sq Ft
356 Main St, Portland, CT 06480

Investor alert in the heart of Portland! Welcome to 354-356 Main Street, a rare 4-unit multifamily offering incredible upside, strong rental potential, and a layout that works beautifully for both investors and owner-occupants. Priced with condition in mind, property is being sold as-is. Two units are currently month-to-month and well below market rent, creating a major value-add opportunity from

Jennifer Mascaro LPT Realty

356 Main St, 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
/7
$99,900
- Land
- 1.79 Acres
- $55,810 per Acre
0 Jobs Pond Rd, Portland, CT 06480

One of the last lots available to build in this quaint neighborhood. Discover your perfect private escape on this nearly 2-acre approved building lot. Bordering a tranquil brook, this nature lover's paradise is just steps to the scenic Airline Trail for hiking and biking. Conveniently located just minutes from Route 66, providing easy access to local amenities, schools, and commuting routes.

Julia King William Raveis Real Estate

0 Jobs Pond 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 Portland

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 38 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price $390,000	Median Single Family Sale Price $400,000
Median Townhouse Sale Price $350,000	Median 2 Bedroom Sale Price $340,000
Median 1 Bedroom Sale Price $172,000	Average Price Per Sq Ft $251
Number of Homes for Sale 7	Last 12 months Home Sales 69
Months of Supply 1.20	Median List Price $387,000
Median Change From 1st List Price -2%	Median Home Sale Price YoY Change -5%

How to Buy a Home How to Finance a Home How to Sell a Home

In Portland, there are currently 12 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Portland, CT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Portland and discover the potential and freedom that comes with owning your own piece of property.

Portland Types of Homes for Sale

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