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377 N SHADOWBAY BOULEVARD

Townhouse For Sale
$265,000

BTC: 4.26731079

ETH: 157.48499435

-$34K (2026/06/09)
3 days
3 bds
2 ba
1,396 sqft

Overview

Short Sale. This charming 3-bedroom, 2-bathroom townhome in Longwood, FL, is a hidden gem that just needs a little TLC. Spanning 1,396 square feet across two stories, the home boasts impressive 15-foot ceilings that create a bright, airy environment filled with natural light from three spacious 8-foot windows and two sets of sliding glass doors. Nestled in the sought-after Seminole County, this residence is part of a community served by top-rated schools, including Sabal Point Elementary, Rock Lake Middle School, and Brantley High School—perfect for families prioritizing education. Picture yourself enjoying coffee on your private wooden deck or hosting family barbecues in the expansive backyard! Inside, the elegant porcelain tile and luxury vinyl plank flooring (updated in 2021) blend durability with style. Recent upgrades include new windows and pots, enhancing both aesthetics and energy efficiency. Outdoor enthusiasts will appreciate the proximity to Wekiva Springs State Park and Wekiva Island, offering nature trails, kayaking, and serene surroundings. The townhome is conveniently located near essential shopping, with two Publix supermarkets nearby, as well as Merrill Park and Westmonte Park, featuring an outdoor pool, playground, and sports courts. For commuters, easy access to a Sun Rail Station and Interstate 4 adds to the convenience of this well-rounded lifestyle. Don’t miss out on the opportunity to make this lovely townhouse your new home! Schedule your private tour today and start envisioning your future in this beautiful space. All offers are subject to third-party (lenders) approval. Property is being sold as a Short Sale. LIST PRICE NOT YET APPROVED.

Location

Details

Type:
Residential
Parking:
Driveway / Garage Door Opener
Year Built:
1984
Lot:
0.07 Acres
Heating:
Central / Electric
Price/sqft:
$190
Cooling:
Central Air
HOA:
$310

Valuation

Our model vs. what's actually selling nearby.
Estimate
$261,950
$231K – $335K
Confidence Low
List vs. estimate
At estimate
List $265,000 · +1.2%
List is in line with recent comparable activity.
Price per sq ft
$189
-16.6% vs. city median $227
Based on
14 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$2,884
2025
HOA
$310/mo
Community Pool, Maintenance Grounds, Maintenance Repairs
View
City, Trees/Woods
Garage
2 car garage
Pets
Allowed
All facts and features
  • Flooring

    • Ceramic Tile

    • Laminate

    • Luxury Vinyl

    • Porcelain Tile

    Heating

    • Central

    • Electric

    Cooling

    • Central Air

    Appliances

    • Convection Oven

    • Dishwasher

    • Disposal

    • Dryer

    • Electric Water Heater

    • Microwave

    • Refrigerator

    • Washer

    Other interior features

    • Ceiling Fan(s)

    • High Ceilings

    • Living Room/Dining Room Combo

    • Open Floorplan

    • Primary Bedroom Main Floor

    • Thermostat

    Bedrooms and bathrooms

    • Bedrooms: 3

    • Full bathrooms: 2

  • Parking

    • Driveway

    • Garage Door Opener

    Property

    • Levels: Two

    • Exterior Features: Irrigation System / Sidewalk

    Lot

    • Lot: 0.07 Acres

    Other Property Information

    • Parcel Number: 33202951600001990

    • Zoning: R-3

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Townhouse

  • Utility

    • Cable Available

    • Cable Connected

    • Electricity Available

    • Electricity Connected

    • Public

    • Sewer Connected

    • Street Lights

    • Water Available

    • Water Connected

  • Other financial information

    • HOA: $310

    • HOA Frequency: Monthly

    • Annual tax amount: $2,885

  • Source details

    • MLS ID: O6414941

    Other facts

    • Construction Materials: Block / Stucco

    • Foundation Details: Block / Slab

    • Laundry Features: In Garage

    • Lot Features: Cul-De-Sac / City Lot / In County / Landscaped / Private / Sidewalk

    • Patio And Porch Features: Patio

    • Direction Faces: North

    • Other Structures: Tennis Court(s)

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 1396

    • Water Source: Public

    • Subdivision Name: SHADOWBAY UNIT 2 PH 2

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: RE/MAX ASSURED