4,155

Portland, CT Homes

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  • /40

    $580,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,598 Sq Ft

    89 Culver Ln, Portland, CT 06480

    Highest & Best due by 6/6 at 5:00pm. Meticulous 4-bedroom, 2.5-bath home set on 1.29 picturesque acres offering the perfect blend of comfort, style, and country living. This inviting open-concept layout features a gorgeous eat-in kitchen with granite countertops and stainless-steel appliances, dining area, and spacious living room highlighted by hardwood floors, vaulted ceiling, and a stunning

    Agent Photo

    Cheryl Zalewski

    eXp Realty

    89 Culver Ln, Portland, CT 06480
  • /29

    Starting at $1,710

    Total Monthly Price

    • Studio - 2 Beds

    75 Marlborough St, Portland, CT 06480

    Experience the perfect blend of history and modern elegance at Brainerd Place, a luxury apartment community built in historic Portland, CT. Where the charm of the past meets the sophistication of the present, our thoughtfully designed residences offer unparalleled comfort, state-of-the-art amenities, and timeless style. Immerse yourself in a setting that honors its heritage while providing the

    Brainerd Place

    75 Marlborough St, Portland, CT 06480
  • 1 Foley Rd, Portland, CT 06480

    $340,000

    Sold May 27, 2026

    1 Foley Rd, Portland, CT 06480

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1956

    Last Sold Summary

    • 17% Above List Price
    • $363/SF
    • 3 Days On Market

    Current Estimated Value $285,127

    Last Listing Agent Cheryl Zalewski eXp Realty

    1 Foley Rd, Portland, CT 06480
  • /40

    $1,099,999

    Pending
    • 4 Beds
    • 5 Baths
    • 5,572 Sq Ft

    279 Middle Haddam Rd, Portland, CT 06480

    Set in one of Portland's most picturesque locations with sweeping Connecticut River views, this beautiful expanded Cape Cod tells a story of timeless craftsmanship, thoughtful updates, and distinctive lifestyle amenities. The custom kitchen showcases custom cabinetry with bright quartz countertops and an expansive island designed for gathering and entertaining. Warmth and character carry

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    279 Middle Haddam Rd, Portland, CT 06480
  • /19

    $2,200

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    35 Dunham Rd Unit A, Portland, CT 06480

    Fully furnished 2-bedroom, 1.5-bath home offering approximately 1,000 square feet of comfortable living space. This move-in-ready property features a fully equipped kitchen, spacious living area, comfortable bedrooms, and tasteful furnishings throughout. Located just a 5-minute walk from Great Hill Pond, you’ll enjoy easy access to swimming, kayaking, fishing, and scenic outdoor recreation. Ideal

    35 Dunham Rd Unit A, Portland, CT 06480
  • 31 Grandview Terrace, Portland, CT 06480

    $370,000

    Sold Jun 23, 2026

    31 Grandview Terrace, Portland, CT 06480

    • 2 Beds
    • 2.5 Baths
    • 2,169 Sq Ft
    • Built 1967

    Last Sold Summary

    • 7% Below List Price
    • $171/SF
    • 7 Days On Market

    Current Estimated Value $404,828

    Last Listing Agent Cheryl Zalewski eXp Realty

    31 Grandview Terrace, Portland, CT 06480
  • /40

    $699,000

    Under Contract
    • 3 Beds
    • 4 Baths
    • 2,859 Sq Ft

    235 Middle Haddam Rd, Portland, CT 06480

    Surrounded on three sides by the 90-acre Palmer-Taylor Preserve, this one-of-a-kind home offers an extraordinary combination of history, privacy, and natural beauty. Originally built in 1979 and thoughtfully expanded over the years, the residence incorporates an early 20th-century guesthouse once associated with the Taylor family of nearby St. Clements Castle, creating a home unlike any other.

    Carl Guild Carl Guild & Associates

    235 Middle Haddam Rd, Portland, CT 06480
  • /2

    $1,990 Per Month

    • 1 Bath
    • 586 Sq Ft
    • House for Rent

    85 Marlborough St Unit 403, Portland, CT 06480

    Large Studio apartment at Brainerd Place in Portland available. Open floor plan with kitchen and walk in closet. Slider to deck. Plenty of space. Underground parking garage (reserved spaces) or outdoor parking unreserved.

    Joann DeRaffaele Bright Ravens Realty

    85 Marlborough St Unit 403, Portland, CT 06480
  • 1 Brush Pasture Ln Unit 109, Portland, CT 06480

    $174,000

    Sold Aug 21, 2025

    1 Brush Pasture Ln Unit 109, Portland, CT 06480

    • 1 Bed
    • 1 Bath
    • 832 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $209/SF
    • 50 Days On Market

    Current Estimated Value $178,507

    Last Listing Agent Maria Phillips William Raveis Real Estate

    1 Brush Pasture Ln Unit 109, Portland, CT 06480
  • /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
  • /15

    $2,227

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Condo for Rent

    200 Main St Unit 1, Portland, CT 06480

    200 Main St Unit 1, Portland, CT 06480
  • 24 Jobs Pond Rd, Portland, CT 06480

    $452,000

    Sold Oct 02, 2025

    24 Jobs Pond Rd, Portland, CT 06480

    • 3 Beds
    • 2 Baths
    • 1,907 Sq Ft
    • Built 2003

    Last Sold Summary

    • 26% Above List Price
    • $237/SF
    • 5 Days On Market

    Current Estimated Value $477,713

    Last Listing Agent Steve Jones Jr KW Legacy Partners

    24 Jobs Pond Rd, Portland, CT 06480
  • /26

    $266,000

    $14K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    25 Spring St, Portland, CT 06480

    Welcome to 25 Spring Street in charming Portland-a classic antique home brimming with character and opportunity. Ideally located with sidewalks right out front, enjoy a short walk to downtown amenities, local shops, and dining, offering the perfect blend of convenience and small-town charm. This home showcases the timeless appeal of antique construction, with unique details and a warm, inviting

    Kyle Neumann Houlihan Lawrence

    25 Spring St, Portland, CT 06480
  • /4

    $1,895 Per Month

    • 1 Bath
    • 586 Sq Ft
    • House for Rent

    75 Marlborough St Unit 107, Portland, CT 06480

    Large Studio apartment at Brainerd Place in Portland available. Open floor plan with kitchen and walk in closet. Slider to deck. Plenty of space. Parking garage (reserved spaces) or outdoor parking unreserved.

    Joann DeRaffaele Bright Ravens Realty

    75 Marlborough St Unit 107, Portland, CT 06480
  • 5 Brainerd Dr, Portland, CT 06480

    $400,000

    Sold Jul 11, 2025

    5 Brainerd Dr, Portland, CT 06480

    • 3 Beds
    • 1.5 Baths
    • 1,853 Sq Ft
    • Built 1954

    Last Sold Summary

    • $216/SF
    • 43 Days On Market

    Current Estimated Value $413,012

    Last Listing Agent Cheryl Zalewski eXp Realty

    5 Brainerd Dr, Portland, CT 06480
  • /28

    $344,900

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,808 Sq Ft

    2 Earle St, Portland, CT 06480

    Brand new to the Portland, CT market! Welcome home to 2 Earle Street, the charming ranch you have been waiting for! This home first and foremost is in the most idyllic location, tucked back on a quiet cul-de-sac, within walking distance of parks, plenty of businesses and restaurants. There is also very easy access to highways and obviously it is very centrally located. The home itself offers

    Augie Smith Coldwell Banker Realty

    2 Earle St, Portland, CT 06480
  • /16

    $1,682

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    200 Main St Unit 3, Portland, CT 06480

    200 Main St Unit 3, Portland, CT 06480
  • 7 Sherwood Ct, Portland, CT 06480

    $324,000

    Sold Feb 12, 2026

    7 Sherwood Ct, Portland, CT 06480

    • 2 Beds
    • 2 Baths
    • 1,097 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Above List Price
    • $295/SF
    • 4 Days On Market

    Current Estimated Value $315,090

    Last Listing Agent Angela Aresco Carl Guild & Associates

    7 Sherwood Ct, Portland, CT 06480
  • /40

    $749,000

    Open Sat 11AM - 1PM
    • 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
  • /3

    $2,416 Per Month

    • 1 Bed
    • 1 Bath
    • 690 Sq Ft
    • Apartment for Rent

    85 Marlborough St Unit 421, Portland, CT 06480

    Open floor plan-Living room and galley kitchen with breakfast bar, dining area, Bedroom with walk in closet, full bath. Laundry in unit. Indoor and outdoor parking and much more. Studios, one bedroom and two bedroom units at Brainerd Place in Portland are available now. Lovely high ceilings, spacious living space, patio's, elevators, reserved underground parking and outdoor unreserved parking

    Joann DeRaffaele Bright Ravens Realty

    85 Marlborough St Unit 421, Portland, CT 06480
  • 4 Stoner Terrace, Portland, CT 06480

    $400,000

    Sold Dec 19, 2025

    4 Stoner Terrace, Portland, CT 06480

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft
    • Built 1960

    Last Sold Summary

    • $239/SF
    • 53 Days On Market

    Current Estimated Value $405,248

    Last Listing Agent Carl Guild Carl Guild & Associates

    4 Stoner Terrace, 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
  • /2

    $1,295 Per Month

    • 1 Bed
    • 1 Bath
    • 7,748 Sq Ft
    • Apartment for Rent

    230 Main St Unit 2B, Portland, CT 06480

    Second Floor Unit on Main Street - Heat Included. Hardwood Floors. Convenient location for commuters to Middletown and Rt 9. Many shops and restaurants an easy walk away. Pets are considered on a case-by-case basis. Off street parking is available. Credit check, background check, eviction check, and lease. First, and Security. Credit Minimum 700. No smoking. Proof of Renter Insurance Required.

    Sharon Fox Carl Guild & Associates

    230 Main St Unit 2B, Portland, CT 06480
  • 12 Burr St, Portland, CT 06480

    $390,000

    Sold Dec 16, 2025

    12 Burr St, Portland, CT 06480

    • 3 Beds
    • 3.5 Baths
    • 2,158 Sq Ft
    • Built 1967

    Last Sold Summary

    • 5% Below List Price
    • $181/SF
    • 94 Days On Market

    Current Estimated Value $408,210

    Last Listing Agent Alberim Klenja RE/MAX Precision Realty

    12 Burr St, Portland, CT 06480
  • /40

    $179,900

    $8K 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
  • /13

    $1,750 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Townhouse for Rent

    184 Marlborough St, Portland, CT 06480

    Get ready to be WOW'D with this completely Renovated 2 Bedroom/1.5 Bathroom Half Duplex in the Charming town of Portland! So many newer Features including but not limited to ... Newer Kitchen, Cabinets,Countertops, All Energy Star appliances, Refrigerator, Stove and Dishwasher, Light Fixtures, gleaming Hardwood Floors, Windows, Doors, Electrical, Plumbing, Freshly Painted, Very efficient with new

    Kathy Dell'Aquila Coldwell Banker Realty

    184 Marlborough St, Portland, CT 06480
  • 129 Summer St, Portland, CT 06480

    $373,000

    Sold May 11, 2026

    129 Summer St, Portland, CT 06480

    • 3 Beds
    • 1.5 Baths
    • 1,254 Sq Ft
    • Built 1948

    Last Sold Summary

    • 4% Above List Price
    • $297/SF
    • 31 Days On Market

    Current Estimated Value $354,704

    Last Listing Agent Koreen Ryan Carl Guild & Associates

    129 Summer St, Portland, CT 06480
  • /10

    $449,000

    • 8 Beds
    • 5.5 Baths
    • 3,654 Sq Ft

    12 Fairview St, Portland, CT 06480

    Exceptional investment opportunity in the heart of Portland! This well located two family property is generating impressive rental income that's offering immediate cash flow from day one. Conveniently situated just off Main Street and with quick access to major highways, the location is ideal for tenants and commuters alike. Close to shopping, restaurants, and local amenities, this income

    Marco Rondinone Berkshire Hathaway NE Prop.

    12 Fairview St, Portland, CT 06480
  • /3

    $3,120 Per Month

    • 2 Beds
    • 2 Baths
    • 1,373 Sq Ft
    • Apartment for Rent

    Unlisted Address

    Beautiful large 2 bedroom end unit with open floor plan. 2 full baths, 1,373 sq ft. High ceilings! Plenty of space- with room to roam and decorate the way you want. Sliders to balcony. Lots of light. Kitchen with quartz countertops open to Living room and dining area. A must see! Studios, one bedroom and two bedroom units at Brainerd Place in Portland are available now. Lovely high ceilings,

    Joann DeRaffaele Bright Ravens Realty

    Unlisted Address
  • 47 High St, Portland, CT 06480

    $390,000

    Sold Nov 11, 2025

    47 High St, Portland, CT 06480

    • 2 Beds
    • 2 Baths
    • 2,180 Sq Ft
    • Built 1951

    Last Sold Summary

    • $179/SF
    • 2 Days On Market

    Current Estimated Value $399,443

    Last Listing Agent Deborah Fountain William Pitt Sotheby's Int'l

    47 High St, Portland, CT 06480

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$390,000
Median Single Family Sale Price
$400,000
Median Townhouse Sale Price
$335,000
Median 2 Bedroom Sale Price
$340,000
Median 1 Bedroom Sale Price
$172,000
Average Price Per Sq Ft
$245
Number of Homes for Sale
6
Last 12 months Home Sales
68
Months of Supply
1.10
Median List Price
$377,450
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
-5%
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