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Homes for Sale near St. Leo Catholic School

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  • /28

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft

    122 Rosedale Cir, Winston Salem, NC 27106

    Welcome to this charming 3-bedroom, 2-bathroom home that offers the perfect blend of comfort, style, and curb appeal. From the moment you arrive, you'll be drawn in by the inviting front porch and beautifully maintained exterior. Step inside to a warm and welcoming living room featuring a cozy fireplace—perfect for relaxing evenings at home.The layout flows seamlessly into a bright dining

    Janeequa Townsend Mainstay Brokerage, LLC

    122 Rosedale Cir, Winston Salem, NC 27106
  • /36

    $949,500

    • 5 Beds
    • 4.5 Baths
    • 3,827 Sq Ft

    747 Oaklawn Ave, Winston Salem, NC 27104

    Brand new roof on this beautiful Buena Vista classic blending timeless charm with thoughtful updates. Inside, you'll find a warm, welcoming layout with formal living and dining rooms that offer great flow for entertaining. The spacious kitchen features granite countertops, stainless steel appliances, a breakfast area, and plenty of cabinet space. A cozy den with fireplace is perfect for relaxing.

    John McPherson Coldwell Banker Advantage

    747 Oaklawn Ave, Winston Salem, NC 27104
  • /35

    $430,000

    • 3 Beds
    • 4 Baths
    • 2,200 Sq Ft

    523 W 1st St, Winston Salem, NC 27101

    Prime investment opportunity in the historic Holly Avenue District of Downtown Winston-Salem! This charming 1923 bungalow offers 3 bedrooms, 2 full baths, and 2 half baths. The main level features a primary suite with freestanding tub and separate shower. Upstairs includes a private-entry apartment-style space with kitchen, combo 1/2 bath, and laundry—perfect for rental income, Airbnb, or guest

    Greta Frye Wiley Keller Williams Realty Elite

    523 W 1st St, Winston Salem, NC 27101
  • /28

    $195,000

    • 3 Beds
    • 1.5 Baths
    • 1,135 Sq Ft

    315 Creekway Ct, Winston Salem, NC 27104

    Don't miss out on the opportunity to own this charming 3 bedroom home located in the Creekway West Subdivision! NEW roof 6/30/25 well-maintained and move-in ready, perfect for those seeking a livable gem with character. Features a new AC/Heating system, a side deck and two outdoor sheds. Schedule your showing today!

    Frankie Cartagena Realty One Group Results

    315 Creekway Ct, Winston Salem, NC 27104
  • /44

    $474,900

    • 3 Beds
    • 2 Baths
    • 2,157 Sq Ft

    1035 Deepwood Ct, Winston Salem, NC 27104

    Welcome to this charming Buena Vista home, nestled in a cul-de-sac location! Enjoy unique touches like exposed brick accents in the kitchen and dining areas, a spacious primary suite complete with a cozy sitting room (which could easily convert into a 4th bedroom), and a stunning two-level deck ideal for entertaining guests. The kitchen underwent a stylish remodel in 2022, featuring beautiful

    Matthew MacLanders Keller Williams One

    1035 Deepwood Ct, Winston Salem, NC 27104
  • /3

    $90,000

    • 2 Beds
    • 1 Bath
    • 1,164 Sq Ft

    414 E 16th St, Winston Salem, NC 27105

    Calling all investors!!! If you're looking for your next investment project look no further!!! This home is ready to be restored!!! Just needs a little love!!! Property being SOLD AS IS!! Seller to make no repairs!!!

    Travis Rankin Realty One Group Results Greensboro

    414 E 16th St, Winston Salem, NC 27105
  • /6

    $277,000

    • 3 Beds
    • 3 Baths
    • 2,584 Sq Ft

    2621 Creekwood Dr, Winston Salem, NC 27103

    Get ready to fall in love w/this fabulous single-level home! Boasting 3 spacious bedrooms, primary suite w/en-suite bathroom and stunning walk-in double glass doors shower! Cooking and entertaining are a breeze w/the DR conveniently adjacent to the kitchen. The sunroom floods with natural light & includes a six-seat jacuzzi—perfect for relaxing after a long day with a wall HVAC for Sunroom only.

    Rosetta Kirkpatrick Weichert REALTORS Triad Associates

    2621 Creekwood Dr, Winston Salem, NC 27103
  • /50

    $464,900

    • 3 Beds
    • 4 Baths
    • 3,344 Sq Ft

    208 Forest Brook Dr, Winston Salem, NC 27106

    $20,000+ Price Drop! "The Treehouse!" Everyday Vacation Living! Walking Trails & Lake! Tip Top Shape & Move-In Ready! Amazing Solarium Views & Plant Lovers Dream! Living Room Fireplace Crafted of Wormy Chestnut accented by Brass & Travertine Marble Surround. Beautiful Kitchen w/Quartz Counters, Tile Backsplash & All Appliances. Walkout to Large Deck, partially covered, for Grilling & Lounging!

    Jack Stack Jack Stack Properties

    208 Forest Brook Dr, Winston Salem, NC 27106
  • /32

    $205,000

    3064 Indiana Ave, Winston Salem, NC 27105

    Now offered at a new, lower price! Turnkey and competitively priced for quick action! Fully Renovated, Cash-Flow Ready Duplex! This turnkey 2BR/1BA per unit duplex is the hassle-free investment you’ve been waiting for. With all major systems updated, it’s ready to generate income on day one—zero capex needed. Recent upgrades include new vinyl siding, windows, complete electrical rewiring (incl.

    Cameron Lovelace Berkshire Hathaway HomeServices Yost & Little Realty

    3064 Indiana Ave, Winston Salem, NC 27105
  • /50

    $1,995,000

    • 5 Beds
    • 8 Baths
    • 9,783 Sq Ft

    4620 Cherryhill Ln, Winston Salem, NC 27106

    Stunning estate in Bent Tree Farm! Nestled on almost 2 acres, this exceptional property is private and serene. Over 9000 sq ft, with an elevator to access all 3 floors. The impressive foyer with marble floors leads to a large Great room with floor to ceiling windows and a formal dining room, accentuated with columns and intricate molding. The expansive kitchen with dining and sitting area for

    Melissa Klingenburg Mitchell Forbes Global Properties

    4620 Cherryhill Ln, Winston Salem, NC 27106
  • /48

    $429,900

    • 3 Beds
    • 2 Baths
    • 1,810 Sq Ft

    2420 Waterwheel Dr, Winston Salem, NC 27103

    Prepare to be impressed by this exquisite townhome, boasting a comprehensive list of NEW upgrades designed for modern living. Step inside and be greeted by fresh paint and stylish, durable LVP flooring flowing seamlessly throughout. Every detail has been considered, from the updated light fixtures to the brand new, energy-efficient HVAC system. The kitchen and bathrooms shine with new granite

    Renee Hackett Hillcrest Realty Group

    2420 Waterwheel Dr, Winston Salem, NC 27103
  • /5

    $99,900

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft

    1624 24th St NE, Winston-Salem, NC 27105

    Nice FULL BRICK property located in the downtown area, 3 bedrooms with unfinished basement could make more rooms for extra bulks. It has been a rental for a couple years, SOLD AS IS, cash only.

    Mia Zhu GD Realty LLC

    1624 24th St NE, Winston-Salem, NC 27105
  • /35

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 5,465 Sq Ft

    540 N Stratford Rd, Winston Salem, NC 27104

    This exquisite, grand home in the heart of Buena Vista redefines luxury w/its stunning combination of Energy Star Silver Certified construction & historic craftsmanship. Thoughtfully designed by Alan Fletcher, the soaring ceilings, stunning millwork, coffered ceilings & transom windows reflect a meticulous attention to detail & quality. Gourmet kitchen features a Wolf range & walk-in

    Abby Atwell Keller Williams Realty Elite

    540 N Stratford Rd, Winston Salem, NC 27104
  • /36

    $344,900

    • 3 Beds
    • 3 Baths
    • 2,267 Sq Ft

    4104 Moss Brook Dr, Winston Salem, NC 27127

    Don't overlook this this charming Cape cod in an adorable neighborhood. This home features multiple living spaces for you to spread out and unwind. You also have two separate outdoor spaces to enjoy. With a great location close to shopping and activities this home is ideal for the family on the go. There is a community pool for you to enjoy.

    David Cooke Coldwell Banker Advantage

    4104 Moss Brook Dr, Winston Salem, NC 27127
  • /29

    $298,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 1.5 Baths
    • 1,275 Sq Ft

    1629 Ardsley St, Winston Salem, NC 27103

    Don’t miss this Ardmore Gem beautifully updated 3 bed, 1.5 bath brick ranch nestled on nearly half an acre —just minutes from downtown Winston-Salem & the local hospital. Step inside to discover real oak hardwood floors flowing through the spacious living room, dining area, & stylish kitchen shining w/ granite countertops, tile backsplash, stainless steel appliances & an abundance of cabinet &

    Michelle Bell Ring the Bell Realty

    1629 Ardsley St, Winston Salem, NC 27103
  • /23

    $279,000

    • 1 Bed
    • 1.5 Baths
    • 893 Sq Ft

    315 N Spruce St Unit 106, Winston Salem, NC 27101

    Downtown living is ready for you in this historic building! Spacious atrium areas greet you on entry to this 1 bedroom, 1.5 bath unit. Large living room/dining combo featuring kitchen with granite countertops, pass through and newer appliances! Well appointed bedroom with large closet and en suite bath with double vanity, and separate shower room. One of very few units with exterior access to

    Jessica Moore Keller Williams Realty Elite

    315 N Spruce St Unit 106, Winston Salem, NC 27101
  • /34

    $259,000

    • 3 Beds
    • 2 Baths
    • 1,427 Sq Ft

    205 Beechwood Cir, Winston Salem, NC 27105

    Motivated Seller! This charming 3-bedroom, 2-bathroom home has been thoughtfully updated and is move-in ready. Featuring fresh paint throughout, the interior feels bright and welcoming. The new roof provides peace of mind, and the cozy carpet, with hardwoods underneath, adds warmth and character to every room. The spacious layout is perfect for both relaxing and entertaining, with ample natural

    Jason McDougald Leonard Ryden Burr Real Estate

    205 Beechwood Cir, Winston Salem, NC 27105
  • /25

    $325,000

    • 2 Beds
    • 1 Bath
    • 1,360 Sq Ft

    731 S Hawthorne Rd, Winston Salem, NC 27103

    Come enjoy this wonderful home in the Ardmore community. It has been well cared for and recently painted inside and outside. The hardwood floors are beautiful, come see for yourself. This house is waiting for you to make it your home. It has a walk in attic as well as stairs that lead down to the crawl space. With a detached garage/workshop and sitting on a half acre lot there is plenty of

    Jeff Beverly Keller Williams Realty

    731 S Hawthorne Rd, Winston Salem, NC 27103
  • /42

    $385,000

    • 4 Beds
    • 2 Baths
    • 1,555 Sq Ft

    2301 Rosewood Ave, Winston Salem, NC 27103

    PRICE IMPROVEMENT!! Beautiful cottage in the heart of Ardmore! Spacious living room leads to upgraded kitchen with quartz counters. Separate dining area and sunroom off the kitchen. Main level primary and second bedrooms with beautiful full bath. Upstairs features 2 bedrooms and full bath. Hardwoods throughout with tile bathrooms. Full unfinished basement with laundry and garage provides

    Brad Davis RE/MAX Realty Consultants

    2301 Rosewood Ave, Winston Salem, NC 27103
  • /40

    $789,000

    1025 W End Blvd, Winston Salem, NC 27101

    Location, Location! This 5 unit multi-family is conveniently located in the historic district of Winston Salem near Baptist hospital, restaurants, and shopping, it has that 1920's character and charm and features hardwood floors, 10' ceilings, storage in the basement, common laundry facility, Several units have dishwashers. Huge storage area could be converted to a 6th unit. Rents very well!

    Erica Jobe Southern Stars Realty Group

    1025 W End Blvd, Winston Salem, NC 27101
  • /19

    $319,000 Open Thu 8AM - 7PM

    • 4 Beds
    • 2.5 Baths
    • 1,917 Sq Ft

    4205 Club Pointe Ct, Winston Salem, NC 27104

    Fantastic home in sought after location! A fireplace canvas for the living area. Step into the kitchen, complete with an eye catching stylish backsplash. Take advantage of the extended counter space in the primary bathroom complete with double sinks and under sink storage. Take it easy in the fenced in back yard. The sitting area makes it great for BBQs! Hurry, this won’t last long!

    Thomas Shoupe Opendoor Brokerage LLC

    4205 Club Pointe Ct, Winston Salem, NC 27104
  • /19

    $169,000

    • 2 Beds
    • 1.5 Baths
    • 1,188 Sq Ft

    3736 Heathrow Dr, Winston Salem, NC 27127

    **DON'T MISS THIS NEW PRICE DROP!!! Motivated Seller!!! Bring all offers!!!** Enjoy your morning cup of coffee while taking in the views of the back nine in this updated golf course townhome. This two-bedroom unit boast new countertops, stainless appliances, fresh paint, modern fixtures, new flooring throughout and more! With convenient access to highways, shopping, and dining, check out this

    Morgan Pone SJL Properties of the Triad

    3736 Heathrow Dr, Winston Salem, NC 27127
  • /28

    $2,099,000

    • 3 Beds
    • 3.5 Baths
    • 3,235 Sq Ft

    1 Park Vista Ln, Winston-Salem, NC 27101

    LEASE OPPORTUNITY AVAILABLE! Experience ultimate luxury in this stunning top-floor penthouse, where modern design meets unparalleled elegance. Situated in the heart of downtown, this one-of-a-kind residence boasts breathtaking, panoramic views of both the city skyline and majestic mountains—an extraordinary backdrop that will take your breath away!Every inch of this space has been fully

    Ty Cannon Berkshire Hathaway HomeServices Yost & Little Realty

    1 Park Vista Ln, Winston-Salem, NC 27101
  • /34

    $329,900

    • 3 Beds
    • 2.5 Baths
    • 2,018 Sq Ft

    4391 Old Town Dr, Winston-Salem, NC 27106

    PRICE REDUCTION! FANTASTIC NEW HOME! Traditional 3BR/2.5BA home w/2 car Garage. Enjoy the Covered Front Porch. Large Entranceway. 9' Ceilings on ML & 2nd Flr. Open Floor Plan. Kitchen features: Shaker Style Cabinets w/soft close drawers, Under Cabinet lights, Tile Backsplash & Quartz Countertops. SS Appliances, Pantry & Island for more storage & workspace. Upstairs offers oversized landing & wide

    John Southard Your Home Team

    4391 Old Town Dr, Winston-Salem, NC 27106
  • /21

    $280,000 Open Thu 8AM - 7PM

    • 3 Beds
    • 2.5 Baths
    • 1,787 Sq Ft

    204 Barrington Place, Winston Salem, NC 27104

    Fantastic home in a sought-after location! Step into the kitchen, complete with an eye catching stylish backsplash. The primary bathroom features plenty of under-sink storage waiting for your home organization needs. The backyard is the perfect spot to kick back with the included sitting area. Don't wait! Make this beautiful home yours.

    Thomas Shoupe Opendoor Brokerage LLC

    204 Barrington Place, Winston Salem, NC 27104
  • /50

    $169,900

    • 3 Beds
    • 2 Baths
    • 1,970 Sq Ft

    113 NW 25th St, Winston Salem, NC 27105

    FHA welcome! This beautifully updated 3BR 2BA home offers nearly 2,000 sqft of living space and is being sold as-is, priced at approximately $50,000 below its recent appraised value—a rare chance to gain instant equity in a move-in-ready home just minutes from downtown. Inside, you’ll find a fresh, modern feel with an open floor plan, updated flooring, new lighting, fresh paint, and brand-new

    Stephanie Smith Select Premium Properties, Inc.

    113 NW 25th St, Winston Salem, NC 27105
  • /36

    $395,000

    • 1 Bed
    • 1.5 Baths
    • 1,122 Sq Ft

    530 N Trade St Unit 407, Winston Salem, NC 27101

    Amazing opportunity to be in one of the best located condo's located in the heart of the Winston-Salem's downtown Arts District! This 1 bedroom, 1.5 bath unit is not lacking on feeling spacious. Soaring ceilings greet you at entry and take you down the hallway to the dining room area with access to your own private balcony to enjoy those sunset views. Living room and kitchen are well lit by the

    Susan Miller MFM Realty

    530 N Trade St Unit 407, Winston Salem, NC 27101
  • /40

    $625,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 3,259 Sq Ft

    980 Kenleigh Cir, Winston Salem, NC 27106

    Move-in ready home on a spacious 1.08-acre lot in a prime location! Ideal for entertaining, this home features open-concept dining and living areas with three fireplaces and hardwoods throughout most of the main level. The expansive kitchen includes a large pantry and opens to a screened porch and deck for seamless indoor-outdoor living. The main-level primary suite boasts an updated bath and

    Allison Sigmon Berkshire Hathaway HomeServices Carolinas Realty

    980 Kenleigh Cir, Winston Salem, NC 27106
  • /11

    $229,900

    • 3 Beds
    • 1.5 Baths
    • 1,171 Sq Ft

    2845 Laguna Ave, Winston Salem, NC 27103

    MOVE IN READY!! Beautifully renovated 3 bed, 1.5 bath home featuring many updates including, new flooring throughout, freshly painted walls, new stainless steel appliances, tile backsplash in kitchen, all new fixtures and much more! Schedule your showing today!!

    Kristin Harris Blue Knight Real Estate Group LLC

    2845 Laguna Ave, Winston Salem, NC 27103
  • /42

    $774,900

    • 5 Beds
    • 3 Baths
    • 3,267 Sq Ft

    407 Summit St, Winston Salem, NC 27101

    Classic Craftsman-style property in the heart of historic Westend within short distance of retail and restaurants . Zoned commercial or residential (PB HO) for optimal single or dual use such as single-family or duplex; Office, Retail, Restaurant or Cafe, Art Gallery, Daycare and/or AirBnB. Currently, first floor is set up for office use with a waiting room, 2 small offices and 3 larger office

    Chad Kiger TKG Real Estate

    407 Summit St, Winston Salem, NC 27101
  • /22

    $109,900

    • 2 Beds
    • 1 Bath
    • 735 Sq Ft

    408 W 23rd St, Winston Salem, NC 27105

    2-Bedroom, 1-Bathroom Home with Great Potential! This home has kitchen updates and new flooring. This property has great potential. The full basement/cellar offers additional storage space, ideal for keeping your belongings organized and out of sight. Previously a rental, this home offers fantastic rental opportunities for investors or could be the perfect starting point for a first-time

    Katie Trenerowski Berkshire Hathaway HomeServices Carolinas Realty

    408 W 23rd St, Winston Salem, NC 27105
  • /25

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,784 Sq Ft

    1407 Drumcliffe Rd, Winston Salem, NC 27103

    Price Reduced!! Make this Ardmore Gem yours! Minutes to both hospitals, mall, shopping centers! NEW HVAC! This home has ample entertaining space in the backyard with deck, fire pit area. Boasting 4 bedrooms, 2 full baths in this 3 level well appointed home. Beautiful wood throughout, fireplace for cool fall evenings and winter nights! Plenty of parking, convenient to the mall, hospitals,

    Robert Lumbres Southern Luxe Realty

    1407 Drumcliffe Rd, Winston Salem, NC 27103
  • /14

    $150,000

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    225 E Monmouth St, Winston Salem, NC 27127

    Step into this timeless 2-story vintage home filled with character and charm! Featuring beautiful hardwood floors and elegant tile, this home seamlessly blends classic craftsmanship with modern comfort. The spacious layout offers bright, inviting living areas, perfect for entertaining or relaxing. Enjoy the warmth and charm of a must-see property that is absolutely perfect in every way. Whether

    Austin Harrison Cardinal 50 Real Estate LLC

    225 E Monmouth St, Winston Salem, NC 27127
  • /33

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 2,234 Sq Ft

    3061 Magazine Dr, Winston Salem, NC 27106

    This 4-bedroom, 2.5-bath split-level has plenty of space, character, and charm—all sitting on a 0.32-acre (+/-) lot with mature landscaping. With a classic brick exterior, a covered front porch, and a screened deck, this home is great for relaxing and enjoying the outdoors. The kitchen offers plenty of cabinet space, and the adjoining dining and living areas are great for everyday living or

    Robert Poole Keller Williams Elite

    3061 Magazine Dr, Winston Salem, NC 27106
  • /21

    $154,900

    • 3 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    1653 Emerald St, Winston Salem, NC 27105

    BIG PRICE REDUCTION: Spacious ranch on dead end street. Interior freshly painted, front porch and deck on rear overlooking wooded lot .Large crawl space or partial basement just need concrete poured, great space for storage. Move in ready.

    David Cooper Cooper Realty

    1653 Emerald St, Winston Salem, NC 27105
  • /6

    $85,000

    • Land
    • 1.07 Acres
    • $79,439 per Acre

    0 Old Salisbury Rd Unit 1169541, Winston-Salem, NC 27127

    Wooded 1.07-acre lot with incredible potential! Currently zoned for residential use, with the potential for rezoning to commercial, offering a versatile investment opportunity. Ideally situated for residential construction or a business venture. Conveniently located near shopping, businesses, and more. Possible package deal with MLS# 1169538

    Amy Pierce Local R.E. Inc.

    0 Old Salisbury Rd Unit 1169541, Winston-Salem, NC 27127
  • /17

    $260,000

    • 3 Beds
    • 2 Baths
    • 1,324 Sq Ft

    701 Woodbury Knolls Dr, Winston Salem, NC 27104

    Great home ready for you to add your personal touches in established cluster home community. This home has 3 bedrooms and 2 baths with a 2 car garage and is located on a nice corner lot. Enjoy your morning cup of coffee or entertaining on the large patio. Close to hospitals, shopping, highways and an entrance to the Muddy Creek Greenway. Don't miss it! Call for your appointment today!

    Rick Epperson Weichert REALTORS Triad Associates

    701 Woodbury Knolls Dr, Winston Salem, NC 27104
  • /33

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,476 Sq Ft

    820 Woodcrest Dr, Winston Salem, NC 27104

    This classic timeless brick ranch is in a prime Peacehaven/Robinhood location. Convenient to grocery stores, shopping and restaurants galore. 3 bedroom/2 full bath all brick home. Kitchen features new cabinets and center island, all with Quartz countertops. Vaulted ceilings in the open concept kitchen/great room. Brick fireplace in the great room. Primary bedroom ceiling is also vaulted! Primary

    Thomas Mabe Premiere Properties of the Triad, Inc.

    820 Woodcrest Dr, Winston Salem, NC 27104
  • /50

    $1,950,000

    • 10 Beds
    • 7 Baths
    • 6,106 Sq Ft

    1596 Yelton Ln, Winston Salem, NC 27127

    Welcome to The Reserve! Seller has Moved to West Coast and is Motivated! One of the most unique, Beautiful and inspired properties available on the current market. Endless opportunity and potential arises from this pristine 20 acre in-town Winston Salem retreat. The property has been meticulously renovated and the floorpan reworked, throughout all 3 levels, including the finished spaces of the 2

    Zach Dawson Mitchell Forbes Global Properties

    1596 Yelton Ln, Winston Salem, NC 27127
  • /40

    $175,000

    • 5 Beds
    • 2 Baths
    • 2,182 Sq Ft

    2514 N Patterson Ave, Winston Salem, NC 27105

    PRICE REDUCTION! Take another look at this charming property! Discover privacy and endless opportunity in a sturdy brick 5/2 home! No HOA, Large family, separate living room, and a big bright dining room! Kitchen has a mud-room adjacent, with a door out to the back deck. Beautifully refinished hardwood floors, large rooms, replacement windows, you will find a lot to love in this property. 1.5

    Yasmeen Hanhan NorthGroup Real Estate

    2514 N Patterson Ave, Winston Salem, NC 27105

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