Southport, NC 28461 5257 Windward Way

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Presented By: Laura F Olszewski with Coastal Properties.
  • MLS# 100564914
  • 04/03/2026
  • Request Tour
  • Request Info
  • Beds • 3
  • Baths • 2
  • SQFT • 1,461
  • Garage • 2

Home Details

Active pool/tennis/pickleball community tucked perfectly between the shores of Oak Island and historic downtown Southport, this beautifully updated three-bedroom, two-bathroom coastal cottage is your personal haven. New roof May 2026. Inside, engineered hardwood floors flow seamlessly across a bright, meticulously maintained layout. Entertaining is a breeze in the stunning kitchen, featuring sleek quartz countertops and a modern convection oven with a built-in air fryer. For ultimate convenience, you will find top-of-the-line appliances throughout the entire home--including the washer and dryer. When the day is done, the primary suite awaits with gorgeous new upgrades in the en-suite bath. The magic continues out back. Enjoy crisp mornings on your three-season porch, or host summer barbecues in the expansive, lush backyard--an ideal space for kids or pets to run. As the sun sets, slip into your private hot tub under the stars. Craving connection? You are buying into more than just a home; you are joining the vibrant Rivermist community. Spend weekends lounging by the sparkling pool, soaking in the community hot tub, playing tennis or pickleball, or hitting the gym. The clubhouse also hosts a full calendar of fun neighborhood events. This isn't just a house--it's the relaxed, coastal lifestyle you've been dreaming of. Pack your bags; your Southport story starts here.
Presented By: Laura F Olszewski with Coastal Properties.

Interior Features for 5257 Windward Way

Bedrooms

Master Bed LevelPrimary Living Area
Total Bedrooms3

Bathrooms

Half Baths0
Total Baths2

Other Interior Features

SmokingYNNo
Air Conditioning Y/NNo
Attic FeaturesFloored, Pull-Down Stairs
BasementNone
Basement (Y/N)No
Fireplace Y/NNo
FlooringLVT/LVP, Cork, Tile, Hardwood
Furnished Y/NPartially
Heating Y/NYes
Interior AmenitiesWalk-in Closet(s), Vaulted Ceiling(s), Ceiling Fan(s), Hot Tub, Pantry, Walk-in Shower, Walk-In Closet(s), See Remarks
Laundry FeaturesLaundry Room
Living Area Range1400 - 1599
Total Stories1
Unit Type3 Bedroom
Water HeaterElectric

Other Rooms

Entry Level1
Room TypeLiving Room, Bedroom 1, Dining Room, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2

General for 5257 Windward Way

AppliancesBuilt-In Microwave, Washer, Self Cleaning Oven, Refrigerator, Ice Maker, Dryer, Disposal, Dishwasher, Convection Oven, Electric Range
Architectural StylePatio
Assoc Fee Paid PerAnnually
Association AmenitiesClubhouse, Community Pool, Meeting Room, Party Room, Pickleball, Picnic Area, Playground, Spa/Hot Tub, Tennis Court(s)
Association NameCAMS
Attached Garage Yes
Carport Spaces0.0
Carport Y/NNo
CitySouthport
Construction MaterialsConcrete, Vinyl Siding, Wood Frame
CoolingHeat Pump
CountyBrunswick
DirectionsNC 133/NC 87 S to Dosher Cutoff SE Turn Right on to NC-211 N, Turn Right onto J Swain Blvd Turn Right onto Windward Way, turn right to stay on Windward Way to 5257 Windward Way
Elementary SchoolSouthport
Full Baths2
Garage Spaces2.0
Garage Y/NYes
HOAYes
HOA Fee$1200.0
HeatingHeat Pump, Electric
High SchoolSouth Brunswick
High School DistrictBrunswick County Schools
Home Warranty Y/NNo
In City Limits? (Y/N)Yes
IslandOrMainlandMainland
Land Lease Y/NNo
Lease Considered Y/NNo
Legal DescriptionL-186 Rivermist Dutchman Village Pl 36/302
LevelsOne
Living Area1461.0
Living Area UnitsSquare Feet
Lot Size Square Feet14810.0
Lot Size UnitsAcres
Middle/Junior High SchoolSouth Brunswick
New ConstructionNo
Operating Expense0.0
Parcel Number205na074
Patio/Porch FeaturesEnclosed, Patio, Screened, Front Porch, Rear Porch
Pets AllowedYes
PossessionClose Of Escrow, At Closing
Property Attached Y/NNo
Property SubtypeSingle Family Residence
Property TypeResidential
RoofArchitectural Shingle
Security FeaturesSmoke Detector(s)
Standard StatusActive Under Contract
StatusPending with Showings
Structure TypeWood Frame, Stick Built
StyleContemporary, STR, Patio
Subdivision NameRivermist at Dutchma
Tax Assessed Value304960
Tax Lot186
Tax Year2025
Taxes$2,310
Total Rooms7
UtilitiesCable Available, Sewer Connected, Underground Utilities, Water Connected, High Speed Internet
ViewSee Remarks
Year Built2010
ZoningSp-Pud

Exterior for 5257 Windward Way

Building Area Total1461.0
BuyerOfficeFax910-201-4609
Crops Included Y/NNo
Door FeaturesStorm Door(s)
Exterior AmenitiesIrrigation System, Storm Doors, See Remarks
Exterior FinishVinyl Siding
FencingPartial
Foundation DetailsSlab
Frontage TypeSee Remarks
Horse Y/NNo
Lot DimensionsIrregular
Lot FeaturesOpen Lot, Level, Sprinklers in Front, Sprinklers in Rear
Lot Size Acres0.34
Lot Size Area0.34
Parking FeaturesGarage Faces Front, Attached, Paved, Garage
Road Frontage TypeCity Street, State Road, Paved
Road Surface TypePaved
SpaNo
Total Parking2.0
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Schools

Elementary School Southport Elementary School
Middle School South Brunswick Middle School
High School South Brunswick High School

Wendy Buckley

Realtor
Price $367,000
MLS#100564914
List Date 04/03/2026
Property Type Contingent
Phone 240.372.5030
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