Explore Jupiter, FL Homes for Sale

Homes for Sale with a Guest House in Jupiter, FL

Welcome to your dedicated resource for homes for sale with a guest house in Jupiter, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Jupiter, FL agent, Jack and Jill Team specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a guest house properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Guest House in Jupiter, FL

$2,495,000
4 Beds 4 Baths B26056658 MLS Tailwinds At Ranch Colony BLDG.
Discover a rare opportunity in Tailwinds Airpark at Ranch Colony, one of Jupiter's most sought-after aviation communities, where properties span five acres or more. This exceptional residence enjoys direct frontage on the community's 3,000-foot lighted, paved runway, providing seamless aircraft access without the need to cross easements on neighboring properties. Meticulously maintained by its original owner, the four-bedroom, four-bath home offers a spacious kitchen with center island, spacious, pantry, generous living areas, beautiful views of the private pool and runway. The residence has been exceptionally cared for and provides an ideal foundation for personalized cosmetic updates.1,160-square-foot hangar. Two car garage plus golf cart garage. The hangar includes a 38-foot-wide by 12-foot-high electric bi-fold door opening, offering ample space for aircraft storage, maintenance, equipment, and aviation-related needs. The expansive five-acre lot also provides excellent potential for the construction of an additional hangar, workshop, guest facility, or other improvements, subject to community and governmental approvals. Combining privacy, acreage, direct runway access, and exceptional expansion potential, this property presents a unique opportunity to create a customized aviation estate in the heart of Jupiter.

3120 SE Downwinds Road, Jupiter

Listing courtesy of The Keyes Company (Tequesta). Contact: 561-262-0847

$1,479,000
4 Beds 4 Baths B26055739 MLS Imperial Woods BLDG.
YOUR FLORIDA LIFESTYLE AWAITS in Imperial Woods: a rare opportunity for private one-acre living east of I-95 in the heart of Jupiter. Picture morning coffee on the balcony, evenings on the 75+ foot wraparound porch or beside the fire pit, and weekends entertaining around the screened 32-foot pool. Set on a pie-shaped cul-de-sac lot, this 3,700+ sq. ft. custom home offers 4 bedrooms, 4 bathrooms, a recently updated kitchen, an oversized 3+ car garage, an above-garage guest suite and a primary suite with balcony access. A 2020 roof and two newer A/C systems (2020/2025) add confidence. Double-gate backyard access accommodates a boat or RV, while a concrete sports court and future guest-house potential, subject to approvals, offer space to live, gather and play without sacrificing location. Inside, natural light fills a thoughtfully designed floor plan with formal living and dining rooms, a separate family room, a recently updated kitchen with breakfast nook, and a sizable upstairs loft ready to adapt as a lounge, study or creative space. The kitchen's passthrough window makes serving the outdoor entertaining spaces effortless, while French doors throughout create a seamless connection between the interior, porches and balcony. Three of the four bedrooms open through French doors to an outdoor living area, and each bedroom enjoys convenient access to a full bath. The main-level suite includes a walk-in closet and private bath that also serves as the pool's cabana bath. Upstairs, the 300+ sq. ft. primary retreat features an ensuite bath, walk-in closet and direct balcony access. A second ensuite bedroom also opens directly onto the balcony. Separately, the 250+ sq. ft. guest suite above the garage offers vaulted ceilings, generous closets and a private bath—creating a comfortable, independent retreat for extended stays, recreation, a substantial home office or game room. Outdoor living continues in a screened gazebo-style nook—an inviting setting for dining, conversation or a quiet afternoon. The concrete sports court offers a flexible canvas for basketball, pickleball, fitness and recreation, with select listing images illustrating possible configurations. Propane serves the fireplace, with an additional connection available for a grill or future summer kitchen. Public water and sewer add everyday convenience, while a zoned sprinkler system helps maintain the acre homesite. Nearly 1,000 sq. ft. of garage space provides exceptional room for vehicles, tools, hobbies, equipment and the gear that comes with the Florida lifestyle. Imperial Woods is a well-kept enclave of only 47 custom estate homes, distinguished by private roads, mature trees, abundant wildlife and minimal through traffic. Access to sought-after Jupiter-area public schools further strengthens the location. Enjoy exceptional proximity to everything that defines the Jupiter lifestyle—approximately five minutes to central Jupiter, seven minutes to I-95 and twelve minutes to the beach, with Riverbend Park, Jupiter Medical Center, shopping, dining, golf, boating and miles of blue water nearby. Some homes simply provide an address. This one offers the freedom to spread out, welcome the people you love and shape a lifestyle that is entirely your own. Experience its scale, privacy and possibilities in person—schedule your private showing today. All measurements, travel times and MLS information are approximate and not guaranteed. School assignments and ratings should be independently verified. Guest-house and other improvement potential is subject to zoning, permitting, HOA requirements and all other applicable approvals. Some listing images have been virtually staged or digitally modified to illustrate potential uses of interior and exterior spaces; these images are conceptual and may not depict existing conditions or improvements.

19780 Castlewood Drive, Jupiter

Listing courtesy of Kukla Partners Real Estate Group. Contact:

$689,000
3 Beds 2 Baths B26055090 MLS
PRICE IMPROVEMENT! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home on 1.15 fully fenced acres in highly sought-after Jupiter Farms! With a 2-YEAR-OLD METAL ROOF, NO HOA, recently REMODELED guest bathroom, upgraded water treatment system, REVERSE OSMOSIS drinking water, and numerous recent upgrades! This move-in-ready home offers the acreage, privacy, and peace of mind buyers are looking for. A charming covered entry welcomes you into a bright and spacious interior featuring a desirable split-bedroom floor plan and open-concept living areas perfect for entertaining family and friends. Step outside to your own private Florida oasis with a MASSIVE screened patio and over an acre of FULLY FENCED property with plenty of room for your boats, RVs, trailers, and toys. Major updates include a metal roof installed approx 2 years ago, newer gutters, a beautifully remodeled guest bathroom completed just a few months ago, and new screening surrounding the back patio. The home's water system has also been extensively upgraded with a new salt-based water softener and water treatment system installed just a few months ago, eliminating sulfur odors, plus an under-sink reverse osmosis system in the kitchen for clean, purified drinking water. If you've been searching for a move-in-ready Jupiter Farms home with acreage, privacy, NO HOA, and major recent upgrades already completed, this is one you won't want to miss!

13225 157th Court N, Jupiter

Listing courtesy of United Realty Group, Inc. Contact:

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the South Jersey Shore Regional Multiple Listing Service. Real Estate listings held by brokerage firms other than Jack And Jill Team eXp Realty LLC are marked with the Broker Reciprocity logo (a little black house) and detailed information about them includes the name of the listing brokers.

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