The Old Simcoe Street area features some of Port Perry’s most historic homes and streetscapes. Buyers are drawn to its character properties, mature setting, and close proximity to downtown shops and restaurants.
Charming Century Home in the Heart of Port Perry (Circa 1880), where timeless character meets thoughtful updates on a rare oversized double lot with desirable R2 zoning. Set on a beautifully landscaped 95.57 ft x 138.12 ft property lined with perennial gardens, this 4-bdrm, 2-bath home offers exceptional curb appeal just steps to downtown shops, restaurants, parks, schools, waterfront amenities & all the charm Port Perry is known for. Inside, the breathtaking main floor showcases the craftsmanship & elegance of a bygone era with soaring 10-ft ceilings, oversized windows, original trim, wainscoting, hardwood, intricate banister details & portions of original flooring in remarkable condition. The impressive ceiling heights throughout the main level create an airy, spacious feel rarely found in today's homes, enhancing natural light & the home's welcoming atmosphere. The front living room is filled with natural light & offers an impressive gathering space, while the elegant dining room is perfectly suited for entertaining. The updated kitchen (2023) blends modern style & functionality with a large island while complementing the home's historic character. Just off the kitchen, a charming enclosed back porch offers a peaceful space to relax while overlooking the backyard setting, perfect for seasonal enjoyment. Main floor laundry & abundant storage add everyday convenience. A second staircase off the kitchen adds charm & functionality, leading to the upper level where you'll find four spacious bedrooms,a 4-piece bathroom & an additional living space ideal for a home office, reading room or cozy sitting retreat. Continued high ceilings on the second level further enhance the sense of space & character throughout the home. Outside, the beautifully landscaped lot offers exceptional outdoor enjoyment, while the newly built double car garage adds valuable practicality & storage. Rarely does a property of this size, character, lot depth become available in downtown Port Perry.More details
Enjoy views of Lake Scugog right from your driveway and experience the convenience of in-town living in one of Port Perry's most desirable locations! Located in the heart of downtown Port Perry, this well-maintained 3-bedroom, 2-bathroom side split sits on a corner lot just steps from the waterfront, local amenities, and some of Durham Region's best restaurants. Side yard to the East of the house provides potential for severance in prime downtown location. Inside, the spacious main level features a bright living room with a large bay window, a dedicated dining area, and an eat-in kitchen perfect for everyday living and entertaining. Upstairs offers 3 generously sized bedrooms and an updated 4-piece bathroom with tub. The ground level includes a convenient laundry room with garage access and a walkout to the backyard. Downstairs, the basement provides additional living space with a large above-grade window and cozy brick fireplace, plus a large utility room and crawlspace offering plenty of storage. Outside, enjoy a huge driveway with parking for 5 vehicles, an extra deep garage, deck, and large side yard with plenty of room to relax or entertain. Recent updates include flooring, light fixtures, paint, furnace (2026), hot water tank (2 years), windows (approx. 8 years), and roof (approx. 10 years). A fantastic opportunity to own a move-in ready home in an unbeatable downtown location!More details
Welcome to this charming, sun-filled 3+1-bedroom home nestled on a quiet cul-de-sac in a family-friendly neighborhood-just a short stroll to historic downtown Port Perry. This beautifully maintained raised bungalow offers a bright and inviting layout, featuring a newly renovated modern kitchen and semi-ensuite , updated windows and flooring throughout the main floor. The spacious, open-concept rec room is perfect for relaxing or entertaining, complete with a cozy gas fireplace and large above-grade windows that fill the space with natural light. Step outside to your private, fully fenced backyard, surrounded by mature trees and thoughtful landscaping-ideal for family time, gardening, or hosting summer gatherings. Enjoy the convenience of being within walking distance to local restaurants, charming shops, the waterfront, schools, parks, and more. This home truly offers the perfect blend of comfort, convenience, and community. Don't miss your chance to make this exceptional property your own!More details
Open house has been cancelled****Thoughtfully renovated throughout, this home features engineered hardwood flooring across the main living areas, creating a warm and cohesive feel. The inviting foyer offers a convenient closet and direct access to the garage. The bright and spacious living and dining areas are enhanced by large windows that fill the home with natural light, while the open-concept layout provides an ideal setting for everyday living and entertaining. The eat-in kitchen is equipped with stainless steel appliances, ample workspace, and a functional layout perfect for family meals. The main level offers three comfortable bedrooms, including a primary retreat with his-and-hers closets and a large window overlooking the property. The additional bedrooms feature vinyl flooring, closets, and plenty of natural light. The fully finished lower level expands the living space with a generous recreation room featuring a gas fireplace with a newly installed mantle, vinyl flooring, and a walkout to the backyard. An additional bedroom with an above-grade window provides flexibility for guests, family members, or a home office. Step outside to enjoy the large, fully fenced South facing backyard complete with a patio, garden shed, and plenty of space for outdoor entertaining, gardening, or family activities. Ideally situated in a welcoming family-oriented neighbourhood, this home is within walking distance to parks, schools, local shops, restaurants, the waterfront at Lake Scugog, and all the charm and conveniences of downtown Port Perry. Combining thoughtful updates, functional living space, and a welcoming community atmosphere, this home is ready to be enjoyed by its next owners.More details
*Freshly Updated & Back on the Market*29 Lakeview Drive has just undergone a stylish refresh and is now move-in ready with a bright new look. After taking the home off the market briefly to complete a series of tasteful upgrades, it now features fresh paint throughout the upper level, updated door hardware, all new light fixtures, and a beautifully refinished deck-giving the home a more modern, polished feel both inside and out.This rarely offered all-brick bungalow sits on the desirable south side of Lakeview Drive in the Apple Valley neighbourhood, with no direct neighbours behind-offering an added sense of privacy. Featuring three spacious bedrooms and a functional layout, this home provides plenty of potential to make it your own.A welcoming front porch offers the perfect spot to enjoy your morning coffee or unwind in the evening. The finished basement creates a great space for entertaining, complete with a built-in wet bar and a convenient separate entrance to the garage, while the attached two-car garage adds everyday practicality.Step outside to a private backyard featuring a large refinished deck, gazebo, and two custom-built wood sheds-ideal for those who appreciate outdoor living and extra storage.Recent major improvements include a renovated kitchen (2024), new roof (2024), freshly paved driveway (2025), and Eco Water System (2026), adding value and peace of mind.Situated in a quiet, well-established community close to schools, parks, and all local amenities, this home is well-suited for families, downsizers, or anyone looking to enter a desirable neighbourhood.Located along the shores of Lake Scugog, Port Perry is known for its scenic waterfront, historic downtown, boutique shopping, and locally owned restaurants-making it a wonderful place to call home.More details
Data was last updated June 7, 2026 at 08:15 PM (UTC)
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