Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$1,090,000.00
3866 UNDERWOOD STREET, THE VILLAGES, FL - 32163
3 beds
2.0 baths
1,976 sqft
$1,090,000.00
3866 UNDERWOOD STREET, THE VILLAGES, FL - 32163
Gabriella Massaro
$1,090,000.00
3 beds
2.0 baths
1,976 sqft
3866 UNDERWOOD STREET, THE VILLAGES, FL - 32163
For Sale
Photo 1
  • Built in 2014
  • 2 garage spaces
  • $551.62/sqft
  • Lot size: 9,500 sqft
  • 1 days on market

**NO BOND. 2026 ROOF. HEATED SALTWATER POOL AND SPA. AND A WATER VIEW THAT DOES NOT QUIT.** I am not your ordinary Gardenia. I am tucked away on a quiet cul de sac in the Village of Lake Deaton, I do not do nosy neighbors, I do privacy, impressive outdoor living, and I am a short golf cart ride from Brownwood Paddock Square. Inside, I have 3 bedrooms, 2 bathrooms, and an open layout with **PORCELAIN TILE THROUGHOUT, NO CARPET, NO POPCORN CEILINGS.** My kitchen was built for someone who actually cooks and entertains, with **QUARTZ COUNTERTOPS**, a custom stone backsplash, a brand new KitchenAid refrigerator with an extended warranty, and something you will not find in most Villages homes: **DOUBLE WALL OVENS.** Holiday dinners and poolside parties get a lot easier when you can cook two things at two temperatures without playing musical casseroles. Upgraded ceiling fans with lights carry that same attention to detail through every living space. My second bedroom has built in cabinetry, so it works as a home office, a craft room, or a guest space that actually feels finished. My primary suite has a shiplap accent wall for character, plus **SPLIT CLOSETS**, dual vanities, a **ROMAN SHOWER**, and a **PRIVATE WATER CLOSET.** This is not a bedroom, it is a retreat. My biggest flex is a 28 by 15 OVERSIZED ENCLOSED LANAI, fully under air, wrapped in floor to ceiling sliding doors so you get the view in every season without fighting the weather for it. The current owners turned it into a game room and workout space, which tells you everything about how much usable square footage you are actually getting here. Custom cornice boards finish out the living room and primary bedroom. Outside, my EXPANDED custom birdcage sets up an entertaining and relaxation area with mood lighting that makes ordinary nights feel like something. My lot is fully landscaped, and past that is a wide homesite over peaceful water, so you can fish or launch a kayak from your own backyard whenever the mood strikes. I also come with a Nova Home water system, a ELECTRONIC GARAGE DOOR SCREEN, a custom painted driveway, and a 2 CAR PLUS GOLF CART garage. My attic even has flooring, so you get real storage instead of a crawl space that just collects boxes. No bond and a brand new 2026 roof alone can save you up to six figures compared to new construction. Add a heated saltwater pool, a fully landscaped lot, a water view, and upgrades most homes in this price range do not have, and you are not buying a house. You are buying yourself out of a to do list. Come see me before someone else calls me home.

  • Directions: Hillsborough Trail to Warnock Road, Right onto Cross Hill Drive, Left onto Underwood St
  • County: Sumter
  • Geo subdivision: VILLAGE OF LAKE DEATON

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

For Sale
5693 BLANCHARD LANE, THE VILLAGES, FL - 32163
$995,000.00
3 bds
3.0 ba
1,977 sqft
5693 BLANCHARD LANE, THE VILLAGES, FL - 32163
For Sale
1130 SAYLE STREET, THE VILLAGES, FL - 32162
$989,000.00
3 bds
2.0 ba
2,694 sqft
1130 SAYLE STREET, THE VILLAGES, FL - 32162
For Sale
2254 ISLEWORTH CIRCLE, THE VILLAGES, FL - 32163
$1,099,000.00
3 bds
2.0 ba
3,082 sqft
2254 ISLEWORTH CIRCLE, THE VILLAGES, FL - 32163
Stellar MLS
  • Source: Stellar MLS
  • MLS #: G5117548
Listing updated: September 13, 2026 at 10:47AM
Listing provided by: Robyn Cavallaro, FLORIDA REALTY INVESTMENTS
Last checked 9 hours ago
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.