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South Shore Wellington Homes For Sale

ESTABLISHED LAKEFRONT LUXURY & CUSTOM ESTATE FREEDOM

Expert Perspective: The South Shore Renovation Play

In the 2026 market, South Shore is the "Grand Dame" of Wellington. As a builder, I view this as one of the best neighborhoods for long-term equity. Most homes were custom-built in the 1980s, meaning they feature substantial CBS construction on lot sizes (0.33 to 0.50 acres) that you simply won't find in newer gated communities. The big draw? Many homes sit directly on Lake Wellington, offering private docks and motorized boating access.

With a current median price of $845,000, South Shore offers a "no-HOA" lifestyle that is increasingly rare. For clients looking to do high-end modernizations, the "bones" of these homes are excellent. You are within walking distance of the Wellington Amphitheater and Scott's Place Playground, making this the perfect blend of nostalgic Wellington charm and modern luxury potential.

Live South Shore Insider Data: April 2026

Properties in South Shore are currently holding 100% of ask price on average. Get the real-time contract and lakefront sales data below.

ACCESS FULL SOUTH SHORE MARKET REPORT →

Search Nearby Wellington Communities

12724 Westport Cir, Wellington image
12724 Westport Cir, Wellington — South Shore 1 Of Wellingt $949,900

Welcome to Lakeside Shores of Wellington! Spacious 5-bedroom, 3-car garage Lakefront Home. Features lots of Natural Light, Open Floor Plan with Sunroom, Screen- Enclosed...

  • 5 Beds
  • 3 Baths
  • A12082977 MLS
  • South Shore 1 Of Wellingt Bldg.
990 Hickory Trail, Wellington image
990 Hickory Trail, Wellington $849,000

Charming renovated, 4-bedroom, 2-bath home on a corner lot with screened in private pool. Impact windows with tiled floors throughout. Brand-new roof and NO HOA! Convenie...

  • 4 Beds
  • 2 Baths
  • B26070621 MLS
12768 Westhampton Circle, Wellington image
12768 Westhampton Circle, Wellington — Hampton Bay $399,000

Why rent for season when you can own your own Wellington retreat? This desirable end-unit townhouse is ideally located on corner of Forest Hill Boulevard and within walk...

  • 3 Beds
  • 3 Baths
  • B26067536 MLS
  • Hampton Bay Bldg.
1230 BLOCK ISLAND Road Unit 1, Wellington image
1230 BLOCK ISLAND Road Unit 1, Wellington $800,000

Rare Wellington Duplex Opportunity! Whether you're looking to expand your investment portfolio or live in one unit while generating income from the other, this fully furn...

  • B26067062 MLS
1202 Essex Drive, Wellington image
1202 Essex Drive, Wellington $599,000

Looking for buyer to assume Tenant in place until 1/31/2027 No HOA! This beautifully renovated home is a true gem in Wellington, offering A-rated schools and the freedom ...

  • 3 Beds
  • 2 Baths
  • B26065570 MLS
1222 Essex Drive, Wellington image
1222 Essex Drive, Wellington $569,900

Welcome to this charming three-bedroom, two-bathroom single-story residence situated in South Shore of Wellington, FL. Offering 1,846 square feet of thoughtfully designed...

  • 3 Beds
  • 2 Baths
  • B26060286 MLS
1739 Brae Burn Place, Wellington image
1739 Brae Burn Place, Wellington $699,999 ▼

Welcome to this remodeled, 3-bedroom, 2-bathroom single-story residence located Wellington, Florida. This 1,864 square foot home offers comfortable living spaces with a t...

  • 3 Beds
  • 2 Baths
  • B26051623 MLS
1262 The 12th Fairway, Wellington image
1262 The 12th Fairway, Wellington $2,100,000

Turnkey furnished fourplex on the 12th Fairway! Four identical 2BR/2BA units, each fully furnished (living room, bedrooms, mounted TVs) with private furnished patios and ...

  • B26049019 MLS
1262 Essex Drive, Wellington image
1262 Essex Drive, Wellington — South Shore $650,000 ▼

Welcome to this thoughtfully designed single-story residence in South Shore 1 of Wellington, featuring four bedrooms and two bathrooms within 2,262 square feet of finishe...

  • 4 Beds
  • 2 Baths
  • B26015998 MLS
  • South Shore Bldg.
1294 White Pine Drive Unit 1294, Wellington image
1294 White Pine Drive Unit 1294, Wellington $349,000 ▼

Recently remodeled 3 Bedroom 2.5 Bathroom home in the heart of Wellington. Bright, open layout with updated finishes throughout. Low monthly association fee. Convenient...

  • 2 Beds
  • 3 Baths
  • F10549624 MLS
1384 Northampton Terrace, Wellington image
1384 Northampton Terrace, Wellington $825,000 ▼

NO HOA! Enjoy waterfront living in the heart of Wellington with this spacious 4-bedroom, 3.5-bath home featuring a resort-style pool, travertine patio, outdoor kitchen, a...

  • 4 Beds
  • 4 Baths
  • R11160282 MLS
1314 White Pine Dr Unit #8-B, Wellington image
1314 White Pine Dr Unit #8-B, Wellington — South Shore 4 Wellington $375,000 ▲

HIGHLY ATTRACTIVE INVESTMENT OPPORTUNITY IN SOUGHT AFTER AREA WELLINGTON! BEAUTIFUL 3 BEDROOM, 2 BATHROOMS ONE OF 4 UNITS FOR SALE! NO SHORT SALE OR REO! Owner selling 4 ...

  • 3 Beds
  • 2 Baths
  • A11917732 MLS
  • South Shore 4 Wellington Bldg.