Old Simcoe Street Homes for Sale
Old Simcoe Street Homes
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.
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1781 Scugog Street in Scugog: Port Perry House for sale : MLS®# E13583984
1781 Scugog Street Scugog L9L 1J6 
$859,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13583984
- Bedrooms:
- 5
- Bathrooms:
- 3
This meticulously maintained all brick 3 + 2 bedroom home is spacious, brightly sunlit & beautifully updated. Step into an airy open concept main level which flows seamlessly from the kitchen to the living & dining areas. Walkout from the kitchen onto the deck & enjoy your morning coffee while overlooking the extremely private & fenced backyard with lush perennial gardens. Recent updates on the main level include kitchen cabinetry, large centre island w/breakfast bar, quartz counters, all appliances, 2 main floor bathrooms & windows. The home has been freshly painted throughout & is carpet-free except for the family room. The main level is enhanced by attractive bamboo flooring. There is a kitchen pantry & ample closet storage in all bedrooms. The finished lower level expands the living space with an oversize family room with a newer patio door leading to the beautiful backyard, 2 generous size bedrooms, 4 piece bathroom, office space & laundry room. There are 2 separate entrances to the bright lower level allowing the potential for this level to ideally be an apartment or a home-based business space. Separate entrances from the driveway & garage to the lower level as well as the patio door. This property is a large corner lot with access from Crandell Street for easy entrance & exit to the repaved driveway which easily accommodates 4 vehicles. Well designed hardscaping leads from the driveway to the front door. Additional improvements include shingles +/- 5 years, washer & dryer +/- 4 years, garage door & electric garage door opener 1 year & gas furnace & central air 2014. Located an easy walk to schools, downtown Port Perry, where you can enjoy local shops, restaurants, parks, Lake Scugog & all the amenities & activities this vibrant town has to offer. More detailsListed by Re/Max All-Stars Realty Inc.- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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359 Sexton Street in Scugog: Port Perry House for sale : MLS®# E13700872
359 Sexton Street Scugog L9L 1E6
$739,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13700872
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to a charming piece of Port Perry history! Built in 1870 and lovingly enjoyed by the same family for over 50 years, this character-filled century home sits on a beautiful corner lot surrounded by mature trees and established perennial gardens in a quiet, mature neighbourhood. Offering approx. 1,660 sq. ft., the home retains the warmth and charm of an older home while offering plenty of opportunity to update and make it your own.From the driveway, step onto the welcoming deck-an ideal spot for morning coffee while enjoying the treed setting and colourful perennials. Inside features an eat-in kitchen, living room with hardwood floors, 3 bedrooms, main-floor laundry and a modernized 4-pc bath. A thoughtful approx. 560 sq. ft. addition, completed in 1988/89, features a spacious studio/family room with Napoleon gas fireplace and separate entrance, offering flexibility to convert into a 2 car garage, additional living space, creative studio or potential home-based business. The partially finished basement offers a cozy rec room, office/playroom, second laundry setup and 2-pc bath. Driveway parking accommodates up to 4 vehicles.Location is a highlight-walk to downtown Port Perry for shopping, dining and everyday amenities, or stroll to the waterfront, parks, playground and splash pad.Improvements over the years include Napoleon gas furnace (2014), shingles (2017), gas fireplace (2019), deck (2022) and hot water tank-(rental 2026). Brimming with character and possibilities, this much-loved century home is ready for its next owner to bring their own vision while preserving the charm that makes it so special. More detailsListed by Re/Max Hallmark First Group Realty Ltd.- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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82 Union Avenue in Scugog: Port Perry House for sale : MLS®# E13687252
82 Union Avenue Scugog L9L 1G2
$749,900Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- E13687252
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 82 Union Avenue, an inviting and beautifully updated 4-level backsplit situated on a large, private lot in the heart of Port Perry. Thoughtfully upgraded and move-in ready, this home features newer windows, furnace and central air conditioning, updated roof shingles, renovated bathrooms, and a gorgeous custom kitchen offering both style and functionality. Outside, enjoy the space and privacy of the generous lot, along with a widened driveway providing parking for up to four vehicles. Garage has front and rear doors as well as access to the house through the garage. The location is hard to beat! Enjoy the convenience of being within walking distance to historic downtown Port Perry, where you can explore charming shops, restaurants and cafés, as well as the beautiful Lake Scugog waterfront, parks, library and recreational amenities. A wonderful opportunity to enjoy a spacious, updated home with a fantastic lot in one of Port Perry's most desirable walkable locations. Just move in and enjoy everything this vibrant lakeside community has to offer! More detailsListed by Royal LePage Frank Real Estate- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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MAIN 211 Casimir Street in Scugog: Port Perry House for lease : MLS®# E13574304
MAIN 211 Casimir Street Scugog L9L 1B7
$2,000Residential Freehold- Status:
- For Lease
- MLS® Num:
- E13574304
- Bathrooms:
- 1
***ALL INCLUSIVE*** Welcome to this bright and beautifully finished legal accessory apartment, tucked into a lovely home in the heart of Downtown Port Perry. This main-level executive studio offers easy, single-level living with no steps - perfect for anyone wanting comfort and convenience in one of Scugog's most walkable neighbourhoods.Inside, you'll find a spacious, light-filled layout (607 sq ft) with a large bathroom complete with in-suite laundry, a full kitchen, and generous living and dining space. All appliances are included, and the unit enjoys excellent natural light throughout the day. Step outside to your own private backyard area, ideal for relaxing outdoors.Tandem shared parking in the driveway. All-inclusive rent - heat, hydro, and water covered by the landlord - makes budgeting simple. Just steps to downtown Port Perry's shops, restaurants, and the lake. This is a rare opportunity for a tenant looking for a turnkey, low-maintenance home in an unbeatable location. More detailsListed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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158 Blossom Court in Scugog: Port Perry House for sale : MLS®# E13602028
158 Blossom Court Scugog L9L 1G5 OPEN HOUSE: Aug 29, 202601:00 PM - 03:00 PM EDTOpen House on Saturday, August 29, 2026 1:00PM - 3:00PM
$750,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13602028
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to this charming, sun-filled 3+1-bedroom home nestled on a quiet cul-de-sac in a family-friendly neighbourhood-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 detailsListed by Re/Max All-Stars Realty Inc.- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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29 Lakeview Drive in Scugog: Port Perry House for sale : MLS®# E13659926
29 Lakeview Drive Scugog L9L 1G9
$789,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13659926
- Bedrooms:
- 3
- Bathrooms:
- 2
*Priced to Sell. 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 detailsListed by RE/MAX ALL-STARS REALTY INC.- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
Data was last updated August 29, 2026 at 06:15 AM (UTC)
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