51 W BAY HEIGHTS ROAD, Englewood, FL, 34223 | $2,499,000

Experience the ultimate blend of luxury, freedom, and tropical waterfront living with this one-of-a-kind Englewood estate at 51 W Bay Heights Rd — one of the closest true waterfront properties to Sarasota County without being bound by its short-term rental restrictions. Featuring two remodeled homes, a detached flex space, and every coastal amenity imaginable, this rare, fully income-producing multi-home waterfront compound offers unmatched flexibility and lifestyle.

The main residence is a two-story, single-suite coastal retreat with two baths, a new standing-seam metal roof, modern finishes, and a wraparound deck ideal for entertaining. The second home, a single-story two-bed, one-bath, mirrors the same craftsmanship with a new metal roof, newer AC, and Miami-Dade hurricane-impact windows and doors. Together, they create an exceptional setup for multi-generational living, guests, or short-term rental income. A private tiki hut with fire-pit dining for six completes the tropical ambiance.

The waterfront amenities are extraordinary. A newly rebuilt 100 ft+/- dock (2024) offers deep-water access on the ICW with quick Gulf entry — accommodating larger vessels. The dock includes four slips, a 6, 000-lb lift, a 24, 000-lb lift, and two 1, 500-lb jet-ski lifts, plus 50-amp power, water, and lighting. A private boat basin, fish-cleaning station, and bench seating for 10-12 make it a boater’s dream. Located directly on the Lemon Bay Aquatic Preserve, the property enjoys regular visits from manatees, dolphins, and a wide variety of fish.

Back on land, the grounds feel like a private tropical resort with two professional putting greens, coconut palms, and breathtaking sunset views. A built-in bar and fire pit along the seawall create the ultimate evening retreat. Multiple covered sitting areas invite you to relax under giant oaks or soak up the sun. A 50-amp hot-tub hookup, outdoor shower, and screened-in pergola that opens to an airy lounge make this the ultimate entertainer’s paradise. Upstairs, a massive balcony offers panoramic views of Lemon Bay and unforgettable sunsets.

The detached, air-conditioned flex space (owners' workshop) provides additional versatility — ideal for a studio, yoga room, home office, or guest suite, for possible future conversion.

With no HOA, no deed restrictions, and no rental limitations, this estate is fully approved for Airbnb and short-term rentals. Zoned RMF-10 with future OMI commercial potential, it provides incredible long-term upside — perfect as a private luxury compound, high-yield rental, or serene coastal retreat.

Located near Manasota Key, Englewood Beach, and Stump Pass, this property places you moments from the Gulf’s beautiful sand and surf while remaining tucked away in a quiet, exclusive neighborhood. Boca Grande Island, home to world-class tarpon fishing, is only 20-30 minutes away by boat or car.

Whether you’re seeking a multi-home waterfront estate, a high-performing rental, or deep-water yacht access, 51 W Bay Heights Rd delivers luxury, lifestyle, and income potential. Meticulously maintained by its owner, it stands as a rare opportunity for those who demand excellence and privacy.

This property does not disappoint — a must-see for anyone seeking a private paradise for their home, yacht, or high-income investment.

Features

  • Rooms: 3
  • Bedrooms: 3
  • Baths: 3 full
  • Laundry: Inside, Laundry Room
  • Style: Key West, Ranch
  • Year Built: 1952
  • Garage: 1-car
  • Heating: Heat Pump
  • Cooling: Central Air
  • Approx Sq. Feet: 2,169
  • Acreage: 0.3
  • Est. Taxes: $7,069
  • View: Water
  • Appliances: Bar Fridge, Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • MLS#: A4667051
  • Days on Market: 65 days
  • Website: https://www.raveis.com
    /eprop/A4667051/51wbayheightsroad_englewood_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. (last updated 12/15/2025 11:02:49 PM)
Listing courtesy of PREFERRED SHORE   Phone: 941-999-1179

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NMLS Mortgage Loan Originator ID 16953

917.838.7300

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51 W BAY HEIGHTS ROAD, Englewood, FL, 34223

$2,499,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $1,999,200 $1,999,200 $1,999,200
Term 360 months 360 months 180 months
Initial Interest Rate** 5.625% 6.000% 5.750%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.440% 6.110% 5.952%
Monthly Tax Payment $589 $589 $589
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $11,509 $11,986 $16,602
Total Monthly Payment $12,223 $12,700 $17,316

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.